One of the most popular communities provided by {{page_data.agentName}}

Annapolis

One of the most popular communities provided by Maryland Sandbox

Annapolis

About Annapolis

Nestled on the shores of the Chesapeake Bay, Annapolis, Maryland, is a charming and historic community that seamlessly blends waterfront beauty with rich maritime heritage. As the state capital and home to the United States Naval Academy, Annapolis boasts a vibrant downtown area filled with unique shops, gourmet restaurants, and stunning colonial architecture. Residents and visitors alike can enjoy picturesque strolls along the scenic harbor, where sailboats and yachts bob in the water. With its engaging cultural scene, including art galleries, theaters, and annual festivals, Annapolis offers a lively atmosphere for all ages. The community takes pride in its top-rated schools, making it an ideal place for families. Outdoor enthusiasts can explore numerous parks, nature trails, and waterfront activities, while history buffs can immerse themselves in the city's storied past at landmarks such as the Maryland State House. Whether you're seeking a lively urban environment or a peaceful retreat by the bay, Annapolis is a vibrant community that truly has something for everyone.
One of the most popular communities provided by Maryland Sandbox
274
# of Listings
3
Avg # of Bedrooms
$510
Avg. $ / Sq.Ft.
$1,357,507
Med. List Price

Browse Annapolis Real Estate Listings

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$3M - $5M

Over $5M

117 Properties Found. Page 1 of 8.

Days on market reflects seller ability to show because of illness. Tax record is not correct house has over 3500 sq.ft. Has 2 fireplaces and 4 baths not reflected in tax records. English Tudor featuring a stone front patio, covered front porch for nature lovers and bird watchers. Driveway paved and widened in 2021, extensive gardens and plantings. House surrounded by mature trees for tons of shade and privacy. Rear deck is 45 ft by 16 ft and built to hold a large hot tub. Deck constructed in 2016 for entertaining large gatherings. Backing to community open space the rear lawn has level play areas and room for a pool. Drywell was replaced and expanded in 2016. Back yard has ample level space for a large pool or children play area.Two Zone HVAC systems were replaced with high efficiency systems in 2021 and 2022. Three of the four full baths were renovated in 2021. Twenty six exterior trim boards were replaced in October of 2024. Over 4000 square feet of living space plus an oversized garage 24x25 with a floored attic space above for expansion or storage. Spacious kitchen with two Andersen French sliders to rear deck, solid cherry cabinets, quartz island with smooth cooktop and built-in exhaust fan, stainless steel appliances, Bosch dishwasher in 2024.. The great room has high cathedral ceilings, wood beams and wide plank redwood walls, floor to ceiling brick fireplace and Andersen French slider to rear deck. First floor guest room features wood flooring and access to full bath and walk-in shower. Laundry room with generous built-in shelving. Upstairs features high-end Mohawk neutral carpet, 3 bedrooms, 2 full baths and generous closet space. Finished Lower Level has clubroom, full bath with walk-in shower, office/5th bedroom potential (needs larger window for egress) large storage room with built-in shelving. The community has water privileges with fishing pier and canoe storage and sidewalks for dog walking or strolling the neighborhood. Convenient location for commuting to Baltimore or D.C. and 20 minutes to BWI Airport. Five miles to Downtown Annapolis for great shopping, restaurants, Naval Academy and Historic District.. Tax records has incorrect square footage and bath information.
#MDAA2117832

ANNAPOLIS

553 CHOPTANK COVE COURT

4 Beds

4 Baths

3,759 Sq.Ft.

$999,995

MLS#: MDAA2117832

What’s Special "Furnished Apartment ". Welcome to 605 Lighthouse Landing Ln, located on a quiet corner lot. This home has 6 bedrooms, 4 ½ baths, designed with an open floor plan. The great room on the first level has a den with fireplace, breakfast nook, and kitchen. Also on the first floor is the living room, foyer, dining room, and a primary bedroom with shower and soak in tub also there are two large, his and hers walk in closets. On the second level there is a primary suite and three bedrooms. The lower level comes with a complete 900 sq ft in law apartment with a primary bedroom. The fenced in yard is great for kids and pets. The large composite deck provides a great place to relax. If the power fails the Generac generator kicks in within 30 seconds, providing power to the entire house. Two large unfinished storage rooms provide more than adequate space for storage or an exercise room. All comments, data is provided by seller or seller's representatives. Buyer to confirm all & hold all parties harmless from any discrepancy data in the mls and advertising. Limited Service–Data Entry Addendum signed by seller/s must be signed by buyer/s with Purchase Contract.
#MDAA2140662

ANNAPOLIS

605 LIGHTHOUSE LANDING LANE

6 Beds

4 Baths

4,041 Sq.Ft.

