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Set on a remarkable peninsula of land along Lake Ogleton, with water embracing the property on three sides and direct access to the Chesapeake Bay, this newly constructed waterfront residence is a masterclass in modern design and craftsmanship. From the moment you enter, the home reveals itself through soaring ceilings, dramatic walls of glass, exceptional design and uninterrupted water views that create a seamless connection between architecture and setting. Every space has been thoughtfully curated to balance bold contemporary style with effortless livability. The expansive open floor plan is anchored by a striking gourmet kitchen with 2 oversized stone islands, custom cabinetry, and top-tier appliances, flowing seamlessly into the family room and waterside entertaining areas, perfectly designed for both intimate moments and large-scale gatherings. A showstopping, glass-enclosed, temperature-controlled wine wall is thoughtfully positioned between the living and dining rooms, creating a dramatic focal point. Framed by views of the stunning saltwater pool and sparkling waterfront beyond, it serves as both a refined display and an elegant backdrop for entertaining. The main-level primary suite is a true retreat, positioned to capture the surrounding water from multiple exposures and offering the rare luxury of dual spa-inspired baths and two custom walk-in closets. Upstairs, three beautifully designed ensuite bedrooms provide exceptional accommodations, complemented by an additional flexible living space with private balcony overlooking the water. All accentuating the home’s emphasis on light, volume, and views. Outdoor living unfolds as a private resort. A waterside pool with heating and chilling capabilities, outdoor kitchen, and expansive stone pool deck create the ideal setting for sun-filled days and evenings by the water, while the thoughtfully designed cabana/lounge, with a guest suite above, offers a sophisticated extension of the home for visitors. The property’s unique point of land setting enhances both privacy and perspective, with panoramic vistas in every direction leading down to the private deep-water pier and effortless access to the open Bay. Just minutes from downtown Annapolis and convenient to major commuting routes, this is a rare opportunity to experience a level of waterfront living where architectural precision, elevated finishes, and an extraordinary setting converge into something truly exceptional. Welcome Home!

5 Beds ⋅ 8 Baths

Set on a remarkable peninsula of land along Lake Ogleton, with water embracing the property on three sides and direct access to the Chesapeake Bay, this newly constructed waterfront residence is a masterclass in modern design and craftsmanship. From the moment you enter, the home reveals itself through soaring ceilings, dramatic walls of glass, exceptional design and uninterrupted water views that create a seamless connection between architecture and setting. Every space has been thoughtfully curated to balance bold contemporary style with effortless livability. The expansive open floor plan is anchored by a striking gourmet kitchen with 2 oversized stone islands, custom cabinetry, and top-tier appliances, flowing seamlessly into the family room and waterside entertaining areas, perfectly designed for both intimate moments and large-scale gatherings. A showstopping, glass-enclosed, temperature-controlled wine wall is thoughtfully positioned between the living and dining rooms, creating a dramatic focal point. Framed by views of the stunning saltwater pool and sparkling waterfront beyond, it serves as both a refined display and an elegant backdrop for entertaining. The main-level primary suite is a true retreat, positioned to capture the surrounding water from multiple exposures and offering the rare luxury of dual spa-inspired baths and two custom walk-in closets. Upstairs, three beautifully designed ensuite bedrooms provide exceptional accommodations, complemented by an additional flexible living space with private balcony overlooking the water. All accentuating the home’s emphasis on light, volume, and views. Outdoor living unfolds as a private resort. A waterside pool with heating and chilling capabilities, outdoor kitchen, and expansive stone pool deck create the ideal setting for sun-filled days and evenings by the water, while the thoughtfully designed cabana/lounge, with a guest suite above, offers a sophisticated extension of the home for visitors. The property’s unique point of land setting enhances both privacy and perspective, with panoramic vistas in every direction leading down to the private deep-water pier and effortless access to the open Bay. Just minutes from downtown Annapolis and convenient to major commuting routes, this is a rare opportunity to experience a level of waterfront living where architectural precision, elevated finishes, and an extraordinary setting converge into something truly exceptional. Welcome Home!

1201 Eden Ln, Annapolis

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

Selling Office: TTR Sotheby's International Realty.

$3,700,000

Commanding panoramic views of the Chesapeake Bay, Bay Bridge, and Eastern Shore, this exceptional waterfront residence offers an unparalleled waterfront lifestyle. The regions finest team was assembled including Purple Cherry Architects and Gate One Builders to create a custom masterpiece of style, design and tranquility. Outside, a private 120’ IPE pier with two Hi-Tide boat lifts—including a 16K heavy-duty lift and a 6K lift for kayaks and jet skis—makes this a boater’s dream. Peaceful waterfront living is elevated with a screened IPE porch featuring breathtaking views of sunrises, sailboat races, and the Blue Angels. Inside, the chef’s kitchen is outfitted with a 55” Lacanche range, dual Bosch dishwashers, leathered marble countertops, Miele appliances, and a walk-in pantry. Reclaimed 150-year-old beams, an award-winning iron and bronze staircase by Maynard Studios and custom built-ins throughout the home reflect true craftsmanship. A main level secondary Primary suite with water views provides flexibility and convenience. Upstairs, the expansive primary suite offers serene bay views, a spa-style bath, dual closets, private library and balcony. Enjoy a glass of wine at the end of the day from the temperature controlled wine cellar in the lower level. An upstairs studio with a bay-facing balcony offers flexible living or guest space. Timeless, thoughtfully designed, and meticulously maintained—2512 Lyon Drive is Chesapeake Bay living at its finest. Welcome Home!

4 Beds ⋅ 4 Baths

Commanding panoramic views of the Chesapeake Bay, Bay Bridge, and Eastern Shore, this exceptional waterfront residence offers an unparalleled waterfront lifestyle. The regions finest team was assembled including Purple Cherry Architects and Gate One Builders to create a custom masterpiece of style, design and tranquility. Outside, a private 120’ IPE pier with two Hi-Tide boat lifts—including a 16K heavy-duty lift and a 6K lift for kayaks and jet skis—makes this a boater’s dream. Peaceful waterfront living is elevated with a screened IPE porch featuring breathtaking views of sunrises, sailboat races, and the Blue Angels. Inside, the chef’s kitchen is outfitted with a 55” Lacanche range, dual Bosch dishwashers, leathered marble countertops, Miele appliances, and a walk-in pantry. Reclaimed 150-year-old beams, an award-winning iron and bronze staircase by Maynard Studios and custom built-ins throughout the home reflect true craftsmanship. A main level secondary Primary suite with water views provides flexibility and convenience. Upstairs, the expansive primary suite offers serene bay views, a spa-style bath, dual closets, private library and balcony. Enjoy a glass of wine at the end of the day from the temperature controlled wine cellar in the lower level. An upstairs studio with a bay-facing balcony offers flexible living or guest space. Timeless, thoughtfully designed, and meticulously maintained—2512 Lyon Drive is Chesapeake Bay living at its finest. Welcome Home!

2512 Lyon Dr, Annapolis

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

Selling Office: Samson Properties.

$3,600,000

Life will never be the same. This slick and sleek coastal contemporary is beautifully designed for optimal waterfront living. With six bedrooms (FIVE ensuites), six full baths and one half bath, waterviews are visible from nearly all living spaces and bedrooms (and three bathrooms, to be fair). Witness the walls of windows on the first level, facing the Chesapeake Bay to the East and Severn River to the Northwest; one will never be bored with the marvelously incessant theatre of watercraft and nature. Enjoy morning coffee out on the open air patio, down at the pier, or in the large, screened porch. If weather is uncooperative, stretch out in the massive open living area, or retreat to one of two second floor water-facing rooms (one perfect for sitting room/office) to take in a new perspective. This home was fully renovated in 2017, sporting gorgeous custom light cherry 5" wood floors on the first and second level and showcasing unique custom, open staircases with black cable handrail system. There are two primary bedroom ensuites; one on the first floor featuring concrete shower floor, bathroom floor and cast concrete countertop. With generous, custom closets and oversized windows featured in each room, both residents and guests are guaranteed to render a five star rating for their stay and experience. This property is one block from 70 acres of walking trails and two blocks from the community beach, playground, picnic pavilion and firepit.

