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Spectacular Water View Home nestled at the tip of Eastport Peninsula between Spa Creek, Back Creek and the Severn River in the premiere gated community of Chesapeake Landing, with onsite Yacht Club and pool memberships available. 21 Chesapeake Landing embodies the epitome of Eastport’s waterfront lifestyle. The Maritime Republic of Eastport is a vibrant waterfront community deeply rooted in both sailboat racing and pleasure boating traditions. Residents treasure the walkable lifestyle, with more than 50 restaurants, pubs, boutique shops, and historic City Dock and Downtown Annapolis just steps away. This immaculately-maintained home has been thoughtfully designed with meticulous, high-level upgrades, resulting in a seamless blend of elegance, comfort, and timeless design. A private in-law, guest suite or entertainment room on the ground level adds to the homes versatility. On the main level, expansive sliding glass doors open onto one of three decks; an ideal setting for savoring water views, or simply relaxing with evening libations. It’s also a front-row seat for the 4th of July, New Year’s Eve fireworks displays and the annual Blue Angels Airshow. The daily parade of sail and power boats, regattas, navy vessels and pirate ships is a spectacular bonus that makes this home truly unique. At the heart of the home is a spectacular chef’s kitchen: An oversized center island invites casual gatherings, while custom cabinetry, complete with artful display nooks, add depth and functionality. Sleek stainless-steel appliances pair beautifully with the honed-granite countertops, to provide ample prep space for the most discerning gourmet. A private deck just off the kitchen is perfectly positioned for effortless outdoor grilling. The open-concept layout is both flexible and inviting. Island seating flows naturally into the adjacent dining area, which overlooks the living room and captures water views beyond. Rich, gleaming hardwood floors span the main, bedroom, and loft levels, adding warmth and sophistication throughout. The living room is a true retreat, enhanced by 9-foot ceilings and a gas fireplace that adds instant ambiance with the flip of a switch. Upstairs, wake up to enjoys water views of Annapolis Harbor and the Severn River. The graciously sized owner’s suite welcomes you with dramatic vaulted ceilings and abundant natural light. The recently renovated spa-inspired ensuite bath is a sanctuary in itself, featuring a glass-enclosed shower and soaking tub that doubles as a steam room complete with folding chairs for relaxation and the therapeutic benefits of a sauna. Dual vanities, high-end fixtures, and generous storage, all finished in calming, modern tones complete the experience. Two additional bedrooms offer versatility and comfort; ideal for guests, family, or as a dedicated art studio, home gym, or private home office. The ground-level living space adds even more flexibility. Featuring its’ own paver patio and private entrance, a full bath and a custom kitchenette—including a refrigerator, sink, microwave, built-in storage and neutral tile flooring. This area can be completely closed off from the rest of the home, making it a perfect in-law suite, private guest quarters or family entertainment area. Additional amenities include a one-car garage, an extra driveway parking space, a large paver patio, and the freedom to lock, leave, and travel with peace of mind. Outside your front door, the Eastport lifestyle unfolds. Take a leisurely stroll to local waterfront restaurants, pubs, and boutique shops. Catch a water taxi to historic downtown Annapolis, or launch your kayak or paddleboard from nearby Horn Point Beach Park. Eastport offers the charm of a coastal village with the energy of a thriving maritime hub, just across Spa Creek from the U.S. Naval Academy and all the culture, history, and amenities of downtown Annapolis! Don't Miss The Opportunity to Make This Your Home!

21 Chesapeake Lndg, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Coldwell Banker Realty.

$1,540,000

Exceptional four-level end-unit townhome with a two-car rear-load garage in the heart of Historic Annapolis. Ideally located just one block from Spa Creek, this beautifully maintained luxury residence offers a rare combination of timeless character, spacious living, and thoughtful upgrades throughout. Inside, hardwood floors, 9-foot ceilings, plantation shutters, and abundant natural light create a warm and inviting atmosphere across all four levels. The gourmet kitchen features stainless steel appliances, a Sub-Zero refrigerator/freezer, Merrillat cabinetry, an eat-in dining area, and a comfortable family room centered around a gas fireplace with custom built-ins. The flexible floor plan offers multiple living and entertaining spaces, including a private lower-level bedroom suite with a full bath nearby and a second gas fireplace — ideal for guests, extended family, a home office, or additional lounge space. Walk-in closets and seamless indoor/outdoor flow add to the home’s appeal, including a Pella slider leading to the private deck off the kitchen overlooking a peaceful grassy courtyard area. The two-car garage has been upgraded with a durable sealed floor system and custom slatwall organization. Additional improvements include repointed brick at the front entrance. Located moments from the waterfront, residents can call for a water taxi to nearby restaurants and shops or enjoy nearby Acton’s Cove (Goose) Park for green space, dog walking, and waterfront relaxation. With boutique shopping, coffee spots, acclaimed dining, the Naval Academy, and all the charm of downtown Annapolis just outside your door, this home offers an exceptional lifestyle in one of Annapolis’ most desirable locations.

Exceptional four-level end-unit townhome with a two-car rear-load garage in the heart of Historic Annapolis. Ideally located just one block from Spa Creek, this beautifully maintained luxury residence offers a rare combination of timeless character, spacious living, and thoughtful upgrades throughout. Inside, hardwood floors, 9-foot ceilings, plantation shutters, and abundant natural light create a warm and inviting atmosphere across all four levels. The gourmet kitchen features stainless steel appliances, a Sub-Zero refrigerator/freezer, Merrillat cabinetry, an eat-in dining area, and a comfortable family room centered around a gas fireplace with custom built-ins. The flexible floor plan offers multiple living and entertaining spaces, including a private lower-level bedroom suite with a full bath nearby and a second gas fireplace — ideal for guests, extended family, a home office, or additional lounge space. Walk-in closets and seamless indoor/outdoor flow add to the home’s appeal, including a Pella slider leading to the private deck off the kitchen overlooking a peaceful grassy courtyard area. The two-car garage has been upgraded with a durable sealed floor system and custom slatwall organization. Additional improvements include repointed brick at the front entrance. Located moments from the waterfront, residents can call for a water taxi to nearby restaurants and shops or enjoy nearby Acton’s Cove (Goose) Park for green space, dog walking, and waterfront relaxation. With boutique shopping, coffee spots, acclaimed dining, the Naval Academy, and all the charm of downtown Annapolis just outside your door, this home offers an exceptional lifestyle in one of Annapolis’ most desirable locations.

47 Richards Ln, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Spectacular water-view home nestled at the tip of the Eastport Peninsula in coveted Chesapeake Landing, a premier gated community. Set within the vibrant Maritime Republic of Eastport, deeply rooted in sailboat racing and pleasure-boating traditions. 23 Chesapeake Landing offers an exceptional blend of comfort, convenience and the Annapolis waterfront lifestyle. Residents treasure the neighborhood’s walkability, with an array of restaurants, pubs, boutiques, historic City Dock and Downtown Annapolis just steps from your door! Take a water taxi across Spa Creek to downtown or lauch a kyak or paddleboard from nearby Horn Point Park. Well maintained and freshly painted, this thoughtfully designed end-unit townhome, providing an abundance of natural light is equally suited to relaxed everyday living and effortless entertaining. The kitchen features sleek stainless-steel appliances, granite countertops, custom cabinetry and abundant storage. A casual dining area encourages relaxed gatherings, while the adjoining deck is perfectly positioned for outdoor grilling. Overlooking the living room and the water views beyond, the separate dining room provides an elegant setting for more formal occasions. The inviting living room is enhanced with taller ceilings, hardwood flooring and a wood-burning fireplace that adds warmth and ambience during the cooler months. Expansive sliding glass doors, fitted with plantation shutters, open to one of three newly rebuilt and expanded decks providing an ideal setting for savoring the water views or relaxing with your favorite beverage. This remarkable vantage point also provides front-row views of Fourth of July and New Year’s Eve fireworks, the annual Blue Angels Airshow and the ever-changing parade of sailboats, powerboats, regattas, naval vessels and the occasional pirate ship. The generously sized owner’s suite welcomes you with dramatic vaulted ceilings, abundant natural light, an en-suite bath and a private deck for even more water viewing pleasure. A second bedroom, full bath and laundry area complete the bedroom level. The loft level offers tremendous flexibility and may be adapted as additional bedroom space, a home office, art studio, fitness room or whatever best complements your lifestyle. The ground floor level, warmed by a second fireplace and enhanced by updated luxury vinyl plank flooring provides additional comfortable living space with exceptional flexibility, including its own private entrance. A full bath provides the perfect setup as an additional guest suite. French doors open to a private patio overlooking the beautifully landscaped grounds. Designed for easy lock-and-leave living, this home allows you to travel with peace of mind. The Annapolis Maryland Capital Yacht Club owns and manages the marina, pool and clubhouse. For the boating enthusiast, marina slips available for lease provide easy access to the Chesapeake Bay and its many waterfront destinations including use of the pool and clubhouse. Just outside your door, The Maritime Republic of Eastport combines the charm of a coastal village with the energy of a thriving maritime community - all just across Spa Creek from the U. S. Naval Academy and the culture, history and amenities of downtown Annapolis. Don't miss an opportunity to make this exceptional Eastport residence your home!

$1,525,000

Spectacular water-view home nestled at the tip of the Eastport Peninsula in coveted Chesapeake Landing, a premier gated community. Set within the vibrant Maritime Republic of Eastport, deeply rooted in sailboat racing and pleasure-boating traditions. 23 Chesapeake Landing offers an exceptional blend of comfort, convenience and the Annapolis waterfront lifestyle. Residents treasure the neighborhood’s walkability, with an array of restaurants, pubs, boutiques, historic City Dock and Downtown Annapolis just steps from your door! Take a water taxi across Spa Creek to downtown or lauch a kyak or paddleboard from nearby Horn Point Park. Well maintained and freshly painted, this thoughtfully designed end-unit townhome, providing an abundance of natural light is equally suited to relaxed everyday living and effortless entertaining. The kitchen features sleek stainless-steel appliances, granite countertops, custom cabinetry and abundant storage. A casual dining area encourages relaxed gatherings, while the adjoining deck is perfectly positioned for outdoor grilling. Overlooking the living room and the water views beyond, the separate dining room provides an elegant setting for more formal occasions. The inviting living room is enhanced with taller ceilings, hardwood flooring and a wood-burning fireplace that adds warmth and ambience during the cooler months. Expansive sliding glass doors, fitted with plantation shutters, open to one of three newly rebuilt and expanded decks providing an ideal setting for savoring the water views or relaxing with your favorite beverage. This remarkable vantage point also provides front-row views of Fourth of July and New Year’s Eve fireworks, the annual Blue Angels Airshow and the ever-changing parade of sailboats, powerboats, regattas, naval vessels and the occasional pirate ship. The generously sized owner’s suite welcomes you with dramatic vaulted ceilings, abundant natural light, an en-suite bath and a private deck for even more water viewing pleasure. A second bedroom, full bath and laundry area complete the bedroom level. The loft level offers tremendous flexibility and may be adapted as additional bedroom space, a home office, art studio, fitness room or whatever best complements your lifestyle. The ground floor level, warmed by a second fireplace and enhanced by updated luxury vinyl plank flooring provides additional comfortable living space with exceptional flexibility, including its own private entrance. A full bath provides the perfect setup as an additional guest suite. French doors open to a private patio overlooking the beautifully landscaped grounds. Designed for easy lock-and-leave living, this home allows you to travel with peace of mind. The Annapolis Maryland Capital Yacht Club owns and manages the marina, pool and clubhouse. For the boating enthusiast, marina slips available for lease provide easy access to the Chesapeake Bay and its many waterfront destinations including use of the pool and clubhouse. Just outside your door, The Maritime Republic of Eastport combines the charm of a coastal village with the energy of a thriving maritime community - all just across Spa Creek from the U. S. Naval Academy and the culture, history and amenities of downtown Annapolis. Don't miss an opportunity to make this exceptional Eastport residence your home!

