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$2,695,000
4 Beds 4 Baths
Celebrate the Eastport lifestyle in this beautifully crafted home, where classic Craftsman character meets the comfort and ease of newer construction. Built in 2016 and lightly lived in, the home captures everything that makes Eastport so desirable, from its welcoming front porch, charming architectural details, and beautifully curated landscaping to a location just steps from marinas, restaurants, waterfront parks, and the vibrant streets of Downtown Eastport and Annapolis. Lush, thoughtfully designed landscaping brings the property to life, framing the home with color, texture, and greenery and creating an inviting sense of arrival. A gracious front porch sets the tone for the warm and welcoming interiors. Just inside, a dedicated office provides a quiet workspace, while hardwood floors, shiplap accents, custom millwork, and thoughtful details lend character throughout. The open floor plan unfolds into the heart of the home, where a spectacular kitchen features GE Monogram appliances, an expansive island, abundant cabinetry, and generous workspace. The adjoining dining area flows seamlessly into the living room, anchored by a fireplace framed with custom built-ins. Doors extend the living space to a large rear patio surrounded by beautiful landscaping, creating a private and inviting setting for outdoor dining, entertaining, and relaxed evenings at home. The main-level primary suite offers the convenience of one-level living with a beautifully appointed ensuite bath and conveniently located laundry room. A thoughtfully designed mudroom with built-in cubbies provides everyday functionality and an organized transition into the home. Additionally, the home features advanced technology throughout, including a Tesla Powerwall 3 for backup power, Tesla EV charger, and professionally installed Control4 home automation. The integrated system provides centralized control of lighting, climate, security, electronic locks, TVs, and built-in ceiling speakers throughout the home. Upstairs, two spacious bedrooms share a hall bath, while a large finished attic adds a wonderfully flexible dimension to the floor plan. Currently ideal as a bunk room, this charming bonus space can easily adapt as a playroom, additional sleeping quarters, creative studio, or whatever best suits your lifestyle. The finished lower level takes entertaining and recreation to another level with a spacious family room, game area, wet bar, full bath, and golf simulator. A separate bonus room currently serves as a home gym, while an expansive storage area provides the practical space that is often difficult to find in Eastport. Beyond the front door, the best of Annapolis is within easy reach. Launch a kayak from nearby Horn Point Park, stroll to Eastport's celebrated restaurants, pubs, marinas, and street-end parks, or cross the Spa Creek Bridge into Downtown Annapolis and the U.S. Naval Academy. Boaters will appreciate immediate proximity to the Chesapeake Bay and some of the region's most sought-after cruising destinations. Membership at the nearby Annapolis Capital Yacht Club marina also provides permission to enjoy the Chesapeake Landing community swimming pool, adding yet another way to embrace the waterfront lifestyle just steps from home. Offering the charm and personality of an Eastport Craftsman with the advantages of newer construction, beautiful landscaping, a main-level primary suite, exceptional entertaining spaces, and an enviable walkable location, this is a rare opportunity to experience one of Annapolis' most beloved neighborhoods with comfort, style, and ease. Welcome Home!

507 1st St, Annapolis

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

$335,900
4 Beds 4 Baths
Bring your vision and unlock the potential of this spacious three-level end-unit townhome in the sought-after community of The Gentry, just off Spa Road. Set amid a wooded landscape, the property features mature trees along the side and rear yard, with the community pool nestled down a small hill and a backdrop of additional trees beyond. This unique setting offers a wonderful sense of privacy and a peaceful backdrop while still being close to everything Annapolis has to offer. The main level features hardwood flooring, full kitchen, a convenient half bath, a wood-burning fireplace, and a bright living area opening to a rear deck overlooking the natural surroundings and pool area; a perfect place to have your morning coffee to start your day. Upstairs, you'll find three bedrooms, including an owner’s suite with a private full bath, plus a full hall bath. The walk-out lower level adds even more versatility with a fourth bedroom, full bath, laundry, storage areas and direct access to the private backyard. The home is being sold "as is" and requires repairs and updating. It is priced accordingly, offering an excellent opportunity for a buyer ready to bring their vision to life and build equity. With its desirable end-unit location, spacious three-level layout, four bedrooms, three-and-a-half baths, outdoor spaces, and proximity to downtown Annapolis, this property offers an ideal canvas to create a home that reflects your own style!

57 Gentry Ct, Annapolis

Listing courtesy of Redfin Corp. Contact: 4102028454

$575,000
4 Beds 2 Baths
EARLY ACCESS! Be among the first to preview this home before it officially goes Active on the MLS. Private showings are available now. Call Lesa Clark at 301-410-6009 for a private tour. Welcome to this beautifully updated split-foyer home nestled on a gorgeous corner lot in the sought-after Cape St. Claire community of Annapolis. Offering an exceptional combination of modern updates, thoughtful improvements, and outstanding community amenities, this move-in ready home has been meticulously maintained inside and out. Inside, you'll enjoy modern fixtures, recessed lighting, granite countertops, and an updated kitchen featuring stainless steel appliances, including a refrigerator, dishwasher, and electric range replaced in 2022. The kitchen flows seamlessly onto a brand-new wood deck (2023, freshly stained in 2026), creating the perfect space for outdoor dining, entertaining, or simply relaxing. The inviting living room is centered around a beautifully renovated wood-burning fireplace (2023), while major system upgrades provide added peace of mind, including a new HVAC system (2024) and a whole-house humidifier (2025) for year-round comfort. The main level offers three bedrooms, including a primary suite with a private bath and two additional bedrooms with a shared hall bath. The finished lower level features a spacious flex area that can easily serve as a recreation room, home office, workout space, guest area, or potential fourth bedroom, along with a dedicated laundry area and convenient side-entry mudroom. Step outside and discover extensive outdoor improvements completed between 2022 and 2024. The property has been professionally regraded and enhanced with retaining walls, a stone walkway, additional gravel parking, and a completely restructured driveway offering improved functionality and expanded parking. An engineered drainage system, including underground front-yard downspouts and a complete backyard French drain, helps keep the property dry and functional throughout the seasons. Thoughtfully selected native, non-invasive flowers and shrubs provide beautiful color and interest throughout the year. Located in the highly desirable Cape St. Claire community of Annapolis, Maryland, residents enjoy access to outstanding neighborhood amenities, including a private community beach, community marina, boat ramp, fishing and crabbing pier, playgrounds, parks, and community events throughout the year. Conveniently located just minutes from downtown Annapolis, Broadneck Park, Sandy Point State Park, the Chesapeake Bay, the U.S. Naval Academy, shopping, dining, waterfront attractions, and everyday conveniences. Commuters will appreciate easy access to Route 50, I-97, Baltimore, Washington, D.C., Fort Meade, and BWI Airport. Whether you're looking for a beautifully updated home, a move-in ready property with major system upgrades, or the lifestyle that comes with living in one of Annapolis' premier water-access communities, this exceptional Cape St. Claire home offers the perfect opportunity to enjoy the very best of Maryland's Chesapeake Bay lifestyle.