6 Beds ⋅ 7 Baths

Life will never be the same. This slick and sleek coastal contemporary is beautifully designed for optimal waterfront living. With six bedrooms (FIVE ensuites), six full baths and one half bath, waterviews are visible from nearly all living spaces and bedrooms (and three bathrooms, to be fair). Witness the walls of windows on the first level, facing the Chesapeake Bay to the East and Severn River to the Northwest; one will never be bored with the marvelously incessant theatre of watercraft and nature. Enjoy morning coffee out on the open air patio, down at the pier, or in the large, screened porch. If weather is uncooperative, stretch out in the massive open living area, or retreat to one of two second floor water-facing rooms (one perfect for sitting room/office) to take in a new perspective. This home was fully renovated in 2017, sporting gorgeous custom light cherry 5" wood floors on the first and second level and showcasing unique custom, open staircases with black cable handrail system. There are two primary bedroom ensuites; one on the first floor featuring concrete shower floor, bathroom floor and cast concrete countertop. With generous, custom closets and oversized windows featured in each room, both residents and guests are guaranteed to render a five star rating for their stay and experience. This property is one block from 70 acres of walking trails and two blocks from the community beach, playground, picnic pavilion and firepit.

2514 Lyon Dr, Annapolis

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

Selling Office: EXP Realty, LLC.

$2,450,000

Nestled on Chase Pond along the serene shores of the Chesapeake Bay, 2680 Claibourne Court offers an unparalleled waterfront living experience. This meticulously renovated coastal contemporary-style residence boasts 5 bedrooms, 4 full bathrooms, and seamlessly blends luxury with comfort. Set on a generous 2.62-acre waterfront lot, the property features a private pier with boat lifts and a beach, providing direct access to the bay's tranquil waters. The open-concept sun-bathed main level offers a living room featuring a stone fireplace with gas insert, gourmet chefs eat-in kitchen, dining room, sitting room, a generous bedroom with walk-in closet, a full bath, and rear deck the full length of the first floor. Stunning stairs open from the lower level to the crow’s nest adds a wonderful architectural feature. The second level offers a primary suite with private balcony, beautiful bathroom featuring separate vanities, shower, soaking tub, and ample storage. 3 additional bedrooms, 1 full bath, and a large laundry room complete the second level. The 3rd level offers two additional rooms currently used as office and exercise room. The crow’s nest offers 360 degree striking views. The expansive lower level offers a recreation room, wet bar, full bathroom, mud/gardeners’ room, large 2-car garage, and abundance of storage. A flag-stone patio off the rear is great for entertaining. Outdoor amenities include a private pier with boat lifts, a beach area, and lush, landscaped grounds—perfect for boating enthusiasts and nature lovers. The home also features a whole-house sound system and is elevator-ready for future convenience. Located in the highly desirable Annapolis Roads community, this peaceful retreat is just minutes from downtown Annapolis, offering convenient access to shops, restaurants, and cultural attractions—all in a stunning bayfront setting.

5 Beds ⋅ 4 Baths

Nestled on Chase Pond along the serene shores of the Chesapeake Bay, 2680 Claibourne Court offers an unparalleled waterfront living experience. This meticulously renovated coastal contemporary-style residence boasts 5 bedrooms, 4 full bathrooms, and seamlessly blends luxury with comfort. Set on a generous 2.62-acre waterfront lot, the property features a private pier with boat lifts and a beach, providing direct access to the bay's tranquil waters. The open-concept sun-bathed main level offers a living room featuring a stone fireplace with gas insert, gourmet chefs eat-in kitchen, dining room, sitting room, a generous bedroom with walk-in closet, a full bath, and rear deck the full length of the first floor. Stunning stairs open from the lower level to the crow’s nest adds a wonderful architectural feature. The second level offers a primary suite with private balcony, beautiful bathroom featuring separate vanities, shower, soaking tub, and ample storage. 3 additional bedrooms, 1 full bath, and a large laundry room complete the second level. The 3rd level offers two additional rooms currently used as office and exercise room. The crow’s nest offers 360 degree striking views. The expansive lower level offers a recreation room, wet bar, full bathroom, mud/gardeners’ room, large 2-car garage, and abundance of storage. A flag-stone patio off the rear is great for entertaining. Outdoor amenities include a private pier with boat lifts, a beach area, and lush, landscaped grounds—perfect for boating enthusiasts and nature lovers. The home also features a whole-house sound system and is elevator-ready for future convenience. Located in the highly desirable Annapolis Roads community, this peaceful retreat is just minutes from downtown Annapolis, offering convenient access to shops, restaurants, and cultural attractions—all in a stunning bayfront setting.

2680 Claibourne Ct, Annapolis

Listing courtesy of Washington Fine Properties, LLC. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

$1,699,800

Nestled amongst the trees in the amenities rich Annapolis Roads community this 4 bedroom, 4.5 bath with 3,400 sq ft of living space has everything needed in a waterfront home! Discover the ultimate waterfront lifestyle with your own private pier on Lake Ogleton featuring 4’ MLW —providing seamless access to the Lake or out to the Chesapeake Bay for sailing, fishing, crabbing, or simply enjoying sunset cruises. Whether you’re an avid boater or just love the tranquility of the water, this property offers the best of both worlds. Inside, thoughtful details abound. The main level features a beautifully appointed kitchen and family room, enhanced with custom trim and crown molding, that opens onto a waterside deck—perfect for hosting gatherings or simply soaking in the views. Upstairs, the elegant primary suite offers water views, an elegant fireplace and a recently remodeled luxurious bath that feels like a spa retreat. Additional remodeled bathrooms throughout the home combine modern style with comfort. The versatile walk-out lower level expands your living space and could easily serve as a 5th bedroom suite, complete with full bath and wet bar—ideal for guests, multi-generational living, or casual entertaining after a day on the water. Set on a nature lover’s lot with lush plantings, the outdoor spaces invite you to relax in privacy while surrounded by beauty. Beyond your backyard, the community offers amenities that enrich the lifestyle: a Bayfront overlook with pavilion where neighbors gather, a playground, and scenic walking trails. Located just minutes from downtown Annapolis and Eastport which offers the perfect balance of small-town charm and big world sophistication. 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

Nestled amongst the trees in the amenities rich Annapolis Roads community this 4 bedroom, 4.5 bath with 3,400 sq ft of living space has everything needed in a waterfront home! Discover the ultimate waterfront lifestyle with your own private pier on Lake Ogleton featuring 4’ MLW —providing seamless access to the Lake or out to the Chesapeake Bay for sailing, fishing, crabbing, or simply enjoying sunset cruises. Whether you’re an avid boater or just love the tranquility of the water, this property offers the best of both worlds. Inside, thoughtful details abound. The main level features a beautifully appointed kitchen and family room, enhanced with custom trim and crown molding, that opens onto a waterside deck—perfect for hosting gatherings or simply soaking in the views. Upstairs, the elegant primary suite offers water views, an elegant fireplace and a recently remodeled luxurious bath that feels like a spa retreat. Additional remodeled bathrooms throughout the home combine modern style with comfort. The versatile walk-out lower level expands your living space and could easily serve as a 5th bedroom suite, complete with full bath and wet bar—ideal for guests, multi-generational living, or casual entertaining after a day on the water. Set on a nature lover’s lot with lush plantings, the outdoor spaces invite you to relax in privacy while surrounded by beauty. Beyond your backyard, the community offers amenities that enrich the lifestyle: a Bayfront overlook with pavilion where neighbors gather, a playground, and scenic walking trails. Located just minutes from downtown Annapolis and Eastport which offers the perfect balance of small-town charm and big world sophistication. 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!

