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An exceptional opportunity to embrace the coveted Eastport lifestyle while planning and permitting your future dream home. Situated on a generously sized lot in one of Annapolis' most desirable waterfront communities, this property offers the rare chance to move in, enjoy, and thoughtfully design your long-term vision. The existing home is a contributing structure within the Eastport Overlay District, helping preserve the neighborhood's distinctive character and charm while offering potential for substantial expansion. Buyers are encouraged to conduct their own due diligence regarding future improvements, additions, and permitting requirements. The home features solid bones, off-street parking, and endless possibilities for customization. Perfectly positioned just moments from Safe Harbor Marina, Annapolis Yacht Club, Eastport Yacht Club, Lewnes' Steakhouse, waterfront dining, shopping, and downtown Annapolis. Start enjoying everything Eastport has to offer this summer and create a legacy property in one of the Chesapeake Bay's most sought-after locations. *The second photo is an AI concept*

513 Fifth St, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

Selling Office: TTR Sotheby's International Realty.

$820,000

Nestled in Eastport’s coveted historic district, 27 Jeremys Way is a rarely available offering on the market and one of the original homes from Murphy’s Row—a surviving row of 19th-century residences built in 1888 for workers at the local glass factory. In the early 1980s, the properties were redeveloped and sold as private residences. Extensively renovated throughout in 2005, this distinctive two-level, 2-bedroom, 1 1/2-bath condominium beautifully combines its storied past with contemporary style and comfort. Inside, light oak hardwood floors, plantation shades, and recessed lighting create a warm, inviting atmosphere. The updated kitchen showcases granite countertops, stainless steel appliances, and exposed 19th-century brickwork that nods to the home’s history—also featured in the foyer and dining area. Upstairs, the bedrooms are bright and well-proportioned, with a granite-topped vanity adding a touch of elegance to the bath. Step outside to a charming paver patio and fenced yard—an inviting retreat for quiet mornings or entertaining friends at day’s end. Located just steps from Eastport’s waterfront dining, marinas, and a short stroll to downtown Annapolis, this home captures the essence of Eastport living—historic charm, walkable convenience, and modern comfort all in one. A waterfront park with sandy beach, Horn Point Street End Park, is just a short walk and offers panoramic water views, and boating enthusiasts will appreciate the opportunity for access to several marinas nearby, available for a separate fee. The financially sound Jeremys Way Condominium Association provides easy, low-maintenance living, with quarterly dues of $540 and convenient resident parking along Jeremys Way or First St.

Nestled in Eastport’s coveted historic district, 27 Jeremys Way is a rarely available offering on the market and one of the original homes from Murphy’s Row—a surviving row of 19th-century residences built in 1888 for workers at the local glass factory. In the early 1980s, the properties were redeveloped and sold as private residences. Extensively renovated throughout in 2005, this distinctive two-level, 2-bedroom, 1 1/2-bath condominium beautifully combines its storied past with contemporary style and comfort. Inside, light oak hardwood floors, plantation shades, and recessed lighting create a warm, inviting atmosphere. The updated kitchen showcases granite countertops, stainless steel appliances, and exposed 19th-century brickwork that nods to the home’s history—also featured in the foyer and dining area. Upstairs, the bedrooms are bright and well-proportioned, with a granite-topped vanity adding a touch of elegance to the bath. Step outside to a charming paver patio and fenced yard—an inviting retreat for quiet mornings or entertaining friends at day’s end. Located just steps from Eastport’s waterfront dining, marinas, and a short stroll to downtown Annapolis, this home captures the essence of Eastport living—historic charm, walkable convenience, and modern comfort all in one. A waterfront park with sandy beach, Horn Point Street End Park, is just a short walk and offers panoramic water views, and boating enthusiasts will appreciate the opportunity for access to several marinas nearby, available for a separate fee. The financially sound Jeremys Way Condominium Association provides easy, low-maintenance living, with quarterly dues of $540 and convenient resident parking along Jeremys Way or First St.

27 Jeremys Way, Annapolis

Listing courtesy of Redfin Corp. Contact:

Selling Office: Non Subscribing Office.

$800,000

Discover the perfect blend of Annapolis charm and contemporary luxury at 1107 Brashears Street in desirable Eastport. Meticulously transformed and fully remodeled, this truly turn-key home presents 5 bedrooms and 2 full baths. Upon arrival, an inviting screened-in front porch welcomes you into a residence created for comfort. The main level is designed for modern living and entertaining, featuring an open floor plan anchored by a gourmet kitchen boasting a large center island and quality, stylish finishes that ensure a fresh, modern aesthetic. The layout offers maximum convenience with a valuable main-level bedroom and full bath. The comprehensive renovation inside and out showcasing stylish design and quality finishes throughout. The property is further enhanced by an expansive backyard, creating an outdoor retreat for the whole family to enjoy. The large paver-patio with fire pit, is ideal for entertaining, and family dinners. This Eastport gem perfectly balances premium convenience with exceptional comfort. This is your opportunity to own a like-new home in a prime location.

