Homes with Pools for Sale in Connecticut, CT

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ABOUT THIS HOME
Home with a Pool for sale in Connecticut, CT:
Perched in timeless elegance atop an expansive 2.91-acre gated peninsula, with best-in-class views of the Manhattan skyline and the shimmering Long Island Sound, Cedar Cliff is a Mediterranean villa of unrivaled pedigree and commanding presence. Privately situated along a secluded road within Riverside's prestigious Indian Head Association, this storied property occupies the historic grounds of railroad magnate Henry Francis Shoemaker's former compound--a Gilded Age legacy that later served as the backdrop for the iconic Cedar Cliff Beach Club of the 1920s. The estate bears the name Shoemaker originally gave his villa, 'Cedar Cliff'--a designation that eventually defined the very road on wh

$100,000,000

8 beds11.5 baths13,163 sq ft

108 Cedar Cliff Rd, Riverside, CT 06878

Historic grounds • Mediterranean villa • Gated peninsula

ABOUT THIS HOME
Home with a Pool for sale in Connecticut, CT:
CANDLEWOOD LAKE LIVING WITH BOAT SLIP! Welcome to 10 Candleview Drive, a beautifully renovated home in the highly sought-after Deer Run Shores community on Candlewood Lake. Thoughtfully updated from top to bottom, this move-in-ready property offers the perfect blend of modern luxury, lake living, and convenient access to New York City. Step inside to discover a stunning new designer kitchen featuring premium finishes, custom cabinetry, stone countertops, and high-end appliances. The home also boasts two fully renovated bathrooms, updated lighting, and a bright, open floor plan ideal for both everyday living and entertaining. Set on a private, wooded lot, the home offers nearly 2,000 square

$669,000

3 beds2 baths1,974 sq ft

10 Candleview Dr, Sherman, CT 06784

Designer kitchen • Renovated home • Private beach

ABOUT THIS HOME
Home with a Pool for sale in Connecticut, CT:
Spacious farmhouse living at its best! This charming 5-bedroom, 2 full bath, and 1 half bath home sits on an expansive 11 acres, offering endless possibilities for privacy, recreation, or hobby farming. Inside, you'll find hardwood flooring throughout and two cozy fireplaces that add warmth and character. The versatile layout includes two additional family rooms that could easily serve as extra bedrooms, a home office, playroom, gym, or guest space - perfect for today's flexible lifestyle needs. Tucked away in a truly special setting, this home is surrounded by federal land, offering direct access to scenic hiking and horseback riding trails just steps from your door. Enjoy the peace and pr

$399,900

5 beds2.5 baths2,887 sq ft

13 Bates Rd, Chaplin, CT 06235

Hardwood flooring • Porch • Newer boiler

ABOUT THIS HOME
Home with a Pool for sale in Connecticut, CT:
The former home of Richard Rodgers, composer of The Sound of Music, this 10.92 acre estate with a stunning modern residence was recently fully renovated and expanded, and offers curated one floor living. Generous main rooms are enhanced by lofty ceilings, skylights and walls of glass. A hidden screening room, a stunning Moroccan lounge, and a guest wing allow for A-list entertaining. Separate residential wings include 7 bedrooms and 7 full baths, each with a unique design. All property systems have been upgraded and integrated to work seamlessly . The barn pool house includes a full eat-in kitchen and lounge, bath , and full gym steps from the pool. An office pavilion is set privately in a

$9,975,000

7 beds8.5 baths9,129 sq ft

4800 Congress St, Fairfield, CT 06824

Heated paddle court • Office pavilion • 10.92 acres

ABOUT THIS HOME
Home with a Pool for sale in Connecticut, CT:
The only 3-bed / 2-full-bath unit available in the building, with 1,494 sq ft at $151/sq ft. HOA is set by bedroom count and works out to the lowest per bedroom in the complex. It includes heat and hot water for the entire unit. This condo is modern and ready to move in. Condo has a newer kitchen with granite counter-tops, stainless steel appliances, garbage disposal and professional faucet. Both full bathrooms are redone with tile shower walls and flooring. Large master bedroom with its own private bathroom, sliding door windows and a huge walk in closet large enough to fit any size wardrobe(almost the size of a small room). Wainscoting in the dining room and a modern living room accent wa