$998,000

MLS#: MDAA2140662

Welcome to Eastport Estates at Griscom Square, a brand-new construction community of just 11 luxury single-family homes, located within one mile of downtown Eastport! Each residence showcases high-end finishes, spacious open-concept layouts, 9-foot ceilings, 4-5 Bedrooms, gourmet kitchen, modern baths, 2-car garages with private parking, and quality craftsmanship throughout, creating a truly well-built home. Inspired by its coastal setting, each home incorporates light-filled spaces and design elements that reflect Eastport’s nautical character. Enjoy effortless access to Eastport’s vibrant waterfront dining, live music, local marinas, yacht clubs, and scenic sunset views - or bike to or take the water taxi to City Dock, downtown Annapolis, and the United States Naval Academy. Luxury, lifestyle, and location - together in one place. This is a rare opportunity to build your own home this close to town. Lot and model options available!
#MDAA2134724

ANNAPOLIS

105 GRISCOM SQUARE WAY

4 Beds

3 Baths

2,850 Sq.Ft.

$995,000

MLS#: MDAA2134724

Welcome to the heart of downtown Annapolis at 179 Green Street. This charming home blends timeless character with modern comfort, this is just a block from Main Street and City Dock, few block from the Naval Academy, State Capitol building, boutique shopping, and Annapolis Elementary School. Located in one of the city’s most desirable neighborhoods, it offers exceptional walkability and vibrant city living. Move in ready with a new roof, new updated kitchen, new full bathroom on main floor, new plumbing, new electrical, new basement ceiling, and new fenced in yard. The main level features inviting front and enclosed side porches—perfect for morning coffee or unwinding with a glass of wine in the evening. Inside, wide-board pine floors lead to an updated L-shaped kitchen with bright white cabinetry, stainless steel appliances, and a convenient stackable washer and dryer nearby. The living room showcases rich wood wainscoting, detailed wood trim, custom built-in bookcases, and a rustic fireplace accent, creating a warm and cozy atmosphere. A dedicated dining room completes the main level, ideal for everyday living and entertaining. Upstairs, the home offers two spacious bedrooms and there is an extra versatile space ideal for a home office or nursery. A large bathroom showcases a Victorian-style Van Buren clawfoot tub, new LVP flooring adding timeless historic character. Outdoors, the fenced backyard provides a private retreat for entertaining or relaxing. The property also includes two oversized off-street parking spaces, offering exceptional convenience that convey with the property. Step into a lifestyle steeped in history and culture. Wander charming cobblestone streets to acclaimed dining, embrace sailing and local events, and enjoy the dynamic rhythm of downtown living just beyond your doorstep. This is a rare opportunity to own a true piece of Annapolis charm. Fireplace non operational.
#MDAA2135874

ANNAPOLIS

179 GREEN STREET

2 Beds

2 Baths

1,656 Sq.Ft.

$979,000

MLS#: MDAA2135874

Eastport Waterfront Condo – 2BR/2BA – 1250 sq ft. 2 outdoor decks – 1 deck with amazing full city and waterfront view. Open Concept Living Room with cooks kitchen. Living Room has hardwood floors and fireplace. Newer windows and sliding doors with blinds. Full size front loader washer/dryer. Designer style Bathrooms. Community has pool, pier and tennis courts. Walk to town and live the life.
#MDAA2145720

ANNAPOLIS

15 PRESIDENT POINT DRIVE B2

2 Beds

2 Baths

1,260 Sq.Ft.

$975,000

MLS#: MDAA2145720

Just across the street from the water in Southaven, this Annapolis home offers the kind of space and flexibility that’s increasingly hard to find. Recently updated, the main level includes a renovated kitchen with quartz countertops, dual ovens, gas cooking, stainless steel appliances, and modern cabinetry. The main level also features a living room with built-in speakers, a dining room, an optional sitting room, a half bath, garage access, and a coat closet at the front entry. Upstairs are four well-sized bedrooms, two thoughtfully updated full baths designed with a clean, timeless aesthetic, and a laundry room. The walkout lower level remains unfinished and offers excellent storage, along with a bathroom rough-in for those who may wish to explore future expansion. Exterior updates include a newer roof and a recently paved driveway. The attached two-car garage supports everyday needs, while the detached three-car garage offers access to an unfinished upper-level space that provides additional room to tailor to personal needs. A back deck extends off the main level, with a second deck accessible from the unfinished space above the three-car garage. Community water access is located across the street. The Southaven community also offers a community pier and a kayak/paddleboard launch area. Set on a generous lot with ample storage and water access, 2942 Southaven Drive combines usability with the relaxed coastal character that makes this part of Annapolis so appealing.
#MDAA2131620

ANNAPOLIS

2942 SOUTHAVEN DRIVE

4 Beds

2 Baths

2,142 Sq.Ft.

