Homes with Pools for Sale in Annapolis, MD

119 homes

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ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
Experience the best of Annapolis living in the sought-after, amenities-rich community of Fishing Creek Farm. Perfectly positioned to capture beautiful water views and surrounded by lush lawns and mature landscaping, this handsome brick-front Colonial offers a rare combination of timeless architecture, flexible living spaces, and an exceptional neighborhood lifestyle. A gracious foyer welcomes you into formal living and dining rooms designed for entertaining. At the heart of the home, the bright white kitchen features quartz countertops, abundant cabinetry, and a sunny breakfast nook that flows seamlessly into the impressive family room with soaring vaulted ceilings, a fireplace, and easy ac

$1,695,000

4 beds4 baths3,836 sq ft

3403 Hidden River View Rd, Annapolis, MD 21403

Quartz countertops • Water views • Bright white kitchen

(410) 280-5600

COMING SOON

ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
Imagine ending your day on a wraparound porch, watching the sun set over Hillsmere Lake! Welcome to 611 Harbor Drive, a six-bedroom, three-bath Colonial offering approximately 3,200 square feet of living space, beautiful water views, and the sought-after amenities of Hillsmere Shores. Situated on a generous one-third-acre lot, this home was completely renovated in 2001 and offers an open, inviting floor plan with generously sized living and gathering spaces. The kitchen flows into the dining and living areas and features stainless steel appliances installed in 2025, a gas range, and a vent hood. An electric fireplace, also added in 2025, brings warmth and ambiance, while a separate, spaciou

$925,000

6 beds3 baths3,072 sq ft

611 Harbor Dr, Annapolis, MD 21403

Water views • Wraparound porch • Electric fireplace

(888) 860-7369

COMING SOON

ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
Professional photography and more remarks coming soon…

$725,000

3 beds3 baths1,928 sq ft

123 Maple Dr, Annapolis, MD 21403

0.25 acre lot • 2 garage spots • Community pool

(410) 224-3600

ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
Don't miss out on this great location. Looks can be deceiving. Must see inside to appreciate all this home has to offer. Sellers are highly motivated and flexible with a closing date. Details and features; -The kitchen used to be the carport -Upper cabinets in the kitchen are custom made -Luxury vinyl flooring in kitchen -Propane fireplace in living room/insert is only 2 years old -Propane gas for grill -2-100-gallon propane tanks/owned -Propane back up heat -Blown in insulation in attic area -Master bath gutted and updated 5 years ago -HVAC units in lower level and in barn/garage -Lower-level walk out to bar area and firepit -Full covered huge deck -Fully fenced back yard -Private access t

$749,000

4 beds3 baths2,156 sq ft

278 Hillsmere Dr, Annapolis, MD 21403

Covered deck • Propane fireplace • Open airy floor plan

(410) 263-8686

COMING SOON

ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
SOMETHING SPECIAL IS COMING TO HILLSMERE SHORES! Get ready to fall in love with 130 Great Lake Drive, an exciting new opportunity in one of Annapolis' most sought-after waterfront communities! Offering wonderful versatility and inviting spaces designed for both everyday comfort and effortless entertaining, this home features 2 fireplaces, a fabulous deck perfect for outdoor gatherings, and a separate in-law, nanny, or au pair suite that provides exceptional flexibility for extended family, guests, or multigenerational living. Imagine cozy evenings beside the fire, summer dinners under the stars, and weekends enjoying everything that makes Hillsmere Shores so special—including its beau

$650,000

4 beds2.5 baths2,100 sq ft

130 Great Lake Dr, Annapolis, MD 21403

Fabulous deck • In-law suite • Community beach

(410) 263-8686

Property at 500 Sara Dr, Annapolis, MD 21401, 4 beds, 3 baths

$1,395,000

4 beds3 baths4,771 sq ft

500 Sara Dr, Annapolis, MD 21401

(410) 280-5600

Property at 7036 Harbour Village Ct Unit T1, Annapolis, MD 21403, 1 bed, 1.5 baths

