Homes with Pools for Sale in Connecticut, CT

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ABOUT THIS HOME
Home with a Pool for sale in Connecticut, CT:
Lush Bridgewater paradise on over 30+ private acres with commanding distant vistas - enveloped by masterfully curated gardens, specimen trees, exquisite stonework, mature orchards, and verdant rolling meadows - you are truly immersed in nature here. Extensively renovated and immaculate, this home offers the absolute finest in seamless indoor-outdoor living. Centered around a new gunite, saltwater heated pool, picturesque courtyards, peaceful gathering nooks, and romantic walking paths that wind through the extraordinary park-like grounds. Flooded with natural light, the versatile floor plan greets you with a grand two story entry foyer and an inviting front to back living room and family ro

$2,195,000

4 beds5 baths5,927 sq ft

4 Sunrise Ln, Bridgewater, CT 06752

Private acres • Exquisite stonework • Specimen trees

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ABOUT THIS HOME
Home with a Pool for sale in Connecticut, CT:
Incredibly located moments from town and convenient to schools, shopping, commuting options and more, this sparkling home showcases pride of ownership. A new 2026 driveway leads to the landscaped setting, where this gracious home with an in-ground Wagner pool is set amid . 74+/- acre. The two-story foyer introduces crisp, timeless spaces, and a home that has been impeccably maintained. The living rm w/ the first of 3 fireplaces and a beautiful dining rm w/ lit tray ceiling are ready for entertaining. The large gourmet kitchen w/ marble counters, La Cornue range plus wall ovens, Sub Zero, island & pantry has a sun-filled breakfast rm that leads to the lrg fam rm w/ custom built-ins, st

$2,499,000

5 beds5.5 baths7,055 sq ft

53 Clinton Ave, Westport, CT 06880

0.74 acre lot • 3 garage spots • Pool

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ABOUT THIS HOME
Home with a Pool for sale in Connecticut, CT:
An elegant and lovingly maintained antique colonial situated on 1.2 secluded acres near the Old Lyme Country Club. Recent updates include new landscaping front and back, new hardscaping around the pool deck, a new cedar roof, well tank, and a HVAC system including ductwork. The interior preserves the historic aspects of the home while graciously blending all the amenities of modern life. A formal living room and cozy library frame the front entryway, and lead to a large family room lined with walls of windows and French doors that bring in loads of natural light. Thoughtful classic architectural details throughout the home include wide-plank hardwood floors, custom built-in cabinetry, crown

$1,550,000

4 beds3.5 baths2,750 sq ft

25 Johnny Cake Hill Rd, Old Lyme, CT 06371

New hardscaping • New landscaping • New cedar roof

FLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Connecticut, CT:
Welcome to a truly special Colonial nestled on a coveted cul-de-sac, where timeless charm meets warm, inviting spaces and an outdoor setting that feels like a private resort. A welcoming front porch and mature landscaping create an enchanting first impression. Step inside to discover gleaming hardwood floors and an effortless flow designed for everyday living and gracious entertaining. The spacious eat-in kitchen, complete with its own fireplace, is a warm gathering place for family and friends. The elegant dining room is perfect for memorable dinners, while the living room and family room are beautifully connected by a stunning double-sided fireplace, creating a wonderful sense of warmth a

$1,199,000

3 beds3.5 baths3,387 sq ft

36 Shadows End Ln, Milford, CT 06460

Front porch • Eat-in kitchen • Cul-de-sac

ABOUT THIS HOME
Home with a Pool for sale in Connecticut, CT:
Welcome to 64 Gillies Lane, a spacious and beautifully maintained 2-bedroom, 2-bath condominium in the highly sought-after Ledgebrook community. This bright and sunny first-floor unit offers the ease of single-level living with a wonderful open floor plan that's perfect for family time and entertaining. The kitchen flows seamlessly into the spacious living room, where sliding doors lead to a beautiful private patio overlooking the lush grounds, with the pond and pool just beyond-a perfect setting for morning coffee or relaxing at the end of the day. Both bedrooms are generously sized with ample closet space, while two full bathrooms provide added comfort and convenience. Ledgebrook resident

