Above $1 Million Annapolis Real Estate

PRICE REDUCED! THIS HOUSE CAN ACCOMODATE A POOL, to ADD to your castle on the hill! Introducing an extraordinary custom-built estate with Brand new roof, not reflected in photos, privately nestled on more than 2+ WOODED ACRES along the B&A Trail in a quiet cul-de-sac setting, just minutes from downtown HISTORIC ANNAPOLIS and convenient to the Rt. 50 corridor. Located in the sought-after Broadneck School District, this exceptional property also includes deeded mooring rights to Cool Spring Cove. Chase Creek Swim Club nearby for summer pool fun! Designed for both elegant entertaining and comfortable everyday living, the home showcases a dramatic two-story great room highlighted by an impressive 18-foot stone fireplace and expansive windows that fill the space with natural light. The OPEN-CONCEPT layout seamlessly connects the living, dining, and gourmet kitchen areas, with quartz countertops and a gas range with double ovens create the perfect culinary setting. Tailored for MAIN-LEVEL LIVING, the spacious primary suite offers a private retreat complete with a spa-inspired bath featuring a walk-in shower/steam room, jacuzzi tub, and oversized walk-in closet. The main floor also includes a flexible guest bedroom or office, a half bath, and an expansive laundry/mudroom adjoining the oversized three-car garage and workshop with custom cabinetry. A stunning curved open staircase leads to the upper level, where a second primary suite provides ideal MULTI-GENERATIONAL LIVING accommodations, accompanied by two additional bedrooms connected by a Jack-and-Jill bath. The FINISHED LOWER LEVEL significantly expands the home’s living space with a large recreation room centered around an 11-foot stone fireplace, along with a custom bar, gaming area, bonus room or optional sixth bedroom, luxury full bath, and extensive storage and wine cellar space. OUTDOOR LIVING is equally exceptional, featuring a sprawling illuminated patio designed for year-round entertaining. The fully equipped outdoor kitchen includes a pizza oven, burners, sink, mini refrigerator, and adjoining firepit area. Thoughtful upgrades throughout — including a whole-house generator — complete this truly one-of-a-kind property. New pricing reflects the Value of a lifetime.

1603 Waters Ridge Ct, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

$1,390,000

3 Beds ⋅ 5 Baths

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

113 Sellew Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$1,795,000

Situated on a point of land with sweeping water views from multiple vantage points, this unique property is perched over Martins Cove off Mill Creek and has been beautifully updated and meticulously maintained. Framed by mature landscaping and oak trees, this home welcomes you with timeless curb appeal before revealing the views from within. The open concept main level centers on the just renovated kitchen, dining area, and two-story great room that seamlessly connects to a wraparound deck overlooking the water. Enjoy mother nature's parade of osprey, ducks, egrets, great blue herons, the occasional bald eagle, and even trumpeter swans. Two main-level bedrooms and a full bathroom offer easy single-level living, while upstairs the primary suite offers a peaceful retreat. It features a spacious bedroom, an adjoining sitting area with super water views, and a spa-like bath beneath a vaulted ceiling. Downstairs, a finished walk-out lower level adds a generous recreation room and full bath. It’s ideal as a media room, exercise area, or guest quarters. It opens to the waterside patio and the stairs leading to the dock. There's also a utility room and access to the one-car garage. Outside, the property drops to the water via stairs and landscaped terraces to a large, flat lawn at the water's edge. It's the perfect spot for a picnic table or bocce ball court. A pier complex includes two 8,000-pound capacity boat lifts, five slips with 8 ft water depth, two 30 amp and multiple 120 amp outlets as well as a boat shed for gear storage. This is a rare, ready-made setup for a serious boater or anyone who simply wants to be on the water in minutes. Mulberry Hill is a short distance to the Bay down Mill Creek, and Annapolis Harbor is a 15-minute powerboat ride away. The current owners have invested heavily in the property's infrastructure and comfort, including a heavy-duty architectural shingle roof with a transferable warranty (2025), a fully renovated kitchen with all new appliances and leathered quartzite countertops (2026), two new regularly maintained HVAC systems (2021), and a rebuilt dock water system (2024). The shoreline is well protected for the long term, with roughly 165 feet of stone revetment and 85 feet of bulkhead. All of this and just minutes (via water or roads) away from downtown Annapolis, the Naval Academy, Route 50, local restaurants and the open waters of the Chesapeake Bay.

2246 Mulberry Hill Rd, Annapolis

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

$1,200,000

Welcome to 912 Plattner Court in Annapolis’s Overlook at Broad Creek neighborhood, an elegant stone-front Colonial offering 5 bedrooms, 4.5 baths, and approximately 4,400 square feet above grade. Set on a half-acre of manicured grounds backing to forest land, the home features a spacious main level primary suite, a 20-by-40-foot Gunite pool with waterfall, and abundant indoor and outdoor living space. The finished lower level adds approximately 1,700 square feet, along with nearly 550 square feet of unfinished space ideal for storage or a workshop and includes walkout stairs to the pool and backyard. The primary suite includes automatic blinds, a large walk-in shower, and direct access to a skylit sitting room that opens to the deck and pool area. A large library or office sits at the front of the home, while the upper level offers three spacious bedrooms and two full baths. The main level has a beautiful gas fireplace and a grand entrance. Additional highlights include a 3-car garage, cul-de-sac setting, large side yard, and beautiful garden. This house is wonderful, with speakers inside and out, and dual zones. The Sunday game on the inside and relaxing tunes outside.