$594,000

1 bed1.5 baths1,000 sq ft

7036 Harbour Village Ct Unit T1, Annapolis, MD 21403

(877) 366-2213

Property at 2123 Quay Village Ct #202, Annapolis, MD 21403, 2 beds, 2 baths

$850,000

2 beds2 baths1,553 sq ft

2123 Quay Village Ct #202, Annapolis, MD 21403

(410) 729-7700

Property at 2102 Chesapeake Harbour Dr E #202, Annapolis, MD 21403, 3 beds, 3 baths

$675,000

3 beds3 baths1,666 sq ft

2102 Chesapeake Harbour Dr E #202, Annapolis, MD 21403

(410) 429-7425

Property at 7038 Clinton Ct, Annapolis, MD 21403, 3 beds, 3 baths

$800,000

3 beds3 baths2,101 sq ft

7038 Clinton Ct, Annapolis, MD 21403

(410) 260-2800

Property at 3728 Ramsgate Dr, Annapolis, MD 21403, 4 beds, 5.5 baths

$6,995,000

4 beds5.5 baths5,771 sq ft

3728 Ramsgate Dr, Annapolis, MD 21403

(410) 280-5600

Property at 3344 Harness Creek Rd, Annapolis, MD 21403, 4 beds, 5.5 baths

$10,850,000

4 beds5.5 baths8,264 sq ft

3344 Harness Creek Rd, Annapolis, MD 21403

(410) 280-5600

Property at 3285 Harness Creek Rd, Annapolis, MD 21403, 6 beds, 8.5 baths

$9,500,000

6 beds8.5 baths10,745 sq ft

3285 Harness Creek Rd, Annapolis, MD 21403

(410) 260-2800

Property at 1197 Carrs Rd, Annapolis, MD 21409, 3 beds, 2 baths

$555,000

3 beds2 baths1,392 sq ft

1197 Carrs Rd, Annapolis, MD 21409

(410) 729-7700

Property at 1610 Ridout Rd, Annapolis, MD 21409, 4 beds, 2.5 baths

$1,195,000

4 beds2.5 baths3,182 sq ft

1610 Ridout Rd, Annapolis, MD 21409

(410) 280-5600

Property at 204 S Villa Ave, Annapolis, MD 21401, 4 beds, 3.5 baths

$1,395,000

4 beds3.5 baths4,698 sq ft

204 S Villa Ave, Annapolis, MD 21401

(410) 280-5600

Property at 5 Market Quay, Annapolis, MD 21401, 4 beds, 4.5 baths

$2,999,000

4 beds4.5 baths3,036 sq ft

5 Market Quay, Annapolis, MD 21401

(443) 292-6767

Property at 50-H Hearthstone Ct Unit H, Annapolis, MD 21403, 3 beds, 2.5 baths

$315,000

3 beds2.5 baths1,620 sq ft

50-H Hearthstone Ct Unit H, Annapolis, MD 21403

(410) 263-3400

Property at 40-B Ironstone Ct Unit B, Annapolis, MD 21403, 3 beds, 2.5 baths

$327,500

3 beds2.5 baths1,694 sq ft

40-B Ironstone Ct Unit B, Annapolis, MD 21403

(443) 771-8009

Property at 8 Georgetown Ct Unit 1-8, Annapolis, MD 21403, 3 beds, 1.5 baths

$299,999

3 beds1.5 baths1,106 sq ft

8 Georgetown Ct Unit 1-8, Annapolis, MD 21403

(443) 318-8800

Property at 21 Silverwood Cir #3, Annapolis, MD 21403, 3 beds, 2 baths

$269,000

3 beds2 baths1,580 sq ft

21 Silverwood Cir #3, Annapolis, MD 21403

(410) 429-7425

Property at 1430 Catlyn Pl, Annapolis, MD 21401, 4 beds, 2.5 baths

$629,900

4 beds2.5 baths2,156 sq ft

1430 Catlyn Pl, Annapolis, MD 21401

(410) 729-7700

Property at 6 President Point Dr Unit B3, Annapolis, MD 21403, 3 beds, 2 baths

$975,000

3 beds2 baths1,467 sq ft

6 President Point Dr Unit B3, Annapolis, MD 21403

(410) 280-5600

Property at 760 Fairview Ave Unit 760 C, Annapolis, MD 21403, 3 beds, 2 baths

$555,000

3 beds2 baths1,362 sq ft

760 Fairview Ave Unit 760 C, Annapolis, MD 21403

(410) 263-3400

Property at 765-D Fairview Ave Unit 765 D, Annapolis, MD 21403, 2 beds, 1.5 baths