$949,900

MLS#: MDAA2131620

Welcome to 909 White Marlin Way, an elegant brick-front Colonial ideally positioned on a quiet cul-de-sac in the highly sought-after Chesapeake Preserve community on the Broadneck Peninsula. Built in 1999 and set on a beautifully sized .49-acre lot within the desirable Broadneck School District, this meticulously maintained home offers over 4,200 square feet of finished living space, thoughtfully designed for both everyday living and effortless entertaining. Inside, you’ll find 5 bedrooms and 3.5 baths, complemented by a spacious, well-appointed layout. The main level showcases hardwood flooring, a private office with custom built-ins and crown molding, and a warm, inviting family room anchored by a wood-burning brick fireplace with a decorative mantel. The kitchen seamlessly blends function and style, featuring white cabinetry, granite countertops, a contrasting cherry island, stainless steel appliances, a walk-in pantry, and a built-in desk flowing naturally into the heart of the home. Upstairs, the expansive primary suite offers a true retreat, complete with a tray ceiling, two walk-in closets, and a well-appointed en-suite bath with a jetted tub. Brand new carpet (2026) throughout the upper level and stairs adds a fresh, modern touch. The finished lower level provides exceptional flexibility to suit a variety of lifestyles, offering a full bath, wet bar, and versatile spaces ideal for a home theater, gym, or potential sixth bedroom, along with abundant storage and a convenient walk-up exit to the backyard. Outdoor living is equally impressive. A large screened-in porch opens to a beautifully designed paver patio with firepit, perfect for relaxing evenings or hosting gatherings, surrounded by extensive hardscaping and a spacious, usable yard. Additional highlights include a two-car side-load garage, low HOA fees, and numerous updates: new patio and firepit (2024), screened-in porch was rescreened (2025), new carpet (2026), washer and dryer (2024), window screens (2021), large-capacity water heater (2020), and updated kitchen chandelier (2026). Ideally located just minutes from downtown Annapolis, top-rated restaurants, shopping, and major commuter routes to Baltimore, Washington, D.C., and the Eastern Shore. Enjoy convenient access to the new Broadneck walking trail, just a short distance from your front door. This is the perfect blend of space, style, and location, offering the lifestyle today’s buyers are looking for. Contact me to book your tour today.
#MDAA2140786

ANNAPOLIS

909 WHITE MARLIN WAY

5 Beds

3 Baths

4,170 Sq.Ft.

$949,900

MLS#: MDAA2140786

Prime West Annapolis Opportunity | B-1 Zoning | 13 Annapolis Street. Positioned in the heart of high-demand West Annapolis, 13 Annapolis Street presents an exceptionally rare opportunity to acquire a property with B-1 zoning flexibility in one of Annapolis’ most dynamic commercial districts. This is the kind of location where vision, creativity, and smart planning can translate into long-term value. B-1 zoning opens the door to a variety of potential uses such as boutique retail, professional offices, wellness studios, salons, galleries, cafés, creative workspaces, or thoughtfully designed mixed-use concepts (buyer to verify specific uses with the City). Whether you’re an entrepreneur looking to establish a flagship presence, a business owner seeking visibility, or an investor with a redevelopment vision, this property offers the versatility to bring those plans to life. Adding to its appeal is a feature rarely found in West Annapolis: a private driveway with abundant off-street parking, a significant advantage for clients, customers, or tenants and a true differentiator in this walkable corridor. Surrounded by beloved local restaurants, shops, and everyday conveniences, the property benefits from strong foot traffic, excellent visibility, and the vibrant energy that defines West Annapolis. Opportunities with this combination of location, zoning, and parking simply do not come along often.
#MDAA2135402

ANNAPOLIS

13 ANNAPOLIS STREET

None Beds

None Baths

2,240 Sq.Ft.

