Homes with Pools for Sale in Annapolis, MD

208 homes

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NEW CONSTRUCTION

ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
Amazing NEW CONSTRUCTION is now complete! Experience luxury living in this beautifully crafted new home, located in the amenity-rich waterfront community of Arundel on the Bay. Enjoy some partial water views and exceptional design throughout. This quality-built residence features wide-plank hardwood floors, gorgeous, detailed trim work throughout and a thoughtfully designed open-concept layout. The gourmet kitchen boasts contemporary quartz countertops, GE Café appliances including a gas range, microwave drawer, stainless farm sink, center island, and stylish brushed bronze fixtures and lighting! A dedicated office on the main level provides the perfect work-from-home space or 4th

$1,299,000

4 beds3.5 baths2,875 sq ft

3506 Rockway Ave, Annapolis, MD 21403

6,250 sq ft lot • 2 garage spots • Built 2025

(410) 224-3200

ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
PRICE PRICE PRICE!!!! Welcome to Chesapeake Harbour! This beautifully updated Marina VIEW 2-bedroom, 2-bath condo offers the perfect mix of comfort, style, and easy living in one of Annapolis’s most sought-after waterfront communities. Inside, you’ll find a fresh and modern vibe with a little fresh paint accented with ceiling fans throughout, new bamboo flooring, and a delightfully unique wooden fireplace mantel adding a cozy, custom touch to the living space. The open layout flows effortlessly from the living room to the dining area and kitchen, making it great for entertaining or just relaxing at home. The kitchen has been upgraded with a new countertop, sink and faucet, and

$525,000

2 beds2 baths1,319 sq ft

7002 Channel Village Ct #101, Annapolis, MD 21403

$612 HOA • Community pool • Built 1986

(410) 263-8686

VIDEO TOUR

ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
RANCHER & DETACHED APARTMENT DWELLING on 3.92 WOODED ACRES WITH ACCESS 15' RIGHT OF WAY TO SCENIC BURLEY CREEK! PRIVACY & SERENITY mere minutes from Downtown City Dock Harbor and the Bay! Pier with 15’ right of way from Burley Lane to a 35' wide fee simple area along Burley Creek water frontage and Chesapeake boating access via Whitehall Bay. Sprawling stone Rancher boasting organic hardwoods, abundant windows framing verdant views, 4-season Sunroom, stone fireplace Living Room, updated Kitchen, 3 flexible-use Bedrooms, & 1 Bath. Unfinished basement for workshop/hobbyist and roomy 2-car garage. Rear fenced pool encircled by lush woodland and rambling lawns! Drivew

$1,300,000

5 beds2 baths1,919 sq ft

1814 & 1836 Pleasant Plains & Cherry Rd, Annapolis, MD 21409

3.92 acre lot • 4 garage spots • Pool

(410) 224-0600

VIDEO TOUR

ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
Exquisite Savannah Style custom-built home in sought after, amenities-rich, Fishing Creek Farm community in Annapolis. This non-riparian waterfront home is nestled between 2 bodies of water providing endless water views from almost every room of the house. Wake up early to watch the wildlife and the sunrise over Cherry Tree Cove from the rear screened porch or enjoy peaceful water views and sunsets over Duvall Creek from the relaxing front porch. Upon entering the home the generous Foyer opens onto the formal Living Room with fireplace and custom built-ins and the spacious Dining Room which flows into the beautiful Gourmet Kitchen filled with high-end appliances and charm. The adjacent spac

$2,675,000

4 beds5.5 baths6,428 sq ft

1241 Cherry Tree Ln, Annapolis, MD 21403

0.53 acre lot • 2 garage spots • Community pool

(410) 280-5600

ABOUT THIS HOME
Home with a Pool for sale in Annapolis, MD:
Welcome to your new home in Whispering Woods! This charming duplex offers practical living with off-street parking and a two-car driveway. Home is located on a no through, dead end Cul-de-sac street minimizing traffic. The main level living room leads to an open concept kitchen, and dining area, complete with a half bath and shared laundry. Enjoy direct access to a ground-level deck, a spacious fenced yard, and a storage shed. Upstairs you’ll find the master bedroom with a walk-in closet, a second bedroom with ample storage, and a full bathroom. The home features elegant engineered wood flooring, with tile in wet areas. Enjoy recent, extensive upgrades in this home. Highlights inclu