912 Plattner Ct, Annapolis

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

$1,125,000

Beautiful colonial home in the perfect Annapolis location on over an acre of private, tree-lined grounds. This charming property offers a peaceful retreat while remaining conveniently close to everything Annapolis has to offer. Enjoy easy access to Route 50 and just minutes from the U.S. Naval Academy, downtown Annapolis, dining, shopping, and more. This beautifully maintained residence features 5 spacious bedrooms and 5 bathrooms (3 full and 2 partial), formal living and dining room offering comfort, flexibility, and room to entertain. Step outside to a large back deck - perfect for entertaining guests or unwinding in a peaceful, private setting. The partially finished basement provides excellent versatility, featuring two bonus rooms, a walk-out entrance, and ample storage space. Gym equipment conveys, providing a ready-to-use home fitness area. A standout feature is the expansive two-level in-law suite with its own private entrance. This flexible space can be configured as a one- or two-bedroom apartment and includes a full kitchen, laundry, living area, and enclosed dining space that can also function as a home office - perfect for extended family, guests, or potential rental income. Additional highlights include: new kitchen, new carpet in the bedrooms and living room, new gutters with screens. Recently replaced 75 gallon water heater, roof, HVAC system. A 240 V Electric vehicle charger in the two-car garage. Ample parking for an RV, boat, and multiple vehicles. The land offers privacy and natural beauty surrounded by protected woodland. The possibility to build an Accessory Dwelling Unit (ADU) on property. Conveniently located near Route 50, this property offers the perfect balance of tranquility and convenience within the sound of colors at the Naval Academy. Agent-owner.

1711 Ritchie Hwy, Annapolis

Listing courtesy of Taylor Properties. Contact:

$1,195,000

2 Beds ⋅ 2 Baths

Experience the Annapolis waterfront lifestyle from this charming A-frame cottage, where days on the water begin just steps from your door. Designed for relaxed coastal living, the 2-bedroom, 2-bath home features a light-filled, open interior with soaring vaulted ceilings and an inviting sense of space. Outside, the property becomes your private gateway to the South River. A private pier offers two deep-water slips, including one with a boat lift, while a dedicated kayak launch makes it effortless to explore the surrounding waterways. Bulkheaded shoreline, a storage shed, and ample outdoor space complete a setting designed for life along the Annapolis waterfront. Spend mornings enjoying coffee overlooking the water, afternoons boating, kayaking, or paddleboarding, and evenings unwinding on the South River as the sun sets across the waterfront. Whether you're searching for a full-time residence, weekend retreat, or Annapolis boating getaway, this is an opportunity to embrace a lifestyle centered around the Chesapeake Bay

2915 South Ct, Annapolis

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

$1,400,000

Welcome to 71 Farragut! This beautiful 4-bedroom; 3 ½ bath home is located in the highly sought-after Bay Ridge Community. The heart of the home features a large eat-in kitchen, with a cozy fireplace in the adjoining family room, and a sun-filled living room with vaulted ceilings. The private professionally designed landscaped yard showcases an in-ground swimming pool that backs to conservation land. Located in one of Annapolis’s premiere waterfront communities, don’t miss your opportunity to call Bay Ridge Home. With the optional community membership, discover a unique chance to experience a coastal lifestyle with private beaches, a marina, walking trails, playgrounds, and year-round neighborhood events. Ideally located just minutes from downtown Annapolis and has convenient access Rt. 50, 97, Washington, Baltimore and BWI Airport.

71 Farragut, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

$1,775,000

2 Beds ⋅ 3 Baths

Waterfront on the Chesapeake Bay! Welcome to 7017 Bay Front Drive, a charming two-story summer cottage in Annapolis with unobstructed views of the Bay and Bay Bridge. Watch the Blue Angels fly overhead, catch Fourth of July fireworks, or simply enjoy the boats passing by — all from home. Swim, kayak, fish, crab, paddle board, or boat right from your front yard. The main level offers an open-concept kitchen, dining area, and family room designed to maximize waterfront views, plus a sleeping area with half bath and closet, a full bath, and laundry. Upstairs, the entire level serves as a private primary suite with sweeping Bay views and its own full bath. Outside features riprap shoreline protection, a storage shed for waterfront gear, and an existing pier and boat slip ready to be restored. More than a cottage — it’s your front-row seat to life on the Chesapeake Bay.

7017 Bay Front Dr, Annapolis

Listing courtesy of Home Towne Real Estate. Contact:

$1,195,000

3 Beds ⋅ 4 Baths

OPEN HOUSE - Saturday, 10/24 11-1 Don't miss this opportunity!Historic Character. Elevated luxury. Unparalleled location. Step into history and experience the timeless elegance of Two Eleven King George Street, a distinctive condominium in the heart of Historic Annapolis. The property adjoins the Historic Paca Gardens This extraordinary three-level residence seamlessly blends 18th-century charm with sophisticated modern living. Residence features 3 bedrooms, 3 1/2 baths, and an elevator provides effortless access to all three levels directly from the private parking garage-an exceptional convenience in the historic district. Rich hardwoods. Elegant living and dining spaces. Wood Burning Fireplace. Office/den/family room. Charming breakfast nook off kitchen. Enjoy finished lower level that maybe your 3rd bedroom/office/den along with separate laundry room. Enjoy seasonal view of the magnificent William Paca Gardens, while being just steps away from the United States Naval Academy, City Dock, charming shops, acclaimed restaurants, and the Annapolis Harbor. Energy-efficient construction with rooftop solar hot water. "Few residences in Annapolis can tell a story spanning nearly a century of hospitality. Before becoming one of only three luxury residences, Two King George Street welcomed visitors as the beloved Blue Lantern Inn and later the Red Coach Inn. Today, it continues that tradition of gracious living, thoughtfully redesigned as an exclusive condominium overlooking the historic William Paca Gardens in the heart of historic Annapolis. The condominium owners have the right of first refusal. Today, residents enjoy private, elevator access, secure garage parking, addition to garage parking space you are also eligible for 1 street parking space. Timeless architecture in one of Annapolis' most coveted locations and the charm of Maryland's Capitol.