1178 Glenwood Dl, Annapolis

Listing courtesy of Redfin Corp. Contact: 3016586186

$525,000
4 Beds 2 Baths
Welcome to 911 Blue Ridge Drive, a freshly painted 4-bedroom, 2-bath split foyer tucked on a private, tree-lined .53-acre lot -noticeably larger than most in the neighborhood - and just a short walk to Broadneck High School. Upstairs, three bedrooms and two full baths include a spacious primary suite, all set off by newer carpet (2024) and a cozy fireplace in the light-filled living room. The eat-in kitchen features oak cabinetry and new stainless steel refrigerator, range, and dishwasher (2025).The updated hall bath offers a clean, modern look with new flooring and fixtures. The walkout lower level adds even more living space, with a large family room centered around a wood-burning stove, a versatile bonus room ideal for a 4th bedroom, office, or den, and a dedicated laundry/utility room with a new whole-home water filtration/Revers Osmosis system (2025). Major systems are already handled, with a new roof (2024), New water heater (2025), Well Tank (2024), and Well Pump (2025) giving buyers real peace of mind. Out back, a large deck overlooks the huge, flat, fenced yard — plenty of room to entertain, garden, or let kids and pets roam — with a low-maintenance turf patio tucked underneath. As a Cape St. Claire resident, you'll enjoy access to the community's sought-after amenities, including beaches, boat ramps, a clubhouse, and playgrounds, all just minutes from Route 50, downtown Annapolis, and Sandy Point State Park.

911 Blue Ridge Dr, Annapolis

Listing courtesy of HomeSource Pro Real Estate. Contact: (443) 454-1470

$1,950,000
4 Beds 4 Baths
Experience the best of the Annapolis lifestyle from this beautifully reimagined coastal Craftsman in the heart of Eastport. Ideally located within walking distance of downtown Annapolis, the waterfront, restaurants, shops, yacht clubs, marinas, and the many neighborhood amenities that make Eastport one of the area's most desirable communities, this extensively renovated home offers an exceptional combination of location, character, and modern comfort. Offering approximately 4,099 square feet of finished living space, the home features three bedrooms, a dedicated office, four bathrooms, and a versatile floor plan designed for both everyday living and entertaining. A welcoming front porch sets the tone, while James Hardie siding, Andersen 400 Series windows, low-maintenance exterior materials, and extensive improvements provide the benefits of a thoughtfully updated home while preserving its classic Eastport character. Inside, hardwood floors, high ceilings, substantial trim work, a fireplace creates warmth and architectural interest. Generous living and dining spaces flow naturally into the kitchen and family room, creating an inviting setting for entertaining or relaxed everyday living. Dual staircases provide access from both the front and rear portions of the home and add a distinctive architectural element to the floor plan. Upstairs, the spacious primary suite serves as a private retreat with a spa-inspired bath featuring a soaking tub, frameless glass shower, and dual vanity. Two additional bedrooms provide comfortable accommodations, while a separate office offers an ideal space for working from home. Convenient second-floor laundry completes the upper level. The fully finished lower level significantly expands the home's versatility, offering generous space for a recreation room, home gym, media room, or potential fourth bedroom. Full egress provides added flexibility for buyers who need additional sleeping accommodations, while ample storage enhances the functionality of the space. Outside, a large rear deck overlooks the generously sized yard, providing plenty of room for outdoor dining, entertaining, gardening, or simply relaxing at home. Three off-street parking spaces are an exceptional convenience in Eastport, while the property also offers potential for a future garage, accessory dwelling unit, and/or pool, subject to applicable approvals. Beyond the property itself is the lifestyle that makes this location so special. Leave the car at home and explore Eastport's restaurants, marinas, yacht clubs, and waterfront destinations, or stroll across the Spa Creek Bridge into historic downtown Annapolis and City Dock. Spend the morning on the water, meet friends for dinner in Eastport, or walk downtown for an evening along the harbor—all just minutes from your front door. 400 Jefferson Street offers the space and amenities of a substantially renovated home paired with the walkability, waterfront culture, and unmistakable character of Eastport. This is Annapolis living at its best.

400 Jefferson St, Annapolis

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

$865,000
4 Beds 5 Baths
Stunning and spacious home located in the sought-after, amenity-rich community of Kingsport! Offering approximately 4,600 square feet of beautifully finished living space, this home delivers an exceptional combination of size, style, updates, and value. The sellers have thoughtfully refreshed the home throughout, highlighted by a completely updated kitchen featuring new appliances, quartz countertops, new flooring, and fresh paint. The adjacent laundry room has also been transformed with new flooring, a deep utility sink, new washer and dryer, fresh paint, and added shelving. Numerous bathrooms throughout the home have been refreshed with new vanities, lighting, flooring, fixtures, and paint, while the primary bath features a new glass shower enclosure and fresh paint. The impressive two-story family room is filled with natural light and enhanced by custom plantation shutters and a dual-sided fireplace shared with a wonderfully cozy home office. The formal living and dining rooms are architecturally open and flowing while still creating distinct, elegant spaces perfect for entertaining and special occasions. Upstairs, you will find a stunning primary suite with a sitting area, dual walk-in closets with custom organization, and a spa-like primary bathroom. All of the secondary bedrooms are generously sized, including one with its own updated ensuite bath. The finished lower level truly feels like an extension of the main home rather than a traditional basement. Tall ceilings and abundant space create an inviting third level featuring a full bathroom, an expansive recreation area with a custom built-in bar, an oversized wine storage closet, and a versatile additional room ideal for an in-home gym, theater, guest space, or potential fifth bedroom. Outside, enjoy a wonderful brick patio overlooking a level, cleared backyard surrounded by a full wood privacy fence—ideal for entertaining, pets, play, or simply relaxing outdoors. Major improvements add peace of mind, including a roof about two years old, upper-level HVAC about two years old, lower-level HVAC about seven years old, and a water heater about seven years old. With wonderfully executed, expansive square footage, extensive updates, impressive entertaining spaces, and a fantastic setting in one of the area's most amenity-rich communities, this Kingsport home offers incredible value. Move right in and enjoy!

729 Crisfield Way, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$879,990
4 Beds 3 Baths
Ameri-Star Homes is proud to offer this exceptional opportunity to build a brand-new Craftsman-style home on a beautiful 9,225-square-foot corner homesite in the sought-after waterfront community of Cape St. Claire in Annapolis. Builder is offering $5,000 toward closing costs with the use of the builder’s approved lender and title company! The exciting Bancroft model offers approximately 2,411 square feet of above-grade living space and is thoughtfully appointed with the quality features and finishes today’s homebuyers desire. Enjoy a spacious 12’ x 16’ sunroom, 9-foot ceilings on the main level, engineered hardwood flooring throughout the entire first floor, granite or quartz kitchen countertops, and upgraded cabinetry with soft-close doors and drawers. Additional included features include ceramic tile in the bathrooms and laundry room, stainless steel kitchen appliances, a washer and dryer package, upgraded Craftsman-style moldings, Craftsman newel posts with oak handrails and black iron pickets, stone exterior accents, architectural roof shingles, a Wi-Fi-enabled garage door opener, a sodded lawn, a generous landscaping package, and so much more. Best of all, these exceptional features are included as standard! There is also plenty of opportunity to expand your living space with available options, including a finished recreation room, additional basement bedroom, and full bathroom, all available at an additional cost. Come home and enjoy the incredible lifestyle and amenities offered in this water-privileged community. Cape St. Claire offers three community beaches, community docks, a fishing and crabbing pier, picnic areas, boat launches, playgrounds, baseball fields, basketball courts, marinas, boat ramp and slips, a community clubhouse, and an outdoor pool available with membership. Conveniently located with easy access to Annapolis, Baltimore, and Washington, D.C., this is a rare opportunity to enjoy new construction in the desirable Cape St. Claire community. A home you will be proud to come home to! Photos and images shown may be representative of the builder’s work, craftsmanship, and quality and may include optional features not included in the base price. Prices, terms, conditions, features, and availability are subject to change without prior written notice.