23 Chesapeake Lndg, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: EXP Realty, LLC.

If you love a home that breathes history, you’ll fall in love with this one. Ideally situated at 102 Duke of Gloucester Street, the property rests along one of the area’s most historic streets—named in the late 1600s in honor of Prince William, The Duke of Gloucester. Some of the images in this listing have been lightly visually enhanced.* Set on one of the most desirable stretches of the street, this classic Annapolis home is one where history, character, and everyday livability come together beautifully. Directly across from St. Mary’s Church, this four-bedroom, 3.5-bath residence offers just under 3,000 square feet perched on a generous lot with ample private parking. Its location places you within effortless walking distance of Spa Creek, Main Street, Ego Alley, the Annapolis Yacht Club, and Eastport—an extraordinary position that puts the very best of Annapolis at your doorstep. From the moment you cross the threshold, the charm is unmistakable. This home is filled with warm natural light and the energy of a true Annapolis residence that has been has been lived in, loved, and appreciated in its time. Rich wood, original details, and an authentic sense of place create an atmosphere that simply cannot be replicated in a new build. Among its most beautiful details are the original panes of glass showcased at the front of the home, along with rare, old-growth Georgia hard-pine edge-grain floors, and an original letter box—craftsmanship and materials that are increasingly difficult, if not impossible, to find today. The second floor showcases an especially inviting primary suite with a huge bath filled with warm morning light— a peaceful place to begin each day surrounded by the character of historic Annapolis. An additional full bath and bedrooms right down the hall. A bright and spacious grand room crowns the 3rd floor to be used as you like for an additional bedroom, exercise, and artist haven, office - you decide! The lower level is fitted with the original brick floors and offers a private full suite—an exceptional space for guests, extended family, or separate living arrangement. Additionally it includes its own secluded workshop, a rare and charming feature for someone who enjoys working with their hands, tackling projects, or simply having a dedicated place to create. Easily accessed from the kitchen breakfast area, the rear yard is one of the property’s most unexpected treasures. This generous outdoor space, not often found in downtown, offers privacy, a place to garden, entertain or simply letting the dog run and play. You will have your own highly desired and remarkably convenient parking for downtown living with room for two full-size vehicles or up to three compact cars, complemented by additional ample street parking. A fire-suppression system adds an additional layer of peace of mind to this historic residence. The sewer line was updated within the last 8 years and the roof was replaced in 2016 with 50 year rated shingles. But perhaps what makes this home most special is what cannot be measured in square footage. It has soul. The wood is rich. The light is warm. The architecture carries the imprint of another era. And the location is nearly impossible to duplicate. For those who appreciate the romance of an old home—the imperfections, the craftsmanship, the history, and the stories embedded within its walls—102 Duke of Gloucester Street offers something increasingly rare: a genuine piece of Annapolis that still still feels like a home.

If you love a home that breathes history, you’ll fall in love with this one. Ideally situated at 102 Duke of Gloucester Street, the property rests along one of the area’s most historic streets—named in the late 1600s in honor of Prince William, The Duke of Gloucester. Some of the images in this listing have been lightly visually enhanced.* Set on one of the most desirable stretches of the street, this classic Annapolis home is one where history, character, and everyday livability come together beautifully. Directly across from St. Mary’s Church, this four-bedroom, 3.5-bath residence offers just under 3,000 square feet perched on a generous lot with ample private parking. Its location places you within effortless walking distance of Spa Creek, Main Street, Ego Alley, the Annapolis Yacht Club, and Eastport—an extraordinary position that puts the very best of Annapolis at your doorstep. From the moment you cross the threshold, the charm is unmistakable. This home is filled with warm natural light and the energy of a true Annapolis residence that has been has been lived in, loved, and appreciated in its time. Rich wood, original details, and an authentic sense of place create an atmosphere that simply cannot be replicated in a new build. Among its most beautiful details are the original panes of glass showcased at the front of the home, along with rare, old-growth Georgia hard-pine edge-grain floors, and an original letter box—craftsmanship and materials that are increasingly difficult, if not impossible, to find today. The second floor showcases an especially inviting primary suite with a huge bath filled with warm morning light— a peaceful place to begin each day surrounded by the character of historic Annapolis. An additional full bath and bedrooms right down the hall. A bright and spacious grand room crowns the 3rd floor to be used as you like for an additional bedroom, exercise, and artist haven, office - you decide! The lower level is fitted with the original brick floors and offers a private full suite—an exceptional space for guests, extended family, or separate living arrangement. Additionally it includes its own secluded workshop, a rare and charming feature for someone who enjoys working with their hands, tackling projects, or simply having a dedicated place to create. Easily accessed from the kitchen breakfast area, the rear yard is one of the property’s most unexpected treasures. This generous outdoor space, not often found in downtown, offers privacy, a place to garden, entertain or simply letting the dog run and play. You will have your own highly desired and remarkably convenient parking for downtown living with room for two full-size vehicles or up to three compact cars, complemented by additional ample street parking. A fire-suppression system adds an additional layer of peace of mind to this historic residence. The sewer line was updated within the last 8 years and the roof was replaced in 2016 with 50 year rated shingles. But perhaps what makes this home most special is what cannot be measured in square footage. It has soul. The wood is rich. The light is warm. The architecture carries the imprint of another era. And the location is nearly impossible to duplicate. For those who appreciate the romance of an old home—the imperfections, the craftsmanship, the history, and the stories embedded within its walls—102 Duke of Gloucester Street offers something increasingly rare: a genuine piece of Annapolis that still still feels like a home.

102 Duke Of Gloucester St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Welcome to this exceptional residence offering timeless elegance and modern comfort in every detail. Step inside to an open and airy floor plan filled with natural light, complemented by rich hickory hardwood flooring throughout the main level. Designed for both everyday living and effortless entertaining, the heart of the home is a gourmet chef’s kitchen featuring a spacious island, stunning marble countertops, and high-end finishes. The main level also showcases an elegant formal dining room adorned with classic wainscoting, crown molding, and chair rail detailing—perfect for hosting memorable gatherings. Just beyond, a beautiful sunroom with slate flooring provides a tranquil retreat, overlooking the meticulously landscaped backyard. Outdoor living is equally impressive with an expansive mahogany deck off the sunroom, complete with a built-in fire pit—ideal for relaxing evenings or entertaining guests. Upstairs, you’ll find four generously sized bedrooms, including a luxurious primary suite featuring a gorgeously updated, spa-inspired bath designed for comfort and relaxation. The finished lower level expands the home’s versatility, offering a spacious great room ideal for recreation, media, or entertaining, along with a dedicated workshop—perfect for hobbies, projects, or additional storage. This home seamlessly blends sophistication, warmth, and functionality, offering an exceptional lifestyle in a highly desirable setting. Complete with Nest smart home technology and a portable generator hookup, this home is as smart and sturdy as it is beautiful.

Welcome to this exceptional residence offering timeless elegance and modern comfort in every detail. Step inside to an open and airy floor plan filled with natural light, complemented by rich hickory hardwood flooring throughout the main level. Designed for both everyday living and effortless entertaining, the heart of the home is a gourmet chef’s kitchen featuring a spacious island, stunning marble countertops, and high-end finishes. The main level also showcases an elegant formal dining room adorned with classic wainscoting, crown molding, and chair rail detailing—perfect for hosting memorable gatherings. Just beyond, a beautiful sunroom with slate flooring provides a tranquil retreat, overlooking the meticulously landscaped backyard. Outdoor living is equally impressive with an expansive mahogany deck off the sunroom, complete with a built-in fire pit—ideal for relaxing evenings or entertaining guests. Upstairs, you’ll find four generously sized bedrooms, including a luxurious primary suite featuring a gorgeously updated, spa-inspired bath designed for comfort and relaxation. The finished lower level expands the home’s versatility, offering a spacious great room ideal for recreation, media, or entertaining, along with a dedicated workshop—perfect for hobbies, projects, or additional storage. This home seamlessly blends sophistication, warmth, and functionality, offering an exceptional lifestyle in a highly desirable setting. Complete with Nest smart home technology and a portable generator hookup, this home is as smart and sturdy as it is beautiful.

1613 Old Mill Bottom Run, Annapolis

Listing courtesy of Monument Sotheby's International Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

Nestled on a hillside overlooking the Severn River, this property presents a rare opportunity in the highly coveted Sherwood Forest community. Set on a private lot, the home offers a great balance of indoor and outdoor living. A spacious deck provides the perfect setting to relax or entertain while taking in views of boats passing along the river. The home features just over 2,700 square feet, with 4 bedrooms and 2.5 bathrooms, offering plenty of space to enjoy as-is with the opportunity to renovate or rebuild at a later date. Whether you’re looking for a place to experience Sherwood Forest summers or envision building your dream water-view home, this property offers exceptional potential. Sherwood Forest is a prestigious gated community comprising 341 residences. Residents enjoy access to a plethora of amenities including a spacious multi-purpose Club House, General Store, 9-Hole Golf Course, 6 Tennis Courts, Marina, Beaches, Swimming Pool, Basketball Court, Bowling Alley, Pickle Ball Courts, Archery Pit, Nature Lab, and a renowned Children’s Summer Camp Program. Numerous fields throughout the neighborhood cater to various sports such as Lacrosse, Soccer, Football, Softball, Volleyball, and Badminton. The surrounding forest boasts over 5 miles of scenic walking and mountain biking trails, with a picturesque 2-mile waterfront loop offering captivating views of the Severn River and Brewers Pond. Golf carts are the preferred mode of transportation within the community. The vibrant social calendar is filled with events including the 3rd of July Fireworks, 4th of July Parade, Summer Dances, 5K Race, Corn Roast, Clam Bake, Tennis and Golf Tournaments, and much more. Holiday festivities cater to both adults and children alike. A one-time $20,000 membership fee to join the Sherwood Forest Club is required as part of your Real Estate Transaction.

Nestled on a hillside overlooking the Severn River, this property presents a rare opportunity in the highly coveted Sherwood Forest community. Set on a private lot, the home offers a great balance of indoor and outdoor living. A spacious deck provides the perfect setting to relax or entertain while taking in views of boats passing along the river. The home features just over 2,700 square feet, with 4 bedrooms and 2.5 bathrooms, offering plenty of space to enjoy as-is with the opportunity to renovate or rebuild at a later date. Whether you’re looking for a place to experience Sherwood Forest summers or envision building your dream water-view home, this property offers exceptional potential. Sherwood Forest is a prestigious gated community comprising 341 residences. Residents enjoy access to a plethora of amenities including a spacious multi-purpose Club House, General Store, 9-Hole Golf Course, 6 Tennis Courts, Marina, Beaches, Swimming Pool, Basketball Court, Bowling Alley, Pickle Ball Courts, Archery Pit, Nature Lab, and a renowned Children’s Summer Camp Program. Numerous fields throughout the neighborhood cater to various sports such as Lacrosse, Soccer, Football, Softball, Volleyball, and Badminton. The surrounding forest boasts over 5 miles of scenic walking and mountain biking trails, with a picturesque 2-mile waterfront loop offering captivating views of the Severn River and Brewers Pond. Golf carts are the preferred mode of transportation within the community. The vibrant social calendar is filled with events including the 3rd of July Fireworks, 4th of July Parade, Summer Dances, 5K Race, Corn Roast, Clam Bake, Tennis and Golf Tournaments, and much more. Holiday festivities cater to both adults and children alike. A one-time $20,000 membership fee to join the Sherwood Forest Club is required as part of your Real Estate Transaction.

