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Browse All Annapolis MD Single Family Properties for Sale

$3,000,000
5 Beds ⋅ 2 Baths
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.

1979 Baltimore Annapolis Blvd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$500,000
4 Beds ⋅ 2 Baths
Beautifully updated 4 bedroom, 2 full bath home with a fully finished walkout lower level in a convenient Annapolis location. The main level offers an open living, dining and kitchen area with a large center island, updated cabinetry, quartz countertops, stainless steel appliances and designer lighting. Step directly from the kitchen onto the rear deck overlooking the fully fenced backyard, perfect for relaxing or entertaining. Three bedrooms and a beautifully renovated full bathroom complete the main level. The lower level includes a spacious recreation room with walkout access to the backyard, a fourth bedroom, second full bathroom, utility room and additional storage space. Recent updates include a remodeled kitchen and bathrooms, luxury vinyl plank flooring, carpet, modern lighting and fresh finishes. Conveniently located near Downtown Annapolis, shopping, dining, parks, commuter routes and the U.S. Naval Academy.

379 Blossom Tree Dr, Annapolis

Listing courtesy of Samson Properties. Contact: 3018542155
$655,000
3 Beds ⋅ 3 Baths
Welcome to 1302 Homewood Lane, a beautifully refreshed single-family home tucked away on one of the nicest lots in the established Heritage community of Annapolis. Located on a quiet cul-de-sac and backing to open space, this home offers a wonderful combination of privacy, comfort, and convenience. With approximately 2,950 square feet of living space, this spacious home features a large primary bedroom with a private bath, two additional bedrooms, and a hall bath on the upper level, plus a convenient half bath on the lower level. The main level has been freshly updated with new luxury vinyl plank flooring, while the bedrooms and family room feature new carpet. The entire home has also been freshly painted, creating a bright, clean, move-in-ready feel throughout. The Main level features a nice sized kitchen, space for a kitchen table. A large living room that has access to the large deck in the rear of the house. There is also a separate area for a formal dining table. The generously sized family room provides a welcoming gathering space complete with a fireplace, perfect for relaxing on cozy evenings. A large storage area and laundry room provide plenty of practical space for everyday living and organization. Step outside and enjoy the home's exceptional setting. The huge rear deck has been freshly stained and offers plenty of room for outdoor dining, entertaining, or simply enjoying the peaceful surroundings. A screened-in porch provides another inviting space to relax while taking in the private, open-space backdrop. Ideally located in Annapolis, the Heritage community offers a community pool and easy access to shopping, restaurants, downtown Annapolis, and major commuter routes including Routes 50 and 97. This is a fantastic opportunity to enjoy a spacious, updated home in a peaceful setting while remaining close to everything Annapolis has to offer. Move-in ready and waiting for its next owner—come see all that 1302 Homewood Lane has to offer!

1302 Homewood Ln, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$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
$949,900
6 Beds ⋅ 5 Baths
Welcome to a truly exceptional offering in St. Margarets Landing! Prime location meets turn-key design on a coveted corner lot, strategically hand-selected by the original owner for its sunlit openness, minimal pass-through traffic, and immediate gate access to neighborhood walking paths. Inside, real hardwood flooring spans the main level, upper level hallway, and all staircases. Spanning 6 total bedrooms and 4.1 baths, the flexible layout is designed for modern multi-generational living with two Primary Suite options —including a main-level primary featuring soaring vaulted ceilings, and an upper-level primary suite alongside 3 additional spacious bedrooms. NOTE FOR SHOWINGS: Tax records incorrectly reflect the finished lower-level square footage; the basement actually features an expansive 900 sq. ft. in-law / multi-generational suite with an outside private entrance, designed for complete flexibility, along with two massive dedicated storage areas (see floor plans in photos). The lovely main level flows seamlessly through a formal living room, great room with stone gas fireplace, breakfast area, large kitchen with plenty of counter space, formal dining area, laundry room, and garage entrance. Dual sliding glass doors off of the breakfast area lead to your outdoor retreat: a generous back deck and paver patio overlooking a fully vinyl-fenced backyard wrapped in mature, privacy-enhancing arborvitae trees and served by a 9-station irrigation system. Peace of mind is built right in, anchored by a roof replaced within the last five years and a full-home Generac backup generator that kicks on automatically in 30 seconds. Located in the top-rated Broadneck School District, 605 Lighthouse Landing also affords rapid access to premier private education including St. John the Evangelist, Severn School, The Key School, Indian Creek, and the U.S. Naval Academy. An ideal commuter hub close to major employers like Fort Meade, NSA Headquarters, defense tech corridors (Lockheed Martin, Northrop Grumman, Booz Allen), Luminis Health Anne Arundel Medical Center, and downtown Annapolis. From Annapolis - St Margarets Rd (179) to Whitehall Rd, right again on Whitehall rd.

605 Lighthouse Landing Ln, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (866) 987-3937
$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
$995,000
3 Beds ⋅ 3 Baths
Live the ultimate Downtown Annapolis lifestyle at 8 Constitution Square. Tucked away on a quiet, neighborly cul-de-sac in Murray Hill, this home offers a seamless blend of tranquility and effortless downtown walkability. Skip the parking headaches of historic downtown. Here, you'll enjoy your own private driveway on a low traffic street, giving you a true neighborhood feel right in the heart of the 21401 zip code. Stroll just one block to Maryland Hall to see a local art exhibit or concert, launch a kayak from Amos Garrett Park, take a short walk to Navy-Marine Corps Memorial Stadium on game day, or head down to West Street and City Dock for world-class dining, shops, and waterfront nightlife. Inside, this meticulously updated home shines with light-filled, open living spaces wrapped in gleaming hardwood floors. The main-level family room impresses with dramatic cathedral ceilings, bright skylights, and gorgeous gas fireplace, the ideal focal point for crisp autumn evenings. Step through the main living area directly out to your expansive, fully fenced backyard oasis, a rare find in downtown living. Whether you are hosting a pre-game tailgate, entertaining friends after a night out in Eastport or Downtown, or simply unwinding around the fire pit under the stars, this private outdoor haven delivers space you rarely find this close to the water. Offering single-family privacy without sacrificing walkable luxury, this is a unique, turn key, Annapolis gem. *Buyer to verify square footage

8 Constitution Sq, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425
$1,600,000
3 Beds ⋅ 3 Baths
Thank you to everyone’s overwhelming interest in this magnificent property. The sellers have accepted an offer and the Sunday open house will be canceled. Welcome to 1674 Homewood Landing Road, a rare opportunity to own a spectacular waterfront property nestled along the coveted shores of White Hall Creek. Offering 3 bedrooms, 2.5 bathrooms, and approximately 2,380 square feet, this home sits on an incredible deep-water lot with direct access to the Chesapeake Bay—making it a true boater's paradise. Whether you're an avid sailor, fisherman, or simply love life on the water, you'll appreciate the protected deep-water location and effortless access to the bay, waterfront restaurants, and endless cruising destinations. The existing home offers the opportunity for a complete renovation, while the premium waterfront setting provides the perfect canvas to design and build the custom home you've always envisioned. Surrounded by luxury waterfront properties, this is a chance to create an extraordinary estate tailored to your lifestyle. Imagine waking up to panoramic water views, spending your afternoons boating on the Chesapeake, and ending each day with breathtaking sunsets over Whitehall Creek. Opportunities like this are increasingly rare, bring your vision and transform this exceptional property into the waterfront retreat of your dreams.

1674 Homewood Landing Rd, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690
$897,500
5 Beds ⋅ 5 Baths
Welcome to 52 Primrose Hill Lane—the original model home in Craftmark's sought-after Primrose Hill community, where timeless architecture meets modern, low-maintenance living in the heart of Annapolis. Designed with both style and sustainability in mind, this exceptional residence offers nearly 4,000 square feet of thoughtfully curated living space, allowing you to spend less time on upkeep and more time enjoying the Chesapeake Bay lifestyle. Classic Georgian architecture is paired with a clean, sophisticated interior featuring custom built-ins, fine millwork, designer lighting, and a marble-surround gas fireplace. Every detail has been carefully selected to create a home that is both elegant and highly functional, with oversized closets and dedicated storage spaces throughout. The open-concept main level is ideal for everyday living and entertaining. A gourmet chef's kitchen features quartz countertops, an oversized island, energy-efficient appliances, and designer finishes, flowing seamlessly into light-filled dining and gathering spaces. The versatile floor plan offers two private en-suite bedrooms, making it ideal for guests or multigenerational living. The finished lower level provides flexible space for a home office, fitness studio, media room, or additional entertaining area. Step outside to a private paved patio, or take advantage of the exceptional amenities just across the street, including hiking trails, a fitness center, pickleball and tennis courts, and expansive recreation facilities. The location is truly unmatched. Bike to Eastport's vibrant waterfront restaurants, live music venues, marinas, and yacht clubs, or hop aboard the water taxi for a scenic ride into historic downtown Annapolis. Shopping, dining, and everyday conveniences are all just minutes away, offering the very best of Annapolis and Chesapeake Bay living. Additional highlights include a spacious two-car garage with room for vehicles, bicycles, and water sports equipment, a private driveway with parking for two additional vehicles, and convenient neighborhood overflow parking for guests. Beautifully appointed, exceptionally maintained, and perfectly located, 52 Primrose Hill Lane offers an elevated lifestyle in one of Annapolis's most desirable communities.