1049 Sun Valley Dr, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

$874,900
4 Beds 4 Baths
Welcome to 221 Spring Race Court. This home has undergone a transformation of epic proportions. When you enter the home you are greeted with soaring ceiling and windows designed to maximize natural light. The focal point of the main level is the Great Room with soaring ceilings and a stacked stone fireplace flanked by Palladian windows. The kitchen was designed for entertaining with a versatile open floor plan that blends seamlessly into the den and Great Room. No expense was spared with top of the line appliances, quartz countertops and new cabinetry. The main level bedroom and full bath is perfect for multi-generational living. The upper level features two en-suite bedrooms both feature walk in closets. Both bedrooms feature soaring ceiling and incredible architectural features. The guest bath features a vanity with granite countertop and shower with custom tile work. The primary suite offers the ultimate in luxury with a gorgeous Palladian window and skylights. The gorgeous bathroom offers a double vanity with granite tops, shower with custom tile work and high end finishes. The lower Every inch of this property has been updated, including a stunning kitchen renovation that boasts modern finishes and a seamless layout. Gleaming hardwood floors flow throughout the home, paired with elegant chandeliers and recessed lighting that create a warm, inviting ambiance. The living space is anchored by a soaring stacked stoned fireplace which is flanked by Palladian windows. The fully finished walk out basement adds valuable additional living space. The full windows provide tons of natural light in the family room. There is also a spacious bedroom, full bath with high end finishes, an office or exercise room and the laundry. Sought after water privileged community of Riva Trace in an ideal location minutes to Downtown Annapolis but close to major commuter routes. Amenities include tennis and bball courts, tot lot, walking trails and water privileges on Beard's Creek and the South River.

221 Spring Race Ct, Annapolis

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

$1,025,000
4 Beds 4 Baths
Welcome to 640 Sean Drive, an impressive brick Colonial set on 1.67 acres in Annapolis, where generous living spaces, distinctive architectural details, and a private wooded setting come together to create a home designed for both everyday comfort and entertaining. The main level opens with a welcoming foyer and hardwood flooring that carries into the formal living and dining rooms, where abundant natural light and classic details create an elegant setting for gatherings. At the heart of the home, the bright kitchen features crisp white cabinetry, expansive counter space, stainless steel appliances, gas cooking, and a center island, along with a casual dining area overlooking the surrounding greenery. The kitchen opens to the dramatic family room, highlighted by soaring ceilings and a floor-to-ceiling stone fireplace that serves as a striking focal point. A private office or study with French doors provides a dedicated space for working from home, while a conveniently located laundry room and powder room complete the level. Upstairs, the expansive primary suite offers a true private retreat with hardwood flooring, a bay of windows filling the room with natural light, and an impressive walk-in closet with extensive built-in storage. Elevator access to the primary-suite level adds an exceptional element of convenience. The spacious ensuite bath features a large soaking tub, separate walk-in shower, and dual vanities. Three additional bedrooms and a full hall bath provide comfortable accommodations for family and guests. The lower level expands the home's versatility with a substantial recreation area filled with natural light, walkout access to the backyard, along with multiple spaces that can adapt to a variety of uses. A mirrored studio offers an ideal setting for a home gym, dance or fitness studio, while an additional bonus area provides even more flexibility. A spa-like full bath with a full shower and a custom-built sauna creates a wellness experience right at home. Generous unfinished utility and storage areas round out this exceptionally functional level. Outside, the property feels tucked away among mature trees, creating a sense of privacy rarely found while remaining convenient to Annapolis. A spacious rear deck overlooks the wooded surroundings and provides plenty of room for outdoor dining, entertaining, or simply enjoying the peaceful setting. The home is further complemented by an oversized attached garage and generous driveway parking. Enjoy the best of the Annapolis lifestyle with convenient access to shopping, dining, recreation, major commuter routes, and the waterfront attractions of Historic Downtown Annapolis and Annapolis City Dock. Outdoor destinations including Truxtun Park and Quiet Waters Park add even more opportunities to enjoy the area's trails, recreation, and waterfront setting. With 1.67 acres, impressive interior spaces, an elevator, custom sauna, expansive primary suite, and a peaceful wooded setting, 640 Sean Drive offers a rare combination of privacy, versatility, and convenience in Annapolis.

640 Sean Dr, Annapolis

Listing courtesy of Keller Williams Realty Centre. Contact: 4103120000

$1,875,000
4 Beds 5 Baths
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 cafés, 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 café. 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.

820 Bay Ridge Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$869,990
4 Beds 3 Baths
Ameri-Star Homes is proud to offer this exceptional opportunity to build a brand-new Craftsman-style home on a beautiful 9,000-square-foot homesite in the sought-after waterfront community of Cape St. Claire in Annapolis. Builder is offering $5,000 toward closing costs with the use of the builder's approved lender and title company! The exciting Taft model offers approximately 2,581 square feet of above-grade living space and is thoughtfully appointed with the quality features and finishes today's homebuyers desire. Enjoy 9-foot ceilings on the main level, engineered hardwood flooring throughout the entire first floor, granite or quartz kitchen countertops, upgraded cabinetry with soft-close doors and drawers. Additional features include ceramic-clad bathrooms and laundry room, stainless steel kitchen appliances, a washer and dryer package, upgraded Craftsman-style moldings, Craftsman newel posts with oak handrails and black iron pickets, stone exterior accents, architectural roof shingles, a Wi-Fi-enabled garage door opener, a sodded lawn, generous landscaping package, and so much more. All of these exceptional features are included as standard! There is also plenty of opportunity to expand your living space with available options including a finished recreation room, additional basement bedroom, and full bathroom, all available at an additional cost. Come home and enjoy the incredible lifestyle and amenities offered in this water-privileged community. Cape St. Claire offers three community beaches, community docks, a fishing and crabbing pier, picnic areas, boat launches, playgrounds, baseball fields, basketball courts, marinas, boat ramp and slips, a community clubhouse, and an outdoor pool available with membership. Boats, kayaks, canoes, and other watercraft are welcome! Conveniently located with easy access to Annapolis and commuting routes to Baltimore and Washington, D.C., this is a rare opportunity to enjoy new construction in the desirable Cape St. Claire community. A home you will be proud to come home to! Photos and images shown may be representative of the builder's work, craftsmanship, and quality and may include optional features not included in the base price. Prices, terms, conditions, features, and availability are subject to change without prior written notice.

1202 Southview Drive - Taft Model, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

$784,900
4 Beds 3 Baths
Welcome to this wonderfully updated and beautifully decorated home in sought-after Hunt Meadow! Ideally situated on a corner lot with a large yard, this cozy and inviting home offers the perfect blend of comfort, style, and location. One of the home’s standout features is the main-level primary bedroom, providing convenience and easy one-level living. With 4 bedrooms and 2½ baths, there is plenty of space for family, guests, or a home office. The finished basement offers additional living space—perfect for a family room, recreation area, home gym, or whatever suits your lifestyle. From the moment you arrive, you’ll appreciate the charming front porch, the perfect spot to enjoy your morning coffee or unwind at the end of the day. Out back, the maintenance-free rear deck provides a wonderful space for entertaining, grilling, or simply relaxing while overlooking the spacious yard. A storage shed offers a convenient place for gardening tools and outdoor equipment. Inside, the home has been beautifully decorated and lovingly maintained, creating a warm and comfortable atmosphere that truly feels like home. The thoughtful updates and inviting décor make this a home you can move right into and enjoy. And then there’s Hunt Meadow! This wonderful Annapolis community offers sidewalks throughout, a community swimming pool, tennis courts, and a walking path that leads directly to Quiet Waters Park. You’ll enjoy the neighborhood setting while being just minutes from Downtown Annapolis, shopping, dining, parks, and everything this beautiful city has to offer. A charming home, a fantastic lot, and one of Annapolis’s most desirable communities—this is a special opportunity in Hunt Meadow!

