Homes with Pools for Sale in Annapolis, MD

237 homes

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ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
Elegant and refined, this home is the upscale Annapolis residence you've been dreaming of! [Open Sunday 10am-noon!] The current owners have upgraded this home throughout for gracious living just minutes from Downtown Annapolis, Eastport, marinas, and restaurants. Standout features include a gourmet kitchen, high ceilings, upgraded wood floors, and a fourth-floor loft suite. This end-unit townhome also boasts a back deck and a tree-lined front view. On first entering the open-plan kitchen, the beautiful cabinetry, tile backsplash, and natural light may catch your eye, but it is touches like under-cabinet lighting and pull-out cabinet organizers that you'll appreciate as they enhance your dai

$615,000

4 beds4 baths2,450 sq ft

122 Waterline Ct, Annapolis, MD 21401

$138 HOA • 2 garage spots • Built 2017

(410) 429-7425

ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
Welcome to your dream home nestled in the sought after water privileged community of Anchorage, where life meets comfort and recreation. This stunning 5 bedroom, 2.5 bath beauty is designed for both relaxation and entertainment, offering a perfect blend of modern updates and classic charm. Step inside to discover a bright and airy open concept living space, enhanced by an updated kitchen featuring elegant quartz countertops and sleek stainless steel appliances, including a 6 Burner Wolf Cooktop. This professional-grade cooktop is perfect for those who love to cook and entertain. Whether you’re hosting a dinner party or enjoying a casual meal, this kitchen is sure to impress. The adjac

$1,350,000

5 beds2.5 baths2,727 sq ft

3130 Starboard Dr, Annapolis, MD 21403

Quartz countertops • Screened-in porch • Updated kitchen

(410) 260-2800

ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
Incredible Opportunity in the Heart of Eastport! Beautifully remodeled Victorian located on the Eastport Peninsula. Features include a welcoming front porch, wood floors, and a chef’s kitchen with Viking appliances, a 6-burner stove, and vented hood. Windows and roof were replaced in 2025; roof includes new gutter guards. Energy-efficient appliances, including a gas on-demand water heater, have earned this home an Energy Star Certificate from BGE. Flexible heating and cooling options with radiator heat and five mini-split units providing a total of 48,000 BTUs for heating and cooling. Skylights feature solar shades, and the fully encapsulated crawl space enhances year-round comfort an

$1,449,000

2 beds2.5 baths2,130 sq ft

120 Chesapeake Ave, Annapolis, MD 21403

Viking appliances • Vented hood • Chef kitchen

(410) 972-4000

ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
Welcome to 3054 Rundelac Road, an extraordinary property offering the ultimate experience in waterfront luxury. Nestled on nearly four private acres on Aberdeen Creek, this estate is a timeless beauty, showcasing thoughtful design and exceptional amenities. The residence, spanning over 13,495 square feet with 7 bedrooms and 9 bathrooms, is a showcase of exquisite craftsmanship, featuring recent, well-designed expansions and updates. The interior boasts a stunning two-story great room with dramatic vaulted ceilings and skylights that bathe the space in natural light. Entertain effortlessly in the chef's kitchen equipped with state-of-the-art appliances, or utilize the formal dining space, tw

$4,350,000

8 beds8 baths13,495 sq ft

3054 Rundelac Rd, Annapolis, MD 21403

Private acres • Boat lift • Hot tub

(301) 298-1001

ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
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 th