2656 Queen Anne Cir, Annapolis

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

Selling Office: Coldwell Banker Realty.

$1,530,000

5 Beds ⋅ 5 Baths

2638 Carrollton Rd, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: EXP Realty, LLC.

$950,000

Nestled in the highly sought-after community of Annapolis Roads, this stunning Coastal Contemporary residence offers a rare blend of sophistication, privacy and the quintessential Annapolis lifestyle. Flawlessly designed for comfort and entertainment, this elegant home is seemlessly updated to capture peaceful water views from large picture windows and walls of glass, all while resting atop a canopy of privacy and magestic trees. Boasting a gorgeous state of the art Kenwood kitchen with custom cabinetry, smart technology appliances , quartz countertops, farm sink , gas range , porcelain flooring and soaring ceilings , this is truly an entertainer's delight! The main level main level offers a cozy gas fireplace , walls of glass to capture the views, Brazilian bamboo flooring, 3 generously sized bedrooms, two full bathrooms and a transition to the incredible screened in porch and expansive trex deck to enjoy your sunrises with a cup of coffee! The expansive lower level provides another level of gracious living offering an additional living room with gas fireplace, full bedroom and bathroom, gym or flex space, storage and walk out to another fully screened in porch! Transitioning to the private back yard oasis, take a swim in the therapeutic swim spa, enjoy a cozy evening around the firepit or relax on the porch with a glass of wine, all while enjoying the tranquil views of Lake Ogleton! The vibrant community of Annapolis Roads is amenity rich offering a sandy beach with sweeping views of the Chesapeake Bay, a waterfront pavilion , playground & firepit , community dock , boat ramp, walking trails in Ogleton Woods & numerous community events - all within walking distance to the home! There is no HOA- it is a special tax district with the tax included in the owners property tax. Minutes from downtown Annapolis, shops and restaurants and close to communting routes, this exceptional home has it all- in fact, it's more than a home, it's a lifestyle!

4 Beds ⋅ 3 Baths

Nestled in the highly sought-after community of Annapolis Roads, this stunning Coastal Contemporary residence offers a rare blend of sophistication, privacy and the quintessential Annapolis lifestyle. Flawlessly designed for comfort and entertainment, this elegant home is seemlessly updated to capture peaceful water views from large picture windows and walls of glass, all while resting atop a canopy of privacy and magestic trees. Boasting a gorgeous state of the art Kenwood kitchen with custom cabinetry, smart technology appliances , quartz countertops, farm sink , gas range , porcelain flooring and soaring ceilings , this is truly an entertainer's delight! The main level main level offers a cozy gas fireplace , walls of glass to capture the views, Brazilian bamboo flooring, 3 generously sized bedrooms, two full bathrooms and a transition to the incredible screened in porch and expansive trex deck to enjoy your sunrises with a cup of coffee! The expansive lower level provides another level of gracious living offering an additional living room with gas fireplace, full bedroom and bathroom, gym or flex space, storage and walk out to another fully screened in porch! Transitioning to the private back yard oasis, take a swim in the therapeutic swim spa, enjoy a cozy evening around the firepit or relax on the porch with a glass of wine, all while enjoying the tranquil views of Lake Ogleton! The vibrant community of Annapolis Roads is amenity rich offering a sandy beach with sweeping views of the Chesapeake Bay, a waterfront pavilion , playground & firepit , community dock , boat ramp, walking trails in Ogleton Woods & numerous community events - all within walking distance to the home! There is no HOA- it is a special tax district with the tax included in the owners property tax. Minutes from downtown Annapolis, shops and restaurants and close to communting routes, this exceptional home has it all- in fact, it's more than a home, it's a lifestyle!

2654 Ogleton Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Realty.

$875,000

Welcome to 1004A Harbor Drive, a beautifully renovated 4-bedroom, 3.5-bath home in the desirable water-privileged community of Annapolis Roads. This stunning property offers the perfect combination of modern updates, classic charm, and resort-style outdoor living with a fully fenced backyard and in-ground pool. Inside, you'll find refinished hardwood floors, vaulted ceilings with skylights, and natural light throughout the open-concept main level. The spacious dining area flows seamlessly into a cozy sitting space and a show-stopping chef’s kitchen featuring a massive center island, quartz countertops, Frigidaire appliances, and ample storage, perfect for both everyday living and entertaining. Off the kitchen is a warm and inviting sitting area with a wood-burning fireplace and sliding glass doors that lead to the back deck, complete with a propane grill hookup, porch swing, and access to the beautifully landscaped yard and pool. On the other side of the kitchen, a sunken living room with built-ins and a metal wood stove provides another flexible living space and opens directly to the backyard through sliding glass doors. The attached 1-car garage offers convenience, and a stylish half bath rounds out the main level. On the upper level, you’ll find a spacious bedroom in its own private wing, complete with a walk-in closet and full ensuite bath. Up another short staircase is the main sleeping level, where you’ll find three more bedrooms, a full hall bath, and a thoughtfully designed primary suite. The luxurious primary retreat features exposed wood beam ceiling accents, his-and-hers walk-in closets, a spa-inspired bathroom with dual vanities, a soaking tub, and a walk-in shower. The suite also includes a Samsung washer and dryer for added convenience and direct access to a private balcony overlooking the backyard. A spiral staircase from the balcony leads down to the pool—your own private escape. The basement with walk-out access offers excellent storage, a utility sink, and additional potential for a laundry room or workshop space. Located in the coveted Annapolis Roads community, you'll enjoy amenities including the community beach, boat ramp, walking and jogging trails, playgrounds, picnic areas, and water privileges. Just minutes from downtown Annapolis, shopping, schools, and major commuter routes, this home offers the best of coastal living with the comfort and style today's buyers are looking for. Schedule your showing today!

4 Beds ⋅ 4 Baths

Welcome to 1004A Harbor Drive, a beautifully renovated 4-bedroom, 3.5-bath home in the desirable water-privileged community of Annapolis Roads. This stunning property offers the perfect combination of modern updates, classic charm, and resort-style outdoor living with a fully fenced backyard and in-ground pool. Inside, you'll find refinished hardwood floors, vaulted ceilings with skylights, and natural light throughout the open-concept main level. The spacious dining area flows seamlessly into a cozy sitting space and a show-stopping chef’s kitchen featuring a massive center island, quartz countertops, Frigidaire appliances, and ample storage, perfect for both everyday living and entertaining. Off the kitchen is a warm and inviting sitting area with a wood-burning fireplace and sliding glass doors that lead to the back deck, complete with a propane grill hookup, porch swing, and access to the beautifully landscaped yard and pool. On the other side of the kitchen, a sunken living room with built-ins and a metal wood stove provides another flexible living space and opens directly to the backyard through sliding glass doors. The attached 1-car garage offers convenience, and a stylish half bath rounds out the main level. On the upper level, you’ll find a spacious bedroom in its own private wing, complete with a walk-in closet and full ensuite bath. Up another short staircase is the main sleeping level, where you’ll find three more bedrooms, a full hall bath, and a thoughtfully designed primary suite. The luxurious primary retreat features exposed wood beam ceiling accents, his-and-hers walk-in closets, a spa-inspired bathroom with dual vanities, a soaking tub, and a walk-in shower. The suite also includes a Samsung washer and dryer for added convenience and direct access to a private balcony overlooking the backyard. A spiral staircase from the balcony leads down to the pool—your own private escape. The basement with walk-out access offers excellent storage, a utility sink, and additional potential for a laundry room or workshop space. Located in the coveted Annapolis Roads community, you'll enjoy amenities including the community beach, boat ramp, walking and jogging trails, playgrounds, picnic areas, and water privileges. Just minutes from downtown Annapolis, shopping, schools, and major commuter routes, this home offers the best of coastal living with the comfort and style today's buyers are looking for. Schedule your showing today!

