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$395,000

Welcome to 952 Yachtsman Way — an Annapolis home with space, character, and the opportunity to make it your own in the sought-after Mariners Point community. This 2-bedroom, 2-bath home features a bright, open layout with vaulted ceilings, abundant natural light, and a wood-burning fireplace that anchors the main living space. The dining area opens to a rear deck and backyard, creating an easy flow for everyday living, grilling, entertaining, or simply enjoying the outdoors. The main level offers a bedroom and full bath, while the upper level includes a second bedroom plus flexible loft-style space that can serve as a home office, reading nook, or additional living area. Recently refreshed with interior paint, the home also offers off-street parking, outdoor storage, and access to Mariners Point community amenities including the pool and clubhouse. Located just minutes from downtown Annapolis, Eastport, Quiet Waters Park, shopping, dining, marinas, and major commuter routes, 952 Yachtsman offers a chance to get into Annapolis at an approachable price point and update the home over time to fit your style

2 Beds ⋅ 2 Baths

Welcome to 952 Yachtsman Way — an Annapolis home with space, character, and the opportunity to make it your own in the sought-after Mariners Point community. This 2-bedroom, 2-bath home features a bright, open layout with vaulted ceilings, abundant natural light, and a wood-burning fireplace that anchors the main living space. The dining area opens to a rear deck and backyard, creating an easy flow for everyday living, grilling, entertaining, or simply enjoying the outdoors. The main level offers a bedroom and full bath, while the upper level includes a second bedroom plus flexible loft-style space that can serve as a home office, reading nook, or additional living area. Recently refreshed with interior paint, the home also offers off-street parking, outdoor storage, and access to Mariners Point community amenities including the pool and clubhouse. Located just minutes from downtown Annapolis, Eastport, Quiet Waters Park, shopping, dining, marinas, and major commuter routes, 952 Yachtsman offers a chance to get into Annapolis at an approachable price point and update the home over time to fit your style

952 Yachtsman Way, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$1,250,000

Coming Soon - 313 Fourth St - one of only three townhomes at The Tecumseh, and a property that rarely becomes available.

3 Beds ⋅ 3 Baths

Coming Soon - 313 Fourth St - one of only three townhomes at The Tecumseh, and a property that rarely becomes available.

313 Fourth Street, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$995,000

A long private lane beneath a canopy of mature trees leads to a distinctive mid-century modern retreat that feels worlds away, yet is just minutes from the restaurants, shopping, and everyday conveniences of Annapolis. Tucked into the woods in the sought-after Downs on the Severn, this four-season sanctuary offers the best of both worlds, the privacy and escape of a secluded setting paired with the community and resort-style amenities of one of the area’s most desirable water-privileged neighborhoods. Each season brings a different backdrop. Spring arrives with an explosion of color throughout the surrounding landscape, summer fills the property with lush greenery, fall transforms the tree canopy, and winter reveals the quiet architectural beauty of the home and its wooded setting. The result is a property that feels deeply connected to nature throughout the year. Inside, the home blends contemporary style with the warmth and character of its mid-century roots. Vaulted wood ceilings, exposed beams, brick accents, expansive windows, and multiple skylights create a vintage-meets-modern aesthetic while filling the interiors with natural light. The open floor plan feels relaxed and inviting, with a dramatic brick fireplace anchoring the main gathering spaces. The gourmet kitchen flows easily into the living and dining areas, while walls of glass frame the trees beyond and reinforce the homes connection to its surroundings. Outdoor living is equally inviting. An expansive rear deck stretches across the back of the home, creating a private perch among the trees for morning coffee, outdoor dining, entertaining, or simply taking in the peaceful setting. Below, the walkout lower level opens to a spacious patio and offers additional light-filled living space with a family room, two bedrooms, and a full bath. Large windows continue the connection to nature on both levels. The property also offers a two-car garage particularly well suited for low-profile or sports cars, along with a detached two-car carport for additional covered parking. Recent improvements include a new refrigerator (2026), arborist inspection and tree trimming (September 2026), resurfaced asphalt driveway with one-year warranty (September 2026), new wood floors in the primary bedroom (September 2026), upgraded exterior outlets (2026), septic system service (2026), flue and chimney service and cleaning (2026), new washing machine (2025), exterior painting and repairs (2025), rear deck reinforcement and staining (2024), interior painting throughout (2023), and more. Beyond the privacy of home, Downs on the Severn offers a wonderful sense of community with two deep-water marinas, a clubhouse, swimming pool, and tennis/pickleball courts. This special property offers the character of a true Annapolis neighborhood with the feeling of a secluded retreat, an architectural sanctuary in the woods with waterfront recreation and the conveniences of town just minutes away. Welcome Home!

3 Beds ⋅ 3 Baths

A long private lane beneath a canopy of mature trees leads to a distinctive mid-century modern retreat that feels worlds away, yet is just minutes from the restaurants, shopping, and everyday conveniences of Annapolis. Tucked into the woods in the sought-after Downs on the Severn, this four-season sanctuary offers the best of both worlds, the privacy and escape of a secluded setting paired with the community and resort-style amenities of one of the area’s most desirable water-privileged neighborhoods. Each season brings a different backdrop. Spring arrives with an explosion of color throughout the surrounding landscape, summer fills the property with lush greenery, fall transforms the tree canopy, and winter reveals the quiet architectural beauty of the home and its wooded setting. The result is a property that feels deeply connected to nature throughout the year. Inside, the home blends contemporary style with the warmth and character of its mid-century roots. Vaulted wood ceilings, exposed beams, brick accents, expansive windows, and multiple skylights create a vintage-meets-modern aesthetic while filling the interiors with natural light. The open floor plan feels relaxed and inviting, with a dramatic brick fireplace anchoring the main gathering spaces. The gourmet kitchen flows easily into the living and dining areas, while walls of glass frame the trees beyond and reinforce the homes connection to its surroundings. Outdoor living is equally inviting. An expansive rear deck stretches across the back of the home, creating a private perch among the trees for morning coffee, outdoor dining, entertaining, or simply taking in the peaceful setting. Below, the walkout lower level opens to a spacious patio and offers additional light-filled living space with a family room, two bedrooms, and a full bath. Large windows continue the connection to nature on both levels. The property also offers a two-car garage particularly well suited for low-profile or sports cars, along with a detached two-car carport for additional covered parking. Recent improvements include a new refrigerator (2026), arborist inspection and tree trimming (September 2026), resurfaced asphalt driveway with one-year warranty (September 2026), new wood floors in the primary bedroom (September 2026), upgraded exterior outlets (2026), septic system service (2026), flue and chimney service and cleaning (2026), new washing machine (2025), exterior painting and repairs (2025), rear deck reinforcement and staining (2024), interior painting throughout (2023), and more. Beyond the privacy of home, Downs on the Severn offers a wonderful sense of community with two deep-water marinas, a clubhouse, swimming pool, and tennis/pickleball courts. This special property offers the character of a true Annapolis neighborhood with the feeling of a secluded retreat, an architectural sanctuary in the woods with waterfront recreation and the conveniences of town just minutes away. Welcome Home!

1707 Trinity Pl, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$925,000

4 Beds ⋅ 4 Baths

1422 Bay Head Rd, Annapolis

Listing courtesy of RE/MAX United Real Estate. Contact:

$1,675,000

Ideally situated on the corner of Prince George & College Ave(across from St Johns College), this distinguished residence is tucked in the heart of Historic Downtown Annapolis. This exceptional home offers the charm of an Historic home built circa 1800's with modern conveniences. Soaring ceilings and windows create sun-drenched rooms with beautiful views of the grounds at St. Johns College. This home was built for entertaining. It has amazing flow to entertain your guests for a dinner party. Take a short walk to outdoor dining on West Street during "Dinner Under the Stars" or host friends for all the amazing Downtown events like Midnight Madness. This home is in the heart of it all! The electrical and plumbing was updated in 1990, new hot water heater in 2024, 2 heat pumps in 2025 and new Shake Shingle roof in 2026. There are 4 bedrooms and 2 full baths on the second floor with a bonus room on the third floor great for guests or office. All this just 1.5 blocks from the Naval Academy and steps to the shops and amazing restaurants Annapolis has to offer! There is driveway with private parking for 2 cars and plenty of street parking for guests. Walk to City Dock for morning coffee and watch the boats pass by or sit in the morning room and enjoy your coffee looking over the grounds of St. Johns. This is an amazing house in an amazing location with all that Annapolis has to offer.

5 Beds ⋅ 3 Baths

Ideally situated on the corner of Prince George & College Ave(across from St Johns College), this distinguished residence is tucked in the heart of Historic Downtown Annapolis. This exceptional home offers the charm of an Historic home built circa 1800's with modern conveniences. Soaring ceilings and windows create sun-drenched rooms with beautiful views of the grounds at St. Johns College. This home was built for entertaining. It has amazing flow to entertain your guests for a dinner party. Take a short walk to outdoor dining on West Street during "Dinner Under the Stars" or host friends for all the amazing Downtown events like Midnight Madness. This home is in the heart of it all! The electrical and plumbing was updated in 1990, new hot water heater in 2024, 2 heat pumps in 2025 and new Shake Shingle roof in 2026. There are 4 bedrooms and 2 full baths on the second floor with a bonus room on the third floor great for guests or office. All this just 1.5 blocks from the Naval Academy and steps to the shops and amazing restaurants Annapolis has to offer! There is driveway with private parking for 2 cars and plenty of street parking for guests. Walk to City Dock for morning coffee and watch the boats pass by or sit in the morning room and enjoy your coffee looking over the grounds of St. Johns. This is an amazing house in an amazing location with all that Annapolis has to offer.

