USD 1,625,000

USD 1,595,000

OPEN SUNDAY 11am-1pm! Rarely does a home of this historical significance become available in the heart of Historic Annapolis. Believed to date to the late 17th century, the extraordinary residence is among the city's oldest surviving homes, seamlessly blending centuries of architectural heritage with sophisticated modern living. Perched at the water end of Market St overlooking Spa Creek, this home is instantly recognizable by its iconic red standing-seam roof and timeless presence. Rich in character, the interior showcases exposed original beams, soaring ceilings, abundant natural light, and thoughtfully designed living spaces that honor the home's remarkable past while embracing contemporary comfort. A nationally recognized renovation in 1977 by Gate One Builders, transformed the residence into a one of a kind masterpiece, preserving its historic integrity while creating an open, light filled floor plan unlike any other in Annapolis. The beautifully appointed Kitchen, inviting living and dining areas, combination gas and wood burning fireplaces and a tranquil large Sunroom addition all flow effortlessly to a private walled courtyard, an intimate outdoor retreat ideal for entertaining or quiet relaxation. Features 2 ensuite Bedrooms and a spacious open loft easilty adapted into a private 3rd BR, home office or gym while still preserving the home's architectural flow. Water Views of Spa Creek, exceptional craftsmanship, and architectural details at every turn make this home as captivating as it is livable. Adding to its rarity are amenities seldom found with the Historic District, including two covered off street parking spaces and an unparalleled waterfront setting just moments from City Dock, the USNA, fine dining, boutiques, galleries and yacht club. Whether enjoyed as a full time residence or an exceptional Annapolis retreat, 100 Market Street represents a once in a generation opportunity to own an irreplaceable piece of the city's history, where more than three centuries of heritage meet the very best of coastal luxury living. Features: - Air Conditioning

2 bd

2,245 sqft

Wardour Bluffs

USD 1,200,000

OPEN Sunday 1-4pm! This lovely home in the sought after community of BAY RIDGE sits on a level 50x200ft lot just 4 houses from the Bay, and 2 blocks from the amazing Bay Ridge bay front community pool***9 Hull Ave was designed and TOTALLY REBUILT IN 1989. And it was a total demolition (see photos). It has 3 nicely sized bedrooms (one ensuite primary bedroom), 3 full baths, one on the main level, and 2 upstairs. The home was meticulously maintained by an older gentleman whose attention to detail is evident from the moment you walk in. The main level has (real) oak flooring throughout. The roomy two story kitchen has granite counters and an enormous palladian window above the sink. All the rooms downstairs are charming, but the windows are spectacular! Throughout the house the owner insisted on putting in these glorious, greatly OVERSIZED ANDERSEN WINDOWS that bring in an enormous amount of light, and give the house a great deal of warmth and charm. There are special features everywhere.The screened porch off the dining area. The huge Palladian windows in the front and the rear. The butler's pantry off the kitchen. The good sized laundry room with an adorable sink on the main level. The built-ins in the den/family room. The perfect room proportions. The sitting area at the top of the second floor stairs overlooking the kitchen. And don't miss the attic! It's not living space, but, at the top of those pull down stairs is an enormous, tall, fully floored 'room', with space to store, safely, a lot of stuff. It's just a beautifully designed, and a beautifully built home!**********The lot is also fabulous. A small circular driveway can accommodate 3 cars, plus the long driveway on the left can handle 3 or 4 more. In the backyard is a small, 'old" block work building with electricity (and at one time water). Another 100, beautifully landscaped, feet back is a little grove of trees and another "very old' work shed. The lot is very deep with enormous potential*********The community of Bay Ridge is unmatched. The Bay Ridge Lifestyle is a real thing. THE BAYSIDE POOL and clubhouse are spectacular. The huge community owned BAY RIDGE MARINA (sitting, fully protected on Lake Ogleton, just a couple hundred yards from the Bay) and the community waterfront areas are always buzzing with parties and cookouts and lots and lots of boats of all sizes. THE BIG WOODS, the Bay Ridge Conservation Area (it sits within the community- you are driving though some of it as you drive down Hull to this house) is enormous with many trails and access to back creek***** But it's THE BEACHES! The miles of private COMMUNITY OWNED BEACH FRONTAGE that surrounds the peninsula within which Bay Ridge 'resides' truly sets this place apart from any other community south of Cape Cod. Sandy beaches on one side go on forever and Bay Ridge residents swim and picnic and walk for miles (our neighbor here walks the perimeter every day). On the Bay Bridge side, all summer long people pull their small catamarans, lasers and dingees right on on these sandy beach for the summer. But all year around people (and their dogs) walk these beaches, which the community goes to a great deal trouble to beautifully maintain. It's like a giant private waterfront park. It's the Bay Ridge Lifestyle. Check it out. Drive around, slowly, a little bit. You have in 9 Hull Ave a chance to get in on all this without spending 3 or 4 million dollars. Think about it!******* Open Sunday 1-4***** Tape the Ravens game, you won't regret it! Features: - Swimming Pool

