Homes with Pools for Sale in Connecticut, CT

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ABOUT THIS HOME
Home with a Pool for sale in Connecticut, CT:
Experience the best of Old Saybrook shoreline living at 96 Ayers Point Road. This exceptional 4/5-bedroom coastal home offers panoramic marsh and Connecticut River views from a private setting with no flood insurance required. Recently painted and designed for effortless indoor-outdoor living, the home features an in-ground gunite pool, an expansive wraparound deck, walls of glass and oversized windows, multiple fireplaces, and a flexible floor plan with a main-level or second-floor primary suite. Rich Saltillo terracotta tile flooring adds warmth, character, and timeless coastal style. Walls of glass fill the home with natural light while framing the ever-changing marsh and Connecticut Riv

$1,029,000

4 beds3 baths4,109 sq ft

96 Ayers Point Rd, Old Saybrook, CT 06475

Multiple fireplaces • 1.14 acre lot • 2 garage spots

ABOUT THIS HOME
Home with a Pool for sale in Connecticut, CT:
First time on the market in over 25 years!! This 3-bedroom 2 bath condominium is located within the sought-after peaceful Candlelight Terrace Association complex. This home features a spacious floor plan and a private carport to protect your car from the New England weather, along with an additional space for owner parking. Additional features include a front to back living room, a dedicated dining area that will accommodate large gatherings and a huge outdoor balcony. The primary bedroom is front to back as well and is large enough for a King bedroom suite, with plenty of room for a sitting area. Enjoy your own 3-piece bathroom with shower stall, a walk-in closet completes this room. The 2

$375,000

3 beds2 baths1,317 sq ft

154 Cold Spring Rd #80, Stamford, CT 06905

Outdoor balcony • Double sized closet • Private carport

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ABOUT THIS HOME
Home with a Pool for sale in Connecticut, CT:
Thoughtfully sited high above Aspetuck Country Club's picturesque 16th fairway, this 5-bedroom, 4-bath residence offering over 5,300+ square feet was curated from the ground up to celebrate its extraordinary setting. Walls of glass, soaring vaulted ceilings, skylights, and multiple decks were thoughtfully designed to capture the ever-changing play of natural light-from the first rays of sunrise to the soft glow of moonrise-while framing breathtaking panoramic vistas that extend well beyond the fairway. Here, the eye is drawn to long-distance views that seem to stretch for miles, creating a living backdrop that transforms beautifully with every season. At the heart of the home, the centrally

$1,369,900

5 beds3 baths5,398 sq ft

4 Aspetuck Hill Ln, Weston, CT 06883

Expansive decks • Eat-in kitchen • Generous family room

NEW CONSTRUCTION

ABOUT THIS HOME
Home with a Pool for sale in Connecticut, CT:
Experience the future of coastal living in this brand-new smart home located just steps from the sands of Compo Beach. This is the only just-completed residence on the Compo Beach side of Westport delivered as a fully integrated, self-monitoring home: rooftop solar power w/ battery storage, intelligent load management, leak detection w/ automatic water shutoff, energy-recovery ventilation, radiant heated floors, singular app-controlled lighting, shades, locks + HVAC. The house can be monitored + adjusted from anywhere in the world and stays powered on stored solar when the grid goes down. Designed by The O'Dell Group across three vertical levels + a panoramic rooftop deck w/ gas fireplace,