322 Clopston Hl, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: Douglas Realty LLC.

Experience waterfront living at its most captivating in the prestigious community of Providence. Overlooking the tranquil waters of Providence Cove and Mill Creek and backing up to the 10th fairway on the Naval Academy Golf Course, this beautifully maintained 4-bedroom, 2.5-bath home offers spectacular views from a rare vantage point where water and nature create an ever-changing backdrop of serenity and beauty. Thoughtfully sited to maximize the scenery, the home is filled with natural light and designed to celebrate its surroundings. Expansive windows frame waterfront views, bringing the outdoors in and creating a sense of calm throughout the living spaces. Every sunrise glistens across the water, making everyday life feel like a retreat. The spacious, three-level floor plan blends comfort with elegance, offering generous gathering spaces for entertaining and quiet, private areas for relaxation. Four well-proportioned bedrooms and two and a half baths provide flexibility for family, guests, or refined work-from-home living. Pride of ownership is evident throughout, with the home meticulously cared for and move-in ready — allowing the next owner to simply arrive and begin enjoying the lifestyle this extraordinary setting affords. Located in one of the area’s most desirable waterfront communities, Providence is known for its charm, natural beauty, and proximity to Annapolis, top commuting routes, and local amenities — all while feeling like a peaceful escape from the everyday. Providence boasts its own marina, a modern clubhouse, swimming pool and legendary community events. This is more than a home — it’s a front-row seat to the beauty of Mill Creek and a rare opportunity to own one of Providence’s most enviable views.

Experience waterfront living at its most captivating in the prestigious community of Providence. Overlooking the tranquil waters of Providence Cove and Mill Creek and backing up to the 10th fairway on the Naval Academy Golf Course, this beautifully maintained 4-bedroom, 2.5-bath home offers spectacular views from a rare vantage point where water and nature create an ever-changing backdrop of serenity and beauty. Thoughtfully sited to maximize the scenery, the home is filled with natural light and designed to celebrate its surroundings. Expansive windows frame waterfront views, bringing the outdoors in and creating a sense of calm throughout the living spaces. Every sunrise glistens across the water, making everyday life feel like a retreat. The spacious, three-level floor plan blends comfort with elegance, offering generous gathering spaces for entertaining and quiet, private areas for relaxation. Four well-proportioned bedrooms and two and a half baths provide flexibility for family, guests, or refined work-from-home living. Pride of ownership is evident throughout, with the home meticulously cared for and move-in ready — allowing the next owner to simply arrive and begin enjoying the lifestyle this extraordinary setting affords. Located in one of the area’s most desirable waterfront communities, Providence is known for its charm, natural beauty, and proximity to Annapolis, top commuting routes, and local amenities — all while feeling like a peaceful escape from the everyday. Providence boasts its own marina, a modern clubhouse, swimming pool and legendary community events. This is more than a home — it’s a front-row seat to the beauty of Mill Creek and a rare opportunity to own one of Providence’s most enviable views.

244 Puritan Pl, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

Selling Office: Engel & Volkers Annapolis.

$1,499,000

Experience elevated water oriented living in this beautifully updated four-level luxury townhome offering tranquil Severn River views and a rare sense of privacy within one of Eastport’s most coveted gated communities. Recently refreshed from top to bottom, this home features brand-new decks with contemporary cable railings, a new A/C unit and heat pump, fresh interior paint, and a new rear privacy fence—blending modern comfort with timeless sophistication. The main level welcomes you with an open, sun-filled layout that flows effortlessly from the gourmet kitchen—complete with Bosch stainless steel appliances, granite countertops, larger center island and custom cabinetry—to the dining and living areas framed by expansive glass doors leading to a spacious deck overlooking the water. Rich hardwood flooring, recessed lighting, and a sleek built-in entertainment unit with beverage refrigerator create a polished yet inviting atmosphere perfect for entertaining. Upstairs, discover a large guest bedroom with vaulted ceilings and the primary suite that offers a private balcony with serene river views, dual closets, and a spa-inspired bath featuring a soaking tub, separate frameless shower with dual shower heads and bench seating, and dual vanities. The top-level private loft/ bonus room features an open skylight with great panoramic views of Annapolis and cedar closet that provides ample space for family or guests while the private lower-level bedroom with an en-suite bathroom and a walkout patio is perfect for visitors or a quiet home office. Additional features include an oversized 1-car garage with extended driveway and ample additional parking within the community, custom storage systems, integrated blinds, and meticulous craftsmanship throughout. Enjoy a lifestyle of sophistication and ease- walk to Eastports waterfront restaurants, local pubs, and marinas, or simply relax on your private balconies with front-row views of the Blue Angels flyovers, the Parade of Lights, Annapolis’ summer fireworks, and the city’s celebrated boat shows. Residents also enjoy optional membership access to the on-site marina and pool—available to join for an additional cost—offering resort-style amenities just steps from your door.

Experience elevated water oriented living in this beautifully updated four-level luxury townhome offering tranquil Severn River views and a rare sense of privacy within one of Eastport’s most coveted gated communities. Recently refreshed from top to bottom, this home features brand-new decks with contemporary cable railings, a new A/C unit and heat pump, fresh interior paint, and a new rear privacy fence—blending modern comfort with timeless sophistication. The main level welcomes you with an open, sun-filled layout that flows effortlessly from the gourmet kitchen—complete with Bosch stainless steel appliances, granite countertops, larger center island and custom cabinetry—to the dining and living areas framed by expansive glass doors leading to a spacious deck overlooking the water. Rich hardwood flooring, recessed lighting, and a sleek built-in entertainment unit with beverage refrigerator create a polished yet inviting atmosphere perfect for entertaining. Upstairs, discover a large guest bedroom with vaulted ceilings and the primary suite that offers a private balcony with serene river views, dual closets, and a spa-inspired bath featuring a soaking tub, separate frameless shower with dual shower heads and bench seating, and dual vanities. The top-level private loft/ bonus room features an open skylight with great panoramic views of Annapolis and cedar closet that provides ample space for family or guests while the private lower-level bedroom with an en-suite bathroom and a walkout patio is perfect for visitors or a quiet home office. Additional features include an oversized 1-car garage with extended driveway and ample additional parking within the community, custom storage systems, integrated blinds, and meticulous craftsmanship throughout. Enjoy a lifestyle of sophistication and ease- walk to Eastports waterfront restaurants, local pubs, and marinas, or simply relax on your private balconies with front-row views of the Blue Angels flyovers, the Parade of Lights, Annapolis’ summer fireworks, and the city’s celebrated boat shows. Residents also enjoy optional membership access to the on-site marina and pool—available to join for an additional cost—offering resort-style amenities just steps from your door.

48 Chesapeake Lndg, Annapolis

Listing courtesy of Foraker Realty Co.. Contact:

Selling Office: TTR Sotheby's International Realty.

$1,495,000

Experience timeless elegance in this exceptional colonial home, built in 2018 and sited on over two-thirds of an acre with protected conservation land ensuring lasting privacy. Thoughtfully and tastefully updated to reflect modern styles, every detail of this residence exudes sophistication, from its open floor plan to its refined finishes and light-filled interiors. The main level showcases a stunning great room with fireplace, a chef’s kitchen designed for culinary excellence with a quartz-topped island, custom cabinetry, generous eat-in space, a powder room, and a beautifully designed custom bar area perfect for entertaining. Upstairs, the lavish primary suite is a true retreat with a spa-inspired bath featuring a large shower and soaking tub, dual vanities, and two expansive custom walk-in closets. Three additional bedrooms and two full baths complete the level. The finished lower level offers a private guest suite with full bath and an expansive recreation space ideal for gatherings. Step outside to a resort-style sanctuary: a heated gunite saltwater pool with tanning ledge, integrated spa with cascading waterfall, retractable awning over the deck, and extensive hardscaping and landscaping. Additional features include an in-ground trampoline, playground, a large fully fenced and irrigated lawn, and a sizable custom shed for extra storage. An oversized attached two-car garage provides both practicality and convenience. Perfectly located - just a three-minute walk to Hillsmere Elementary, three miles from Historic Downtown Annapolis, and offering effortless access to Route 50, I-97, BWI, Fort Meade, and Washington, DC - this property seamlessly combines elegance, privacy, and convenience. Welcome Home!

5 Beds ⋅ 5 Baths

Experience timeless elegance in this exceptional colonial home, built in 2018 and sited on over two-thirds of an acre with protected conservation land ensuring lasting privacy. Thoughtfully and tastefully updated to reflect modern styles, every detail of this residence exudes sophistication, from its open floor plan to its refined finishes and light-filled interiors. The main level showcases a stunning great room with fireplace, a chef’s kitchen designed for culinary excellence with a quartz-topped island, custom cabinetry, generous eat-in space, a powder room, and a beautifully designed custom bar area perfect for entertaining. Upstairs, the lavish primary suite is a true retreat with a spa-inspired bath featuring a large shower and soaking tub, dual vanities, and two expansive custom walk-in closets. Three additional bedrooms and two full baths complete the level. The finished lower level offers a private guest suite with full bath and an expansive recreation space ideal for gatherings. Step outside to a resort-style sanctuary: a heated gunite saltwater pool with tanning ledge, integrated spa with cascading waterfall, retractable awning over the deck, and extensive hardscaping and landscaping. Additional features include an in-ground trampoline, playground, a large fully fenced and irrigated lawn, and a sizable custom shed for extra storage. An oversized attached two-car garage provides both practicality and convenience. Perfectly located - just a three-minute walk to Hillsmere Elementary, three miles from Historic Downtown Annapolis, and offering effortless access to Route 50, I-97, BWI, Fort Meade, and Washington, DC - this property seamlessly combines elegance, privacy, and convenience. Welcome Home!

962 Old Annapolis Neck Rd, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

$1,495,000

Experience the ease of waterfront living on Oyster Creek, where direct access to the Chesapeake Bay places boating, waterfront dining, and endless days on the water just beyond your private pier. Thoughtfully designed to embrace its picturesque setting, this beautifully appointed residence offers an ideal blend of modern coastal style, comfortable gathering spaces, and seamless indoor-outdoor living. The main level features a bright open floor plan filled with natural light and anchored by a sleek gourmet kitchen with an oversized island, abundant cabinetry, and effortless flow into the dining and living areas. Expansive sliding glass doors frame peaceful water views and open to a full-width waterside deck, creating the perfect setting for outdoor dining, entertaining, or simply relaxing while overlooking the creek. Upstairs, the waterside primary suite serves as a private retreat with balcony access overlooking Oyster Creek, a spa-inspired bath with a freestanding soaking tub, walk-in shower, and tranquil design that creates a true sense of escape. An additional waterside bedroom and full bath complete the upper level, offering comfortable accommodations for family and guests alike. The walk-out lower level expands the home’s versatility with a spacious family room, an additional bedroom and full bath, and direct access to the covered waterside patio and beautifully landscaped lawn leading to the private pier. Designed for boating enthusiasts, the pier is equipped with a boat lift and two jet ski lifts, making it effortless to enjoy everything the Chesapeake Bay lifestyle has to offer. Located within the sought after Oyster Harbor community, residents enjoy exceptional amenities just moments away, including water access for launching boats and kayaks, a swimming beach, volleyball courts, and gathering spaces designed for connection and celebration. Here, every day feels like a getaway. From morning coffee on the balcony to sunset cruises and weekends spent on the water, this exceptional Oyster Creek property delivers the waterfront lifestyle so many aspire to, all within a peaceful and scenic setting just moments from the open Bay. Welcome Home!