1004 Harbor Dr, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

Selling Office: Compass.

$865,000

New Price & Amazing Opportunity! This beautifully updated home at 1009 Old Bay Ridge Rd conveys with the adjoining parcel at 1011 Old Bay Ridge Rd for a combined 0.55 acres. Roof, HVAC, Windows in main house less than 4 years old. New Water Conditioning System 2025, New Roof 2025 on detached garage, new front walk-way, and tons of landscaping! Enjoy exceptional outdoor space, extensive hardscaping, ample parking, golf-putting green, and a large detached barn-style garage/outbuilding ideal for parking, boat storage, hobbies/workshop, or storage. The renovated main level offers two family rooms, dining room, updated kitchen, and a bright sunroom. Upstairs includes a primary bedroom with full bath access, plus three additional bedrooms and two more full baths. Finished lower level featuring additional living space, workspace, & storage. Annapolis Roads amenities include a private beach, boat ramp, kayak storage, playground, pavilion, firepit, and waterfront overlook with Chesapeake Bay views. This home is conveniently located within a short distance to downtown Annapolis, the United States Naval Academy, amazing restaurants, shopping, and plenty of fun activities. A unique chance to own a spacious property in one of Annapolis’s most desirable communities! Hurry to this one, it won't last long!

4 Beds ⋅ 4 Baths

New Price & Amazing Opportunity! This beautifully updated home at 1009 Old Bay Ridge Rd conveys with the adjoining parcel at 1011 Old Bay Ridge Rd for a combined 0.55 acres. Roof, HVAC, Windows in main house less than 4 years old. New Water Conditioning System 2025, New Roof 2025 on detached garage, new front walk-way, and tons of landscaping! Enjoy exceptional outdoor space, extensive hardscaping, ample parking, golf-putting green, and a large detached barn-style garage/outbuilding ideal for parking, boat storage, hobbies/workshop, or storage. The renovated main level offers two family rooms, dining room, updated kitchen, and a bright sunroom. Upstairs includes a primary bedroom with full bath access, plus three additional bedrooms and two more full baths. Finished lower level featuring additional living space, workspace, & storage. Annapolis Roads amenities include a private beach, boat ramp, kayak storage, playground, pavilion, firepit, and waterfront overlook with Chesapeake Bay views. This home is conveniently located within a short distance to downtown Annapolis, the United States Naval Academy, amazing restaurants, shopping, and plenty of fun activities. A unique chance to own a spacious property in one of Annapolis’s most desirable communities! Hurry to this one, it won't last long!

1009 Old Bay Ridge Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Compass.

$855,000

Tucked among mature trees in the sought-after community of Annapolis Roads, this beautifully updated home offers the perfect blend of privacy, modern upgrades, and timeless charm. Set on a picturesque wooded lot, the property welcomes you with a massive wraparound porch—an ideal place to enjoy your morning coffee, entertain guests, or unwind while taking in the peaceful views of the surrounding trees. Inside, a dramatic two-story foyer with soaring 30-foot ceilings and a stunning staircase creates an unforgettable first impression. Gleaming hardwood floors flow throughout the main level, complemented by thoughtful updates and designer finishes that make this home truly move-in ready. The spacious main level offers excellent flow for both everyday living and entertaining. Large windows fill the home with natural light while showcasing the beautiful wooded setting. The oversized family room and gathering spaces create a warm and inviting atmosphere for family and friends. Upstairs, the expansive primary suite serves as a private retreat, featuring a generous bedroom, large walk-in closet, and a beautifully renovated spa-like bathroom complete with a separate water closet. Three additional well-sized bedrooms and a second fully updated bathroom provide plenty of space for family, guests, or a home office. New carpeting throughout the upper level adds a fresh, modern touch. The unfinished lower level offers endless possibilities, featuring a rough-in for a future bathroom and ample space to create additional living areas, a recreation room, gym, or guest suite. The attached two-car garage provides convenience and additional storage. Recent improvements include a newer HVAC system, updated bathrooms, fresh finishes, and numerous upgrades throughout, allowing buyers to move in with confidence. Perfectly sited to enjoy the best of Annapolis Roads, the property offers access to an exceptional waterfront lifestyle. Residents enjoy a sandy beach with sweeping Chesapeake Bay views, waterfront pavilion, playground, firepit, community dock, boat ramp, walking trails through Ogleton Woods and numerous community events. Nestled between Lake Ogleton and the Chesapeake Bay, Annapolis Roads is known for its winding roads, wooded lots and abundance of preserved green space and water access. There is no HOA—the community operates as a special tax district with fees included in the property taxes. Ideally located just minutes from downtown Annapolis, shopping, dining and major commuting routes. A rare opportunity to own a beautifully updated home in one of Annapolis’ most desirable waterfront communities.

4 Beds ⋅ 3 Baths

Tucked among mature trees in the sought-after community of Annapolis Roads, this beautifully updated home offers the perfect blend of privacy, modern upgrades, and timeless charm. Set on a picturesque wooded lot, the property welcomes you with a massive wraparound porch—an ideal place to enjoy your morning coffee, entertain guests, or unwind while taking in the peaceful views of the surrounding trees. Inside, a dramatic two-story foyer with soaring 30-foot ceilings and a stunning staircase creates an unforgettable first impression. Gleaming hardwood floors flow throughout the main level, complemented by thoughtful updates and designer finishes that make this home truly move-in ready. The spacious main level offers excellent flow for both everyday living and entertaining. Large windows fill the home with natural light while showcasing the beautiful wooded setting. The oversized family room and gathering spaces create a warm and inviting atmosphere for family and friends. Upstairs, the expansive primary suite serves as a private retreat, featuring a generous bedroom, large walk-in closet, and a beautifully renovated spa-like bathroom complete with a separate water closet. Three additional well-sized bedrooms and a second fully updated bathroom provide plenty of space for family, guests, or a home office. New carpeting throughout the upper level adds a fresh, modern touch. The unfinished lower level offers endless possibilities, featuring a rough-in for a future bathroom and ample space to create additional living areas, a recreation room, gym, or guest suite. The attached two-car garage provides convenience and additional storage. Recent improvements include a newer HVAC system, updated bathrooms, fresh finishes, and numerous upgrades throughout, allowing buyers to move in with confidence. Perfectly sited to enjoy the best of Annapolis Roads, the property offers access to an exceptional waterfront lifestyle. Residents enjoy a sandy beach with sweeping Chesapeake Bay views, waterfront pavilion, playground, firepit, community dock, boat ramp, walking trails through Ogleton Woods and numerous community events. Nestled between Lake Ogleton and the Chesapeake Bay, Annapolis Roads is known for its winding roads, wooded lots and abundance of preserved green space and water access. There is no HOA—the community operates as a special tax district with fees included in the property taxes. Ideally located just minutes from downtown Annapolis, shopping, dining and major commuting routes. A rare opportunity to own a beautifully updated home in one of Annapolis’ most desirable waterfront communities.

2701 Ogleton Rd, Annapolis

Listing courtesy of Samson Properties. Contact:

Selling Office: Coldwell Banker Realty.

