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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

323

# of Listings

3

Avg # of Bedrooms

$461

Avg. $ / Sq.Ft.

$1,054,467

Med. List Price

Browse Annapolis Real Estate Listings

$250,000 - $500,000

56 Properties Found. Page 1 of 4.

Prime Retail/Office Space in the Heart of Annapolis

Welcome to 141 West Street, Suite 103 – a versatile retail/office space perfectly positioned in the vibrant core of Annapolis. This ground-level suite offers an open layout that’s ready to be outfitted to match your vision. Whether you’re looking to expand your business, launch a new venture, or establish a professional office, this space gives you the flexibility to make it your own.

Situated in a highly visible and walkable area, you’ll benefit from steady foot traffic, nearby shops, dining, and cultural attractions. The suite also comes with the added convenience of one dedicated parking space, a rare find in downtown Annapolis.

Seize the opportunity to plant your business in one of the city’s most sought-after locations! Prime retail/office condo in the heart of downtown Annapolis. Ground-level suite ready to be customized for your business. High visibility, walkable location near shops and dining. Includes 1 dedicated parking space. Perfect for professional office, boutique retail, or creative workspace. Contact City of Annapolis Permitting office to verify your intended use. The Condo fee is estimated $502 monthly.

ANNAPOLIS

141 WEST STREET 103

None Beds

None Baths

1,009 Sq.Ft.

$500,000

MLS#: MDAA2125942

Welcome to 621 Snow Goose Lane , a wonderful opportunity to create a home that truly reflects your style. With solid updates already in place, including a new roof (2024), HVAC (2022), garage door (2021), and appliances (2020), you can focus on adding your own finishing touches. A little paint, new carpet, and refreshed bathrooms will bring this home back to life. Bring your paintbrush and imagination this one has great potential and value. Being sold as-is.

ANNAPOLIS

621 SNOW GOOSE LANE

4 Beds

2 Baths

2,004 Sq.Ft.

$500,000

MLS#: MDAA2128668

#MDAA2128966

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 107

2 Beds

2 Baths

1,318 Sq.Ft.

$499,900

MLS#: MDAA2128966

New on site 2 days ago

Welcome home to this beautifully maintained 1,828 square foot rancher nestled in the highly desirable community of Cape St. Claire! This spacious single-level home, with a huge unfinished basement, ready for you to make it your own - options are endless! It offers comfort, convenience, and updates throughout — including newer kitchen and windows and doors that enhance energy efficiency. Fenced in back yard is already taken care of for you!

Enjoy a functional floor plan with generous living spaces, perfect for both relaxing and entertaining. The property sits in a well-established neighborhood known for its friendly atmosphere, top-rated schools, and easy access to beaches, parks, shopping, and major commuter routes.

Whether you’re looking for your first home or a forever home, this Cape St. Clair gem offers the perfect blend of charm, location, and modern updates.

ANNAPOLIS

1062 BROADVIEW DRIVE

4 Beds

3 Baths

3,656 Sq.Ft.

$499,900

MLS#: MDAA2128920

Welcome to this beautifully maintained duplex home in the highly sought-after 55+ Heritage Harbour
community, where elegance, comfort, and resort-style living come together. From the moment you
arrive, you are greeted by a charming front porch and beautifully landscaped surroundings that set the
tone for this pristine residence. Step inside to a welcoming open foyer that leads into a spacious living
room, accented by a classic gas fireplace that creates a warm and inviting
centerpiece. Tucked just off the living room is a cozy library, offering the perfect spot for a home office or just reading,
relaxing, or quiet conversation. A separate dining room provides an elegant space for hosting gatherings,
while the updated kitchen offers expanded counter and cabinet space, thoughtfully designed to blend
functionality with style. A fabulous three-season room extends the living space, inviting you to
relax and enjoy the serene setting in comfort throughout much of the year. While officially listed as a
two-bedroom, three-bath home, this property offers a rare and valuable feature: a fully finished
basement. This expansive level includes a large family room, full bathroom, a walk-in cedar closet, and a workshop, providing
versatility for visiting family, a live-in caretaker, or quiet hobbies. Storage abounds in both the one-car garage and the lower level. Recent updates enhance both beauty
and peace of mind, including new luxury vinyl plank flooring on the main level and lower level, an updated roof with
gutter guards, and a freshly power-washed and stained deck. These thoughtful
improvements complement the home’s timeless design and add to its pristine presentation. Life in
Heritage Harbour is centered around resort-style amenities and an active, engaged community.
Residents enjoy exclusive access to the Lodge, featuring an atrium, indoor and outdoor pools, fitness
center, library, boutique, woodworking shop, game rooms, coffee corner, and meeting spaces. Outdoor
amenities abound with tennis and pickleball courts, bocce ball, horseshoes, scenic walking trails, a nine hole golf course with pro shop, and a clubhouse restaurant at Wilder Fresh Kitchen. Water enthusiasts
will appreciate the pier with boat slips, kayak launch and storage, and the RV/boat storage lot within the
community. Combining modern updates, versatile living spaces, and a wealth of community amenities,
this exceptional home offers a lifestyle that is both elegant and effortless. Schedule your private showing today and experience the very best of active adult living in Heritage Harbour. Conveniently located near major routes—including 97, 32, 50, 295, 100, I-95, and 495—it’s an excellent choice for families and professionals commuting to downtown Annapolis, Fort Meade, NSA, CIA, DISA, US Cyber Command, BWI Airport, Washington, D.C., and Northern Virginia.