402 Fair Hill Ct, Annapolis

Listing courtesy of Academy Realty Inc.. Contact: (410) 263-9105

$1,285,000
4 Beds 3 Baths
Experience the best of the Annapolis lifestyle at 1610 Ridout Road, where beautifully updated interiors, exceptional outdoor living, and coveted water access come together in one inviting home. Inside, an open and comfortable floor plan is designed for the way people actually live. The kitchen opens to a sun-filled bar and dining area, where a sliding door provides direct access to the backyard and creates an easy connection between indoor and outdoor living. Two gas fireplaces, one in the living room and another in the family room, bring warmth and character to the main level, while the finished lower level provides additional flexible living space and storage. Upstairs, the spacious primary suite with an ensuite bath and three additional bedrooms sharing a full hall bath, offer comfortable space for family and guests. An attached two-car garage completes the home’s practical conveniences. Outside is where this property truly distinguishes itself. Framed by lush landscaping, the expansive, fully fenced backyard unfolds as a series of thoughtfully created outdoor living spaces. The heated in-ground pool, hot tub, generous patio space, and pergola-covered dining area area designed for long summer days and effortless entertaining, while the broad lawn offers plenty of room to play, garden, or simply unwind. And the lifestyle extends well beyond the property line. Amberley is one of the Broadneck Peninsula’s sought-after water-privileged communities, with three private community piers along Whitehall and Ridout Creeks and 45 slips accommodating both power and sailboats. Residents also enjoy a boat ramp, kayak and paddleboard storage, and a launch pier for smaller watercraft. More than 15 acres of community forest and open space, along with over 3 miles of paved roads and walking trails, contribute to Amberley’s peaceful, established character. Just minutes from Downtown Annapolis, Broadneck schools, and convenient routes to Washington, D.C., Baltimore, and the Eastern Shore, this private oasis offers something increasingly difficult to find: space to spread out, a backyard built for living, and easy access to the Chesapeake Bay lifestyle.

1610 Ridout Rd, Annapolis

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

$845,000
4 Beds 3 Baths
Welcome to 307 Melvin, a charming bungalow that has been home to the same family for more than seventy years. Take this opportunity to make your home in WEST ANNAPOLIS, one of the most highly sought-after neighborhoods in all of Annapolis. Whether you are a first time buyer, or downsizing and seek main level bedrooms, this impeccably maintained home offers the perfect opportunity to develop the home as is or expand to suit your design passion. This 1152 sq ft haven, built in 1954, boasts updated amenities while maintaining its original style charm. Enter the home through the front door and you are greeted by a fully enclosed 3 season sitting room. The family room and most of the home feature beautifully refinished gleaming hard wood floors. There are two main level bedrooms and a refinished full bathroom. Sweeping up the staircase, you have an additional the two bedrooms and half bath. The entire interior has been freshly painted and windows have been updated throughout the home. A fully finished basement features a large wood paneled family room, bar area, a full bath, washer/dryer & laundry area topped off with a refrigerator. This could easily be a work-out space, office, man cave or she shed! Depart through the kitchen to a spacious enclosed back porch that provides a sitting area that overlooks a canopy of mature trees, creating a private setting for outdoor dining or enjoying your favorite libation. There is a detached work room complete with a pot-belly stove connected to a 1 car garage along with parking for 2+ cars in the driveway and options for on-street parking. Adding to the property's unique character is the convenience of being walking distance to all that West Annapolis has to offer. The prime location is in close proximity to the Weems Creek water access at the Tucker Street boat ramp, the highly sought after West Annapolis elementary school, RAR Brewery, Always Ice Cream, luxury boutiques and a plethora of restaurants. including the newly opened Positano. It is also close to Downtown Annapolis, the Navy stadium and offers quick access to Route 50 for easy commuting. Your new neighborhood is one of the most "happening" in Annapolis. Welcome Home!

307 Melvin Ave, Annapolis

Listing courtesy of Curtis Real Estate Company. Contact:

$599,000
4 Beds 3 Baths
Nestled in the charming Cape St. Claire community, this delightful split foyer home offers a perfect blend of comfort and modern living. With a major renovation in 2026, this residence is poised to become a true gem. The exterior showcases a classic combination of brick and cedar, complemented by a lot of 0.21 acres, featuring a sloping rear yard and a welcoming front yard. Step inside to discover a warm and inviting interior, where natural light dances across the luxury vinyl plank and ceramic tile flooring. The spacious family room, complete with a cozy wood-burning fireplace, seamlessly connects to the breakfast area, creating an ideal space for gatherings. The kitchen is equipped with modern appliances, including a self-cleaning oven, dishwasher, and extra refrigerator/freezer, making meal prep a breeze. With four bedrooms and two and a half bathrooms, there's ample space for everyone to enjoy their own retreat. The primary bath offers a serene escape, while the fully finished basement provides additional living space, perfect for a game room or home office. Outside, the community amenities are truly exceptional. Enjoy access to the private beach along the Magothy River, just a short stroll away, where you can indulge in boating, kayaking, or simply soaking up the sun. The community center, clubhouse, and picnic areas foster a sense of belonging, while the tot lots and playgrounds are perfect for outdoor fun. Cape St. Claire is not just a neighborhood; it's a vibrant community with a strong sense of camaraderie. Residents benefit from nearby parks, walking trails, and top-rated schools, ensuring a fulfilling lifestyle for all. Public services are readily available, enhancing the convenience of daily living. With an attached garage and ample NEW driveway parking, this home is as practical as it is inviting. The scenic vistas from the property provide a tranquil backdrop, making it a perfect retreat after a long day. Embrace the opportunity to make this house your home in a community that truly has it all.

1075 Sun Valley Dr, Annapolis

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

$550,000
4 Beds 3 Baths
Welcome to 785 Rolling View Drive… If you’ve been waiting for a home that gives you space, outdoor living, community amenities, and access to the water without the waterfront price tag, this is it!!! 4-bedroom, 2.5-bath split foyer sits in one of the Broadneck Peninsula’s most recognizable water-privileged communities. Off-street parking, covered front porch, and a comfortable layout designed for everyday living and entertaining. The main level features an open living room and dining room combination, with a separate kitchen equipped with stainless steel appliances, including a newer refrigerator, stove, microwave, and dishwasher. From the dining area, step outside onto the oversized deck—the perfect spot for summer gatherings, morning coffee, grilling, or simply enjoying the peaceful setting. Three bedrooms are located on the main level, including a primary bedroom with a walk-in shower, along with a full bath. The lower level includes a fourth bedroom, family/rec room with wood-burning fireplace, separate laundry room, half bath, and walkout access to the rear yard. The backyard offers a private, secluded feel backing to a ravine, creating a natural buffer and peaceful outdoor setting. Major updates include: newer roof, Central A/C, flooring and updates throughout (2026). Cape St. Claire. This isn’t just a neighborhood—it’s a lifestyle. Residents enjoy access to multiple community beaches, three marinas, boat ramps, parks, recreation facilities, piers, and countless ways to enjoy the water. Go boating, launch a kayak, spend the afternoon at the beach, fish from the pier, or simply enjoy everything this unique community has to offer. Shopping and restaurants are conveniently located within the community, while Annapolis is just a short drive away. Perfect for commuters; convenient access to Washington, D.C., Baltimore, and Fort Meade. Come see why 785 Rolling View Drive is more than just an affordable Annapolis home—it’s an opportunity to live the Cape St. Claire lifestyle. Schedule a private showing today!!!