250 Prince George St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$1,395,000

Highly desirable Eastport location—just a short walk to Historic Annapolis, the U.S. Naval Academy, vibrant restaurants, boutique shops, and multiple marinas. This rare offering features essentially two separate homes on one property, creating an exceptional opportunity for multi‑generational living, guest accommodations, potential rental income, or a private studio/office retreat. The beautifully updated three‑level Cape Cod has been thoughtfully expanded and modernized. It features a gourmet kitchen, hardwood floors, two generous bedrooms, and 2.5 bathrooms. The main‑level office provides flexibility and can easily function as an additional bedroom. Every level blends comfort with style, offering bright spaces and quality finishes throughout. At the rear of the property sits an eclectic secondary structure with two cozy bedrooms and two full baths. Its lower level includes garage space and abundant storage—ideal for bikes, paddleboards, tools, or seasonal items. Outdoor living shines here: a spacious deck and stone patio create inviting spaces for entertaining, grilling, or unwinding in a peaceful setting. With numerous exterior upgrades and a location that captures the best of Eastport living, this property is truly one of a kind.

4 Beds ⋅ 5 Baths

Highly desirable Eastport location—just a short walk to Historic Annapolis, the U.S. Naval Academy, vibrant restaurants, boutique shops, and multiple marinas. This rare offering features essentially two separate homes on one property, creating an exceptional opportunity for multi‑generational living, guest accommodations, potential rental income, or a private studio/office retreat. The beautifully updated three‑level Cape Cod has been thoughtfully expanded and modernized. It features a gourmet kitchen, hardwood floors, two generous bedrooms, and 2.5 bathrooms. The main‑level office provides flexibility and can easily function as an additional bedroom. Every level blends comfort with style, offering bright spaces and quality finishes throughout. At the rear of the property sits an eclectic secondary structure with two cozy bedrooms and two full baths. Its lower level includes garage space and abundant storage—ideal for bikes, paddleboards, tools, or seasonal items. Outdoor living shines here: a spacious deck and stone patio create inviting spaces for entertaining, grilling, or unwinding in a peaceful setting. With numerous exterior upgrades and a location that captures the best of Eastport living, this property is truly one of a kind.

1030 Boucher Ave, Annapolis

Listing courtesy of Curtis Real Estate Company. Contact:

$730,000

Rare opportunity in the heart of Downtown Annapolis! This spacious residence at 141 West combines modern interiors, garage parking, elevator access, and a large covered balcony overlooking West Street and Downtown Annapolis. A wall of windows fills the open living space with natural light, complemented by wide-plank wood floors and a shiplap accent wall with electric fireplace. The kitchen features quartz countertops, subway tile backsplash, stainless steel appliances, a generous island, and brand-new lighting. The primary suite features full-length windows with plantation shutters, a walk-in closet, and an upgraded bath with double vanity and large shower. A brand-new washer and dryer adds another recent update. Step outside to the private covered balcony overlooking Downtown Annapolis, an ideal spot for morning coffee, evening cocktails, and taking in the energy of West Street. A dedicated garage parking space and elevator access make downtown living exceptionally convenient. Located in the West Street Arts District, just a short walk to Main Street, City Dock, the Naval Academy, restaurants, galleries, boutiques, and the waterfront. Modern, spacious, and incredibly convenient, this is Downtown Annapolis living at its best.

2 Beds ⋅ 2 Baths

Rare opportunity in the heart of Downtown Annapolis! This spacious residence at 141 West combines modern interiors, garage parking, elevator access, and a large covered balcony overlooking West Street and Downtown Annapolis. A wall of windows fills the open living space with natural light, complemented by wide-plank wood floors and a shiplap accent wall with electric fireplace. The kitchen features quartz countertops, subway tile backsplash, stainless steel appliances, a generous island, and brand-new lighting. The primary suite features full-length windows with plantation shutters, a walk-in closet, and an upgraded bath with double vanity and large shower. A brand-new washer and dryer adds another recent update. Step outside to the private covered balcony overlooking Downtown Annapolis, an ideal spot for morning coffee, evening cocktails, and taking in the energy of West Street. A dedicated garage parking space and elevator access make downtown living exceptionally convenient. Located in the West Street Arts District, just a short walk to Main Street, City Dock, the Naval Academy, restaurants, galleries, boutiques, and the waterfront. Modern, spacious, and incredibly convenient, this is Downtown Annapolis living at its best.

141 West St Unit #308, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$640,000

Rarely available, all-brick rancher in the amenity-rich, sought-after Hillsmere Shores community. This home has been meticulously cared for and loved, and it will show from the moment you step in!! Gleaming hardwood floors, freshly painted interior, and abundant natural light perfectly framed by custom plantation shutters are your first signs that this is a special home. As you make your way through the dining/eating area, you will begin to realize that there is way more space inside than you might have imagined from the outside. Prepare to be completely wow'd as you step into the four-season room!! Vaulted ceilings, skylights, a brick accent wall, a pellet stove, and a dedicated Mitsubishi split heat and A/C system will quickly make you realize you have found your favorite room in the house. The second bathroom's shower was converted for accessibility to main level laundry - enjoy the convenience, or easily convert back as there is still laundry available in the basement. Speaking of the basement...it is a full basement with 1500+ sq. feet of potential and possibilities. Workshop, rec room, fourth bedroom, third bathroom, etc. It is truly a blank slate that can quickly double the home's square footage. On top of all this awesomeness, we haven't even stepped out back, where you will find an oversized, maintenance-free deck overlooking a flat, cleared, spacious, fully fenced backyard. AND a 2-car all-brick detached garage with a driveway that will have you envisioning having everyone over very easily for fall football and firepits!! Be sure to check out all of the amenities that Hillsmere Shores has to offer....pier, boat ramp, waterfront playground, beach, pavilion, and neighboring access to Quiet Waters Park. This one is priced to sell quickly and is a rare combination of things that a lot of people look for in Annapolis that are rarely available. Don't hesitate!!

3 Beds ⋅ 2 Baths

Rarely available, all-brick rancher in the amenity-rich, sought-after Hillsmere Shores community. This home has been meticulously cared for and loved, and it will show from the moment you step in!! Gleaming hardwood floors, freshly painted interior, and abundant natural light perfectly framed by custom plantation shutters are your first signs that this is a special home. As you make your way through the dining/eating area, you will begin to realize that there is way more space inside than you might have imagined from the outside. Prepare to be completely wow'd as you step into the four-season room!! Vaulted ceilings, skylights, a brick accent wall, a pellet stove, and a dedicated Mitsubishi split heat and A/C system will quickly make you realize you have found your favorite room in the house. The second bathroom's shower was converted for accessibility to main level laundry - enjoy the convenience, or easily convert back as there is still laundry available in the basement. Speaking of the basement...it is a full basement with 1500+ sq. feet of potential and possibilities. Workshop, rec room, fourth bedroom, third bathroom, etc. It is truly a blank slate that can quickly double the home's square footage. On top of all this awesomeness, we haven't even stepped out back, where you will find an oversized, maintenance-free deck overlooking a flat, cleared, spacious, fully fenced backyard. AND a 2-car all-brick detached garage with a driveway that will have you envisioning having everyone over very easily for fall football and firepits!! Be sure to check out all of the amenities that Hillsmere Shores has to offer....pier, boat ramp, waterfront playground, beach, pavilion, and neighboring access to Quiet Waters Park. This one is priced to sell quickly and is a rare combination of things that a lot of people look for in Annapolis that are rarely available. Don't hesitate!!

122 Kuethe Dr, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$335,000

Nestled in the charming and convenient Annapolis Overlook community, this inviting townhouse offers a perfect blend of comfort and investment potential. This traditional-style townhome boasts 1,694 square feet of thoughtfully designed living space, making it an ideal choice for both homeowners and savvy investors looking to capitalize on a desirable rental market. Step inside to discover a warm, welcoming interior with an open floor plan that seamlessly connects the kitchen and dining areas. Brand-new luxury vinyl plank flooring highlights the combined living, kitchen, and dining spaces, making it perfect for entertaining with a touch of modern elegance. The kitchen also offers ample table space, making it a cozy spot for casual meals. The home features three spacious bedrooms, including a primary suite that encompasses the entire third floor, with a luxurious walk-in closet and an en-suite bathroom. Additional highlights include a laundry room, a second-floor bathroom, updated lighting, ceiling fans for added comfort, and plush carpeting that enhances the inviting atmosphere throughout. The stainless steel refrigerator and gas range, washer, dryer, carpet, and heat pump have all been updated within the past 5 years. The home has a brand-new storm door and bay window at the front of the house). Homeowners and investors will appreciate the low-maintenance lifestyle this property offers, with an association fee that includes lawn maintenance and snow removal. The community amenities include outdoor common grounds, a refreshing pool, and a fitness center. Parking is hassle-free with two parking permits included -one parking place is assigned and located directly in front of the townhome. An additional car can be parked (with permit), in the "Permit Required" spaces. The community's prime location (close proximity to Quiet Waters Park, Downtown Annapolis, the US Naval Academy, and shopping) ensures easy access to local amenities and attractions. Whether you're looking to buy or invest, this Annapolis Overlook property is a fantastic opportunity. With its blend of modern features, community amenities, and strategic location, it stands ready to deliver both comfort and value for years to come. Don't miss your chance to purchase this delightful home!

