Homes with Pools for Sale in Annapolis, MD

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OPEN THU, 11AM TO 1PMVIDEO TOUR

ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
Opportunity awaits! Fully updated: Annapolis home being sold in an ONLINE AUCTION. The auction closes Tuesday, November 24, 2026, at 2:00 PM EST. Fully updated three-bedroom, three-full-bath brick-and-siding split-foyer in Cape St. Claire on approximately 0.21 acre. Features include an expansive primary bedroom, an updated kitchen with new appliances, living and dining areas, a lower-level recreation room and third bedroom, laundry and mechanical rooms, a rear deck, driveway parking, central air, a private well, a public sewer, and one fireplace. Original list price: $585,000; opening bid: $250,000. Open house viewing and inspection opportunities: Sunday, November 1, 2:00–4:00 PM; Thu

$250,000

3 beds3 baths1,820 sq ft

721 Fairway Dr, Annapolis, MD 21409

Public sewer • Private well • Updated kitchen

(703) 636-7300

FLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
Completely renovated. Heritage Harbour 1 level, open floor plan, Four Season Room. Buyer pays a one time initial recreation fee at time of settlement of $2100 to Heritage Harbour.

$725,000

3 beds2 baths1,900 sq ft

848 Deerwood Ct, Annapolis, MD 21401

0.24 acre lot • 2 garage spots • Community pool

(410) 295-6579

ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
BREATHTAKING PENTHOUSE LIVING | VAULTED CEILINGS | TWO PRIVATE BALCONIES Discover distinctive penthouse living in this light-filled residence, where soaring vaulted ceilings, skylights, and a dramatic wood-burning fireplace framed by floor-to-ceiling stonework create an inviting blend of architectural character and warmth. The open-concept living spaces feature engineered hardwood flooring throughout, recessed lighting, and abundant natural light. Two private balconies provide peaceful outdoor retreats, including one off the primary suite overlooking the surrounding woods. The open kitchen combines style and functionality with Century cabinetry, quartz countertops, stainless-steel applia

$395,000

2 beds2 baths1,412 sq ft

1134 Lake Heron Dr Unit 3A, Annapolis, MD 21403

Private balconies • Open kitchen • Versatile loft

(410) 263-8686

OPEN SAT, 12PM TO 4PM

ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
Rare Opportunity!!! A private retreat on nearly 5 acres of waterfront property minutes from downtown Annapolis! Singularly situated on the peninsula of Porter Point, the home enjoys panoramic views of the South River and Broad Creek from almost every room. This spacious sanctuary has four bedrooms, four full bathrooms, and multiple living spaces perfect for friends and family gatherings. A private office (possible fifth bedroom) is optimal for work-from-home while the covered flagstone patio and lounge with a wet bar are ideal for entertaining. Every bedroom accesses the wrap-around deck and the primary bedroom enjoys an almost 180 degree view of the water. The top floor is a loft with an u

$2,997,000

4 beds4 baths7,585 sq ft

2929 Southaven Dr, Annapolis, MD 21401

Panoramic views • Putting green • Deep water pier

(301) 445-1395

ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
Enjoy easy waterfront living in this cozy end-of-row townhouse in a charming neighborhood along the Severn River, just outside downtown Annapolis! This 2 bedroom, 2 bath home offers beautiful water views from most rooms, updated bathrooms, and newer appliances. A unique feature is the converted original main-level half bath into a full bath, making this home a little different from the others! Take in the community’s waterfront pool, party room, pier, and boat slips. No outside maintenance means more time to relax and enjoy the surroundings. There’s also the convenience of laundry on the upper level, with an industrial size laundry facility available for residents. A great oppor