3 bd

2,016 sqft

Wardour Bluffs

USD 2,250,000

Welcome to one of Annapolis' most sought-after water-access communities, where nearly $1 million in thoughtful improvements since 2022 have transformed this 3-bedroom, 3-bath home into a truly special offering. The home blends timeless character with extensive modern updates, including a beautifully renovated kitchen, luxurious primary bath, updated secondary bath, refinished flooring, custom millwork and library built-ins, upgraded lighting and electrical, and refreshed bedrooms. The sunroom has been enclosed to create additional year-round living space, while the family room features an inviting stove and updated mantel. Outside, the property is equally impressive. Extensive professional landscaping and hardscaping create a private, beautifully designed setting with a stone patio, firepit, landscape lighting, and multiple spaces for outdoor entertaining. A garage provides coveted off-street parking, with ample street parking available for guests. Living in Wardour is about much more than the home. Residents enjoy access to private community beaches, kayak storage, wooded trails and waterfront pathways-all just minutes from the heart of Annapolis. The neighborhood offers an exceptional combination of convenience and lifestyle, with a Blue Ribbon elementary school, coffee shop, ice cream shop, brewery, caf, grocery store, upscale dining and numerous neighborhood restaurants close by. Downtown Annapolis and Navy-Marine Corps Memorial Stadium are both within walking distance, while nearby Route 50 provides easy access to Washington, D.C., Baltimore and the Eastern Shore. Extensively renovated, beautifully landscaped and ideally located, this is a rare opportunity to enjoy the best of the Annapolis lifestyle in one of its most desirable communities. Features: - Air Conditioning - Garage

3 bd

Wardour Bluffs

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

4 bd

2,718 sqft

Wardour Bluffs

USD 1,250,000

Welcome to 313 Fourth St, one of only three townhomes at The Tecumseh and a rare opportunity in one of Eastport's most distinctive waterfront communities. Completed in 1968 on the site of a former boatyard, The Tecumseh was Annapolis's earliest condominium communities, designed around the boating lifestyle that continues to define Eastport today. Set directly on Spa Creek, the community offers a 72-slip private marina, waterfront swimming pool and deck, and gated private parking. Located at the corner of Fourth St and Severn Ave, this three-story, approximately 2,700-square-foot residence offers three bedrooms, two-and-a-half baths, expansive third-floor bonus space, charming Eastport street appeal, and a private rear courtyard. The main level is filled with character, featuring charming arched details, a newly renovated powder room, spacious kitchen with breakfast nook, dining area, walk-in butler's pantry, and custom built-in bookshelves surrounding a gas fireplace. A generous living area opens through sliding glass doors to a private courtyard with a paved patio-perfect for dining al fresco and entertaining. Upstairs, the second floor features a spacious primary suite with an ensuite bath and two closets, plus two additional bedrooms that share a full bath. The third floor surprises with vaulted ceilings, a large finished bonus room, additional unfinished space, and a laundry area-offering tremendous flexibility for a home office, gym, playroom, studio, or additional living space. Just beyond your back door is direct access to The Tecumseh's waterfront amenities, including its marina and waterfront swimming pool. For the boater, ownership also includes a 40-foot boat slip entitlement. What truly sets this property apart is the lifestyle. Step outside and you're moments from Spa Creek and just steps from Eastport's Restaurant Row, while downtown Annapolis is easily accessible across the bridge. Rarely available, 313 Fourth St offers the opportunity to become part of a waterfront community cherished for its history, location, boating lifestyle, and enduring connection to Annapolis's maritime heritage. The Tecumseh Condominium has a 15-day first right of refusal. Features: - Swimming Pool - Air Conditioning

3 bd

2,760 sqft

Wardour Bluffs

USD 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. Features: - Air Conditioning

5 bd

3,464 sqft

Wardour Bluffs

USD 1,295,000

OPEN HOUSE: Saturday, September 19, 11-1PM! Located in the sought-after St. Stephens Farms community, this beautifully maintained, one-owner home sits on an impressive .92-acre lot with meticulously manicured grounds and an exceptional fenced backyard. Offering generous space for outdoor living and entertaining, the property also provides room to explore the possibility of a future pool, subject to applicable approvals. Thoughtfully refreshed with fresh paint, refinished hardwood floors, updated flooring and new carpeting, the home feels bright, welcoming and move-in ready. Updates within the past five years include the roof, 6-inch gutters, Thompson Creek windows and rear door, and a rebuilt primary bathroom shower. An automatic generator serving a substantial portion of the home adds peace of mind. The main level also features a formal living room, a separate dining room and a private office, offering dedicated spaces for entertaining, working from home and everyday living. At the heart of the home is an oversized family room featuring high ceilings, a striking paneled accent wall and a fireplace. Open to the kitchen, this inviting space creates an effortless flow for everyday living and entertaining. Just beyond, the expansive screened porch extends the living space outdoors-the perfect setting for dining or unwinding while overlooking the gorgeous backyard. A Trex deck and stone patio with a firepit offer even more ways to enjoy this beautiful setting. Upstairs, four spacious bedrooms and three full bathrooms provide ample room, complemented by a convenient main-level powder room. The finished lower level includes an additional full bathroom and flexible space for a recreation room, home gym or additional family room. An unfinished room offers potential for further expansion, including a possible fifth bedroom, subject to applicable requirements. Combining generous living spaces, thoughtful updates and exceptional outdoor enjoyment, this home offers a peaceful Crownsville setting with convenient access to Annapolis, major commuter routes, BWI Airport and Fort Meade. Nearby Waugh Chapel shopping and dining keep everyday conveniences within easy reach. Join us at the open house or schedule your private tour! Features: - Garage - Air Conditioning