5 Beds ⋅ 2 Baths

Discover the perfect blend of Annapolis charm and contemporary luxury at 1107 Brashears Street in desirable Eastport. Meticulously transformed and fully remodeled, this truly turn-key home presents 5 bedrooms and 2 full baths. Upon arrival, an inviting screened-in front porch welcomes you into a residence created for comfort. The main level is designed for modern living and entertaining, featuring an open floor plan anchored by a gourmet kitchen boasting a large center island and quality, stylish finishes that ensure a fresh, modern aesthetic. The layout offers maximum convenience with a valuable main-level bedroom and full bath. The comprehensive renovation inside and out showcasing stylish design and quality finishes throughout. The property is further enhanced by an expansive backyard, creating an outdoor retreat for the whole family to enjoy. The large paver-patio with fire pit, is ideal for entertaining, and family dinners. This Eastport gem perfectly balances premium convenience with exceptional comfort. This is your opportunity to own a like-new home in a prime location.

1107 Brashears St, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

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

$780,000

You’ve experienced Eastport. You’ve admired the effortless ease of its residents, and now you’re . Embrace that coveted, walkable, waterfront lifestyle. This enchanting, fully reimagined cottage offers it in abundance. Storybook curb appeal? Effortlessly. A seamless blend of timeless character and refined modern luxury? Absolutely. A short stroll to coffee, cocktails, and the beloved Eastport-A-Rockin’ Festival? Naturally. There is a reason the white picket fence endures as a symbol of the American dream. There is an undeniable allure to a home that feels as though it has been lifted from the pages of a classic novel. Set within Eastport’s sought-after Maritime District and enhanced by an owner’s discerning eye for elevated, thoughtfully curated finishes, this residence is as captivating as it is distinctive. Inside, graceful curved archways, authentic hardwood floors, and sophisticated lighting create an atmosphere of understated elegance. Custom tilework, a beautifully appointed kitchen with travertine flooring, and bathrooms adorned with refined marble surfaces reflect a commitment to quality and design. Coastal charm and contemporary sensibility are artfully balanced, resulting in a home that feels both timeless and impeccably current. Mornings unfold with quiet indulgence: a leisurely walk to Bakers & Co. for a chocolate almond croissant, followed by a scenic stroll to Oscar’s Coffee at Horn Point Marina. There, you linger over an iced coconut milk latte, exchanging greetings with neighbors before continuing on to Horn Point Park, where the shoreline invites both relaxation and play. Eastport’s celebrated dining scene may beckon, but today is reserved for hosting. Friends arrive via water taxi from the Historic District, and your home becomes the gathering place. With three bedrooms, two full baths, and a heated and air-conditioned sunroom that effortlessly transforms into a charming sleeping porch, every guest is welcomed in comfort. As evening settles in, conversation flows easily—perhaps around the fire pit beneath the stars, or within the enclosed rear sunroom, where sliding doors open wide to invite in music, laughter, and the gentle Chesapeake breeze. The following morning begins with a simple pleasure: a walk across the street to Diehl’s Produce for fresh, seasonal ingredients. Brunch is served in the formal dining room, where everyone gathers once more before heading to the marina for an afternoon sail. This is the essence of Eastport living—refined, relaxed, and richly rewarding. All that remains is your story.

You’ve experienced Eastport. You’ve admired the effortless ease of its residents, and now you’re . Embrace that coveted, walkable, waterfront lifestyle. This enchanting, fully reimagined cottage offers it in abundance. Storybook curb appeal? Effortlessly. A seamless blend of timeless character and refined modern luxury? Absolutely. A short stroll to coffee, cocktails, and the beloved Eastport-A-Rockin’ Festival? Naturally. There is a reason the white picket fence endures as a symbol of the American dream. There is an undeniable allure to a home that feels as though it has been lifted from the pages of a classic novel. Set within Eastport’s sought-after Maritime District and enhanced by an owner’s discerning eye for elevated, thoughtfully curated finishes, this residence is as captivating as it is distinctive. Inside, graceful curved archways, authentic hardwood floors, and sophisticated lighting create an atmosphere of understated elegance. Custom tilework, a beautifully appointed kitchen with travertine flooring, and bathrooms adorned with refined marble surfaces reflect a commitment to quality and design. Coastal charm and contemporary sensibility are artfully balanced, resulting in a home that feels both timeless and impeccably current. Mornings unfold with quiet indulgence: a leisurely walk to Bakers & Co. for a chocolate almond croissant, followed by a scenic stroll to Oscar’s Coffee at Horn Point Marina. There, you linger over an iced coconut milk latte, exchanging greetings with neighbors before continuing on to Horn Point Park, where the shoreline invites both relaxation and play. Eastport’s celebrated dining scene may beckon, but today is reserved for hosting. Friends arrive via water taxi from the Historic District, and your home becomes the gathering place. With three bedrooms, two full baths, and a heated and air-conditioned sunroom that effortlessly transforms into a charming sleeping porch, every guest is welcomed in comfort. As evening settles in, conversation flows easily—perhaps around the fire pit beneath the stars, or within the enclosed rear sunroom, where sliding doors open wide to invite in music, laughter, and the gentle Chesapeake breeze. The following morning begins with a simple pleasure: a walk across the street to Diehl’s Produce for fresh, seasonal ingredients. Brunch is served in the formal dining room, where everyone gathers once more before heading to the marina for an afternoon sail. This is the essence of Eastport living—refined, relaxed, and richly rewarding. All that remains is your story.