Experience the ease of waterfront living on Oyster Creek, where direct access to the Chesapeake Bay places boating, waterfront dining, and endless days on the water just beyond your private pier. Thoughtfully designed to embrace its picturesque setting, this beautifully appointed residence offers an ideal blend of modern coastal style, comfortable gathering spaces, and seamless indoor-outdoor living. The main level features a bright open floor plan filled with natural light and anchored by a sleek gourmet kitchen with an oversized island, abundant cabinetry, and effortless flow into the dining and living areas. Expansive sliding glass doors frame peaceful water views and open to a full-width waterside deck, creating the perfect setting for outdoor dining, entertaining, or simply relaxing while overlooking the creek. Upstairs, the waterside primary suite serves as a private retreat with balcony access overlooking Oyster Creek, a spa-inspired bath with a freestanding soaking tub, walk-in shower, and tranquil design that creates a true sense of escape. An additional waterside bedroom and full bath complete the upper level, offering comfortable accommodations for family and guests alike. The walk-out lower level expands the home’s versatility with a spacious family room, an additional bedroom and full bath, and direct access to the covered waterside patio and beautifully landscaped lawn leading to the private pier. Designed for boating enthusiasts, the pier is equipped with a boat lift and two jet ski lifts, making it effortless to enjoy everything the Chesapeake Bay lifestyle has to offer. Located within the sought after Oyster Harbor community, residents enjoy exceptional amenities just moments away, including water access for launching boats and kayaks, a swimming beach, volleyball courts, and gathering spaces designed for connection and celebration. Here, every day feels like a getaway. From morning coffee on the balcony to sunset cruises and weekends spent on the water, this exceptional Oyster Creek property delivers the waterfront lifestyle so many aspire to, all within a peaceful and scenic setting just moments from the open Bay. Welcome Home!

1326 Washington Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: Keller Williams Capital Properties.

$1,487,500

A rare, sunset orientation opportunity on the South River, 3258 Harness Creek Rd offers the perfect blend of waterfront privacy and amazing downsizing potential. The existing single-level residence on .63 acre features three bedrooms and two bathrooms, ideal for those looking for one-floor living. The gracious living room overlooks the pool, and the adjoining dining room opens onto the waterside deck. The kitchen and family room have expansive west-facing views out over the South River. This is an incredible opportunity to thoughtfully update within the current footprint or build new with limited expansion potential. The property has a beautiful waterside pool and 109 ft of rip-rapped waterfrontage, with private pier, on the South River. The home’s elevation is ideally located out of the flood zone yet the approach to your pier is a very gentle slope. Located just minutes from downtown Annapolis and Quiet Waters Park, this property is in an area of multi-million dollar homes and combines the tranquility of waterfront living with the convenience of in-town access.

3 Beds ⋅ 2 Baths

A rare, sunset orientation opportunity on the South River, 3258 Harness Creek Rd offers the perfect blend of waterfront privacy and amazing downsizing potential. The existing single-level residence on .63 acre features three bedrooms and two bathrooms, ideal for those looking for one-floor living. The gracious living room overlooks the pool, and the adjoining dining room opens onto the waterside deck. The kitchen and family room have expansive west-facing views out over the South River. This is an incredible opportunity to thoughtfully update within the current footprint or build new with limited expansion potential. The property has a beautiful waterside pool and 109 ft of rip-rapped waterfrontage, with private pier, on the South River. The home’s elevation is ideally located out of the flood zone yet the approach to your pier is a very gentle slope. Located just minutes from downtown Annapolis and Quiet Waters Park, this property is in an area of multi-million dollar homes and combines the tranquility of waterfront living with the convenience of in-town access.

3258 Harness Creek Rd, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Engel & Volkers Annapolis.

$1,480,000

In the heart of Downtown Annapolis Art District, this Rare, LUXURY PENTHOUSE captures the essence of refined living with sweeping views, refined finishes, and a terrace unlike any other. Perfectly positioned above the bustle of the city yet free from street noise, it offers an unmatched retreat with the Maryland State House as a historic backdrop, and the Blue Angels air shows can even be seen from the comfort of home. A wall of windows and glass doors welcomes you inside, filling the open concept living spaces with natural light and framing the expansive terrace beyond. Wide-plank hardwood flooring flows seamlessly throughout, complemented by striking light fixtures and thoughtful details. Both the living and dining areas open to the terrace through dual access points, while automatic shades provide convenience and privacy at the touch of a button. Professionally decorated and designed with Restoration Hardware style, the interiors elevate every room with timeless sophistication. The chef’s kitchen combines beauty with function, featuring high-end soft-close cabinetry enhanced with custom inserts such as spice racks and roll-out shelving. Quartz countertops and a sleek tile backsplash set the stage, while stainless steel appliances, including a gas cooktop, provide modern efficiency. An island with a breakfast bar anchors the space and encourages gathering. On one side of the home, the primary suite creates a private sanctuary with its own wall of windows, a generous walk-in closet, and a spa-like en-suite bath. Here, a double sink vanity pairs with a floor-to-ceiling tiled shower enclosed in frameless glass for a refined finish. Two additional bedrooms are situated on the opposite side, one with a walk-in closet, direct access to the full hall bath, and a view of the living roof, while the other features a custom closet and a terrace-facing view. A stylish half bath with a pocket door and a dedicated laundry room add ease to everyday living. The terrace stands as the crown jewel of this penthouse, offering remarkable outdoor living with 600 sqft and three automatic awnings for shade and privacy. Living roofs on either side, maintained by the building, provide a serene, green outlook and enhance the sense of retreat. Additional features include a storage box and two assigned parking spaces, with one ideally located beside a community EV charging station. Every detail of this home has been considered, blending sophistication, comfort, and the best of Annapolis living.

3 Beds ⋅ 3 Baths

In the heart of Downtown Annapolis Art District, this Rare, LUXURY PENTHOUSE captures the essence of refined living with sweeping views, refined finishes, and a terrace unlike any other. Perfectly positioned above the bustle of the city yet free from street noise, it offers an unmatched retreat with the Maryland State House as a historic backdrop, and the Blue Angels air shows can even be seen from the comfort of home. A wall of windows and glass doors welcomes you inside, filling the open concept living spaces with natural light and framing the expansive terrace beyond. Wide-plank hardwood flooring flows seamlessly throughout, complemented by striking light fixtures and thoughtful details. Both the living and dining areas open to the terrace through dual access points, while automatic shades provide convenience and privacy at the touch of a button. Professionally decorated and designed with Restoration Hardware style, the interiors elevate every room with timeless sophistication. The chef’s kitchen combines beauty with function, featuring high-end soft-close cabinetry enhanced with custom inserts such as spice racks and roll-out shelving. Quartz countertops and a sleek tile backsplash set the stage, while stainless steel appliances, including a gas cooktop, provide modern efficiency. An island with a breakfast bar anchors the space and encourages gathering. On one side of the home, the primary suite creates a private sanctuary with its own wall of windows, a generous walk-in closet, and a spa-like en-suite bath. Here, a double sink vanity pairs with a floor-to-ceiling tiled shower enclosed in frameless glass for a refined finish. Two additional bedrooms are situated on the opposite side, one with a walk-in closet, direct access to the full hall bath, and a view of the living roof, while the other features a custom closet and a terrace-facing view. A stylish half bath with a pocket door and a dedicated laundry room add ease to everyday living. The terrace stands as the crown jewel of this penthouse, offering remarkable outdoor living with 600 sqft and three automatic awnings for shade and privacy. Living roofs on either side, maintained by the building, provide a serene, green outlook and enhance the sense of retreat. Additional features include a storage box and two assigned parking spaces, with one ideally located beside a community EV charging station. Every detail of this home has been considered, blending sophistication, comfort, and the best of Annapolis living.

141 West St Unit 403, Annapolis

Listing courtesy of Northrop Realty. Contact:

Welcome to 2144 Chesapeake Harbour Drive a stunning end-unit townhome in the sought-after community of Chesapeake Harbour. Perfectly positioned to overlook the Chesapeake Harbour Marina and with Chesapeake Bay views, this move-in-ready home combines luxurious updates with an exceptional waterfront lifestyle. The main level features a beautifully updated kitchen with marble countertops, stainless steel appliances, upgraded finishes and even a serene view of the Bay. The kitchen flows seamlessly into the dining area and spacious living room, where an electric fireplace creates a warm and inviting atmosphere. Sliding doors lead to a private deck overlooking the marina, providing the perfect place to enjoy your morning coffee or unwind at sunset. A convenient half bathroom completes this level. Upstairs, the spacious primary suite offers a walk-in closet and a beautifully renovated private bathroom with a walk-in shower. A second bedroom, a fully updated hall bathroom, and an upper-level laundry area complete this floor. The top level features a private third bedroom with separate aircon unit, creating an ideal space for guests, a home office, or whatever best fits your needs. The walkout lower level provides even more flexible living space with a cozy family room featuring a wood-burning fireplace and access to a private patio with marina views. There is also a wet-bar with wine cooler, making this room perfect for entertaining. The attached garage has been enhanced with custom epoxy flooring and built-in storage cabinets, creating a polished and functional space. Nearly every inch of this home has been thoughtfully updated in recent years, including new Marvin windows and sliding doors, custom window coverings, luxury vinyl plank flooring, custom stair railings, marble kitchen countertops, beautifully renovated bathrooms, new lighting fixtures, and a new LG washer and dryer. The roof was replaced in 2025, and the community is completing fresh exterior painting this year, adding even more value and curb appeal. Chesapeake Harbour offers an unmatched amenity package, including an outdoor pool with water views, tennis and pickleball courts, a private beach, and beautifully maintained common grounds. Residents also enjoy plenty of parking for both owners and guests. Just moments away, you'll find local favorites such as Beacon Waterfront Galley & Bar, the Annapolis Maritime Museum, Black Market Bakers, nearby parks, shopping, dining, and easy commuter access. If you've been dreaming of a low-maintenance waterfront lifestyle with breathtaking views, resort-style amenities, and designer finishes throughout, this exceptional home is one you won't want to miss. Schedule your private tour today!

