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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
317
# of Listings
3
Avg # of Bedrooms
$447
Avg. $ / Sq.Ft.
$1,001,516
Med. List Price

Browse Annapolis Real Estate Listings

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317 Properties Found. Page 3 of 22.

There is nothing else in Eastport like this beautiful, one floor living, attached garage, home with 4 bedrooms, 3 baths, large finished lower level and separate guest house with a 5th bedroom, 4th full bath. Built in 2014 on two lots with 10 foot ceilings, 8 foot doors (18 inches taller than the standard door), in a Montecito west coast style with incredible proportions and finishes, this home's design makes a strong statement in addition to its unique combination of features for Eastport. The main living area is a great room with huge window in the front facing kitchen and 34 feet of glass doors opening to a 34-foot-long screen porch with vaulted ceiling, five skylights and a gas fireplace. The bedroom layout is for the sophisticated owner. There is a separate two bedroom guest suite with its own foyer off the entry hall, linens storage and full bath to the design standard of primary bath with walk-in shower, finishes and lighting. The large primary bath has an outer room with free standing tub and double sinks. This room has two tall thin windows framing the tub mosaic wall and two skylights. The second room of the primary bathroom has an oversized walk-in shower with rain shower and wall showerheads in addition to a third skylight. Both the tub and the shower walls have beautiful mosaic tile floor to ceiling back walls dramatically lit from above by recessed lights. The large walk-in closet is what you would expect in a home designed to this standard and there is a second closet in the primary suite. There is another bedroom or office on the opposite side of the great room, and like the primary bedroom, looks out on the large landscaped backyard mosaic tile wall. The windows are proportionally large for the 10-foot ceilings. The design of the kitchen reflects the space that a single floor, double lot home provides. Ample storage below counters in drawers with hidden utensil drawers and expansive counterspace in the kitchen, provide a clean, contemporary feel. The Melie separate refrigerator and freezer are completely hidden behind the cabinet doors completing the sophisticated contemporary design. A large square island with two ovens, seating for 6, and surface area is the center of this entertaining kitchen. The front hall leads to the living area that is centered on a long, glass sealed fireplace that is both practical and striking. The two-car garage is part of the home, directly entering on a side hallway. It is large enough for two of the largest SUVs and has a finished storage loft above. There is also a finished lower level with a gym, surround sound entertainment system, pool table, separate large workshop, and a 14x14 storage room, all with 9 foot ceilings. THE HVAC as well as hot water are all geothermal, cost effective with no noisy outside systems. The separate guest house has a cathedral ceiling and full bath. The HVAC in the guest house is a high efficiency Mitsubishi split system. The front landscaping includes stone wall and gardens as well as a pergola swing and small patio with Adirondak chairs for when you want outdoors to be social. Illuminated brick sidewalk and mahogany stairs lead to the large entry doors. Privacy is in the large backyard where landscaping accentuates the beauty and utility of an impressive entertaining space. Brick sidewalks and a large stone patio under the shade of 4 red bud trees with outdoor kitchen and firepit. Landscape lighting and irrigation complete and match the look.
#MDAA2128650

ANNAPOLIS

1004 MOSS HAVEN COURT

4 Beds

3 Baths

4,972 Sq.Ft.

$2,450,000

MLS#: MDAA2128650

Stunning Waterfront New Construction 0n Back Creek in the Eastport area. Don't miss this rare opportunity to build your dream home in one of Annapolis’s most sought-after waterfront communities. Ideally located on a quiet, picturesque corner lot in Eastport, this beautifully designed custom home will offer expansive views of Back Creek and luxury finishes throughout. Enjoy wide plank floors, dramatic walls of glass to showcase the water views, custom built-in kitchen cabinetry, and a chef’s kitchen featuring high end appliances, quartz countertops, oversized island, and a full-height backsplash. Optional elevator can be added for additional convenience. Every detail has been thoughtfully selected to blend style, comfort, and function for modern coastal living. This home is conveniently located just close to the heart of Eastport—renowned for its strong sense of community, marinas, walkability, and vibrant dining scene. Enjoy morning strolls to your favorite coffee shop or evenings out at nearby waterfront restaurants. Located in the Parkwood Civic Association (PCA), a voluntary neighborhood group with $100 annual dues that support maintenance of local green spaces—including Hoffman Park and the community docks. PCA membership is also required to apply for a dock slip. Contact the listing agent today or check out Whitehall Building & Co's website to schedule a tour of the model home and start customizing your waterfront residence. With construction soon underway, you could be enjoying life on the water by next boating season.
#MDAA2119986

