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$1,150,000
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 The subject includes two adjoining parcels of land, totaling 23,993 square feet (SF), generally level and elongated, rectangular-shaped, improved by a 1,660 SF, one and one-half story, frame single-family dwelling, with four bedrooms and 1 & 2/3 baths. Built in 1955, condition is good, above average for age. The front lot contains 12,345 SF, with 59 feet of frontage on Old Solomons Island Road. This parcel has PM Professional Mixed Office zoning and is sodded. The rear parcel contains 11,648 SF with R3 residential zoning. It is improved by the dwelling, a 920 SF carport, a 300 SF storage shed and a paved parking area.

19 Solomons Island Rd, Annapolis

Listing courtesy of Cummings & Co. Realtors. Contact: (410) 823-0033
$1,999,900
4 Beds ⋅ 5 Baths
COMING SOON – Available August 16, 2026! Floor plans, and a full virtual tour are coming soon. The current online photos are only a preview of what is truly one of the most spectacular waterfront properties to hit the market this year. 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
$1,125,000
4 Beds ⋅ 4 Baths
**Coming Soon!** Welcome to this exceptional single-family home nestled in one of Annapolis' most desirable neighborhoods. Offering more than 4,000 square feet of thoughtfully designed living space, this beautiful residence features 4 spacious bedrooms, 3.5 bathrooms, and an ideal layout for both everyday living and entertaining. Step inside to an inviting open floor plan highlighted by a dramatic two-story great room with soaring floor-to-ceiling windows, custom built-in bookshelves, a cozy fireplace, and double patio doors that fill the home with natural light. Rich hardwood flooring flows throughout the main level, adding warmth and timeless elegance. The gourmet kitchen is designed to impress with a large center island, stainless steel appliances, abundant cabinetry, expansive counter space, and plenty of room for preparing meals and gathering with family and friends. Just off the kitchen, the formal dining room is perfect for hosting holiday dinners, while the separate living room with its own fireplace offers an inviting space to relax. Upstairs, plush carpeting leads to the luxurious primary suite, a true retreat featuring a private sitting area, two walk-in closets, and a spa-inspired ensuite bath complete with a freestanding soaking tub, dual vanities, and a spacious walk-in shower. A secondary bedroom also features a private ensuite bath, while the additional bedrooms are generously sized with ample closet space. The expansive unfinished lower level offers endless possibilities to create the space you've always wanted—whether it's a home theater, fitness room, recreation area, guest suite, or additional living space. Located in a highly sought-after Annapolis neighborhood, this home offers the perfect blend of privacy, comfort, and convenience, with easy access to shopping, dining, parks, marinas, and everything historic downtown Annapolis has to offer. Don't miss this incredible opportunity to own a spacious, light-filled home in one of Annapolis' premier communities. More details and professional photos coming soon!

979 Bramleigh Ln, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact: (800) 383-3535
$1,650,000
5 Beds ⋅ 3 Baths
Welcome to this spacious and beautifully maintained 5-bedroom, 3-bath home in the highly sought-after Murray Hill neighborhood of Annapolis. Blending timeless charm with modern comfort, this exceptional home offers generous living spaces designed for both everyday living and entertaining. The thoughtfully designed floor plan features an abundance of natural light throughout and gleaming hardwood floors. The welcoming Foyer that flows seamlessly into the Living Room complemented by a warm, inviting fireplace. The gracious Dining Room flows effortlessly to the centerpiece of the home, the beautifully appointed Kitchen. Featuring a chef's gas range, stone countertops, wine refrigerator and stainless appliances and an island provides generous workspace. Adjacent to the Kitchen is the Family room with large windows you can mingle with the laughter of family and friends while entertaining. After a long day retreat to the upper level which includes four generously sized bedrooms. The serene Primary Suite includes a large walk-in closet with second laundry area and an en-suite bathroom with an extra large stand up shower. A standout feature of the home is the expansive third-floor level. Offering incredible flexibility as the fifth bedroom, media room, artist's studio or whatever best fits your needs. The large unfinished basement provides laundry, mechanicals and an exceptional storage space. Relax on the inviting, spacious front porch sipping your morning coffee, evening cocktails or simply watching the neighbors stroll by. Or entertain family and friends on the beautiful backyard patio, an unexpectedly expansive tree-framed yard creates a secluded outdoor retreat-an uncommon luxury featuring a built-in grill—perfect for outdoor dining and gatherings. A two-car garage and ample off-street parking provide a rare convenience in this desirable downtown location. Enjoy the best of Annapolis living with easy access to the waterfront, parks, marinas, restaurants, shopping, and the Historic District. Offering an unbeatable combination of space, charm, and location, this is a rare opportunity to own a beautiful home in one of Annapolis’ most coveted neighborhoods. Walk to the many coffee shops, compete in the May Day flower basket contest or hop on a water taxi. Dine under the stars on West Street with friends and neighbors. The Historic Charm of Annapolis blended with the boater's paradise of the Chesapeake Bay is a quick commute to D.C., Baltimore and BWI which attracts so many to this area. This is more than just a home; it's an exciting opportunity to live your best life, enjoying family and friends. This coveted Murray Hill address delivers luxury, space and lifestyle. MUST SEE!

137 Monticello Ave, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 544-4000
$1,575,000
4 Beds ⋅ 4 Baths
Nestled along one of the most prestigious streets in Historic Annapolis, 268 King George Street presents a rare opportunity to own a beautifully renovated residence just steps from the U.S. Naval Academy, St. John's College, City Dock, Main Street, Spa Creek, and the Chesapeake Bay. Offering the perfect blend of historic charm and sophisticated modern living, this exceptional home places you at the center of everything that makes Downtown Annapolis one of Maryland's most desirable destinations. A welcoming covered front porch sets the tone for the home, providing the perfect place to relax, greet neighbors, or enjoy the charm of one of Annapolis' most iconic streets. Inside, timeless architectural details, including rich heart pine floors, soaring ceilings, elegant moldings, and oversized windows, are beautifully complemented by thoughtful, high-end renovations. Designed for both everyday living and effortless entertaining, the main level features elegant formal spaces, including a gracious dining room anchored by a beautiful fireplace and a spacious living room filled with natural light. The gourmet kitchen is appointed with premium appliances, custom cabinetry, generous workspace, and opens seamlessly to a sun-filled four-seasons room, creating an inviting gathering space for family and friends. Upstairs, the luxurious primary suite offers a peaceful retreat highlighted by two walk-in closets with custom built-in organization systems, providing exceptional storage rarely found in Historic Annapolis homes. The beautifully renovated bathrooms showcase designer-inspired tilework, custom vanities, and sophisticated finishes that blend timeless style with modern comfort. Additional bedrooms offer generous accommodations, while the private third-floor suite provides the ideal space for guests, a home office, fitness studio, or additional living area.Outside, a beautifully landscaped courtyard offers remarkable privacy and a tranquil setting for outdoor dining, entertaining, or quiet evenings in the heart of downtown. From your front door, enjoy easy access to award-winning restaurants, boutique shopping, waterfront parks, marinas, sailing, museums, galleries, and the vibrant energy of City Dock. Whether you're looking for a full-time residence or an exceptional Annapolis retreat, 268 King George Street offers an extraordinary opportunity to experience luxury living in one of Maryland's most treasured historic waterfront communities.