52 Primrose Hill Ln, Annapolis

Listing courtesy of Curtis Real Estate Company. Contact:

$985,000
5 Beds ⋅ 4 Baths
Welcome home to this beautifully updated 5-bedroom, 3.5-bath residence offering the perfect blend of space, style, and location. A stunning two-story addition creates an expansive main-level family room and an unforgettable upper-level bedroom featuring a loft and an incredible built-in slide—sure to be a favorite for kids and guests alike. The thoughtfully designed upper level also includes the convenience of a laundry room and ALL five bedrooms. The kitchen was tastefully updated in 2026 with new appliances, making it ready for everyday living and entertaining. Step outside to a fully fenced backyard that backs directly to the Goshen Farm Preservation Society, where you’ll enjoy scenic walking trails, community events, and peaceful natural surroundings right outside your gate. Convenience is another highlight of this home. Just a short walk away, you’ll find a neighborhood shopping center with a grocery store, coffee shop, restaurants, hair and nail salons, and other everyday essentials. Multiple parks are also within walking distance, making this an ideal location for enjoying an active lifestyle.

1408 Cape St Claire Rd, Annapolis

Listing courtesy of Home Towne Real Estate. Contact: 8882252736
$1,150,000
3 Beds ⋅ 3 Baths
Set above the South River on 1.28 acres, 2758 Bon Haven Lane offers the feeling of a private waterfront retreat without sacrificing everyday convenience. Mature trees and over 100 feet of shoreline frame water views and offer the property a wonderfully serene quality. The private pier has approximately five feet of mean low water, two lifts (jet ski and 10,000 lbs), and immediate access to the South River creates an ideal launching point for days on the Chesapeake Bay. The home unfolds across three thoughtfully arranged levels. The main level welcomes you through a central foyer, with a comfortable bedroom set privately to one side. The principal gathering spaces include a generous dining area that flows naturally into the spacious kitchen. The kitchen island offers ample room for everyday dining and the open concept space creates an inviting setting for hosting. Direct access to the attached two-car garage adds convenience. Upstairs, the primary bedroom enjoys generous proportions, a walk-in closet, and a wood-burning fireplace. The ensuite bathroom has a dual sink vanity and a large window for natural light. The second bedroom on this floor, with hardwood floors, is spacious and bright and has a hall bathroom just outside the room. Both bedrooms overlook and have open onto the home’s standout screened porch, a nearly full-width outdoor room with a vaulted wood ceiling and elevated, treehouse-like perspective over the landscape. It makes a wonderful sleeping porch on cooler evenings. The finished walk-out lower level offers a large family room anchored by a second wood-burning fireplace, along with a separate laundry room, half bath, and storage. From here, sliding doors open to a brick, covered patio and an expansive waterside deck, creating an effortless progression from indoor living to outdoor entertaining and the path to the pier. In addition to your private waterfront, the community amenities create opportunities to gather: a sandy beach, picnic areas, boat ramp, community pier and slips. Despite its tremendously private setting, the location is notably convenient. Downtown Annapolis is an easy drive, while nearby Routes 50 and 97 provide straightforward access to Baltimore and Washington, D.C.

2758 Bon Haven Ln, Annapolis

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

$834,999
4 Beds ⋅ 4 Baths
Tucked away on a quiet, wooded homesite, this beautiful 4BR/3.5BA single-family home offers the perfect combination of privacy, space, and natural beauty. Sunlight fills all three finished levels, creating a bright and inviting atmosphere throughout. The upper level features three bedrooms, including a spacious primary suite with a beautiful luxury bath, dressing room, new wood flooring, and new closet doors. The open-concept main level is perfect for everyday living and entertaining, featuring a screened porch and a spectacular brand-new (2026) composite deck overlooking the peaceful wooded setting. The finished walkout lower level includes a large family room, full bathroom, fourth bedroom, patio, and brand-new flagstone walkway providing a private entrance—ideal for multigenerational living, guests, or a home office. The elevated wooded lot offers exceptional privacy and scenic views, while beautifully landscaped side yards provide additional outdoor living space. Oversized two-car garage. Just a 2-minute walk to a neighborhood park with a playground, tennis courts, basketball courts, and open green space. A rare opportunity to enjoy peaceful woodland living with everyday conveniences just minutes away. Major system upgrades provide peace of mind, including a new lifetime warranty architectural shingle roof and gutters (2023), new hot water heater (2023), and HVAC system replaced in 2018. The home was also freshly repainted in 2022, making it truly move-in ready. BRAND NEW 2026 50YR COMPOSITE WOOD DECK! Brand new laminate wood floors and closet doors in the master bedroom closet/changing room!

1070 Foxcroft Run, Annapolis

Listing courtesy of Trademark Realty, Inc. Contact:

$2,999,900
5 Beds ⋅ 5 Baths
There are waterfront homes...and then there are waterfront estates that redefine luxury. Welcome to 1486 Downham Market, an extraordinary deep-water retreat in the prestigious Downs on the Severn, where timeless architecture, exceptional craftsmanship, and one of the finest protected waterfront settings in the region come together to create a home that is truly without equal. Perfectly positioned at the mouth of Clements Creek, one of the Severn River's most sought-after natural hurricane holes, this remarkable estate offers the security and protection that experienced boaters value most. The impressive 180-foot private pier is a destination in itself, featuring three slips, 50-amp shore power, reinforced pilings ready for lifts, full riparian rights, and approximately 11 feet of mean low water—ideal for everything from a Hinckley or Chris-Craft to a Viking, Pursuit, Boston Whaler, or large motor yacht. Spend your days cruising the scenic Severn River, heading into Annapolis Harbor for waterfront dining, sailing with friends, or venturing onto the Chesapeake Bay whenever adventure calls—all just moments from your private dock. Inside, walls of glass capture breathtaking water views from nearly every room, creating a seamless connection between the home and its spectacular waterfront setting. More than 5,000 finished square feet of beautifully designed living space blends sophisticated coastal elegance with exceptional comfort. Soaring ceilings, rich hardwood flooring, designer lighting, and thoughtfully curated finishes create an atmosphere that is both grand and welcoming. The gourmet kitchen is designed for gathering, featuring commercial-grade appliances, granite countertops, gas cooking, and seamless flow into gracious living and dining spaces centered around a dramatic two-sided stone fireplace where conversations linger long after dinner has ended. The primary suite is a private sanctuary overlooking the water, complete with its own sitting room and fireplace, a luxurious spa bath beneath a skylight, soaking tub, oversized glass shower, and custom walk-in closet. Family and guests enjoy exceptional privacy with spacious ensuite accommodations and thoughtfully designed Jack-and-Jill bedrooms, while the walk-out lower level transforms entertaining into an experience with a recreation room, wet bar, wine storage, fitness room, fifth bedroom, full bath, and a stunning glass-enclosed sunroom ready for a future hot tub overlooking the river. Outdoor living is nothing short of spectacular. Expansive multi-level decks invite peaceful mornings with coffee overlooking the water, afternoons spent watching boats drift by, lively summer celebrations with family and friends, and unforgettable evenings as the sun sets across the Severn River. Every space has been designed to embrace the beauty, tranquility, and ever-changing scenery that make waterfront living so extraordinary. Practical luxury is equally impressive with a brand-new septic system and advanced whole-house water treatment featuring reverse osmosis and ultraviolet purification, providing confidence and peace of mind for years to come. Life in Downs on the Severn extends well beyond your property line. Residents enjoy two private marinas, a waterfront clubhouse, swimming pool, tennis and pickleball courts, and one of Annapolis' most prestigious waterfront communities—all just minutes from Historic Annapolis, exceptional dining, shopping, and convenient access to Baltimore and Washington, D.C. Properties of this caliber are exceptionally rare. Combining protected deep water, an extraordinary private pier, luxurious living, and one of the Severn River's most coveted locations, 1486 Downham Market is more than a home—it is a legacy waterfront estate where unforgettable moments, lifelong traditions, and the very best of Annapolis living begin.