211 King George St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$1,050,000

3 Beds ⋅ 4 Baths

Just Reduced by $50,000. Welcome to 145 Prince George St., a distinctive historic home that blends classic architectural character with thoughtful modern updates. From its welcoming front porch and slate roof to its original wood details and spacious interior, this home offers a rare combination of charm, character, and versatility. The main level features beautiful wood floors and an inviting floor plan designed for both everyday living and entertaining. The spacious kitchen offers abundant cabinetry and storage, including a built-in pantry cabinet, along with an island and granite countertops. Stainless steel appliances include a dishwasher and microwave, a new four-burner gas range/oven and new French-door refrigerator provide. Just off the kitchen, the large dining room offers plenty of space for gatherings and features a mini-split ductless heating and cooling system, chandelier, crown molding, and architectural columns that provide an elegant transition into the living room. The living room is highlighted by a brick fireplace with marble hearth and gas fireplace, creating a warm and inviting focal point. Windows throughout the main level feature classic shutters. The original staircase adds even more character, with beautiful wood steps and traditional wood balusters leading to the upper levels. The first upper level offers two bedrooms, including a spacious primary bedroom with its own private bath, along with a hall bathroom. Continue to the second upper level, where a flexible loft space provides additional sleeping or living space and is currently arranged with multiple twin beds. This versatile area could serve a variety of purposes depending on the needs of the new owner. The unfinished basement provides valuable storage and utility space and includes a convenient half bath, washer and dryer, gas-fired boiler, gas water heater, and exterior access. Outside, the rear yard is fenced and features a six-person hot tub, creating a private space for relaxing or entertaining. The front of the home features a welcoming porch with a brick-tile surface, while the exterior showcases a combination of stucco, cedar, and slate that adds to the property’s distinctive historic character. With its original architectural details, spacious rooms, flexible upper-level living space, updated kitchen appliances, private fenced rear yard, and inviting front porch, 145 Prince George St. offers a unique opportunity to own a home with character that is difficult to replicate. Some photos may feature virtual staging.

145 Prince George St, Annapolis

Listing courtesy of RE/MAX Aspire. Contact:

$1,295,000

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

111 Ellershaw Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$1,299,999

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

203 S Southwood Ave, Annapolis

Listing courtesy of ERA Martin Associates. Contact:

$3,595,000

6 Beds ⋅ 6 Baths

An extraordinary opportunity to create the luxury waterfront estate you've always envisioned. Perfectly positioned on a spectacular homesite offering approximately 120 feet of pristine shoreline and 8 feet of mean low water, this exceptional to-be-built custom residence by Whitehall Building & Co. combines timeless architecture, uncompromising craftsmanship, and an unparalleled waterfront lifestyle. Designed to maximize breathtaking panoramic water views from nearly every room, the home features soaring ceilings, walls of glass, and an open-concept floor plan that seamlessly blends elegant indoor living with exceptional outdoor entertaining. Every detail has been thoughtfully curated to create a residence that is both sophisticated and comfortable. The gourmet chef's kitchen serves as the heart of the home, showcasing premium appliances, custom cabinetry, an oversized center island, and luxurious finishes that make both everyday living and grand-scale entertaining effortless. The expansive great room flows seamlessly to covered outdoor living spaces where you can enjoy spectacular sunrises, waterfront dining, and endless views of the water. The luxurious main-level owner's suite offers the convenience of first-floor living while serving as a private retreat, complete with spa-inspired bath, oversized walk-in closets, and stunning waterfront vistas. Upstairs, each spacious bedroom features its own beautifully appointed ensuite bath, ensuring comfort and privacy for family and guests alike. The lower level offers endless possibilities and can be customized to suit your lifestyle. Whether you envision a state-of-the-art home theater, fitness studio, wine cellar, golf simulator, additional guest suites, waterfront bar, or expansive recreation room, every space can be tailored to your personal vision. Outside, the property becomes your own private waterfront resort. There is room to create a spectacular waterside pool , allowing you to enjoy resort-style living without ever leaving home. The private deep-water pier, with approximately 8 feet of mean low water and 120 feet of shoreline, easily accommodates large yachts, sailboats, and multiple watercraft, providing immediate access to some of the Chesapeake Bay's finest cruising, fishing, and waterfront destinations. This is more than a new construction home, it is an opportunity to collaborate with one of the region's premier luxury builders to create a residence uniquely tailored to your lifestyle while enjoying the peace, privacy, and beauty that only an exceptional waterfront setting can provide. Rarely does a homesite of this caliber become available, offering the perfect combination of privacy, deep water, the ability to build a waterside pool, and luxury new construction. If you've been searching for a waterfront property that truly has it all, your search ends here. Begin building now and be enjoying your new waterfront lifestyle by next boating season.