$439,900

2 beds2 baths1,525 sq ft

64 Gillies Ln #64, Norwalk, CT 06854

Exercise room • First floor unit • Private patio

Property at 25 Sunset Rd #18, Old Saybrook, CT 06475, 2 beds, 3.5 baths

$669,900

2 beds3.5 baths1,565 sq ft

25 Sunset Rd #18, Old Saybrook, CT 06475

Property at 40-42 Great Ring Rd, Sandy Hook, CT 06482, 4 beds, 4 baths

$1,450,000

4 beds4 baths3,222 sq ft

40-42 Great Ring Rd, Sandy Hook, CT 06482

Property at 245 Warner Rd, North Haven, CT 06473, 4 beds, 2.5 baths

$835,000

4 beds2.5 baths3,998 sq ft

245 Warner Rd, North Haven, CT 06473

Property at 3289 Phelps Rd, West Suffield, CT 06093, 5 beds, 2.5 baths

$897,997

5 beds2.5 baths2,974 sq ft

3289 Phelps Rd, West Suffield, CT 06093

Property at 44 Warrington Round, Danbury, CT 06810, 3 beds, 2.5 baths

$628,000

3 beds2.5 baths1,600 sq ft

44 Warrington Round, Danbury, CT 06810

Property at 90 Sage Rd, Woodbury, CT 06798, 4 beds, 4 baths

$1,100,000

4 beds4 baths3,968 sq ft

90 Sage Rd, Woodbury, CT 06798

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

$925,000

5 beds4.5 baths4,835 sq ft

15 Rushleigh Rd, West Hartford, CT 06117

Property at 21 Walker Brook Dr, New Milford, CT 06776, 5 beds, 3.5 baths

$729,000

5 beds3.5 baths2,682 sq ft

21 Walker Brook Dr, New Milford, CT 06776

Property at 394 Tashua Rd, Trumbull, CT 06611, 5 beds, 3.5 baths

$949,900

5 beds3.5 baths3,078 sq ft

394 Tashua Rd, Trumbull, CT 06611

Property at 178 Maple St, Seymour, CT 06483, 5 beds, 3.5 baths

$564,900

5 beds3.5 baths4,128 sq ft

178 Maple St, Seymour, CT 06483

Property at 96 Norwood Rd, West Hartford, CT 06117, 5 beds, 6.5 baths

$1,450,000

5 beds6.5 baths6,066 sq ft

96 Norwood Rd, West Hartford, CT 06117

Property at 4 Carriage Dr #4, Simsbury, CT 06070, 2 beds, 2 baths

$279,900

2 beds2 baths1,422 sq ft

4 Carriage Dr #4, Simsbury, CT 06070

Property at 28 River Rd, Essex, CT 06426, 3 beds, 2.5 baths

$1,595,000

3 beds2.5 baths2,359 sq ft

28 River Rd, Essex, CT 06426

Property at 81 Trails End Rd, Weston, CT 06883, 6 beds, 5 baths

$1,449,900

6 beds5 baths4,348 sq ft

81 Trails End Rd, Weston, CT 06883

Property at 160 Cedar Rd, Southport, CT 06890, 2 beds, 1.5 baths

$1,699,000

2 beds1.5 baths2,131 sq ft

160 Cedar Rd, Southport, CT 06890

Property at 79 Cavalry Rd, Weston, CT 06883, 5 beds, 7.5 baths

$2,199,000

5 beds7.5 baths8,392 sq ft

79 Cavalry Rd, Weston, CT 06883

Property at 125 West Rd, New Canaan, CT 06840, 6 beds, 6.5 baths

$4,595,000

6 beds6.5 baths6,246 sq ft

125 West Rd, New Canaan, CT 06840

Property at 180 Clubhouse Rd, Lebanon, CT 06249, 3 beds, 3.5 baths

$699,000

3 beds3.5 baths3,205 sq ft

180 Clubhouse Rd, Lebanon, CT 06249