1486 Downham Market, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,750,000
4 Beds ⋅ 3 Baths
Set back off the road on a quiet cul-de-sac in the coveted Saefern community, this contemporary home offers peaceful water views, a private wooded setting, and endless potential to make it your own. Whether you're looking to move right in and enjoy the home as it is or reimagine the space into your dream retreat, this property presents an incredible opportunity in one of Annapolis' most sought-after waterfront communities. Designed to embrace its natural surroundings, the home is filled with light and features soaring ceilings, warm wood architectural details, and expansive windows that bring the outdoors in. The dramatic living room is anchored by a striking brick fireplace and flows into the dining area and kitchen, creating an inviting space for gathering. Three sets of sliding glass doors open to the expansive balcony, seamlessly blending indoor and outdoor living while framing peaceful water and woodland views. Just beyond, the enclosed porch with vaulted ceilings provides a year-round place to relax while taking in the peaceful water and woodland views. The thoughtfully designed main level offers two bedrooms, including a spacious primary suite with a private sitting area and ensuite bath, along with a second bedroom that is served by a full hall bath, ideal for guests, family, or a home office. The walkout lower level expands the living space with a generous family room featuring a second fireplace, a built-in bar area, and access to the adjoining sunroom and patio, creating the perfect setting for entertaining. Two additional bedrooms are located on this level, including one with a private ensuite bath and private patio. An additional bedroom offers flexible accommodations for guests or multigenerational living. Life in Saefern is about much more than the home itself. Membership in the renowned Saefern Saddle & Yacht Club (SSYC) includes a boat slip, marina, swimming pool, tennis and pickleball courts, horse stables, dog park, playground, and an active community lifestyle. Just minutes from Historic Annapolis, the U.S. Naval Academy, shopping, dining, and convenient commuter routes to Washington, D.C. and Baltimore, this is a rare opportunity to invest in a home with outstanding bones, water views, and the chance to create something truly special. Welcome Home!

500 Sara Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$600,000
3 Beds ⋅ 2 Baths
Discover the opportunity to create your dream home in one of Annapolis’ most desirable waterfront communities. Nestled on nearly half an acre, this charming property offers privacy, mature surroundings, and endless potential just minutes from Historic Downtown Annapolis, the U.S. Naval Academy, shopping, dining, and commuter routes. With approximately 1,872 square feet of living space, 3 bedrooms, two full bathrooms, this home provides a solid foundation for renovation, expansion, or personalization to suit your lifestyle. Whether you’re searching for a primary residence, a weekend retreat, or an investment opportunity, this property offers the rare combination of a generous homesite and an exceptional location. Enjoy the peaceful setting of Luce Creek while remaining close to marinas, parks, waterfront recreation, and all that Annapolis has to offer. Opportunities like this don’t come along often—bring your vision and make this property your own. Established neighborhood in Annapolis. Minutes to downtown, shopping, restaurants, and waterfront attractions Excellent opportunity to renovate or customize

1871 Luce Creek Dr, Annapolis

Listing courtesy of Real Broker, LLC. Contact: 8504500442
$559,000
4 Beds ⋅ 4 Baths
Welcome to 79 Windwhisper Lane, a refreshed contemporary home featuring vaulted ceilings, fresh neutral paint, new carpeting, hardwood floors, and a bright kitchen with marble-look tile and stainless-steel appliances. The family room includes a fireplace and opens to a spacious rear deck overlooking a tree-lined yard. A finished lower level adds flexible living space, a bedroom, and a full bath, while the attached one-car garage, newer roof, and central air provide added convenience.

79 Windwhisper Ln, Annapolis

Listing courtesy of Sell Your Home Services. Contact: 8882193009
$835,000
3 Beds ⋅ 3 Baths
Showcasing timeless elegance and exceptional craftsmanship, this stunning Hardi Plank and stone Craftsman residence seamlessly blends sophisticated design with everyday comfort. Offering 3 bedrooms and 2.5 baths, the home welcomes you with rich hardwood flooring throughout the main level and an inviting family room highlighted by a gas fireplace and custom built-in shelving. Designed to impress, the gourmet kitchen is a true culinary masterpiece featuring a Wolf Professional 36-inch induction range, an expansive granite center island, a walk-in pantry, under-cabinet lighting, a designer tile backsplash, and beautifully crafted maple shaker-style cabinetry. The adjoining dining area is generously proportioned and bathed in natural light, creating an ideal setting for both intimate gatherings and effortless entertaining. The serene primary suite serves as a private retreat, complete with a spa-inspired statement bath and two spacious walk-in closets. Two additional generously sized bedrooms provide comfort and versatility for family or guests. The professionally finished lower-level office offers the perfect work-from-home environment, while the expansive unfinished area presents outstanding potential for future living space, recreation, or storage. Thoughtfully designed custom closet systems throughout the home provide exceptional organization. Outdoor living is equally captivating. A spacious deck overlooks a tranquil wooded backdrop, creating a peaceful sanctuary for morning coffee, evening relaxation, or bird watching. The rear yard is fully enclosed by a 6-foot vinyl privacy fence and enhanced by beautifully curated, low-maintenance landscaping, offering both beauty and privacy. Perfectly situated just minutes from Towne Centre, Historic Downtown Annapolis, and Annapolis Harbour Center, this exceptional residence offers an enviable combination of luxury, convenience, and enduring style in one of the area's most desirable locations.

126 Marquise Ln, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 224-4999
$475,000
4 Beds ⋅ 2 Baths
Welcome to 1099 Linden Tree Drive, an incredible opportunity to own a four-bedroom, two-full-bath colonial in the desirable waterfront community of Cape St. Claire! Offering approximately 1,880 finished square feet, this home provides a functional layout with plenty of room for everyday living, working from home and entertaining. Several important updates have already been completed, including a newer roof, well pump, hot water heater, windows, heat pump, gutters, gutter guards and attic insulation. These improvements provide added value while still allowing the next owner the opportunity to personalize the home and make it their own. Outside, enjoy a spacious deck overlooking the fully fenced backyard—perfect for pets, play, gardening or summer gatherings. Cape St. Claire residents enjoy access to multiple community beaches, parks and marinas, while nearby parks offer trails, athletic fields, playgrounds, picnic areas and additional outdoor recreation. Conveniently located near shopping, schools, Route 50, the Chesapeake Bay Bridge, Downtown Annapolis and Maryland’s Eastern Shore, this home offers a wonderful combination of community amenities, outdoor recreation and commuter convenience. Bring your vision and make this Cape St. Claire home your own!

1099 Linden Tree Dr, Annapolis

Listing courtesy of Samson Properties. Contact: 4439757555
$899,900
4 Beds ⋅ 2 Baths
Welcome to 1169 Latrobe Drive in the sought after Cape St. Claire community on Annapolis’ Broadneck Peninsula. This is more than a home. It’s an opportunity that’s becoming harder and harder to find. Filled with natural light, this four bedroom, two bathroom home sits on an expansive lot with endless possibilities. Start your mornings in the bright glass enclosed sunroom overlooking the backyard, spend summer afternoons by your private pool, and enjoy beautifully maintained landscaping with multiple outbuildings that provide incredible flexibility for hobbies, storage, or future projects. Whether you’re entertaining friends, relaxing with loved ones, or simply enjoying the privacy of your own outdoor retreat, this property offers the space to do it all. The oversized lot is the true centerpiece. Renovate the existing home, expand to fit your lifestyle, explore investment opportunities, or build the custom home you’ve always envisioned. The property has already been subdivided!! Life in Cape St. Claire is about more than just your home. Enjoy community beaches, fishing piers, a marina, waterfront parks, playgrounds, and the Chesapeake Bay lifestyle that makes this one of Annapolis’ most beloved communities. Launch your kayak, spend evenings watching sunsets over the water, meet neighbors at community events, and enjoy the convenience of being just minutes from downtown Annapolis, shopping, restaurants, commuter routes, and top Broadneck area amenities. With an expansive lot, incredible outdoor living, a highly desirable location, and outstanding long term potential, this is a rare opportunity to enjoy today while investing in tomorrow.