4 bd

5,214 sqft

Crownsville

USD 1,425,000

USD 1,295,000

Vacation all year long right in your own community! Welcome to 11 Windward Drive in the desirable Fairwinds on the Severn community of Severna Park. 5 bedrooms and 3 1/2 baths with a finished basement. This spacious and versatile home offers a thoughtful floor plan with multiple living spaces and bedrooms. The main level features a welcoming living room with wood-burning fireplace, dining room, den, bedroom with ensuite bath featuring a shower, office/bedroom, and large half bath. Upstairs, the spacious primary suite offers a sitting area, walk-in closet, and private bath with tumbled marble tile, double vanity, stand-alone shower, and soaking tub. Two additional bedrooms, a full hall bath with tub/shower and double vanity, and a convenient laundry room complete the second level. The finished lower level provides a family room, workshop, and storage. Outside, enjoy a private backyard with deck and patio surrounded by beautiful landscaping, wildflowers, and a butterfly garden. Updates to the home include: Hall bath 2025, HVAC 2024 and 2019, roof 2021, Hardie Plank siding, waterproofing/drain tile system and egress window in the basement. The oversized garage features an EV charger and a six person sauna. Fairwinds offers an exceptional array of amenities, including a pool, marina (with slips available), beach, firepit, grills, covered pavilion with picnic tables, kayak storage, and playground. This home offers flexible living spaces, inviting outdoor areas, and a wonderful community setting . Conveniently located to routes 97, 32 and 100, as well as, Severna Park Blue Ribbon schools including Benfield Elementary just blocks away. Ready to move into and enjoy! Features: - Swimming Pool - Garage

5 bd

4,940 sqft

Severna Park

USD 595,000

USD 575,000

Nestled on a beautifully landscaped lot in one of Severn's established neighborhoods, this exceptional residence offers the perfect balance of comfort and convenience. Set on a generous homesite, the expansive yard provides endless possibilities for outdoor entertaining, gardening, recreation, or simply enjoying the privacy and tranquility of your own backyard retreat. Inside, thoughtfully designed living spaces are filled with natural light and crafted for both everyday living and effortless entertaining. Spacious gathering areas, inviting finishes, and a functional layout create a warm yet sophisticated atmosphere throughout the home. Ideally located between Baltimore, Annapolis, and Washington, D.C., this home offers exceptional commuter access via I-97, Route 100, Route 32, and Route 295, while remaining just minutes from BWI Airport, MARC rail service, Fort Meade, NSA, Arundel Mills, Maryland Live! Casino, shopping, dining, parks, and recreation. Whether you're commuting, entertaining, or seeking a peaceful place to call home, this property delivers the lifestyle you've been searching for!

5 bd

2,357 sqft

lot 11,248 sqft

Severn

USD 299,000

USD 285,000

Motivated Seller *****Now Offered at $285,000! **** Welcome a beautifully maintained three-bedroom, two-bath townhome nestled in the desirable Still Meadows community of Severn. This inviting home features spacious, light-filled bedrooms, two full bathrooms with stylish ceramic tile, and a finished walk-out basement offering flexible space for a recreation room, home office, or gym. Step outside and enjoy the privacy of a fully fenced backyard. Ideally situated for convenience and commuting, the home provides quick access to I-97, MD-100, MD-32, and Route 295, making travel throughout Central Maryland effortless. It is approximately 15 minutes from Fort Meade, BWI Airport, and Arundel Mills Mall, with abundant shopping, dining, and entertainment nearby, including Maryland Live! Casino. Outdoor enthusiasts will appreciate the nearby parks and trails, while commuters will enjoy convenient access to Baltimore, Annapolis, and Washington, D.C. This is an excellent opportunity to own a move-in-ready home in a well-established community that combines comfort, convenience, and an exceptional location. Schedule your showing today!

3 bd

1,432 sqft

Severn

USD 1,349,000

Just steps from Spa Creek in the Annapolis Historic District, 8 Revell Street is a distinctive 1903 home offering more than 3,600 square feet across three finished levels, with 5 bedrooms and 2 full baths. Beautiful original character, mature gardens and an exceptional downtown location set the stage. With its classic wood-shingle exterior, recently resurfaced standing-seam metal roof and freshly painted interior, the home presents an opportunity to thoughtfully update its spaces while preserving the details that make it so memorable. An elevated front porch sits above the street and offers a charming glimpse of Spa Creek-a lovely perch for enjoying the refreshing breezes off the water. Inside, hardwood floors, generous room sizes, original built-ins, distinctive tilework, classic radiators and an unforgettable stained-glass window are among the details that give this home its remarkable charm. The third floor is one of the home's most beautiful spaces. The fifth bedroom, currently staged as an elegant office, is a light-filled retreat with elevated views of Spa Creek. An adjoining full bath and access to generous attic storage add tremendous versatility to this special level of the home. Outside, a large terraced brick patio offers wonderful space for dining, entertaining and relaxing. Mature gardens surround the patio, while established wisteria climbs the trellis to provide natural shade and a beautiful sense of enclosure. A garden shed provides additional outdoor storage. And then there is the location. From Revell Street, stroll to City Dock, St. Mary's, the shops and restaurants of Main Street, the waterfront and so much of downtown Annapolis. Walk to the end of the street and catch a water taxi to explore Annapolis from the water. A morning paddle on Spa Creek, downtown dining and shopping, historic streets and the Chesapeake Bay lifestyle are all within easy reach. With its generous scale, original architectural details, beautiful outdoor spaces, Spa Creek views and exceptional location within the Annapolis Historic District, 8 Revell Street offers a rare combination of history, character and possibility. Enjoy what makes it special today while thoughtfully making it your own for its next chapter. Property is being sold As-Is. Features: - Air Conditioning

