Homes with Pools for Sale in Fairfield County, CT

472 homes

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FLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Fairfield County, CT:
Exceptional contemporary residence set on 2 beautifully landscaped acres of park-like property in one of Wilton's most desirable neighborhoods. Offering 4,347 square feet of thoughtfully designed living space, this impressive 5-bedroom home features 3 full baths and 1 half bath, combining timeless elegance with modern comfort. Newly refinished hardwood floors flow throughout the home, while soaring 9+ foot ceilings enhance the spacious formal living and dining rooms, creating an ideal setting for entertaining. The sun-filled living room showcases a charming fireplace, complemented by a second fireplace in the inviting family room, providing warmth and character throughout the seasons. The w

$1,799,000

5 beds3.5 baths4,347 sq ft

293 Sturges Ridge Rd, Wilton, CT 06897

In-ground pool • Full house generator • Mature landscaping

FLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Fairfield County, CT:
"Fore Sale!" Ideally located just a few strokes from nationally acclaimed Richter Golf Course, you'll find the epitome of elevated living. Custom built by the area's premier luxury builder and nestled in a 2.7 acre wooded setting, this thoughtfully appointed home provides comfort and privacy for family members or guests. Step inside to discover a meticulously designed marble entry that leads to the formal living & dining rooms boasting a two-sided marble fireplace & French double doors crowned by a 10' ceiling. Walk through the Butler's pantry to the state of the art kitchen equipped with an oversized island offering counter seating, a SubZero refrigerator & sepa

$2,180,000

4 beds4.5 baths8,274 sq ft

49 Middle River Rd, Danbury, CT 06811

Marble entry • Butler's pantry • Oversized island

FLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Fairfield County, CT:
Rare Pondside Retreat: Life here changes beautifully with the seasons. In summer, the home comes alive through effortless indoor-outdoor living - the kitchen becomes the heart of it all, with wide-open sliding doors connecting seamlessly to the patio, pool, and lawn beyond. While dinner is prepared and conversations flow, others swim, lounge in the sun, dine outdoors, or play games on the grass overlooking the tranquil pond. The family room, perfectly positioned beside the kitchen, keeps everyone connected while still allowing space to unwind. Downstairs, the expansive lower level becomes its own destination - movie nights, celebrations, sleepovers, game nights, or a private retreat. As the

$1,349,000

5 beds4.5 baths2,670 sq ft

5 Betmarlea Rd, Norwalk, CT 06850

Ensuite bedrooms • Sliding doors • Patio pool lawn

OPEN SAT, 12PM TO 2PM3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Fairfield County, CT:
Welcome to The Chesterfield, one of Stamford's most iconic and sought-after condominium communities. Offering a lifestyle unlike any other, this gated, pet-friendly community features security, two swimming pools, a clubhouse, and beautifully maintained grounds. Freshly painted and move-in ready, this updated four-level townhome combines style, space, and convenience. The renovated kitchen features granite countertops, stainless steel appliances, and abundant natural light. Updated baths and bamboo flooring throughout the main living areas add a modern touch. The spacious living room with fireplace opens to a private deck, perfect for morning coffee or relaxing at the end of the day. Upstai

$694,000

2 beds2.5 baths2,636 sq ft

2539 Bedford St Unit 38C, Stamford, CT 06905

$859 HOA • Garage • Pool

ABOUT THIS HOME
Home with a Pool for sale in Fairfield County, CT:
This beautifully reimagined townhome showcases thoughtful design, stylish updates, and quality finishes throughout. Designed for today's lifestyle, the open concept main level is enhanced by a gas fireplace creating a warm and inviting living space. The expanded kitchen, showcases additional cabinetry, quartzite countertops, an elegant mother-of-pearl backsplash, updated hardware and a generous workspace for cooking and entertaining. The main level powder room has been tastefully refreshed with stylish tile flooring. The spacious primary suite features a beautifully renovated en suite bath with marble flooring, marble vanity, and a beautifully appointed walk in shower. The sun-filled second