1169 Latrobe Dr, Annapolis

Listing courtesy of Samson Properties. Contact: 7033788810
$595,000
4 Beds ⋅ 3 Baths
Nestled in the charming Cape St. Claire community, this exquisite split foyer home offers a perfect blend of comfort and luxury. With 2,168 square feet of thoughtfully designed living space, this residence features four spacious bedrooms including a massive owners suite and three full bathrooms, ensuring ample room for relaxation and entertaining. Step inside to discover a warm and inviting atmosphere, highlighted by an open floorplan that seamlessly connects the kitchen and dining areas. The kitchen, complete with electric appliances and generous table space, is perfect for culinary enthusiasts. Enjoy cozy evenings by the fireplace, where natural light pours in. The fully finished basement offers endless possibilities, whether you envision a home gym, office, or additional living space. Outside, sits on the perfect corner lot, providing a unique outdoor experience. Just a short stroll away, indulge in the community's exceptional amenities, including access to the beautiful Chesapeake Bay and Magothy River. Imagine sipping your morning coffee on the porch while taking in serene water views, or spending weekends at the nearby beach and boat dock. This property is not just a home; it's a lifestyle, offering a perfect blend of tranquility and recreation. Experience the best of waterfront living in this exclusive community, where every day feels like a vacation.

994 Hillendale Dr, Annapolis

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$649,900
4 Beds ⋅ 3 Baths
Experience the perfect blend of modern luxury and waterfront living at 1412 Ellis Road in the highly sought-after, water-privileged community of Oyster Harbor. This beautifully renovated home offers exceptional style, flexible living spaces, and outstanding indoor and outdoor entertaining—all just minutes from downtown Annapolis. The main residence features 3 spacious bedrooms and 2 full bathrooms, thoughtfully updated with today's finishes and designed for comfortable everyday living. The gourmet kitchen is the heart of the home, showcasing sleek cabinetry, premium appliances, and generous prep space, making it ideal for everything from casual family meals to hosting friends. A standout feature of this property is the detached studio suite, complete with its own kitchen, full bathroom, and washer and dryer. Perfect as a guest house, private home office, creative studio, or space for extended family. Does someone need a place to stay when visiting the Naval Academy. $$ This would work. The inviting living area offers a warm, welcoming atmosphere year-round. During the cooler months, relax in the cozy interior spaces, and when the weather warms up, step outside to enjoy two expansive rear decks that seamlessly extend your living space outdoors. Whether you're grilling, dining under the stars, or simply unwinding with family and friends, these outdoor spaces were designed to be enjoyed in every season Beyond the home, Oyster Harbor provides an exceptional Chesapeake Bay lifestyle with community amenities that include a private beach, boat ramp, fishing pier, kayak launch, playground, and picnic area. Here, you'll enjoy the charm of waterfront living while remaining just minutes from Historic Annapolis, shopping, restaurants, and major commuter routes.

1412 Ellis Rd, Annapolis

Listing courtesy of Compass. Contact: (443) 873-3585
$3,395,000
4 Beds ⋅ 4 Baths
Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. Don't miss your chance to own the last remaining waterfront lot and be in your new home by next boating season in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to work with the builder to design and build your dream home on a premium lot offering 57 feet of serene waterfront on protected Lake Ogleton. Also listed as just a lot without a house package. Enjoy breathtaking, unobstructed views and the peaceful lifestyle that only true waterfront living can offer. Whether you're envisioning a luxurious modern retreat or a timeless coastal home, this lot is the perfect canvas. Contact the listing agent for insight and inspiration on potential home designs tailored to this exceptional property. Bay Ridge is renowned for its rich history, vibrant community, and unmatched amenities, including a bayfront community pool and newly renovated clubhouse, sandy beaches and scenic waterfront , a large community marina, basketball and pickleball courts, a children's playground, and year-round community events. Located just minutes from downtown Annapolis and Eastport, Bay Ridge offers the charm of a tight-knit neighborhood with the convenience of city access. Experience the perfect blend of tranquility and community in one of the most desirable waterfront enclaves on the Chesapeake Bay. This is more than just a lot—it's the beginning of your dream lifestyle and opportunity to customize the perfect paradise.

48A E Lake Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$600,000
3 Beds ⋅ 2 Baths
Welcome home to this beautifully renovated split-level in a sought-after community! Featuring a bright, open floor plan with quality finishes throughout, this move-in ready home offers wood floors, an updated kitchen, and fully renovated baths. The three-bedroom layout provides comfortable living spaces designed for today's lifestyle. Nestled on a private, wooded 0.40-acre lot backing to Annapolis Waterworks Park, you'll enjoy peaceful views and direct access to nature right in your backyard. An oversized one-car garage offers ample room for a workshop, hobbies, and extra storage, while the encapsulated crawl space provides even more storage options. New septic tank. New roof and heat pump installed in 2024. Residents appreciate the community elementary school and voluntary association. The location is truly exceptional—just minutes from downtown Annapolis, the medical center, shopping, restaurants, and local pubs. Commuters will love the quick access to major routes, making travel throughout the region a breeze. This turnkey home combines charm, convenience, and value in one fantastic package. Don't miss your chance to make it yours!

622 Wayward Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$874,900
3 Beds ⋅ 3 Baths
Experience the best of the Annapolis maritime lifestyle in this beautifully renovated coastal-inspired home, ideally located in the sought-after Hillsmere Shores community one block from the marina, private beach, waterfront playground/parks, community pool, and boat ramp. Thoughtfully redesigned with high-end finishes throughout, this turnkey home offers the perfect blend of style, flexibility, and everyday comfort. The bright, open main level is designed for gathering, featuring a beautifully updated white kitchen with quartz countertops, stainless appliances, custom backsplash, generous workspace, and seamless flow into a dining and seating area accented by shiplap details and French doors opening to an expansive entertaining deck overlooking the oversized, fully fenced backyard. The spacious primary suite includes a sitting area, custom California Closets walk-in, and a bathroom with 4' vanity, an extra large Smart Mirror/Medicine Cabinet and marble shower. The walkout lower level offers exceptional flexibility with a large room currently enjoyed as a family room but could easily serve as a fourth bedroom, complete with fireplace, closet, full egress, and direct access to a private covered deck with hot tub. Two additional bedrooms, both with California Closet systems, a beautifully renovated full bath with double vanity, extended tub and an updated laundry room complete this level. A bonus feature of this house is the separate, flex space adjacent to the garage with its own beautifully renovated powder room, mini-split HVAC, large deck, with endless possibilities as a home office, fitness studio, media room, teen hangout, creative workspace, or guest overflow. Outside, the oversized fenced-in back yard provides rare privacy and room to play, entertain, or garden, complemented by multiple outdoor living areas and a detached shed/workshop with power and air conditioning. The large two car garage features Flow Wall storage system, epoxy floor coating, and an EV charging plug as well as direct access to the rear yard. Extensive renovations throughout include the kitchen, baths, roof, siding, windows, HVAC, flooring, lighting, garage, landscaping, and countless custom details, creating a truly move-in-ready home. Enjoy one of Annapolis' most beloved waterfront communities with a voluntary HOA, private beach on the South River, marina, community pool, playgrounds, and year-round neighborhood events—all just minutes from Downtown Annapolis.

117 Sunset Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,080,000
6 Beds ⋅ 5 Baths
Prepare to be absolutely wowed. Nestled in one of Annapolis's most sought-after communities, this stunning six-bedroom, four-and-a-half-bathroom Colonial has been completely and thoughtfully renovated from top to bottom, delivering a rare combination of timeless elegance, modern luxury and exceptional space across three beautifully finished levels. Step inside and immediately feel the difference. Rich hardwood floors flow throughout the entire main level, complemented by exquisite custom moldings and wainscoting that speak to the level of craftsmanship and attention to detail found at every turn. The main level offers an effortless and inviting flow designed for both everyday living and grand entertaining: a private home office, a gracious dining area, two distinct living spaces and a cozy gas fireplace. And then there's the kitchen. The ultimate chef's kitchen. Anchored by a breathtaking commercial-grade 48-inch GE Monogram gas range- GE's highest tier of luxury appliances- and boasting five ovens, this is a space that serious home cooks and entertainers dream about. No detail was overlooked, no compromise was made. This kitchen doesn't just function beautifully- it commands the room. Step outside to the beautiful deck, perfectly positioned for morning coffee, al fresco dining, or evening unwinding after a night of entertaining. Upstairs, the custom moldings and wainscoting continue, lending a sense of refined consistency and elegance throughout. Retreat to a truly spectacular primary bedroom sanctuary- a spacious, serene haven with its own additional living space, offering the kind of personal escape that makes coming home the best part of every day. Three additional bedrooms complete the upper level, including a private en suite and a generous full bathroom for guests or family. The lower level delivers even more, with two additional bedrooms and expansive recreational space that adapts beautifully to your needs- a home gym, media room, playroom, or guest retreat. The two-car garage adds everyday convenience and storage, while outside, the pergola brings it all together- a stunning, dedicated entertaining space that elevates outdoor living to match the luxury found within. Located just minutes from historic downtown Annapolis, premier dining, marinas, and major commuter routes to DC and Baltimore, 214 Bowen Court isn't just a home- it's a lifestyle.