1100 Bay Ridge Ave, Annapolis

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

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

$780,000

Welcome to Eastport—just steps from downtown Annapolis. This charming duplex with rare two-car off-street parking offers the perfect blend of convenience, and coastal living. Freshly painted throughout, this meticulously maintained two-bedroom, 1.5-bath home features numerous updates, including new hardwood flooring throughout, new windows in the living room and kitchen, a new wood-burning stove, and a new A/C heat pump—making it move in ready. A generous deep lot offers excellent potential for future rear additions and expanded living space providing the opportunity to truly make this home your own. Whether you're looking for a full-time residence or the perfect weekend getaway, this Eastport gem has it all. Ideally located near the waterfront, you’ll enjoy easy walking access to marinas, top-rated restaurants, pubs, swim clubs, sailing clubs, and boutique shopping. Don't miss this turnkey offering in a prime location.

Welcome to Eastport—just steps from downtown Annapolis. This charming duplex with rare two-car off-street parking offers the perfect blend of convenience, and coastal living. Freshly painted throughout, this meticulously maintained two-bedroom, 1.5-bath home features numerous updates, including new hardwood flooring throughout, new windows in the living room and kitchen, a new wood-burning stove, and a new A/C heat pump—making it move in ready. A generous deep lot offers excellent potential for future rear additions and expanded living space providing the opportunity to truly make this home your own. Whether you're looking for a full-time residence or the perfect weekend getaway, this Eastport gem has it all. Ideally located near the waterfront, you’ll enjoy easy walking access to marinas, top-rated restaurants, pubs, swim clubs, sailing clubs, and boutique shopping. Don't miss this turnkey offering in a prime location.

422 First St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Compass.

$750,000

BEAUTIFULLY RENOVATED EASTPORT GEM with MODERN COASTAL FINISHES! Perfect for a Primary Residence, 2nd Home or Rental Investment! ABOUT THE HOME: 3 levels of luxury living featuring 4 Bedrooms and 3.5 Bathrooms. Open-concept main level with New Hickory hardwood floors and designer lighting throughout. THE GOURMET KITCHEN: Custom white Shaker cabinetry, modern black hardware, Quartz countertops, oversized center island, and premium stainless appliances with gas cooking. THE PRIMARY SUITE: A rare main-level primary retreat with walk-in closet and spa-like bath featuring custom tile work and glass-enclosed shower. THE FLEXIBLE LOWER LEVEL: Fully finished walk-up basement with a 4th bedroom/office, family room with wood accent wall, and a custom full bath—perfect for a guest or in-law suite. THE EXTERIOR: Iconic white picket fence in front, with cozy front porch, and a private rear yard with beautiful wood privacy fence is expanded by an additional 736 SF (included in sale). New Black Andersen 100 series windows, Hardie Plank siding, and new hardscaped paths. PARKING: Private driveway with 4 off-street parking spaces. LOCATION: Unbeatable walkability to Downtown Annapolis, Maritime activities, and local favorites. See Annapolis City site for details on the Eastport Choice Neighborhood Initiative! Enjoy all that Eastport has to Offer! Don't Let This One Get Away! Make your Appointment Today! Active Ring Camera on Property.

4 Beds ⋅ 4 Baths

BEAUTIFULLY RENOVATED EASTPORT GEM with MODERN COASTAL FINISHES! Perfect for a Primary Residence, 2nd Home or Rental Investment! ABOUT THE HOME: 3 levels of luxury living featuring 4 Bedrooms and 3.5 Bathrooms. Open-concept main level with New Hickory hardwood floors and designer lighting throughout. THE GOURMET KITCHEN: Custom white Shaker cabinetry, modern black hardware, Quartz countertops, oversized center island, and premium stainless appliances with gas cooking. THE PRIMARY SUITE: A rare main-level primary retreat with walk-in closet and spa-like bath featuring custom tile work and glass-enclosed shower. THE FLEXIBLE LOWER LEVEL: Fully finished walk-up basement with a 4th bedroom/office, family room with wood accent wall, and a custom full bath—perfect for a guest or in-law suite. THE EXTERIOR: Iconic white picket fence in front, with cozy front porch, and a private rear yard with beautiful wood privacy fence is expanded by an additional 736 SF (included in sale). New Black Andersen 100 series windows, Hardie Plank siding, and new hardscaped paths. PARKING: Private driveway with 4 off-street parking spaces. LOCATION: Unbeatable walkability to Downtown Annapolis, Maritime activities, and local favorites. See Annapolis City site for details on the Eastport Choice Neighborhood Initiative! Enjoy all that Eastport has to Offer! Don't Let This One Get Away! Make your Appointment Today! Active Ring Camera on Property.

152 Jefferson St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: RE/MAX Leading Edge.

$725,000

Rare opportunity to own a charming 2-unit building in the heart of Eastport, offering water views from both units. Each residence features its own private entrance and deck, perfect for enjoying the sights and sounds of small town living and serene surroundings. Thoughtfully designed, both units include a comfortable living area, full kitchen, spacious bedroom, full bath, and convenient in-unit laundry. Just a short walk to Historic Downtown Annapolis, this property is ideal for investors or enjoying one unit while renting the other. Experience the best of Eastport living—steps from restaurants, marinas, and the waterfront lifestyle. The downstairs is a licensed short-term rental, and the upstairs is a licensed long-term rental. May be subject to all future rentals.