3 Beds ⋅ 3 Baths

Nestled in the charming and convenient Annapolis Overlook community, this inviting townhouse offers a perfect blend of comfort and investment potential. This traditional-style townhome boasts 1,694 square feet of thoughtfully designed living space, making it an ideal choice for both homeowners and savvy investors looking to capitalize on a desirable rental market. Step inside to discover a warm, welcoming interior with an open floor plan that seamlessly connects the kitchen and dining areas. Brand-new luxury vinyl plank flooring highlights the combined living, kitchen, and dining spaces, making it perfect for entertaining with a touch of modern elegance. The kitchen also offers ample table space, making it a cozy spot for casual meals. The home features three spacious bedrooms, including a primary suite that encompasses the entire third floor, with a luxurious walk-in closet and an en-suite bathroom. Additional highlights include a laundry room, a second-floor bathroom, updated lighting, ceiling fans for added comfort, and plush carpeting that enhances the inviting atmosphere throughout. The stainless steel refrigerator and gas range, washer, dryer, carpet, and heat pump have all been updated within the past 5 years. The home has a brand-new storm door and bay window at the front of the house). Homeowners and investors will appreciate the low-maintenance lifestyle this property offers, with an association fee that includes lawn maintenance and snow removal. The community amenities include outdoor common grounds, a refreshing pool, and a fitness center. Parking is hassle-free with two parking permits included -one parking place is assigned and located directly in front of the townhome. An additional car can be parked (with permit), in the "Permit Required" spaces. The community's prime location (close proximity to Quiet Waters Park, Downtown Annapolis, the US Naval Academy, and shopping) ensures easy access to local amenities and attractions. Whether you're looking to buy or invest, this Annapolis Overlook property is a fantastic opportunity. With its blend of modern features, community amenities, and strategic location, it stands ready to deliver both comfort and value for years to come. Don't miss your chance to purchase this delightful home!

40 Ironstone Ct Unit #B, Annapolis

Listing courtesy of RE/MAX One. Contact: 4437718009

$675,000

Welcome to 953 Mastline Drive, a spacious ranch style home in the highly sought after 55+ community of Heritage Harbour. Offering just under 2,000 square feet, three bedrooms, two full bathrooms, and a two car garage, this home provides easy single level living with plenty of space to enjoy. Inside, fresh paint and brand new carpet give the home a clean, refreshed feel throughout. Generous living and dining areas offer flexibility for everyday life and entertaining, while the primary suite features its own private bathroom. Updated windows and HVAC, along with new insulation, add to the improvements already completed, allowing you to move right in while still having the opportunity to personalize the home over time. Heritage Harbour offers an impressive collection of amenities, including indoor and outdoor pools, a fitness center, tennis and pickleball courts, a nine hole golf course, community Lodge, library, and an extensive calendar of clubs, activities, and social opportunities. Shopping, dining, healthcare, and everyday conveniences are nearby, with easy access to Routes 50 and 97 and Historic Downtown Annapolis just a short drive away. Combining a spacious ranch layout, valuable updates, and the active lifestyle of one of the Annapolis area’s most established 55+ communities, 953 Mastline Drive is ready to welcome its next owner.

3 Beds ⋅ 2 Baths

Welcome to 953 Mastline Drive, a spacious ranch style home in the highly sought after 55+ community of Heritage Harbour. Offering just under 2,000 square feet, three bedrooms, two full bathrooms, and a two car garage, this home provides easy single level living with plenty of space to enjoy. Inside, fresh paint and brand new carpet give the home a clean, refreshed feel throughout. Generous living and dining areas offer flexibility for everyday life and entertaining, while the primary suite features its own private bathroom. Updated windows and HVAC, along with new insulation, add to the improvements already completed, allowing you to move right in while still having the opportunity to personalize the home over time. Heritage Harbour offers an impressive collection of amenities, including indoor and outdoor pools, a fitness center, tennis and pickleball courts, a nine hole golf course, community Lodge, library, and an extensive calendar of clubs, activities, and social opportunities. Shopping, dining, healthcare, and everyday conveniences are nearby, with easy access to Routes 50 and 97 and Historic Downtown Annapolis just a short drive away. Combining a spacious ranch layout, valuable updates, and the active lifestyle of one of the Annapolis area’s most established 55+ communities, 953 Mastline Drive is ready to welcome its next owner.

953 Mastline Dr, Annapolis

Listing courtesy of Next Step Realty, LLC.. Contact: 4439012200

$390,000

Annapolis fixer-upper offering an opportunity for renovation and improvement. Property is being sold in its current condition and requires updating. Sale secured prior to active marketing. Buyer is unrepresented.

2 Beds ⋅ 1 Baths

Annapolis fixer-upper offering an opportunity for renovation and improvement. Property is being sold in its current condition and requires updating. Sale secured prior to active marketing. Buyer is unrepresented.

711 Melrose St, Annapolis

Listing courtesy of Samson Properties. Contact: 7033788810

$755,000

Nestled in the sought-after community of Hunt Meadow, and on a quiet cul-de-sac, this perfectly-kept colonial home offers the right blend of comfort and privacy. Featuring 4 bedrooms and 2.5 baths, a family room with a cozy fireplace, raised hearth and framed in brick. Vaulted ceilings, and custom oak hardwood floors. The kitchen features stainless steel appliances, granite counter tops and modern plank flooring. The entire second level and stairs feature all NEW carpeting. The primary bedroom has a spacious en-suite bath. Two additional bedrooms and an additional full bath are on this level. The finished basement offers additional space for recreation with a Movie Room featuring a large TV screen, movie projector and stereo system that all conveys with the property. A walk-in cedar-lined storage closet, a laundry room with front-load washer and dryer, and a fourth bedroom. The exterior features a brand NEW deck, and fire pit - ideal for enjoying the quiet outdoors. The back yard is private, partly wooded, and has trails leading from it for exploration. The garage is equipped with shelves and a workbench for projects. Residents enjoy access to community amenities such as the large outdoor pool, tennis courts, and scenic jog/walk paths that connect to Quiet Waters Park. The neighborhood is well-maintained, with sidewalks for leisurely strolls. Lots of community spirit here with swim meets, 5k runs, food trucks, holiday celebrations and other get-togethers. Hunt Meadow is just minutes from downtown Annapolis and convenient to Rts. 97 and 50

4 Beds ⋅ 3 Baths

Nestled in the sought-after community of Hunt Meadow, and on a quiet cul-de-sac, this perfectly-kept colonial home offers the right blend of comfort and privacy. Featuring 4 bedrooms and 2.5 baths, a family room with a cozy fireplace, raised hearth and framed in brick. Vaulted ceilings, and custom oak hardwood floors. The kitchen features stainless steel appliances, granite counter tops and modern plank flooring. The entire second level and stairs feature all NEW carpeting. The primary bedroom has a spacious en-suite bath. Two additional bedrooms and an additional full bath are on this level. The finished basement offers additional space for recreation with a Movie Room featuring a large TV screen, movie projector and stereo system that all conveys with the property. A walk-in cedar-lined storage closet, a laundry room with front-load washer and dryer, and a fourth bedroom. The exterior features a brand NEW deck, and fire pit - ideal for enjoying the quiet outdoors. The back yard is private, partly wooded, and has trails leading from it for exploration. The garage is equipped with shelves and a workbench for projects. Residents enjoy access to community amenities such as the large outdoor pool, tennis courts, and scenic jog/walk paths that connect to Quiet Waters Park. The neighborhood is well-maintained, with sidewalks for leisurely strolls. Lots of community spirit here with swim meets, 5k runs, food trucks, holiday celebrations and other get-togethers. Hunt Meadow is just minutes from downtown Annapolis and convenient to Rts. 97 and 50

303 Riding Ridge Rd, Annapolis

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

$849,000

Welcome to 1249 Stillwoods Way, an elegant and exceptionally well-appointed residence offering nearly 4,200 square feet of beautifully finished living space, a full finished lower level, and an enviable combination of comfort, style, and functionality. From the moment you enter, the home presents a sophisticated yet inviting atmosphere. The gourmet kitchen is designed for both everyday living and entertaining, featuring beautiful granite countertops and generous workspace. The main level offers an effortless flow between living and dining spaces, with a screened porch providing a tranquil extension of the home and an ideal setting for morning coffee, leisurely afternoons, or evening gatherings. The private primary suite is a true retreat. The updated primary bath evokes a spa-like experience with a striking freestanding soaking tub, an oversized walk-in shower, and beautifully updated mirrors featuring integrated lighting and built-in defrosting—thoughtful details that elevate the everyday. With four bedrooms, three full baths, and a convenient half bath on the main level, the home offers exceptional flexibility for family, guests, or a dedicated home office. The fully finished basement expands the possibilities even further, providing valuable additional living and entertaining space. A two-car garage adds both convenience and coveted storage, while the screened porch and thoughtfully designed interiors create a seamless balance between indoor comfort and outdoor enjoyment. Ideally situated in Annapolis, 1249 Stillwoods Way offers the rare opportunity to enjoy an elevated residential lifestyle while remaining close to the area’s renowned waterfront, historic charm, dining, shopping, and recreation.