$346,000

2 beds1.5 baths1,060 sq ft

1553 Star Pine Dr, Annapolis, MD 21409

Two-car driveway • Spacious fenced yard • Ground-level deck

(410) 267-9020

Property at 3276 Kitty Duvall Dr, Annapolis, MD 21403, 2 beds, 2 baths

$549,000

2 beds2 baths1,434 sq ft

3276 Kitty Duvall Dr, Annapolis, MD 21403

(240) 219-2422

Property at 51 Franklin St, Annapolis, MD 21401, 2 beds, 2.5 baths

$1,749,900

2 beds2.5 baths2,269 sq ft

51 Franklin St, Annapolis, MD 21401

(410) 263-8686

Property at 1900 Carrollton Rd, Annapolis, MD 21409, 7 beds, 7.5 baths

$8,995,000

7 beds7.5 baths12,200 sq ft

1900 Carrollton Rd, Annapolis, MD 21409

(410) 280-5600

Property at 812 Coachway, Annapolis, MD 21401, 6 beds, 6 baths

$3,499,999

6 beds6 baths7,766 sq ft

812 Coachway, Annapolis, MD 21401

(410) 321-1411

Property at 3410 Newport Ave, Annapolis, MD 21403, 3 beds, 2.5 baths

$650,000

3 beds2.5 baths1,654 sq ft

3410 Newport Ave, Annapolis, MD 21403

(410) 255-3690

Property at 778 Bon Haven Dr, Annapolis, MD 21401, 6 beds, 4 baths

$2,800,000

6 beds4 baths5,094 sq ft

778 Bon Haven Dr, Annapolis, MD 21401

(443) 292-6767

Property at 2707 Judson Pl, Annapolis, MD 21401, 3 beds, 2.5 baths

$590,000

3 beds2.5 baths2,156 sq ft

2707 Judson Pl, Annapolis, MD 21401

(301) 970-2447

Property at 1162 Saint George Dr, Annapolis, MD 21409, 4 beds, 2 baths

$549,000

4 beds2 baths1,643 sq ft

1162 Saint George Dr, Annapolis, MD 21409

(410) 705-6295

Property at 1014 St Charles Dr, Annapolis, MD 21409, 5 beds, 3 baths

$699,900

5 beds3 baths3,312 sq ft

1014 St Charles Dr, Annapolis, MD 21409

(301) 854-2155

Property at 1004 Primrose Rd #203, Annapolis, MD 21403, 2 beds, 2 baths

$298,500

2 beds2 baths1,020 sq ft

1004 Primrose Rd #203, Annapolis, MD 21403

(866) 987-3937

Property at 547 Leftwich Ln #88, Annapolis, MD 21401, 3 beds, 2.5 baths

$560,000

3 beds2.5 baths2,600 sq ft

547 Leftwich Ln #88, Annapolis, MD 21401

(410) 263-3400

Property at 1915 Towne Centre Blvd #1210, Annapolis, MD 21401, 3 beds, 3.5 baths

$1,695,000

3 beds3.5 baths3,520 sq ft

1915 Towne Centre Blvd #1210, Annapolis, MD 21401

(410) 263-3400

Property at 794-C Fairview Ave Unit 794 C, Annapolis, MD 21403, 1 bed, 1 bath

$329,900

1 bed1 bath756 sq ft

794-C Fairview Ave Unit 794 C, Annapolis, MD 21403

(301) 850-0255

Property at 1907 Mackiebeth Ct, Annapolis, MD 21401, 5 beds, 4.5 baths

$1,575,000

5 beds4.5 baths5,437 sq ft

1907 Mackiebeth Ct, Annapolis, MD 21401

(888) 860-7369

Property at 285 West St #15, Annapolis, MD 21401, 4 beds, 4.5 baths

$1,595,000

4 beds4.5 baths2,720 sq ft

285 West St #15, Annapolis, MD 21401

(410) 280-5600

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

$290,000

2 beds2 baths1,321 sq ft

300 Hilltop Ln Unit 300I, Annapolis, MD 21403

(410) 263-3400

Property at 5 Park Pl #428, Annapolis, MD 21401, 3 beds, 2.5 baths

$925,000

3 beds2.5 baths1,822 sq ft

5 Park Pl #428, Annapolis, MD 21401

(410) 429-7425

Property at 3300 Shore Dr, Annapolis, MD 21403, 4 beds, 4 baths

$1,650,000

4 beds4 baths2,798 sq ft

3300 Shore Dr, Annapolis, MD 21403

(410) 224-4999

Property at 76 Old Mill Bottom Rd N #308, Annapolis, MD 21409, 2 beds, 2 baths

$511,311

2 beds2 baths1,076 sq ft

76 Old Mill Bottom Rd N #308, Annapolis, MD 21409

(703) 528-0390

Property at 1915 Towne Centre Blvd #1004, Annapolis, MD 21401, 2 beds, 2 baths

$975,000

2 beds2 baths1,794 sq ft