ANNAPOLIS

1012 MASTLINE DRIVE

2 Beds

3 Baths

2,481 Sq.Ft.

$499,900

MLS#: MDAA2125472

Classic split-level in sought-after Cape St. Claire offers lots of light and high ceilings for a spacious contemporary feel. Walk right into the main level with an open living and dining space with a glass slider that leads to a large new outdoor deck. The flow from the eat-in kitchen to the living area is perfect for ease of everyday living or entertaining! The lower level features a fireplace with charming arched brickwork and is perfect as a media room or additional living space. The lower level also includes laundry and outdoor access to the backyard. The upper level has a primary bedroom with en-suite bath plus two more bedrooms and a hall bath. This home is set on a landscaped lot that features established perennial beds and a private backyard. The front bay window overlooks woods and a serene setting. Cape St. Claire residents enjoy exclusive access to community beaches, boat ramps, fishing piers, a clubhouse, basketball courts, and tot lots—all for a nominal annual HOA fee. The community pool offers memberships, and local favorites like the Cape St. Claire Shopping Center, Graul’s Market, and Cape Liquors are just minutes away. Quick access to Route 50 and Downtown Annapolis, Sandy Point State Park, and the Chesapeake Bay. Zoned to Broadneck High School and part of the Anne Arundel County Public School District.

ANNAPOLIS

1044 SKYVIEW DRIVE

3 Beds

2 Baths

2,136 Sq.Ft.

$499,900

MLS#: MDAA2127782

If you are looking to get into the popular, 55+ community of Heritage Harbour in Annapolis, this is a wonderful opportunity! This large, 3 level townhouse won't force you to part with all of your treasures as there is a place for everything! Offering 3 full levels of living space you can relax, entertain, work, pursue multiple hobbies, enjoy hosting company and still stay organized!
You are welcomed into the large living room from your covered, front porch. The generous room size can accommodate large furnishings. There is a convenient powder room and storage closet in the hallway along with access to your garage. Real hardwood floors flow through the entire first level. The beautiful dining room boasts delightful, custom molding and trim work. The dining room is conveniently located with a separate entrance to the kitchen. The kitchen appliances and countertops have been updated to stainless steel appliances, granite and butcher block. There is a lot of cabinet space plus a dedicated pantry. The attractive, wood topped breakfast bar will be a favorite perch for sipping coffee while chatting on the phone or checking your email. Adjacent and open to a comfortable family room you will no doubt spend a lot of time in this space. French doors open from the family room to a large deck w/ an awning. The deck was recently refurbished & restained. You'll enjoy this beautiful spot for many months throughout the year. A storage closet on the deck gives you a place for cushions and potting equipment.
The upper level offers a spacious master suite with a walk-in closet and extremely large master bathroom. With a double vanity, separate shower and tub, large linen closet and skylight you will be sighing, "Calgon, take me away"! There is a second en suite bedroom on this level with a tub/shower combo. A 3rd bedroom has been outfitted with loads of shelving and storage. Do you work from home? Do you have a book collection? How about photo albums or a genealogy study? There's room for all of that and more. A unique and especially attractive feature of this model is the extra sitting room with custom book shelves tucked neatly between the bedroom areas for letter writing or late night reads. There is a very large storage area on this level as well.
In addition to all of this usable, finished, living space you will also find a full, walk-out basement! Approximately half of the basement is finished with more shelving and cabinetry, a half bathroom and a level walk-out to a private, slate patio with built-in planters. The deck posts/supports were also recently redone & a the fence has had a facelift. The finished area basement space could be a recreation room or guest quarters. Bring your imagination . . . what do you want your life look like for the next 10 - 20 years? To top it all off there is a genuine workshop in the basement with a workbench and even more storage space for tools, paint, and all the other materials needed to maintain your beautiful home and pursue your passions and hobbies. You will also find the washer (rebuilt - because they don't make 'em like they used to) and dryer and a utility sink for tough laundry items and easy cleanups after gardening, painting or woodworking.
The owners have maintained the home extremely well and there are many upgrades and improvements that have been made including, but not limited to the Trane heat pump, Rheem water heater, 6 month roof & gutter check-ups and maintenance , a pest control contract , electrical upgrades and whole house duct cleaning.
Heritage Harbour is an amenity rich community including a golf course, restaurant, tennis & pickleball courts, Clubhouse with fitness center, indoor and outdoor pool, and access to the South River including a community pier, boat slips, canoe & kayak racks. There is a one time, up front Capital Contribution fee of $2,000 due at closing.