214 Bowen Ct, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767
$730,000
3 Beds ⋅ 2 Baths
**NEW PRICE — a fresh opportunity to call Hillsmere Shores home!** Just two blocks from the community’s private beach and playground on the South River, this updated 3-bedroom, 2-bath home puts one of Hillsmere’s best amenities practically at your doorstep. Watch the sunrise at the water, afternoons at the beach, and evenings watching sailboats and ships pass along the Chesapeake Bay are all part of the lifestyle here. Inside, the split-level design offers more space and flexibility than you might expect, with multiple living areas to spread out and make your own. The main living room features a cozy pellet fireplace insert, while a spacious family room and additional finished lower-level room provide plenty of options for a home office, gym, playroom, hobby space, or guests. Hardwood flooring extends throughout two levels, complemented by luxury vinyl plank flooring on the remaining two. The updated kitchen features quartz countertops and stainless steel appliances, and both full baths have beautifully renovated showers. A convenient mudroom/laundry room connects directly to the attached one-car garage, while just off the kitchen, a paver patio creates an easy spot for grilling, dining, and entertaining outdoors. And then there’s Hillsmere! Residents enjoy a private beach, marina, community pool, boat ramps, playgrounds, and year-round neighborhood events—all just minutes from downtown Annapolis. **With its new price, flexible living space, garage, updates, and location just two blocks from the South River, this home deserves another look!**

110 Lake View Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$1,250,000
3 Beds ⋅ 3 Baths
Nestled in the heart of Eastport, this thoughtfully designed 3-bedroom, 2.5-bath home offers the perfect combination of comfortable living, modern updates, and one of Annapolis' most sought-after walkable locations. Complete with a rare detached two-car garage, this is an exceptional opportunity to enjoy the Eastport lifestyle in an established neighborhood that continues to attract significant investment and enduring demand. The main level features hardwood flooring throughout, a spacious living room, separate dining room, and an inviting family room with a wood-burning fireplace that opens directly to the kitchen—creating an ideal space for everyday living and entertaining. The kitchen is equipped with stainless steel appliances, a gas cooktop, and a separate main-level laundry/mudroom for added convenience. A spacious three-season porch extends the living space and creates a wonderful transition to the beautifully landscaped backyard, complete with a flagstone patio, attractive stone retaining wall, and detached two-car garage—ideal for relaxing or entertaining. Upstairs, the spacious primary suite offers a walk-in closet and private bath, along with two additional bedrooms and a full bathroom. The unfinished lower level provides abundant storage, a dedicated workshop area, and exterior access to the rear yard. Recent improvements include a new HVAC system (2024), newer garage doors, and a low-maintenance composite front porch. Step outside and enjoy everything that makes Eastport one of the most desirable waterfront communities in the region. Walk or bike to neighborhood restaurants, coffee shops, marinas, the Annapolis Athletic Club, Spa Creek, multiple yacht clubs, and Historic Downtown Annapolis via the Eastport Bridge. Hop aboard the Water Taxi, spend afternoons on the waterfront, or simply enjoy the vibrant coastal lifestyle that surrounds you. Opportunities to purchase in established Eastport neighborhoods continue to become more limited as significant investment and redevelopment enhance the surrounding area. Whether you're looking for a wonderful place to call home or a long-term investment in one of Annapolis' most coveted communities, 1105 Boucher Avenue offers both lifestyle and lasting value.

1105 Boucher Ave, Annapolis

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

$1,295,000
3 Beds ⋅ 3 Baths
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!

718 Whitehall Beach Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$2,099,000
5 Beds ⋅ 3 Baths
Originally built in 2005 and renovated with high end materials, this exceptional Craftsman-style home offers over 3,500 square feet of beautifully finished living space and has been meticulously maintained and thoughtfully updated throughout. The open-concept floor plan offers the perfect balance of comfortable everyday living and effortless entertaining, featuring abundant natural light, crown molding, recessed lighting, and seamless flow between the main living spaces. At the heart of the home is the newly renovated kitchen, complete with a large island with Quartz countertops and seating for up to eight, custom wood-paneled refrigerator and freezer, Signature custom cabinetry, and premium Wolf and Monogram appliances. The adjoining family room features custom built-in bookcases, a Montigo gas fireplace, Sonance in-wall speaker system, and direct access to the screened porch, creating an inviting space for gathering year-round. Additional highlights include a custom wet bar, a main-level bedroom and full bath, and a finished lower level offering flexible space for recreation, guests, or a home office. Outside, the fully fenced, level backyard is a private retreat with mature trees, a spacious patio with a Caldera hot tub, and a built-in outdoor fireplace making it perfect for entertaining in every season. Ideally located in the heart of West Annapolis, this home is just a few blocks from local restaurants, shops, and the community boat ramp. With easy access to Route 50, commuting is simple and convenient. As an added benefit, owners receive approximately $12,000 in rental income during Commissioning week, providing an excellent opportunity to offset ownership costs. Offering timeless style, premium updates, and thoughtful design, this home is a rare opportunity in one of Annapolis' most desirable neighborhoods.

8 Shiley St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$550,000
4 Beds ⋅ 2 Baths
YOU'LL HAVE IT MADE IN THE SHADE HERE! 2026 UPDATES include BRAND NEW HEAT PUMP, NEW ROOF & SKYLIGHTS W/REMOTE OPERATED MINI-BLINDS, NEW WASHER & DRYER, NEW LUXURY VINYL PLANK. Brand new price. Brand new pictures. Brand new staging. Take a second look. Skylights and two story living space keep the inside bright while outside you'll feel 10 degrees cooler in the shaded oasis of your lushly landscaped yard. Charming cedar sided chalet style set in the wooded and beach access community of Cape St Claire. Enter into a dramatic cathedral ceiling living and dining space with skylights, looking through to a three season clerestory windowed addition where you will welcome family and friends. Sliders from the tall window surrounded sun room open onto a deck with room for feasts and relaxing. Memories are made here. An island and deep pantry in the kitchen with a plant window for your herbs to thrive provide plenty of storage. Generous bedroom and updated bath on the main level offer convenience and privacy. Upstairs two bedrooms are separated by a second full bath. Extensive landscaping with perennials lets you enjoy nature's blooms with little fuss. A fenced garden on the sunny side of the house is waiting to provide perfect tomatoes, cukes, peppers or vivid flowers for your table. Clever tall medicine cabinet hides behind mirror on wall inside main level bath. 2026 UPDATES include BRAND NEW HEAT PUMP, NEW ROOF W/ROMOTE OPERATED SKYLIGHTS, NEW WASHER & DRYER, NEW LUXURY VINYL PLANK. Replaced and stained cedar siding on one wall and trim throughout exterior. Entry porch has been refreshed as well as decking replaced on deck off sunroom and walkway decking. Well water system just serviced. County sewer so no septic worries.

1189 Highview Dr, Annapolis

Listing courtesy of RE/MAX Executive. Contact:

$1,750,000
4 Beds ⋅ 4 Baths
Nestled in the heart of Eastport, this stunning Craftsman-style home offers the perfect blend of timeless charm and modern luxury. This was a complete remodel in 2012! Boasting 4 bedrooms and 4 full baths, this thoughtfully designed residence features an open floor plan accented by beautiful bamboo flooring adding warmth and style throughout. The gourmet kitchen is the centerpiece of the home, complete with a striking marble center island, black granite countertops, stainless steel appliances, a pantry, and an expansive dining area that seamlessly flows into the inviting living room. The main-level primary suite is a true retreat with a spa-inspired bath featuring a soaking tub, walk-in shower, and generous walk-in closet. Upstairs, you'll find two large bedrooms, that share a full bath and an additional bedroom with its own private full bath, and a versatile sun-drenched sitting area with a dramatic vaulted ceiling. The walk-out lower level includes a full bath and versatile space to suit your lifestyle. Outside, a private rear deck perfect for relaxing or entertaining and charming stone walkways and welcoming front porch add historic like charm. A private driveway is for convenient off-street parking, and a storage shed is perfect to house all of your outdoor needs. Ideally located within walking distance of historic downtown Annapolis, you'll enjoy easy access to waterfront dining, boutique shopping, historic landmarks, entertainment, and all the vibrant attractions this sought-after area has to offer. The Eastport lifestyle truly one of a kind!