1915 Towne Centre Blvd #1004, Annapolis, MD 21401

(410) 263-3400

Property at 856 St Edmonds Pl, Annapolis, MD 21401, 5 beds, 4.5 baths

$3,100,000

5 beds4.5 baths6,412 sq ft

856 St Edmonds Pl, Annapolis, MD 21401

(410) 729-7700

Property at 1915 Towne Centre Blvd #1001, Annapolis, MD 21401, 2 beds, 2.5 baths

$675,000

2 beds2.5 baths1,648 sq ft

1915 Towne Centre Blvd #1001, Annapolis, MD 21401

(410) 224-4999

Property at 1486 Downham Market, Annapolis, MD 21401, 5 beds, 4.5 baths

$3,250,000

5 beds4.5 baths5,260 sq ft

1486 Downham Market, Annapolis, MD 21401

(410) 263-8686

Property at 312 Severn Ave Unit W 401, Annapolis, MD 21403, 1 bed, 1 bath

$515,000

1 bed1 bath660 sq ft

312 Severn Ave Unit W 401, Annapolis, MD 21403

(410) 263-8686

Property at 8 Ashford Ct, Annapolis, MD 21403, 2 beds, 1.5 baths

$399,000

2 beds1.5 baths1,248 sq ft

8 Ashford Ct, Annapolis, MD 21403

(410) 260-2800

Property at 287 State St #3, Annapolis, MD 21403, 3 beds, 4.5 baths

$7,950,000

3 beds4.5 baths4,702 sq ft

287 State St #3, Annapolis, MD 21403

(410) 280-5600

Property at 2175 Glencrest Circle - Georgetown Model, Annapolis, MD 21401, 3 beds, 2 baths

$799,990

3 beds2 baths1,757 sq ft

2175 Glencrest Circle - Georgetown Model, Annapolis, MD 21401

(410) 255-3690

Property at 2108 Chesapeake Harbour Dr E #201, Annapolis, MD 21403, 3 beds, 3 baths

$625,000

3 beds3 baths1,700 sq ft

2108 Chesapeake Harbour Dr E #201, Annapolis, MD 21403

(410) 429-7425

Property at 930 Astern Way #405, Annapolis, MD 21401, 2 beds, 2 baths

$369,900

2 beds2 baths1,464 sq ft

930 Astern Way #405, Annapolis, MD 21401

(410) 280-5600

Property at 553 Choptank Cove Ct, Annapolis, MD 21401, 5 beds, 4 baths

$1,077,000

5 beds4 baths3,569 sq ft

553 Choptank Cove Ct, Annapolis, MD 21401

(410) 263-3400

Property at 1165 Green Holly Ct, Annapolis, MD 21409, 3 beds, 2 baths

$535,000

3 beds2 baths2,218 sq ft

1165 Green Holly Ct, Annapolis, MD 21409

(443) 274-1900

Property at 139 Spa Dr, Annapolis, MD 21403, 4 beds, 4.5 baths

$2,850,000

4 beds4.5 baths4,628 sq ft

139 Spa Dr, Annapolis, MD 21403

(410) 505-9700

Property at 803 Coxswain Way #203, Annapolis, MD 21401, 2 beds, 2 baths

$379,900

2 beds2 baths1,190 sq ft

803 Coxswain Way #203, Annapolis, MD 21401

(410) 263-9105

Property at 5 Park Pl #217, Annapolis, MD 21401, 2 beds, 2 baths

$679,900

2 beds2 baths1,343 sq ft

5 Park Pl #217, Annapolis, MD 21401

(302) 360-0300

Property at 1507 Broadneck Pl #404, Annapolis, MD 21409, 2 beds, 2 baths

$399,000

2 beds2 baths1,235 sq ft

1507 Broadneck Pl #404, Annapolis, MD 21409

(410) 429-7425

Property at 111 Janwall St, Annapolis, MD 21403, 3 beds, 2.5 baths

$629,900

3 beds2.5 baths1,754 sq ft

111 Janwall St, Annapolis, MD 21403

(410) 398-1247

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Homes with Pools for Sale in Annapolis

There are currently 208 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 50 days and receive 4 offers. Popular neighborhoods include Anchorage, West Annapolis, Gingerville, Admiral Heights, and Old Annapolis Neck. This map is refreshed with the newest listings in Annapolis every 15 minutes.

In the past month, 37 homes have been sold in Annapolis. In addition to houses in Annapolis, there were also 46 condos, 53 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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