ANNAPOLIS

1007 BOOM COURT

3 Beds

2 Baths

3,248 Sq.Ft.

$497,000

MLS#: MDAA2126268

Welcome to 1178 Idylewild Drive – Where Coastal Charm Meets Suburban Convenience

Nestled in the highly desirable waterfront community of Cape St. Claire, this beautifully updated 3-bedroom, 2.5-bath split-level home offers the perfect blend of modern comfort and timeless character. From the moment you arrive, the inviting curb appeal and oversized front porch set the tone for relaxed Annapolis living.

Step inside to find over 2,000 square feet of finished space with an open-concept main level featuring hardwood floors, cathedral ceilings, a cozy brick fireplace, and a gourmet kitchen with upgraded countertops and stainless steel appliances. The lower level offers a private retreat with a spacious bedroom and full bath—ideal for guests, a home office, or multigenerational living.

Enjoy the outdoors with a generous deck overlooking a level, tree-lined yard—perfect for entertaining or quiet evenings at home.

But the real magic? The location.

Cape St. Claire is more than a neighborhood—it's a lifestyle. Residents enjoy exclusive access to community beaches, boat ramps, fishing piers, a clubhouse, basketball courts, and tot lots—all for a nominal annual HOA fee. The community pool offers memberships, and local favorites like the Cape St. Claire Shopping Center, Graul’s Market, and Cape Liquors are just minutes away. Commuters will appreciate quick access to Route 50 and Downtown Annapolis, while outdoor enthusiasts can explore nearby Sandy Point State Park and the Chesapeake Bay.

Zoned to Broadneck High School and part of the Anne Arundel County Public School District, this home is ideal for those seeking top-tier schools in a vibrant, established waterfront community.

Don’t miss this opportunity to own in one of Annapolis’ most cherished enclaves—schedule your private showing today and discover why Cape St. Claire is the hidden gem of the Broadneck Peninsula.

ANNAPOLIS

1178 IDYLEWILD DRIVE

3 Beds

2 Baths

2,016 Sq.Ft.

$495,000

MLS#: MDAA2122494

Exceptionally beautiful 1 BR/1 Bath with stunning sunset views in like-new condition. The only unit available in this Luxurious Condo Building still priced below $500K.
Many upgrades: New Bosch HVAC Heat Pump costing $10K, New designer walk-in shower costing $12 K , New carpeting in Bedroom., Hardwood floors, granite counters. Many amenities : 24/7 live person at the Lobby Front Desk, very secure building, One owned/ assigned underground garage parking space with remote opener, Fitness Center, Outdoor Pool and Hot Tub, Two Outdoor Gourmet BBQ kitchens, Gardening Area, Library, Party Room , TV Lounge , Free Shuttle Service to downtown, just blocks to City Dock attractions: restaurants, entertainment venues, shopping. The most luxurious condo residence in this county.