$515,000

2 beds1 bath1,190 sq ft

1005 Hyde Park Dr, Annapolis, MD 21403

Renovated bathroom • Spacious pantry • Updated kitchen

(866) 987-3937

Property at 1007 Park Ave, Annapolis, MD 21403, 3 beds, 3 baths

$1,075,000

3 beds3 baths2,430 sq ft

1007 Park Ave, Annapolis, MD 21403

(410) 972-4000

Property at 212 Duke Of Gloucester St, Annapolis, MD 21401

$599,900

0 beds— baths2,300 sq ft

212 Duke Of Gloucester St, Annapolis, MD 21401

(443) 573-9200

Property at 2 Southgate Ave #10, Annapolis, MD 21401, 3 beds, 2.5 baths

$1,975,000

3 beds2.5 baths3,884 sq ft

2 Southgate Ave #10, Annapolis, MD 21401

(410) 280-5600

Property at 934 Langdon Ct, Annapolis, MD 21403, 4 beds, 2.5 baths

$735,000

4 beds2.5 baths3,648 sq ft

934 Langdon Ct, Annapolis, MD 21403

(410) 224-2200

Property at 10 Sailors Way, Annapolis, MD 21403, 3 beds, 3 baths

$995,000

3 beds3 baths2,325 sq ft

10 Sailors Way, Annapolis, MD 21403

(410) 729-7700

Property at 110 Bikram Ter, Annapolis, MD 21403, 3 beds, 3.5 baths

$679,000

3 beds3.5 baths2,229 sq ft

110 Bikram Ter, Annapolis, MD 21403

(410) 263-8686

Property at 810 Chestnut Tree Dr, Annapolis, MD 21409, 4 beds, 3.5 baths

$619,000

4 beds3.5 baths2,667 sq ft

810 Chestnut Tree Dr, Annapolis, MD 21409

(410) 263-8686

Property at 1909 Eleanor Ct, Annapolis, MD 21401, 5 beds, 3.5 baths

$950,000

5 beds3.5 baths4,790 sq ft

1909 Eleanor Ct, Annapolis, MD 21401

(410) 823-0033

Property at 4 Roosevelt Dr, Annapolis, MD 21401, 4 beds, 2 baths

$475,000

4 beds2 baths2,016 sq ft

4 Roosevelt Dr, Annapolis, MD 21401

(410) 721-9600

Property at 215 Chester Ave, Annapolis, MD 21403, 4 beds, 3.5 baths

$1,895,000

4 beds3.5 baths3,421 sq ft

215 Chester Ave, Annapolis, MD 21403

(410) 263-8686

Property at 39 Oak Ct, Annapolis, MD 21401, 4 beds, 1 bath

$480,000

4 beds1 bath1,440 sq ft

39 Oak Ct, Annapolis, MD 21401

(410) 353-6337

Property at 219 Wardour Dr, Annapolis, MD 21401, 5 beds, 6.5 baths

$3,595,000

5 beds6.5 baths8,296 sq ft

219 Wardour Dr, Annapolis, MD 21401

(410) 280-5600

Property at 110 Marquise Ln, Annapolis, MD 21401, 3 beds, 2.5 baths

$769,000

3 beds2.5 baths2,066 sq ft

110 Marquise Ln, Annapolis, MD 21401

(443) 988-0483

Property at 7101 Bay Front Dr #301, Annapolis, MD 21403, 1 bed, 1 bath

$265,000

1 bed1 bath1,000 sq ft

7101 Bay Front Dr #301, Annapolis, MD 21403

(410) 544-4000

Property at 1576 Bay Head Rd, Annapolis, MD 21409, 6 beds, 5.5 baths

$3,325,000

6 beds5.5 baths6,732 sq ft

1576 Bay Head Rd, Annapolis, MD 21409

(410) 263-8686

Property at 201 Bowie Ave, Annapolis, MD 21401, 4 beds, 3 baths

$574,900

4 beds3 baths1,709 sq ft

201 Bowie Ave, Annapolis, MD 21401

(410) 312-0000

Property at 16 Brice Rd, Annapolis, MD 21409, 3 beds, 1.5 baths

$900,000

3 beds1.5 baths1,936 sq ft

16 Brice Rd, Annapolis, MD 21409

(410) 255-3690

Property at 320 Chester Ave, Annapolis, MD 21403, 2 beds, 2 baths

$779,000

2 beds2 baths1,176 sq ft

320 Chester Ave, Annapolis, MD 21403

(410) 224-4999

Property at 54 Cornhill St, Annapolis, MD 21401, 3 beds, 2 baths

$875,000

3 beds2 baths1,376 sq ft

54 Cornhill St, Annapolis, MD 21401

(410) 224-3600

Property at 410 Fox Hollow Ln, Annapolis, MD 21403, 4 beds, 3.5 baths

$725,000

4 beds3.5 baths3,240 sq ft

410 Fox Hollow Ln, Annapolis, MD 21403

(410) 972-4000

Property at 2828 Berth Ct, Annapolis, MD 21401, 2 beds, 2 baths

$500,000

2 beds2 baths1,434 sq ft

2828 Berth Ct, Annapolis, MD 21401

(888) 860-7369

Property at 3365 Arundel On The Bay Rd, Annapolis, MD 21403, 3 beds, 2 baths

$565,000

3 beds2 baths1,232 sq ft

3365 Arundel On The Bay Rd, Annapolis, MD 21403

(703) 533-8660