268 King George St, Annapolis

Listing courtesy of Monument Sotheby's International Realty. Contact: (443) 906-3848
$2,400,000
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
$1,028,000
3 Beds ⋅ 3 Baths
Live the ultimate Downtown Annapolis lifestyle at 8 Constitution Square. Tucked away on a quiet, neighborly cul-de-sac in the Spa West enclave 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 Annapolis gem.

8 Constitution Sq, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425
$1,600,000
3 Beds ⋅ 3 Baths
**Professional photography will be added prior to going active** 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
$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:

$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
$2,250,000
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
$1,000,000
4 Beds ⋅ 5 Baths
Rare Opportunity to purchase in Windswept at Broad Creek. 16 Executive Homes in this cul-de-sac Koch Homes built neighborhood in Annapolis. Beautiful home at end of cul-de-sac backing to trees makes a perfect place to make your new home! 4 Bedrooms, Bonus Room in Basement as well as separate main level office makes this home ready for all your needs! Beautiful remodeled kitchen with maple cabinetry, stainless steel upgraded appliances; oven is a steam-assist convection oven. Center island and all countertops are Quartzite. Great entertaining floorplan with family room opening to breakfast area and kitchen. Go out your french sliders off the breakfast area and choose between your screened in porch or your open decks! You will find stunning picture boxes in your formal dining room as well as plantation shutters. These shutters are also in the family room and living room as well. You will find two gas fireplaces, one in the family room and one downstairs in your finished recreation room. For those who work out of their home, there is formal main level office with built-in bookcases as well as a spacious sitting area in the primary bedroom perfect for that second office space if needed. Upstairs you will find an enormous primary suite with sitting room as well as a primary bath with soaking tub and separate shower. The second bedroom also has it’s own bathroom attached. The third and fourth bedrooms as well as a third full bath round out the upstairs. Down in the basement you will find the recreation room as well as a gym and a wet bar. There is an unfinished storage area as well as a utility room to be kept for storage or future bedroom(s). All of this on a 1/3 of an acre, at the end of a cul-de-sac backing to trees in a great neighborhood in Annapolis! **PLEASE NOTE: Both sellers work out of the house so it will have daily updates as to times available to be shown.**. Feel free to reach out to listing agent with any questions.

235 Ebb Point Ln, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$1,050,000
4 Beds ⋅ 5 Baths
Luxury living awaits in the highly desirable Broad Creek Landing community! Offering nearly 5,800 finished square feet, this exceptional home combines timeless elegance, generous living spaces, and an unbeatable location just minutes from historic Annapolis. A grand two-story foyer welcomes you into a light-filled interior enhanced by extensive trim detail, crown molding, and spacious formal and casual living areas designed for both everyday comfort and memorable entertaining. At the heart of the home is a chef's dream gourmet kitchen with abundant cabinetry, expansive counter space, and a sunny breakfast area that flows seamlessly into the inviting family room—creating the perfect gathering place for family and friends. A private office/library provides an ideal work-from-home retreat, while the formal living and dining rooms are ready for holidays and special occasions. Step outside to the maintenance-free deck, the perfect setting for morning coffee, sunset views, outdoor dining, and entertaining, all overlooking the level backyard with blooming trees and a new storage shed. The upper level features an impressive owner's suite complete with a spacious sitting room, two walk-in closets, and a luxurious spa-inspired bath with soaking tub, oversized shower, dual vanities, and marble flooring. Three additional generously sized bedrooms and two full baths provide plenty of room for family and guests. The finished walkout lower level offers over 1,500 additional square feet with a large recreation room, full bath, and endless possibilities for a home theater, fitness area, game room, or guest space. Thoughtfully maintained with a new water heater, roof replaced in 2019, and fresh interior paint throughout the upper two levels (2024). Conveniently located near Historic Downtown Annapolis, Quiet Waters Park, Broadneck Park, and the Annapolis Towne Centre. Enjoy dining at local favorites including Carrol's Creek Café, Lewnes' SteakHouse, Cantler's Riverside Inn, Mission BBQ, and Bread and Butter Kitchen, with shopping, marinas, waterfront attractions, and the U.S. Naval Academy just minutes away. Easy access to Routes 50 and 97 makes commuting to Baltimore, Washington, D.C., and Fort Meade a breeze. This is luxury, convenience, and lifestyle all in one extraordinary home.

903 Scupper Ct, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$1,495,000
3 Beds ⋅ 4 Baths
Welcome to 2144 Chesapeake Harbour Drive a stunning end-unit townhome in the sought-after community of Chesapeake Harbour. Perfectly positioned to overlook the Chesapeake Harbour Marina and with Chesapeake Bay views, this move-in-ready home combines luxurious updates with an exceptional waterfront lifestyle. The main level features a beautifully updated kitchen with marble countertops, stainless steel appliances, upgraded finishes and even a serene view of the Bay. The kitchen flows seamlessly into the dining area and spacious living room, where an electric fireplace creates a warm and inviting atmosphere. Sliding doors lead to a private deck overlooking the marina, providing the perfect place to enjoy your morning coffee or unwind at sunset. A convenient half bathroom completes this level. Upstairs, the spacious primary suite offers a walk-in closet and a beautifully renovated private bathroom with a walk-in shower. A second bedroom, a fully updated hall bathroom, and an upper-level laundry area complete this floor. The top level features a private third bedroom with separate aircon unit, creating an ideal space for guests, a home office, or whatever best fits your needs. The walkout lower level provides even more flexible living space with a cozy family room featuring a wood-burning fireplace and access to a private patio with marina views. There is also a wet-bar with wine cooler, making this room perfect for entertaining. The attached garage has been enhanced with custom epoxy flooring and built-in storage cabinets, creating a polished and functional space. Nearly every inch of this home has been thoughtfully updated in recent years, including new Marvin windows and sliding doors, custom window coverings, luxury vinyl plank flooring, custom stair railings, marble kitchen countertops, beautifully renovated bathrooms, new lighting fixtures, and a new LG washer and dryer. The roof was replaced in 2025, and the community is completing fresh exterior painting this year, adding even more value and curb appeal. Chesapeake Harbour offers an unmatched amenity package, including an outdoor pool with water views, tennis and pickleball courts, a private beach, and beautifully maintained common grounds. Residents also enjoy plenty of parking for both owners and guests. Just moments away, you'll find local favorites such as Beacon Waterfront Galley & Bar, the Annapolis Maritime Museum, Black Market Bakers, nearby parks, shopping, dining, and easy commuter access. If you've been dreaming of a low-maintenance waterfront lifestyle with breathtaking views, resort-style amenities, and designer finishes throughout, this exceptional home is one you won't want to miss. Schedule your private tour today!