4 Beds ⋅ 4 Baths

Welcome to 1249 Stillwoods Way, an elegant and exceptionally well-appointed residence offering nearly 4,200 square feet of beautifully finished living space, a full finished lower level, and an enviable combination of comfort, style, and functionality. From the moment you enter, the home presents a sophisticated yet inviting atmosphere. The gourmet kitchen is designed for both everyday living and entertaining, featuring beautiful granite countertops and generous workspace. The main level offers an effortless flow between living and dining spaces, with a screened porch providing a tranquil extension of the home and an ideal setting for morning coffee, leisurely afternoons, or evening gatherings. The private primary suite is a true retreat. The updated primary bath evokes a spa-like experience with a striking freestanding soaking tub, an oversized walk-in shower, and beautifully updated mirrors featuring integrated lighting and built-in defrosting—thoughtful details that elevate the everyday. With four bedrooms, three full baths, and a convenient half bath on the main level, the home offers exceptional flexibility for family, guests, or a dedicated home office. The fully finished basement expands the possibilities even further, providing valuable additional living and entertaining space. A two-car garage adds both convenience and coveted storage, while the screened porch and thoughtfully designed interiors create a seamless balance between indoor comfort and outdoor enjoyment. Ideally situated in Annapolis, 1249 Stillwoods Way offers the rare opportunity to enjoy an elevated residential lifestyle while remaining close to the area’s renowned waterfront, historic charm, dining, shopping, and recreation.

1249 Stillwoods Way, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$675,000

Tucked at the end of a private flag-lot driveway and backing to mature woods, this home offers the rare combination of privacy and convenience. A light-filled sunroom overlooks the tree-lined rear yard, while the gas fireplace anchors the main living space for easy year-round comfort. The primary suite is located on the main level, along with a second bedroom/TV den and a hallway full bathroom. Upstairs two more flexible bedrooms can also function as an office, craft room, or workout space, and are joined by another full bathroom upstairs. Freshly painted throughout with brand-new flooring, it's move-in ready from day one. The big-ticket items are already handled: HVAC replaced in 2022, roof approximately three years young, and a tankless water heater installed in 2019 for endless hot water and lower energy costs. An attached two-car garage and in-ground lawn sprinkler system round out the package. Residents of Heritage Harbour enjoy an exceptional array of amenities designed for an active, social, and engaging lifestyle. The list of Heritage Harbour amenities and services is vast, including: a 9-hole, par 3 golf course with pro shop, tennis courts, indoor and outdoor pools, fitness center with exercise classes, sauna, and whirlpool, billiard room, restaurant, library, meeting rooms, auditorium with stage and dance floor, wood shop and craft room, pier with boat slips and kayak storage, RV storage, and a pond - the popular site of remote control boat races. Activities Abound. There’s no excuse for boredom when you live in Heritage Harbour. Residents have access to all kinds of clubs, meetings, and activities, including community college classes on site, bus service to nine standard Annapolis locations and many other special trips, community dances and plays, the Harbour Lights newsletter and HHTV television channel, model boat races, billiard tournaments, community management and leadership, bocce, horseshoes, and lawn games. A Prime Location. The community is located about 10 minutes from Anne Arundel Medical Center and Annapolis Mall. For those who like to snowbird in warmer locations, the Baltimore Washington International airport is about 30 minutes away.

4 Beds ⋅ 3 Baths

Tucked at the end of a private flag-lot driveway and backing to mature woods, this home offers the rare combination of privacy and convenience. A light-filled sunroom overlooks the tree-lined rear yard, while the gas fireplace anchors the main living space for easy year-round comfort. The primary suite is located on the main level, along with a second bedroom/TV den and a hallway full bathroom. Upstairs two more flexible bedrooms can also function as an office, craft room, or workout space, and are joined by another full bathroom upstairs. Freshly painted throughout with brand-new flooring, it's move-in ready from day one. The big-ticket items are already handled: HVAC replaced in 2022, roof approximately three years young, and a tankless water heater installed in 2019 for endless hot water and lower energy costs. An attached two-car garage and in-ground lawn sprinkler system round out the package. Residents of Heritage Harbour enjoy an exceptional array of amenities designed for an active, social, and engaging lifestyle. The list of Heritage Harbour amenities and services is vast, including: a 9-hole, par 3 golf course with pro shop, tennis courts, indoor and outdoor pools, fitness center with exercise classes, sauna, and whirlpool, billiard room, restaurant, library, meeting rooms, auditorium with stage and dance floor, wood shop and craft room, pier with boat slips and kayak storage, RV storage, and a pond - the popular site of remote control boat races. Activities Abound. There’s no excuse for boredom when you live in Heritage Harbour. Residents have access to all kinds of clubs, meetings, and activities, including community college classes on site, bus service to nine standard Annapolis locations and many other special trips, community dances and plays, the Harbour Lights newsletter and HHTV television channel, model boat races, billiard tournaments, community management and leadership, bocce, horseshoes, and lawn games. A Prime Location. The community is located about 10 minutes from Anne Arundel Medical Center and Annapolis Mall. For those who like to snowbird in warmer locations, the Baltimore Washington International airport is about 30 minutes away.

954 Shadewater Way, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$1,750,000

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

4 Beds ⋅ 4 Baths

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

102 Duke Of Gloucester St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$1,300,000

A rare opportunity to own a fully metered triplex in the heart of Downtown Annapolis where historic charm, prime location, and remarkable versatility come together. Steeped in character and offering exceptional flexibility, this distinctive property presents an array of possibilities for both lifestyle and investment. With separately metered electricity, the property can be enjoyed as a multigenerational residence, with each family member having their own private space; an owner-occupied home with additional rental income from the remaining units; or a pure investment property with multiple income producing residences. For those envisioning something truly extraordinary, the entire building could be transformed back into a stunning single-family home. With original architecture and showcasing hardwood floors throughout, this property strikes the perfect balance between historic character and modern livability. The first floor features two bedrooms, each with an en-suite bath, kitchen, and living room, ideal for an owner-occupant or long-term tenant. The second floor offers one bedroom, a full bath, kitchen, living room, and access to a private balcony. The third floor impresses with two bedrooms, a full bath, kitchen, and living room, plus its own private balcony. An unfinished basement provides excellent storage space. A fenced backyard complete with a paver patio, provides an outdoor retreat ideal for relaxing or entertaining. Add to that the coveted off-street parking, a true rarity in Downtown Annapolis, and this property is as practical as it is beautiful. Whether you're an investor seeking immediate income potential, a buyer looking to offset your mortgage, or a multigenerational family wanting separate yet connected living spaces, this home checks every box. All of this just steps from the vibrant shops, restaurants, waterfront, and history that make Downtown Annapolis truly one of a kind.

5 Beds ⋅ 4 Baths

A rare opportunity to own a fully metered triplex in the heart of Downtown Annapolis where historic charm, prime location, and remarkable versatility come together. Steeped in character and offering exceptional flexibility, this distinctive property presents an array of possibilities for both lifestyle and investment. With separately metered electricity, the property can be enjoyed as a multigenerational residence, with each family member having their own private space; an owner-occupied home with additional rental income from the remaining units; or a pure investment property with multiple income producing residences. For those envisioning something truly extraordinary, the entire building could be transformed back into a stunning single-family home. With original architecture and showcasing hardwood floors throughout, this property strikes the perfect balance between historic character and modern livability. The first floor features two bedrooms, each with an en-suite bath, kitchen, and living room, ideal for an owner-occupant or long-term tenant. The second floor offers one bedroom, a full bath, kitchen, living room, and access to a private balcony. The third floor impresses with two bedrooms, a full bath, kitchen, and living room, plus its own private balcony. An unfinished basement provides excellent storage space. A fenced backyard complete with a paver patio, provides an outdoor retreat ideal for relaxing or entertaining. Add to that the coveted off-street parking, a true rarity in Downtown Annapolis, and this property is as practical as it is beautiful. Whether you're an investor seeking immediate income potential, a buyer looking to offset your mortgage, or a multigenerational family wanting separate yet connected living spaces, this home checks every box. All of this just steps from the vibrant shops, restaurants, waterfront, and history that make Downtown Annapolis truly one of a kind.