$224,900

3 beds2 baths1,494 sq ft

1218 Cromwell Hills Dr #1218, Cromwell, CT 06416

$885 HOA • Garage • Pool

Property at 123 Saddle Rock Rd, Stamford, CT 06902, 5 beds, 5.5 baths

$10,995,000

5 beds5.5 baths5,560 sq ft

123 Saddle Rock Rd, Stamford, CT 06902

Property at 0 Rogers Is, Branford, CT 06405, 10 beds, 7 baths

$29,995,000

10 beds7 baths8,378 sq ft

0 Rogers Is, Branford, CT 06405

Property at 11 Cambridge Ct E, Old Saybrook, CT 06475, 4 beds, 3 baths

$1,525,000

4 beds3 baths2,178 sq ft

11 Cambridge Ct E, Old Saybrook, CT 06475

Property at 50 Poplar Hill Dr, Farmington, CT 06032, 21 beds, 33 baths

$9,900,000

21 beds33 baths51,830 sq ft

50 Poplar Hill Dr, Farmington, CT 06032

Property at 537 Oenoke Rdg, New Canaan, CT 06840, 5 beds, 6 baths

$4,595,000

5 beds6 baths6,823 sq ft

537 Oenoke Rdg, New Canaan, CT 06840

Property at 261 Hebron Rd, Bolton, CT 06043, 4 beds, 2 baths

$525,000

4 beds2 baths2,178 sq ft

261 Hebron Rd, Bolton, CT 06043

Property at 93 Seminole Ln Unit B, Stratford, CT 06614, 2 beds, 2.5 baths

$529,000

2 beds2.5 baths2,542 sq ft

93 Seminole Ln Unit B, Stratford, CT 06614

Property at 129 Davis Hill Rd, Weston, CT 06883, 4 beds, 4 baths

$1,585,000

4 beds4 baths3,822 sq ft

129 Davis Hill Rd, Weston, CT 06883

Property at 20 Long Hill Farm, Guilford, CT 06437, 3 beds, 2 baths

$719,999

3 beds2 baths2,645 sq ft

20 Long Hill Farm, Guilford, CT 06437

Property at 991 Lake Ave, Greenwich, CT 06831, 5 beds, 5.5 baths

$6,250,000

5 beds5.5 baths9,493 sq ft

991 Lake Ave, Greenwich, CT 06831

Property at 10 Arthurs Ct, Newtown, CT 06470, 5 beds, 5 baths

$1,290,000

5 beds5 baths6,945 sq ft

10 Arthurs Ct, Newtown, CT 06470

Property at 3699 Broadbridge Ave #317, Stratford, CT 06614, 2 beds, 1 bath

$175,000

2 beds1 bath914 sq ft

3699 Broadbridge Ave #317, Stratford, CT 06614

Property at 18 Birch Mill Rd, Killingworth, CT 06419, 4 beds, 2.5 baths

$2,195,000

4 beds2.5 baths3,700 sq ft

18 Birch Mill Rd, Killingworth, CT 06419

Property at 28 Drewbarrie Ln, Easton, CT 06612, 4 beds, 3.5 baths

$1,195,000

4 beds3.5 baths4,548 sq ft

28 Drewbarrie Ln, Easton, CT 06612

Property at 39 Brookridge Dr, Call Listing Agent, CT 06830, 7 beds, 10 baths

$28,500,000

7 beds10 baths18,370 sq ft

39 Brookridge Dr, Call Listing Agent, CT 06830

Houlihan Lawrence Inc.