2144 Chesapeake Harbour Dr, Annapolis

Listing courtesy of One Percent Lists Mid-Atlantic. Contact: 4439871402
$1,795,000
3 Beds ⋅ 3 Baths
A rare opportunity to own a beautifully reimagined residence in the heart of Eastport, where timeless architecture meets modern comfort. Rich in history and craftsmanship, the home showcases an antique fireplace mantel with a hand-carved frieze, artisan wrought iron banister and fencing created by a metalsmith and co-founder of the renowned Niermann Weeks design atelier, and wide lintels that reflect the character of a bygone era. A thoughtfully designed 1986 renovation introduced a two-story addition and reconfigured the home around a central hallway, creating the exceptional floor plan enjoyed today while preserving its historic charm. The kitchen was beautifully renovated in 2022 by designer Nicole Rauzi of Chroma Kitchens, featuring updated custom cabinetry, fixtures, appliances, and a 6-burner Wolf range, blending contemporary function with classic style. Plantation shutters throughout the home add timeless elegance and privacy. French doors open from the living room to a newly completed screened porch (2026), overlooking a private garden filled with mature perennials and seasonal blooms, creating an inviting extension of the home's living space. Rarely found in Eastport, the property provides a two-car garage and three off-street parking spaces. Above the garage, the finished living space with a full bath and its own mini-split HVAC system (2022), offers flexibility as a guest suite, private office, studio and more. Additional home improvements include Hardie Plank siding (2020), washer and dryer (2022), and irrigation system (2017). Previously featured on the prestigious Annapolis Home & Garden Tour, this exceptional residence places you just moments from Eastport's celebrated restaurants, marinas, boutiques, galleries, and waterfront parks, with easy access across the Spa Creek Bridge to Historic Downtown Annapolis. A home where historic character, thoughtful updates, and an unmatched Eastport lifestyle come together in one extraordinary offering.

526 Sixth St, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767
$3,595,000
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
$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
$2,650,000
6 Beds ⋅ 6 Baths
Annapolis Stunning Coastal Colonial Waterfront Retreat where every day feels like a vacation. Perfectly positioned on the tranquil waters of the Chesapeake Bay tributaries, this extraordinary waterfront residence at 529 Lee Circle offers an exceptional blend of sophisticated coastal design and effortless indoor-outdoor living. Privately nestled among mature trees, the home enjoys a peaceful setting with panoramic water views, a private pier, a boat house and a floating dock, creating the ultimate Annapolis waterfront retreat. The impressive rear elevation is designed to embrace the waterfront lifestyle, featuring expansive walls of glass that flood the interiors with natural light while framing picturesque water views from nearly every level. Multiple outdoor living spaces—including a spacious waterside deck, an upper-level balcony, and an expansive lawn leading to the 114 feet shoreline—provide the perfect backdrop for entertaining or relaxing while enjoying spectacular sunsets. The boat house with lift, private pier, and protected water dockage offer immediate access to boating, paddleboarding, kayaking, and all the Chesapeake Bay has to offer. Whether departing for a day on the water or enjoying quiet evenings along the shoreline, this property delivers an unmatched waterfront experience. Architecturally, the home combines classic coastal elegance with contemporary comfort. Soft gray siding, crisp white trim, multiple gables, and oversized windows create a timeless façade that complements its natural surroundings. The residence offers approximately 6,000 square feet of living space with two owners suite (one on the main level), generous entertaining areas, multiple fireplaces, and luxurious accommodations designed for both everyday living and grand-scale gatherings. The home was originally built in 1965. In 2016 it went through a complete, down-to-the-studs renovation and expansion to the creation of stunning luxurious waterfront home. Custom-Built by Architect Teresa Todd and Timberlake Homes into a 6-bedroom and 5.5-bathroom residence. Located within the sought-after Hillsmere Shores community, residents enjoy a coveted Annapolis lifestyle with access to a private beach, marina, community pool, playgrounds, and convenient proximity to Historic Downtown Annapolis, waterfront dining, yacht clubs, and the U.S. Naval Academy. This is more than a waterfront home—it is a private Chesapeake Bay sanctuary where luxury, recreation, and timeless coastal beauty come together in one exceptional offering.

529 Lee Cir, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,285,000
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:

$1,550,000
3 Beds ⋅ 3 Baths
Price Improvement and Exceptional Value! 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
$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. 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
$1,300,000
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:

$1,499,950
2 Beds ⋅ 3 Baths
Perched atop the prestigious GrandView at Annapolis Town Center, this exceptional penthouse offers an unparalleled blend of luxury, sophistication, and convenience. Bathed in natural sunlight through its coveted southern exposure, this stunning residence showcases breathtaking panoramic views, soaring 11-foot ceilings, and exquisite Brazilian cherry hardwood floors throughout. Designed for both elegant entertaining and comfortable everyday living, the spacious floor plan features two luxurious bedroom suites, each with its own en-suite bath, an additional powder room, and a generously sized private office/den complete with custom built-in desks and cabinetry. The beautifully remodeled gourmet kitchen is a chef's dream, highlighted by an oversized center island, serving bar, premium GE Monogram appliances, and a Sub-Zero wine cooler. Rich custom cabinetry, designer finishes, and thoughtful details create a timeless and refined living experience. Additional upgrades include a newer HVAC system (2021), tankless gas water heater, newer washer and dryer, custom closet organizers, elegant window treatments, and extensive built-in cabinetry throughout the home. Step outside to the expansive private balcony—an ideal setting for morning coffee, evening cocktails, or simply enjoying the spectacular southern vistas. This extraordinary residence also includes three premium garage parking spaces and a private storage cage. Residents of GrandView enjoy an exceptional lifestyle with resort-style amenities including a rooftop pool and lounge, state-of-the-art fitness center, elegant club rooms, concierge service, and beautifully appointed common areas. Perfectly situated in the heart of Annapolis Town Center, you'll enjoy the ultimate walkable lifestyle with Whole Foods, Target, fine dining, boutique shopping, cafés, and entertainment just steps from your door, while historic downtown Annapolis is only minutes away.

1915 Towne Centre Blvd Unit #1115, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$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
$1,895,000
Once-in-a-Lifetime Opportunity to Build Your Dream Waterfront Home in Bay Ridge. See potential plans in the pictures and meet the builder to discuss your dream home or bring your own builder. Don't miss your chance to own the last remaining waterfront lot in the prestigious and highly sought-after Bay Ridge community. This is a rare opportunity to design and build your dream home on a premium lot offering 57 feet of serene waterfront on protected Lake Ogleton. 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.

48 E Lake Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$1,425,000
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. Additional details and professional photography coming soon.