1668 A Homewood Landing Rd, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

$3,997,000

5 Beds ⋅ 7 Baths

Bay Ridge Waterfront! Built by Pilli Custom Homes and beautifully curated by Erin Paige Pitts Interiors, this exceptional waterfront residence blends timeless architecture, impeccable craftsmanship, and extraordinary attention to detail. Rich custom millwork, extensive crown molding, elegant wainscoting, and coffered ceilings create an atmosphere of refined luxury throughout. A welcoming bluestone walkway and front porch opens to the foyer, while a dramatic circular foyer at the foot of the staircase serves as the heart of the home, seamlessly connecting the formal dining room, elegant club room, and expansive kitchen and family room. Designed for effortless entertaining and everyday living, the chef's kitchen opens to the spacious family room featuring coffered ceilings and a striking fireplace. Just beyond, the waterside deck expands the living space with a swim spa, outdoor kitchen, and an exterior half bath, thoughtfully positioned so guests coming from boating, swimming, or relaxing by the water never need to enter the home. These exceptional amenities create the perfect setting for entertaining while embracing the waterfront lifestyle. Off the 2-car garage, the thoughtfully designed mudroom offers a built-in workspace, abundant storage, and a convenient powder room. A private main-level guest suite with an ensuite bath provides ideal accommodations for guests or multigenerational living. The upper level offers four spacious bedrooms, including two with private ensuite baths, while two additional bedrooms share a beautifully appointed bath. One bedroom has been transformed into a custom dressing room and can easily be converted back if desired. A large bonus room above the garage, complete with its own powder room, provides endless flexibility as a media room, playroom, home gym, or studio. The luxurious primary suite is a true retreat, featuring sweeping Lake Ogleton views from its wraparound balcony, a private office, spacious walk-in closet, and a spa-inspired bath with heated floors, soaking tub, oversized walk-in shower with built-in bench, and designer finishes. The top level is designed for entertaining with an expansive recreation room and a dramatic spiral staircase leading to one of the home's most remarkable features, a private rooftop deck perched among the highest elevations in Bay Ridge, offering breathtaking panoramic views and the perfect setting for morning coffee, sunset cocktails, or evening stargazing. Outside, the waterfront experience is equally impressive with a newly constructed pier featuring upgraded electrical service, LED lighting, three boat lifts, including an impressive 40,000-pound lift, and convenient waterside shed, providing exceptional accommodations for a variety of vessels and effortless access to the Chesapeake Bay. Bay Ridge offers an unmatched waterfront lifestyle with a community pool and clubhouse overlooking the Chesapeake Bay, sandy beaches on both the Bay and the river, a marina with a newly renovated clubhouse, playgrounds, basketball courts, ball fields, and miles of scenic waterfront roads for walking and biking. An active social calendar and year-round events make Bay Ridge one of Annapolis' most sought-after communities. Just minutes from Historic Downtown Annapolis and Eastport, enjoy award-winning restaurants, boutique shopping, marinas, and waterfront parks, with convenient access to Routes 50 and 97 for commuting to Baltimore, BWI Airport, Fort Meade/NSA, Washington, D.C., or Maryland's Eastern Shore. Welcome Home!

14 E Lake Dr, Annapolis

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

$1,500,000

First time available in decades! Rare opportunity to own a landmark corner commercial property on highly traveled West Street in Annapolis. Prominently positioned in one of the city’s most established business corridors, this property offers exceptional visibility, strong traffic exposure, and convenient access to US-50 and MD-2. The property features its own private on-site parking lot, a highly desirable amenity in this prime Annapolis location. The spacious commercial kitchen layout provides an excellent foundation for a restaurant or food-service concept, with existing gas connections and multiple plumbing lines already in place to help streamline future renovations and build-out. The flexible floor plan offers outstanding potential for a variety of commercial uses, subject to applicable zoning regulations. Whether you’re an owner-user, investor, or developer, this property presents a unique opportunity to customize the space while capitalizing on its premier location, exceptional visibility, and strong long-term value. Property is being sold As-Is. Buyer is responsible for verifying all zoning, permitted uses, and property information.

1975 West St, Annapolis

Listing courtesy of Taylor Properties. Contact:

1979 Baltimore Annapolis Blvd, Annapolis

$3,000,000

5 Beds ⋅ 2 Baths

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

1979 Baltimore Annapolis Blvd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$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:

$1,850,000

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:

$1,050,000

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. *Seller will pay for a 2-1 rate buy down if buyer uses Cross Country Mortgage*

979 Bramleigh Ln, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

$1,495,000

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 with convenient resident-only parking right out front, 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:

$1,995,000

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

62 Southgate Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$1,150,000

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

Seller financing available — an exceptional opportunity to own a distinguished Annapolis waterfront estate. Beautifully situated on 1.86 private acres in the prestigious Downs on the Severn, 1486 Downham Market offers a rare combination of protected deep water, gracious living and the extraordinary pleasures of life along the Severn River. With captivating water views, an impressive private pier and more than 5,200 square feet of beautifully appointed living space, this exceptional property offers a lifestyle to be enjoyed for generations. For the discerning boating enthusiast, the waterfront is truly remarkable. Positioned at the mouth of Clements Creek, a naturally protected harbor, the property features an impressive 180-foot private pier with three slips, 50-amp shore power, reinforced pilings ready for lifts, full riparian rights and approximately 11 feet of mean low water. Whether enjoying an afternoon on the Chesapeake Bay, an evening cruise along the Severn or the simple pleasure of having your yacht just steps from home, this setting is nothing short of extraordinary. Inside, walls of glass frame beautiful water views and fill the residence with natural light. Soaring ceilings, rich hardwood floors, elegant finishes and a striking two-sided stone fireplace create an atmosphere of warmth and sophistication. The beautifully appointed gourmet kitchen, featuring commercial-grade appliances, gas cooking and generous gathering spaces, is equally suited for intimate evenings and memorable celebrations. Imagine Thanksgiving overlooking the water, Christmas beside the fireplace and summer evenings entertaining friends on the expansive decks as boats make their way home. Here, every season offers something beautiful to enjoy. The luxurious waterfront primary suite provides a peaceful sanctuary with its own sitting room, fireplace, custom walk-in closet and beautifully appointed spa bath. Generously proportioned additional bedrooms welcome family and guests, while the finished walk-out lower level offers a recreation room, wet bar, wine storage, fitness room, fifth bedroom and full bath. A glass-enclosed sunroom overlooking the water provides another inviting place to relax and appreciate the surroundings. Outdoor living is equally exceptional. Expansive multi-level decks invite elegant entertaining, leisurely dining and quiet mornings overlooking the harbor. Nearly two acres of beautifully landscaped grounds offer privacy and serenity within one of Annapolis' most desirable waterfront communities. Recent improvements, including a new septic system and advanced whole-house water treatment with reverse osmosis and ultraviolet purification, provide additional comfort and peace of mind. Residents of Downs on the Severn enjoy access to two private marinas, a waterfront clubhouse, swimming pool, tennis and pickleball courts, all conveniently located near Historic Annapolis, wonderful restaurants and shopping, and major commuter routes to Baltimore and Washington, D.C. A magnificent deep-water setting, an extraordinary private pier and a beautifully appointed home designed to embrace the waterfront lifestyle. At 1486 Downham Market, the beauty of the Severn River is not simply a view. It is a way of life.

1486 Downham Market, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$1,395,000

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:

$3,395,000

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:

$1,250,000

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

1105 Boucher Ave, Annapolis

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

$1,295,000

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:

$1,650,000

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

219 Lockwood Ct, Annapolis

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

$1,998,000

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:

$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:

$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:

$4,600,000

5 Beds ⋅ 4 Baths

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

140 Spa Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$1,350,000

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:

$1,295,000

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:

$1,275,000

3 Beds ⋅ 5 Baths

Private Tours are now available by appointment! Delivery expected to begin December 2026. This listing is for an interior home on Lot 16. Sturbridge Homes is offering a generous pre-completion incentive package for early buyers. Submit your deposit now to lock in current pricing! 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:

$1,695,000

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. 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:

$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:

$2,495,000

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:

$1,550,000

5 Beds ⋅ 6 Baths

** NEW PRICING -- BRING YOUR BUYERS! GREAT OPPORTUNITY TO OWN A PRIVATE LUXURY ESTATE ON THE BROADNECK PENINSULA!! Built in 2001, this stately brick Koch Colonial offers 4,648 square feet above grade and is nestled on a private 5.73-acre cul-de-sac lot in the highly sought-after Broadneck School District, delivering the perfect blend of luxury, privacy, and timeless elegance. Featuring a stunning 2022 gourmet kitchen renovation, 5 bedrooms, 5.5 baths, a 3-car garage with new epoxy flooring, an extended driveway, and a 2,392-square-foot finished walk-up basement, this exceptional estate is designed for both comfortable living and grand-scale entertaining. A magnificent front portico with oversized columns, paver entry, and private side guest entrance welcomes you into a dramatic two-story foyer featuring a sweeping staircase, Palladian window, hardwood floors, and detailed custom moldings. The home's thoughtfully designed floor plan also features dual staircases, providing both elegance and everyday convenience. The remodeled gourmet kitchen is the heart of the home, showcasing stacked custom white and light seafoam-green cabinetry, quartz countertops, designer backsplash, under-cabinet lighting, a large center island with storage, premium appliances, and a butler's pantry. The inviting family room boasts 10-foot ceilings, a wood-burning fireplace, and a wet bar, while the formal dining room is accented by crown molding, picture-frame trim, and elegant fixtures from Annapolis Lighting. The main level also features 9-foot ceilings, a private office, laundry room, updated full bath, and a versatile fifth bedroom or guest suite. Upstairs, the massive primary suite offers a sitting area, spa-inspired bath, and oversized walk-in closet. Three additional generously sized bedrooms each feature private en-suite baths and walk-in closets. Two of the secondary bedrooms have been enhanced with custom-themed murals painted by a local artist, adding character and charm. The expansive walk-out lower level adds 2,392 square feet of finished living space with abundant storage and a bath rough-in located in the back left corner of the basement under the flooring, providing endless opportunities for recreation, fitness, a home theater, guest quarters, or multi-generational living. Outside, enjoy your own private resort featuring a heated saltwater PebbleTec pool with three waterfalls and a diving rock, surrounded by multiple paver and flagstone patios, extensive hardscaping, professional landscaping, outdoor lighting, irrigation, and a combination of aluminum and wood fencing. The property is also outdoor speaker ready, making it ideal for entertaining poolside or hosting gatherings throughout the grounds. Additional amenities include Andersen windows, low HOA fees, a Generac generator, radon mitigation system, alarm system, a whole-home sound system with indoor and outdoor audio capability, and invisible fence readiness. Recent improvements include a 30-year architectural roof (2022), complete gourmet kitchen renovation (2022), main-level full bath renovation (2022), new upper-level and lower-level quality carpeting (2026), and epoxy garage flooring (2026). Offering more than 7,000 square feet of finished living space, resort-style amenities, exceptional craftsmanship, and a premier location within the highly sought-after Broadneck School District, this extraordinary Annapolis estate presents a rare opportunity to enjoy luxury living at its finest. Enjoy convenient access to the new Anne Arundel County Walking Trail, perfect for outdoor recreation and exercise. This home is located adjacent to Windsor Farm Elementary School and just minutes from Rt. 50, providing easy access to Downtown Annapolis, Washington, D.C., Baltimore, and Maryland's Eastern Shore beaches. Contact me today to schedule your private tour.