$475,000

2 beds2.5 baths1,665 sq ft

1505 Sienna Dr #1505, Danbury, CT 06810

Gas fireplace • Updated hardware • Expanded kitchen

Property at 2177 Cross Hwy, Fairfield, CT 06824, 4 beds, 4 baths

$1,875,000

4 beds4 baths3,921 sq ft

2177 Cross Hwy, Fairfield, CT 06824

Property at 18 Lawrence Ave #18, Danbury, CT 06810, 3 beds, 2.5 baths

$515,000

3 beds2.5 baths2,140 sq ft

18 Lawrence Ave #18, Danbury, CT 06810

Property at 97-99 Park Ave #72, Danbury, CT 06810, 2 beds, 1.5 baths

$330,000

2 beds1.5 baths1,207 sq ft

97-99 Park Ave #72, Danbury, CT 06810

Property at Undisclosed address, Trumbull, CT 06611, 3 beds, 2 baths

$599,000

3 beds2 baths1,628 sq ft

Undisclosed address, Trumbull, CT 06611

Property at 406 Harbor Rd, Southport, CT 06890, 5 beds, 4.5 baths

$3,850,000

5 beds4.5 baths3,921 sq ft

406 Harbor Rd, Southport, CT 06890

Property at 71 Aiken St Unit O3, Norwalk, CT 06851, 1 bed, 1 bath

$325,000

1 bed1 bath739 sq ft

71 Aiken St Unit O3, Norwalk, CT 06851

Property at 10 Beltas Farm Ln, Westport, CT 06880, 6 beds, 7 baths

$8,450,000

6 beds7 baths9,893 sq ft

10 Beltas Farm Ln, Westport, CT 06880

Property at 12 Woodside Rd, Greenwich, CT 06830, 6 beds, 7 baths

$9,350,000

6 beds7 baths7,072 sq ft

12 Woodside Rd, Greenwich, CT 06830

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

$9,250,000

6 beds8.5 baths11,314 sq ft

175 Brookside Rd, Darien, CT 06820

Property at 46 Norholt Dr, New Canaan, CT 06840, 6 beds, 9 baths

$7,499,000

6 beds9 baths9,429 sq ft

46 Norholt Dr, New Canaan, CT 06840

Property at 12 Boulevard Dr Unit 24-145, Danbury, CT 06810, 2 beds, 2.5 baths

$465,000

2 beds2.5 baths1,468 sq ft

12 Boulevard Dr Unit 24-145, Danbury, CT 06810

Property at 35 Wilshire Rd, Greenwich, CT 06831, 8 beds, 9 baths

$5,499,000

8 beds9 baths7,884 sq ft

35 Wilshire Rd, Greenwich, CT 06831

Property at 535 Wilcoxson Ave, Stratford, CT 06614, 4 beds, 1.5 baths

$585,000

4 beds1.5 baths2,040 sq ft

535 Wilcoxson Ave, Stratford, CT 06614

Property at 170 Branchville Rd, Ridgefield, CT 06877, 5 beds, 5 baths

$2,795,000

5 beds5 baths6,378 sq ft

170 Branchville Rd, Ridgefield, CT 06877

Property at 190 Brookwood Ln, New Canaan, CT 06840, 6 beds, 7 baths

$8,250,000

6 beds7 baths10,495 sq ft

190 Brookwood Ln, New Canaan, CT 06840

Property at 211 Windgate Cir Unit B, Monroe, CT 06468, 1 bed, 2 baths

$329,000

1 bed2 baths1,279 sq ft

211 Windgate Cir Unit B, Monroe, CT 06468

Property at 73 Foggwood Cir, Fairfield, CT 06824, 5 beds, 5 baths

$2,850,000

5 beds5 baths7,577 sq ft

73 Foggwood Cir, Fairfield, CT 06824