$590,999

2 beds2 baths972 sq ft

1304 Dreams Landing Way, Annapolis, MD 21401

$739 HOA • Community pool • Built 1936

(410) 260-2800

Property at 10 Amberstone Ct Unit G, Annapolis, MD 21403, 2 beds, 2 baths

$305,000

2 beds2 baths1,202 sq ft

10 Amberstone Ct Unit G, Annapolis, MD 21403

(410) 429-7425

Property at 203 Victor Pkwy Unit L, Annapolis, MD 21403, 2 beds, 2 baths

$255,000

2 beds2 baths949 sq ft

203 Victor Pkwy Unit L, Annapolis, MD 21403

(410) 255-3690

Property at 3124 Starboard Dr, Annapolis, MD 21403, 5 beds, 4 baths

$1,599,000

5 beds4 baths3,328 sq ft

3124 Starboard Dr, Annapolis, MD 21403

(410) 263-8686

Property at 30 Woodlawn Ave, Annapolis, MD 21401, 2 beds, 1 bath

$619,000

2 beds1 bath942 sq ft

30 Woodlawn Ave, Annapolis, MD 21401

(410) 429-7425

Property at 2516 Painter Ct, Annapolis, MD 21401, 2 beds, 2 baths

$420,000

2 beds2 baths1,032 sq ft

2516 Painter Ct, Annapolis, MD 21401

(443) 901-2200

Property at 3134 Anchorage Dr, Annapolis, MD 21403, 4 beds, 3 baths

$899,000

4 beds3 baths3,627 sq ft

3134 Anchorage Dr, Annapolis, MD 21403

(410) 263-8686

Property at 605-B Admiral Dr #307, Annapolis, MD 21401, 2 beds, 2 baths

$389,000

2 beds2 baths1,594 sq ft

605-B Admiral Dr #307, Annapolis, MD 21401

(410) 224-2200

Property at 19 Belvedere Ct, Annapolis, MD 21403, 3 beds, 2.5 baths

$375,000

3 beds2.5 baths1,384 sq ft

19 Belvedere Ct, Annapolis, MD 21403

(410) 263-8686

Property at 514 Francis Nicholson Way, Annapolis, MD 21401, 4 beds, 3.5 baths

$525,000

4 beds3.5 baths2,395 sq ft

514 Francis Nicholson Way, Annapolis, MD 21401

(410) 429-7425

Property at 391 Hilltop Ln, Annapolis, MD 21403, 5 beds, 2 baths

$525,000

5 beds2 baths1,717 sq ft

391 Hilltop Ln, Annapolis, MD 21403

(301) 299-4074

Property at 303 Riding Ridge Rd, Annapolis, MD 21403, 4 beds, 2.5 baths

$735,000

4 beds2.5 baths2,238 sq ft

303 Riding Ridge Rd, Annapolis, MD 21403

(410) 260-2800

Property at 2676 Compass Dr, Annapolis, MD 21401, 2 beds, 2 baths

$499,900

2 beds2 baths1,514 sq ft

2676 Compass Dr, Annapolis, MD 21401

(410) 266-9005

Property at 1965 Marconi Cir, Annapolis, MD 21401, 2 beds, 2 baths

$449,000

2 beds2 baths1,032 sq ft

1965 Marconi Cir, Annapolis, MD 21401

(443) 274-1900

Property at 765 Fairview Ave Unit 765 C, Annapolis, MD 21403, 2 beds, 2 baths

$399,000

2 beds2 baths1,058 sq ft

765 Fairview Ave Unit 765 C, Annapolis, MD 21403

(443) 221-4120

Property at 1020 Sextant Ct, Annapolis, MD 21401, 2 beds, 2.5 baths

$575,000

2 beds2.5 baths1,916 sq ft

1020 Sextant Ct, Annapolis, MD 21401

(410) 260-2800

Property at 5 Park Pl #531, Annapolis, MD 21401, 1 bed, 1 bath

$399,900

1 bed1 bath839 sq ft

5 Park Pl #531, Annapolis, MD 21401

(443) 372-7171

Property at 20-H Amberstone Ct Unit H, Annapolis, MD 21403, 3 beds, 2 baths

$285,000

3 beds2 baths1,119 sq ft

20-H Amberstone Ct Unit H, Annapolis, MD 21403

(410) 729-7700

Property at 1961 Marconi Cir, Annapolis, MD 21401, 2 beds, 2 baths

$465,000

2 beds2 baths1,032 sq ft

1961 Marconi Cir, Annapolis, MD 21401

(410) 266-0600