140 Spa Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,475,000
5 Beds ⋅ 4 Baths
Annapolis New Stunning Luxury Renovation: Just Completed! Experience the perfect blend of timeless elegance and modern sophistication in this stunning luxury renovation in Annapolis. Thoughtfully redesigned with impeccable craftsmanship and upscale finishes throughout, this exceptional 5-bedroom / 3.5-Bathroom residence offers refined living at its finest. A bright, open-concept floor plan showcases a designer chef’s kitchen, premium appliances, custom cabinetry, and beautifully appointed living spaces ideal for both everyday living and entertaining. Luxurious baths, spacious bedrooms, and carefully curated details create a move-in-ready retreat. Situated in one of Annapolis’ most desirable locations, Anchorage waterfront community, this remarkable home delivers the best of coastal living with convenient access to downtown Annapolis, the Chesapeake Bay, marinas, shopping, and dining. A rare opportunity to own a brand-new luxury home in the heart of Annapolis. This extraordinary residential real estate transformation is the creation of a partnership between a contractor and an interior and space designer firm. Mac O’Brien, the owner of Great Eastern Contracting, and his wife Becca O’Brien and partner Rachael Houser from Intuitive Design, joined forces and underwent on 3134 Starboard Drive a complete, down-to-the-studs renovation and expansion. They purchased this over .36-acre property from its original owner, and they turned a 2,000 square foot home into a 3,360 square foot of luxurious, modern turnkey showpiece with no detail overlooked. This five-bedrooms, three-bathrooms, one-powder room, family room, recreation room, backyard, double garage residence was meticulously rebuilt—walls, ceilings, floors, fixtures, electrical, and plumbing systems—all removed and replaced with high-end finishes and craftsmanship throughout. The result is a striking blend of contemporary comfort and timeless design, offering an open and elegant floor plan flooded with natural light. Situated in one of Annapolis’ premier waterfront enclaves, residents enjoy exclusive access to community amenities including a private marina with 49-boat slips, a boat ramp, pools, and scenic waterfront green spaces. If you’re seeking a truly move-in-ready home that is brand new in an established, amenity-rich community, this is your opportunity to own a masterpiece in Anchorage.

3134 Starboard Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$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:

$1,175,000
5 Beds ⋅ 3 Baths
Seller has set an offer deadline of 4:00pm on Monday July 27th. Previous Buyers move from California fell through. Home is back on the market and ready for you! Wake up to panoramic views of the Magothy River from this beautifully updated home in the sought-after waterfront community of Cape St. Claire. Expansive windows fill the home with natural light while showcasing breathtaking water views from many of the primary living spaces. The stunning remodeled kitchen features quartz countertops, stainless steel appliances, custom cabinetry, a dry bar, and an open layout that flows seamlessly into the dining and living areas. Hardwood flooring, beautifully renovated bathrooms, updated stair railings, fresh paint, and designer finishes create a home that is both elegant and inviting. Offering a highly desirable layout with two main-level bedrooms and a private upper-level primary suite, the home provides exceptional flexibility for guests, multigenerational living, or a dedicated home office. The spacious primary retreat features a sitting area, custom walk-in closet, spa-inspired bath, and private balcony overlooking the Magothy River. The finished lower level provides additional flexible living space, abundant storage, and walk-out access to the backyard. Outdoor living shines with an expansive Ipe wood deck with glass railings, a hot tub, beautifully landscaped grounds, and stairs leading toward the shoreline—perfect for entertaining or simply enjoying the ever-changing waterfront scenery. With more than $250,000 invested in improvements over the past four years, this home combines timeless design with modern efficiency. Major updates include a complete kitchen renovation, three remodeled bathrooms, hardwood flooring, dual high-efficiency Carrier HVAC systems, updated electrical service with a Level 2 EV charger, reverse osmosis and whole-house water filtration systems, well pump replacement, waterproofing improvements, custom primary closet, backyard fencing, and much more. Conveniently located just minutes from downtown Annapolis, Broadneck schools, shopping, dining, commuter routes, and the Chesapeake Bay Bridge, this is a rare opportunity to own an extensively updated home with spectacular water views in one of Anne Arundel County's most beloved waterfront communities.

844 Harbor View Ter, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$1,289,900
4 Beds ⋅ 2 Baths
Rare opportunity to own a stunning newer built fully detached four bedroom home in the historic district with an attached one car garage plus a one car driveway​ —an amenity rarely found in downtown Annapolis. Tucked away on a quiet street just steps from Spa Creek and City Dock, 12 Union Street combines the charm and walkability of the Historic District with the comfort and convenience of newer construction. Spanning four levels, the home is filled with natural light and offers high ceilings throughout. The entire interior has recently undergone a significant refresh, including resurfaced hardwood floors, all-new carpet, professional interior painting throughout, new lighting fixtures, new outlets and switches, a new kitchen backsplash and quartz countertops, plus a new dishwasher, refrigerator, and hot water heater. With four bedrooms and two full baths, the flexible floor plan provides plenty of options for guests, a home office, gym, or additional living space. Outdoor living is equally inviting, featuring a screened porch off the second level and a spacious deck off the main level with additional outdoor space ideal for relaxing, entertaining, or creating a garden retreat. The unfinished basement offers exceptional storage and future potential, featuring windows that bring in natural light and unusually high ceilings rarely found in similar downtown homes. Step outside and enjoy everything that makes Annapolis special. The waterfront is just moments away, while the U.S. Naval Academy, restaurants, shops, parks, and all the attractions of downtown Annapolis are within easy walking distance. Whether you're looking for a full-time residence, a weekend escape, or a smart investment, 12 Union Street offers an exceptional opportunity in one of Annapolis' most sought-after locations.

12 Union St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$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:

$1,025,000
3 Beds ⋅ 2 Baths
Experience a hassle-free waterfront lifestyle at The Point on Spa Creek, where this stunning condo offers exceptionally easy living with picturesque views overlooking Historic Annapolis and Spa Creek. This spacious 2 bedroom 2 bath condo with flexible loft space features beautifully appointed rooms and is just steps away from the clubhouse, pool, dock, and scenic walking paths. The expansive Living room with fireplace is the perfect setting to relax and take in the views. The 2 sided fireplace also provides ambiance for the adjacent cozy nook that is ideal for a desk or reading chair. The gourmet kitchen with peninsula is sure to please any chef and the gorgeous water views makes everyday feel like a vacation. Enjoy the covered deck overlooking the waterfront; perfect for entertaining or relaxing while taking in the tranquil surroundings. The primary bedroom features a spacious closet, ensuite bath and covered balcony. With an additional light-filled bedroom, hall bath and loft space, there is plenty of room for family and guests. This vibrant community offers a wealth of amenities and residents enjoy direct access to Spa Creek, including deep-water boat slips and two water-taxi locations for easy trips to Downtown Annapolis. The waterfront pool and deck, complete with a hot tub, are ideal for relaxation, while the clubhouse can be rented for private events. Other community features include tennis and pickleball courts, EV auto chargers, and a kayak/canoe launch with a convenient rack. Social gatherings and a monthly newsletter keep residents connected, while pet-friendly policies ensure all family members are welcome. A dedicated property maintenance supervisor and ample parking make life here seamless and enjoyable. Welcome Home!

6 President Point Dr Unit #B3, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$1,300,000
5 Beds ⋅ 3 Baths
Welcome to this impressive 4,300-square-foot waterfront residence located on the scenic Little Magothy River, renowned among the 105 homes here as Annapolis's best-kept secret. This elegant home offers five bedrooms and three full bathrooms, designed to accommodate comfort and luxury. Enjoy expansive water views and effortless access to the Chesapeake Bay, making this an ideal property for boating enthusiasts. The private 110-foot pier is equipped with electricity featuring a full slip and a boat lift, 5' depth, MLW as well as a sandy beach and a safe harbor for protection during storms. The spacious yard is perfect for hosting large gatherings, yet requires minimal maintenance. Outdoor amenities include a shuffleboard court, hot tub, and ample space for either a large or small firepit. While the home is well-maintained, it offers a unique opportunity for customization, allowing you to update and personalize the interior to your taste. The flooring consists of hardwood and tile, complemented by luxury vinyl in the lower level bedroom, the living area off that bedroom and the hallway, currently no flooring is there. See agent notes. Additionally, the lower level includes a bedroom and bathroom with a private entrance, ideal for multigenerational living or guest accommodations.