$379,000

2 beds1.5 baths1,058 sq ft

765-D Fairview Ave Unit 765 D, Annapolis, MD 21403

(410) 266-3232

Property at 13 Spa Creek Lndg Lndg Unit B1, Annapolis, MD 21403, 2 beds, 2 baths

$888,000

2 beds2 baths1,298 sq ft

13 Spa Creek Lndg Lndg Unit B1, Annapolis, MD 21403

(410) 429-7425

Property at 1614 Annesley Ct, Annapolis, MD 21401, 5 beds, 6 baths

$1,998,000

5 beds6 baths8,278 sq ft

1614 Annesley Ct, Annapolis, MD 21401

(410) 280-5600

Property at 730 Crisfield Way, Annapolis, MD 21401, 4 beds, 4.5 baths

$850,000

4 beds4.5 baths3,586 sq ft

730 Crisfield Way, Annapolis, MD 21401

(703) 570-7307

Property at 1133 Lake Heron Dr Unit 2B, Annapolis, MD 21403, 2 beds, 2 baths

$378,900

2 beds2 baths1,103 sq ft

1133 Lake Heron Dr Unit 2B, Annapolis, MD 21403

(410) 823-0033

Property at 5 Park Pl #127, Annapolis, MD 21401, 2 beds, 2 baths

$639,900

2 beds2 baths1,283 sq ft

5 Park Pl #127, Annapolis, MD 21401

(410) 263-8686

Property at 300 Hilltop Ln Unit 300B, Annapolis, MD 21403, 2 beds, 2 baths

$269,900

2 beds2 baths1,078 sq ft

300 Hilltop Ln Unit 300B, Annapolis, MD 21403

(301) 970-2447

Property at 300 Hilltop Ln Unit 300E, Annapolis, MD 21403, 2 beds, 2 baths

$264,900

2 beds2 baths1,082 sq ft

300 Hilltop Ln Unit 300E, Annapolis, MD 21403

(410) 224-2200

Property at 1233 Gemini Dr Unit B, Annapolis, MD 21403, 1 bed, 1 bath

$247,000

1 bed1 bath862 sq ft

1233 Gemini Dr Unit B, Annapolis, MD 21403

(410) 260-2800

Property at 78 Old Mill Bottom Rd N #311, Annapolis, MD 21409, 2 beds, 2 baths

$699,000

2 beds2 baths1,723 sq ft

78 Old Mill Bottom Rd N #311, Annapolis, MD 21409

(703) 378-8810

Property at 2002 Dakota Pl Unit 2A, Annapolis, MD 21403, 2 beds, 2.5 baths

$619,000

2 beds2.5 baths1,915 sq ft

2002 Dakota Pl Unit 2A, Annapolis, MD 21403

(410) 280-5600

Property at 303 Dreams Landing Way #303, Annapolis, MD 21401, 2 beds, 1 bath

$415,000

2 beds1 bath981 sq ft

303 Dreams Landing Way #303, Annapolis, MD 21401

(410) 280-5600

$585,000

3 beds3 baths1,618 sq ft

14 Landings Ct, Annapolis, MD 21403

(410) 465-1770

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Homes with Pools for Sale in Annapolis

There are currently 119 homes with pools for sale in Annapolis at a median listing price of $650K. 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 51 days and receive 2 offers. Popular neighborhoods include Downtown Height District, Bestgate, Annapolis Overlook Condominiums, West Annapolis, and Admiral Heights. This map is refreshed with the newest listings in Annapolis every 15 minutes.

In the past month, 47 homes have been sold in Annapolis. In addition to houses in Annapolis, there were also 63 condos, 55 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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