Property at 1023 Mountain Top Dr, Annapolis, MD 21409, 4 beds, 2 baths

$475,000

4 beds2 baths1,404 sq ft

1023 Mountain Top Dr, Annapolis, MD 21409

(410) 529-7900

Property at 45A E Lake Dr, Annapolis, MD 21403, 4 beds, 3.5 baths

$2,375,000

4 beds3.5 baths3,524 sq ft

45A E Lake Dr, Annapolis, MD 21403

(888) 860-7369

Property at 302 Forbes St Unit D, Annapolis, MD 21401, 2 beds, 2 baths

$450,000

2 beds2 baths844 sq ft

302 Forbes St Unit D, Annapolis, MD 21401

(410) 429-7425

Property at 1424 Millwood Ct, Annapolis, MD 21409, 3 beds, 2.5 baths

$399,000

3 beds2.5 baths1,848 sq ft

1424 Millwood Ct, Annapolis, MD 21409

(410) 280-5600

Property at 2008 Peggy Stewart Way, Annapolis, MD 21401, 3 beds, 2 baths

$385,000

3 beds2 baths1,313 sq ft

2008 Peggy Stewart Way, Annapolis, MD 21401

Property at 34 Lafayette Ave, Annapolis, MD 21401, 3 beds, 1 bath

$599,900

3 beds1 bath2,280 sq ft

34 Lafayette Ave, Annapolis, MD 21401

(410) 547-1116

Property at 48 Murray Ave, Annapolis, MD 21401, 4 beds, 3.5 baths

$1,595,000

4 beds3.5 baths2,580 sq ft

48 Murray Ave, Annapolis, MD 21401

(202) 386-6330

Property at 1002 Tyler Ave, Annapolis, MD 21403, 5 beds, 2 baths

$580,000

5 beds2 baths1,920 sq ft

1002 Tyler Ave, Annapolis, MD 21403

(301) 445-1395

Property at 304-G Hilltop Ln, Annapolis, MD 21403, 2 beds, 2 baths

$299,000

2 beds2 baths1,072 sq ft

304-G Hilltop Ln, Annapolis, MD 21403

(301) 850-0255

Property at 9 Silverwood Cir #3, Annapolis, MD 21403, 2 beds, 2 baths

$275,000

2 beds2 baths— sq ft

9 Silverwood Cir #3, Annapolis, MD 21403

(833) 335-7433

Property at 228 Dubois Rd, Annapolis, MD 21401, 4 beds, 3 baths

$675,000

4 beds3 baths2,900 sq ft

228 Dubois Rd, Annapolis, MD 21401

(410) 260-2800

Property at 1115 Lake Heron Dr Unit 3B, Annapolis, MD 21403, 2 beds, 2 baths

$379,000

2 beds2 baths1,412 sq ft

1115 Lake Heron Dr Unit 3B, Annapolis, MD 21403

(443) 901-2200

Property at 10-B Sandstone Ct, Annapolis, MD 21403, 1 bed, 1 bath

$205,000

1 bed1 bath943 sq ft

10-B Sandstone Ct, Annapolis, MD 21403

(443) 274-1900

Property at 1031 Lake Claire Dr, Annapolis, MD 21409, 4 beds, 2 baths

$539,900

4 beds2 baths1,728 sq ft

1031 Lake Claire Dr, Annapolis, MD 21409

(410) 987-9770

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Homes with Pools for Sale in Annapolis

There are currently 237 homes with pools for sale in Annapolis at a median listing price of $675K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Annapolis stay on the market for 41 days and receive 4 offers. Popular neighborhoods include Anchorage, Downtown Height District, Bestgate, Annapolis Overlook Condominiums, West Annapolis, Gingerville, Greenbriar Gardens, Admiral Heights, Wardour, and Old Annapolis Neck. This map is refreshed with the newest listings in Annapolis every 15 minutes.

In the past month, 61 homes have been sold in Annapolis. In addition to houses in Annapolis, there were also 49 condos, 54 townhouses, and 1 multi-family unit for sale in Annapolis last month. Annapolis is a minimally walkable city in Maryland with a Walk Score of 48. Annapolis is home to approximately 37,699 people and 25,456 jobs. Find your dream home in Annapolis using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Annapolis are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Annapolis. Our Annapolis real estate stats and trends will give you more information about home buying and selling trends in Annapolis. If you're looking to sell your home in the Annapolis area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Annapolis with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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