219 Lockwood Ct, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 224-4999
$1,150,000
3 Beds ⋅ 2 Baths
Welcome to 783 Sonne Drive, where life on the Chesapeake takes center stage. Perfectly positioned on an elevated waterfront lot just under 1 acre in the sought-after Bon Haven community, this exceptional South River residence offers breathtaking water views and the rare opportunity to embrace the very best of the Chesapeake lifestyle. Designed to maximize its spectacular setting, the home seamlessly blends indoor and outdoor living. Expansive windows fill the interior with natural light, while the wraparound deck creates the perfect backdrop for morning coffee, sunset entertaining, or simply taking in the river's peaceful rhythm. Every day here feels like a vacation. Offering three bedrooms and two full baths, the home presents endless possibilities. Maintain its timeless, traditional character or reimagine the layout with a more open, modern design to suit today's lifestyle. An oversized two-car attached garage provides ample space for parking, storage, and all of your waterfront gear. Step outside to your own private waterfront pier, where boating, kayaking, paddleboarding, fishing, and waterfront entertaining become part of everyday life. With easy access to the Chesapeake Bay, waterfront dining, and historic downtown Annapolis, 783 Sonne Drive offers an exceptional combination of privacy, recreation, and convenience in a very desirable waterfront community.

783 Sonne Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$1,500,000
5 Beds ⋅ 4 Baths
Sunsets, Water Views & Effortless Coastal Living in Hillsmere Perfectly positioned on one of the quietest streets in Hillsmere, this exceptional residence offers breathtaking water views of Lake Hillsmere in the foreground and the South River beyond—without the expense of waterfront taxes. Designed to embrace its spectacular setting, the home is oriented to the west, delivering unforgettable sunsets from two expansive waterfront-facing decks and covered balconies. Set on a generously sized lot with ample setbacks, the property provides privacy, space, and a rare sense of tranquility. Best of all, the home is outside the floodplain, so flood insurance is not required, and an elevation certificate is available. Inside, over three finished levels, you'll find thoughtfully updated living spaces featuring hardwood floors, 9-foot ceilings, abundant natural light, and multiple indoor and outdoor areas designed for gathering and entertaining. The beautifully updated kitchen features granite countertops, stainless steel appliances, island seating, a pantry with built-in shelving, and sliding doors that open to the deck and water views beyond. The main-level primary suite is a true retreat, complete with private deck access, a custom walk-in closet by California Closets, and a renovated spa-inspired bath with a soaking tub, double vanity, and glass-enclosed shower. Additional bedrooms and flexible living spaces provide endless options for guests, recreation, a home office, or multigenerational living. The lower level offers a welcoming mudroom entry, family room with fireplace and wood stove insert, full bath, dedicated office or optional sixth bedroom, laundry room, and abundant storage. Outdoor living is equally impressive, featuring IPE decking, a rear deck, three-season room overlooking the backyard, kayak and paddleboard racks, two sheds, and a private driveway leading to the oversized two-car garage with additional storage. Meticulously maintained and exceptionally efficient, the home includes newer HVAC systems, a whole-house Generac generator, Cat 8 Ethernet throughout, closed-cell spray foam insulation, LED lighting, energy-efficient windows, and remarkably low utility costs for its size. Just three blocks away, enjoy the community beach for swimming, relaxing, or launching kayaks and paddleboards. Residents of Hillsmere enjoy an unparalleled waterfront lifestyle with a private marina, boat ramps, community pool, parks, playgrounds, waterfront pavilions, and direct access to the 340-acre Quiet Waters Park. This is a rare opportunity to enjoy panoramic water views, extraordinary sunsets, and an exceptional lifestyle—without waterfront taxes or flood insurance requirements.

621 Harbor Dr, Annapolis

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

$2,250,000
5 Beds ⋅ 7 Baths
Welcome to this exceptional custom-built estate set on 3.1 acres in Wyatts Hill community. Offering three finished levels of thoughtfully designed living space, this five-bedroom, seven-bathroom home combines timeless architecture, modern updates, and resort-inspired outdoor living. A grand two-story foyer welcomes you with a sweeping curved staircase and soaring ceilings. The main level is designed for both everyday living and entertaining, featuring a formal dining room, private office, dramatic two-story family room with a fireplace, and a sunroom connected by French doors that fills the home with natural light. The gourmet kitchen serves as the heart of the home with an oversized center island, custom cabinetry, granite countertops, a spacious breakfast area, and a butler’s pantry, creating an ideal space for gatherings large and small. The main level also features a spacious primary suite with an en-suite bath, providing flexibility for a variety of living arrangements. An additional office, laundry room, and powder room complete the main level. Upstairs, a second primary suite offers a private retreat with a sitting area and en-suite bath. Three additional bedrooms each feature their own private en-suite bathrooms, providing comfort and privacy throughout the upper level. The walkout lower level expands the home’s living and entertaining space with a large recreation room, second kitchen, half bath, and abundant storage. Completed in 2023, the backyard was transformed into an exceptional outdoor living space featuring a heated saltwater pool, expansive patio, outdoor fireplace, and a fully equipped outdoor kitchen designed for entertaining and enjoying an outdoor lifestyle. Recent improvements include a new roof (2025), two new HVAC systems (2022), new wood front and garage doors, a Tesla EV charger, and a lawn irrigation system. Located in the desirable Wyatts Hill community with no HOA, this home offers convenient access to Historic Annapolis, BWI Airport, Fort Meade, Baltimore, Washington, D.C., and major commuter routes including I-97 and Route 50.

1614 Annesley Ct, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$455,000
3 Beds ⋅ 2 Baths
Rare opportunity to buy into a premiun Annapolis neighborhood at a fraction of the cost and remodel /design your perfect coastal dream home in the highly coveted, water-privileged community of Annapolis Roads! Nestled on a private .40-acre lot on a quiet cul-de-sac, this charming rancher offers main level living, a spacious layout , wood-burning fireplace and access to an expansive upper level deck. The lower level features a walkout basement and two additional bedrooms and bath- great for privacy! Living in Annapolis Roads means embracing a vibrant resort lifestyle offering sandy beaches with sweeping views of the Chesapeake Bay , a waterfront pavillion, playground and firepit, community dock and boat ramp, walking trails in Ogleton Woods and Fusco althetic park and numerous community events - all within walking distance to your home! There is no HOA- it is a special tax district with taxes included in the property tax. Minutes from downtown Annapolis, shopping and restaurants and major commuting routes, this home is awaiting it's transformation!

1110 Jenniper Ln, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$499,900
6 Beds ⋅ 2 Baths
Welcome Home! This spacious 6-bedroom Split Foyer in the highly sought-after Cape St. Claire community offers Chesapeake Bay views from a prime location directly across the street from the water. With 3 bedrooms on the main level and 3 additional bedrooms on the lower level, this home provides exceptional flexibility for multi-generational living, guests, home offices, or growing households. The main level features a bright living room that flows into the dining area, kitchen, and a generously sized family/sunroom, creating an ideal space for both everyday living and entertaining. Two full bathrooms, abundant storage, and a functional layout offer comfort and convenience throughout. The lower level includes three additional bedrooms, a laundry room, storage room, and a large workshop with rear exterior access, perfect for hobbies, a home business, fitness space, or extra storage. Enjoy the unmatched amenities of Cape St. Claire, including community beaches, a fishing and crabbing pier, boat ramp, marina, playgrounds, and more. Conveniently located near shopping, dining, and everyday necessities, and just minutes from Downtown Annapolis. Commuters will appreciate the easy access to Route 50, I-97, Washington, D.C., Baltimore, and Fort Meade. A rare opportunity to enjoy Bay views, outstanding community amenities, and a fantastic location while creating the home of your dreams!