5 bd

3,582 sqft

Wardour Bluffs

USD 2,400,000

USD 1,995,000

Nestled on one of the most picturesque streets in Annapolis, this utterly charming Murray Hill home blends timeless character with thoughtful modern updates. A welcoming wraparound porch overlooks the beautifully landscaped front yard, complete with a stunning dogwood tree, while the fenced backyard offers a private courtyard patio that's perfect for outdoor entertaining. A rare 24' x 22' detached two-car garage provides exceptional storage and convenience. Inside, classic architectural details create a warm and inviting atmosphere. The gracious foyer opens to gleaming hardwood floors, oversized moldings, and elegant French doors connecting the living and dining rooms. Two gas fireplaces-one in the living room and another in the family room-add warmth and charm throughout the home. The beautifully appointed kitchen features custom cabinetry, granite countertops, a four-burner gas range with griddle and hood, and a wine refrigerator. A conveniently located powder room completes the main level. Plantation shutters throughout the home add timeless style and privacy. The spacious family room off the kitchen features a fireplace & custom built-ins for abundant storage, while double French doors open to the delightful courtyard, seamlessly blending indoor and outdoor living. Upstairs, the generous primary suite offers a walk-in closet and an en suite bath with dual vanities and a walk-in shower. Two additional bedrooms share a charming hall bath featuring a classic clawfoot tub and a custom vanity installed in 2020. An open sitting area creates the perfect reading nook or home office, and the laundry is conveniently located on this level. The third floor is home to a delightful fourth bedroom with cathedral ceilings, exposed beams, a large walk-in closet, and a private full bath-an ideal guest suite or private retreat. The finished lower level provides exceptional flexibility with a spacious second family room featuring built-in shelving, plus an additional room currently used as a home office and fitness area. A half bath completes this level. Additional highlights include three-zone heating and cooling, a new roof installed in 2020, and a fully encapsulated crawl space. Ideally located on Southgate Avenue, this exceptional home offers easy walkability to downtown Annapolis, the U.S. Naval Academy, and the city's renowned shops, restaurants, and waterfront. At the end of the street, enjoy water access to Spa Creek-perfect for launching a kayak or stand-up paddleboard and embracing the Annapolis lifestyle. Features: - Garage - Air Conditioning

4 bd

3,610 sqft

Wardour Bluffs

USD 1,350,000

New construction from acclaimed local builder, Sturbridge Homes! This spectacular home offers over 3,900 square feet of finished space in the heart of Annapolis's Homewood neighborhood, close to all of the entertainment and enjoyment available in our historic town. Located near the new Annapolis Public Library, Maryland Hall, Annapolis Town Center, and the Naval Academy Stadium, this home is situated for you to enjoy the best of in-town life, yet relax in a tree-lined neighborhood environment. This home is excellently upgraded with 9-foot ceilings on all three levels, quartz countertops, ceramic tile, stainless appliances, and more! The main level features a flexible den/office/bedroom with an attached full bathroom, so guests and family can have private space. The primary suite is a luxurious oasis with plenty of space to enjoy with a huge customizable walk-in closet. The lower level features a separate entrance, a bedroom and a full bathroom, and a large rec room, making it perfect for entertaining guests, caregiving, or multi-generational living. The builder has included many thoughtful touches throughout. The front porch is a perfect spot to savor your morning coffee, and the backyard with deck offers endless possibilities. The home comes with green building features, a package of smart home features, and a 10-year limited warranty. Enjoy the low-maintenance lifestyle of a new construction home for many years to come! Features: - Air Conditioning - Garage