Rare opportunity to own a charming 2-unit building in the heart of Eastport, offering water views from both units. Each residence features its own private entrance and deck, perfect for enjoying the sights and sounds of small town living and serene surroundings. Thoughtfully designed, both units include a comfortable living area, full kitchen, spacious bedroom, full bath, and convenient in-unit laundry. Just a short walk to Historic Downtown Annapolis, this property is ideal for investors or enjoying one unit while renting the other. Experience the best of Eastport living—steps from restaurants, marinas, and the waterfront lifestyle. The downstairs is a licensed short-term rental, and the upstairs is a licensed long-term rental. May be subject to all future rentals.

320 Chester Ave, Annapolis

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

Selling Office: TTR Sotheby's International Realty.

$665,000

Updated, mid-century, 4 bed-, 2 bathroom home in desirable and quiet Eastport neighborhood with water privileges. Lots of professional interior & exterior pics coming next week! Only a short stroll to Downtown Annapolis shops and restaurants with easy access to Route 50. Private neighborhood waterfront picnic area with boat slips on Back Creek. Large, beautifully landscaped front and back yard with fire pit area, lush private patio and raised garden beds. New six-foot fence creates a private, quiet, outdoor oasis. Inside, shining hardwood floors on the main level and in all bedrooms. Heated ceramic tile floor installed on the lower level. The kitchen features granite countertops and a large pantry, recently updated stainless-steel appliances including quiet, high-efficiency Bosch dishwasher, GE range and microwave. The massive 32-cubic-foot LG refrigerator/freezer includes dual ice makers and a full drawer that can switch from keeping snacks and drinks cold to serving as a second freezer drawer. Recessed LED lighting in the lower level, kitchen and hallway. Upstairs primary bedroom features a walk-in closet and a second hallway closet. The lower level bedroom, with its own bath, features lots of built-in storage. High-volume Rinnai instant/tankless gas hot water heater and whole-house water filter. Late model, high-efficiency Trane air conditioner and gas furnace. Updated, front-loading washer and dryer. All major systems have been updated for low maintenance for several years. New roof in 2023 with 30-year warranty architectural shingles and all-new gutters with leaf guards. Freshly painted exterior and interior. Home is well insulated with spray foam retrofit in all exterior walls and crawl space plus blow-in attic insulation. Great place to call home! : )

4 Beds ⋅ 2 Baths

Updated, mid-century, 4 bed-, 2 bathroom home in desirable and quiet Eastport neighborhood with water privileges. Lots of professional interior & exterior pics coming next week! Only a short stroll to Downtown Annapolis shops and restaurants with easy access to Route 50. Private neighborhood waterfront picnic area with boat slips on Back Creek. Large, beautifully landscaped front and back yard with fire pit area, lush private patio and raised garden beds. New six-foot fence creates a private, quiet, outdoor oasis. Inside, shining hardwood floors on the main level and in all bedrooms. Heated ceramic tile floor installed on the lower level. The kitchen features granite countertops and a large pantry, recently updated stainless-steel appliances including quiet, high-efficiency Bosch dishwasher, GE range and microwave. The massive 32-cubic-foot LG refrigerator/freezer includes dual ice makers and a full drawer that can switch from keeping snacks and drinks cold to serving as a second freezer drawer. Recessed LED lighting in the lower level, kitchen and hallway. Upstairs primary bedroom features a walk-in closet and a second hallway closet. The lower level bedroom, with its own bath, features lots of built-in storage. High-volume Rinnai instant/tankless gas hot water heater and whole-house water filter. Late model, high-efficiency Trane air conditioner and gas furnace. Updated, front-loading washer and dryer. All major systems have been updated for low maintenance for several years. New roof in 2023 with 30-year warranty architectural shingles and all-new gutters with leaf guards. Freshly painted exterior and interior. Home is well insulated with spray foam retrofit in all exterior walls and crawl space plus blow-in attic insulation. Great place to call home! : )

742 Warren Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Unrepresented Buyer Office.

$660,000

Offer deadline Monday 27th at 5:00PM Seller reserves right to accept offer at anytime. Welcome to Colony Hills, one of Eastport's most coveted neighborhoods, where charm, convenience, and community come together with no HOA. This exceptionally stylish Cape Cod is full of character and timeless appeal, offering thoughtfully updated spaces inside and incredible outdoor living areas you'll enjoy year round. Step inside to discover a freshly painted interior accented by beautiful hardwood floors throughout the main level. Natural light pours into two inviting living spaces, creating a warm and welcoming atmosphere. The dining room is perfect for intimate dinners or entertaining family and friends and features two charming built ins that add both character and functionality. The beautifully updated kitchen is designed for gathering, complete with updated countertops, a large center island, stainless steel appliances, gas cooking, and exposed beams that create the perfect blend of warmth and style. Just beyond the kitchen, a spacious rear family room provides even more room to relax or entertain. The main level also features a generously sized bedroom and full bathroom, making it ideal for guests or flexible living. The bedroom offers two closets, including a unique bonus space that could easily serve as a small workshop, craft room, or creative studio. A full laundry room provides excellent storage and everyday convenience. Upstairs, you'll find the private primary suite and an updated bathroom, along with an additional bedroom. Charming nooks and architectural details throughout the upper level add to the home's undeniable character. The outdoor spaces truly set this home apart. Relax in the three season porch, soak in the brand new, top tier, hot tub on the expansive new Trex deck, or gather around the fire pit on crisp fall evenings, all with a fully fenced yard. Whether you're hosting friends or enjoying a quiet night at home, this backyard was designed for making memories. Don't miss the large shed, great for storing lawn and gardening equipment. Parking is a breeze with the large concrete driveway. Living in Colony Hills means you're just a short stroll to Eastport favorites like Vin 909, Adam's on Fourth, and Sammy's Italian Kitchen, or a quick bike ride to Historic Downtown Annapolis, Quiet Waters Park, and the Pip Moyer Recreation Center. Commuters will appreciate easy access to the U.S. Naval Academy, NSA Annapolis, Fort Meade, Baltimore, Washington, D.C., and BWI Airport. This is Eastport living at its finest. Don't miss your opportunity to call this special home your own, schedule your private showing today! *Updates include: Finished three season room/side porch (2025), Deck (2025), Hot Tub (2025), HVAC (2023), Crawl Space Encapsulation/Sump Pump/Dehumidifer (2023), Fence (2022), Roof/Siding/Windows (2021), Plantation Shutters (2021)