Property at 297 Rock Rimmon Rd, Stamford, CT 06903, 5 beds, 5.5 baths

$1,585,000

5 beds5.5 baths4,022 sq ft

297 Rock Rimmon Rd, Stamford, CT 06903

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

$775,000

4 beds3 baths3,020 sq ft

35 Nettleton Hollow Rd, Bethlehem, CT 06751

Property at 100 York St Unit 7B, New Haven, CT 06511, 1 bed, 1 bath

$110,000

1 bed1 bath815 sq ft

100 York St Unit 7B, New Haven, CT 06511

Property at 21 Breezy Knl, Avon, CT 06001, 6 beds, 6.5 baths

$2,100,000

6 beds6.5 baths8,656 sq ft

21 Breezy Knl, Avon, CT 06001

Property at 52 Trolley Crossing Ln #52, Middletown, CT 06457, 3 beds, 1.5 baths

$240,000

3 beds1.5 baths1,136 sq ft

52 Trolley Crossing Ln #52, Middletown, CT 06457

Property at 16 Park Ave, Greenwich, CT 06830, 6 beds, 7.5 baths

$11,950,000

6 beds7.5 baths9,270 sq ft

16 Park Ave, Greenwich, CT 06830

Property at 885 S Brooksvale Rd, Cheshire, CT 06410, 5 beds, 4.5 baths

$1,279,000

5 beds4.5 baths3,948 sq ft

885 S Brooksvale Rd, Cheshire, CT 06410

Property at 351 Old Sib Rd, Ridgefield, CT 06877, 5 beds, 5 baths

$2,295,000

5 beds5 baths5,725 sq ft

351 Old Sib Rd, Ridgefield, CT 06877

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

$1,050,000

5 beds4 baths5,699 sq ft

44 Palomina Way, Wethersfield, CT 06109

Property at 95 Old Saugatuck Rd, Norwalk, CT 06855, 5 beds, 6.5 baths

$3,950,000

5 beds6.5 baths8,294 sq ft

95 Old Saugatuck Rd, Norwalk, CT 06855

Property at 27 Heritage Ln, Woodbridge, CT 06525, 3 beds, 2.5 baths

$599,900

3 beds2.5 baths2,006 sq ft

27 Heritage Ln, Woodbridge, CT 06525

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 21 Point Rd, Norwalk, CT 06854, 7 beds, 9.5 baths

$4,895,000

7 beds9.5 baths10,045 sq ft

21 Point Rd, Norwalk, CT 06854

Property at 219 Hillside Ave, Naugatuck, CT 06770, 6 beds, 3.5 baths

$737,000

6 beds3.5 baths3,930 sq ft

219 Hillside Ave, Naugatuck, CT 06770

Property at 142 Red Oak Hl, Torrington, CT 06790, 3 beds, 3.5 baths

$529,900

3 beds3.5 baths2,962 sq ft

142 Red Oak Hl, Torrington, CT 06790

Property at 136 Hartford Rd, Brooklyn, CT 06234, 4 beds, 2 baths

$449,900

4 beds2 baths1,551 sq ft

136 Hartford Rd, Brooklyn, CT 06234

Property at 2 Windy Hill Rd, Westport, CT 06880, 6 beds, 7 baths

$4,600,000

6 beds7 baths8,185 sq ft

2 Windy Hill Rd, Westport, CT 06880

Property at 21 Linkkila Ln, Chaplin, CT 06235, 5 beds, 4 baths

$525,000

5 beds4 baths2,604 sq ft

21 Linkkila Ln, Chaplin, CT 06235

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Based on information submitted to the MLS GRID as of Sun Nov 01 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 1226 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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