$850,000

Tucked among mature trees in the sought-after community of Annapolis Roads, this exquisitely remodeled home is a true showpiece where every design detail has been artfully curated to create a warm, sophisticated and effortlessly livable retreat. A beautifully crafted covered porch with rich wood flooring offers a striking introduction to the home. Inside the home, gleaming hardwood floors, rich moldings, designer lighting and thoughtfully selected finishes create an elevated yet welcoming atmosphere throughout. Beautifully renovated and impeccably maintained, the home blends timeless architecture with refined modern style. The elegant dining room features a bay window and flows seamlessly into the stunning gourmet kitchen through a convenient pass-through. Designed with both beauty and function in mind, the kitchen showcases inset cabinetry, leathered absolute granite countertops, designer backsplash, stainless steel appliances with gas cooktop, a casual dining area and a sophisticated wet bar. The adjoining family room is filled with natural light from oversized windows that frame the wooded setting, while custom built-ins with inset cabinetry create a seamless connection between the living spaces. Just beyond, the screened porch, with skylights and ceiling fan, opens to a beautiful rear deck overlooking the fenced backyard and lush landscaping. A formal living room with a wood-burning fireplace and bay window, chic powder room and private main-level office with French doors complete the thoughtfully designed main level. Upstairs, the serene primary suite offers two closets and a beautifully updated ensuite bath with glass-enclosed shower. Two additional bedrooms and a stylish hall full bathroom complete the upper level. The lower level provides ample storage and endless possibilities for additional living space, recreation or fitness area, along with convenient garage access. Perfectly sited to enjoy the best of Annapolis Roads, the property offers access to an exceptional waterfront lifestyle. Residents enjoy a sandy beach with sweeping Chesapeake Bay views, waterfront pavilion, playground, firepit, community dock, boat ramp, walking trails through Ogleton Woods and numerous community events. Nestled between Lake Ogleton and the Chesapeake Bay, Annapolis Roads is known for its winding roads, wooded lots and abundance of preserved green space and water access. There is no HOA — the community operates as a special tax district with fees included in the property taxes. Ideally located just minutes from downtown Annapolis, shopping, dining and major commuting routes.

3 Beds ⋅ 3 Baths

Tucked among mature trees in the sought-after community of Annapolis Roads, this exquisitely remodeled home is a true showpiece where every design detail has been artfully curated to create a warm, sophisticated and effortlessly livable retreat. A beautifully crafted covered porch with rich wood flooring offers a striking introduction to the home. Inside the home, gleaming hardwood floors, rich moldings, designer lighting and thoughtfully selected finishes create an elevated yet welcoming atmosphere throughout. Beautifully renovated and impeccably maintained, the home blends timeless architecture with refined modern style. The elegant dining room features a bay window and flows seamlessly into the stunning gourmet kitchen through a convenient pass-through. Designed with both beauty and function in mind, the kitchen showcases inset cabinetry, leathered absolute granite countertops, designer backsplash, stainless steel appliances with gas cooktop, a casual dining area and a sophisticated wet bar. The adjoining family room is filled with natural light from oversized windows that frame the wooded setting, while custom built-ins with inset cabinetry create a seamless connection between the living spaces. Just beyond, the screened porch, with skylights and ceiling fan, opens to a beautiful rear deck overlooking the fenced backyard and lush landscaping. A formal living room with a wood-burning fireplace and bay window, chic powder room and private main-level office with French doors complete the thoughtfully designed main level. Upstairs, the serene primary suite offers two closets and a beautifully updated ensuite bath with glass-enclosed shower. Two additional bedrooms and a stylish hall full bathroom complete the upper level. The lower level provides ample storage and endless possibilities for additional living space, recreation or fitness area, along with convenient garage access. Perfectly sited to enjoy the best of Annapolis Roads, the property offers access to an exceptional waterfront lifestyle. Residents enjoy a sandy beach with sweeping Chesapeake Bay views, waterfront pavilion, playground, firepit, community dock, boat ramp, walking trails through Ogleton Woods and numerous community events. Nestled between Lake Ogleton and the Chesapeake Bay, Annapolis Roads is known for its winding roads, wooded lots and abundance of preserved green space and water access. There is no HOA — the community operates as a special tax district with fees included in the property taxes. Ideally located just minutes from downtown Annapolis, shopping, dining and major commuting routes.

2611 Ogleton Rd, Annapolis

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

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

$849,000

OPEN HOUSES CANCELED. Welcome to Annapolis Roads! This well-maintained contemporary residence offers approximately 3,000 square feet of bright, open living space with vaulted ceilings and abundant natural light. Enjoy wooded and water views with expansive windows throughout the home. Relax in the spacious great room, featuring hardwood floors, wraparound windows, and a cozy wood stove. The updated chef's kitchen (2021) includes 42” soft-close cabinetry, quartz countertops, top-of-the-line appliances, and a breakfast bar. The primary suite features a newly renovated bathroom (2022), a walk-in closet, and calming natural surroundings. Two additional spacious bedrooms feature vaulted ceilings and tranquil views. The fully finished walk-out lower level offers flexible space suitable for a recreation room, gym, or office. Outside, you’ll find a multi-level wraparound deck and patio space with outdoor shower, perfect for entertaining and enjoying the water views. Recent improvements include main roof replacement (2022), HVAC system (2022), upper deck replacement (2023), and new windows and front door (2024–2025). Parking is easy with a three-car pad and additional paved roadside space. Residents enjoy community amenities such as water access, boat ramp, kayak/SUP launch and storage, beach, and playground. Come live the Annapolis lifestyle!

3 Beds ⋅ 2 Baths

OPEN HOUSES CANCELED. Welcome to Annapolis Roads! This well-maintained contemporary residence offers approximately 3,000 square feet of bright, open living space with vaulted ceilings and abundant natural light. Enjoy wooded and water views with expansive windows throughout the home. Relax in the spacious great room, featuring hardwood floors, wraparound windows, and a cozy wood stove. The updated chef's kitchen (2021) includes 42” soft-close cabinetry, quartz countertops, top-of-the-line appliances, and a breakfast bar. The primary suite features a newly renovated bathroom (2022), a walk-in closet, and calming natural surroundings. Two additional spacious bedrooms feature vaulted ceilings and tranquil views. The fully finished walk-out lower level offers flexible space suitable for a recreation room, gym, or office. Outside, you’ll find a multi-level wraparound deck and patio space with outdoor shower, perfect for entertaining and enjoying the water views. Recent improvements include main roof replacement (2022), HVAC system (2022), upper deck replacement (2023), and new windows and front door (2024–2025). Parking is easy with a three-car pad and additional paved roadside space. Residents enjoy community amenities such as water access, boat ramp, kayak/SUP launch and storage, beach, and playground. Come live the Annapolis lifestyle!

2642 Queen Anne Cir, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Omnia Real Estate LLC.

$803,000

You simply will not find a more detailed, custom-renovated home at this price point anywhere in Annapolis. This home has been lovingly and meticulously updated, and the result is breathtaking. The gleaming 5" hickory hardwoods will immediately greet you and bring you into an expansive and well-thought-out addition. The gourmet kitchen anchors the space and is accented nicely with vaulted ceilings and an open family room. As you explore the kitchen, you will now begin to fully appreciate that no expense was spared in the renovation of this home. This home is perfect for entertaining and gathering!! The kitchen and family room flow seamlessly onto the expansive brand new deck overlooking an awesome, manicured, fully fenced lawn with a custom masonry firepit. Please take a moment to soak in all of the attention to detail! As you make your way to the primary bathroom, you will now begin to appreciate the creativity and design of the remodel. The primary bath features a double vanity made of maple with a teak counter and backsplash, vessel sinks are sandstone with a unique wood grain pattern, and three floating shelves made from live-edge cedar and an exposed brick chimney. All of the bathrooms have their own character and are unlike any others you have seen - especially at this price in a sought-after neighborhood like Annapolis Roads. Interior doors are solid pine, six-panel doors, and accented beautifully with custom cherry wood and chrome hardware. Don't miss the outdoor shower - perfect for sandy feet, be it two feet or four!! This is truly your quintessential Annapolis dream home!! There is SO MUCH more to enjoy, but it is better done in person - don't hesitate, this one won't last long!!!