ANNAPOLIS

703 A GLENDON AVENUE

4 Beds

4 Baths

4,800 Sq.Ft.

$2,375,000

MLS#: MDAA2119986

New on site 1 day ago
Don’t miss the rare chance to create your waterfront dream lifestyle in the highly sought-after Bay Ridge community. This premium lot offers sweeping views of the Chesapeake Bay from the rear and serene lake views from the front—an unparalleled setting for your custom-designed home. This stunning 4-bedroom, 3.5-bathroom residence has been thoughtfully designed to maximize the views, featuring expansive front and rear porches perfect for enjoying breathtaking sunrises and sunsets. The home showcases exceptional craftsmanship and luxury finishes throughout, including Hardiplank siding, wide-plank luxury vinyl flooring, a gourmet kitchen with quartz countertops and backsplash, upgraded stainless steel appliances, a spacious island, soaring 10-foot main level ceilings, and spa-inspired ceramic and porcelain baths. Bay Ridge is a community unlike any other, steeped in history and cherished for its vibrant spirit and unmatched amenities. Residents enjoy a bayfront pool and newly renovated clubhouse, sandy beaches, scenic waterfront areas, a large community marina, basketball and pickleball courts, a children’s playground, and year-round events that bring neighbors together. Ideally located just minutes from downtown Annapolis and Eastport, Bay Ridge offers the rare combination of a private, resort-style lifestyle within easy reach of city conveniences. This is more than just a homesite—it’s an invitation to design and build the perfect retreat, where every day feels like a vacation and every view inspires.(This property is also listed as a lot with the existing home which can be remodeled or torn down)
#MDAA2130376

ANNAPOLIS

45A E LAKE DRIVE

4 Beds

3 Baths

3,824 Sq.Ft.

$2,375,000

MLS#: MDAA2130376

Price Reduction! Seller says to bring all offers! Built by Captain Beriah Maybury in 1772 and known as the Kings' Arms Tavern, this Historically designated property is a MUST SEE! This Five-Bay wide brick Single Family Home sits on top of a high scored stone foundation. 9.5 foot ceilings illuminated by nearly floor to ceiling windows showcase a lovely Library with built-In Bookcases and a wood burning Fireplace; a Two Room Parlor, also with a wood burning Fireplace; an addition erected possibly as early as the 1830's includes a large Dining Room with high domed ceiling, a kitchen and a small porch. The upstairs 4 Bedrooms, 3 with their own wood burning Fireplace, wood floors, 2 full Baths and laundry provide plenty of room! The partially finished basement, most recently used as a woodworking shop, has a separate street entrance and could possibly be reimagined as additional living space. The long, gated driveway leads to 2 garage spaces and parking for an additional 6 cars and a charming English garden and patio area. Furnace chimney recently relined. This home is being sold AS IS, but has great bones. Bring your own TLC. Call Listing Agent with questions.
#MDAA2109384

ANNAPOLIS

41 CORNHILL STREET

4 Beds

2 Baths

4,974 Sq.Ft.