Offer deadline Monday 27th at 5:00PM Seller reserves right to accept offer at anytime. Welcome to Colony Hills, one of Eastport's most coveted neighborhoods, where charm, convenience, and community come together with no HOA. This exceptionally stylish Cape Cod is full of character and timeless appeal, offering thoughtfully updated spaces inside and incredible outdoor living areas you'll enjoy year round. Step inside to discover a freshly painted interior accented by beautiful hardwood floors throughout the main level. Natural light pours into two inviting living spaces, creating a warm and welcoming atmosphere. The dining room is perfect for intimate dinners or entertaining family and friends and features two charming built ins that add both character and functionality. The beautifully updated kitchen is designed for gathering, complete with updated countertops, a large center island, stainless steel appliances, gas cooking, and exposed beams that create the perfect blend of warmth and style. Just beyond the kitchen, a spacious rear family room provides even more room to relax or entertain. The main level also features a generously sized bedroom and full bathroom, making it ideal for guests or flexible living. The bedroom offers two closets, including a unique bonus space that could easily serve as a small workshop, craft room, or creative studio. A full laundry room provides excellent storage and everyday convenience. Upstairs, you'll find the private primary suite and an updated bathroom, along with an additional bedroom. Charming nooks and architectural details throughout the upper level add to the home's undeniable character. The outdoor spaces truly set this home apart. Relax in the three season porch, soak in the brand new, top tier, hot tub on the expansive new Trex deck, or gather around the fire pit on crisp fall evenings, all with a fully fenced yard. Whether you're hosting friends or enjoying a quiet night at home, this backyard was designed for making memories. Don't miss the large shed, great for storing lawn and gardening equipment. Parking is a breeze with the large concrete driveway. Living in Colony Hills means you're just a short stroll to Eastport favorites like Vin 909, Adam's on Fourth, and Sammy's Italian Kitchen, or a quick bike ride to Historic Downtown Annapolis, Quiet Waters Park, and the Pip Moyer Recreation Center. Commuters will appreciate easy access to the U.S. Naval Academy, NSA Annapolis, Fort Meade, Baltimore, Washington, D.C., and BWI Airport. This is Eastport living at its finest. Don't miss your opportunity to call this special home your own, schedule your private showing today! *Updates include: Finished three season room/side porch (2025), Deck (2025), Hot Tub (2025), HVAC (2023), Crawl Space Encapsulation/Sump Pump/Dehumidifer (2023), Fence (2022), Roof/Siding/Windows (2021), Plantation Shutters (2021)

1105 Van Buren St, Annapolis

Listing courtesy of Compass. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty - OP.

$655,000

Escape to coastal serenity at 7056 Bembe Beach Road, a beautifully maintained rancher offering the perfect blend of quiet, private living and premier access to the Annapolis waterfront. This immaculate, turn-key home is situated just a block from the water, providing a seamless transition from your front door to the shores of the Chesapeake. This residence is thoughtfully designed for comfort and longevity, featuring true Single-Level Living: The main floor hosts three spacious bedrooms, including a primary suite, two full baths, and a convenient laundry room. A versatile lower level offers a third full bath and ample space for a potential fourth bedroom, home office, or recreation area. Equipped with a Geothermal heating system and a brand-new roof featuring a 50-year transferable warranty for ultimate peace of mind. A stunning, large screened-in back porch comes complete with removable vinyl panels and a wood stove, transforming it into a cozy four-season retreat. The property is set on a sprawling landscaped yard that emphasizes privacy and peace. The large, lush yard offers plenty of room for gardening, entertaining, or simply enjoying the quiet neighborhood atmosphere. A high-quality, custom-built shed provides extra storage or a workshop space. Located in one of Annapolis's most sought-after pockets, you are surrounded by natural beauty and local favorites but you still enjoy the modern convenience of being on public water and sewer. Just a short walk to the new public Annapolis Carrs Beach and a single block from the water. Moments away from the Annapolis Maritime Museum & Park, a 12-acre waterfront "Park Campus" featuring hiking trails and public paddle-craft launches. Experience world-class boating facilities at Safe Harbor Port Annapolis and enjoy artisanal treats at the Black Market Bakers (formerly Black Market Cafe). A quick drive or bike ride connects you to local favorites like Annapolis Smokehouse & Tavern and the scenic Quiet Waters Park.