135 Conduit St, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$685,000

Welcome to Riva Trace, one of Annapolis' most sought-after communities. This gorgeous interior townhome offers a spacious and versatile floor plan with 2 upper level BR's plus a flexible main level Bedroom ideal as a BR or home office. Additional features include 2 new fireplaces, 2 decks, patio, finished LL with wet bar and new state of the art Kitchen (cost $40K+). A large townhome with 4 full Baths, an attached one car garage this home beautifully combines comfort style and functionality. This unit was updated with composite siding and trim for easy maintenance. The main level features gleaming hardwood floors and one of two brand new wood burning fireplaces (cost $15K), creating a warm and inviting setting for everyday living and entertaining. The finished lower level offers a wonderful additional living space with new carpeting, the 2nd new fireplace and sliders to lovely slate patio. Riva Trace is a beautifully maintained community known for its picturesque setting and outstanding amenities, including community pier, tennis court and meticulously landscaped common areas. Enjoy the best of Annapolis living in this spacious and welcoming home.

3 Beds ⋅ 4 Baths

Welcome to Riva Trace, one of Annapolis' most sought-after communities. This gorgeous interior townhome offers a spacious and versatile floor plan with 2 upper level BR's plus a flexible main level Bedroom ideal as a BR or home office. Additional features include 2 new fireplaces, 2 decks, patio, finished LL with wet bar and new state of the art Kitchen (cost $40K+). A large townhome with 4 full Baths, an attached one car garage this home beautifully combines comfort style and functionality. This unit was updated with composite siding and trim for easy maintenance. The main level features gleaming hardwood floors and one of two brand new wood burning fireplaces (cost $15K), creating a warm and inviting setting for everyday living and entertaining. The finished lower level offers a wonderful additional living space with new carpeting, the 2nd new fireplace and sliders to lovely slate patio. Riva Trace is a beautifully maintained community known for its picturesque setting and outstanding amenities, including community pier, tennis court and meticulously landscaped common areas. Enjoy the best of Annapolis living in this spacious and welcoming home.

2752 Gingerview Ln, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$699,000

2 Beds ⋅ 2 Baths

78 Old Mill Bottom Rd N Unit #311, Annapolis

Listing courtesy of Samson Properties. Contact: (703) 378-8810

$850,000

Rare & Spacious Downtown Annapolis "Lock & Leave" Condo with 2 Garage Parking Spots! Welcome to 141 WEST "The Cobalt", is a premium 2-bedroom, 2-full-bath floor plan offering significantly more square footage than standard units in the building. This stunning residence comes with the rare downtown luxuries of two secure garage parking spaces and a private Bradyl storage unit. Inside, a bright, open-concept layout features 9-foot ceilings, gorgeous flooring, and expansive walls of windows equipped with remote-control blinds. The sleek, modern kitchen boasts high-end appliances, while custom California Closets maximize storage in both spacious bedrooms. Step outside onto the oversized, covered balcony overlooking downtown Annapolis—the perfect vantage point to unwind and enjoy the cityscape or local holiday parades.Situated in a secure building in the heart of downtown Annapolis, you are just a short, flat walk from Ego Alley, Eastport, Main Street, top-tier restaurants, and boutique shopping. With no VRBO or Airbnb restrictions, this property offers ultimate flexibility as a turn-key primary residence, an effortless weekend retreat, or a lucrative investment opportunity. Don’t miss out on this exceptional find in a dream location!

2 Beds ⋅ 2 Baths

Rare & Spacious Downtown Annapolis "Lock & Leave" Condo with 2 Garage Parking Spots! Welcome to 141 WEST "The Cobalt", is a premium 2-bedroom, 2-full-bath floor plan offering significantly more square footage than standard units in the building. This stunning residence comes with the rare downtown luxuries of two secure garage parking spaces and a private Bradyl storage unit. Inside, a bright, open-concept layout features 9-foot ceilings, gorgeous flooring, and expansive walls of windows equipped with remote-control blinds. The sleek, modern kitchen boasts high-end appliances, while custom California Closets maximize storage in both spacious bedrooms. Step outside onto the oversized, covered balcony overlooking downtown Annapolis—the perfect vantage point to unwind and enjoy the cityscape or local holiday parades.Situated in a secure building in the heart of downtown Annapolis, you are just a short, flat walk from Ego Alley, Eastport, Main Street, top-tier restaurants, and boutique shopping. With no VRBO or Airbnb restrictions, this property offers ultimate flexibility as a turn-key primary residence, an effortless weekend retreat, or a lucrative investment opportunity. Don’t miss out on this exceptional find in a dream location!

141 West St Unit #204, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

$2,300,000

Simultaneously Listed and SOLD

3 Beds ⋅ 2 Baths

Simultaneously Listed and SOLD

3260 Harness Creek Rd, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$439,800

Two years young, 55+ elevator condominium community enjoy this beautifully upgraded 2-bedroom + den residence with a balcony. Priced just shy at $100K less than current builder pricing includes surface assigned parking and storage (purchased for $7500). Offering a bright, modern kitchen filled with natural light and showcases crisp white cabinetry, a stylish (upgraded) tiled backsplash, stainless steel appliances, and sleek quartz countertops—perfect for entertaining. Throughout the home, you’ll find enhanced and recessed lighting, complemented by elegant light-toned luxury vinyl plank flooring for a completely carpet-free, sophisticated finish. The spacious primary suite is a true retreat, featuring a custom-designed oversized walk-in closet and a luxurious ensuite bath with a double vanity and upgraded tilework. Additional enhancements throughout the home include beautifully updated bathrooms and high-end finishes that elevate both comfort and style. The Element offers an exceptional, resort-style lifestyle with amenities thoughtfully designed for active adult living, including: • Landscaping with walking paths • sophisticated lobby featuring a golf simulator and billiards • Pickleball courts, dog park, and outdoor grilling areas • Fitness equipment and inviting social spaces Minutes from downtown Annapolis, Naval Academy with quick access to waterfront dining, boutique shopping, and the Bay Bridge. Schedule your viewing today and discover luxury living in Annapolis!

2 Beds ⋅ 2 Baths

Two years young, 55+ elevator condominium community enjoy this beautifully upgraded 2-bedroom + den residence with a balcony. Priced just shy at $100K less than current builder pricing includes surface assigned parking and storage (purchased for $7500). Offering a bright, modern kitchen filled with natural light and showcases crisp white cabinetry, a stylish (upgraded) tiled backsplash, stainless steel appliances, and sleek quartz countertops—perfect for entertaining. Throughout the home, you’ll find enhanced and recessed lighting, complemented by elegant light-toned luxury vinyl plank flooring for a completely carpet-free, sophisticated finish. The spacious primary suite is a true retreat, featuring a custom-designed oversized walk-in closet and a luxurious ensuite bath with a double vanity and upgraded tilework. Additional enhancements throughout the home include beautifully updated bathrooms and high-end finishes that elevate both comfort and style. The Element offers an exceptional, resort-style lifestyle with amenities thoughtfully designed for active adult living, including: • Landscaping with walking paths • sophisticated lobby featuring a golf simulator and billiards • Pickleball courts, dog park, and outdoor grilling areas • Fitness equipment and inviting social spaces Minutes from downtown Annapolis, Naval Academy with quick access to waterfront dining, boutique shopping, and the Bay Bridge. Schedule your viewing today and discover luxury living in Annapolis!

78 Old Mill Bottom Rd N Unit #209, Annapolis

Listing courtesy of Cottage Street Realty LLC. Contact:

$340,000

Location, convenience, and peaceful surroundings come together in this well-maintained two-bedroom, two-full-bath condo. This unique end unit offers added privacy and relaxing views from the deck overlooking a wooded area and nearby walking path. Inside, the home provides a clean, neutral canvas ready for its next owner to personalize. The kitchen flooring and carpeting are only a few years old, and both the HVAC system and water heater have been updated in recent years. Ideally situated just minutes from downtown Annapolis, with quick access to Route 50 for convenient travel toward Washington, D.C., Baltimore, and the surrounding area. Whether you’re commuting, exploring downtown, or simply enjoying the quiet wooded setting, this condo offers an excellent combination of comfort and location.

2 Beds ⋅ 2 Baths

Location, convenience, and peaceful surroundings come together in this well-maintained two-bedroom, two-full-bath condo. This unique end unit offers added privacy and relaxing views from the deck overlooking a wooded area and nearby walking path. Inside, the home provides a clean, neutral canvas ready for its next owner to personalize. The kitchen flooring and carpeting are only a few years old, and both the HVAC system and water heater have been updated in recent years. Ideally situated just minutes from downtown Annapolis, with quick access to Route 50 for convenient travel toward Washington, D.C., Baltimore, and the surrounding area. Whether you’re commuting, exploring downtown, or simply enjoying the quiet wooded setting, this condo offers an excellent combination of comfort and location.

2026 Gov Thomas Bladen Way Unit #204, Annapolis

Listing courtesy of Taylor Properties. Contact:

$494,000

Welcome to this beautiful 2 Bedroom + Den, 2 Bath condo in N Haven Cove of Heritage Harbour. This inviting home is a popular floor plan with a spacious, updated eat-in kitchen, attached one car garage and is very well maintained. A vibrant 55+ community offering an exceptional lifestyle and an array of amenities including golf, tennis, pickleball, canoe and kayaking, plus The Lodge featuring indoor and outdoor pools, fitness facilities, library, card room and more. Conveniently located between Baltimore and Washington, DC with easy access to BWI airport.