1098 Magothy Cir, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102240600
$1,307,775
3 Beds ⋅ 5 Baths
**Hard Hat Tours are now available by appointment! Move into your brand-new luxury home in just a few short months.**Lot 12 is well underway, with cabinetry, designer tile, quartz countertops, trim, and interior finishes currently being installed. This interior residence includes thoughtfully curated designer selections, including hardwood flooring, Foxhall Green lower cabinetry paired with Accessible Beige upper cabinetry, brushed brass hardware, Misterio Gold quartz countertops, upgraded Super White quartz bath countertops, and wood shelving throughout every closet. Construction is progressing quickly, making this an exceptional opportunity to enjoy new construction without the extended wait of a ground-up build. **Other lots with a variety of finishes and color schemes are available also.** Towne Row is an exclusive collection of just 18 luxury townhomes in the heart of the Annapolis Town Center corridor. Designed for buyers seeking sophisticated, low-maintenance living, these homes combine timeless architecture with contemporary design, exceptional craftsmanship, and the freedom of a true "lock-and-leave" lifestyle. Only a limited number of homes remain. Spanning approximately 3,100 square feet across four finished levels, every Towne Row residence features a private elevator serving every floor, three bedrooms plus a flexible den, three full baths, two half baths, a spacious gourmet kitchen with an expansive island, quartz countertops, walk-out deck, luxurious owner's suite occupying its own private level, and an impressive rooftop terrace designed for entertaining with room for a future hot tub. A two-car garage and abundant storage complete this remarkable home. Built by Annapolis-based Sturbridge Homes, celebrating nearly 50 years of award-winning craftsmanship, Towne Row homes are designed to deliver beauty that extends beyond the finishes. LEED Gold and ENERGY STAR certification provide outstanding energy efficiency, healthier indoor air quality, long-term durability, and potential tax benefits, creating a home that is as smart as it is luxurious. Life at Towne Row places you just steps from Annapolis Town Center's premier restaurants, boutiques, fitness studios, Whole Foods, entertainment, and everyday conveniences. Downtown Annapolis, the Chesapeake Bay, marinas, and waterfront parks are only minutes away, while Baltimore and Washington, D.C. are an easy commute. Whether you're enjoying dinner in Town Center, spending the afternoon on the water, or relaxing under the stars from your private rooftop terrace, Towne Row offers a lifestyle unlike anything else in Annapolis. Sales Center appointments and private Hard Hat Tours are available now. Lot dimensions, floor plans, square footage, and renderings are approximate and subject to change. Sellew Road may not yet appear on GPS mapping systems; use **2555 Riva Road, Annapolis** for the community location. [1]: https://towne-row.com/?utm_source=chatgpt.com "Towne Row | New Luxury Townhomes in Annapolis Maryland" [2]: https://sturbridgehomes.com/?utm_source=chatgpt.com "Sturbridge Homes – With nearly 50 years of experience, Sturbridge Homes is one of the premier new home builders in Maryland."

206 Sellew Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,265,000
3 Beds ⋅ 5 Baths
Hard Hat Tours are now available by appointment! Early buyers have the opportunity to customize their home's finish colors and materials. Don't wait! Construction is moving along and the builder will make selections for any unreserved homes. This listing is for an interior home on Lot 16. Sturbridge Homes is offering a generous pre-construction incentive package for early buyers. Submit your deposit now to lock in current pricing and have the ability to customize your home! Sales Center appointments are available now. Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center Corridor. A Towne Row home is superior in every way. The craftsmanship and expansive spaces are apparent immediately. Notice the contemporary exterior, rooftop terrace for entertaining and stargazing, and two-car garage. Savor the spacious kitchen and luxurious owner's suite, privately situated on its own level, and the high-end materials and fixtures throughout. Live graciously and vertically on four generous levels, whisked up and down by your private elevator. This is Towne Row, your haven, your showplace, your new home. It's like none other in Annapolis. Features include: 3,100 Square Feet of Living Space, 3 Bedrooms + Den, 3 Full Baths, 2 Half Baths, Expansive Gourmet Kitchen With Walk-out Deck, Private Elevator, Elegant, Spacious Owner's Suite on Its Own Level, Quartz Countertops Throughout, Four Levels of Finished Living Space, Rooftop Deck With Space for Hot Tub, Two-car Garage, Energy Star & LEED Gold Certified Location, location, location. Living at Towne Row puts you in the heart of the bustling Annapolis Town Center corridor. You have instant access to an array of upscale and casual restaurants, boutiques and shops, favorite grocery stores, sophisticated fashion and home goods retailers, fitness clubs, movie theaters, and essential services. Plus, you'll be minutes from the Annapolis historic district, endless waterways, nearby marinas, and a short drive to Baltimore and Washington, D.C. It's luxury living and convenience beyond compare. Lot dimensions, floor plans, and square footage figures are approximate. Architectural renderings are samples only and may not reflect the exact product. Sellew Rd. has not been built and may not appear on some mapping apps. Map to 2555 Riva Rd. for the approximate location.

109 Sellew Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,099,000
3 Beds ⋅ 3 Baths
Nestled in the heart of downtown Annapolis in the highly sought-after neighborhood of Murray Hill, this charming Colonial, originally built in 1925 and extensively remodeled in 2016, offers the perfect blend of historic character with modern updates, and an unmatched in-town waterfront lifestyle. Just one block from Spa Creek and Acton's Landing Waterfront Park & seasonal water taxi service, as well as a short stroll to Annapolis' renowned restaurants, shops, and cultural attractions. A picturesque front porch welcomes you and your guests and provides the perfect perch for morning coffee, evening cocktails, or simply watching the neighbors stroll by. Enter into a lovely living room with gleaming hardwoods anchored with a gorgeous gas fireplace. The open floor plan provides easy flow into the gorgeous chef's kitchen featuring a huge granite island, GE Café stainless steel appliances, a charming butler's pantry, and a half bath. Enjoy a private enclosed patio with ample space for a dining table, grill, and comfortable seating area—ideal for dining al fresco and entertaining guests. The second floor offers two bedrooms, a full bath, and a spacious landing perfectly suited for a home office, reading nook, or flex space. The third-floor primary suite serves as a private retreat with large windows, abundant natural light, and a Juliet balcony overlooking the neighborhood. A brand-new ductless mini-split system is being installed to serve the third-floor suite. Additional updates include a new furnace in 2023. Heating is provided by a combination of oil heat and heat pump, while natural gas serves the fireplace and hot water heater. The large unfinished basement provides laundry, mechanicals, and exceptional storage space. Additional conveyances include an interior fire sprinkler system, exterior irrigation system, two wine coolers, and five wall-mounted smart TVs. ATTENTION VA BUYERS: this home has an ASSUMABLE VA 2.37% interest rate- a very nice option in this 6+% mortgage interest environment! All in all 20 Shaw offers a rare opportunity to own a beautifully updated historic home in one of the city's most beloved neighborhoods, just a stone's throw to a wonderful waterfront park, as well as Annapolis' best restaurants & shops - downtown living at its finest!