3 Beds ⋅ 3 Baths

Escape to coastal serenity at 7056 Bembe Beach Road, a beautifully maintained rancher offering the perfect blend of quiet, private living and premier access to the Annapolis waterfront. This immaculate, turn-key home is situated just a block from the water, providing a seamless transition from your front door to the shores of the Chesapeake. This residence is thoughtfully designed for comfort and longevity, featuring true Single-Level Living: The main floor hosts three spacious bedrooms, including a primary suite, two full baths, and a convenient laundry room. A versatile lower level offers a third full bath and ample space for a potential fourth bedroom, home office, or recreation area. Equipped with a Geothermal heating system and a brand-new roof featuring a 50-year transferable warranty for ultimate peace of mind. A stunning, large screened-in back porch comes complete with removable vinyl panels and a wood stove, transforming it into a cozy four-season retreat. The property is set on a sprawling landscaped yard that emphasizes privacy and peace. The large, lush yard offers plenty of room for gardening, entertaining, or simply enjoying the quiet neighborhood atmosphere. A high-quality, custom-built shed provides extra storage or a workshop space. Located in one of Annapolis's most sought-after pockets, you are surrounded by natural beauty and local favorites but you still enjoy the modern convenience of being on public water and sewer. Just a short walk to the new public Annapolis Carrs Beach and a single block from the water. Moments away from the Annapolis Maritime Museum & Park, a 12-acre waterfront "Park Campus" featuring hiking trails and public paddle-craft launches. Experience world-class boating facilities at Safe Harbor Port Annapolis and enjoy artisanal treats at the Black Market Bakers (formerly Black Market Cafe). A quick drive or bike ride connects you to local favorites like Annapolis Smokehouse & Tavern and the scenic Quiet Waters Park.

7056 Bembe Beach Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

$625,000

Are you searching for the perfect home in Eastport, with a first-floor primary bedroom and a huge backyard? Look no further! This gorgeous Cape Cod, nestled in the sought-after Colony Hills community, has been lovingly restored, remodeled, and thoughtfully updated—and is truly move-in ready. Beautiful hardwood floors add warmth and character to the bright, airy interior, while the full basement provides plenty of additional space for storage. Outside, enjoy the spacious backyard and charming gazebo—perfect for relaxing, entertaining, or enjoying the Eastport lifestyle. The roof was replaced in 2017, offering added peace of mind. Ideally located near Eastport’s shops, restaurants, marinas, and waterfront attractions, with easy access to historic downtown Annapolis and major commuter and bus routes. Don’t miss your opportunity to make this wonderful Eastport home your own. **Schedule your showing today—this one won’t last long!

4 Beds ⋅ 2 Baths

Are you searching for the perfect home in Eastport, with a first-floor primary bedroom and a huge backyard? Look no further! This gorgeous Cape Cod, nestled in the sought-after Colony Hills community, has been lovingly restored, remodeled, and thoughtfully updated—and is truly move-in ready. Beautiful hardwood floors add warmth and character to the bright, airy interior, while the full basement provides plenty of additional space for storage. Outside, enjoy the spacious backyard and charming gazebo—perfect for relaxing, entertaining, or enjoying the Eastport lifestyle. The roof was replaced in 2017, offering added peace of mind. Ideally located near Eastport’s shops, restaurants, marinas, and waterfront attractions, with easy access to historic downtown Annapolis and major commuter and bus routes. Don’t miss your opportunity to make this wonderful Eastport home your own. **Schedule your showing today—this one won’t last long!

1014 Van Buren St, Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact:

Selling Office: Compass.

$625,000

Stunning sunsets and year-round magnificent water views are the backdrop for this top floor corner unit at sought-after President Point. The large deck overlooks Spa Creek and all of its daily charm as sailboats, classic cruisers and water taxi ease by in a panorama that is classic Annapolis. This one-bedroom condo features an east facing kitchen and a second deck overlooking trees and quiet neighboring homes. The spacious primary bedroom of this end unit faces the pool and has a large picture window with more water views. While the large living room and dining area are perfect for relaxing and entertaining, the cozy nook with a wood-burning fireplace and provides extra space for media viewing or an office. The kitchen has plenty of storage with wood cabinets and counter space and includes a new washer and dryer. There is a spiral staircase up to a loft that can be used for guests and can fit two twin beds or one queen bed.....or can serve as a separate office space. So much light from the clerestory windows in the loft that beams down on the living room. Each unit has a spacious 4'x8' storage cage. The Point community offers a waterside swimming pool, clubhouse, picnic area, marina with slips, kayak racks and launch platform....all right on Spa Creek! It's a quick paddle or boat ride out to The Severn. Seasonal water taxi pickups at the community dock to downtown. An easy walk to Eastport restaurants, maritime museum and to Spa Creek Bridge to Main Street stores and dining establishments.

Stunning sunsets and year-round magnificent water views are the backdrop for this top floor corner unit at sought-after President Point. The large deck overlooks Spa Creek and all of its daily charm as sailboats, classic cruisers and water taxi ease by in a panorama that is classic Annapolis. This one-bedroom condo features an east facing kitchen and a second deck overlooking trees and quiet neighboring homes. The spacious primary bedroom of this end unit faces the pool and has a large picture window with more water views. While the large living room and dining area are perfect for relaxing and entertaining, the cozy nook with a wood-burning fireplace and provides extra space for media viewing or an office. The kitchen has plenty of storage with wood cabinets and counter space and includes a new washer and dryer. There is a spiral staircase up to a loft that can be used for guests and can fit two twin beds or one queen bed.....or can serve as a separate office space. So much light from the clerestory windows in the loft that beams down on the living room. Each unit has a spacious 4'x8' storage cage. The Point community offers a waterside swimming pool, clubhouse, picnic area, marina with slips, kayak racks and launch platform....all right on Spa Creek! It's a quick paddle or boat ride out to The Severn. Seasonal water taxi pickups at the community dock to downtown. An easy walk to Eastport restaurants, maritime museum and to Spa Creek Bridge to Main Street stores and dining establishments.