$925,000

MLS#: MDAA2135402

Major price reduction, exceptional value for over 3,292 finished sq ft tucked among the trees in the gated waterfront community of Epping Forest. This spacious three-level home features vaulted tongue-and-groove wood plank ceilings, light-filled interiors, and peaceful wooded views. So many options for furniture placement and usable space. The kitchen is designed for both everyday living and entertaining, featuring an expanded center island, abundant cabinetry, built-in shelving, and a wood-burning stove for added warmth. It opens to a flexible family room and flows into an expansive dining and living area with soaring vaulted ceilings, skylights, and a pellet stove set against a dramatic brick hearth. Upstairs, the primary suite offers a private retreat with an en-suite bath and access to an adjoining bedroom, ideal for an office or second bedroom. The lower level features a great room, two additional bedrooms, a full bath, workshop space, and walk-out access to a shaded deck. Epping Forest offers a unique waterfront lifestyle on the Severn River, with a private beach, a marina with boat slips, a clubhouse with a restaurant, tennis, pickleball, a playground, and year-round community events. Ideally located just 20 minutes to BWI, 30 minutes to Washington, D.C., and Baltimore, and minutes to downtown Annapolis.
#MDAA2137250

ANNAPOLIS

349 EPPING WAY

4 Beds

2 Baths

3,292 Sq.Ft.

$925,000

MLS#: MDAA2137250

Welcome to 220 West Street in Annapolis, Maryland. A rare, fully gut-renovated detached property located in the heart of the Downtown Arts District, 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.
#MDAA2140068

ANNAPOLIS

220 WEST STREET

3 Beds

2 Baths

1,540 Sq.Ft.

$924,900

MLS#: MDAA2140068

New on site today
Upscale Ryland Manor home in St. Margaret’s Landing showcasing an inspired open floor plan, thoughtful updates, and flexible living spaces throughout. Featuring 5 bedrooms and 3.5 baths, this beautifully maintained home has been freshly prepared for market with brand new paint throughout, new carpet, and a stunning renovated primary suite bath. SPECIAL FINANCING INCENTIVE AVAILABLE — QUALIFIED BUYERS MAY ACCESS A 6.125% FIXED RATE WITH A 1-YEAR BUYDOWN PROGRAM TO 5.125%! The main level offers formal living and dining rooms that flow seamlessly into the rear great room with fireplace ambiance, casual dining area, and an updated kitchen complete with butler’s pantry and mudroom. Sliders lead to the backyard patio, creating the perfect setup for entertaining and everyday living. The finished lower level offers exceptional versatility with a home theater, bar area, additional bedroom and full bath — ideal for recreation, guests, or potential in-law quarters. The vaulted primary suite serves as a private retreat with a luxurious updated bath and generous closet space. Additional highlights include a 2-car garage, multi-vehicle parking, and a prime location within St. Margaret’s Landing just minutes from Downtown Annapolis, the Chesapeake Bay, USNA, shopping, dining, and commuter routes. Special financing incentive available for qualified buyers that may help create lower monthly payments during the first year of ownership. Contact listing agent for details.
#MDAA2144004

ANNAPOLIS

707 BUOY COURT

5 Beds

3 Baths

3,729 Sq.Ft.

$924,900

MLS#: MDAA2144004

Tucked away on a private cul-de-sac in one of Annapolis's most coveted enclaves, this exceptional residence offers the refined living the Chesapeake Bay region is celebrated for. From the moment you arrive, beautifully manicured landscaping and an elegant facade set the tone for what awaits inside. Hardwood floors flow throughout the main level, anchoring an open floor plan where formal and informal living spaces are thoughtfully balanced. A gracious formal living room with a fireplace provides an elegant setting for entertaining, while the informal living room, anchored by a second fireplace, offers the kind of relaxed comfort that makes a house feel like a home. The heart of it all is a stunning two-story great room off the kitchen, where soaring ceilings soar overhead and natural light pours in from every angle; a breathtaking space that never loses its ability to impress. The chef-inspired eat-in kitchen is equally spectacular, appointed with a large center island, Corian countertops, gas cooktop, and dual wall ovens. Whether hosting an intimate dinner party or a festive gathering, this kitchen performs flawlessly. Recessed lighting throughout the main level lends a polished, gallery-like ambiance at every turn. The coveted first-floor primary suite is a true sanctuary, offering a generous walk-in closet and the ease of single-level living at its finest. First-floor laundry adds an everyday luxury that discerning buyers will immediately appreciate. Upstairs, two spacious bedrooms share a well-appointed full bath, while a versatile loft overlooks the living spaces below, equally suited as a private home office, library, or lounge. The finished lower level is nothing short of spectacular. Custom built-in bookcases, a third fireplace, a full bath, and a wet bar make this space ideal for entertaining, relaxing, or hosting overnight guests in style. A whole-home generator ensures uninterrupted comfort in every season. Outside, a paver patio and deck extend your living and entertaining space into the serene, landscaped backyard; the perfect backdrop for al fresco dining, morning coffee, or simply savoring the beauty of an Annapolis evening. A two-car garage completes this picture of thoughtful convenience. This is Annapolis living at its finest; where classic elegance, modern comfort, and Chesapeake Bay charm converge into something truly special.
#MDAA2143576

ANNAPOLIS

1604 TRAWLER LANE

3 Beds

3 Baths

4,295 Sq.Ft.