20 Shaw St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,795,000
5 Beds ⋅ 4 Baths
Welcome to this 8 year young home in Murray Hill. This 2018 Craftsman style home has so many exceptional features: Hardie Board siding, covered front porch with Ipe decking, metal roof over covered porch and architectural shingles on the roof. Single car garage with EV charger. Inside the home you'll find red oak flooring on main and upper level, 9' ceilings, kitchen with high end stainless steel appliances, quartz counters, large island with breakfast bar, wine fridge. Adjacent living area has coffered ceilings, eat in area, gas fireplace, built in bookcases, French doors lead to yard with patio and established landscaping. Upper level of the home has 4 bedrooms, 2 full baths, and laundry area. The primary suite has gorgeous bath with large walk in shower, double vanity, walk in closet. 3 additional bedrooms (one used as office currently). The finished lower level has a fifth bedroom, full bath, walk up access to the rear yard. Steps away from this great home is the Amos Garrett Waterfront park where you can launch your kayak or stand up paddleboard, or grab a water taxi to head to downtown Annapolis. Walkable to downtown Annapolis...this special home really does have it all!

114 Spa View Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,750,000
4 Beds ⋅ 5 Baths
Experience the best of Annapolis living in the sought-after, amenities-rich community of Fishing Creek Farm. Perfectly positioned to capture beautiful water views and surrounded by lush lawns and mature landscaping, this handsome brick-front Colonial offers a rare combination of timeless architecture, flexible living spaces, and an exceptional neighborhood lifestyle. A gracious foyer welcomes you into formal living and dining rooms designed for entertaining, with the current living room serving as a billiards room. At the heart of the home, the bright white kitchen features quartz countertops, abundant cabinetry, and a sunny breakfast nook that flows seamlessly into the impressive family room with soaring vaulted ceilings, a fireplace, and easy access to the patio and expansive backyard. Whether hosting summer gatherings or enjoying a quiet evening outdoors, the spacious front and rear yards provide room to relax, play, and take in the peaceful surroundings. Designed for both convenience and versatility, the main level includes a spacious primary suite, while a second upper-level primary suite enjoys sweeping water views and creates an ideal retreat for owners or guests. Two additional bedrooms share a well-appointed hall bath, providing ample space for family and friends. The partially finished lower level offers additional living space, generous storage, and easily accessible crawl spaces. Life in Fishing Creek Farm extends far beyond the property itself. Residents enjoy one of Annapolis' most coveted waterfront communities, complete with a community marina, swimming pool, sandy beach, tennis and pickleball courts, and year-round social activities. Located on the Annapolis Neck peninsula between the South River and the Chesapeake Bay, this special neighborhood offers a peaceful waterfront setting just minutes from downtown Annapolis, Eastport, and major commuting routes to Baltimore, BWI Airport, Fort Meade/NSA, Washington, D.C., and the Eastern Shore. A wonderful opportunity to enjoy the Chesapeake lifestyle in one of Annapolis' most desirable communities. Welcome Home!

3403 Hidden River View Rd, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$1,895,000
8 Beds ⋅ 6 Baths
Set on nearly two serene acres, this stately brick-front colonial commands attention with timeless curb appeal. Inside, a formal living room and a separate office or study offer refined spaces for quiet pursuits, while the expansive great room and adjoining den are connected by a dramatic double-sided fireplace, one of four throughout the home. The partially open layout flows with intention, suited to entertaining on a grand scale or gathering in comfort. A grand formal dining room is framed by a wall of windows overlooking the side garden, and the renovated cook's kitchen impresses with stainless appliances, dual wall ovens, a 36" professional series gas cooktop, and an oversized island. A separate breakfast area and a large rear deck extend the living space outdoors, overlooking the grounds and swimming pool. Upstairs, five bedrooms include an extraordinary owner's suite with a gas fireplace, walk-in closet, and a beautifully renovated bath with soaking tub. The lower level offers exceptional versatility with three additional bedrooms, a large living area or recreation room, two full baths, a renovated kitchen, and separate access, ideal for guests or extended family. A three-car garage completes the residence. Brice Manor resides within the Meadows Community, known for its oversized lots, lush lawns, and heritage trees. Tree-canopied streets and award-winning Blue-Ribbon schools define this secluded enclave, moments from the Severn River with easy access to West Annapolis, Eastport, and historic Annapolis.

234 Meadowgate Dr, Annapolis

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

$1,075,000
4 Beds ⋅ 3 Baths
Don’t miss this rarely available 4-bedroom, 2.5-bath Colonial in the highly sought-after, water-privileged community of Amberley. Fresh paint and abundant natural light create a warm and inviting atmosphere throughout. The kitchen is filled with natural light and offers gray-toned cabinetry, recessed lighting, a sunny breakfast area, and peaceful tree-lined views. Perfect for both everyday living and entertaining, the spacious family room offers a cozy gas fireplace with a charming brick surround, custom built-ins, and direct access to the rear covered porch. Overlooking picturesque Whitehall Creek, this tranquil outdoor retreat provides the perfect setting to gather with friends or unwind while taking in the serene waterfront scenery at any time of day. Just beyond is a versatile formal dining area framed by lovely front lawn views. Whether hosting memorable dinners, creating a cozy sitting room, or using the space as a private home office, this room offers flexibility while enjoying a peaceful scenery. A nearby powder room and laundry room add convenience and functionality. Retreat upstairs to the spacious primary suite, where large windows adorned with plantation shutters fill the room with natural light. The walk-in closet is thoughtfully outfitted with a custom organization system, while the en-suite bath offers a tiled walk-in shower, creating a comfortable and private retreat at the end of the day. Three additional bedrooms, each with ample closet space, share a well-appointed hall bath with a tub/shower combo, completing the upper level. The unfinished lower level provides abundant storage space and shelving with the possibility for future expansion if finished. An attached two-car garage, complete with a built-in workshop, is ideal for hobbyists, DIY enthusiasts, or extra storage needs. An extended driveway offers ample off-street parking for 4+ cars. With nature as your backdrop, this spectacular 29,500 sq ft lot is an entertainer's dream. Create your own private oasis with breathtaking riverfront views and a meandering pathway leading to your private boat slip. Enjoy endless opportunities to relax or entertain outdoors, from cozy evenings around the firepit on the brick patio to peaceful mornings surrounded by mature trees that provide beauty, privacy, and a serene setting year-round. Amberley's exceptional amenities further enhance this waterfront lifestyle. Residents enjoy access to three community piers with 45 boat slips, kayak and dinghy racks, a kayak launch pier, and a boat ramp. In addition, more than 15 acres of preserved forest and open fields offer walking trails and scenic vistas, making this a truly special place to call home.

