Annapolis Homes for Sale

Annapolis Homes for Sale

Welcome to Annapolis, Maryland—a city where rich history meets modern charm, nestled along the scenic shores of the Chesapeake Bay. As the state capital and home to the United States Naval Academy, Annapolis boasts a vibrant blend of maritime culture, stunning waterfront views, and a lively downtown filled with boutique shops, gourmet restaurants, and historic sites. This picturesque city is not just a destination; it’s a lifestyle.

Annapolis is characterized by its charming neighborhoods, each offering distinct architectural styles and community vibes. From the quaint streets of the historic district, lined with colonial-era homes, to the contemporary waterfront properties that provide breathtaking views of the bay, there is something for everyone. Whether you're seeking a cozy cottage or a spacious family home, Annapolis has a diverse array of homes for sale that cater to different tastes and budgets.

Living in Annapolis means enjoying a plethora of outdoor activities. Spend your weekends sailing, kayaking, or simply strolling along the waterfront, where you can soak in the stunning sunsets. The city also boasts excellent schools, parks, and recreational facilities, making it an ideal place for families and professionals alike.

With homes for sale in Annapolis, you can embrace a lifestyle that combines the tranquility of nature with the vibrancy of city life. Discover your dream home in this enchanting city, where every day feels like a vacation. Come, explore Annapolis, and find out why so many choose to call this remarkable place home!

Newest Annapolis Homes for Sale

$950,000
5 Beds ⋅ 4 Baths
Sellers have just reduced the price by $25,000! Don’t miss this opportunity to own a stunning Colonial in the highly sought-after Bowen Manor community of Annapolis. Offering over 4,500 square feet of beautifully appointed living space. This is a fantastic opportunity to own one of the biggest, and most private lots in the neighborhood. Perfectly positioned with desirable southeast exposure, this exceptional home is bathed in natural sunlight from morning through early evening. Step inside the grand foyer and discover an open-concept floor plan featuring soaring ceilings, rich Brazilian tigerwood hardwood flooring, elegant architectural columns, custom plantation shutters, and extensive decorative moldings. The formal dining room is designed to impress with a tray ceiling, crown molding, and chair rail, while the adjacent living room is filled with natural light from expansive windows. At the heart of the home is the gourmet kitchen, complete with a large center island with breakfast bar seating, granite countertops, Viking microwave and dishwasher, French door refrigerator, walk-in pantry, and a sun-filled breakfast room with direct access to the expansive rear deck. The adjoining family room showcases a dramatic floor-to-ceiling stone fireplace, creating the perfect gathering space. A private home office and powder room complete the main level. Retreat upstairs to the luxurious primary suite featuring a tray ceiling, oversized walk-in closet, and a beautifully remodeled spa-inspired bath with dual granite vanities, jetted soaking tub, frameless tiled shower with built-in seating and decorative inlay, private water closet, and tray ceiling. Spacious secondary bedrooms provide generous accommodations for family and guests. The fully finished lower level offers exceptional flexibility with a large recreation and entertainment area, fifth bedroom, a renovated full bath, utility/storage room with durable epoxy flooring, and access to the garage. Outdoor living is equally impressive. Relax or entertain on the expansive tiered deck featuring Bose outdoor speakers and smart under-deck lighting, then step down to the custom stone patio overlooking a private, fully fenced backyard surrounded by mature trees and open green space. An 11-zone irrigation system services the front flower beds and both front and rear lawns for effortless landscaping. Thoughtful updates and premium features include a Trane two-stage HVAC system (2024), Hot Water Heater (2026), smart Yale front door lock, dual smart thermostats, Wi-Fi-enabled garage door opener, epoxy garage flooring, 5.1 surround sound ceiling speakers in the living room, GE Smart washer and dryer (2021), and a professionally soft-washed exterior completed in 2026. Enjoy an unbeatable location just minutes from Routes 50 and 97, Mike's Crab House, South River marinas, Annapolis Town Center, Festival at Riva, Annapolis Mall, multiple grocery stores, restaurants, and more. Outdoor enthusiasts will appreciate being just minutes from Riva Park, Quiet Waters Park, and Davidsonville Park. Luxury finishes, modern smart-home technology, an exceptional outdoor living experience, and one of Annapolis' most convenient locations combine to make this remarkable Bowen Manor residence truly one of a kind. This home won't last long!

206 Bowen Ct, Annapolis

Listing courtesy of Redfin Corp. Contact: 4102028454
$699,000
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:

$1,950,000
4 Beds ⋅ 4 Baths
Price improvement!!! 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
$849,900
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
$567,000
3 Beds ⋅ 3 Baths
Elegant brick and siding split-foyer residence offering 3 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. Two bedrooms and two full baths complete the main level. The lower level is highlighted by a bedroom 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 new outdoor 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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