4 President Point Dr Unit A3, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Realty.

$562,500

Great Opportunity! Prime Location!! Bring your ideas and imagination and transform this Eastport home into a gem! The current floorplan is 2 bedrooms and 1 bath with large living room, formal dining room, kitchen with oversized pantry... plus a spacious sunroom and basement. The nice rear yard is fenced, and the front porch adds to the charm. Top it off with a one car garage and you'll agree that there are LOTS of possibilities here!! Don't miss it!

Great Opportunity! Prime Location!! Bring your ideas and imagination and transform this Eastport home into a gem! The current floorplan is 2 bedrooms and 1 bath with large living room, formal dining room, kitchen with oversized pantry... plus a spacious sunroom and basement. The nice rear yard is fenced, and the front porch adds to the charm. Top it off with a one car garage and you'll agree that there are LOTS of possibilities here!! Don't miss it!

312 Adams St, Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact:

Selling Office: RE/MAX United Real Estate.

$548,000

Welcome to Severn House! A RARE FIND. No renovation headaches for the next owner. Recently renovated in 2025, this unit is fresh, clean and bright. The remodeling work was done to high standards and materials. All new open floor plan with kitchen/living room area. Beautiful quartz island and counters, new appliances including stove/ range with natural gas. Custom designed island with space for 4-6 people for a bar dinner and lots of storage for kitchen gadgets. New tiled baths with spacious walk-in showers. Double sink vanity in primary bedroom. Updated electrical, plumbing, fixtures and HVAC ducting. New professional closet organizers in both bedrooms. Automatic window shades. In-unit washer/dryer added. Refinished original red oak parquet throughout the condo. Located in Eastport with close proximity to restaurants, and downtown Annapolis. A water privileged condominium community, there are fine amenities to enjoy.....marina, kayak and paddle board storage and launch. Beautiful waterside swimming pool, picnic areas, and a clubhouse. This unit is spacious with fine touches. Move in ready. A very congenial community with many enjoyable activities.

Welcome to Severn House! A RARE FIND. No renovation headaches for the next owner. Recently renovated in 2025, this unit is fresh, clean and bright. The remodeling work was done to high standards and materials. All new open floor plan with kitchen/living room area. Beautiful quartz island and counters, new appliances including stove/ range with natural gas. Custom designed island with space for 4-6 people for a bar dinner and lots of storage for kitchen gadgets. New tiled baths with spacious walk-in showers. Double sink vanity in primary bedroom. Updated electrical, plumbing, fixtures and HVAC ducting. New professional closet organizers in both bedrooms. Automatic window shades. In-unit washer/dryer added. Refinished original red oak parquet throughout the condo. Located in Eastport with close proximity to restaurants, and downtown Annapolis. A water privileged condominium community, there are fine amenities to enjoy.....marina, kayak and paddle board storage and launch. Beautiful waterside swimming pool, picnic areas, and a clubhouse. This unit is spacious with fine touches. Move in ready. A very congenial community with many enjoyable activities.

759 Fairview Ave Unit 759 F, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Realty.

$435,000

Enjoy the ease of single-level living with a functional layout, while also benefiting from exceptional expansion potential—build up, build out, or create the outdoor space of your dreams. The generous lot provides flexibility for future potential improvements, whether that’s additional living space, a garage, or enhanced outdoor entertaining. Located just minutes from shops, restaurants, marinas, and waterfront amenities, and conveniently close to Downtown Annapolis, this home delivers the Eastport lifestyle buyers crave. A true opportunity for homeowners, investors, or anyone looking to secure a foothold in one of Annapolis’ most desirable neighborhoods.

Enjoy the ease of single-level living with a functional layout, while also benefiting from exceptional expansion potential—build up, build out, or create the outdoor space of your dreams. The generous lot provides flexibility for future potential improvements, whether that’s additional living space, a garage, or enhanced outdoor entertaining. Located just minutes from shops, restaurants, marinas, and waterfront amenities, and conveniently close to Downtown Annapolis, this home delivers the Eastport lifestyle buyers crave. A true opportunity for homeowners, investors, or anyone looking to secure a foothold in one of Annapolis’ most desirable neighborhoods.

1106 Brashears St, Annapolis

Listing courtesy of Next Step Realty, LLC.. Contact:

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

$403,750

Located in the highly desirable Newport Condominiums in Eastport, this move-in ready condo is tucked away on peaceful Burnside Street—a quiet cul-de-sac ending at a lovely waterfront park. Just a short walk to downtown Annapolis, Eastport’s vibrant dining scene, yacht clubs, and marinas, the location is unbeatable. Enjoy breathtaking panoramic views of Annapolis, the Naval Academy, and Spa Creek from the rooftop terrace and pool—an ideal spot to watch the Blue Angels, Fourth of July, and New Year’s Eve fireworks. The community offers water access with kayak storage, a private pier, and options for boat slips or water taxi pickup. Residents also enjoy off-street parking, on-site laundry facility, and a convenient storage unit located just down the hall. Inside, the unit features fresh paint, brand-new carpeting, and is in immaculate, move-in condition. First floor convenience, no elevators. Storage bin in secure room on ground floor is included. Lowest priced condo in Eastport !!!