6 bd

2,922 sqft

Wardour Bluffs

USD 1,875,000

There is something unmistakably special about life in Eastport-and 820 Bay Ridge Ave captures it beautifully. Set within coveted Sailor's Quay, this exceptional residence offers more than 4,000 square feet of sophisticated living across four beautifully finished levels, combining timeless architecture, thoughtful customization, and an effortless coastal sensibility just moments from the heart of Annapolis. Behind the white picket fence, manicured landscaping and gracious brick front porch create a picture-perfect welcome. Inside, rich hardwood floors, 9-foot ceilings, elegant millwork, tray ceilings, and plantation shutters establish a refined yet relaxed atmosphere. Unlike many homes in the community, this residence was thoughtfully customized during construction with numerous builder upgrades, enhanced electrical features, and details designed to improve both everyday living and long-term functionality. At the heart of the home, the beautifully appointed kitchen features honed granite countertops, premium appliances, abundant cabinetry, and a generous center island that opens seamlessly to the family room and its upgraded gas fireplace. The formal dining room, illuminated by a striking chandelier, is made for memorable dinners, while the adjoining sitting room or study is equally suited to a favorite book, working from home, or an evening bourbon. Outdoor living is woven beautifully into the home. Enjoy coffee on the charming front porch overlooking the flower garden, dinner in the private English courtyard, or cocktails on the second-floor terrace. Ceiling fans enhance both outdoor spaces, while a dedicated natural gas line makes grilling effortless and provides the opportunity for a future fire feature. Professionally enhanced landscaping and a thoughtfully improved yard complete this private outdoor retreat. The primary suite is serene and exceptionally spacious, with a custom walk-in closet, spa-inspired bath, and expansive private sitting room. A generous junior suite with its own bath offers wonderful privacy for family or guests, while two additional vaulted-ceiling bedrooms share a beautifully appointed full bath. The finished third-floor loft provides additional inviting spaces for a home office, fitness studio, media room, and guest retreat. The finished lower level adds a large family room and full bath, creating remarkable flexibility for entertaining, overnight guests, or multigenerational living. The home was also designed with the future in mind, with a framed elevator shaft allowing for the addition of an elevator without compromising its architecture or thoughtful floor plan. And then there is the location. This is the kind of Annapolis address where so much of daily life can happen on foot. St. Mary's School, City Dock, neighborhood cafs, restaurants, boutiques and shopping are all within walking distance, as are the Annapolis Yacht Club and Eastport Yacht Club. Stroll to Eastport's waterfront restaurants and marinas, cross the Spa Creek Drawbridge into Historic Downtown Annapolis, or take the water taxi home after an evening downtown. The United States Naval Academy, galleries, parks, sailing, and the unmistakable energy of the Chesapeake are all part of the lifestyle. Morning coffee at a neighborhood caf. An afternoon on the water. Dinner in Eastport. A walk across the bridge for ice cream at City Dock. School, sailing, dining, shopping and downtown Annapolis-all without having to get in the car. This is polished Eastport living at its best: gracious but never fussy, luxurious yet wonderfully livable, and perfectly positioned to enjoy one of Annapolis' most sought-after neighborhoods. With more than 4,000 square feet, four finished levels, exceptional outdoor spaces, extensive custom upgrades, future elevator capability, and an enviable Sailor's Quay address, 820 Bay Ridge Ave offers a rare opportunity to enjoy Annapolis exactly as it was meant to be lived. Features: - Garage - Air Conditioning

4 bd

4,054 sqft

Wardour Bluffs

USD 1,390,000

Private Tours and showroom appointments are now available by appointment! Delivery expected to begin December 2026. This listing is for an end unit home on Lot 14. Sturbridge Homes is offering a generous pre-completion incentive package for early buyers. Submit your deposit now to lock in current pricing! Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center Corridor, each with a private elevator and a rooftop terrace. A Towne Row home is superior in every way. The craftsmanship and expansive spaces are apparent immediately. Notice the contemporary exterior, rooftop terrace for entertaining and stargazing, and two-car garage. Savor the spacious kitchen and luxurious owner's suite, privately situated on its own level, and the high-end materials and fixtures throughout. Live graciously and vertically on four generous levels, whisked up and down by your private elevator. This is Towne Row, your haven, your showplace, your new home. It's like none other in Annapolis. Features include: 3,100 Square Feet of Living Space, 3 Bedrooms + Den, 3 Full Baths, 2 Half Baths, Expansive Gourmet Kitchen With Walk-out Deck, Private Elevator, Elegant, Spacious Owner's Suite on Its Own Level, Quartz Countertops Throughout, Four Levels of Finished Living Space, Rooftop Deck With Space for Hot Tub, Two-car Garage, Energy Star & LEED Gold Certified Location, location, location. Living at Towne Row puts you in the heart of the bustling Annapolis Town Center corridor. You have instant access to an array of upscale and casual restaurants, boutiques and shops, favorite grocery stores, sophisticated fashion and home goods retailers, fitness clubs, movie theaters, and essential services. Plus, you'll be minutes from the Annapolis historic district, endless waterways, nearby marinas, and a short drive to Baltimore and Washington, D.C. It's luxury living and convenience beyond compare. Lot dimensions, floor plans, and square footage figures are approximate. Architectural renderings are samples only and may not reflect the exact product. Map to 2555 Riva Rd. for the approximate location. Features: - Garage

3 bd

3,100 sqft

Wardour Bluffs

USD 1,299,900

Don't miss this opportunity!Historic Character. Elevated luxury. Unparalleled location. Step into history and experience the timeless elegance of Two Eleven King George Street, a distinctive condominium in the heart of Historic Annapolis. The property adjoins the Historic Paca Gardens This extraordinary three-level residence seamlessly blends 18th-century charm with sophisticated modern living. Residence features 3 bedrooms, 3 1/2 baths, and an elevator provides effortless access to all three levels directly from the private parking garage-an exceptional convenience in the historic district. Rich hardwoods. Elegant living and dining spaces. Wood Burning Fireplace. Office/den/family room. Charming breakfast nook off kitchen. Enjoy finished lower level that maybe your 3rd bedroom/office/den along with separate laundry room. Enjoy seasonal view of the magnificent William Paca Gardens, while being just steps away from the United States Naval Academy, City Dock, charming shops, acclaimed restaurants, and the Annapolis Harbor. Energy-efficient construction with rooftop solar hot water. "Few residences in Annapolis can tell a story spanning nearly a century of hospitality. Before becoming one of only three luxury residences, Two King George Street welcomed visitors as the beloved Blue Lantern Inn and later the Red Coach Inn. Today, it continues that tradition of gracious living, thoughtfully redesigned as an exclusive condominium overlooking the historic William Paca Gardens in the heart of historic Annapolis. The condominium owners have the right of first refusal. Today, residents enjoy private, elevator access, secure garage parking, addition to garage parking space you are also eligible for 1 street parking space. Timeless architecture in one of Annapolis' most coveted locations and the charm of Maryland's Capitol. Features: - Garage - Air Conditioning