$6,495,000

4 beds4.5 baths3,260 sq ft

16 Westport Ave, Westport, CT 06880

Smart home • Rooftop solar power • Battery storage

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

Property at 14 Rocky Hill Rd, New Fairfield, CT 06812, 3 beds, 3 baths

$515,000

3 beds3 baths1,850 sq ft

14 Rocky Hill Rd, New Fairfield, CT 06812

Property at 192 Cross Ridge Rd, New Canaan, CT 06840, 3 beds, 3 baths

$3,000,000

3 beds3 baths3,096 sq ft

192 Cross Ridge Rd, New Canaan, CT 06840

Property at 15 Rushleigh Rd, West Hartford, CT 06117, 5 beds, 4.5 baths

$945,000

5 beds4.5 baths4,835 sq ft

15 Rushleigh Rd, West Hartford, CT 06117

Property at 12 Violet St, Hamden, CT 06517, 3 beds, 2 baths

$343,000

3 beds2 baths1,790 sq ft

12 Violet St, Hamden, CT 06517

Property at 35 Nettleton Hollow Rd, Bethlehem, CT 06751, 4 beds, 3 baths

$820,000

4 beds3 baths3,020 sq ft

35 Nettleton Hollow Rd, Bethlehem, CT 06751

Property at 372 Piute Ln Unit B, Stratford, CT 06614, 1 bed, 1.5 baths

$384,900

1 bed1.5 baths2,275 sq ft

372 Piute Ln Unit B, Stratford, CT 06614

Property at 3080 Sturges Hwy, Westport, CT 06880, 5 beds, 6 baths

$2,499,000

5 beds6 baths7,317 sq ft

3080 Sturges Hwy, Westport, CT 06880

Property at 31 Granite Dr, Norwalk, CT 06850, 4 beds, 3.5 baths

$849,999

4 beds3.5 baths3,003 sq ft

31 Granite Dr, Norwalk, CT 06850

Property at 51 Forest Ave #59, Old Greenwich, CT 06870, 2 beds, 2 baths

$1,100,000

2 beds2 baths1,300 sq ft

51 Forest Ave #59, Old Greenwich, CT 06870

Property at 52 Compo Mill Cv, Westport, CT 06880, 5 beds, 3.5 baths

$6,800,000

5 beds3.5 baths3,967 sq ft

52 Compo Mill Cv, Westport, CT 06880

Property at 137 Guinea Rd, Monroe, CT 06468, 4 beds, 3 baths

$759,000

4 beds3 baths3,632 sq ft

137 Guinea Rd, Monroe, CT 06468

Property at 6 Stevens Pl #6, Rocky Hill, CT 06067, 2 beds, 2.5 baths

$319,900

2 beds2.5 baths1,946 sq ft

6 Stevens Pl #6, Rocky Hill, CT 06067

Property at 289 New Norwalk Rd #23, New Canaan, CT 06840, 3 beds, 3 baths

$1,395,000

3 beds3 baths2,978 sq ft

289 New Norwalk Rd #23, New Canaan, CT 06840

Property at 25 Forest St Unit 6L, Stamford, CT 06901, 2 beds, 2 baths

$629,500

2 beds2 baths1,371 sq ft

25 Forest St Unit 6L, Stamford, CT 06901

Property at 7 Nod Brook Dr, Simsbury, CT 06070, 4 beds, 4 baths

$859,000

4 beds4 baths5,532 sq ft

7 Nod Brook Dr, Simsbury, CT 06070

Property at 193 Old Colchester Rd, Quaker Hill, CT 06375, 3 beds, 1.5 baths

$429,900

3 beds1.5 baths2,370 sq ft

193 Old Colchester Rd, Quaker Hill, CT 06375

Property at 326 Sound Beach Ave, Old Greenwich, CT 06870, 5 beds, 4.5 baths

$5,100,000

5 beds4.5 baths4,541 sq ft

326 Sound Beach Ave, Old Greenwich, CT 06870

Property at 44 Palomina Way, Wethersfield, CT 06109, 5 beds, 4 baths

$1,399,000

5 beds4 baths5,699 sq ft

44 Palomina Way, Wethersfield, CT 06109

Property at 63 Byron Dr #63, Avon, CT 06001, 3 beds, 2.5 baths

$475,000

3 beds2.5 baths1,719 sq ft

63 Byron Dr #63, Avon, CT 06001

Property at 39 Sorghum Rd, Shelton, CT 06484, 3 beds, 3 baths

$644,999

3 beds3 baths2,442 sq ft

39 Sorghum Rd, Shelton, CT 06484

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

$729,900

3 beds2 baths2,645 sq ft

20 Long Hill Farm, Guilford, CT 06437

Property at 1 Lasalette Way, North Branford, CT 06471, 3 beds, 2.5 baths

$515,000

3 beds2.5 baths2,479 sq ft

1 Lasalette Way, North Branford, CT 06471

Property at 170 Judd Rd, Easton, CT 06612, 4 beds, 3.5 baths

$1,174,000

4 beds3.5 baths4,102 sq ft

170 Judd Rd, Easton, CT 06612

Property at 352 Shenipsit Lake Rd, Tolland, CT 06084, 3 beds, 2 baths

$625,000

3 beds2 baths2,838 sq ft

352 Shenipsit Lake Rd, Tolland, CT 06084

Property at 40 Oleson Dr, Southbury, CT 06488, 5 beds, 1.5 baths

$535,000

5 beds1.5 baths2,040 sq ft

40 Oleson Dr, Southbury, CT 06488

Property at 192 Ledge Dr #192, Torrington, CT 06790, 2 beds, 2 baths

$189,000

2 beds2 baths1,154 sq ft

192 Ledge Dr #192, Torrington, CT 06790

Property at 3991 Park Ave, Fairfield, CT 06824, 2 beds, 2.5 baths

$460,000

2 beds2.5 baths1,584 sq ft

3991 Park Ave, Fairfield, CT 06824

Property at 105 Crystal Ridge Rd, South Glastonbury, CT 06073, 5 beds, 6.5 baths

$7,200,000

5 beds6.5 baths8,537 sq ft

105 Crystal Ridge Rd, South Glastonbury, CT 06073

Property at 11 Sealand Dr, Newtown, CT 06470, 2 beds, 1.5 baths

$499,000

2 beds1.5 baths1,242 sq ft

11 Sealand Dr, Newtown, CT 06470

Property at 7 Loch Ln, Greenwich, CT 06830, 6 beds, 9 baths

$12,995,000

6 beds9 baths11,373 sq ft

7 Loch Ln, Greenwich, CT 06830

Property at 70 Stepstone Hill Rd, Guilford, CT 06437, 4 beds, 2.5 baths

$719,900

4 beds2.5 baths2,793 sq ft

70 Stepstone Hill Rd, Guilford, CT 06437

Property at 407 Montauk Ln Unit B, Stratford, CT 06614, 1 bed, 2 baths

$439,000

1 bed2 baths1,360 sq ft

407 Montauk Ln Unit B, Stratford, CT 06614

Property at 4 Mark Dr, Norwalk, CT 06851, 3 beds, 2 baths

$748,000

3 beds2 baths2,310 sq ft

4 Mark Dr, Norwalk, CT 06851

Property at 3 Indian Hill Rd, Uncasville, CT 06382, 2 beds, 2 baths

$319,900

2 beds2 baths1,248 sq ft

3 Indian Hill Rd, Uncasville, CT 06382

Property at 36 Pearl St, Mystic, CT 06355, 4 beds, 2.5 baths

$1,550,000

4 beds2.5 baths2,944 sq ft

36 Pearl St, Mystic, CT 06355

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

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Based on information submitted to the MLS GRID as of Tue Sep 15 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 1178 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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