Annapolis Homes for Sale

Annapolis Homes for Sale

Welcome to Annapolis, Maryland – a picturesque city steeped in history and charm, nestled along the scenic shores of the Chesapeake Bay. Known as the "Sailing Capital of the U.S.," Annapolis boasts a vibrant waterfront, rich maritime heritage, and a lively downtown filled with boutique shops, exquisite dining, and cultural attractions. The historic district, with its cobblestone streets and beautifully preserved 18th-century architecture, invites you to explore its captivating past.

Annapolis is not just about history; it’s also a thriving community that offers a perfect blend of suburban tranquility and urban convenience. With excellent schools, lush parks, and a plethora of recreational activities, it’s an ideal place for families, professionals, and retirees alike. The city's strategic location provides easy access to major highways, making commuting to Washington D.C. and Baltimore a breeze.

For those looking to call Annapolis home, there are an array of stunning homes for sale that cater to diverse tastes and lifestyles. From charming historic townhouses in the heart of downtown to spacious modern single-family homes in family-friendly neighborhoods, the real estate options are as varied as the community itself. Many properties feature waterfront views, expansive yards, and contemporary amenities, ensuring that you find the perfect space to create lasting memories.

Whether you’re drawn by the allure of the water, the vibrant culture, or the welcoming community spirit, Annapolis offers a unique opportunity to embrace a lifestyle that is both enriching and fulfilling. Explore the homes for sale in Annapolis today and discover your dream home in this enchanting city!

Newest Annapolis Homes for Sale

$650,000
3 Beds ⋅ 2 Baths
Discover the opportunity to create your dream home in one of Annapolis’ most desirable waterfront communities. Nestled on nearly half an acre, this charming property offers privacy, mature surroundings, and endless potential just minutes from Historic Downtown Annapolis, the U.S. Naval Academy, shopping, dining, and commuter routes. With approximately 1,872 square feet of living space, 3 bedrooms, two full bathrooms, this home provides a solid foundation for renovation, expansion, or personalization to suit your lifestyle. Whether you’re searching for a primary residence, a weekend retreat, or an investment opportunity, this property offers the rare combination of a generous homesite and an exceptional location. Enjoy the peaceful setting of Luce Creek while remaining close to marinas, parks, waterfront recreation, and all that Annapolis has to offer. Opportunities like this don’t come along often—bring your vision and make this property your own. Established neighborhood in Annapolis. Minutes to downtown, shopping, restaurants, and waterfront attractions Excellent opportunity to renovate or customize

1871 Luce Creek Dr, Annapolis

Listing courtesy of Real Broker, LLC. Contact: 8504500442
$719,000
3 Beds ⋅ 3 Baths
Tucked just off Poplar Trail, 211 Pindell Avenue is a classic brick rancher that lives far larger than expected—4,497 square feet of light-filled, entertainer-ready space waiting to be enjoyed. Inside, walls of oversized windows pour sunshine across hardwood floors and custom trim. The living room rises to a vaulted ceiling anchored by a wood-burning fireplace, while the dining room charms with a beamed ceiling and cozy woodstove. Multiple fireplaces throughout boast dramatic floor-to-ceiling brick fronts and hearths, adding warmth and character to every gathering. The 2024-renovated kitchen is a true centerpiece, featuring stainless steel appliances, quartz countertops, a tile backsplash, high cabinetry, recessed lighting, and a center island with seating. A sunny Florida room and a great room with built-in bar extend the home's effortless flow. Retreat to the primary bedroom, complete with refinished hardwood floors, a walk-in closet, sitting area, and en-suite bath. Downstairs, an expansive finished lower level features a den and bonus room —each with its own wood-burning fireplace and a game room. Recent upgrades include new windows in 2023, a fence in 2024, a French drainage system, an EV charger, Ubiquiti WiFi, and fully rebuilt chimneys. A two-car garage and spacious paver driveway complete the package. The location shines: close to Navy Stadium, downtown Annapolis, City Dock, the State House, and the Arts District. Boutiques and fine dining moments from your door. In close proximity to Washington, DC and Baltimore. This is Annapolis living at its best!