3 Beds ⋅ 4 Baths

You simply will not find a more detailed, custom-renovated home at this price point anywhere in Annapolis. This home has been lovingly and meticulously updated, and the result is breathtaking. The gleaming 5" hickory hardwoods will immediately greet you and bring you into an expansive and well-thought-out addition. The gourmet kitchen anchors the space and is accented nicely with vaulted ceilings and an open family room. As you explore the kitchen, you will now begin to fully appreciate that no expense was spared in the renovation of this home. This home is perfect for entertaining and gathering!! The kitchen and family room flow seamlessly onto the expansive brand new deck overlooking an awesome, manicured, fully fenced lawn with a custom masonry firepit. Please take a moment to soak in all of the attention to detail! As you make your way to the primary bathroom, you will now begin to appreciate the creativity and design of the remodel. The primary bath features a double vanity made of maple with a teak counter and backsplash, vessel sinks are sandstone with a unique wood grain pattern, and three floating shelves made from live-edge cedar and an exposed brick chimney. All of the bathrooms have their own character and are unlike any others you have seen - especially at this price in a sought-after neighborhood like Annapolis Roads. Interior doors are solid pine, six-panel doors, and accented beautifully with custom cherry wood and chrome hardware. Don't miss the outdoor shower - perfect for sandy feet, be it two feet or four!! This is truly your quintessential Annapolis dream home!! There is SO MUCH more to enjoy, but it is better done in person - don't hesitate, this one won't last long!!!

1003 Old Bay Ridge Rd, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

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

$760,000

Updated, move-in ready 3BR 2.5BA rancher home, thoughtfully designed and nestled among the trees in a peaceful, park-like setting in the highly desirable Annapolis Roads neighborhood. Located adjacent to Lake Ogleton! Step into the spacious, open living room with recessed lighting, new ceiling fan & large windows offering a full view outside to enjoy the trees & flowers and abundant natural light. Crown molding, custom built-in shelving & newly refinished wood floors - that flow throughout the entire main level - give the room an even more refined & beautiful look. The fireplace makes it an inviting gathering place in the winter months. Foyer closet & an oversized closet, and another big hall closet with lots of shelving bring every day, practical amenities into the space. The elegant yet comfy living room leads into the large formal dining room with plenty of space for a sizeable dining table, perfect for large gatherings. Modern, renovated kitchen features a convenient breakfast nook for causal meals, tons of cabinets for all your storage needs, lots of quartz countertop space for easy food prep, stainless steel appliances including dishwasher & microwave, and tiled backsplash. A unique highlight of the home is the sunken family room. Huge comfortable living space with wood floors, vaulted ceiling, brick wood burning fireplace, ceiling fan, floor to ceiling windows, and sliding glass doors that open to the wood deck & look out onto the expansive green space of the back yard. Spacious primary bedroom has a renovated full bathroom and huge closet with lots of shelving & organizers, and a door that opens to the large screened in-porch for a convenient sitting area to read a book, do some work, or just relax and enjoy the scenery out back with all the trees & greenery. Recently renovated full hall bathroom showcases subway tile shower walls & tile flooring. Two additional bedrooms with large closets offer plenty of space for beds & dressers. Expansive lower level basement provides all the storage you'd ever need with under-stairs storage, endless shelving, workbench, and lots of open, unfinished space. Basement features new finished flex space with half bath, ideal for guest sleeping area, office, kids play area, gym, or bonus hangout spot. Backyard features a big wood deck for entertaining and relaxing, a huge screened-in porch with the feel of an extended, bonus living space, mature trees, and wonderful landscaping with an expansive open grassy yard perfect for kids & pets. Front of the house features beautiful multi-colored azaleas & other beautiful landscaping, brick walkway, driveway with plenty of parking, and a large porch - a great place to sit, relax & enjoy some outside chill time. Recent improvements include new: furnace, water treatment system, fireplace & chimney, and wood fence. The home enjoys access to the many waterside community amenities of Annapolis Roads, bordering the Chesapeake Bay including beach, pier, kayak rack, playground, pavillion & picnic tables & grills. Perfect place to relax for adults, kids & dogs alike. Take in the beautiful, scenic overlooks with the lake stretched out before you. Walking trails wind throughout this dog friendly neighborhood. Even though located in the tranquility of the Annapolis Roads neighborhood, quick drive to downtown Annapolis and easy access to Route 50 & 97 to head to all major areas - Washington DC, Baltimore and the Eastern Shore. Don't miss out on the opportunity to own this beautiful home, tucked away in Mother Nature blocks away from Lake Ogelton in one of Annapolis' most sought-after communities. And at an amazing price - ask your realtor / check comps to confirm the price point being a great value! Open house 1-3pm on Sunday, June 14th

3 Beds ⋅ 3 Baths

Updated, move-in ready 3BR 2.5BA rancher home, thoughtfully designed and nestled among the trees in a peaceful, park-like setting in the highly desirable Annapolis Roads neighborhood. Located adjacent to Lake Ogleton! Step into the spacious, open living room with recessed lighting, new ceiling fan & large windows offering a full view outside to enjoy the trees & flowers and abundant natural light. Crown molding, custom built-in shelving & newly refinished wood floors - that flow throughout the entire main level - give the room an even more refined & beautiful look. The fireplace makes it an inviting gathering place in the winter months. Foyer closet & an oversized closet, and another big hall closet with lots of shelving bring every day, practical amenities into the space. The elegant yet comfy living room leads into the large formal dining room with plenty of space for a sizeable dining table, perfect for large gatherings. Modern, renovated kitchen features a convenient breakfast nook for causal meals, tons of cabinets for all your storage needs, lots of quartz countertop space for easy food prep, stainless steel appliances including dishwasher & microwave, and tiled backsplash. A unique highlight of the home is the sunken family room. Huge comfortable living space with wood floors, vaulted ceiling, brick wood burning fireplace, ceiling fan, floor to ceiling windows, and sliding glass doors that open to the wood deck & look out onto the expansive green space of the back yard. Spacious primary bedroom has a renovated full bathroom and huge closet with lots of shelving & organizers, and a door that opens to the large screened in-porch for a convenient sitting area to read a book, do some work, or just relax and enjoy the scenery out back with all the trees & greenery. Recently renovated full hall bathroom showcases subway tile shower walls & tile flooring. Two additional bedrooms with large closets offer plenty of space for beds & dressers. Expansive lower level basement provides all the storage you'd ever need with under-stairs storage, endless shelving, workbench, and lots of open, unfinished space. Basement features new finished flex space with half bath, ideal for guest sleeping area, office, kids play area, gym, or bonus hangout spot. Backyard features a big wood deck for entertaining and relaxing, a huge screened-in porch with the feel of an extended, bonus living space, mature trees, and wonderful landscaping with an expansive open grassy yard perfect for kids & pets. Front of the house features beautiful multi-colored azaleas & other beautiful landscaping, brick walkway, driveway with plenty of parking, and a large porch - a great place to sit, relax & enjoy some outside chill time. Recent improvements include new: furnace, water treatment system, fireplace & chimney, and wood fence. The home enjoys access to the many waterside community amenities of Annapolis Roads, bordering the Chesapeake Bay including beach, pier, kayak rack, playground, pavillion & picnic tables & grills. Perfect place to relax for adults, kids & dogs alike. Take in the beautiful, scenic overlooks with the lake stretched out before you. Walking trails wind throughout this dog friendly neighborhood. Even though located in the tranquility of the Annapolis Roads neighborhood, quick drive to downtown Annapolis and easy access to Route 50 & 97 to head to all major areas - Washington DC, Baltimore and the Eastern Shore. Don't miss out on the opportunity to own this beautiful home, tucked away in Mother Nature blocks away from Lake Ogelton in one of Annapolis' most sought-after communities. And at an amazing price - ask your realtor / check comps to confirm the price point being a great value! Open house 1-3pm on Sunday, June 14th

2648 Ogleton Rd, Annapolis

Listing courtesy of Maven Realty, LLC. Contact:

Selling Office: Coldwell Banker Realty.