$1,475,000

Welcome to 2144 Chesapeake Harbour Drive a stunning end-unit townhome in the sought-after community of Chesapeake Harbour. Perfectly positioned to overlook the Chesapeake Harbour Marina and with Chesapeake Bay views, this move-in-ready home combines luxurious updates with an exceptional waterfront lifestyle. The main level features a beautifully updated kitchen with marble countertops, stainless steel appliances, upgraded finishes and even a serene view of the Bay. The kitchen flows seamlessly into the dining area and spacious living room, where an electric fireplace creates a warm and inviting atmosphere. Sliding doors lead to a private deck overlooking the marina, providing the perfect place to enjoy your morning coffee or unwind at sunset. A convenient half bathroom completes this level. Upstairs, the spacious primary suite offers a walk-in closet and a beautifully renovated private bathroom with a walk-in shower. A second bedroom, a fully updated hall bathroom, and an upper-level laundry area complete this floor. The top level features a private third bedroom with separate aircon unit, creating an ideal space for guests, a home office, or whatever best fits your needs. The walkout lower level provides even more flexible living space with a cozy family room featuring a wood-burning fireplace and access to a private patio with marina views. There is also a wet-bar with wine cooler, making this room perfect for entertaining. The attached garage has been enhanced with custom epoxy flooring and built-in storage cabinets, creating a polished and functional space. Nearly every inch of this home has been thoughtfully updated in recent years, including new Marvin windows and sliding doors, custom window coverings, luxury vinyl plank flooring, custom stair railings, marble kitchen countertops, beautifully renovated bathrooms, new lighting fixtures, and a new LG washer and dryer. The roof was replaced in 2025, and the community is completing fresh exterior painting this year, adding even more value and curb appeal. Chesapeake Harbour offers an unmatched amenity package, including an outdoor pool with water views, tennis and pickleball courts, a private beach, and beautifully maintained common grounds. Residents also enjoy plenty of parking for both owners and guests. Just moments away, you'll find local favorites such as Beacon Waterfront Galley & Bar, the Annapolis Maritime Museum, Black Market Bakers, nearby parks, shopping, dining, and easy commuter access. If you've been dreaming of a low-maintenance waterfront lifestyle with breathtaking views, resort-style amenities, and designer finishes throughout, this exceptional home is one you won't want to miss. Schedule your private tour today!

2144 Chesapeake Harbour Dr, Annapolis

Listing courtesy of One Percent Lists Mid-Atlantic. Contact:

Annapolis New Stunning Luxury Renovation: Just Completed! Experience the perfect blend of timeless elegance and modern sophistication in this stunning luxury renovation in Annapolis. Thoughtfully redesigned with impeccable craftsmanship and upscale finishes throughout, this exceptional 5-bedroom / 3.5-Bathroom residence offers refined living at its finest. A bright, open-concept floor plan showcases a designer chef’s kitchen, premium appliances, custom cabinetry, and beautifully appointed living spaces ideal for both everyday living and entertaining. Luxurious baths, spacious bedrooms, and carefully curated details create a move-in-ready retreat. Situated in one of Annapolis’ most desirable locations, Anchorage waterfront community, this remarkable home delivers the best of coastal living with convenient access to downtown Annapolis, the Chesapeake Bay, marinas, shopping, and dining. A rare opportunity to own a brand-new luxury home in the heart of Annapolis. This extraordinary residential real estate transformation is the creation of a partnership between a contractor and an interior and space designer firm. Mac O’Brien, the owner of Great Eastern Contracting, and his wife Becca O’Brien and partner Rachael Houser from Intuitive Design, joined forces and underwent on 3134 Starboard Drive a complete, down-to-the-studs renovation and expansion. They purchased this over .36-acre property from its original owner, and they turned a 2,000 square foot home into a 3,360 square foot of luxurious, modern turnkey showpiece with no detail overlooked. This five-bedrooms, three-bathrooms, one-powder room, family room, recreation room, backyard, double garage residence was meticulously rebuilt—walls, ceilings, floors, fixtures, electrical, and plumbing systems—all removed and replaced with high-end finishes and craftsmanship throughout. The result is a striking blend of contemporary comfort and timeless design, offering an open and elegant floor plan flooded with natural light. Situated in one of Annapolis’ premier waterfront enclaves, residents enjoy exclusive access to community amenities including a private marina with 49-boat slips, a boat ramp, pools, and scenic waterfront green spaces. If you’re seeking a truly move-in-ready home that is brand new in an established, amenity-rich community, this is your opportunity to own a masterpiece in Anchorage.

$1,475,000

5 Beds ⋅ 4 Baths

Annapolis New Stunning Luxury Renovation: Just Completed! Experience the perfect blend of timeless elegance and modern sophistication in this stunning luxury renovation in Annapolis. Thoughtfully redesigned with impeccable craftsmanship and upscale finishes throughout, this exceptional 5-bedroom / 3.5-Bathroom residence offers refined living at its finest. A bright, open-concept floor plan showcases a designer chef’s kitchen, premium appliances, custom cabinetry, and beautifully appointed living spaces ideal for both everyday living and entertaining. Luxurious baths, spacious bedrooms, and carefully curated details create a move-in-ready retreat. Situated in one of Annapolis’ most desirable locations, Anchorage waterfront community, this remarkable home delivers the best of coastal living with convenient access to downtown Annapolis, the Chesapeake Bay, marinas, shopping, and dining. A rare opportunity to own a brand-new luxury home in the heart of Annapolis. This extraordinary residential real estate transformation is the creation of a partnership between a contractor and an interior and space designer firm. Mac O’Brien, the owner of Great Eastern Contracting, and his wife Becca O’Brien and partner Rachael Houser from Intuitive Design, joined forces and underwent on 3134 Starboard Drive a complete, down-to-the-studs renovation and expansion. They purchased this over .36-acre property from its original owner, and they turned a 2,000 square foot home into a 3,360 square foot of luxurious, modern turnkey showpiece with no detail overlooked. This five-bedrooms, three-bathrooms, one-powder room, family room, recreation room, backyard, double garage residence was meticulously rebuilt—walls, ceilings, floors, fixtures, electrical, and plumbing systems—all removed and replaced with high-end finishes and craftsmanship throughout. The result is a striking blend of contemporary comfort and timeless design, offering an open and elegant floor plan flooded with natural light. Situated in one of Annapolis’ premier waterfront enclaves, residents enjoy exclusive access to community amenities including a private marina with 49-boat slips, a boat ramp, pools, and scenic waterfront green spaces. If you’re seeking a truly move-in-ready home that is brand new in an established, amenity-rich community, this is your opportunity to own a masterpiece in Anchorage.

3134 Starboard Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Redfin Corp.

1915 Towne Centre Blvd Unit 1105, Annapolis

$1,475,000

Breathtaking 3 BR, 3.5 BA, 3,400 sq. ft. penthouse offering at GrandView in Annapolis Towne Centre--what a value! Bathed in natural light from expansive windows and enhanced by dramatic 11-foot ceilings, this residence offers space and sophistication. Rich hickory hardwood floors, stone counters, and a striking fireplace anchor the beautifully appointed interiors, while dual balconies on either end provide an inviting outdoor retreat, and even a peek of downtown-Naptown's water! A private office and an en-suite bedroom office add both flexibility and function. Residents enjoy a full complement of amenities, including covered assigned garage parking, concierge services, Club room, fitness center, and rooftop bar/lounge/pool. Newly positioned price! Make your appt to tour this offering today!

Breathtaking 3 BR, 3.5 BA, 3,400 sq. ft. penthouse offering at GrandView in Annapolis Towne Centre--what a value! Bathed in natural light from expansive windows and enhanced by dramatic 11-foot ceilings, this residence offers space and sophistication. Rich hickory hardwood floors, stone counters, and a striking fireplace anchor the beautifully appointed interiors, while dual balconies on either end provide an inviting outdoor retreat, and even a peek of downtown-Naptown's water! A private office and an en-suite bedroom office add both flexibility and function. Residents enjoy a full complement of amenities, including covered assigned garage parking, concierge services, Club room, fitness center, and rooftop bar/lounge/pool. Newly positioned price! Make your appt to tour this offering today!

1915 Towne Centre Blvd Unit 1105, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Douglas Realty LLC.

$1,470,000

Property Back on the Market due to contract expiration. Buyer could not settle. Settled into a quiet corner of Eastport and surrounded by beautiful homes, this 4-bedroom, 2.5-bath house sits on just over a third of an acre (14,615 sq ft) with a spacious front and back yard, flower beds bursting with potential, and plants that are already doing their part to make this place feel like home. Set along the tranquil waters of Back Creek, this property offers peaceful water views, free from boat traffic and city noise—just enough to remind you why you chose the maritime life.. It’s tucked just far enough off the main path that it feels like a bit of a secret, yet you’re still minutes from downtown Annapolis. Inside, you’ll find a house full of charm, character, and space that’s just waiting for a little love to shine again. The vintage kitchen comes complete with a classic double wall oven, cooktop, dishwasher, and even a retro under-cabinet tuner because every kitchen needs a soundtrack. There's also a serving hatch to the family room that makes meals, snacks, and conversation flow easier. The space is well lit, with two overhanging lights and perimeter in-set lighting that wraps almost all the way around. Yes, the wallpaper and backsplash are original, and they have a whole personality if you're ready to lean into their allure. Even the powder room has something to say, with a classic yet unique pedestal sink that adds just the right amount of traditional comfort and style. And if you find yourself needing a little creative inspiration while making a quick trip to the loo—well, this might just be the place for it. It’s got that kind of charisma! Just around the corner, The family room is anchored by a cozy wood-burning fireplace insert, creating an inviting spot to gather when the weather turns cool. Hardwood floors run throughout the home, offering a warm foundation for whatever expression or design you bring to life. Moving past the stairs and down the hallway toward the bedrooms, you’ll find a large dedicated laundry room complete with a utility sink and counter space making it easy to fold towels or stash those things you’d rather not tackle immediately. Steps away, the primary bathroom offers generous built-in storage, giving you even more space to keep things neat and out of sight. Heading downstairs to finish the tour of the interior, the unfinished basement offers a few already-framed bonus areas ideal for storage, hobbies, or even that future rec room or guest suite you've been imagining. Outside, a white vinyl picket fence surrounds three sides of the property and a private driveway offers convenient off-street parking for one vehicle with plenty of room for guests or extra vehicles nearby. And if you decide to purchase Lot 115 next door, you'll have a fully fenced yard that wraps around both properties—perfect for gardens, gatherings, or simply room to roam. So whether you’re ready to bring this home to life with a refresh or dream of starting from scratch, 703 Glendon Avenue is full of potential in a neighborhood that truly feels like home. For all those wondering, Eastport is known for its strong sense of community, walkability, and a laid-back spirit best summed up by its motto: “Fun With a Purpose.” You’ll find that energy in the local restaurants and watering holes—Vin909, Lewnes Steakhouse, Davis’ Pub, Boatyard Bar & Grill, Chart House, Black Wall Hitch and more—all just a short stroll or bike ride away. According to the President of the Park Wood Association: The Parkwood Civic Association (PCA) is a voluntary group (not an HOA) with $100 annual dues used to maintain community areas like Parkwood & Short Street Park, Hoffman Park, and the docks, as well as fund a fall picnic. PCA membership is required to apply for a dock slip. Applicants must own the boat, registered to their Parkwood address. A waitlist, based on boat size, is managed by the dock master.