211 N Pindell Ave, Annapolis

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

$1,999,999
4 Beds ⋅ 4 Baths
Welcome to 146 Duke of Gloucester Street! As you approach the home, a welcoming front porch will greet you, offering a place to sit and take in all that Annapolis has to offer. Nestled in the heart of historic Annapolis, this beautifully appointed 4-bedroom, 3.5-bath residence seamlessly blends timeless charm with modern sophistication. Rich in character and thoughtfully updated throughout, this exceptional home offers an inviting open-concept main level designed for both comfortable living and effortless entertaining. Step inside to discover sun-filled living and dining spaces anchored by a stunning exposed brick fireplace that adds warmth and historic appeal. The modern kitchen is a true centerpiece, featuring stylish finishes, ample cabinetry, and a functional layout perfect for everyday living and hosting guests alike. The second level features three spacious bedrooms filled with natural light from oversized windows, generous closet space, and two beautifully appointed full bathrooms, creating comfortable accommodations for family and guests alike. Occupying the entire third floor, the expansive primary suite serves as a private retreat complete with a luxurious spa-inspired bath designed for relaxation and rejuvenation. Outside, enjoy a charming backyard—an ideal setting for outdoor dining, gardening, or simply unwinding in your own private oasis. Perfectly situated just moments from the waterfront, renowned restaurants, boutique shopping, and the rich history of downtown Annapolis, this home offers a rare opportunity to experience historic living with all the comforts of modern design.

146 Duke Of Gloucester St, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690
$2,150,000
5 Beds ⋅ 3 Baths
Perfectly positioned in the heart of downtown Annapolis, this distinguished historic residence offers a rare opportunity to own a piece of the city’s architectural legacy while enjoying the convenience of two coveted off-street parking spaces. Overlooking the beautifully preserved grounds of St. John’s College, the home captures timeless views that enhance its already exceptional setting. Steeped in history, the property reflects an evolution of craftsmanship spanning centuries, with the original portion dating to the mid 1800s, an expansion in the late 1800s, and a thoughtfully integrated addition in 1921. Sold fully furnished, the interiors are curated with elegant period pieces that complement the home’s character and provide a seamless, move-in-ready experience. Enjoy peace of mind with the updated electrical and plumbing in 1990 , new hot water heater in January of 2024, new shake shingle roof in April 2026 and 2 new heat pumps in March 2025 Inside, classic architectural details unfold across the main level, where two gracious parlors—each anchored by a fireplace—offer inviting spaces for both intimate gatherings and relaxed everyday living. A welcoming entry hall with an open staircase sets the tone, leading to a charming dining room with its own fireplace and a convenient pass-through to the kitchen, blending historic ambiance with functional flow. The upper levels provide flexibility and space, with four bedrooms and two full baths on the second floor, while an additional bedroom occupies the top level—ideal for guests, a private retreat, or creative workspace. Below, the basement offers practical utility space and storage. Just moments from the shops, restaurants, and waterfront attractions of downtown, as well as the United States Naval Academy, this residence invites you to fully immerse yourself in the vibrant Annapolis lifestyle. From morning walks along tree-lined streets to evenings enjoying the energy of the harbor, this is a home where history, location, and livability converge in a truly special way. Welcome Home!