785 Rolling View Dr, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

$849,900
4 Beds 3 Baths
Welcome to 109 Sunset Drive, a beautifully fully renovated 4-bedroom, 3-full-bath home offering Luxury finishes & approximately 2,500 finished square feet in the highly desirable Hillsmere Shores community of Annapolis. Thoughtfully renovated from top to bottom, this impressive home combines a bright open-concept floor plan, extensive 2026 improvements, a finished lower level & a fabulous fenced backyard retreat complete w/ a refreshing private pool, exceptional privacy & peaceful tree-lined views. Step inside to discover an inviting open layout enhanced by beautifully refinished natural hardwood floors, fresh paint, new interior trim, new interior & exterior doors & new lighting fixtures throughout. The completely refreshed kitchen features new finishes, tile flooring & new appliances and flows seamlessly into the adjoining living & dining spaces, creating an ideal setting for both everyday living & entertaining. Updated bathrooms feature new finishes & tile flooring, while the finished lower level provides additional flexible living space w/ new LVP flooring, perfect for a family room, recreation area, home office, guest space or gym. The extensive 2026 renovations go well beyond the beautiful interior and include a new architectural-shingle roof, new blown-in cellulose insulation throughout the attic, whole-home draft sealing, new HVAC system, new water softener/filter system, new sump pump motor, new kitchen & laundry appliances, new interior & exterior doors, new trim package & new lighting fixtures throughout. Outdoor improvements are equally impressive, including new bluestone front & rear patios w/ custom steel railings. The backyard is designed for relaxation & entertaining, offering a refreshing private pool surrounded by a fenced setting, mature trees & peaceful views. The pool has been professionally opened & serviced, recently fully drained, updated w/ new tile & caulking at the coping & includes a new robotic cleaner. A large tree on the property has also been professionally pruned & assessed for health & safety. And then there is the Hillsmere Shores lifestyle. Residents have access to a private sandy beach overlooking the Chesapeake Bay, private marina w/ boat slips & direct access to the South River, boat ramps, community swimming pool, waterfront pavilions, playgrounds, volleyball courts, picnic areas & an active calendar of events that creates a genuine sense of community. Whether spending summer days at the beach or pool, launching a boat for an afternoon on the water or gathering with neighbors along the waterfront, this is a community designed to enjoy the very best of Annapolis living. There is a voluntary HOA of just $25 annually for those wishing to use the Association. Quiet Waters Park, Hillsmere Elementary School, the library, shopping, restaurants, Eastport, Historic Downtown Annapolis & City Dock are all just minutes away, giving you the perfect blend of convenience, recreation & coastal charm. schedule your showing now to enjoy move-in-ready living and the quintessential Annapolis lifestyle. *** LIST OF UPGRADES IS ONE OF THE LAST PHOTOS ***

109 Sunset Dr, Annapolis

Listing courtesy of Winning Edge. Contact: 4434636009

$1,285,000
4 Beds 3 Baths
Discover elegance at 1227 Cross Road in Annapolis, Maryland, a stunning 2023-built home in the water-privileged Oyster Harbor community, elevated by upgrades made by the current owner since purchase. Enter through grand double doors into an open foyer with hickory hardwood floors, soaring ceilings, and crown molding. The great room impresses with a coffered ceiling, ceiling fan, fireplace, and large windows that flood the space with natural light. The gourmet kitchen is an entertainer’s dream, featuring a 5-foot quartz island, double oven, prep sink, breakfast nook, expansive walk-in pantry, and a butler’s pantry/wet bar upgraded by the owner for effortless hosting. The formal dining room, with its trey ceiling and designer windows, adds sophistication. A main-level office or in-law suite includes a full bath, ceiling fan, and custom California Closets added post-purchase for enhanced organization. Ascend the stunning, light-filled staircase, a true architectural centerpiece to the second floor. Here, a versatile loft/flex space is perfect for a family room, home office, or play area. Two additional bedrooms with ceiling fans and owner-installed California Closet systems offer comfort, with one boasting private bath access and a walk-in closet. The primary suite is a retreat, featuring recessed lighting, a trey ceiling, a spacious dressing/sitting area, a luxurious 6x6 shower, and a large walk-in closet with a California Closet upgrade. A laundry center, enhanced by the owner with custom cabinetry, granite countertops, and a Blanco sink, adds convenience. The oversized 2-car garage features 12-foot ceilings, an owner-applied epoxy floor, and a 240V electric vehicle hookup. A mudroom with custom storage cabinetry, added post-purchase, welcomes you from the garage. Additional owner upgrades include gutter guards, Cat6 wiring, pre-installed security system wiring, and a 1,500 sq ft conditioned crawl space for storage. Outdoors, relax on the 13x10 screened porch with recessed lighting, a thoughtful owner addition. Recent updates include kitchen backsplash subway tile, wet bar backsplash subway tile, fireplace surround and painting throughout. Enjoy Oyster Harbor’s waterfront amenities, including a boat ramp, pier, private beach, and opportunities for kayaking, fishing, and paddleboarding. With the current owner’s thoughtful upgrades since 2023, this Annapolis gem combines modern luxury with unparalleled functionality. View the full HD Video Tour and contact listing agent for a private in person tour.

1227 Cross Rd, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (703) 745-1212

$1,250,000
4 Beds 3 Baths
Set on 2.5 beautifully landscaped acres in the desirable community of The Meadows, this distinctive three-sided brick home offers an impressive combination of privacy, spacious one-level living, custom features, and exceptional indoor and outdoor entertaining spaces. With four generously sized bedrooms and three full baths on the main level, the home provides a versatile floor plan rarely found today. At the heart of the home is a beautifully appointed chef's kitchen designed for both serious cooking and casual gatherings. Features include stainless steel appliances, granite countertops, an oversized island with seating, two separate convection ovens, an electric cooktop, and quality KraftMaid cabinetry with a double pantry, pull-out storage, and under-lit glass-front cabinets. A custom wet/dry bar with wine cooler, wine rack, oversized sink, and instant hot water creates a dedicated entertaining area. The kitchen opens to the inviting family room with a gas fireplace, while the elegant living and dining rooms feature beautiful stone flooring and an oversized bay window that brings abundant natural light into the home. Plantation shutters add both architectural character and privacy. A spacious main-level laundry and mudroom with rear entrance, garage access, custom shelving, and generous storage makes everyday living exceptionally convenient. The main-level primary suite is truly a private retreat. An extraordinary 12' x 12' walk-in closet professionally organized by California Closets provides exceptional storage. The spa-inspired primary bath features dual vanities, an air-soaking tub, an oversized separate shower, a private water closet with a bidet, and marble tile flooring. The finished lower level dramatically expands the home's possibilities. An expansive clubroom with built-in cabinetry and bookshelves offers plenty of space for a pool table, media center, gaming area, or large gatherings. A separate room currently serves as a home gym but could easily be converted into an office, craft room, or additional flexible space. Multiple exterior entrances provide convenient access to the grounds. A custom hobby/utility area with specialized wiring and a commercial-size sink is ideal for pottery, creative projects, gardening needs, or even a dog-washing station. An additional conditioned storage area with heat and air provides valuable year-round storage. The outdoor spaces are equally impressive. Stone paver walkways lead to an expansive 1,407-square-foot multi-level stone patio, creating a spectacular setting for entertaining, dining, or relaxing outdoors. A Trex deck directly off the kitchen is ideal for grilling, while professionally landscaped gardens and an underground sprinkler system enhance the 2.5-acre setting. An oversized 613-square-foot side-entry two-car garage features a custom organization system, and an additional parking pad provides ample space for guests or oversized vehicles. An owned propane tank supplies the gas range, fireplace, and whole-house generator, providing additional comfort and peace of mind. Dual-zone HVAC includes one unit replaced in 2024. Additional features include public water, a septic system, and a voluntary HOA. Conveniently located for access to Annapolis, Baltimore, and Washington, D.C., this exceptional Meadows property offers a rare opportunity to enjoy acreage and privacy without sacrificing accessibility.