Property Back on the Market due to contract expiration. Buyer could not settle. Settled into a quiet corner of Eastport and surrounded by beautiful homes, this 4-bedroom, 2.5-bath house sits on just over a third of an acre (14,615 sq ft) with a spacious front and back yard, flower beds bursting with potential, and plants that are already doing their part to make this place feel like home. Set along the tranquil waters of Back Creek, this property offers peaceful water views, free from boat traffic and city noise—just enough to remind you why you chose the maritime life.. It’s tucked just far enough off the main path that it feels like a bit of a secret, yet you’re still minutes from downtown Annapolis. Inside, you’ll find a house full of charm, character, and space that’s just waiting for a little love to shine again. The vintage kitchen comes complete with a classic double wall oven, cooktop, dishwasher, and even a retro under-cabinet tuner because every kitchen needs a soundtrack. There's also a serving hatch to the family room that makes meals, snacks, and conversation flow easier. The space is well lit, with two overhanging lights and perimeter in-set lighting that wraps almost all the way around. Yes, the wallpaper and backsplash are original, and they have a whole personality if you're ready to lean into their allure. Even the powder room has something to say, with a classic yet unique pedestal sink that adds just the right amount of traditional comfort and style. And if you find yourself needing a little creative inspiration while making a quick trip to the loo—well, this might just be the place for it. It’s got that kind of charisma! Just around the corner, The family room is anchored by a cozy wood-burning fireplace insert, creating an inviting spot to gather when the weather turns cool. Hardwood floors run throughout the home, offering a warm foundation for whatever expression or design you bring to life. Moving past the stairs and down the hallway toward the bedrooms, you’ll find a large dedicated laundry room complete with a utility sink and counter space making it easy to fold towels or stash those things you’d rather not tackle immediately. Steps away, the primary bathroom offers generous built-in storage, giving you even more space to keep things neat and out of sight. Heading downstairs to finish the tour of the interior, the unfinished basement offers a few already-framed bonus areas ideal for storage, hobbies, or even that future rec room or guest suite you've been imagining. Outside, a white vinyl picket fence surrounds three sides of the property and a private driveway offers convenient off-street parking for one vehicle with plenty of room for guests or extra vehicles nearby. And if you decide to purchase Lot 115 next door, you'll have a fully fenced yard that wraps around both properties—perfect for gardens, gatherings, or simply room to roam. So whether you’re ready to bring this home to life with a refresh or dream of starting from scratch, 703 Glendon Avenue is full of potential in a neighborhood that truly feels like home. For all those wondering, Eastport is known for its strong sense of community, walkability, and a laid-back spirit best summed up by its motto: “Fun With a Purpose.” You’ll find that energy in the local restaurants and watering holes—Vin909, Lewnes Steakhouse, Davis’ Pub, Boatyard Bar & Grill, Chart House, Black Wall Hitch and more—all just a short stroll or bike ride away. According to the President of the Park Wood Association: The Parkwood Civic Association (PCA) is a voluntary group (not an HOA) with $100 annual dues used to maintain community areas like Parkwood & Short Street Park, Hoffman Park, and the docks, as well as fund a fall picnic. PCA membership is required to apply for a dock slip. Applicants must own the boat, registered to their Parkwood address. A waitlist, based on boat size, is managed by the dock master.

703 Glendon Ave, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$1,465,000

Welcome to peaceful living at its finest—the curb appeal and charm of this classic Annapolis gem comes with all the benefits of a well-maintained newer build. This light-filled home, custom built by Lauer Construction, is a three-story New Traditional masterpiece with Craftsman influences—offering 3 bedrooms, 3.5 baths, and just over 3,000 square feet of beautifully designed living space nestled in coveted West Annapolis. Tucked along a quiet, no-through street with water views of Weems Creek, the setting alone is a must have. Settle into your charming front porch—the perfect perch for morning coffee and evening unwinding, or catch a glimpse as the USNA crew team glides by. Inside, 9-foot ceilings create an airy, open feel throughout, with generous living spaces that are as beautifully appointed as they are functional. The extraordinary primary bedroom retreat features a lounging area and large walk-in dressing/closet area with laundry—the ultimate in everyday convenience. The fully finished basement adds serious versatility—a spacious family room plus a full bath make it ideal for a media room, home office, or a completely private guest suite. Step outside to your deck and hot tub, backing to preserved woodlands for complete privacy—your own backyard sanctuary. A one-car garage, with loads of built-in storage and an EV charger rounds out everything you need for modern luxury living. And then there's the dream location and lifestyle—which is the co-star of this show. Launch your SUPs and kayaks into Weems Creek from the neighborhood launch on Tucker Street, just around the block. Enjoy a leisurely stroll to Always Ice Cream, InGrano, RAR Brewing at Chessie's Wharf, Bean Rush Café, Positano, West Annapolis Elementary, and quaint antique shops. Walk to the Navy-Marine Corps Memorial Stadium for football games and tailgating, the United States Naval Academy, and even the shops and waterfront of downtown Annapolis. Direct access to Routes 50, 301, 97, and the Bay Bridge puts DC, Baltimore, and the Eastern Shore beaches all within easy reach. The house is the star—the neighborhood is the encore. Schedule your tour today. Homes like this don't last.

Welcome to peaceful living at its finest—the curb appeal and charm of this classic Annapolis gem comes with all the benefits of a well-maintained newer build. This light-filled home, custom built by Lauer Construction, is a three-story New Traditional masterpiece with Craftsman influences—offering 3 bedrooms, 3.5 baths, and just over 3,000 square feet of beautifully designed living space nestled in coveted West Annapolis. Tucked along a quiet, no-through street with water views of Weems Creek, the setting alone is a must have. Settle into your charming front porch—the perfect perch for morning coffee and evening unwinding, or catch a glimpse as the USNA crew team glides by. Inside, 9-foot ceilings create an airy, open feel throughout, with generous living spaces that are as beautifully appointed as they are functional. The extraordinary primary bedroom retreat features a lounging area and large walk-in dressing/closet area with laundry—the ultimate in everyday convenience. The fully finished basement adds serious versatility—a spacious family room plus a full bath make it ideal for a media room, home office, or a completely private guest suite. Step outside to your deck and hot tub, backing to preserved woodlands for complete privacy—your own backyard sanctuary. A one-car garage, with loads of built-in storage and an EV charger rounds out everything you need for modern luxury living. And then there's the dream location and lifestyle—which is the co-star of this show. Launch your SUPs and kayaks into Weems Creek from the neighborhood launch on Tucker Street, just around the block. Enjoy a leisurely stroll to Always Ice Cream, InGrano, RAR Brewing at Chessie's Wharf, Bean Rush Café, Positano, West Annapolis Elementary, and quaint antique shops. Walk to the Navy-Marine Corps Memorial Stadium for football games and tailgating, the United States Naval Academy, and even the shops and waterfront of downtown Annapolis. Direct access to Routes 50, 301, 97, and the Bay Bridge puts DC, Baltimore, and the Eastern Shore beaches all within easy reach. The house is the star—the neighborhood is the encore. Schedule your tour today. Homes like this don't last.

302 Annapolis St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$1,450,000

Sunsets, Water Views & Effortless Coastal Living in Hillsmere Perfectly positioned on one of the quietest streets in Hillsmere, this exceptional residence offers breathtaking water views of Lake Hillsmere in the foreground and the South River beyond—without the expense of waterfront taxes. Designed to embrace its spectacular setting, the home is oriented to the west, delivering unforgettable sunsets from two expansive waterfront-facing decks and covered balconies. Set on a generously sized lot with ample setbacks, the property provides privacy, space, and a rare sense of tranquility. Best of all, the home is outside the floodplain, so flood insurance is not required, and an elevation certificate is available. Inside, over three finished levels, you'll find thoughtfully updated living spaces featuring hardwood floors, 9-foot ceilings, abundant natural light, and multiple indoor and outdoor areas designed for gathering and entertaining. The beautifully updated kitchen features granite countertops, stainless steel appliances, island seating, a pantry with built-in shelving, and sliding doors that open to the deck and water views beyond. The main-level primary suite is a true retreat, complete with private deck access, a custom walk-in closet by California Closets, and a renovated spa-inspired bath with a soaking tub, double vanity, and glass-enclosed shower. Additional bedrooms and flexible living spaces provide endless options for guests, recreation, a home office, or multigenerational living. The lower level offers a welcoming mudroom entry, family room with fireplace and wood stove insert, full bath, dedicated office or optional sixth bedroom, laundry room, and abundant storage. Outdoor living is equally impressive, featuring IPE decking, a rear deck, three-season room overlooking the backyard, kayak and paddleboard racks, two sheds, and a private driveway leading to the oversized two-car garage with additional storage. Meticulously maintained and exceptionally efficient, the home includes newer HVAC systems, a whole-house Generac generator, Cat 8 Ethernet throughout, closed-cell spray foam insulation, LED lighting, energy-efficient windows, and remarkably low utility costs for its size. Just three blocks away, enjoy the community beach for swimming, relaxing, or launching kayaks and paddleboards. Residents of Hillsmere enjoy an unparalleled waterfront lifestyle with a private marina, boat ramps, community pool, parks, playgrounds, waterfront pavilions, and direct access to the 340-acre Quiet Waters Park. This is a rare opportunity to enjoy panoramic water views, extraordinary sunsets, and an exceptional lifestyle—without waterfront taxes or flood insurance requirements.

5 Beds ⋅ 4 Baths

Sunsets, Water Views & Effortless Coastal Living in Hillsmere Perfectly positioned on one of the quietest streets in Hillsmere, this exceptional residence offers breathtaking water views of Lake Hillsmere in the foreground and the South River beyond—without the expense of waterfront taxes. Designed to embrace its spectacular setting, the home is oriented to the west, delivering unforgettable sunsets from two expansive waterfront-facing decks and covered balconies. Set on a generously sized lot with ample setbacks, the property provides privacy, space, and a rare sense of tranquility. Best of all, the home is outside the floodplain, so flood insurance is not required, and an elevation certificate is available. Inside, over three finished levels, you'll find thoughtfully updated living spaces featuring hardwood floors, 9-foot ceilings, abundant natural light, and multiple indoor and outdoor areas designed for gathering and entertaining. The beautifully updated kitchen features granite countertops, stainless steel appliances, island seating, a pantry with built-in shelving, and sliding doors that open to the deck and water views beyond. The main-level primary suite is a true retreat, complete with private deck access, a custom walk-in closet by California Closets, and a renovated spa-inspired bath with a soaking tub, double vanity, and glass-enclosed shower. Additional bedrooms and flexible living spaces provide endless options for guests, recreation, a home office, or multigenerational living. The lower level offers a welcoming mudroom entry, family room with fireplace and wood stove insert, full bath, dedicated office or optional sixth bedroom, laundry room, and abundant storage. Outdoor living is equally impressive, featuring IPE decking, a rear deck, three-season room overlooking the backyard, kayak and paddleboard racks, two sheds, and a private driveway leading to the oversized two-car garage with additional storage. Meticulously maintained and exceptionally efficient, the home includes newer HVAC systems, a whole-house Generac generator, Cat 8 Ethernet throughout, closed-cell spray foam insulation, LED lighting, energy-efficient windows, and remarkably low utility costs for its size. Just three blocks away, enjoy the community beach for swimming, relaxing, or launching kayaks and paddleboards. Residents of Hillsmere enjoy an unparalleled waterfront lifestyle with a private marina, boat ramps, community pool, parks, playgrounds, waterfront pavilions, and direct access to the 340-acre Quiet Waters Park. This is a rare opportunity to enjoy panoramic water views, extraordinary sunsets, and an exceptional lifestyle—without waterfront taxes or flood insurance requirements.

621 Harbor Dr, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: TTR Sotheby's International Realty.

$1,450,000

Enjoy urban living at 285 West Street #15! This stunning property offers a stylish way to embrace the best of downtown Annapolis in a modern townhome with an elevator and rooftop deck. Step outside and enjoy the city’s energy—shops, restaurants, the waterfront, and cultural attractions are all just a short stroll away—while still savoring the comfort of a private, lock-and-leave retreat. Built by Bozzuto in 2020, this four-bedroom, four-and-a-half-bath home features an open, light-filled layout designed for both everyday living and entertaining. The open floor plan on the main level includes the living room with spacious seating area and fireplace, a dining area, and a classic all white gourmet kitchen anchored by an island with ample seating, high-end appliances, and a built-in sideboard with beverage center. Upstairs, the primary suite offers two walk-in closets and a spa-like bath with double vanities, and a large tiled shower. An additional bedrooms with ensuite bath and conveniently located laundry room complete the this level. Head upstairs to the top floor via the stairs or elevator to enjoy the inviting family room, guest bedroom and enviable rooftop deck with double sided fireplace and sunshade, an incredible retreat for relaxing and entertaining on a beautiful evening. The entry level provides a flexible bedroom or office with full bath and boasts heated floors for added comfort. Rounding out the appeal is a two-car garage, plenty of storage and a plethora of upgrades and curated finishes throughout. Perfectly located within close proximity of everything Annapolis has to offer; walk to the shops and restaurants of West and Main Streets as well as the Historic District, City Dock and the Naval Academy. Traveling or commuting is just as convenient by easily accessing Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., or head over the Bay Bridge to the Eastern Shore for a quick beach vacation. Welcome Home!