3 bd

2,336 sqft

Wardour Bluffs

USD 4,600,000

An extraordinary opportunity to own one of Annapolis' most distinctive waterfront properties, offering some of the finest views on Spa Creek and the rare privilege of owning your own private marina in your backyard with dockside parking. Perfectly positioned to capture breathtaking panoramic vistas, this elegant Nantucket-inspired residence is filled with natural light, featuring walls of glass that showcase the ever-changing waterfront from nearly every room. Multiple balconies and an expansive waterside terrace invite effortless indoor-outdoor living, creating exceptional spaces for entertaining or simply enjoying the beauty of life on the water. A dockside workshop is a great opportunity to work and enjoy waterfront living. The thoughtfully designed floor plan includes spacious living areas, a versatile 1800 square feet (approximate) lower level with an in-law suite or private guest accommodations, and endless opportunities to personalize the home to suit your lifestyle. This home even has a koi pond in the front yard. Whether you're an avid yachtsman, seeking a multigenerational waterfront retreat, or searching for a truly one-of-a-kind Annapolis property, this exceptional offering combines luxury, privacy, and an unmatched boating lifestyle in one remarkable setting.

5 bd

5,095 sqft

Wardour Bluffs

USD 3,200,000

USD 2,700,000

*OPEN HOUSE SAT & SUN with PRICE ADJUSTMENT TO SELL!* Come Take a look at this One Of A Kind property in the heart of the it All! Grab a Large Plot of Waterfront Land in Annapolis/Edgewater area! Incredible value on this newly updated 10.77-acre waterfront estate,with Picturesque Winter Water views, perfectly nestled on its own private peninsula on Beards Creek in Scotts Cove. Offering over 7,700 sq ft of finished living space, this unique 7-BR, 5-BA home is surrounded by 9.12 acres of wooded conservation easement, delivering extraordinary privacy with no HOA and flexible R-2 zoning.The expansive, versatile floor plan is optimized for multi-generational living or a high-yielding short-term rental-ideal for Navy families and students. Separate living zones include a main-floor bedroom with a full bath and a private side entrance, plus a flexible bonus wing (previously a media room/office) leading to a massive private deck.Premium Spring 2026 updates feature new CertainTeed Cedar Impressions siding in Coastal Grey, fresh Behr Cotton White interior paint, updated deck railings, and new sod/landscaping. Move-in ready with high-end mechanicals: private elevator (2022), 4 geothermal heat pumps (5 zones), tankless water heater, 3 steam showers, whole-house generator, and owned solar panels.Waterfront amenities include 665 ft of creek frontage, a private pier, and 2 boat lifts-perfect for kayaks and smaller watercraft. Unbeatable, secluded location just off Route 2 South with quick access to shopping, dining, Lee Airport, Route 50, Route 97, Annapolis, BWI, and Washington, D.C! Features: - Swimming Pool

7 bd

9,180 sqft

Steuart Level

USD 1,600,000

USD 1,295,000

A rare opportunity to own over 2 private acres in one of Annapolis' most desirable waterfront communities. Complete with a private tennis court and backing to a sprawling horse farm, this exceptional property offers the perfect blend of privacy, recreation, and the Chesapeake lifestyle. Nestled in the sought-after Whitehall Beach neighborhood, residents enjoy community water access, a fishing pier, and the relaxed coastal lifestyle this special enclave is known for. Lovingly maintained by the same owners for many years, this custom home has been exceptionally cared for and thoughtfully preserved. Offering the best of both worlds, it combines tranquil country living with the convenience of being just minutes from downtown Annapolis, waterfront dining, marinas, Route 50, and the highly regarded Broadneck school district. Inside, you'll find a warm and inviting floor plan with high ceilings, abundant natural light, and timeless custom built-ins that create an inviting main living area. The spacious unfinished lower level provides endless possibilities for future living space, a home gym, workshop, or additional storage. The expansive grounds offer plenty of room to entertain, garden, or simply enjoy your own private retreat, with potential space for a future pool or additional outdoor amenities, subject to buyer verification and all applicable approvals - making this an exceptional offering where privacy, community, and the Chesapeake lifestyle come together. Schedule your private tour today! Features: - Garage - Air Conditioning