$2,100,000

MLS#: MDAA2109384

Price Improvement! 100k Reduction. Welcome to the Thomas Hyde House – a rare opportunity to own a piece of Annapolis history in the heart of downtown. Built in 1769, this impeccably restored Federal- style property blends 18th-century charm with modern luxury. Perfectly situated on sought- after Duke of Gloucester Street, this vibrant and colorful home offers stunning views of the Maryland State House and extremely rare off-street parking for 6+ vehicles. Originally configured as office space, the residence has been reimagined into six spacious bedrooms and four full baths across two beautifully remodeled levels, with the potential for third floor updating plus a large basement with ample storage and updating space. The first floor offers true single level living with a primary suite and second bedroom, while the second level features four additional bedrooms and a convenient laundry area. No detail has been overlooked – from new appliances, countertops, and cabinetry to frameless glass showers, ceramics, extensive trim and molding, recessed lighting, fresh interior and exterior paint, new plumbing/electric and sprinkler system, updated flooring, freshly painted standing seam roof/front dormers and more. The result is a turnkey home where historic character meets modern sophistication & luxury. The property is offered with negotiable furnishings, electronics and art, The Thomas Hyde House is as versatile as it is fun and captivating. Just steps from downtown Annapolis shopping, dining, yacht clubs, local marinas & major commuter routes. Whether as a primary residence, investment property, or distinctive downtown retreat, this is an Annapolis treasure ready for its next chapter.
#MDAA2122834

ANNAPOLIS

192 DUKE OF GLOUCESTER

6 Beds

4 Baths

3,415 Sq.Ft.

$2,100,000

MLS#: MDAA2122834

For sale , this is a huge opportunity 2 ASSETS FOR SALE , 1991-1993 West Street: 3000 sf retail building Lot Size.Discover an exceptional investment opportunity with this portfolio of two retail assets located at 1991 and 1993 West Street, Annapolis, MD. - Property Overview: - 1991 West St: - Lot Size: 8,000 sq. ft. - Zoning: BCE (Business Corridor Enhancement district) - Features a retail building with high visibility and heavy traffic, ideal for attracting customers. - The current tenant is willing to continue leasing or vacate if necessary, providing flexibility for potential buyers. - 1993 West St: - Lot Size: 4,800 sq. ft. - This property is currently condemned, with value primarily in the land itself, offering a unique redevelopment opportunity. Location Highlights: - Situated in a bustling area with high foot traffic and direct proximity to Annapolis’ historic downtown, this location promises excellent visibility and accessibility for any retail business. Important Note: - Please do not visit the property without a scheduled appointment to ensure a smooth viewing experience. Take advantage of this rare chance to invest in prime real estate in a thriving area. Contact us for more details or to schedule a viewing!
#MDAA2128872

ANNAPOLIS

1991-1993 WEST STREET

None Beds

None Baths

3,000 Sq.Ft.

$2,099,000

MLS#: MDAA2128872

New on site 1 day ago
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.
#MDAA2130368

ANNAPOLIS

48 E LAKE DRIVE

None Beds

None Baths

0.22 acres

$1,999,900

MLS#: MDAA2130368

New on site 3 days ago
TO-BE-BUILT. Construction has not started. Photos are of a previously built home by Builder. Choose your options and finishes. Sales includes 2 parcels 341 & 343 Dubois Rd. Located in picturesque Annapolis, MD this one-of-a-kind property will sit on a 1.3 acre double lot and will feature a main level owner's suite and high end finishes throughout. Optional features include a gourmet kitchen with quartz countertops, large center island, Z-Line or Monogram chef-grade appliances including 6 burner dual-fuel range and stylish soft-close cabinets. Additional main level amenities include a spacious office, two story family room, formal dining area, morning room, laundry and an owner's suite with dual walk-in closets, large spa-like shower and soaking tub. The upper level features 2-4 additional bedrooms and 2-3 full baths. Standard features include 30 year architectural singles, two zone 92% efficient Carrier HVAC, 2x6 framing, R49 insulation in ceiling, R21 insulation in walls, air seal package, 400A electric service, EV charging prewire and much more. Excellent connectivity via Rt 50 and 97 ensures effortless commuting to Washington, DC, Ft. Meade, and Baltimore. 2 parcels (341 & 343 Dubois) also listed separately for $750,000 with no builder tie in under MDAA2130062. Successful percolation tests have been completed by Seller. Contact listing agent with questions.
#MDAA2129980

ANNAPOLIS

343 DUBOIS ROAD

4 Beds

3 Baths

3,716 Sq.Ft.