ANNAPOLIS

5 PARK PLACE 431

1 Beds

1 Baths

839 Sq.Ft.

$489,900

MLS#: MDAA2121784

Charming Cape Cod with Endless Potential in Cape St. Claire! Bring your vision to life in this classic 4-bedroom, 2-bath Cape Cod located in the sought-after Cape St. Claire community. Freshly painted , hardwood floors, plenty of natural light, and ready for your personal touch. The main level features a spacious floor plan with living room and dining room combined, featuring a pellet fire place, kitchen, two main-floor bedrooms and updated bath. Upstairs, two additional bedrooms and a second updated bath provide ample space for family or guests. Partially finished basement with plenty of space for storage. This 1/4 acre lot is perfect for outdoor living, gardening, or future additions. Driveway offers ample off street parking. Enjoy all the amenities Cape St. Claire has to offer—private beaches, boat ramps, playgrounds, community marina, and award-winning Broadneck schools. Close to Annapolis, commuter routes, and the Chesapeake Bay.

ANNAPOLIS

1023 MOUNTAIN TOP DRIVE

4 Beds

2 Baths

2,340 Sq.Ft.

$475,000

MLS#: MDAA2129382

Welcome to Heritage Harbour, one of Annapolis’s most desirable 55+ communities, where comfort, connection, and convenience come together. This single-level ranch-style townhome at 2664 Compass Drive offers an ideal blend of low-maintenance living and access to resort-style amenities, just minutes from the Chesapeake Bay and historic downtown Annapolis. Inside, you’ll find a bright open layout featuring two spacious bedrooms and two full baths. The primary suite includes a large walk-in closet and private bath, while the second bedroom offers flexibility for guests or a home office. The main living area flows seamlessly to a cozy porch, creating an inviting space for relaxing or entertaining. Additional highlights include no stairs, a one-car attached garage, natural gas heating, and public water and sewer. Living in Heritage Harbour means enjoying a vibrant lifestyle with golf, indoor and outdoor pools, tennis, a fitness center, and even a community pier offering access to the South River. With nearby shops, restaurants, and medical facilities, this location provides everything you need to enjoy Annapolis living at its best. Schedule your private tour today and discover why Heritage Harbour remains one of the most sought-after active adult communities in Maryland.

ANNAPOLIS

2664 COMPASS DRIVE

2 Beds

2 Baths

1,145 Sq.Ft.

$470,000

MLS#: MDAA2128766

Tucked away in Carrs Manor on the Annapolis Neck Peninsula, this 2-bedroom, 2-bath rancher offers a peaceful, private setting with all the conveniences of city living. This desirable ranch-style home offers charm and character in a cozy and functional space with a spacious backyard rarely found this close to downtown Annapolis.

Step inside, and you’ll immediately notice the character-filled details that make this home truly special. The bright and airy layout flows effortlessly from the main living area into a fully finished four-season sunroom—ideal for your morning coffee, home office, or extra lounge space. The restful primary suite features a large updated bathroom with a tub/shower combination. A second bedroom, with oversized closet, also has a hall bath. A uniquely designed living area will captivate you, from the kitchen with its open overlook, to the sunlit living room with beautiful built-in shelving. An ideal layout provides every space you need in this relaxed, welcoming home.

Set on a spacious, flat 0.31-acre lot, the fully fenced backyard provides a private retreat for outdoor entertaining, gardening, or simply relaxing. Whether you're hosting a barbecue or setting up a hammock to unwind, there's plenty of space to make it your own.

Updated lovingly throughout the years, this home is truly move-in ready. Recent updates include the fully finished sun room with ductless mini-split (2024), a new shed and patio (2020), the addition of the 2nd bathroom as well as the renovation of the kitchen and primary bath (2020/2021), and new driveway (2021). With a newer roof (2019) and crawl space encapsulation (2019), life at 1016 Carrs Road will be low-maintenance!

Enjoy easy access to all that Annapolis offers—from waterfront dining and boutique shopping to vibrant cultural events and scenic parks. Walk or bike to Ellen O. Moyer park, the Beacon waterfront restaurant, local marinas including Bert Jabin's Yacht Yard and the Black Market Bakers location at Port Annapolis marina. Just minutes from downtown Annapolis and Eastport, the best of Annapolis living awaits right outside your door. Welcome home!

ANNAPOLIS

1016 CARRS ROAD

2 Beds

2 Baths

1,205 Sq.Ft.