3 bd

3,120 sqft

Saint Margarets

USD 1,950,000

There are homes that are beautiful, and then there are homes that offer a way of living that is nearly impossible to duplicate. Welcome to 1621 Millersville Road, an extraordinary private estate where 6,200 finished square feet, 3.37 gorgeous acres, a spectacular heated pool, expansive entertaining pavilion, multiple rooftop balconies, three fireplaces, and remarkable indoor and outdoor living come together to create your own private resort. From the moment you arrive, the setting feels special. Mature landscaping surrounds the residence, creating privacy and a sense of escape, yet Annapolis, Baltimore, BWI Airport, Fort Meade and Washington, D.C. are all within convenient reach. Step inside and soaring ceilings, graceful arched hallways, beautiful millwork and abundant natural light immediately set the tone. The gourmet chef's kitchen is designed for both everyday living and effortless entertaining, flowing into generous gathering spaces where family and friends can comfortably come together. Every bedroom features its own private ensuite bath, offering an exceptional level of comfort and privacy for family and overnight guests, while the primary suite becomes a retreat of its own with a fireplace and beautifully appointed bath. The home has also benefited from significant recent investment, including a new HVAC system; extensive septic improvements with a new drain field, two 61-foot trenches, a 1,000-gallon traffic-bearing concrete pump pit and new pressure piping; a completely renovated west wing with new wood flooring, drywall, ceiling and lighting; new carpeting throughout the second and third floors; a new fireplace in the primary bedroom; rebuilt west-wing fireplace; new garage door operating system; upgraded landscaping; new pavilion pavers and portions of replaced wood framing; updated fixtures in the primary and east-side bathrooms; and a new roof on the west side of the residence. But it is outside where this property becomes truly unforgettable. Imagine summer afternoons spent beside the heated pool, dinner under the pavilion, celebrations that continue beneath the stars, and quiet mornings with coffee overlooking your own 3.37-acre retreat. The expansive slate patio and impressive pavilion easily accommodate gatherings of 20 or more, while multiple rooftop balconies offer unexpected places to escape, unwind and take in the surroundings. There is space here to entertain beautifully, host family comfortably, work privately, and simply breathe. A two-car garage and extensive additional parking make large gatherings effortless. This is not simply a large home with a pool. It is a rare lifestyle property offering the privacy of a country estate, the amenities of a private resort, the space to bring everyone together, and a location that keeps the best of the Annapolis-Baltimore-Washington corridor within reach. If you have been waiting for a home that feels genuinely different from everything else on the market, come experience 1621 Millersville Road. Photos can introduce it. Only a private tour can truly show you what makes this property so special. Features: - Garage - Swimming Pool - Air Conditioning

4 bd

6,200 sqft

Benfield

USD 1,349,000

Rare Opportunity to own a newer home tucked away on a private cul-de-sac just a short stroll from everything Downtown Annapolis has to offer. Completed in 2022, this exceptional home showcases top of the line finishes throughout. Designer kitchen with Quartz countertops, custom cabinetry and high end GE Cafe appliances. Wide Plank hardwood floors throughout the main and upper levels. 9 foot ceilings and custom moldings. Recessed lights throughout the home. Low Maintenance Hardie Plank siding and Anderson Windows. Main level has an open floor plan with office area perfect for those that work from home. Upper level features 4 generous sized bedrooms. Primary Bedroom has cathedral ceilings, massive his and her walk in closets. Lower level is finished with indestructible Luxury Vinyl Plank floors. In the lower level there is a room perfect for a gym or 5th bedroom (there is an egress window). The .25 acre lot has community space next to it that provides extra yard space for kids to use. 2 Car attached garage with a rough in for EV Charger. Sellers recently installed Solar Panels. Energy costs are VERY minimal. Terrapin Station is a prime location. The Navy Stadium is just around the corner. Walkable to Historic Annapolis, US Naval Academy and tons of restaurants. Steps from the Poplar Path which has numerous playgrounds and the Michael Busch Annapolis Library off it. Come live the Annapolis lifestyle! Features: - Garage

5 bd

3,600 sqft

Wardour Bluffs

USD 3,000,000

A truly extraordinary opportunity awaits in one of Annapolis' most coveted waterfront locations. Situated in the historic Ferry Farms neighborhood, 1979 Baltimore Annapolis Boulevard is one of only thirteen homes positioned directly across the Severn River from the U.S. Naval Academy, offering uninterrupted panoramic views that have captivated generations. Imagine enjoying the Blue Angels soaring overhead each May from your own front lawn or dock-an experience few will ever call home. Rich in architectural character, the residence showcases the craftsmanship and charm of its era, including original hardwood floors, a classic wood-burning fireplace, vintage kitchen, inviting sunroom, screened porch, and period details that create a warm sense of history. The home's generous square footage spans three levels, blending the original residence with a substantial 2015 addition that expanded both its living space and functionality while preserving its unique personality. For buyers with vision, this property presents an exceptional opportunity to create a landmark waterfront residence tailored to today's lifestyle. Architectural renderings, renovation plans, a professional landscape design, and contractor cost estimates are available to help bring that vision to life, allowing the next owner to build upon an already remarkable foundation. The original home includes a main-level bedroom and full bath, while the upper level offers four additional bedrooms, including a primary suite with a private balcony overlooking the water. The 2015 addition introduced a spacious three-car garage, an expansive loft, and an additional bedroom perfect for guests, a home office, or a studio. A future bathroom has already been considered, with a rough-in located beneath the connecting section of the second floor. The lower level offers even more possibilities, featuring a second wood-burning fireplace, laundry area, utility space, and an impressive workshop with soaring ceilings and direct access to the garage and backyard-ideal for craftspeople, hobbyists, or future finished living space. Outside, the waterfront amenities are equally compelling. The private deep-water pier and bulkhead, completed in 2003, feature approximately 10 feet of water depth, a 40,000-pound boat lift, a 15,000-pound lift, and two 1,500-pound personal watercraft lifts, making this an outstanding property for serious boaters. A built-in outdoor barbecue and expansive waterfront setting invite effortless entertaining and relaxed evenings watching sailboats drift past the Academy. Properties of this caliber, location, and potential rarely become available. Whether thoughtfully restoring its historic character, executing the available renovation plans, or creating a legacy waterfront estate of your own design, this is a once-in-a-generation opportunity to own an irreplaceable piece of Annapolis waterfront in one of its most prestigious and tightly held neighborhoods. Features: - Garage