1247 River Bay Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4107407100
$959,000
4 Beds ⋅ 3 Baths
Beautifully updated and thoughtfully designed, this four-bedroom home offers exceptional indoor and outdoor living in the prestigious Annapolis waterfront community of Epping Forest. Where waterfront living and exceptional amenities combine to create an unparalleled lifestyle. This sought-after, water-privileged neighborhood features a new deep-water marina, wooded trails, a clubhouse overlooking the Severn River, tennis, pickleball and basketball courts, parks, and two sandy beaches perfect for swimming, relaxing, or launching your next adventure on the water. Inside, this beautifully designed home offers four spacious bedrooms, including a convenient main-level bedroom, ideal for guests, multigenerational living, or a private home office. The open, light-filled floor plan welcomes you with abundant natural light, effortless flow, and oak hardwood floors throughout, creating inviting spaces for both everyday living and entertaining. The chef’s kitchen is thoughtfully appointed with premium GE Café appliances, striking Blue-Eyed granite countertops, and abundant cabinetry, making meal preparation both functional and enjoyable. Just beyond, the inviting living room is anchored by a charming enclosed wood-burning fireplace, creating a warm and welcoming atmosphere throughout the seasons. The spacious dining area opens directly to the side patio, seamlessly extending indoor living and entertaining outdoors. Upstairs, the luxurious primary suite serves as a private retreat, featuring an expansive walk-in closet and a spa-inspired ensuite bath designed for relaxation. A charming Juliet balcony offers the perfect spot to enjoy a cool evening breeze or a quiet morning coffee. Two additional bedrooms and a well-appointed full bathroom provide comfortable accommodations for family and guests. The bright, finished lower level offers exceptional flexibility, with generous space for a recreation room, fitness area, media room, or home office. A large utility room with walk-out access to the rear patio adds both convenience and functionality. Outdoor living is equally impressive. The private patio provides an ideal setting for al fresco dining, morning coffee, or relaxing at the end of the day. Gather around the inviting fire pit on cool evenings, while the charming garden shed keeps outdoor essentials neatly organized. Beyond, a second secluded garden creates a peaceful retreat with plenty of room for family, friends, and pets to enjoy. The professionally landscaped and hardscaped grounds provide season-long color, beauty, and privacy, creating a tranquil outdoor oasis. Combining timeless style, thoughtful design, and the unmatched lifestyle of Epping Forest, this exceptional home offers a rare opportunity to experience the very best of Annapolis waterfront living. Epping Forest is a Special Tax District with an annual assessment of $2,003 and is governed by community Rules and Regulations.”

1724 Robinhood Rd, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$699,990
4 Beds ⋅ 3 Baths
Some neighborhoods give you an address. Hillsmere gives you a way of life. At 104 Groh Lane, you’ll find a beautifully updated four-bedroom, three-bath home with approximately 2,300 square feet of finished living space, an exceptionally versatile floor plan, and a wonderful level, fenced backyard—all within one of Annapolis’ most beloved waterfront communities. Three bedrooms and two full baths are conveniently located on the main level, including the primary suite, while light-filled living and dining spaces, a fireplace, and a beautifully renovated kitchen create a warm and inviting setting for everyday living and entertaining. The finished walk-out lower level adds nearly 1,000 square feet of additional living space with a fourth bedroom, full bath, recreation area, and laundry, offering wonderful flexibility for guests, a home office, fitness space, or additional living area. Outside, a spacious deck overlooks the expansive backyard framed by mature trees—a private setting for summer dinners, gardening, children at play, and four-legged family members. But what makes this home particularly special is everything waiting just beyond the front door. Hillsmere is the kind of neighborhood where children ride their bikes down tree-lined streets, neighbors walk their dogs and stop to talk, and families head to the beach together on summer evenings. It’s Fourth of July bike parades ending at the water, Halloween parades, ice cream socials, beach gatherings, live music, the annual oyster roast, and Santa making his way through the neighborhood during the holidays. Residents enjoy a sandy community beach overlooking the Chesapeake Bay, marina and boat ramps, waterfront pavilions, playgrounds, and community pool, while the trails, dog park, and natural beauty of Quiet Waters Park are practically next door. Eastport, Historic Annapolis, City Dock, restaurants, shopping, and the waterfront are only minutes away. Beautifully updated and wonderfully livable, 104 Groh Lane offers something increasingly difficult to find: a home you’ll love in a neighborhood that still feels like a community.

104 Groh Ln, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$579,500
4 Beds ⋅ 2 Baths
Listing is under contract contingent on buyer obtaining contract on their current home, however, there is a 72 hr kick out clause in case a more favorable offer is received. $22k credit at closing which the buyer may use towards closing costs or for needed deck repairs. Nestled in the charming community of Cape St. Claire, this delightful raised ranch home offers a perfect blend of comfort and convenience, making it an ideal retreat for those seeking a vibrant neighborhood lifestyle. With 4 spacious bedrooms and 2 full bathrooms, this residence boasts a generous 2,327 square feet of living space, perfect for gatherings or quiet evenings at home. The main floor laundry adds to the ease of living, ensuring that daily tasks are a breeze. Step outside onto the expansive screened in porch where you can enjoy morning coffee or evening cocktails while taking in the serene surroundings. Cape St. Claire is renowned for its community spirit and access to the beautiful Magothy River. Residents can enjoy a community pool, perfect for those hot summer days, and the nearby parks offer ample opportunities for outdoor activities, picnics, and leisurely strolls. The neighborhood is designed for an active lifestyle, with walking trails and green spaces that encourage exploration and connection with nature. The community is also well-served by public services, making daily life convenient and stress-free. Living in Cape St. Claire means embracing a lifestyle enriched by water features and community amenities. Whether you're kayaking on the river, enjoying a swim at the community pool, or simply relaxing in your backyard, this home offers a unique opportunity to create lasting memories in a welcoming environment. With its prime location, spacious layout, and community-focused amenities, this property is more than just a house; it's a place to call home. Experience the warmth and charm of Cape St. Claire, where every day feels like a getaway. The home is wired for a generator, however, a generator is not included. Existing VA loan may be assumable for qualified buyers subject to lender approval. Contact listing agent for current interest rate, loan balance, assumption requirements and timeline.

1045 Skyview Dr, Annapolis

Listing courtesy of Samson Properties. Contact: 4439757555
$1,295,000
3 Beds ⋅ 3 Baths
Welcome to this impeccably maintained and extensively updated ranch-style residence, offering an exceptional blend of luxury, comfort, and resort-inspired living just minutes from historic Annapolis. From the moment you arrive, the quality craftsmanship and meticulous attention to detail are evident throughout. At the heart of the home is a beautifully appointed gourmet kitchen featuring premium Wolf appliances, abundant custom cabinetry, quartz countertops, a beverage and wine refrigerator, and generous space for both everyday living and entertaining. Two double-sided gas fireplaces—one shared by the living room and the other featured in the primary suite—offer both warmth and architectural elegance, adding a distinctive touch to this exceptional home. Recent renovations have enhanced the home's appeal, highlighted by a spectacular oversized primary suite designed as a private retreat. The suite features a spacious walk-in closet and a spa-inspired ensuite bath complete with heated floors, instant hot water, and integrated Bluetooth speakers/exhaust fan. The fully finished lower level offers remarkable flexibility with luxury vinyl plank flooring, a custom wet bar with a full-size refrigerator/freezer with ice maker, a full bath, and a private exterior entrance—ideal for entertaining, hosting guests, multigenerational living, or a home-based business. Outdoor living is equally impressive. The fully fenced backyard is surrounded by mature landscaping, creating a private setting that rivals a boutique resort. Enjoy the heated in-ground pool, newly replastered in 2024, relax in the 15-foot swim spa, or entertain with ease at the custom-built tiki bar and outdoor kitchen. Thoughtfully designed, the tiki bar features a built-in grill, refrigerator, stainless steel storage, accent lighting, television, and bar seating. A stamped concrete pool deck and expansive composite deck with cable railings provide multiple spaces for gathering, dining, and unwinding. Adding even greater versatility is the detached pool house, complete with electricity and air conditioning. Whether used as a home office, fitness studio, creative workspace, or private retreat, this space offers endless possibilities. Additional highlights include a brand-new stamped concrete driveway with parking for up to five vehicles. Combining sophisticated interior finishes with extraordinary outdoor amenities, this turnkey property delivers a lifestyle rarely found in such a convenient Annapolis location.

1501 Ritchie St, Annapolis

Listing courtesy of Samson Properties. Contact: 7033493900
$1,150,000
4 Beds ⋅ 2 Baths
Incredible opportunity to purchase two adjoining properties - one vacant commercial parcel and one residential property with an existing home. Situated on over half an acre combined in Annapolis, this unique offering has been owned by the same family for generations and presents endless possibilities for its next owner. The commercial parcel provides a blank slate for future development or investment, while the residential property features a 4-bedroom, 1.5-bath home with numerous updates, including a roof less than 10 years old and recently replaced HVAC system and hot water heater. Whether you're looking to develop, invest, or create your own vision, this is a rare opportunity you won't want to miss. Commercial Tax ID: 020600003497200 Residential Tax ID: 020600003498600

19 Old Solomons Island Rd, Annapolis

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033
$4,600,000
5 Beds ⋅ 4 Baths
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.