$1,999,000

MLS#: MDAA2129980

A rare opportunity for a well located worship facility on 23 acres in Cape St. Claire with exceptional frontage on Rt 50. This large complex with extensive acreage allows a congregation an unusual and great opportunity to grow or fund itself. Existing complex can be restored and used with a great opportunity for later expansion for a larger facility on the additional acreage. Selling addition acres for subdivision may be possible. Available preliminary engineering supports subdivision possibilities. This facility's main room is big enough for 175 and building boasts over 4600 total sq ft, includes a kitchen with serving bar, study, multipurpose room, foyer and reception desk, offices, and classrooms. Noteworthy architectural features include palladium windows, exposed brick, beamed ceilings and a custom staircase. The main building will require less updating and the parsonage, once used as offices, will require significant renovation. Property sold as-is, where-is. Zoning is residential and supports some commercial uses. See attached zoning table for R1 uses. All uses will require certificate of use and occupancy.
#MDAA2123582

ANNAPOLIS

1016-1024 E COLLEGE PARKWAY

None Beds

None Baths

4,473 Sq.Ft.

$1,995,000

MLS#: MDAA2123582

23-acre parcel zoned primarily R-1, with some O-S. Preliminary engineering work indicates the property can be subdivided and coul support multiple residential lots. The concept drawing attached.
#MDAA2123584

ANNAPOLIS

1016 E COLLEGE PARKWAY

None Beds

None Baths

23.33 acres

$1,995,000

MLS#: MDAA2123584

New on site 3 days ago
Elegant charm meets modern convenience in this one-of-a-kind residence located in the heart of Murray Hill. Offering the very best of the downtown lifestyle, this remarkable property boasts a chef’s kitchen with custom cabinetry, granite counters, and high-end appliances and soaring ceilings. The stunning Living room with gas fireplace and light filled dining area flows seamlessly to the picturesque gardens in the front yard to the elegant fountain in the back. Elevator service to all levels provides ease, while the spacious primary retreat encompassing the entire top floor includes a sitting room/office, private covered porch, and breathtaking views of Spa Creek and the iconic Annapolis skyline. Unmatched in both location and amenities, this residence includes a rare downtown garage, plenty of parking, multiple guest suites for friends and family, and elegant details throughout—from granite foyer floors to a library and breakfast room filled with light and curated finishes. Whether entertaining in style or enjoying a quiet evening watching the boats glide by, this home represents the finest package in the city: an extraordinary blend of history, luxury, and walkable convenience just steps from everything downtown Annapolis has to offer. Welcome Home!
#MDAA2129932

ANNAPOLIS

2 SOUTHGATE AVENUE 10

3 Beds

2 Baths

3,884 Sq.Ft.

$1,975,000

MLS#: MDAA2129932

Embrace the Eastport lifestyle in this charming craftsman just steps from the water and downtown Annapolis. This beautifully maintained home offers 4 bedrooms, 3.5 baths, an elevator, and sitting areas on each level. The reverse floor plan features a gourmet kitchen, dining area, and living room with fireplace and wood floors. The second level primary suite has a private deck and spa-like bath. The entry level includes an en suite bedroom with deck and hot tub access, 2 additional bedrooms and hall bathroom. Enjoy seasonal Back Creek views from the upper balcony and relax in the spacious yard with pergola and hot tub. A rare driveway with 2 car detached garage and finished space above offers endless options. Walk to restaurants, pubs and parks. Perfect blend of Eastport charm and coastal sophistication!
#MDAA2128708

ANNAPOLIS

215 CHESTER AVENUE

4 Beds

3 Baths

3,720 Sq.Ft.