1812 Millridge Ct, Annapolis

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

$599,000
4 Beds 3 Baths
Welcome to Heritage, a sought-after Annapolis community where space, comfort, and convenience come together! This beautifully refreshed three-level Colonial offers four bedrooms, multiple living spaces, a huge fully fenced backyard, and an impressive list of recent updates—making it truly move-in ready. Step inside to fresh paint, new carpet and LVP flooring, updated fixtures and hardware, and a bright, welcoming layout designed for everyday living and entertaining. The updated kitchen features freshly painted cabinetry and a brand-new refrigerator and opens to the family room for an easy, connected flow. Formal living and dining rooms provide additional space to gather, while the fully enclosed sunroom with casement windows offers a wonderful spot to relax and enjoy views of the backyard. A convenient half bath and mudroom with laundry hookups complete the main level. Upstairs, you’ll find four generously sized bedrooms. The spacious primary bedroom features two closets, while the second and third bedrooms share a Jack-and-Jill bath with a brand-new shower. An additional full hall bath adds even more flexibility for busy mornings and overnight guests. The lower level expands your living space with a partially finished recreation room featuring new drywall and recessed lighting—ready for movie nights, a game room, home gym, office, or whatever suits your lifestyle. A large storage and utility room includes additional laundry facilities, and a waterproofing system installed in 2023 comes with a lifetime warranty for added peace of mind. Outside, the expansive fully fenced backyard is ready for entertaining, gardening, play, or simply enjoying more room to spread out. A composite deck and storage shed add even more functionality. Additional improvements include replacement windows and a roof replaced within approximately the last 10 years. And then there’s the location! Heritage residents enjoy access to community amenities including a pool, clubhouse, fields, and a footbridge over Spa Creek—all while being conveniently located near the shops, restaurants, waterfront, and unmistakable charm of Downtown Annapolis. With its generous space, extensive updates, fantastic backyard, and Annapolis location, this is a home you’ll want to experience in person. Welcome home!

402 S Cherry Grove Ave, Annapolis

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

$725,000
4 Beds 3 Baths
This charming Colonial-style home in the desirable Riva Trace community offers a perfect blend of comfort and convenience. Set on a spacious 0.27-acre lot, the well-maintained yard features a side yard and a rear yard with an inground pool, ideal for gardening or entertaining. Inside, the home boasts four bedrooms and two and a half bathrooms, providing ample space for relaxation. The cozy family room is enhanced by a fireplace with glass doors, perfect for creating a warm ambiance during cooler months. The family room also leads to an enclosed porch that also leads to the pool and rear yard. The unfinished basement with a walkout entrance offers potential for customization, whether for additional living space or storage. Enjoy the luxury of a personal pool, perfect for summer gatherings or quiet afternoons. The property is conveniently located near Ginger View Creek, offering a tranquil water feature for nature enthusiasts. Riva Trace is known for its strong community spirit, with nearby parks and recreational facilities that promote an active lifestyle. Residents benefit from access to quality schools and essential public services, ensuring a well-rounded living experience. With easy access to local amenities and a welcoming neighborhood atmosphere, this home is a fantastic opportunity for those seeking a vibrant community. This is the Cardiff model with many wonderful features. The price reflects TLC needed. Offers need to be submitted by Monday August 17th, 12:00pm EST

236 Autumn Chase Dr, Annapolis

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

$1,350,000
4 Beds 4 Baths
Welcome to this beautifully maintained, thoughtfully designed waterfront home that sits on just under a half of an acre, proudly offered by its original owner. Featuring 4 bedrooms, 3.5 bathrooms, and breathtaking water views, this exceptional property combines comfort, quality craftsmanship, and the ultimate Chesapeake Bay lifestyle. From the moment you step inside, you'll be greeted by soaring vaulted ceilings and an abundance of natural light that fills the home. The open floor plan is perfect for both everyday living and entertaining, while expansive windows showcase the stunning waterfront views. Step outside onto the impressive 48' x 12' deck, complete with a hot tub and a fully fenced backyard. Follow the path to your private pier, equipped with water and electric service, a manual Jet Ski lift, and a 10,000-pound electric boat lift. Enjoy being just minutes by boat from the mouth of the Chesapeake Bay, making this a dream location for boating, fishing, and waterfront enthusiasts. The heart of the home is the spectacular family room, featuring a floor-to-ceiling 17-foot stone fireplace with a wood-burning stove and a handcrafted wood mantel. The spacious kitchen is designed for both function and style, offering stainless steel appliances, granite countertops, stone backsplash, breakfast bar, and a large pantry. The separate dining area flows seamlessly into the main living space, creating the perfect setting for gatherings and entertaining guests. The main-level primary suite is a true retreat, featuring vaulted ceilings, two walk-in closets, private access to outside and a spacious en-suite bathroom with a walk-in shower and a relaxing jetted soaking tub. A convenient main-level laundry room completes the first floor. Upstairs, you'll find two generously sized bedrooms connected by a Jack-and-Jill bathroom featuring double sink vanity with a private shower and toilet area. An open loft/game room overlooks the main living area, providing additional flexible living space. The fully finished lower level offers an ideal in-law or guest suite with its own private entrance, laundry area, full kitchen, oversized bedroom, living room, office, full bathroom, and abundant storage. Every detail of this home has been thoughtfully designed for comfort, functionality, and the incredible waterfront setting. Whether you're relaxing on the deck, enjoying a day on the water, or entertaining family and friends, this home offers the perfect backdrop for making lifelong memories. Don't miss this rare opportunity to own an exceptional waterfront property that has it all.

1072 Little Magothy Vw, Annapolis

Listing courtesy of Real Estate Professionals, Inc.. Contact: 4102854800

$1,350,000
4 Beds 4 Baths
Beautifully updated 4-bedroom, 2 full and 2 half bath home offering the perfect blend of comfort, style, and convenience in the heart of Annapolis. Designed for both everyday living and entertaining, this home features an updated kitchen with modern finishes and newer appliances, including an induction cooktop and oven, refrigerator, dishwasher. Upstairs, the expansive primary suite serves as a private retreat, complete with a spa-inspired bathroom featuring a relaxing jetted soaking tub. The convenience of a second-floor laundry room makes everyday living even easier, with laundry located just steps from all four bedrooms. The finished basement offers exceptional flexibility and can be used as a recreation room, home office, fitness area, media room, or additional living space. Enjoy cozy evenings by the gas fireplace or relax outdoors on the updated screened porch and adjoining Trex deck—perfect for entertaining or enjoying your morning coffee. Located near shops, restaurants, and the library, this move-in-ready home offers the ideal combination of thoughtful updates, functional living space, and an exceptional Annapolis location. Don't miss the opportunity to make 203 S. Southwood Avenue your next home! Additional improvements - New HVAC system, new hot water heater and updated deck and screened patio. Additional Highlights - Community greenspace boasting zipline, fire pit and common grounds.