$915,000

MLS#: MDAA2143576

New on site 2 days ago
Brand new to the market in enchanting Epping Forest—one of Annapolis’ most sought-after gated, waterfront communities. Perched among the higher elevations, this home offers a seasonal winter water view from the expansive deck and is ideally positioned on one of the quietest streets in the neighborhood. Enjoy the best of Epping Forest with affordable living, a vibrant, water-centric community known for its unmatched lifestyle and amenities. Originally built in 1931, with the current structure rebuilt in 1994, this home has been fully renovated in 2026 and is truly move-in ready with new stainless-steel appliances, brand new bathrooms and freshly paint throughout. A rare main-level bedroom with an adjacent brand-new walk-in shower provides exceptional convenience for aging relatives. Recently refinished hardwood flooring extends throughout the home, including the staircase and upper level. Upstairs, both bedrooms feature cathedral ceilings and share a newly renovated full bath, while the secondary bedroom offers excellent potential for a walk-in closet, yoga room or flex space. A dramatic, light-filled staircase leads to the lower-level recreation space, complete with a built-in workspace, bookshelves, wine rack, and wet bar—ideal for entertaining or working from home. A third full bath with a jetted tub enhances the space, along with access to a private screened porch and yard, creating a comfortable and versatile guest or retreat area. Epping Forest is a Gated Waterfront Community on the Severn River with a community beach, waterfront clubhouse with restaurant and bar, tennis/pickleball and marina (new marina is currently under construction) Strong neighborhood connections where neighbors treat each other like family and fun happens weekly! Year around community events codify friendships, 4th of July Fireworks, Oyster & Bull Roast, Boat Club, Summer Volleyball League, community chapel, yoga & summer camps. Come experience the best Chesapeake Bay Maritime Annapolitan Lifestyle around! Epping Forest Inc. is a special benefit tax district with bylaws and binding rules and regulations
#MDAA2139650

ANNAPOLIS

1714 BROADLEE TRAIL

3 Beds

3 Baths

1,920 Sq.Ft.

$900,000

MLS#: MDAA2139650

GREAT OPPORTUNITY! Huge building offers two levels with office on main level (currently rented @$4500 a month and office on upper level is vacant and ready for you to run your business as the other is rented or just have them both rented. Close to Annapolis Mall, Route 50 and much more!
#MDAA2135848

ANNAPOLIS

2563 FOREST DRIVE

None Beds

None Baths

20,173 Sq.Ft.

$899,999

MLS#: MDAA2135848

Welcome home to 2906 Boyds Cove Drive, a stunning stone-front Colonial nestled in the highly sought-after, upscale enclave of Boyds Ridge. This home offers over 3,800 square feet of elegant above-grade living space, perfectly blending sophisticated design with everyday comfort. Step inside to an open flowing layout with gleaming hardwood floors, crown molding, and classic chair railings. The gourmet eat-in kitchen features granite countertops, cherry cabinetry, a gas cooktop, and a center island, flowing seamlessly into a breakfast nook and sunken family room anchored by a stone-front, wood burning fireplace, perfect for gathering with family and friends. A formal dining room rounds out the first floor, which also boasts an additional living room and library upon entrance to the house. Upstairs, the luxurious primary suite serves as a true private retreat. It boasts soaring cathedral ceilings, a gas fireplace, and expansive his-and-hers walk-in closets. The en-suite spa bath features a relaxing soaking tub and double vanities. Three additional generously sized bedrooms complete the upper level. The full walkout basement offers expansive unfinished space—a blank canvas ready to be transformed into a home theater, gym, or in-law suite. It already includes rough-in plumbing for a potential full bathroom, adding even more flexibility. Outside, enjoy a spacious rear deck overlooking a private lot, all tucked away on a quiet cul-de-sac. Located just minutes from Historic Downtown Annapolis, the Parole town center, and major commuter routes, this home offers the ultimate combination of luxury, space, and convenience. Don't miss your opportunity to own in Boyds Cove!
#MDAA2143826

ANNAPOLIS

2906 BOYDS COVE DRIVE

4 Beds

3 Baths

3,770 Sq.Ft.

$899,900

MLS#: MDAA2143826

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