1322 Windsor Ridge Ln, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

$1,850,000

Rare mixed-use opportunity on Annapolis' premier commercial corridor. Positioned directly on West Street (MD Route 450), this versatile, income-producing building pairs a roughly 2,000 SF ground-floor showroom with two legal second-floor apartments and a substantial detached garage with workshop — all on a 12,428 SF lot with private parking for about six vehicles, a genuine premium on this corridor. The ground level is an open, high-visibility showroom with direct West Street frontage, well suited to retail, a gallery or design studio, professional offices, or a service business. Upstairs, two legal apartments (2BR/1BA each, per owner) deliver real live/work flexibility — one is currently configured as offices with a full kitchen. Run your business below and lease or occupy above, lease every component separately, or use the upper level as executive offices. The three-bay detached garage is a true standout: two overhead doors plus a rear man-door, its own heating system, and a wood stove for year-round use — conditioned workshop and storage that's nearly impossible to replicate in this location. Major systems are already addressed, with two newer HVAC units and a newer roof reducing near-term capital needs. Public water and sewer, 200+ amp electric service, and a Flood Zone X location (outside the Special Flood Hazard Area) round out a favorable operating profile. BCE (Business Corridor Enhancement) zoning supports a broad mix of commercial and residential uses, giving owner-operators, investors, and developers exceptional flexibility on one of Annapolis' busiest, highest-visibility corridors. Schedule your private tour today. Information deemed reliable but not guaranteed. Square footage, apartment legality, zoning uses, and systems to be independently verified by buyer.

1977 West St, Annapolis

Listing courtesy of Real Broker, LLC - Chester. Contact:

$2,950,000

Just steps from the gates of the United States Naval Academy, 238 King George Street offers an exceptional opportunity to enjoy the beauty, history and cherished traditions of Annapolis from one of its most desirable addresses. Beautifully renovated and thoughtfully expanded, this distinguished residence offers approximately 3,750 square feet of elegant living space across four finished levels, complemented by the extraordinary convenience of private parking for three cars. There is something magical about life in Annapolis. The sound of the Naval Academy Chapel bells, the excitement of Navy football Saturdays, the pageantry of Commissioning Week and leisurely evenings strolling to exceptional restaurants, charming boutiques and the waterfront. For Naval Academy graduates, it's an opportunity to reconnect with treasured memories and traditions. For others, it's an invitation to experience a lifestyle unlike any other. Inside, timeless architecture and sophisticated finishes create a home that is both elegant and wonderfully inviting. Rich hardwood floors, exquisite millwork, beautiful natural light and gracious gathering spaces provide the perfect setting for everyday living and memorable entertaining. Imagine Thanksgiving dinners surrounded by family, Christmas celebrations beside a glowing fireplace and intimate evenings with friends before a stroll through the beautifully illuminated streets of downtown. The beautifully appointed gourmet kitchen features a generous island, six-burner cooking and lovely finishes, making everything from quiet mornings to elaborate holiday entertaining a pleasure. The luxurious primary suite offers a peaceful retreat with a sitting area, soaking tub, separate shower and heated bathroom floors. The exceptional finished lower level, complete with a fireplace, heated floors, wet bar and private walk-out entrance, is perfectly suited for Navy football gatherings, movie nights or relaxed entertaining. An inviting upper-level loft offers flexible living space and views of the iconic Naval Academy Chapel dome, while outdoor terraces and balconies provide lovely places to enjoy morning coffee or an evening glass of wine. Extensive improvements, including a new roof, updated HVAC systems, water heater and numerous interior enhancements, complement the home's beautiful renovations. Offered substantially furnished, with limited exclusions, this exceptional property is equally appealing as a distinguished primary residence or an elegant Annapolis retreat. And then there is the luxury that cannot be recreated: the location. Walk to the Naval Academy, enjoy dinner downtown without moving your car, watch the Blue Angels during Commissioning Week or experience the magic of Annapolis during the holidays. With its private three-car driveway, the convenience of downtown living becomes truly effortless. For those who have always loved Annapolis, this is an opportunity to come home. For those discovering its charm, it's an invitation to become part of something extraordinary. 238 King George Street — where timeless Annapolis traditions meet exceptional living.

238 King George St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$1,119,000

Escape to your New Sanctuary on a 1.17 Acre Lot. Welcome to the Birch Model, one of our premier homes designed for those who desire the best in space, style, and comfort. This home offers everything you need for luxurious living. 5 Bedrooms: Perfect for large families or those who enjoy hosting guests, each bedroom is spacious and thoughtfully designed. 4.5 Bathrooms: Enjoy the convenience of four full bathrooms and a powder room, providing ample space and privacy for everyone. Extra Storage Space: Keep your home organized with plenty of storage throughout, including a dedicated storage room! Walk-In Pantry: A spacious pantry provides ample storage for all your kitchen essentials and more. Butler’s Bar: Entertain in style with a dedicated butler’s bar, perfect for serving drinks and hors d’oeuvres. Dedicated Office: An ideal space for working from home, studying, or managing household affairs. Open and Inviting Layout: The Birch Model features a seamless flow between the kitchen, dining, and living areas, perfect for both everyday living and entertaining. Luxurious Owner’s Suite: Retreat to your private haven, featuring a spacious bedroom, a spa-like en suite bathroom, and a large walk-in closet. Optional Upgrades and Customizations: Personalize your Birch Model with a variety of finishes, fixtures, and additional features to make it truly your own. The Birch Model offers unparalleled luxury and space, making it the perfect home for those who want it all. Discover what makes this home truly exceptional. Contact us today to schedule a tour and learn more about available customization options!