Property at 2548 Mission Hills Ct, Annapolis, MD 21401, 3 beds, 2.5 baths

$750,000

3 beds2.5 baths2,411 sq ft

2548 Mission Hills Ct, Annapolis, MD 21401

(443) 901-2200

Property at 953 Mastline Dr, Annapolis, MD 21401, 3 beds, 2 baths

$650,000

3 beds2 baths1,954 sq ft

953 Mastline Dr, Annapolis, MD 21401

(443) 901-2200

Property at 209 Victor Pkwy Unit 209B, Annapolis, MD 21403, 2 beds, 2 baths

$239,900

2 beds2 baths987 sq ft

209 Victor Pkwy Unit 209B, Annapolis, MD 21403

(443) 632-3000

Property at 424 Halsey Rd, Annapolis, MD 21401, 4 beds, 2.5 baths

$725,000

4 beds2.5 baths2,171 sq ft

424 Halsey Rd, Annapolis, MD 21401

(410) 280-5600

Property at 801 Midship Ct, Annapolis, MD 21401, 2 beds, 2 baths

$500,000

2 beds2 baths1,514 sq ft

801 Midship Ct, Annapolis, MD 21401

(443) 901-2200

Property at 1323 Magnolia Ave, Annapolis, MD 21403, 4 beds, 3 baths

$1,700,000

4 beds3 baths3,142 sq ft

1323 Magnolia Ave, Annapolis, MD 21403

(410) 972-4000

Property at 456 Poplar Ln, Annapolis, MD 21403, 4 beds, 2.5 baths

$589,000

4 beds2.5 baths1,920 sq ft

456 Poplar Ln, Annapolis, MD 21403

(888) 860-7369

Property at 1501 Broadneck Pl #303, Annapolis, MD 21409, 2 beds, 2 baths

$385,000

2 beds2 baths1,235 sq ft

1501 Broadneck Pl #303, Annapolis, MD 21409

(888) 860-7369

Property at 71 Farragut, Annapolis, MD 21403, 4 beds, 3.5 baths

$1,400,000

4 beds3.5 baths3,000 sq ft

71 Farragut, Annapolis, MD 21403

(866) 987-3937

Property at 7010 Channel Village Ct #102, Annapolis, MD 21403, 2 beds, 2 baths

$674,000

2 beds2 baths1,195 sq ft

7010 Channel Village Ct #102, Annapolis, MD 21403

(410) 263-3400

Property at 803 Coxswain Way #301, Annapolis, MD 21401, 2 beds, 2 baths

$465,000

2 beds2 baths1,413 sq ft

803 Coxswain Way #301, Annapolis, MD 21401

(410) 263-8686

Property at 1422 Bay Head Rd, Annapolis, MD 21409, 4 beds, 3.5 baths

$925,000

4 beds3.5 baths3,004 sq ft

1422 Bay Head Rd, Annapolis, MD 21409

(301) 702-4200

Property at 982 Riversedge Cir, Annapolis, MD 21401, 2 beds, 2 baths

$410,000

2 beds2 baths1,218 sq ft

982 Riversedge Cir, Annapolis, MD 21401

(443) 370-8859

Property at 1045 Cedar Ridge Ct, Annapolis, MD 21403, 3 beds, 2.5 baths

$399,900

3 beds2.5 baths1,320 sq ft

1045 Cedar Ridge Ct, Annapolis, MD 21403

(410) 263-9105

Property at 312 Severn Unit W308, Annapolis, MD 21403, 2 beds, 2 baths

$765,000

2 beds2 baths1,390 sq ft

312 Severn Unit W308, Annapolis, MD 21403

(410) 263-8686

Property at 5 Park Pl #202, Annapolis, MD 21401, 2 beds, 2 baths

$649,900

2 beds2 baths1,188 sq ft

5 Park Pl #202, Annapolis, MD 21401

(410) 263-3400

Property at 113 Bay Dr, Annapolis, MD 21403, 3 beds, 2.5 baths

$2,795,000

3 beds2.5 baths2,286 sq ft

113 Bay Dr, Annapolis, MD 21403

(410) 329-9898

Property at 213-F Victor Pkwy Unit 213F, Annapolis, MD 21403, 2 beds, 2 baths

$239,000

2 beds2 baths932 sq ft

213-F Victor Pkwy Unit 213F, Annapolis, MD 21403

(410) 224-3600

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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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