Property at 56 Judith Dr, Danbury, CT 06811, 4 beds, 2.5 baths

$949,000

4 beds2.5 baths3,038 sq ft

56 Judith Dr, Danbury, CT 06811

Property at 33 Pilgrim Hbr Unit B, Wallingford, CT 06492, 2 beds, 2 baths

$284,700

2 beds2 baths1,740 sq ft

33 Pilgrim Hbr Unit B, Wallingford, CT 06492

Property at 3300 Park Ave #33, Bridgeport, CT 06604, 4 beds, 3.5 baths

$499,000

4 beds3.5 baths2,474 sq ft

3300 Park Ave #33, Bridgeport, CT 06604

Property at 168 Fern Ave, Litchfield, CT 06759, 4 beds, 3.5 baths

$1,499,000

4 beds3.5 baths3,614 sq ft

168 Fern Ave, Litchfield, CT 06759

Property at 98 Gillies Ln #98, Norwalk, CT 06854, 2 beds, 2 baths

$489,000

2 beds2 baths1,662 sq ft

98 Gillies Ln #98, Norwalk, CT 06854

Property at 33 Old Stagecoach Rd, Redding, CT 06896, 4 beds, 3.5 baths

$999,999

4 beds3.5 baths3,341 sq ft

33 Old Stagecoach Rd, Redding, CT 06896

Property at 209-209 Long Neck Point Rd, Darien, CT 06820, 5 beds, 7.5 baths

$12,995,000

5 beds7.5 baths7,610 sq ft

209-209 Long Neck Point Rd, Darien, CT 06820

Property at 45 Island Ave, Madison, CT 06443, 5 beds, 5 baths

$3,000,000

5 beds5 baths5,657 sq ft

45 Island Ave, Madison, CT 06443

Property at 1209 Daniels Farm Rd, Trumbull, CT 06611, 4 beds, 3.5 baths

$859,900

4 beds3.5 baths3,492 sq ft

1209 Daniels Farm Rd, Trumbull, CT 06611

Property at 51 Glen Rd, Greenwich, CT 06830, 5 beds, 4 baths

$2,499,999

5 beds4 baths3,302 sq ft

51 Glen Rd, Greenwich, CT 06830

Property at 175 Brookside Rd, Darien, CT 06820, 6 beds, 8.5 baths

$8,750,000

6 beds8.5 baths11,314 sq ft

175 Brookside Rd, Darien, CT 06820

Property at 89 River Rd, East Haddam, CT 06423, 4 beds, 3.5 baths

$5,775,000

4 beds3.5 baths9,852 sq ft

89 River Rd, East Haddam, CT 06423

Property at 26 Mountain Laurel Ln, Newtown, CT 06470, 4 beds, 3.5 baths

$675,000

4 beds3.5 baths4,323 sq ft

26 Mountain Laurel Ln, Newtown, CT 06470

Property at 37 Burying Hill Rd, Greenwich, CT 06831, 7 beds, 8.5 baths

$19,900,000

7 beds8.5 baths18,000 sq ft

37 Burying Hill Rd, Greenwich, CT 06831

Property at 223 Jonathan Dr, Stamford, CT 06903, 6 beds, 4.5 baths

$1,995,000

6 beds4.5 baths6,986 sq ft

223 Jonathan Dr, Stamford, CT 06903

Property at 76 Sachem Head Rd, Guilford, CT 06437, 4 beds, 4.5 baths

$2,650,000

4 beds4.5 baths5,620 sq ft

76 Sachem Head Rd, Guilford, CT 06437

Property at 8 Pleasant Valley Ln, Westport, CT 06880, 7 beds, 8 baths

$5,650,000

7 beds8 baths8,762 sq ft

8 Pleasant Valley Ln, Westport, CT 06880

Property at 155 Joshuatown Rd, Lyme, CT 06371, 7 beds, 6.5 baths

$2,950,000

7 beds6.5 baths7,930 sq ft

155 Joshuatown Rd, Lyme, CT 06371

Property at 73 High Clear Dr, Stamford, CT 06905, 4 beds, 2 baths

$899,000

4 beds2 baths1,737 sq ft

73 High Clear Dr, Stamford, CT 06905

Property at 2 Chatham Ter, Bridgeport, CT 06606, 3 beds, 3 baths

$479,900

3 beds3 baths1,562 sq ft

2 Chatham Ter, Bridgeport, CT 06606

Property at 56 W Morris Rd, Washington Depot, CT 06794, 8 beds, 8.5 baths

$5,195,000

8 beds8.5 baths10,086 sq ft

56 W Morris Rd, Washington Depot, CT 06794

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Based on information submitted to the MLS GRID as of Mon Nov 02 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes with Pools for Sale in Connecticut

There are currently 1221 homes with pools for sale in Connecticut. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. This map is refreshed with the newest listings in Connecticut every 15 minutes.

Find your dream homes with pools in Connecticut 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 Connecticut are local experts and are ready to answer your questions about properties , neighborhoods, schools, and the newest listings for sale in Connecticut. If you're looking to sell your home in the Connecticut area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Connecticut with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

Homes with Pools for Sale in Connecticut, CT

Homes with Pools for Sale in Connecticut

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