4 Beds ⋅ 5 Baths

Enjoy urban living at 285 West Street #15! This stunning property offers a stylish way to embrace the best of downtown Annapolis in a modern townhome with an elevator and rooftop deck. Step outside and enjoy the city’s energy—shops, restaurants, the waterfront, and cultural attractions are all just a short stroll away—while still savoring the comfort of a private, lock-and-leave retreat. Built by Bozzuto in 2020, this four-bedroom, four-and-a-half-bath home features an open, light-filled layout designed for both everyday living and entertaining. The open floor plan on the main level includes the living room with spacious seating area and fireplace, a dining area, and a classic all white gourmet kitchen anchored by an island with ample seating, high-end appliances, and a built-in sideboard with beverage center. Upstairs, the primary suite offers two walk-in closets and a spa-like bath with double vanities, and a large tiled shower. An additional bedrooms with ensuite bath and conveniently located laundry room complete the this level. Head upstairs to the top floor via the stairs or elevator to enjoy the inviting family room, guest bedroom and enviable rooftop deck with double sided fireplace and sunshade, an incredible retreat for relaxing and entertaining on a beautiful evening. The entry level provides a flexible bedroom or office with full bath and boasts heated floors for added comfort. Rounding out the appeal is a two-car garage, plenty of storage and a plethora of upgrades and curated finishes throughout. Perfectly located within close proximity of everything Annapolis has to offer; walk to the shops and restaurants of West and Main Streets as well as the Historic District, City Dock and the Naval Academy. Traveling or commuting is just as convenient by easily accessing Rt. 50 and 97 which provides direct access to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., or head over the Bay Bridge to the Eastern Shore for a quick beach vacation. Welcome Home!

285 West St Unit 15, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: RE/MAX Leading Edge.

$1,449,000

This exceptional 4 bedroom, 2 full baths, 2 half bath Coastal Contemporary residence captures the essence of Eastport living, where walkability, water access, and a vibrant coastal lifestyle come together seamlessly. Ideally situated just moments from marinas, restaurants, shopping, and the charm of downtown, the home is surrounded by the waterways that define this coveted location, offering effortless access to everything that makes Eastport so special. Inside, soaring ceilings, beautiful hardwood flooring, and an open, light-filled floor plan create an inviting and functional living environment. The well-appointed kitchen features quality cabinetry, quartz countertops, JennAir appliances, and custom built-ins that blend everyday convenience with elevated design. A thoughtfully integrated dumbwaiter enhances ease between levels, while heated floors in the entryway and guest bath add a subtle layer of comfort. Outdoor living is equally compelling, with a spacious wraparound deck designed for entertaining and a wine balcony off the primary suite that embodies relaxation and captures serene water views—perfect for quiet mornings or evening relaxation. The landscaped yard offers a peaceful retreat, highlighted by a pond with a cascading waterfall that adds both ambiance and privacy. Additional features include a reverse osmosis water filtration system, multiple gas fireplaces, and efficient, well-maintained systems that support comfortable, low-maintenance living. Rounding out the property is the rare advantage of a 2-car garage with built-in storage above, along with a private driveway—an invaluable feature in Eastport where parking is often at a premium. Combining location, lifestyle, and thoughtful design, this residence presents a unique opportunity to enjoy the best of Annapolis living. Welcome Home!

This exceptional 4 bedroom, 2 full baths, 2 half bath Coastal Contemporary residence captures the essence of Eastport living, where walkability, water access, and a vibrant coastal lifestyle come together seamlessly. Ideally situated just moments from marinas, restaurants, shopping, and the charm of downtown, the home is surrounded by the waterways that define this coveted location, offering effortless access to everything that makes Eastport so special. Inside, soaring ceilings, beautiful hardwood flooring, and an open, light-filled floor plan create an inviting and functional living environment. The well-appointed kitchen features quality cabinetry, quartz countertops, JennAir appliances, and custom built-ins that blend everyday convenience with elevated design. A thoughtfully integrated dumbwaiter enhances ease between levels, while heated floors in the entryway and guest bath add a subtle layer of comfort. Outdoor living is equally compelling, with a spacious wraparound deck designed for entertaining and a wine balcony off the primary suite that embodies relaxation and captures serene water views—perfect for quiet mornings or evening relaxation. The landscaped yard offers a peaceful retreat, highlighted by a pond with a cascading waterfall that adds both ambiance and privacy. Additional features include a reverse osmosis water filtration system, multiple gas fireplaces, and efficient, well-maintained systems that support comfortable, low-maintenance living. Rounding out the property is the rare advantage of a 2-car garage with built-in storage above, along with a private driveway—an invaluable feature in Eastport where parking is often at a premium. Combining location, lifestyle, and thoughtful design, this residence presents a unique opportunity to enjoy the best of Annapolis living. Welcome Home!

619 Second St, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

Selling Office: Coldwell Banker Realty.

$1,420,000

SHOWINGS BEGIN FRIDAY 12 NOON. Welcome to Providence, one of the most sought-after water privileged communities in Annapolis! This delightful ranch-style home offers a perfect blend of comfort and modern living. Step inside to discover an inviting interior that exudes warmth and sophistication. Crown moldings and wood floors add an elegant touch throughout the living spaces. The heart of the home features a gourmet kitchen equipped with high-end appliances, including Wolf range, Thermador double ovens, Sub-Zero refrigerator, and a walk-in pantry, making it a culinary haven for any chef. The kitchen island invites casual gatherings, while the breakfast area provides space for relaxing. The family room, connects to the kitchen and is just right for cozy evenings by the fireplace. The screened porch overlooks the landscaped backyard and is ideal for enjoying morning coffee or relaxed gatherings. For more formal entertaining, the separate dining room provides the setting for elegant dinner parties. This residence boasts five bedrooms and three full bathrooms, making it an ideal retreat for those seeking both space and style. The primary bedroom and 2 additional bedrooms are on the main level. The finished lower level has a walkout entrance and offers room for endless possibilities for recreation or relaxation. There is space for your pool table, game table and even your home gym! Whole house generator. The beautifully landscaped yard feels like it’s own tranquil retreat! It features a patio, hot tub, Koi Pond with stone waterfall, and a covered eating area to enjoy your family crab feast! The landscaping has been professionally designed with walkways and a lawn for kids' recreation. The property is situated on a cul-de-sac and backs to lush trees that provide a private atmosphere. Providence residents enjoy access to the Waterfront Pool, Community Clubhouse, Firepit, Playground and a Marina. The Marina features deep water slips, water, electric, kayak/paddleboard racks and a boat ramp. Mill Creek is ideal for kayaking and fishing enthusiasts. The Providence community is known for its friendly atmosphere and water-oriented lifestyle, with many community events, there's always something to do. All of this is just minutes from downtown Annapolis, local marinas, and Blue Ribbon Schools on the Broadneck Peninsula. Easy commute to DC, Baltimore and the Eastern Shore. This one will not last long!

5 Beds ⋅ 3 Baths

SHOWINGS BEGIN FRIDAY 12 NOON. Welcome to Providence, one of the most sought-after water privileged communities in Annapolis! This delightful ranch-style home offers a perfect blend of comfort and modern living. Step inside to discover an inviting interior that exudes warmth and sophistication. Crown moldings and wood floors add an elegant touch throughout the living spaces. The heart of the home features a gourmet kitchen equipped with high-end appliances, including Wolf range, Thermador double ovens, Sub-Zero refrigerator, and a walk-in pantry, making it a culinary haven for any chef. The kitchen island invites casual gatherings, while the breakfast area provides space for relaxing. The family room, connects to the kitchen and is just right for cozy evenings by the fireplace. The screened porch overlooks the landscaped backyard and is ideal for enjoying morning coffee or relaxed gatherings. For more formal entertaining, the separate dining room provides the setting for elegant dinner parties. This residence boasts five bedrooms and three full bathrooms, making it an ideal retreat for those seeking both space and style. The primary bedroom and 2 additional bedrooms are on the main level. The finished lower level has a walkout entrance and offers room for endless possibilities for recreation or relaxation. There is space for your pool table, game table and even your home gym! Whole house generator. The beautifully landscaped yard feels like it’s own tranquil retreat! It features a patio, hot tub, Koi Pond with stone waterfall, and a covered eating area to enjoy your family crab feast! The landscaping has been professionally designed with walkways and a lawn for kids' recreation. The property is situated on a cul-de-sac and backs to lush trees that provide a private atmosphere. Providence residents enjoy access to the Waterfront Pool, Community Clubhouse, Firepit, Playground and a Marina. The Marina features deep water slips, water, electric, kayak/paddleboard racks and a boat ramp. Mill Creek is ideal for kayaking and fishing enthusiasts. The Providence community is known for its friendly atmosphere and water-oriented lifestyle, with many community events, there's always something to do. All of this is just minutes from downtown Annapolis, local marinas, and Blue Ribbon Schools on the Broadneck Peninsula. Easy commute to DC, Baltimore and the Eastern Shore. This one will not last long!

222 Lookout Ln, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

$1,400,000

Welcome to 1112 Little Magothy View, a rare waterfront opportunity in the highly sought-after Cape St. Claire community, where exceptional waterfront living meets remarkable flexibility for today's lifestyle and tomorrow's vision. Perfectly positioned along approximately 80 feet of private waterfront on the Little Magothy River, this property offers expansive water views, a private pier, and direct access to the Magothy River and Chesapeake Bay. Whether your vision is to move in and enjoy the home today, thoughtfully renovate over time, or create a custom waterfront home tailored to your vision, this property offers possibilities rarely found in one offering. Unlike many waterfront properties purchased solely for the land, 1112 Little Magothy View provides a substantial existing home with nearly 2,900 square feet, an attached garage, expansive circular driveway, an in-ground pool, generous pool decking, mature landscaping, and existing site improvements that create an outstanding foundation for whatever your future plans may be. The home's floor plan is one of its greatest strengths. Four bedrooms are conveniently located on the main level, providing the increasingly desirable option of one-level living. Upstairs, a spacious guest bedroom is complemented by a large waterside family room, creating exceptional flexibility for future reconfiguration into a luxurious primary suite, guest retreat, home office, or additional entertaining space. Buyers looking to renovate will appreciate the home's generous footprint and layout, offering an excellent canvas for modernizing while preserving many of the features today's buyers desire. Those considering new construction will appreciate the value of an already improved waterfront homesite with a substantial existing footprint and site improvements. One of the property's most unique features is the privacy it enjoys. The northern property line borders a community-owned waterfront park, where a wooded buffer creates a natural separation from neighboring homes, providing an uncommon sense of space and privacy rarely found on waterfront properties. The protected waters of the Little Magothy provide an ideal setting for kayaking, paddleboarding, canoeing, swimming, fishing, and sailing, while a marked channel offers convenient access to the open waters of the Chesapeake Bay. Spend the morning paddleboarding on the calm waters of the Little Magothy, enjoy an afternoon sail within sight of home, or cruise directly into the Chesapeake Bay for a day on the water—all from your private pier. End the day relaxing beside the pool or entertaining family and friends while taking in beautiful views across the Little Magothy River. Cape St. Claire offers an unmatched waterfront lifestyle with community beaches, marinas, boat ramps, fishing and crabbing piers, playgrounds, waterfront parks, year-round community events, and nearby shopping and dining, all just minutes from downtown Annapolis and convenient commuter routes. Rarely does a waterfront property offer this combination of protected waterfront, privacy, lifestyle, and long-term flexibility. Whether enjoyed exactly as it is or transformed over time, 1112 Little Magothy View presents an exceptional opportunity in one of Annapolis' most desirable waterfront communities. Property is being sold As-Is.