$739,000

Discover an exquisite blend of luxury and comfort in this stunning split foyer home, nestled in the prestigious Annapolis Roads community. This meticulously maintained residence, a major renovation in 2025, boasts an impressive 4 bedrooms and 3 full baths, offering ample space for relaxation and entertainment. Step inside to find an open floor plan that seamlessly connects the gourmet kitchen, back splash and under cabinet lighting and featuring upgraded countertops and a spacious island, to the inviting living and dining areas. Elegant wood floors and recessed lighting enhance the ambiance, while a cozy wood-burning fireplace adds warmth to the heart of the home. The entry-level bedroom provides convenience, and the fully finished basement with garage access offers endless possibilities. Outside, enjoy the serenity of a corner lot surrounded by lush trees and woods, creating a private oasis. The screened patio invites you to unwind while overlooking the beautifully landscaped yard. With access to Lake Ogleton just blocks away, indulge in a lifestyle of water activities, including kayaking and electric boating from your own private dock. This property is not just a home; it's a lifestyle. With energy-efficient windows and a comprehensive water treatment system, every detail has been thoughtfully considered. Experience the perfect blend of luxury living and nature's tranquility in this exceptional residence. Don't miss your chance to call this remarkable property your own! Minutes to Shopping, Restaurants and USNA.

4 Beds ⋅ 3 Baths

Discover an exquisite blend of luxury and comfort in this stunning split foyer home, nestled in the prestigious Annapolis Roads community. This meticulously maintained residence, a major renovation in 2025, boasts an impressive 4 bedrooms and 3 full baths, offering ample space for relaxation and entertainment. Step inside to find an open floor plan that seamlessly connects the gourmet kitchen, back splash and under cabinet lighting and featuring upgraded countertops and a spacious island, to the inviting living and dining areas. Elegant wood floors and recessed lighting enhance the ambiance, while a cozy wood-burning fireplace adds warmth to the heart of the home. The entry-level bedroom provides convenience, and the fully finished basement with garage access offers endless possibilities. Outside, enjoy the serenity of a corner lot surrounded by lush trees and woods, creating a private oasis. The screened patio invites you to unwind while overlooking the beautifully landscaped yard. With access to Lake Ogleton just blocks away, indulge in a lifestyle of water activities, including kayaking and electric boating from your own private dock. This property is not just a home; it's a lifestyle. With energy-efficient windows and a comprehensive water treatment system, every detail has been thoughtfully considered. Experience the perfect blend of luxury living and nature's tranquility in this exceptional residence. Don't miss your chance to call this remarkable property your own! Minutes to Shopping, Restaurants and USNA.

1031 Old Bay Ridge Rd, Annapolis

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

Selling Office: Samson Properties.

$725,000

Enjoy the water access lifestyle of the Annapolis Roads community on Lake Ogleton, Annapolis. This distinctive home offers an abundance of custom features, indoor and outdoor living spaces, seasonal filtered views of the water, architectural details, and access to some of Annapolis' most sought-after waterfront amenities. From the beautiful screened porch / family room, to the covered deck, ivy covered brick walled patio, and sun room, there are many special areas to relax or entertain. The property backs up to the Lake Ogleton tidal wetlands, with all the associated wildlife! The large number of windows and double doors provide natural light and amazing flow flow throughout. The sunroom is a standout feature, showcasing hand-hewn beams, custom cabinetry, and a wall of New England-style windows that fill the space with natural light, and, of course, fresh air. Entertaining is a delight with the smooth flow between rooms. Custom lighting throughout the home highlights the crown moulding, built-in shelving, cabinetry, and workspaces. The spacious primary suite features an ensuite bath with a jetted tub, walk-in closet, and an additional shoe closet. A second jetted tub is located in the upper-level hall bath. Extensive landscaping surrounds the property, creating multiple inviting outdoor spaces. The rear yard slopes to the wetland, and is a blank slate, ready for a gardener. Major systems and appliances recently updated include the furnace (3 years), dishwasher, two air conditioning units( approximately 9 years), washer and dryer. Updated windows. Residents enjoy access to Annapolis Roads' exceptional amenities, including a boat ramp, private beach, bayfront pavilion, bayside picnic area, playground, fire pit, community pier, kayak/SUP storage, extensive hiking trails, and a variety of neighborhood events throughout the year. Drop your boat in and visit the Annapolis Historic District by water; something very few neighborhoods offer. A unique opportunity to enjoy the waterfront lifestyle, charm, character, and community spirit that make Annapolis Roads such a special place to call home.

3 Beds ⋅ 4 Baths

Enjoy the water access lifestyle of the Annapolis Roads community on Lake Ogleton, Annapolis. This distinctive home offers an abundance of custom features, indoor and outdoor living spaces, seasonal filtered views of the water, architectural details, and access to some of Annapolis' most sought-after waterfront amenities. From the beautiful screened porch / family room, to the covered deck, ivy covered brick walled patio, and sun room, there are many special areas to relax or entertain. The property backs up to the Lake Ogleton tidal wetlands, with all the associated wildlife! The large number of windows and double doors provide natural light and amazing flow flow throughout. The sunroom is a standout feature, showcasing hand-hewn beams, custom cabinetry, and a wall of New England-style windows that fill the space with natural light, and, of course, fresh air. Entertaining is a delight with the smooth flow between rooms. Custom lighting throughout the home highlights the crown moulding, built-in shelving, cabinetry, and workspaces. The spacious primary suite features an ensuite bath with a jetted tub, walk-in closet, and an additional shoe closet. A second jetted tub is located in the upper-level hall bath. Extensive landscaping surrounds the property, creating multiple inviting outdoor spaces. The rear yard slopes to the wetland, and is a blank slate, ready for a gardener. Major systems and appliances recently updated include the furnace (3 years), dishwasher, two air conditioning units( approximately 9 years), washer and dryer. Updated windows. Residents enjoy access to Annapolis Roads' exceptional amenities, including a boat ramp, private beach, bayfront pavilion, bayside picnic area, playground, fire pit, community pier, kayak/SUP storage, extensive hiking trails, and a variety of neighborhood events throughout the year. Drop your boat in and visit the Annapolis Historic District by water; something very few neighborhoods offer. A unique opportunity to enjoy the waterfront lifestyle, charm, character, and community spirit that make Annapolis Roads such a special place to call home.

2644 Queen Anne Cir, Annapolis

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

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

$725,000

Charming Surprise in Annapolis Roads! Tucked in the sought-after Annapolis Roads community, this delightful single-family home will surprise and impress at every turn. From the moment you step onto the darling front porch, you’ll feel the warmth and charm that make this property truly special. Inside, beautiful hardwood floors guide you through a spacious layout that perfectly blends cozy living with incredible entertaining potential. The inviting living room features a classic wood-burning fireplace—perfect for cool evenings—while the chef’s kitchen offers both functionality and flair, ideal for everyday cooking or hosting large gatherings. Enjoy meals in the light-filled dining area or step out to the serene screened porch for coffee or cocktails. When it’s time to unwind, the luxurious owner’s suite is your private retreat, complete with a stylishly updated ensuite bath and a massive walk-in closet. Two additional bedrooms and a well-appointed guest bath complete the main level, while the lower level offers even more space with a fourth bedroom and full bath—perfect for guests, a home office, or multi-generational living. Outdoor lovers will appreciate the flat, partially fenced backyard—ideal for pets, play, or peaceful evenings under the stars. The oversized detached garage provides tons of extra space for vehicles, hobbies, or storage. Located in a serene, tree-lined neighborhood, you’re just minutes from water access, parks, and all the charm of downtown Annapolis. Commuting is a breeze with easy access to Baltimore, Washington D.C., NASA, and major highways. Don’t miss this hidden gem—you’ll be wowed by the space, style, and unbeatable setting!