700 N Holly Dr, Annapolis

Listing courtesy of Keller Williams Capital Properties. Contact:

$6,995,000
4 Beds ⋅ 6 Baths
Set on a spectacular point of land where the South River meets the Chesapeake Bay, this extraordinary waterfront estate captures some of the most breathtaking views in Annapolis. With coveted southern exposure, the property is immersed in sunlight from dawn to dusk, creating an ever-changing backdrop of sparkling water, passing sailboats, and panoramic Chesapeake vistas. Completely reimagined in 2017 by renowned architect Cathy Purple Cherry, this residence was rebuilt and renovated to an exceptional standard, blending timeless coastal architecture with modern luxury and uncompromising construction quality. Spray-foam insulated walls and roof, steel reinforcement, double plywood construction, four-zone HVAC with humidifiers, gas backup heat, tankless propane water heaters, water treatment systems, generator backup, Sonos audio, and Lutron lighting create a home that is as efficient and functional as it is beautiful. Designed for both grand-scale entertaining and comfortable everyday living, the interior offers over-the-top craftsmanship and thoughtful details throughout. Maple hardwood flooring flows through elegant yet inviting spaces including a dramatic waterfront living room with a custom wet bar, an informal gathering room with built-in bookshelves, a private office with custom cabinetry, wet bar, balcony, and commanding views stretching down the Chesapeake Bay, and a state-of-the-art theater room complete with its own wet bar, refrigerator, and ice maker. The chef’s kitchen is a masterpiece featuring double Wolf ovens, Wolf cooktop, Sub-Zero refrigerator, three dishwashers, wine cooler, ice maker, built-in microwave, instant hot water, walk-in pantry with custom built-ins, and a sun-filled breakfast nook overlooking the water. The luxurious primary suite serves as a private waterfront retreat, highlighted by a stunning spa bath finished with Italian water-cut marble. Three additional bedrooms feature ensuite baths, while a full bath on the main level conveniently serves the pool and outdoor entertaining areas. Outdoor living rivals the finest resorts. Expansive Ipe decking surrounds a heated PebbleTec pool and spa, complemented by an outdoor kitchen, fire pit, integrated sound system, and extensive landscape lighting. The private pier is equipped with water, electric, approximately 4 feet of MLW, a 12,000-pound boat lift, an 8,500-pound boat lift, and a 1,500-pound personal watercraft lift, providing immediate access to the Chesapeake Bay and beyond. Offering 4 bedrooms, 5 full baths, 1 half bath, a dedicated office, and a deep four-car garage, this is a rare opportunity to own one of Annapolis’ premier waterfront properties in a setting where extraordinary architecture, unmatched craftsmanship, and world-class outdoor living come together on the shores of the Chesapeake.

3728 Ramsgate Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$1,175,000
4 Beds ⋅ 4 Baths
This STUNNINGLY UPDATED brick colonial is set on almost an acre of land on a private cul-de-sac. Move-in ready with 4,000+ square feet on three levels... this sun-filled home features dark wood floors and quality fixtures and features throughout. The fresh GOURMET KITCHEN has expansive quartz counter tops, new high-end appliances, gas cooking, Samsung “Family Hub” refrigerator, double drawer dishwasher, custom shelving and a gleaming white farmhouse sink. The kitchen is open to a large bright family room with a feature wall fireplace and tons of windows. A great place to gather and watch the game! Right outside the kitchen door is a large flagstone patio with built-in brick barbecue, making this home an ENTERTAINER'S DREAM ... whether indoors or out! The living room features a wood-burning fireplace, built-in shelving and custom lighting, and is open to a large dining area that allows for comfortable flow to the kitchen and living areas. Owner’s IMPRESSIVE BEDROOM SUITE has wood floors, large walk-in closet and stunning bathroom with marble double sink, walk-in shower and custom shelving. Three additional generous-sized bedrooms have loads of closet space, ceiling fans and hardwood floors. Second floor laundry features high-end washer and dryer and custom cabinets and shelving while the guest bath has a classic navy blue cabinet with quartz counter top, tile floor and fresh white bathtub/shower combo. Lower level features full gourmet kitchen, full bath with walk-in shower, and open living area with glass sliding doors to lower patio and back yard. A lower level “bonus” room is perfect for home gym or a dedicated media room! And if that isn’t enough to tempt you, in addition to the two-car attached garage there is an 1100 sf detached garage with high ceilings that can accommodate an RV, boat, trucks, cars or any number of outdoor toys! Doors operate via phone or remote. Above the detached garage is a 700sf apartment with galley kitchen, bedroom, living space and full bath. Plus the large shed on the property is out-fitted with electricity and perfect for storing outdoor equipment. Tasteful touches such as wallpaper, light-up closets, built-ins and more make this MOVE-IN READY A REAL GEM! This location has easy access to Annapolis shopping and the Historic Downtown district, and to major commuting routes to Fort Meade, Baltimore, and Washington. Plus BWI is a hop, skip and a jump away! Smith’s Marina on the Severn River is five (5) miles from this home, and offers access to slips (17-40 feet), a boat ramp, fuel dock and boat maintenance services.

1602 Locksley Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,950,000
4 Beds ⋅ 3 Baths
Stunning offering in gated Epping Forest! This mid-century modern waterfront sanctuary rises above Saltworks Creek on a quiet protected cove all on a .34 Acre lot—where timeless design meets an ethereal, peaceful connection to the water and outside. Originally built in 1978, the almost 3600 sq. ft residence recently underwent a comprehensive renovation inside and out while honoring Mid-Century authenticity and maintaining an effortless flow and contemporary preference. From the street side, the home presents a timeless silhouette with a recent 70K Elevator with ramp that serves as a secondary entrance servicing 2 out of the 3 levels. Waterside, the home is the ultimate expression of blurring the line between nature and interior with floor to ceiling glass walls, 8' sliding glass doors and unobstructed views from the deck. This home wasn't designed to look at the water but rather live with it. A massive stone central fireplace is the heart of the living area creating a cozy architectural retreat. Tasteful modernization but true to its mid-century roots, every element of the home has been considered preserving the architectural integrity while offering the comfort and convenience expected today. More than a home, this is a rare opportunity to own a piece of design history- reimagined for modern waterfront living. Email for list of 925K spent on restoration since purchase including brand new private pier and brand new Kitchen and all 3 Full Baths. Epping Forest is a Gated Waterfront Community on the Severn River with a community beach, waterfront clubhouse with restaurant and bar, tennis/pickleball and marina (new marina is currently under construction) Strong neighborhood connections where neighbors treat each other like family and fun happens weekly! Year around community events codify friendships, 4th of July Fireworks, Oyster & Bull Roast, Boat Club, Summer Volleyball League, community chapel, yoga & summer camps. Come experience the best Chesapeake Bay Maritime Annapolitan Lifestyle around! Epping Forest Inc is a special benefit tax district with bylaws and binding rules and regulations with Non-Riparian Waterfront. Special financing via Pentagon Federal Credit Jumbo 7/6 ARM available to low as 5.50%.