1353 Yorktown Rd, Annapolis

Listing courtesy of The Pinnacle Real Estate Co.. Contact:

$10,850,000

4 Beds ⋅ 7 Baths

An extraordinary expression of waterfront luxury, this architecturally significant estate represents a rare convergence of world class design, craftsmanship, and lifestyle. Located within the prestigious enclave of Wimbledon Farms, surrounded by grand estates and moments from local vineyards and equestrian facilities, the residence was masterfully conceived by acclaimed architect Scarlett Breeding and flawlessly built by Pyramid Builders. A complete refit elevated the home to an uncompromising standard where timeless architecture and modern sophistication exist in perfect harmony. An enchanting winding crushed gravel driveway framed by Belgian block curbing sets the tone for the remarkable experience that awaits. Perfectly positioned with western exposure, the property captures breathtaking sunsets as golden light melts into the horizon across the river and the surrounding landscape. Professionally designed landscaping creates a lush resort like setting that enhances the home’s striking architectural presence. Inside, high lacquered woodwork, bespoke millwork, hidden passage doors, attention to detail, and coffered ceilings create an atmosphere of refined sophistication. Ultra luxe Chesneys fireplace surrounds anchor multiple living spaces with warmth and elegance, while expansive walls of glass frame sweeping water views and seamlessly connect the indoors with the surrounding waterfront setting. A richly appointed wood-clad office with custom built ins offers an executive retreat designed for both privacy and inspiration. At the heart of the residence, the extraordinary St. Charles kitchen rivals those found in internationally celebrated estates, featuring Premier custom cabinetry, a statement Le Cornue range and island, exquisite fixtures, and an artisan-crafted focal point range hood, all designed for elevated entertaining and effortless daily living. Outdoor living reaches resort caliber with an elevated spa and a spectacular four sided overflow vanishing edge pool, where the waterline sits flush with the pool edge, creating a seamless visual connection to the river beyond. Exotic Ipe hardwood decking surrounds the pool and expansive rear terrace, while pergolas and a screened porch provide beautifully designed spaces for entertaining and relaxation. A new private pier, private beach, and panoramic river and pond views complete this extraordinary waterfront lifestyle. The upper level offers four luxurious ensuite bedrooms, including a phenomenal primary suite with sweeping water views, barrel ceiling, a fireside sitting room, a boutique inspired dressing gallery, and a spa quality bath with a soaking tub overlooking the water. Integrated Control4 home automation delivers effortless comfort and convenience throughout. Tucked away on the coveted Annapolis Neck peninsula, Wimbledon Farms offers a rare blend of tranquility, exclusivity, and convenience. Just moments from Downtown Annapolis and major commuter routes, the setting feels worlds away, defined by peaceful surroundings and an unmistakable sense of retreat. Encompassing only 19 estate homesites, this intimate waterfront enclave is gracefully bordered by Harness Creek and the South River, creating a breathtaking backdrop for both sunrise and sunset vistas. Residents enjoy a warm yet private community atmosphere, highlighted by occasional neighborhood gatherings and an expansive marina on protected Harness Creek, a prized deep water haven known for its calm, sheltered waters and exceptional boating access. Welcome Home!

3344 Harness Creek Rd, Annapolis

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

$3,449,000

6 Beds ⋅ 5 Baths

A truly exceptional historic residence is now available in the heart of downtown Annapolis. Welcome to 16 Maryland Avenue, a distinguished circa-1830 Greek Revival home masterfully restored in collaboration with the renowned Hammond-Wilson Architects. Perfectly positioned just steps from State Circle and the United States Naval Academy, this iconic three-story brick property seamlessly blends timeless architectural beauty with sophisticated modern livability. The main property features 4,474 square feet of refined above-grade living space, complemented by a fully legal, licensed lower-level apartment that offers immense versatility for multi-generational living or premium rental income. In total, the property features six bedrooms, 4.5 bathrooms, and beautifully curated living spaces defined by rich period details, soaring ceilings, and remarkable craftsmanship. Six fully rebuilt, functional wood-burning fireplaces (three equipped with gas starters) serve as stunning architectural focal points throughout the home. Equally captivating are the enchanting outdoor spaces. Here, manicured grounds, lush landscaping, vibrant flower beds, and a serene koi pond create a private garden retreat rarely found downtown. Set on a prime 7,324-square-foot lot along one of the city’s most coveted historic streets, the property offers tranquility just moments from the waterfront and bustling downtown scene. Zoned as a two-family residence, this remarkable property represents a rare, premium investment or a luxurious private estate. Residents will enjoy an unmatched lifestyle, surrounded by boutique shopping, acclaimed waterfront dining, art galleries, historic landmarks, and the unmistakable charm of Annapolis Harbor. Elegant, iconic, and rich with history, 16 Maryland Avenue represents downtown Annapolis living at its absolute finest.