203 S Southwood Ave, Annapolis

Listing courtesy of ERA Martin Associates. Contact: 4107491818

$850,000
4 Beds 5 Baths
NEW PRICE OR- ASK ABOUT OUR LOWER-RATE PURCHASE OPTION. Space, flexibility and the Annapolis water-oriented lifestyle come together at 1007 Harbor Drive, offering 3722 finished square feet, four bedrooms, three full and two half baths, a two car garage and a finished lower level - all in the sought-after Annapolis Roads community. The versatile floor plan provides room to spread out, work from home, entertain and accommodate guests, while the finished lower level adds a recreation room, kitchenette, full bath, bonus room and private entrance. Outdoor living is equally impressive. Enjoy the screened porch, deck, 10-person hot tub and newly built fire pit with custom paver patio overlooking the level, fenced backyard. An extra-wide driveway provides parking for additional vehicles, a boat or RV, while the two-car garage offers extensive storage with a floored attic, shelving and cabinets. Inside, hardwood and luxury vinyl plank flooring, fresh paint, new upstairs carpet and recessed lighting complement a spacious main level with a wood-burning fireplace, dedicated living room/home office, dining space, kitchen with granite countertops and island, and a bright breakfast area with vaulted ceiling and skylights. Upstairs are four bedrooms, including a generous primary suite with sitting/dressing area, walk-in closet and its own laundry, plus an updated hall bath with double vanity. Major improvements include a two-zone HVAC system and most windows replaced in 2024, roof approximately 2020, refrigerator 2025, cooktop 2023 and dishwasher 2022. A Choice home warranty through 2030 conveys to the buyer. And then there's the lifestyle. Annapolis Roads residents enjoy access to a sandy community beach, boat ramp, waterfront park, playground, picnic area and pavilion along the Chesapeake Bay—all just minutes from Downtown Annapolis, Quiet Waters Park, shopping, dining and major commuter routes. No HOA.

1007 Harbor Dr, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005

$999,999
4 Beds 4 Baths
ALL PARTIES MUST SIGN HOLD HARMLESS AGREEMENT AND RETURN TO LISTING AGENT PRIOR TO ACCESSING THE PROPERTY. Welcome to an exceptional opportunity to build your dream waterfront estate at 1639 Colbert Road, Annapolis, MD 21409. Nestled on 5 private waterfront acres, this rare homesite offers the perfect blend of peaceful seclusion, natural beauty, and the convenience of Annapolis living. The current proposed plan features approximately 3,500 square feet of thoughtfully designed living space with 4 spacious bedrooms, 3 full baths, and 1 half bath. The open-concept floor plan is designed to maximize natural light and capture beautiful waterfront views while providing modern comfort and functionality for everyday living and entertaining. Prefer something uniquely your own? This is a to-be-built home, giving buyers the flexibility to customize the existing floor plan or work with the builder to design a completely custom home of up to 3,500 square feet that reflects their lifestyle and vision. Whether you envision a coastal-inspired retreat, a modern farmhouse, or a timeless custom residence, this extraordinary property provides the ideal canvas. Enjoy expansive outdoor living, endless opportunities for recreation on the water, and the privacy that only a five-acre waterfront setting can provide. Enjoy the privacy of a 5-acre waterfront setting while remaining just minutes from downtown Annapolis, shopping, dining, and commuter routes. Don't miss this unique opportunity to build the waterfront home you've always envisioned in one of Anne Arundel County's most desirable locations. Don't miss this rare chance to create a one-of-a-kind waterfront home in one of Annapolis' most desirable locations. Bring your vision to life and experience luxury waterfront living tailored specifically to you. See proposed floorplan in documents.

1639 Colbert Rd, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

$875,000
4 Beds 4 Baths
Welcome to 3249 Arundel On The Bay Road, an exceptional custom contemporary estate situated on over one private acre in one of Annapolis’ most exclusive waterfront communities. Appraised at $1,097,000 in January 2026, this remarkable property offers an incredible opportunity for instant equity while delivering the luxury lifestyle today's discerning buyers seek. A dramatic two-story foyer introduces light-filled interiors enhanced by oversized windows, custom finishes, and sophisticated design throughout. The open-concept layout centers around a beautifully appointed kitchen featuring stainless steel appliances, a spacious pantry, and designer lighting, creating the perfect setting for both intimate gatherings and grand entertaining. The impressive main-level primary suite serves as a private retreat with soaring ceilings, a loft, expansive walk-in closet, and spa-inspired bath. Additional bedrooms, versatile living spaces, a finished lower level with a custom fireplace feature wall, and a spectacular rooftop deck provide exceptional comfort and flexibility for family and guests. Step outside to your secluded backyard oasis surrounded by mature privacy trees, offering the perfect backdrop for outdoor entertaining and peaceful relaxation. A two-car garage with EV charging capabilities adds modern convenience, and the seller is willing to include the home's furnishings for a truly turnkey experience. Residents of Arundel On The Bay enjoy access to private beaches, boat ramps, fishing piers, kayak storage, and breathtaking Chesapeake Bay sunsets—all just minutes from downtown Annapolis, premier dining, marinas, and yacht clubs. Rarely does a property combine privacy, luxury, and the coveted Annapolis waterfront lifestyle so effortlessly. There's nothing like it in the area!

3249 Arundel On The Bay Rd, Annapolis

Listing courtesy of Keller Williams Capital Properties. Contact:

$899,900
4 Beds 4 Baths
OPEN HOUSE CANCELED. Welcome home! 810 Moran Drive is a beautifully updated home in the highly desirable Monticello community, offering over 3,900 finished square feet of thoughtfully designed living space in one of Annapolis' most convenient locations. Just minutes from Historic Downtown Annapolis, the Naval Academy, shopping, dining, commuter routes, and waterfront attractions, this home perfectly blends comfort, style, and LOCATION! Backing to mature trees and neighborhood walking trails, the private backyard provides a peaceful setting to relax or entertain. Enjoy outdoor living on the spacious deck with a recently reinforced structural beam and updated trim (2026), gather around the natural gas outdoor fireplace, or fire up the included Big Green Egg and grill (if so desired). Inside, you'll find freshly sanded and stained hardwood floors with new boards, updated railings, and stylish lighting fixtures throughout. The heart of the home is the beautifully renovated kitchen, featuring custom cabinetry installed approximately one year ago, generous workspace, and an ideal layout for everyday living and entertaining. The main level offers a dedicated home office, spacious living and dining areas, and a convenient powder room. Upstairs, you'll find four generously sized bedrooms, three full bathrooms, and a well-appointed laundry room, including a spacious primary suite designed for comfort and privacy. The finished lower level adds approximately 700 square feet of additional living space, while still providing ample unfinished storage. Plumbing has already been roughed in for a future bathroom, offering flexibility to create an additional bedroom, guest suite, or recreation space. Additional updates and features include a new HVAC air handler (2019), roof installed in 2010, updated fencing, natural gas fireplaces inside and out, and access to Monticello's sought-after community amenities, including a neighborhood pool and scenic walking trails. This move-in-ready home combines generous living space, quality updates, and an unbeatable Annapolis location—an exceptional opportunity you won't want to miss!