1 Beds ⋅ 1 Baths

Located in the highly desirable Newport Condominiums in Eastport, this move-in ready condo is tucked away on peaceful Burnside Street—a quiet cul-de-sac ending at a lovely waterfront park. Just a short walk to downtown Annapolis, Eastport’s vibrant dining scene, yacht clubs, and marinas, the location is unbeatable. Enjoy breathtaking panoramic views of Annapolis, the Naval Academy, and Spa Creek from the rooftop terrace and pool—an ideal spot to watch the Blue Angels, Fourth of July, and New Year’s Eve fireworks. The community offers water access with kayak storage, a private pier, and options for boat slips or water taxi pickup. Residents also enjoy off-street parking, on-site laundry facility, and a convenient storage unit located just down the hall. Inside, the unit features fresh paint, brand-new carpeting, and is in immaculate, move-in condition. First floor convenience, no elevators. Storage bin in secure room on ground floor is included. Lowest priced condo in Eastport !!!

316 Burnside St Unit 101, Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact:

Selling Office: Non Subscribing Office.

$365,000

* Price Drop! Don't miss out on this beautiful fully updated Eastport home for less than $400k! * Welcome to 1019 President St in the heart of Eastport—where charm, space, and modern upgrades come together just minutes from the water and Historic Annapolis. This beautifully renovated 3-bedroom, 2-bath home offers a rare combination of cozy living and exceptional outdoor space. Situated on an oversized lot with a classic white picket fence, the property features a huge yard, private parking for 4+ vehicles (a true rarity here), a welcoming front porch, and a spacious back patio—perfect for entertaining, relaxing, or simply enjoying the space that sets this home apart. Inside, the home has been completely transformed with top-to-bottom upgrades, including brand new central HVAC system, complete electric upgrades, new flooring throughout, a stunning modern kitchen with high-end finishes and appliances, and beautifully designed bathrooms. Natural light pours in on every level, highlighting the clean, fresh finishes, generous closet space, and an easy, functional layout. Located just a short walk to the water, nearby parks, and everything Eastport is known for—and only minutes to downtown Annapolis—this home offers a lifestyle that’s hard to match, blending comfort, convenience, and a truly standout setting.

* Price Drop! Don't miss out on this beautiful fully updated Eastport home for less than $400k! * Welcome to 1019 President St in the heart of Eastport—where charm, space, and modern upgrades come together just minutes from the water and Historic Annapolis. This beautifully renovated 3-bedroom, 2-bath home offers a rare combination of cozy living and exceptional outdoor space. Situated on an oversized lot with a classic white picket fence, the property features a huge yard, private parking for 4+ vehicles (a true rarity here), a welcoming front porch, and a spacious back patio—perfect for entertaining, relaxing, or simply enjoying the space that sets this home apart. Inside, the home has been completely transformed with top-to-bottom upgrades, including brand new central HVAC system, complete electric upgrades, new flooring throughout, a stunning modern kitchen with high-end finishes and appliances, and beautifully designed bathrooms. Natural light pours in on every level, highlighting the clean, fresh finishes, generous closet space, and an easy, functional layout. Located just a short walk to the water, nearby parks, and everything Eastport is known for—and only minutes to downtown Annapolis—this home offers a lifestyle that’s hard to match, blending comfort, convenience, and a truly standout setting.

1019 President St, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact:

Selling Office: Monument Sotheby's International Realty.

$360,000

Welcome Home to Eastport. Walk to the Eastport Shopping center for breakfast or to downtown Annapolis for lunch or dinner. This cute 4-bedroom (egress in basement)1.5 bath rancher with eat-in kitchen and traditional floor plan living and dining room is perfect for you and your family. Relax and entertain on the size able deck off the kitchen. Enjoy central air conditioning, oil heating, electric hot water heater. New AC 2023, sewage line updated to PVC in 2023. Dishwasher, washer dryer included and you get to choose your own oven range and refrigerator.

4 Beds ⋅ 2 Baths

Welcome Home to Eastport. Walk to the Eastport Shopping center for breakfast or to downtown Annapolis for lunch or dinner. This cute 4-bedroom (egress in basement)1.5 bath rancher with eat-in kitchen and traditional floor plan living and dining room is perfect for you and your family. Relax and entertain on the size able deck off the kitchen. Enjoy central air conditioning, oil heating, electric hot water heater. New AC 2023, sewage line updated to PVC in 2023. Dishwasher, washer dryer included and you get to choose your own oven range and refrigerator.

1014 Wells Ave, Annapolis

Listing courtesy of EXIT Spivey Professional Realty Co.. Contact:

Selling Office: TTR Sotheby's International Realty.

$235,000

Welcome to 1019 President Street, one of the most affordable opportunities in Annapolis and a great option for both owner-occupants and investors. This well-located property offers strong rental potential thanks to its close proximity to Downtown Annapolis, the U.S. Naval Academy, major commuter routes, and local employers. With limited inventory at this price point, opportunities like this don’t last long. Whether you’re looking to enter the Annapolis market or add to your rental portfolio, this property delivers location, value, and upside. Schedule your showing today.