250 Prince George St, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$874,900
3 Beds ⋅ 2 Baths
Welcome to 220 West Street in Annapolis, Maryland. A rare, fully gut-renovated detached property located in the heart of the Downtown Arts District at a row home's price, offering exceptional flexibility with mixed-use zoning that allows for both residential and commercial use. Completed in 2024, this property has been completely transformed from top to bottom. Every major system and finish has been replaced, delivering a true turnkey opportunity for buyers seeking lifestyle, investment potential, or business use in one of the most walkable and desirable areas in Annapolis. Unlike the majority of Downtown Annapolis properties, this is a fully detached home, not a rowhome or townhouse, providing enhanced privacy, natural light, and a more versatile footprint. The extensive renovation includes a brand new roof, all new electrical and plumbing systems, a new high-efficiency mini-split HVAC system, redesigned floor plan, new flooring throughout, updated lighting, and fully rebuilt kitchen and bathrooms. The outdoor spaces have been completely upgraded with a new deck, new brick patio pavers, new fencing, and ambient lighting that creates a warm and inviting atmosphere for evening entertaining. Inside, the home features a bright two-story entry foyer and a professionally curated interior design that blends modern comfort with intentional functionality. With three bedrooms and two full bathrooms, the layout is flexible enough to support full-time living, guest accommodations, workspace needs, or commercial adaptation. The main-level primary suite opens directly to a private brick patio, while the second bedroom features access to a rear deck overlooking the fully fenced yard. These indoor-outdoor connections are rarely found in Downtown Annapolis and significantly enhance livability. The kitchen has been completely reimagined with new cabinetry, countertops, and appliances, designed to support both daily living and entertaining. The open dining area comfortably accommodates gatherings, reinforcing the home’s versatility. Adding even more value, this property is being sold fully furnished. Every piece has been professionally selected, allowing the next owner to move in immediately, operate as a short-term rental, or transition into a commercial or mixed-use setup with minimal effort. Historically, this property has served multiple purposes, including a furniture store, office space, and duplex residence, highlighting the true flexibility and long-term value of its mixed-use zoning designation. Step outside into a fully fenced private yard featuring a brick patio, outdoor dining area, lounge seating, and ambient lighting, creating a unique urban retreat just steps from the energy of Downtown Annapolis. Located just moments from restaurants, shops, nightlife, City Dock, the Maryland State House, and the U.S. Naval Academy, this property offers unmatched walkability and access. With convenient proximity to Baltimore, Washington D.C., and BWI Airport, it is equally appealing for commuters, investors, and second-home buyers. This is more than a home. It is a rare, fully renovated, detached mixed-use opportunity in Downtown Annapolis where lifestyle, flexibility, and long-term value align.

220 West St, Annapolis

Listing courtesy of Keller Williams Realty Centre. Contact: 4103120000
$568,000
4 Beds ⋅ 3 Baths
Elegant brick and siding split-foyer residence offering 4 bedrooms and 3 renovated full bathrooms on a beautifully sized 0.21-acre lot. The thoughtfully designed upper level features a sun-filled living room, formal dining area, well-appointed brand new kitchen with new appliances, and seamless access to the rear deck—perfect for refined indoor-outdoor living. Three bedrooms and two full baths complete the main level. The lower level is highlighted by a private primary suite with a generously renovated full bathroom, providing an ideal owner’s retreat or guest quarters, along with a spacious family/recreation room, laundry area, and mechanical room. Luxury vinyl flooring extends throughout both levels, complemented by windows in excellent condition. Major updates include the roof and HVAC system. Serviced by well and public sewer. A well-maintained home offering comfort, privacy, and timeless appeal.

721 Fairway Dr, Annapolis

Listing courtesy of KW Metro Center. Contact: 7032246000
$3,495,000
3 Beds ⋅ 3 Baths
Quintessential downtown Annapolis waterfront home on the sparkling waters of Spa Creek! This amazing property combines the best of both worlds; the charming historic feel of a downtown Annapolis home with the premier waterfront lifestyle that every resident is looking for. Nestled on a quiet street, this home is the perfect size for an easy to own, lock up and go property. With 3 bedrooms and 2.5 baths it has all the elements needed to enjoy life to the fullest; either as the perfect weekend retreat or permanent residence. The Annapolis area and the surrounding waterways are sure to entertain in every season. The upper level of the home is dedicated to the spacious Primary suite with unique sitting area and expansive roof deck. Take in panoramic views of Spa Creek, Annapolis Harbor and Eastport. An unparalleled vantage point for sunrise coffee or sunset cocktails. The main level offers multiple cozy gathering areas including a formal living room with fireplace, home office and light filled gourmet kitchen with dining area. The kitchen area flows effortlessly into the dining area and out onto the rear deck overlooking Spa Creek. Perfect for gathers of all sizes and dining al fresco. The lower level provides an ideal retreat for family or guests with 2 spacious bedroom a full bath and a cozy family room with fireplace. Head out to the charming covered patio to read a book or sip your evening cocktail or venture out on the water from the private pier. The amazing location is walkable to everything Annapolis has to offer and Spa Creek provides quick access to the Chesapeake Bay and beyond. Welcome Home!

9 Shipwright St, Annapolis

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