4 Beds ⋅ 3 Baths

Charming Surprise in Annapolis Roads! Tucked in the sought-after Annapolis Roads community, this delightful single-family home will surprise and impress at every turn. From the moment you step onto the darling front porch, you’ll feel the warmth and charm that make this property truly special. Inside, beautiful hardwood floors guide you through a spacious layout that perfectly blends cozy living with incredible entertaining potential. The inviting living room features a classic wood-burning fireplace—perfect for cool evenings—while the chef’s kitchen offers both functionality and flair, ideal for everyday cooking or hosting large gatherings. Enjoy meals in the light-filled dining area or step out to the serene screened porch for coffee or cocktails. When it’s time to unwind, the luxurious owner’s suite is your private retreat, complete with a stylishly updated ensuite bath and a massive walk-in closet. Two additional bedrooms and a well-appointed guest bath complete the main level, while the lower level offers even more space with a fourth bedroom and full bath—perfect for guests, a home office, or multi-generational living. Outdoor lovers will appreciate the flat, partially fenced backyard—ideal for pets, play, or peaceful evenings under the stars. The oversized detached garage provides tons of extra space for vehicles, hobbies, or storage. Located in a serene, tree-lined neighborhood, you’re just minutes from water access, parks, and all the charm of downtown Annapolis. Commuting is a breeze with easy access to Baltimore, Washington D.C., NASA, and major highways. Don’t miss this hidden gem—you’ll be wowed by the space, style, and unbeatable setting!

1009 Pinecrest Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Real Broker, LLC - Annapolis.

$700,000

Discover a truly one-of-a-kind property in the highly sought-after Annapolis Roads community. This exceptional 5-bedroom, 3-bathroom single-family home sits on 0.4 acres and includes a detached, oversized two-car garage with a newly renovated one-bedroom, one-bathroom apartment above—perfect for guests or extended family. The main residence, apartment, and garage have all been freshly painted. The upper level features newly refinished hardwood floors, while the lower level boasts durable, waterproof luxury plank flooring. The apartment is equipped with a new water heater and mini-split system, and the main house includes a brand- new washer and dryer for added convenience. Enjoy stunning views of the Chesapeake Bay along with access to an array of community amenities, including Lake Ogleton, a private beach, pavilion with playground and fire pit, boat ramp, stand-up paddleboard and kayak launch, and a community pier—all with no HOA fees. Please note that there is an easement on the property. It’s runs against the right side of the fence line.

5 Beds ⋅ 3 Baths

Discover a truly one-of-a-kind property in the highly sought-after Annapolis Roads community. This exceptional 5-bedroom, 3-bathroom single-family home sits on 0.4 acres and includes a detached, oversized two-car garage with a newly renovated one-bedroom, one-bathroom apartment above—perfect for guests or extended family. The main residence, apartment, and garage have all been freshly painted. The upper level features newly refinished hardwood floors, while the lower level boasts durable, waterproof luxury plank flooring. The apartment is equipped with a new water heater and mini-split system, and the main house includes a brand- new washer and dryer for added convenience. Enjoy stunning views of the Chesapeake Bay along with access to an array of community amenities, including Lake Ogleton, a private beach, pavilion with playground and fire pit, boat ramp, stand-up paddleboard and kayak launch, and a community pier—all with no HOA fees. Please note that there is an easement on the property. It’s runs against the right side of the fence line.

1022 Harbor Dr, Annapolis

Listing courtesy of Mr. Lister Realty. Contact:

Selling Office: Engel & Volkers Annapolis.

$700,000

Don't miss this one! Welcome to this beautifully maintained home in the sought-after waterfront community of Annapolis Roads—ideally situated just minutes from shopping, dining, and vibrant downtown Annapolis. Lovingly cared for, this home features a versatile, circular floor plan that effortlessly accommodates both everyday living and entertaining. The main level offers an inviting eat-in kitchen, a formal dining room with a cozy fireplace, and a spacious sunroom that feels like a private treehouse—complete with serene water views. Upstairs, the primary suite includes a private en suite bath, while two additional generously sized bedrooms share a full hall bathroom. The lower level expands your living space with a large recreation room featuring a second fireplace, a fourth bedroom/bonus room, a dedicated office or hobby room, and a convenient half bath. There's also a basement level offering laundry and ample storage space. Recent updates include beautifully refinished hardwood floors and fresh paint throughout, making this move-in ready home an exceptional opportunity in a prime location. Annapolis Roads offers many amenities without having a proper HOA! It is part of a special tax district, so the annual fee is part of the property taxes! Amenities include dock, kayak storage, beach area, fire pit, playground/tot lot, pavilion and more! The community is conveniently located only a couple miles to downtown Annapolis and near shopping and restaurants! Don't miss this one!

4 Beds ⋅ 3 Baths

Don't miss this one! Welcome to this beautifully maintained home in the sought-after waterfront community of Annapolis Roads—ideally situated just minutes from shopping, dining, and vibrant downtown Annapolis. Lovingly cared for, this home features a versatile, circular floor plan that effortlessly accommodates both everyday living and entertaining. The main level offers an inviting eat-in kitchen, a formal dining room with a cozy fireplace, and a spacious sunroom that feels like a private treehouse—complete with serene water views. Upstairs, the primary suite includes a private en suite bath, while two additional generously sized bedrooms share a full hall bathroom. The lower level expands your living space with a large recreation room featuring a second fireplace, a fourth bedroom/bonus room, a dedicated office or hobby room, and a convenient half bath. There's also a basement level offering laundry and ample storage space. Recent updates include beautifully refinished hardwood floors and fresh paint throughout, making this move-in ready home an exceptional opportunity in a prime location. Annapolis Roads offers many amenities without having a proper HOA! It is part of a special tax district, so the annual fee is part of the property taxes! Amenities include dock, kayak storage, beach area, fire pit, playground/tot lot, pavilion and more! The community is conveniently located only a couple miles to downtown Annapolis and near shopping and restaurants! Don't miss this one!

1003 Dulaney Ln, Annapolis

Listing courtesy of Compass. Contact:

Selling Office: Compass.

$574,000

This well maintained home offers a wonderful blend of classic design and modern open living. Both the living room and family room offer excellent natural light. The "heart" of the home is the kitchen with an oversized opening to the family room - you won't miss a conversation or a view of the lovely bricked wall and cozy gas fireplace. Practical, convenient, and offering amazing VALUE is the over-sized two car garage which includes a separate workshop. And the location of the garage is perfect - behind the house with a large private parking area for several cars. Let your imagination run with different ways to use this amazing space. There is also a deck and a yard for enjoyment and entertaining. This is truly not just a house - this is a home.

3 Beds ⋅ 2 Baths

This well maintained home offers a wonderful blend of classic design and modern open living. Both the living room and family room offer excellent natural light. The "heart" of the home is the kitchen with an oversized opening to the family room - you won't miss a conversation or a view of the lovely bricked wall and cozy gas fireplace. Practical, convenient, and offering amazing VALUE is the over-sized two car garage which includes a separate workshop. And the location of the garage is perfect - behind the house with a large private parking area for several cars. Let your imagination run with different ways to use this amazing space. There is also a deck and a yard for enjoyment and entertaining. This is truly not just a house - this is a home.

2845 Carrollton Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Century 21 Downtown.