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

310

# of Listings

3

Avg # of Bedrooms

$440

Avg. $ / Sq.Ft.

$995,893

Med. List Price

Browse Annapolis Real Estate Listings

All listings

$250,000 - $500,000

310 Properties Found. Page 13 of 21.

Welcome to this inviting split foyer home in the heart of Annapolis! Situated on a desirable corner lot (.27 acres), this well-maintained property offers comfort, convenience, and classic charm. Originally built in 1976 and lovingly owned since 1982, the home features a fully fenced yard, deck and patio area — perfect for outdoor entertaining and everyday relaxation.
Inside, you’ll find 4 bedrooms and 2 full baths. Enjoy the warmth of hardwood floors and replacement windows, while the lower level has a family room, laundry area, and sump pump for peace of mind.
The roof is approximately 3 years old, and the kitchen includes stainless steel appliances for a modern touch. With your final touches and timeless appeal, this home offers a wonderful opportunity to enjoy Annapolis living — just minutes from shopping, dining, and commuter routes.

ANNAPOLIS

220 S SOUTHWOOD AVENUE

4 Beds

2 Baths

1,667 Sq.Ft.

$525,000

MLS#: MDAA2129452

Welcome to this 3-bedroom, 1-bath home situated on a spacious lot in the desirable, water-privileged community of Hillsmere Shores. This home features an updated bathroom, beautiful hardwood floors, and a cozy fireplace (as-is). A ductless air conditioning system adds comfort and efficiency. The property offers ample parking and walking to stores, restaurants, county library and Quiet Waters Park. This home is ready for you to move in, with potential for updates to match your personal style. Basement features laundry and utility space with open space and walk out egress. Residents of Hillsmere Shores enjoy access to community amenities including a private beach, marina, boat ramps, pool, and playgrounds—all just minutes from downtown Annapolis. Don’t miss this rare opportunity to own in one of Annapolis’ most sought-after neighborhoods!

ANNAPOLIS

289 HILLSMERE DRIVE

3 Beds

1 Baths

2,352 Sq.Ft.

$519,000

MLS#: MDAA2124400

Welcome to this lovely 2-bedroom, 1-bathroom home in the heart of Annapolis, offering classic charm and modern updates throughout. Featuring beautiful hardwood floors and a traditional layout, this home provides comfort and functionality in every room. The updated kitchen boasts a center island, granite and a spacious pantry all perfect for meal prep or casual dining. The bathroom has been tastefully renovated and includes a tub/shower combo. The newly-carpeted basement offers flexible space for a home office, gym, or recreation area plus dual closets for extra storage. Utilize the savings and comfort from the high-efficiency zoned dual heating/cooling system and heat pump. Outside, enjoy the fully-fenced backyard with vinyl privacy fencing and a hardscaped patio—ideal for entertaining—and a custom 16 x 12 storage shed for tools and gear. Nature lovers will appreciate the home's close proximity to Quiet Waters Park, where you can enjoy walking trails, a dock and boat/kayak access to scenic Back Creek. You're also just minutes from the Severn River, the Annapolis Maritime Museum, downtown Annapolis, the Eastern Shore and major commuter routes to Washington, D.C., Baltimore and beyond. Don't miss this perfect blend of location, charm and convenience—your Annapolis lifestyle awaits!

ANNAPOLIS

1005 HYDE PARK DRIVE

2 Beds

1 Baths

1,792 Sq.Ft.

$519,000

MLS#: MDAA2129492

Modern Cape Cod style home located near everything Annapolis has to offer! It's just minutes to Downtown Annapolis, Town center and the new West Street. The House is much bigger than it looks. A beautiful fenced in backyard with a composite decking awaits for outdoor entertaining. This house also features a 10x22 spacious front porch. This home is 2,200 sf. finished. Walking distance to Annapolis Towne Center, bike to the historic downtown Annapolis. This home was fully renovated in 2021.The finished basement features a laundry room, family room, one bedroom, and one full bathroom. The whole top level features the master bedroom, a beautifully finished full bathroom, two closets, hardwood floors, shelves, and storage spaces. There are two bedrooms on the main level, one currently presented as a dining room, the second bedroom through its French door connects to a private deck and a fully fenced backyard. Great commuter location close to 50, 450 & 97.