140 Spa Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$715,000
3 Beds ⋅ 3 Baths
** This stunning 3-bedroom, 3-full-bath detached home in Heritage Harbor is a true GEM!** Main Level laminated wood flooring throughout the living room- dinning room and Kitchen. The Kitchen features Elegant gold-and-white granite countertops. A cozy matching granite table that seats three. Brand new white cabinets adorned with gold knobs and pull handles. Complete with modern stainless steel appliances, offering a Z line brand hood above a new 4-burner stove. The Interior home has been freshly painted and re-carpeted, giving it a modern feel. On the main level The Master bathroom is a standout feature: Gold-and-white granite sinks. Spacious shower area. Well-designed closet spaces with flooring that matches the elegant theme. Two walk-in closets for ample storage. The 2nd bedroom has plenty of natural light and plenty of room. The 3rd quest room is located on the second level with a loft looking onto the newly renovated large closed-in sunroom and below a lovely family room...The "Florida "Sunroom equally has new flooring with plenty of sliding glass doors, offering natural light, with a separate heating & air conditioning system, looking out to plenty of greenery- perfect for relaxation. This home is not only beautifully designed with many upgrades for comfort and style, but also a must-see. If you’re considering moving or looking for a beautiful home in a desirable neighborhood. This property won’t last long in today’s market.

708 Sydney Ter, Annapolis

Listing courtesy of Taylor Properties. Contact:

$549,900
4 Beds ⋅ 3 Baths
Welcome to 1424 Regent Street, where modern style meets everyday comfort. This beautifully updated home offers exceptional curb appeal with a spacious driveway, a brand-new sprinkler system, and a fully fenced backyard featuring a large deck—perfect for entertaining, relaxing, or enjoying outdoor living. Step inside to discover a stunning custom-designed living room highlighted by a striking gold and white accent wall that creates a warm, sophisticated focal point. The adjoining dining area flows seamlessly into the show-stopping custom kitchen, complete with stylish cabinetry, gorgeous quartz countertops, and designer finishes that make cooking and gathering a true pleasure. The spacious primary suite features its own en-suite bathroom featuring custom designer finishes. An additional beautifully renovated full bathroom upstairs offers both style and convenience for family and guests. Throughout the home, you'll find thoughtfully designed custom bathrooms and quality updates that create a move-in-ready experience. The lower level offer additional entertaining space with a stone fireplace, as well as a bedroom and a full bathroom. With its modern upgrades, designer touches, functional layout, and inviting spaces, 1424 Regent Street is a home you'll be proud to call your own.

1424 Regent St, Annapolis

Listing courtesy of Allfirst Realty, Inc.. Contact: 4433201344
$1,350,000
3 Beds ⋅ 3 Baths
Welcome to a waterfront retreat where timeless coastal living meets modern luxury. Perfectly positioned on approximately one private acre along the tranquil waters of Mill Creek with direct access to the Chesapeake Bay, this custom-built home offers the exceptional lifestyle that Annapolis is known for. Designed to capture breathtaking water views from nearly every room, this beautifully appointed 3 bedroom, 2.5 bath Chalet features an open, light-filled floor plan with soaring ceilings, rich hardwood flooring, a cozy fireplace, and expansive windows that bring the outdoors in. The gourmet kitchen flows seamlessly into the living and dining spaces, creating an inviting atmosphere for entertaining or relaxing while enjoying picturesque waterfront vistas. The fully equipped kitchen boasts modern stainless steel appliances and ample space for entertaining. Wake up each morning in the serene primary suite overlooking the water, which features a large walk-in closet and a whirlpool soaking tub. Then, step outside to experience your own private waterfront oasis. The expansive deck is ideal for hosting family and friends, enjoying morning coffee, or taking in spectacular sunsets over Mill Creek. This property includes docking for two boats and deep-water access, perfect for boating, crabbing, and fishing. Conveniently located just five minutes from the U.S. Naval Academy, West Annapolis, and historic downtown Annapolis, this home provides easy access to shopping, dining, and entertainment. Washington, D.C and Baltimore are each only 30 minutes away. Local highlights include Cantler's Riverside Restaurant, a renowned spot for seafood and steamed crabs right on the water, as well as the charming shops and cafes along Main Street and in nearby West Annapolis. Outdoor lovers will appreciate the close proximity to Sandy Point State Park, as well as nearby golf courses and trails for year-round recreation. Whether you’re searching for a primary residence or legacy waterfront property to enjoy for generations, this extraordinary home offers a rare opportunity to own one of Annapolis’ most desirable waterfront settings. Schedule your private tour today and discover the Chesapeake lifestyle you’ve been dreaming of.

2203 Mulberry Hill Rd, Annapolis

Listing courtesy of Keller Williams Preferred Properties. Contact:

$694,999
4 Beds ⋅ 3 Baths
Stunning 2400 sq ft remodeled home in Hillsmere! Situated on a lovely street and a large flat lot, this breathtaking home has been fully remodeled and offers some of the nicest finishes in the community! Entering through a charming 3 season room, youll be greeted by brand new lvp flooring throughout the home, a spacious family room that opens into your brand new kitchen. Kitchen features include brand new cream shaker cabinets around the kitchen, a brand new shaker island featuring oak finish, quartz counters, and brand new SS appliances. Behind the kitchen is a charming addition with lots of natural light. The main level boast 2 bedrooms, 2 fully renovated and stunning full bathrooms, including an owners suite with 2 closets and a dual vanity. Downstairs youll find 2 more bedrooms, a fully remodeled full bathroom, and an extra and open family room. The home boasts lots of attic storage as well as generous closet space. Outside, youll notice a brand new patio, lovely landscaping, and a large firepit area. The community boasts beaches, pool, pavilion areas, and more. This is a must see and wont last long! Roof replaced in 2022 and HWH in 2025.

117 Pinecrest Dr, Annapolis

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

$799,000
4 Beds ⋅ 3 Baths
Price Improvement! Experience the best of Annapolis living in this beautifully updated 4-bedroom, 3-bath home located in a waterfront community. This move-in-ready home offers the perfect blend of modern updates, comfortable living, and an exceptional Chesapeake Bay lifestyle. The heart of the home has also been refreshed with updated kitchen countertops and appliances (2024/2025), making it ideal for everyday living and entertaining. Additional major improvements include a new HVAC system (2025), hot water heater (2025), water conditioning system (2025), and garage door (2025), providing peace of mind for years to come. Outside, the partially fenced backyard offers the perfect space to relax, entertain, or enjoy outdoor activities. All three full bathrooms have been completely renovated with designer tile, new flooring, and modern vanities. The thoughtfully updated interior showcases updated flooring throughout, featuring newly refinished hardwood floors on upper level, new fixtures, and along with a new staircase railing. The inviting fireplace has been refaced on the lower level, creating a stylish focal point in the living space. The home also offers a versatile den/office and a one-car garage. Enjoy Hillsmere’s community amenities including private sandy beaches on the South River, a private marina with boat slips and direct access to the South River, boat ramps, waterfront pavilions, a community swimming pool, playgrounds, volleyball courts, and picnic areas. Whether you're boating, kayaking, fishing, or simply taking in the waterfront scenery, this community offers an unmatched coastal lifestyle. Conveniently located just minutes from historic downtown Annapolis, Quiet Waters Park, shopping, and dining, this exceptional home combines extensive recent updates with one of the area's most desirable waterfront communities. Don't miss the opportunity to make this beautifully renovated home your own.

100 Oak Dr, Annapolis

Listing courtesy of Innovative Properties, Inc.. Contact:

$1,295,000
4 Beds ⋅ 4 Baths
Rare opportunity to own a true deep-water waterfront property offering breathtaking, tranquil views of Whitehall Creek. With approximately 8 feet of water depth in the slips and 11 feet at the end of the pier, this exceptional property is a boater's dream, providing effortless access to deep water and the Chesapeake Bay beyond. The gentle approach from the backyard to the pier is an added luxury rarely found on waterfront properties. Cherished by the same family for nearly four decades and enjoyed by three generations, this special home is ready for its next chapter. Whether you choose to renovate, expand, or build the waterfront retreat you've always envisioned, the possibilities are endless. The generous footprint and public sewer connection create an outstanding opportunity to design and customize your dream waterfront residence. The main level offers expansive living spaces perfectly suited for gatherings of any size, including a spacious kitchen, oversized dining room, and an impressive family room designed for entertaining while capturing beautiful water views. A highly desirable feature, the main floor includes three bedrooms, two of which are positioned waterfront and one offering a private ensuite bath. Upstairs, the oversized primary suite serves as a peaceful retreat, showcasing stunning panoramic views of Whitehall Creek and a private ensuite bathroom. The walkout lower level adds even more living space with a large recreation/family room centered around a striking stone fireplace, along with an additional full bathroom, bringing the home's total to four full baths. Properties offering this combination of deep water, protected harbor, spectacular views, public sewer, and unlimited potential are exceptionally rare. Create the waterfront legacy property you've always dreamed of in one of Annapolis' most coveted waterfront settings!!

1668 Homewood Landing Rd, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

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