2 Beds ⋅ 2 Baths

Welcome to this beautiful 2 Bedroom + Den, 2 Bath condo in N Haven Cove of Heritage Harbour. This inviting home is a popular floor plan with a spacious, updated eat-in kitchen, attached one car garage and is very well maintained. A vibrant 55+ community offering an exceptional lifestyle and an array of amenities including golf, tennis, pickleball, canoe and kayaking, plus The Lodge featuring indoor and outdoor pools, fitness facilities, library, card room and more. Conveniently located between Baltimore and Washington, DC with easy access to BWI airport.

2514 N Haven Cove Unit #102, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$3,375,000

Nestled in the serene enclave of Cape St. John, this exquisite coastal residence offers a harmonious blend of luxury and comfort, perfectly designed for an elevated lifestyle. Built in 2012, this stunning detached home showcases timeless architectural elegance with its brick and HardiPlank exterior, inviting you into a world of sophistication. Step inside to discover an expansive open floor plan adorned with rich hardwood and tile flooring, creating a warm and inviting atmosphere. The gourmet kitchen is a chef's dream, featuring a commercial-grade range, stainless steel appliances, and a spacious island, perfect for culinary creations and entertaining. The butler's pantry adds an extra touch of convenience, while the adjoining dining area flows seamlessly into the living space, highlighted by an elegant gas fireplace that provides a cozy ambiance. Waterfront views from every room.The primary suite is a true sanctuary, boasting breathtaking views and a luxurious en-suite bathroom complete with a soaking tub and walk-in shower. Each of the five bedrooms is generously sized with ensuite baths offering ample space for relaxation and privacy. Thoughtful details such as crown moldings, recessed lighting, and wainscoting enhance the home's refined aesthetic. Venture to the fully finished daylight basement, where natural light pours in through large windows, creating an inviting space for recreation or relaxation. This versatile area includes a wet/dry bar, perfect for hosting gatherings or enjoying quiet evenings at home, another bedroom and 2 full baths. Outside, the property is a true oasis. The extensive hardscape is complemented by lush landscaping and an underground lawn sprinkler system, ensuring a vibrant outdoor space year-round. Enjoy evenings on the screened porch or patio, where you can take in the tranquil views of the South River. With private access to the water, indulge in boating, fishing, or simply basking in the beauty of your surroundings. A standout waterfront designed for the boating lifestyle, featuring a 6' × 115' private pier with a spacious 10' × 20' platform and 3' × 12' finger pier - a total of 125 ft. length from the MHWL at the bulkhead. With approximately 10 feet of water at Mean Low Water (MLW) at the slips, the property offers exceptional deep-water access, along with a 12' × 14' boat lift with guide pole and an approximately 18' × 50' mooring slip. A timber bulkhead and riprap-protected shoreline complete this impressive waterfront setting—offering outstanding access to the Chesapeake and everything that comes with life on the water. The pier also includes a dock box, kayak rack, and lighthouse-style power pedestal. Additional features include a two-car attached garage with inside access, energy-efficient appliances, and a comprehensive water treatment system, ensuring comfort and convenience at every turn. This home is not just a residence; it's a lifestyle, offering the perfect blend of luxury, comfort, and natural beauty. Experience the best of coastal living in this remarkable property, where every detail has been thoughtfully curated for your enjoyment.

5 Beds ⋅ 7 Baths

Nestled in the serene enclave of Cape St. John, this exquisite coastal residence offers a harmonious blend of luxury and comfort, perfectly designed for an elevated lifestyle. Built in 2012, this stunning detached home showcases timeless architectural elegance with its brick and HardiPlank exterior, inviting you into a world of sophistication. Step inside to discover an expansive open floor plan adorned with rich hardwood and tile flooring, creating a warm and inviting atmosphere. The gourmet kitchen is a chef's dream, featuring a commercial-grade range, stainless steel appliances, and a spacious island, perfect for culinary creations and entertaining. The butler's pantry adds an extra touch of convenience, while the adjoining dining area flows seamlessly into the living space, highlighted by an elegant gas fireplace that provides a cozy ambiance. Waterfront views from every room.The primary suite is a true sanctuary, boasting breathtaking views and a luxurious en-suite bathroom complete with a soaking tub and walk-in shower. Each of the five bedrooms is generously sized with ensuite baths offering ample space for relaxation and privacy. Thoughtful details such as crown moldings, recessed lighting, and wainscoting enhance the home's refined aesthetic. Venture to the fully finished daylight basement, where natural light pours in through large windows, creating an inviting space for recreation or relaxation. This versatile area includes a wet/dry bar, perfect for hosting gatherings or enjoying quiet evenings at home, another bedroom and 2 full baths. Outside, the property is a true oasis. The extensive hardscape is complemented by lush landscaping and an underground lawn sprinkler system, ensuring a vibrant outdoor space year-round. Enjoy evenings on the screened porch or patio, where you can take in the tranquil views of the South River. With private access to the water, indulge in boating, fishing, or simply basking in the beauty of your surroundings. A standout waterfront designed for the boating lifestyle, featuring a 6' × 115' private pier with a spacious 10' × 20' platform and 3' × 12' finger pier - a total of 125 ft. length from the MHWL at the bulkhead. With approximately 10 feet of water at Mean Low Water (MLW) at the slips, the property offers exceptional deep-water access, along with a 12' × 14' boat lift with guide pole and an approximately 18' × 50' mooring slip. A timber bulkhead and riprap-protected shoreline complete this impressive waterfront setting—offering outstanding access to the Chesapeake and everything that comes with life on the water. The pier also includes a dock box, kayak rack, and lighthouse-style power pedestal. Additional features include a two-car attached garage with inside access, energy-efficient appliances, and a comprehensive water treatment system, ensuring comfort and convenience at every turn. This home is not just a residence; it's a lifestyle, offering the perfect blend of luxury, comfort, and natural beauty. Experience the best of coastal living in this remarkable property, where every detail has been thoughtfully curated for your enjoyment.

203 Cape St John Rd, Annapolis

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

$349,000

Located just 5 minutes from Downtown Annapolis in the quiet Gentry subdivision, this contemporary 4-bedroom, 2.5-bath home offers comfortable living across three finished levels. The main level features a bright, open living area, separate dining space, updated powder room, and a cozy kitchen with quartz countertops, modern backsplash, and painted cabinetry. A large sliding glass door fills the living room with natural light and opens to a balcony, perfect for some fresh air in the afternoons. Upstairs, the spacious primary suite includes a walk-in closet, private bath, and separate vanity area with a quartz countertop. Two additional bedrooms and a full hall bath complete the upper level. The finished walk-out lower level offers plenty of flexibility for a rec room, home gym, office, media space, or another bedroom. A separate laundry and utility area provides abundant storage and room for a potential workshop. Fresh paint and thoughtful updates provide a welcoming canvas for you to make this home your own. Enjoy access to the community pool and a convenient Annapolis location close to Downtown, the U.S. Naval Academy, Spa Creek, Quiet Waters Park, shopping, dining, and much more. Easy access to Routes 50 and 97 makes getting around a breeze.

4 Beds ⋅ 3 Baths

Located just 5 minutes from Downtown Annapolis in the quiet Gentry subdivision, this contemporary 4-bedroom, 2.5-bath home offers comfortable living across three finished levels. The main level features a bright, open living area, separate dining space, updated powder room, and a cozy kitchen with quartz countertops, modern backsplash, and painted cabinetry. A large sliding glass door fills the living room with natural light and opens to a balcony, perfect for some fresh air in the afternoons. Upstairs, the spacious primary suite includes a walk-in closet, private bath, and separate vanity area with a quartz countertop. Two additional bedrooms and a full hall bath complete the upper level. The finished walk-out lower level offers plenty of flexibility for a rec room, home gym, office, media space, or another bedroom. A separate laundry and utility area provides abundant storage and room for a potential workshop. Fresh paint and thoughtful updates provide a welcoming canvas for you to make this home your own. Enjoy access to the community pool and a convenient Annapolis location close to Downtown, the U.S. Naval Academy, Spa Creek, Quiet Waters Park, shopping, dining, and much more. Easy access to Routes 50 and 97 makes getting around a breeze.