1739 Vineyard Trl, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$2,685,000
5 Beds ⋅ 5 Baths
Life takes on a different pace in Oakwood, where the calm waters of Fishing Creek and the South River provide an idyllic backdrop and effortless access to the Chesapeake Bay. With 93 feet of shoreline, a private pier with multiple slips, and a substantial 25,000-pound boat lift, this property is perfectly suited for boating enthusiasts and those who appreciate the beauty and tranquility of the Chesapeake lifestyle. Designed for both everyday comfort and effortless entertaining, the home offers an inviting open floor plan with seamless flow between the gourmet kitchen with center island, sunroom, soaring two-story living room, and adjacent family room. Walls of windows frame picturesque water views and fill the home with natural light. A versatile main-level room with an adjoining full bath provides ideal space for guests, a private office, or flexible living needs. Upstairs, the spacious primary suite serves as a peaceful retreat with abundant windows capturing the ever-changing waterfront scenery, a walk-in closet, and an ensuite bath featuring dual vanities, a large shower, and a relaxing soaking tub. Two additional bedrooms share an ensuite bath and a fourth bedroom provides plenty of space for family and friends. The expansive space above the garage has been transformed into a fun Margaritaville-inspired bar and game room complete with a full bath. This exceptional area offers endless possibilities and could easily become a second primary suite, private guest quarters, or an in-law suite. Outside, multiple entertaining spaces invite gatherings with family and friends while the lush lawn gently transitions to the water's edge. Whether hosting summer celebrations, launching a boat for a day on the Bay, or simply unwinding as the sun reflects across Fishing Creek, this property offers a lifestyle that feels like a vacation every day. A side-entry two-car garage and spacious driveway complete this exceptional waterfront offering in one of Annapolis Neck's most desirable communities. Welcome Home!

3733 Thomas Point Rd, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$12,950,000
6 Beds ⋅ 9 Baths
Imagine arriving home each day to a place where the pace slows, the views stretch for miles, and every amenity for recreation, relaxation, and entertaining is right outside your door. Tucked away along the Chesapeake Bay, this extraordinary waterfront retreat offers a lifestyle that few properties can match, a private oasis where luxury and nature exist in perfect balance. Originally constructed by the renowned Pyramid Builders and later transformed through an extraordinary $7 million top-to-bottom renovation, also completed by Pyramid Builders, the estate has been reimagined to an uncompromising standard. Every space, finish, and amenity was thoughtfully designed and curated to create a residence that is as functional as it is beautiful, blending timeless craftsmanship with modern luxury. State of the art features include the Crestron Home Automation and integrated Lutron lighting systems while the modern luxuries entail top of the line Miele appliances including a built-in coffee maker, microwave and convection oven, BlueStar range, radiant heated floors in all bedroom bathrooms and much more. Here, days can begin with coffee overlooking the pond and its abundant wildlife, followed by a swim in the heated saltwater pool, a match on the tennis or pickleball court, a workout in the gym, or a stroll down to the sandy beach. Evenings are spent gathered with family and friends around the pool and hot tub, watching the game on the hydraulic television that rises from the landscape, enjoying a glass of wine from the tasting room, or simply taking in the stars above the Bay. The ever-changing waterfront scenery, southern exposure, and remarkable sense of privacy create a backdrop that feels more like a luxury resort than a private residence. Designed for those who believe home should be a destination, the property offers an incredible collection of indoor and outdoor amenities rarely found in a single estate. Tennis, pickleball, basketball, a climbing wall, playground, in-ground trampoline, expansive lawns, sandy beach, pond with fountain, indoor racquetball court with basketball and volleyball capabilities, golf simulator, game room, fitness center, indoor lap pool, infrared sauna, wine tasting and cellar area, and countless spaces to gather ensure there is always something to enjoy for every generation. The residence itself is beautifully designed and thoughtfully appointed, with spacious living and entertaining areas, a wraparound screened porch that embraces the waterfront setting, private ensuite bedrooms throughout, and a dedicated guest or in-law suite that welcomes family and friends in comfort and style. Abundant storage, an attached two-car garage, and a detached garage with additional space for vehicles, golf carts, recreational equipment, and storage provide the functionality expected of a property of this caliber. What makes this estate truly special is not simply the remarkable list of amenities—it is the feeling it creates. The extraordinary combination of peace, beauty, privacy, and convenience is increasingly difficult to find. Just minutes from Annapolis, yet seemingly a world away, this is the kind of property where children spend their days outdoors, guests never want to leave, and every sunset reminds you why you chose to call it home. A rare opportunity to own a true Chesapeake Bay waterfront compound where every day feels like a vacation, every detail has been thoughtfully considered, and the lifestyle is every bit as exceptional as the home itself. Welcome Home!

2045 Maidstone Farm Rd, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$1,295,000
3 Beds ⋅ 3 Baths
OPEN HOUSE this SATURDAY 12-2PM and SUNDAY 10AM - 12PM. Now offered at an exceptional value in today's market. One of the most stunning renovations to come on the market in Downtown Annapolis! Perfectly blending historic charm with sophisticated modern luxury, this completely reimagined home is ideally situated on prestigious College Avenue in the heart of the Historic District and has been renovated from top to bottom with exceptional craftsmanship and designer finishes throughout. Step inside to discover gorgeous Forestall Montrose 7½-inch white oak hardwood flooring flowing throughout the home, complemented by abundant natural light and thoughtfully curated details at every turn. The show-stopping gourmet kitchen features Calacatta Goldlight quartz countertops, premium KitchenAid appliances including a 5-burner gas range, built-in oven, built-in microwave/air fryer, dishwasher, refrigerator, and a dedicated wine refrigerator—creating the perfect space for entertaining and everyday living. The luxurious bathrooms showcase imported Amira Moroccan Flair tile from Spain, elegant Merola Floral Garden tile accents, Kohler brushed brass fixtures, and designer LED anti-fog dimmable mirrors with tempered glass. A beautiful Pottery Barn chandelier adds warmth and sophistication to the home’s timeless design. Beyond the stunning aesthetics, this home offers complete peace of mind with all-new plumbing and electrical systems, closed-cell insulation, and a high-efficiency Bosch 3-ton heat pump with supplemental gas furnace option for year-round comfort. The upper level also features a conveniently located laundry area, enhancing the home’s thoughtful design and effortless livability. Adding to the home’s functionality is a spacious, clean lower level offering exceptional storage space and flexibility for seasonal items, hobbies, or future customization. A true extension of the home’s living space, the beautifully landscaped private brick courtyard is a rare Downtown Annapolis treasure. Thoughtfully designed with lush gardens, vibrant seasonal blooms, and privacy fencing, this outdoor oasis offers the perfect setting for entertaining, a quiet morning coffee, or unwinding after a day on the water. Ideally situated, this exceptional residence offers a truly unmatched lifestyle. Leave your car behind and enjoy a short stroll to City Dock, Ego Alley, waterfront parks, award-winning restaurants, boutique shopping, coffee shops, galleries, and entertainment. Enjoy front-row access to the charm and energy of downtown Annapolis while being moments from United States Naval Academy, St. John’s College, marinas, yacht clubs, and endless waterfront activities. This is a rare opportunity to own a fully renovated historic home where timeless architecture meets modern luxury in one of Maryland’s most coveted and walkable locations. Every detail has been thoughtfully selected and expertly executed, creating a truly turnkey property unlike anything else on the market.

11 1/2 College Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
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