ANNAPOLIS

25 DORSEY AVENUE

4 Beds

3 Baths

1,820 Sq.Ft.

$515,000

MLS#: MDAA2124436

Price Improvement!! Perched on the top floor of The Tecumseh—Maryland’s first condominium building—this rarely available two-level loft offers water views, thoughtful updates, and an unbeatable Eastport lifestyle and access to all the charm and excitement of coastal living in Annapolis. W401 overlooks Spa Creek with views of Ego Alley, the community marina, and Severn Avenue. This 1-bedroom, 1-bath unit features an open-concept main level with living and dining areas, a well-equipped kitchen, mechanical room, and closet, while the loft-style upper level with exposed beams includes a spacious bedroom with two closets and full bath with soaring ceilings and abundant natural light. Recent improvements include fresh paint, new carpet, and bathroom flooring (2024), a new refrigerator (2022), new HVAC system (2018), and a dishwasher and building-wide roof replacement (2017, assessment paid in full). This unit also includes a boat slip entitlement in the private marina—an exceptional feature for boaters. Community amenities include a gated parking lot, waterfront pool and deck on Spa Creek, private marina, kayak/canoe rack, bike and sail storage, on-site property manager and custodian, pet-friendly policies, secure entry with elevator access, lobby with kitchen and mailroom, and convenient laundry and trash facilities on each upper floor. The Tecumseh Condominium is in THE heart of Eastport, just steps from acclaimed restaurants, local shops, museums, and waterfront attractions, with easy access to downtown Annapolis by foot, bike, or water taxi. Don't miss this opportunity to own in one of Eastport's most sought-after waterfront condominium communities. Welcome to The Tecumseh – Eastport Living at Its Best.

(The Tecumseh Condominium has a 15-day first right of refusal.)

ANNAPOLIS

312 SEVERN AVENUE W 401

1 Beds

1 Baths

660 Sq.Ft.

$515,000

MLS#: MDAA2111888

#MDAA2128902

ANNAPOLIS

76 OLD MILL BOTTOM ROAD N 308

2 Beds

2 Baths

1,076 Sq.Ft.

$511,311

MLS#: MDAA2128902

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

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

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

New on site 4 days ago

#MDAA2130318

ANNAPOLIS

78 OLD MILL BOTTOM ROAD N 107

2 Beds

2 Baths

1,318 Sq.Ft.

$489,900

MLS#: MDAA2130318

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

1 ... 11 12 13 14 15 ... 21

Buyers resources

7 Reasons to Work with a Realtor

7 Principles For Home Buying Success

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

Sellers resources

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

properties found. properties found. Page of .

- property

Send a message

Message successfully sent.

First Name

Last Name

Email

Phone

MLS Property Number

Your message

What is 3 + 4 ?

Reason for contacting?

Buying a home

Selling a home

Other

I agree to receive email communication and understand I can unsubscribe at any time.

Sign Out

Virtual Assistant

Would you like to take the next step with this property? We can help you schedule a showing or virtual tour, or send you more details.

Yes, I would like more information.

Thank You for Your Reply, One of Our Agents will contact you as soon as possible

No, maybe later.

Thank you, you can always contact me via email, phone number or through the contact form.

Realhub AI

Lucy - Your AI-Powered Realtor

Update Your Temporary Password

Accessibility Menu

Personalize your search

Enter your email and we'll notify you immediately when new listings match what you're looking for.

or enter email address

Email address (Must be valid)

Already have an account ? Login here

Continue your home search

Email address

First name First Name

Last name Last Name

Phone number (Optional)

Password

I agree to receive communications and understand I can unsubscribe at any time.

Already have an account ? Login here