16 Maryland Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$1,375,000

BACK ON THE MARKET - RARE OPPORTUNITY TO OWN A REMARKABLE PIECE OF ANNAPOLIS HISTORY! The Patrick Creagh House c. 1740 (also known as 160 Prince George Street) is an architecturally significant residence with a gambrel roof structure and features header and English bond brick walls. This property has been thoughtfully adapted for modern living while preserving its timeless character and craftsmanship. Ideally located in the heart of Annapolis just one block from the US Naval Academy Gate 1, City Dock, Main Street and the Maryland State House, this exceptional home offers the best of historic charm and downtown convenience. A welcoming center hall introduces spacious living and dining rooms designed for both elegant entertaining and comfortable everyday living. The private patio and garden create a serene outdoor extension of the home’s living spaces. Upstairs, the home features a primary suite with full bath, two additional bedrooms, a second full bath, and convenient laundry. The lower level provides ideal space for a wine cellar, storage, or additional utility needs. The property’s kitchen, baths and wiring have been updated and the home is move-in ready! This distinguished 18th-century property has been extensively researched and documented and is listed on the NATIONAL REGISTER OF HISTORIC PLACES for its architectural importance and contribution to local history. Patrick Creagh was a man of many skills and was considered an important person in the community. He is mostly known for building the Old Treasury c. 1737 on the Maryland State House Grounds, the oldest public building in the state that was fully restored and opened to the public this year. ***NOTE: FURNISHINGS REMOVED AND INTERIOR WALLS HAVE BEEN PAINTED. Some photos have been virtually staged/AI generated to illustrate the property's design potential only. ***

158 Prince George St, Annapolis

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

$1,549,000

5 Beds ⋅ 2 Baths

Welcome to 202 Wardour Drive! This classic 1940 Dutch Colonial offers timeless character, generous living space, and an unbeatable Annapolis location. Situated on a quarter acre lot with large front yard, the south facing location ensures sunny days ahead! Located in the elegant Wardour community which reflects the naturalistic style of its designer, Frederick Law Olmstead, Jr, with its mature trees, meandering roads and preserved open spaces that foster community connection. Inside, the home features five bedrooms, two bathrooms, gorgeous oak floors (recently refinished in 2026), fireplace, bright sun-porch and large 12x 32 back deck. The south-facing orientation fills the home with natural light, creating a bright and cheerful atmosphere throughout. Recent improvements include freshly painted interior and exterior spaces, a newer roof approximately four years old, new porch benches, and a beautifully installed brick paver sidewalk that enhances the home’s curb appeal. A long driveway and rear detached garage provide ample parking and storage. Residents benefit from access to seven community beach areas and a shaded walking trail traversing the neighborhood, that provide a tranquil retreat for adults and a natural wonderland to explore. Conveniently located within walking distance of the local elementary school, Navy Stadium, Annapolis Street shopping and dining, Historic Downtown Annapolis and offers easy access to Rt. 50 for commuters. With classic architecture, spacious interiors, abundant natural light, and an exceptional in-town location close to everything Annapolis has to offer, this is a rare opportunity to own in one of the area’s most beloved neighborhoods. Schedule your private tour today!

202 Wardour Dr, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$5,999,999

Perfectly positioned on the waterfront in Annapolis’ coveted Murray Hill neighborhood, 11 S Acton Place offers a rare combination of privacy, boating access, substantial outdoor space, and walkability to downtown Annapolis. The home has undergone an extensive renovation encompassing the interiors, systems, and outdoor living spaces. Never lived in since completion, it offers the rare opportunity to enjoy a newly reimagined waterfront home with fresh finishes, appliances, and modern infrastructure throughout. Set on an exceptionally generous waterfront property for Murray Hill, the home offers a sense of space and privacy rarely found this close to downtown. Mature landscaping, expansive outdoor living areas, Brazilian Ipe decking, and panoramic water views take full advantage of the setting. A private pier with electric and boat lift provides direct access to the water, while an extended paver driveway and refinished gates enhance both the arrival and functionality of the property. Inside, wide-plank white oak flooring, custom white oak ceiling beams, Restoration Hardware lighting, Baldwin hardware, and custom plaster fireplaces create a cohesive interior. The reimagined chef’s kitchen features a complete JennAir Noir appliance suite with a 48-inch dual-fuel range and double ovens, professional refrigeration, two integrated dishwashers, multiple beverage centers, and a built-in ice maker. Custom Schrock “Trademark” maple cabinetry, Waterworks fixtures, Calacatta Miraggio Cielo quartz with waterfall detailing, and layered architectural lighting complete the space. An adjoining butler’s pantry provides additional prep, storage, and entertaining space. The primary suite features custom built-ins, California Closets systems, integrated laundry, and a bespoke fireplace. Secondary bedrooms and living spaces continue the same attention to materials and detail throughout the home. Integrated Sonos audio, Lutron lighting controls, upgraded sound-attenuating insulation, and CAT6 wiring provide modern technology and infrastructure throughout. Outdoors, generous entertaining spaces and Ipe decking provide multiple areas for dining and gathering overlooking the water. From quiet mornings along Spa Creek to evenings entertaining outdoors or returning home by boat after a day on the Chesapeake Bay, the property captures the waterfront lifestyle that makes Annapolis so distinctive. Located minutes from downtown Annapolis, the United States Naval Academy, restaurants, yacht clubs, and boutique shopping, 11 S Acton Place is equally suited as a primary residence or waterfront retreat. Its combination of substantial land, private boating access, extensive renovation, and proximity to downtown presents a rare opportunity in one of Annapolis’ most established waterfront neighborhoods.

11 S Acton Pl, Annapolis

Listing courtesy of Real Broker, LLC - Severna Park. Contact:

$1,950,000