$1,950,000

MLS#: MDAA2128708

The One That Outshines Them All—Near Downtown Annapolis This stunning newly built colonial home is a true showcase of thoughtful design and refined craftsmanship, beautifully situated on 1.34 acres with no association fees to limit your lifestyle. From the rich French white oak flooring and custom stair railings to the intricate glass doorknobs and solid wood doors, every detail has been lovingly chosen. The chef’s kitchen is both stylish and functional, featuring white cabinetry with distinctive hardware, whimsical lighting, and a walk-in pantry complete with a sink and illuminated shelving. Spanning four thoughtfully planned levels, the third floor hosts five bedrooms, including a serene primary suite with an attached bath, as well as an oversized laundry room with custom cabinetry, work space, and a utility sink. The top level offers flexible space ideal for an au pair suite, while the fully finished lower level includes a rec room, full bath, bedroom, and walk-up access to the backyard. Car lovers and tinkerers alike will appreciate the three-car finished attached garage with soaring two-level ceilings, offering space for vehicles, hobbies, and storage galore. Located just minutes from downtown Annapolis—Maryland’s capital filled with charm, history, waterfront dining, and the U.S. Naval Academy—and with easy access to Routes 50 and 97, this home delivers elegance, space, and freedom in one exceptional package.
#MDAA2116832

ANNAPOLIS

934 CHESTERFIELD ROAD

6 Beds

5 Baths

6,957 Sq.Ft.

$1,895,000

MLS#: MDAA2116832

Gorgeous, One-of-a-Kind Luxury Penthouse in Downtown Annapolis! Welcome to this stunning 3-bedroom, 3.5-bathroom penthouse condo in the exclusive Acton’s Landing community—offering an unparalleled blend of historic charm and sophisticated modern living. With private elevator access, deeded use of two garage parking spaces, and two expansive balconies with breathtaking skyline views, this residence is truly exceptional. Thoughtfully designed to capture natural light from sunrise to sunset, the open floor plan features a gourmet kitchen boasting Silestone countertops, custom tile backsplash, custom cabinetry, new refrigerator, new dishwasher, gas cooking, wine fridge, under cabinet lighting, and updated fixtures. Recent upgrades include new HVAC system, new hardwood flooring, and new high-end wall to wall carpet in the 3 bedrooms, new dining room chandelier. The powder room and main level ensuite bath has been updated. The laundry room has custom built-in cabinetry, new flooring, new washer, dryer, and 2 refrigerated beverage drawers. Entire unit freshly painted for a crisp, modern feel. Residents of Acton’s Landing enjoy first-class amenities: secure entry, on-site property management and assistant, a fitness center, recreation and meeting rooms, library, and a beautifully landscaped courtyard with a central fountain. Steps from Acton’s Cove waterfront park, boutique shopping, fine dining, the U.S. Naval Academy, Maryland State House, and the Governor’s Mansion—this is the perfect fusion of urban convenience and tranquil retreat. Don’t miss this rare opportunity to live in one of Annapolis’ most coveted locations!
#MDAA2116316

ANNAPOLIS

66 FRANKLIN STREET 509

3 Beds

3 Baths

2,477 Sq.Ft.

$1,850,000

MLS#: MDAA2116316

This fantastic property with over 100 feet of waterfrontage is ideally located on a protected cove minutes from the Severn River and the Chesapeake Bay. The .69 acre property boasts lovely views from Lake Ogleton to the Bay Bridge from its perfect perch on a gentle sloping hill. The shoreline is bulkheaded and there is a private pier with good water depth and lots of great dockage for all your watercraft. The original structure was one of the first in the neighborhood and has a two-story addition with a large kitchen and primary suite. The original house features spectacular views, charming living and dining rooms, two main-level bedrooms, and a fabulous sunroom. The expansive kitchen opens to the waterfront family room and has plenty of room for entertaining. On the private 2nd level, there are sweeping waterviews, a huge primary bath, ample closets and a sitting area. The house, safely located outside of flood plains, is currently not in the HOA. The new owner may choose to join the HOA for a reasonable fee. Community offers a marina, waterfront parks and more.
#MDAA2129604

ANNAPOLIS

3137 CATRINA LANE

3 Beds

2 Baths

2,970 Sq.Ft.

$1,775,000

MLS#: MDAA2129604

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