5 bd

6,794 sqft

Saint Margarets

USD 3,300,000

USD 3,185,000

A truly exceptional waterfront offering, this is one of the most compelling opportunities currently available on Glebe Bay. This remarkable 1.71-acre point lot presents a rare chance for discerning buyers and investors to secure an extraordinary waterfront estate with exceptional enduring value rooted in its premium lot and location. Boasting more than 400 feet of pristine shoreline, panoramic water views, and a coveted cul-de-sac setting, the property offers an unparalleled combination of privacy, acreage, and protected waterfront rarely found in today's market. Whether enjoyed as an elegant waterfront residence today or transformed into a world-class custom estate, the possibilities are endless. Lovingly maintained, the home features a highly desirable main-level primary suite, luxurious hardwood flooring, four spacious upper-level bedrooms, and a fully finished walkout lower level with a full bath, ideal for guests, extended family, or an au pair suite. Designed for the ultimate waterfront lifestyle, the property includes a private pier with boat and jet ski lifts, a waterside in-ground pool, and a screened porch perfectly positioned to capture stunning views of Glebe Bay, one of the South River's most sought-after waterways. A detached three-car garage with a full stand-up attic provides exceptional flexibility for storage, a studio, or guest quarters. For buyers seeking a premier waterfront homesite, the value is undeniable. The combination of acreage, extensive shoreline, privacy, and premium water frontage creates a rare opportunity to renovate, reimagine, or build a lasting legacy estate in one of Anne Arundel County's most coveted waterfront locations. Now attractively priced and ready for its next chapter, this is a property that deserves a fresh look. Features: - Swimming Pool - Garage

5 bd

4,158 sqft

Steuart Level

USD 1,500,000

Nestled in the highly coveted Murray Hill neighborhood, one of Annapolis' most picturesque enclaves, this exceptional 1925 Craftsman masterpiece effortlessly blends historic charm with sophisticated modern luxury. Rich in architectural character and thoughtfully enhanced with extensive renovations, this remarkable residence offers an unparalleled lifestyle defined by elegance, convenience, and timeless appeal. From the moment you arrive, the home's undeniable curb appeal captivates with its fresh landscaping, newly renovated rear entry steps, and impeccable craftsmanship. Inside, refinished original hardwood floors, fresh designer paint, stylish new lighting, and beautifully curated updates create a seamless balance between historic integrity and contemporary comfort. Significant investments in the home's infrastructure, including a new HVAC system with a transferable 10-year warranty and upgraded electrical service, provide peace of mind while preserving the home's enduring character. Designed for both refined entertaining and comfortable everyday living, the main level showcases expansive gathering spaces filled with warmth and sophistication. Step into the four seasons room with new ceiling fans and surrounding windows. The original living room invites intimate conversation, while the formal dining room offers the perfect backdrop for memorable dinners and celebrations. At the heart of the home lies an impressive chef's kitchen within the thoughtfully designed addition: a true showpiece that combines luxury, functionality, and style. Featuring Brazilian cherry hardwood flooring and cabinets, granite countertops, stainless steel appliances, updated fixtures, generous prep space, an additional fireplace, and room for casual dining, this extraordinary culinary space was designed to inspire everything from morning coffee to elegant dinner parties. Throughout the home, exquisite architectural details, including intricate millwork, original craftsmanship, and abundant natural light, create an atmosphere that is both welcoming and refined. The luxurious primary serves as a private sanctuary, highlighted by a second fireplace that adds warmth and ambiance. Two expansive walk-in closets offer exceptional flexibility and can easily function as a private office, sitting room, dressing area, or personal retreat. The spa-inspired en-suite bath features dual vanities, a jetted soaking tub, and a spacious walk-in shower, creating a serene escape at the end of each day. Also plumbed for a wet bar and includes a separate closet for laundry. Three additional generously sized bedrooms provide ample accommodations for family and guests, while the home's three full bathrooms and one half bath have been thoughtfully appointed to blend comfort with elegance. The lower level offers exceptional versatility with a bonus room that can serve as an additional bedroom, fitness studio, home office, or recreation space, complemented by a conveniently located half bath. Additional unfinished basement space provides abundant storage or the opportunity for future customization. One of the home's most exciting opportunities lies within the expansive unfinished top level. Featuring soaring ceilings and substantial square footage, this remarkable space offers endless potential to create an additional bedroom suite, media room, executive office, artist's studio, or luxury recreation area while further enhancing the home's value and functionality. Outdoor living is equally impressive. The newly renovated detached two-car garage provides convenience and charm, while the beautifully maintained grounds create inviting spaces to relax and entertain. During the winter months, seasonal water views add yet another layer of distinction to this exceptional property. Just steps from your front door, stroll to the water taxi for your own nautical Uber, restaurants, boutiques, galleries, and entertainment to experience all of what living in downtown Annapolis has to offer.

4 bd

3,159 sqft

Wardour Bluffs