$462,500

MLS#: MDAA2128868

Price just reduced! Also for Rent for $3000/Mo. Welcome to easy living on the Broadneck Peninsula! This three-level garage townhome blends comfort and flexibility with ample space to gather or unwind. The entry-level offers a versatile space—use it as a legal 4th bedroom, theater, office, or hobby room—plus a garage with extra storage for a workbench, gear - it even comes with a second fridge. Upstairs, the heart of the home is the stylish kitchen with granite counters, stainless steel appliances, including a Bosch dishwasher and newer refrigerator/freezer, and a movable island that makes entertaining effortless. A wall of pantry storage keeps everything organized, while the slider opens to a sunny deck and fenced yard—perfect for cookouts, gardening, or evenings under the stars. The open living and dining areas flow together, creating an inviting space for friends and family. Retreat upstairs to three bedrooms, including a serene owner’s suite with a walk-in closet and updated bath. Two additional bedrooms and a hall bath complete the home, offering space for everyone. Beyond the front door, enjoy an easy commute to major routes while being part of the coveted Broadneck community, home to Blue Ribbon Schools, parks, shops, and the Chesapeake Bay. And very close to the almost finished Broadneck Peninsula Trail!

ANNAPOLIS

633 BAYSTONE COURT

3 Beds

2 Baths

1,868 Sq.Ft.

$450,000

MLS#: MDAA2125976

New on site 1 day ago

Welcome to Mariners Cove, where luxury meets coastal charm along Weems Creek in walkable West Annapolis. This Pottery Barn–esque two bedroom, two-bathroom condo exudes style and comfort with its neutral color palette and high-end finishes throughout. The open concept living area showcases luxury vinyl plank hardwood flooring, setting a warm and timeless tone. The stunning kitchen features stainless steel appliances, upgraded countertops, and a designer backsplash, perfect for those who love to cook or entertain in style. The spacious primary suite offers a peaceful retreat with a beautifully updated ensuite bathroom featuring a walk in shower. The secondary bedroom is ideal for guests or a home office, offering both versatility and comfort. Step onto the screened in porch, your private sanctuary for morning coffee or unwinding after a long day, surrounded by the tranquil sounds of nature. Living in Mariners Cove means enjoying resort style amenities, including a waterfront pool overlooking scenic Weems Creek and a community dock with available boat slips. This idyllic setting combines luxury living with Annapolis’ signature coastal lifestyle. Located in the quaint village of West Annapolis, you’re just steps from local favorites like RAR Brewing, Harvest Bakery, Always Ice Cream, InGrano, boutique shops, and West Annapolis Elementary School. Downtown Annapolis and major commuter routes are only minutes away, offering the perfect blend of convenience and charm. Parking is effortless with your assigned space located close to the unit. Experience the best of West Annapolis living, luxury, lifestyle, and location all wrapped into one stunning home. Make your appointment to see this one today. *Entry ways/foryers of condo buildings are being updated, color swatches on informational boards in entry.

ANNAPOLIS

302 FORBES STREET D

2 Beds

2 Baths

844 Sq.Ft.

$450,000

MLS#: MDAA2129964

Buyer backed out last minute - their mistake is your opportunity!! It went quickly last time and is sure to do the same this time, don't hesitate!! Stunning townhome ideally located in a cul-de-sac in the sought-after community of Mariner's Point. You will immediately feel at home the moment you walk in. You will immediately notice the spaciousness of the house, highlighted by vaulted ceilings, abundant natural light, and a fantastic floor plan. The kitchen blends functionality and design with custom kitchen cabinets and granite countertops. The family room exudes a sense of gathering and enjoyment, and the townhome's location is highlighted again as you take in the natural landscape through the wall of windows. The flow outside to the oversized deck will allow you to easily envision friends and family gathering, or quiet evenings enjoying the peaceful quiet of nature. As you make your way upstairs, the excitement continues with a wonderfully designed loft/office area that leads to the primary bedroom. Vaulted ceilings, abundant space, and an en-suite primary bathroom with dual vanities highlight the primary bedroom. This home is truly turnkey and ready for immediate enjoyment!!

ANNAPOLIS

944 YACHTSMAN WAY

2 Beds

2 Baths

1,354 Sq.Ft.

$445,000

MLS#: MDAA2127418

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Buyers resources

7 Reasons to Work with a Realtor

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Getting a Mortgage To Buy a Home

Home Hazards Awareness

Key Items For Home Inspection

Questions When Buying a Condo

Questions When Choosing a Realtor

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8 reasons to work with a realtor

Calculating Capital Gains

Checklist for Better Showing

Cleaning Home For Sale

Improving Odds Of an Offer

Preparing Home for photoshoot

Selling Your Home for More $$

Buyers resources

BUYERS RESOURCES

Sellers resources

SELLERS RESOURCES

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