810 Moran Dr, Annapolis

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

$1,999,900
4 Beds 5 Baths
Prepare to be amazed by this rare waterfront opportunity offering 4 bedrooms, 4.5 baths with over 3000 square feet of living space with approximately 270-degree panoramic views of Gingerville Creek. Situated at the end of a quiet cul-de-sac, this exceptional property combines luxury, privacy, and an unbeatable location just minutes from Annapolis. Commuters will love the convenience of being just minutes from Exit 22, approximately 10 minutes to Route 50, and only 15 minutes to historic downtown Annapolis. For boating enthusiasts, this property is truly second to none. The private pier features a 10,000-pound boat lift, water and electric service, including two 220-volt outlets, three boat slips, floating dock and approximately 5+ feet of water at mean low water, making it ideal for larger vessels. A nearby marina and gas dock provide exceptional convenience for fueling, maintenance, and everyday boating adventures. The owners have meticulously maintained and updated the home with major improvements, including a new roof (2021) and upper-level HVAC system (2025). The exterior is equally impressive, featuring an attached two-car garage and driveway parking for up to six additional vehicles. Whether you're hosting family gatherings or waterfront celebrations, there's room for everyone. Step inside and you'll immediately be captivated by breathtaking water views. The welcoming living room features the first of two fireplaces and overlooks the creek, creating the perfect setting to relax year-round. As you continue into the heart of the home, you'll discover an expansive dining area surrounded by panoramic water views that will have you lingering over every meal. Sliding doors lead to a covered brick patio and an incredible backyard designed for entertaining on any scale—from everyday cookouts to milestone celebrations, weddings, corporate events, and unforgettable waterfront parties. Pet owners will appreciate the professionally installed invisible fence, allowing your four-legged family members to safely enjoy the expansive yard. The main level also offers a spacious kitchen, large family room, private office with a convenient half bath, a generously sized bedroom, and a full laundry room. Upstairs, the luxurious owner's suite offers stunning sunrise views over the creek and features an incredible layout with his-and-her bathrooms, a walk-in closet, and a true owner's retreat experience. Two additional bedrooms share a spacious full bath, while the loft provides the perfect second gathering space for movie nights, gaming, reading, or studying. A second laundry room on the upper level adds everyday convenience, and the walk-up attic with pull-down stairs provides abundant storage. Need even more flexibility? A detached waterfront office equipped with its own mini-split heating and cooling system creates the ideal work-from-home environment, art studio, or private retreat—all while enjoying incredible views of Gingerville Creek. Properties offering this combination of panoramic waterfront views, exceptional boating amenities, generous living space, thoughtful updates, and an unbeatable Annapolis-area location are extraordinarily rare. Complete photos, floor plans, and additional details will be available soon. Don't miss your opportunity to own one of the area's premier waterfront homes

120 Island View Dr, Annapolis

Listing courtesy of Pearson Smith Realty, LLC. Contact: listinginquires@pearsonsmithrealty.com

$1,115,000
4 Beds 4 Baths
Welcome to this exceptional single-family home nestled in one of Annapolis' most desirable neighborhoods. Offering more than 4,000 square feet of thoughtfully designed living space, this beautiful residence features 4 spacious bedrooms, 3.5 bathrooms, and an ideal layout for both everyday living and entertaining. Step inside to an inviting open floor plan highlighted by a dramatic two-story great room with soaring floor-to-ceiling windows, custom built-in bookshelves, a cozy fireplace, and double patio doors that fill the home with natural light. Rich hardwood flooring flows throughout the main level, adding warmth and timeless elegance. The gourmet kitchen is designed to impress with a large center island, stainless steel appliances, abundant cabinetry, expansive counter space, and plenty of room for preparing meals and gathering with family and friends. Just off the kitchen, the formal dining room is perfect for hosting holiday dinners, while the separate living room with its own fireplace offers an inviting space to relax. Upstairs, plush carpeting leads to the luxurious primary suite, a true retreat featuring a private sitting area, two walk-in closets, and a spa-inspired ensuite bath complete with a freestanding soaking tub, dual vanities, and a spacious walk-in shower. A secondary bedroom also features a private ensuite bath, while the additional bedrooms are generously sized with ample closet space. The expansive unfinished lower level offers endless possibilities to create the space you've always wanted—whether it's a home theater, fitness room, recreation area, guest suite, or additional living space. Located in a highly sought-after Annapolis neighborhood, this home offers the perfect blend of privacy, comfort, and convenience, with easy access to shopping, dining, parks, marinas, and everything historic downtown Annapolis has to offer. Don't miss this incredible opportunity to own a spacious, light-filled home in one of Annapolis' premier communities. More details and professional photos coming soon!

979 Bramleigh Ln, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535

$1,575,000
4 Beds 4 Baths
Nestled along one of the most prestigious streets in Historic Annapolis, 268 King George Street presents a rare opportunity to own a beautifully renovated residence just steps from the U.S. Naval Academy, St. John's College, City Dock, Main Street, Spa Creek, and the Chesapeake Bay. Offering the perfect blend of historic charm and sophisticated modern living, this exceptional home places you at the center of everything that makes Downtown Annapolis one of Maryland's most desirable destinations. A welcoming covered front porch sets the tone for the home, providing the perfect place to relax, greet neighbors, or enjoy the charm of one of Annapolis' most iconic streets. Inside, timeless architectural details, including rich heart pine floors, soaring ceilings, elegant moldings, and oversized windows, are beautifully complemented by thoughtful, high-end renovations. Designed for both everyday living and effortless entertaining, the main level features elegant formal spaces, including a gracious dining room anchored by a beautiful fireplace and a spacious living room filled with natural light. The gourmet kitchen is appointed with premium appliances, custom cabinetry, generous workspace, and opens seamlessly to a sun-filled four-seasons room, creating an inviting gathering space for family and friends. Upstairs, the luxurious primary suite offers a peaceful retreat highlighted by two walk-in closets with custom built-in organization systems, providing exceptional storage rarely found in Historic Annapolis homes. The beautifully renovated bathrooms showcase designer-inspired tilework, custom vanities, and sophisticated finishes that blend timeless style with modern comfort. Additional bedrooms offer generous accommodations, while the private third-floor suite provides the ideal space for guests, a home office, fitness studio, or additional living area.Outside, a beautifully landscaped courtyard offers remarkable privacy and a tranquil setting for outdoor dining, entertaining, or quiet evenings in the heart of downtown. From your front door, enjoy easy access to award-winning restaurants, boutique shopping, waterfront parks, marinas, sailing, museums, galleries, and the vibrant energy of City Dock. Whether you're looking for a full-time residence or an exceptional Annapolis retreat, 268 King George Street offers an extraordinary opportunity to experience luxury living in one of Maryland's most treasured historic waterfront communities.

268 King George St, Annapolis

Listing courtesy of Monument Sotheby's International Realty. Contact: (443) 906-3848

$2,250,000
4 Beds 5 Baths
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.

62 Southgate Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

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4 Bedroom Annapolis Real Estate

Our website features the best real estate search for 4 bedroom properties available in Annapolis and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!