1112 Little Magothy Vw, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: EXP Realty, LLC.

$1,400,000

Welcome to 1112 Little Magothy View, a rare waterfront opportunity in the highly sought-after Cape St. Claire community, where exceptional waterfront living meets remarkable flexibility for today's lifestyle and tomorrow's vision. Perfectly positioned along approximately 80 feet of private waterfront on the Little Magothy River, this property offers expansive water views, a private pier, and direct access to the Magothy River and Chesapeake Bay. Whether your vision is to move in and enjoy the home today, thoughtfully renovate over time, or create a custom waterfront home tailored to your vision, this property offers possibilities rarely found in one offering. Unlike many waterfront properties purchased solely for the land, 1112 Little Magothy View provides a substantial existing home with nearly 2,900 square feet, an attached garage, expansive circular driveway, an in-ground pool, generous pool decking, mature landscaping, and existing site improvements that create an outstanding foundation for whatever your future plans may be. The home's floor plan is one of its greatest strengths. Four bedrooms are conveniently located on the main level, providing the increasingly desirable option of one-level living. Upstairs, a spacious guest bedroom is complemented by a large waterside family room, creating exceptional flexibility for future reconfiguration into a luxurious primary suite, guest retreat, home office, or additional entertaining space. Buyers looking to renovate will appreciate the home's generous footprint and layout, offering an excellent canvas for modernizing while preserving many of the features today's buyers desire. Those considering new construction will appreciate the value of an already improved waterfront homesite with a substantial existing footprint and site improvements. One of the property's most unique features is the privacy it enjoys. The northern property line borders a community-owned waterfront park, where a wooded buffer creates a natural separation from neighboring homes, providing an uncommon sense of space and privacy rarely found on waterfront properties. The protected waters of the Little Magothy provide an ideal setting for kayaking, paddleboarding, canoeing, swimming, fishing, and sailing, while a marked channel offers convenient access to the open waters of the Chesapeake Bay. Spend the morning paddleboarding on the calm waters of the Little Magothy, enjoy an afternoon sail within sight of home, or cruise directly into the Chesapeake Bay for a day on the water—all from your private pier. End the day relaxing beside the pool or entertaining family and friends while taking in beautiful views across the Little Magothy River. Cape St. Claire offers an unmatched waterfront lifestyle with community beaches, marinas, boat ramps, fishing and crabbing piers, playgrounds, waterfront parks, year-round community events, and nearby shopping and dining, all just minutes from downtown Annapolis and convenient commuter routes. Rarely does a waterfront property offer this combination of protected waterfront, privacy, lifestyle, and long-term flexibility. Whether enjoyed exactly as it is or transformed over time, 1112 Little Magothy View presents an exceptional opportunity in one of Annapolis' most desirable waterfront communities. Property is being sold As-Is.

5 Beds ⋅ 3 Baths

Welcome to 1112 Little Magothy View, a rare waterfront opportunity in the highly sought-after Cape St. Claire community, where exceptional waterfront living meets remarkable flexibility for today's lifestyle and tomorrow's vision. Perfectly positioned along approximately 80 feet of private waterfront on the Little Magothy River, this property offers expansive water views, a private pier, and direct access to the Magothy River and Chesapeake Bay. Whether your vision is to move in and enjoy the home today, thoughtfully renovate over time, or create a custom waterfront home tailored to your vision, this property offers possibilities rarely found in one offering. Unlike many waterfront properties purchased solely for the land, 1112 Little Magothy View provides a substantial existing home with nearly 2,900 square feet, an attached garage, expansive circular driveway, an in-ground pool, generous pool decking, mature landscaping, and existing site improvements that create an outstanding foundation for whatever your future plans may be. The home's floor plan is one of its greatest strengths. Four bedrooms are conveniently located on the main level, providing the increasingly desirable option of one-level living. Upstairs, a spacious guest bedroom is complemented by a large waterside family room, creating exceptional flexibility for future reconfiguration into a luxurious primary suite, guest retreat, home office, or additional entertaining space. Buyers looking to renovate will appreciate the home's generous footprint and layout, offering an excellent canvas for modernizing while preserving many of the features today's buyers desire. Those considering new construction will appreciate the value of an already improved waterfront homesite with a substantial existing footprint and site improvements. One of the property's most unique features is the privacy it enjoys. The northern property line borders a community-owned waterfront park, where a wooded buffer creates a natural separation from neighboring homes, providing an uncommon sense of space and privacy rarely found on waterfront properties. The protected waters of the Little Magothy provide an ideal setting for kayaking, paddleboarding, canoeing, swimming, fishing, and sailing, while a marked channel offers convenient access to the open waters of the Chesapeake Bay. Spend the morning paddleboarding on the calm waters of the Little Magothy, enjoy an afternoon sail within sight of home, or cruise directly into the Chesapeake Bay for a day on the water—all from your private pier. End the day relaxing beside the pool or entertaining family and friends while taking in beautiful views across the Little Magothy River. Cape St. Claire offers an unmatched waterfront lifestyle with community beaches, marinas, boat ramps, fishing and crabbing piers, playgrounds, waterfront parks, year-round community events, and nearby shopping and dining, all just minutes from downtown Annapolis and convenient commuter routes. Rarely does a waterfront property offer this combination of protected waterfront, privacy, lifestyle, and long-term flexibility. Whether enjoyed exactly as it is or transformed over time, 1112 Little Magothy View presents an exceptional opportunity in one of Annapolis' most desirable waterfront communities. Property is being sold As-Is.

1112 Little Magothy Vw, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: EXP Realty, LLC.

$1,400,000

Classic 1936 Foursquare reimagined with a thoughtfully designed addition by award-winning Studio 3 Architecture in sought-after Homewood. The architecture blends modern elements such as Hardie board-and-batten with the original stucco. Craftsman interior clear poplar trim was created to match the existing 1936 interior house trim, preserving the home’s character. White oak floors on the main level and fir upstairs. The chef’s kitchen features luxury Italian cabinetry by Snaidero, a Miele oven, a Wolf gas cooktop, Caesarstone quartz counters, porcelain tile backsplash, Blanco sink and faucet, and a custom white oak hood. There are four bedrooms on the second level. The entry into the fourth bedroom is ideal as a sitting room or office area, with beds currently located on the finished third-floor attic above. The primary bedroom is part of the addition and includes perfectly placed windows for privacy and a large custom outfitted walk-in closet. The private bath features Snaidero cabinetry, Calcutta Gold marble counters, porcelain tile, and a shower entry with porcelain tile floor and wainscot. Outdoor is a 10/10 with Ipe deck, stainless cable railing, and an in-deck hot tub (heater 2026), along with a rear shed with a corten weathering corrugated steel roof and single swing door, and cedar siding. Fully fenced with Hornbeams for side yard privacy. Extensive upgrades include high-end Loewen Low-E insulated fir windows throughout the original home and addition, a 200-amp electrical service with all new wiring, a new 1.5-inch water line, and a brand-new gas line (2025). The home is equipped with a 3-zone heating and 2-zone cooling system, a gas water heater with a recirculation pump for near-instant hot water, and a partial whole-house sprinkler system. Recent 2026 upgrades include a new architectural asphalt shingle roof with a 10-year warranty by Fichtner, new south wall foundation waterproofing with sump pump, new concrete driveway, and basement carpet. EV charger wiring installed in 2025. McKendree is an outstanding street in Homewood with access to the Heritage Trail, just past Ceremony Coffee that leads to Maryland Hall and Downtown Annapolis!

Classic 1936 Foursquare reimagined with a thoughtfully designed addition by award-winning Studio 3 Architecture in sought-after Homewood. The architecture blends modern elements such as Hardie board-and-batten with the original stucco. Craftsman interior clear poplar trim was created to match the existing 1936 interior house trim, preserving the home’s character. White oak floors on the main level and fir upstairs. The chef’s kitchen features luxury Italian cabinetry by Snaidero, a Miele oven, a Wolf gas cooktop, Caesarstone quartz counters, porcelain tile backsplash, Blanco sink and faucet, and a custom white oak hood. There are four bedrooms on the second level. The entry into the fourth bedroom is ideal as a sitting room or office area, with beds currently located on the finished third-floor attic above. The primary bedroom is part of the addition and includes perfectly placed windows for privacy and a large custom outfitted walk-in closet. The private bath features Snaidero cabinetry, Calcutta Gold marble counters, porcelain tile, and a shower entry with porcelain tile floor and wainscot. Outdoor is a 10/10 with Ipe deck, stainless cable railing, and an in-deck hot tub (heater 2026), along with a rear shed with a corten weathering corrugated steel roof and single swing door, and cedar siding. Fully fenced with Hornbeams for side yard privacy. Extensive upgrades include high-end Loewen Low-E insulated fir windows throughout the original home and addition, a 200-amp electrical service with all new wiring, a new 1.5-inch water line, and a brand-new gas line (2025). The home is equipped with a 3-zone heating and 2-zone cooling system, a gas water heater with a recirculation pump for near-instant hot water, and a partial whole-house sprinkler system. Recent 2026 upgrades include a new architectural asphalt shingle roof with a 10-year warranty by Fichtner, new south wall foundation waterproofing with sump pump, new concrete driveway, and basement carpet. EV charger wiring installed in 2025. McKendree is an outstanding street in Homewood with access to the Heritage Trail, just past Ceremony Coffee that leads to Maryland Hall and Downtown Annapolis!

103 Mckendree Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

$1,399,000

Welcome to Eastport, one of Annapolis most sought-after waterfront communities! This newer construction home offers the perfect blend of modern convenience, functional living, and an unbeatable location, complete with the rare convenience of a two-car garage and full-sized driveway, all within walking distance to the very best of Eastport and Downtown Annapolis. Perfectly positioned to enjoy the Eastport lifestyle, this home is just moments from beloved local restaurants, coffee shops, marinas, waterfront parks, and shopping, with easy access across the Spa Creek Bridge to Historic Downtown Annapolis, City Dock, and the Naval Academy. Inside, the thoughtfully designed floor plan blends comfort and functionality with stylish finishes throughout. The gourmet kitchen opens seamlessly to the main living spaces and is complemented by a wet bar, gas fireplace, hardwood flooring, and abundant natural light. A versatile front room offers flexibility for a sitting room, home office, playroom, or additional living space. 3 Full and 1 half bathrooms, plus hardwood flooring throughout! Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite, along with the convenience of upper-level laundry. Finished stairs lead to an expansive lower level with high ceilings, walk-out access, and rough-in plumbing for a future bath, offering endless possibilities for a recreation room, gym, guest suite, or additional living space tailored to your needs. Outdoor living is equally inviting with a fenced backyard and rear deck spanning the width of the home perfect for dining, entertaining, or relaxing after a day in town. Enjoy the best of Eastport living with waterfront charm, walkability, and Downtown Annapolis just moments away.