24 Gentry Ct, Annapolis

Listing courtesy of Compass. Contact: (410) 886-7342

$414,900

Nestled in the serene community of Whispering Woods, this charming townhouse offers a perfect blend of comfort and functionality. Built in 1991, this well-maintained home boasts 1,672 square feet of inviting living space, ideal for creating lasting memories. Step inside to discover a warm and welcoming interior featuring a harmonious mix of engineered wood and neutral, freshly-painted interiors. Equipped with newer appliances and graced by maple cabinetry, recessed lighting and granite countertops, the kitchen is both practical and stylish. Newer deck overlooks a quite wooded area. Newer architectural-grade roof. The home features three generously sized bedrooms, providing ample space for relaxation and personalization. With two full bathrooms and two convenient half-bathrooms, morning routines will be a breeze. Owner's bedroom delights in an en-suite bath, dressing area and walk-in closet. Natural light floods the home through quality Andersen double-pane windows, a new front storm door, and new sliding glass doors, enhancing the inviting atmosphere and offering lovely views of the surrounding trees and woods. The full basement, complete with a connecting stairway and walkout level, presents endless possibilities. Whether you envision a bedroom, a cozy family room, a home office, or additional storage, this versatile space can be tailored to meet your needs and offers ample storage space and a workshop. The basement outside entrance opens up at grade, adding convenience, making it easy to enjoy the outdoors. The Whispering Woods community offers common grounds and tot lots/playgrounds, perfect for leisurely strolls or enjoying time outdoors. The association fee includes management, ensuring the community remains well-maintained and inviting. Parking is plentiful. The property sits on a lovely, landscaped 0.05-acre lot, providing a serene outdoor living space for gardening or relaxation. This townhouse is not just a house; it's a place to call home. With its blend of comfort, functionality, community amenities, and proximity to all major thoroughfares and the town of Annapolis, it's an exciting opportunity. Experience the tranquility of Whispering Woods and envision your future in this delightful residence.

3 Beds ⋅ 4 Baths

Nestled in the serene community of Whispering Woods, this charming townhouse offers a perfect blend of comfort and functionality. Built in 1991, this well-maintained home boasts 1,672 square feet of inviting living space, ideal for creating lasting memories. Step inside to discover a warm and welcoming interior featuring a harmonious mix of engineered wood and neutral, freshly-painted interiors. Equipped with newer appliances and graced by maple cabinetry, recessed lighting and granite countertops, the kitchen is both practical and stylish. Newer deck overlooks a quite wooded area. Newer architectural-grade roof. The home features three generously sized bedrooms, providing ample space for relaxation and personalization. With two full bathrooms and two convenient half-bathrooms, morning routines will be a breeze. Owner's bedroom delights in an en-suite bath, dressing area and walk-in closet. Natural light floods the home through quality Andersen double-pane windows, a new front storm door, and new sliding glass doors, enhancing the inviting atmosphere and offering lovely views of the surrounding trees and woods. The full basement, complete with a connecting stairway and walkout level, presents endless possibilities. Whether you envision a bedroom, a cozy family room, a home office, or additional storage, this versatile space can be tailored to meet your needs and offers ample storage space and a workshop. The basement outside entrance opens up at grade, adding convenience, making it easy to enjoy the outdoors. The Whispering Woods community offers common grounds and tot lots/playgrounds, perfect for leisurely strolls or enjoying time outdoors. The association fee includes management, ensuring the community remains well-maintained and inviting. Parking is plentiful. The property sits on a lovely, landscaped 0.05-acre lot, providing a serene outdoor living space for gardening or relaxation. This townhouse is not just a house; it's a place to call home. With its blend of comfort, functionality, community amenities, and proximity to all major thoroughfares and the town of Annapolis, it's an exciting opportunity. Experience the tranquility of Whispering Woods and envision your future in this delightful residence.

311 Sloping Woods Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$2,499,500

There are houses that simply check the boxes, and then there are houses that have a sense of place. Tucked away at the end of a quiet street in the coveted Wardour neighborhood, this beautifully crafted custom home is filled with the details that make a house memorable: gorgeous millwork, custom built-ins, gracious rooms, beautiful gardens and spaces designed for both gathering and retreat. At the heart of the home is a stunning chef’s kitchen that opens seamlessly to the spacious family room and screened porch, equally suited to busy mornings, relaxed weekends and a house full of friends. Custom built-ins surround the breakfast area, while formal living and dining rooms offer elegant spaces for entertaining without feeling overly formal. Upstairs, the expansive primary suite feels like a true retreat, with an oversized walk-in closet and spa-inspired bath featuring dual vanities, a soaking tub and separate shower. Two additional bedroom suites, a generous bonus room perfect for a family room, library, playroom or home office, and a large laundry room complete the second level. The third floor adds two more bedrooms and a full bath, offering tremendous flexibility for guests, work or hobbies. The lower level adds another layer of versatility, with its own private entrance, living room, full kitchen, bedroom, full bath and separate laundry. Ideal for extended family, an au pair or long-term guests, this completely independent apartment has also historically rented for $2,100 per month. Outside, the grounds are every bit as special as the home itself. Beautifully established English-style gardens surround the property, with professional landscaping, lush plantings and masses of mature hydrangeas creating a setting that feels almost Nantucket-like in the summer. The screened porch overlooks this private garden retreat and may quickly become your favorite room in the house. A circular driveway provides generous off-street parking, while the oversized two-car garage includes custom built-in storage. Significant recent improvements include three new HVAC systems installed approximately three years ago, along with an upgraded sprinkler system. And perhaps the most Annapolis detail of all: step outside in the morning and you can hear reveille from the U.S. Naval Academy; in the evening, taps carries through the air. Downtown Annapolis, the Naval Academy, marinas, restaurants and shopping are all just minutes away, with easy access to Route 50 making commuting simple and convenient. As an added benefit, the entire home has historically rented for approximately $16,000 during Naval Academy Commissioning Week, an exceptional opportunity unique to this sought-after Annapolis location. Beautifully built, wonderfully livable and unmistakably Annapolis, this is a home with room for everyone, and then some.

6 Beds ⋅ 6 Baths

There are houses that simply check the boxes, and then there are houses that have a sense of place. Tucked away at the end of a quiet street in the coveted Wardour neighborhood, this beautifully crafted custom home is filled with the details that make a house memorable: gorgeous millwork, custom built-ins, gracious rooms, beautiful gardens and spaces designed for both gathering and retreat. At the heart of the home is a stunning chef’s kitchen that opens seamlessly to the spacious family room and screened porch, equally suited to busy mornings, relaxed weekends and a house full of friends. Custom built-ins surround the breakfast area, while formal living and dining rooms offer elegant spaces for entertaining without feeling overly formal. Upstairs, the expansive primary suite feels like a true retreat, with an oversized walk-in closet and spa-inspired bath featuring dual vanities, a soaking tub and separate shower. Two additional bedroom suites, a generous bonus room perfect for a family room, library, playroom or home office, and a large laundry room complete the second level. The third floor adds two more bedrooms and a full bath, offering tremendous flexibility for guests, work or hobbies. The lower level adds another layer of versatility, with its own private entrance, living room, full kitchen, bedroom, full bath and separate laundry. Ideal for extended family, an au pair or long-term guests, this completely independent apartment has also historically rented for $2,100 per month. Outside, the grounds are every bit as special as the home itself. Beautifully established English-style gardens surround the property, with professional landscaping, lush plantings and masses of mature hydrangeas creating a setting that feels almost Nantucket-like in the summer. The screened porch overlooks this private garden retreat and may quickly become your favorite room in the house. A circular driveway provides generous off-street parking, while the oversized two-car garage includes custom built-in storage. Significant recent improvements include three new HVAC systems installed approximately three years ago, along with an upgraded sprinkler system. And perhaps the most Annapolis detail of all: step outside in the morning and you can hear reveille from the U.S. Naval Academy; in the evening, taps carries through the air. Downtown Annapolis, the Naval Academy, marinas, restaurants and shopping are all just minutes away, with easy access to Route 50 making commuting simple and convenient. As an added benefit, the entire home has historically rented for approximately $16,000 during Naval Academy Commissioning Week, an exceptional opportunity unique to this sought-after Annapolis location. Beautifully built, wonderfully livable and unmistakably Annapolis, this is a home with room for everyone, and then some.

4 Ridge Rd, Annapolis

Listing courtesy of Cummings & Co Realtors. Contact: 4108230033

$825,000

Welcome to 2691 Claibourne Road, beautifully presented and ready to impress in the sought-after water-privileged community of Annapolis Roads. This spacious 4-bedroom, 3.5-bath Colonial offers a flexible floor plan, finished lower level, two-car garage and inviting indoor and outdoor spaces designed for everyday living and entertaining. Step inside to hardwood floors and light-filled living spaces that flow comfortably throughout the main level. The updated kitchen features granite countertops and opens to the home's gathering areas, while separate living and dining rooms provide plenty of room for entertaining. Just beyond, the screened-in porch overlooks the peaceful, wooded backyard and offers the perfect spot for morning coffee, outdoor dining or relaxing at the end of the day. Upstairs, the spacious primary suite features a vaulted ceiling, oversized walk-in closet and private bath with a sunken tub and separate shower. Three additional bedrooms and a full hall bath complete the upper level. Downstairs, the finished lower level adds even more flexibility with a family/rec room, full bath and generous storage—ideal for guests, a home office, workout space or additional living area. Additional features include a whole-house generator, newer heat pump, water-softening system, two-car garage and custom shed with electricity. Fresh landscaping and new mulch enhance the home's curb appeal, while the wooded backyard provides a private setting for relaxing and entertaining. Just a short walk down Claibourne Road, take in beautiful sights of Lake Heron—one more reminder of the special setting that surrounds this home. Annapolis Roads residents enjoy an exceptional water-privileged lifestyle with access to the community's private beach, boat ramp, piers, waterfront pavilion and picnic area, playground, fire pit, kayak storage, walking trails and neighborhood events. All of this is just minutes from Downtown Annapolis, shopping, dining and commuter routes. Beautifully staged, refreshed and ready for its next chapter—come experience 2691 Claibourne Road for yourself!

4 Beds ⋅ 4 Baths

Welcome to 2691 Claibourne Road, beautifully presented and ready to impress in the sought-after water-privileged community of Annapolis Roads. This spacious 4-bedroom, 3.5-bath Colonial offers a flexible floor plan, finished lower level, two-car garage and inviting indoor and outdoor spaces designed for everyday living and entertaining. Step inside to hardwood floors and light-filled living spaces that flow comfortably throughout the main level. The updated kitchen features granite countertops and opens to the home's gathering areas, while separate living and dining rooms provide plenty of room for entertaining. Just beyond, the screened-in porch overlooks the peaceful, wooded backyard and offers the perfect spot for morning coffee, outdoor dining or relaxing at the end of the day. Upstairs, the spacious primary suite features a vaulted ceiling, oversized walk-in closet and private bath with a sunken tub and separate shower. Three additional bedrooms and a full hall bath complete the upper level. Downstairs, the finished lower level adds even more flexibility with a family/rec room, full bath and generous storage—ideal for guests, a home office, workout space or additional living area. Additional features include a whole-house generator, newer heat pump, water-softening system, two-car garage and custom shed with electricity. Fresh landscaping and new mulch enhance the home's curb appeal, while the wooded backyard provides a private setting for relaxing and entertaining. Just a short walk down Claibourne Road, take in beautiful sights of Lake Heron—one more reminder of the special setting that surrounds this home. Annapolis Roads residents enjoy an exceptional water-privileged lifestyle with access to the community's private beach, boat ramp, piers, waterfront pavilion and picnic area, playground, fire pit, kayak storage, walking trails and neighborhood events. All of this is just minutes from Downtown Annapolis, shopping, dining and commuter routes. Beautifully staged, refreshed and ready for its next chapter—come experience 2691 Claibourne Road for yourself!

2691 Claibourne Rd, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$299,900

Discover this charming 2-bedroom, 2-bathroom unit in the desirable Annapolis Overlook community. Spanning 1,229 sq. ft. , this well-maintained garden-style apartment offers a blend of comfort and modern living. The open floor plan seamlessly connects the dining and living areas, enhanced by recessed lighting and a cozy wood-burning fireplace, perfect for relaxation. The kitchen is equipped with upgraded countertops and essential appliances, including a built-in microwave, dishwasher, and self-cleaning electric oven. Enjoy the convenience of a stacked washer and dryer within the unit, making laundry days a breeze. The primary suite features a spacious walk-in closet and an en-suite bathroom, providing a private retreat. Step outside to your private deck, ideal for morning coffee or evening gatherings. The community amenities include a refreshing outdoor pool, exercise room, and playground, catering to an active lifestyle. With assigned parking and maintenance services included in the association fee, convenience is at your fingertips. This property is not only a home but a lifestyle, offering a perfect balance of tranquility and accessibility. Experience the best of community living in a well-appointed space that meets all your needs. Schedule a tour today! Furniture can be sold with the unit as well for a turn-key option if the buyer(s) are looking for that. Please inquire!

2 Beds ⋅ 2 Baths

Discover this charming 2-bedroom, 2-bathroom unit in the desirable Annapolis Overlook community. Spanning 1,229 sq. ft. , this well-maintained garden-style apartment offers a blend of comfort and modern living. The open floor plan seamlessly connects the dining and living areas, enhanced by recessed lighting and a cozy wood-burning fireplace, perfect for relaxation. The kitchen is equipped with upgraded countertops and essential appliances, including a built-in microwave, dishwasher, and self-cleaning electric oven. Enjoy the convenience of a stacked washer and dryer within the unit, making laundry days a breeze. The primary suite features a spacious walk-in closet and an en-suite bathroom, providing a private retreat. Step outside to your private deck, ideal for morning coffee or evening gatherings. The community amenities include a refreshing outdoor pool, exercise room, and playground, catering to an active lifestyle. With assigned parking and maintenance services included in the association fee, convenience is at your fingertips. This property is not only a home but a lifestyle, offering a perfect balance of tranquility and accessibility. Experience the best of community living in a well-appointed space that meets all your needs. Schedule a tour today! Furniture can be sold with the unit as well for a turn-key option if the buyer(s) are looking for that. Please inquire!

20 Greystone Ct Unit #I, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425

$775,000

There is something special about life on the Chesapeake Bay, and this exceptional end-unit residence captures it beautifully. Ideally positioned where the Channel meets the Marina, the home enjoys an unobstructed view up the Channel toward the Chesapeake Bay and Bay Bridge, with expansive water vistas from nearly every room. A waterside wraparound patio, abundant green space, and fabulous interior upgrades further distinguish this unique waterfront setting. Morning begins with the sun rising over the Bay, visible from the primary bedroom and throughout the residence, while the ever-changing waterfront provides a spectacular backdrop to everyday life. From Wednesday night sailing races and Blue Angels flyovers to fireworks, passing boats, and expansive rainbows over the water, there is always something memorable to take in. Inside, the home feels bright, comfortable, and beautifully connected to its waterfront surroundings. The spacious living room is filled with natural light from an abundance of windows framing the incredible views. The electric fireplace provides a warm, relaxing atmosphere for quiet evenings or gathering with friends. Two bedrooms and two full baths provide a comfortable and versatile floor plan, whether used as a full-time residence, weekend retreat, or easy lock-and-leave Annapolis getaway. Just beyond the living room, the covered wraparound patio extends the living space outdoors and overlooks both the water and a large grassy area, an unexpected luxury in condominium living. A second patio off the kitchen offers its own highly sought-after private, no-stair walkway, allowing access to the beautifully appointed kitchen with an immediate view right out to the Bay Bridge. Together with the surrounding green space and multiple outdoor living areas, the residence offers a wonderful sense of privacy and lives much more like a single-family home than a traditional condo. Beyond the front door, Chesapeake Harbor offers a lifestyle centered around the water. Spend summer days at one of two swimming pools, including the waterfront pool, launch a kayak from the community beach, play tennis or pickleball, or follow the walking trails along the shoreline. When the day winds down, stroll to The Beacon for waterfront dining and return home as the evening light settles over the Bay. Ideally located just minutes from Downtown Annapolis, Eastport, the United States Naval Academy, world class dining, shopping, and historic attractions, this exceptional residence also offers convenient access to Washington, DC, Baltimore, and BWI Airport. Whether as a full-time residence or lock-and-leave waterfront retreat, this is a rare opportunity to experience Chesapeake Harbor from a truly special vantage point.

2 Beds ⋅ 2 Baths

There is something special about life on the Chesapeake Bay, and this exceptional end-unit residence captures it beautifully. Ideally positioned where the Channel meets the Marina, the home enjoys an unobstructed view up the Channel toward the Chesapeake Bay and Bay Bridge, with expansive water vistas from nearly every room. A waterside wraparound patio, abundant green space, and fabulous interior upgrades further distinguish this unique waterfront setting. Morning begins with the sun rising over the Bay, visible from the primary bedroom and throughout the residence, while the ever-changing waterfront provides a spectacular backdrop to everyday life. From Wednesday night sailing races and Blue Angels flyovers to fireworks, passing boats, and expansive rainbows over the water, there is always something memorable to take in. Inside, the home feels bright, comfortable, and beautifully connected to its waterfront surroundings. The spacious living room is filled with natural light from an abundance of windows framing the incredible views. The electric fireplace provides a warm, relaxing atmosphere for quiet evenings or gathering with friends. Two bedrooms and two full baths provide a comfortable and versatile floor plan, whether used as a full-time residence, weekend retreat, or easy lock-and-leave Annapolis getaway. Just beyond the living room, the covered wraparound patio extends the living space outdoors and overlooks both the water and a large grassy area, an unexpected luxury in condominium living. A second patio off the kitchen offers its own highly sought-after private, no-stair walkway, allowing access to the beautifully appointed kitchen with an immediate view right out to the Bay Bridge. Together with the surrounding green space and multiple outdoor living areas, the residence offers a wonderful sense of privacy and lives much more like a single-family home than a traditional condo. Beyond the front door, Chesapeake Harbor offers a lifestyle centered around the water. Spend summer days at one of two swimming pools, including the waterfront pool, launch a kayak from the community beach, play tennis or pickleball, or follow the walking trails along the shoreline. When the day winds down, stroll to The Beacon for waterfront dining and return home as the evening light settles over the Bay. Ideally located just minutes from Downtown Annapolis, Eastport, the United States Naval Academy, world class dining, shopping, and historic attractions, this exceptional residence also offers convenient access to Washington, DC, Baltimore, and BWI Airport. Whether as a full-time residence or lock-and-leave waterfront retreat, this is a rare opportunity to experience Chesapeake Harbor from a truly special vantage point.

7026 Channel Village Ct Unit #T2, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600