Property at 10 Tara Dr #10, Brookfield, CT 06804, 1 bed, 1.5 baths

$265,000

1 bed1.5 baths919 sq ft

10 Tara Dr #10, Brookfield, CT 06804

Property at 21 Pecksland Rd, Greenwich, CT 06831, 5 beds, 6 baths

$5,850,000

5 beds6 baths4,946 sq ft

21 Pecksland Rd, Greenwich, CT 06831

Property at 7 Hannah Ln, Monroe, CT 06468, 5 beds, 4.5 baths

$1,199,900

5 beds4.5 baths5,052 sq ft

7 Hannah Ln, Monroe, CT 06468

Property at 2625 Park Ave Unit 11F, Bridgeport, CT 06604, 1 bed, 1 bath

$215,000

1 bed1 bath813 sq ft

2625 Park Ave Unit 11F, Bridgeport, CT 06604

Property at 46 Buckskin Ln Unit A, Stratford, CT 06614, 1 bed, 2 baths

$559,900

1 bed2 baths1,375 sq ft

46 Buckskin Ln Unit A, Stratford, CT 06614

Property at 9 Over Rock Ln, Westport, CT 06880, 6 beds, 7.5 baths

$9,860,000

6 beds7.5 baths9,200 sq ft

9 Over Rock Ln, Westport, CT 06880

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

$970,000

4 beds2.5 baths3,038 sq ft

56 Judith Dr, Danbury, CT 06811

Property at 210 Windgate Cir Unit A, Monroe, CT 06468, 1 bed, 1 bath

$270,000

1 bed1 bath986 sq ft

210 Windgate Cir Unit A, Monroe, CT 06468

Property at 30 Cozier Hill Rd, Sherman, CT 06784, 4 beds, 4.5 baths

$2,250,000

4 beds4.5 baths6,904 sq ft

30 Cozier Hill Rd, Sherman, CT 06784

Property at 50 Glenbrook Rd Unit 2B, Stamford, CT 06902, 2 beds, 2 baths

$449,999

2 beds2 baths1,276 sq ft

50 Glenbrook Rd Unit 2B, Stamford, CT 06902

Property at 250 Main St, Ridgefield, CT 06877, 4 beds, 4.5 baths

$5,495,000

4 beds4.5 baths5,778 sq ft

250 Main St, Ridgefield, CT 06877

Property at 3 Walden Ct Lot 53, Danbury, CT 06810, 3 beds, 2.5 baths

$1,001,000

3 beds2.5 baths3,311 sq ft

3 Walden Ct Lot 53, Danbury, CT 06810

Property at 25 Padanaram Rd #77, Danbury, CT 06811, 3 beds, 2.5 baths

$389,000

3 beds2.5 baths1,335 sq ft

25 Padanaram Rd #77, Danbury, CT 06811

Property at 26 Maura Ln #26, Danbury, CT 06810, 2 beds, 2.5 baths

$455,000

2 beds2.5 baths1,863 sq ft

26 Maura Ln #26, Danbury, CT 06810

Property at 8 Rose Ln Unit 24-7, Danbury, CT 06811, 1 bed, 1 bath

$239,900

1 bed1 bath828 sq ft

8 Rose Ln Unit 24-7, Danbury, CT 06811

Property at 38 Pastors Walk, Monroe, CT 06468, 3 beds, 1 bath

$624,900

3 beds1 bath1,530 sq ft

38 Pastors Walk, Monroe, CT 06468

Property at 48 Driftway Ln, New Canaan, CT 06840, 5 beds, 6 baths

$6,999,000

5 beds6 baths10,655 sq ft

48 Driftway Ln, New Canaan, CT 06840

Property at 155 Long Ridge Rd, Danbury, CT 06810, 3 beds, 5 baths

$4,500,000

3 beds5 baths5,824 sq ft

155 Long Ridge Rd, Danbury, CT 06810

Property at 6 Rose Ln Unit 1-4, Danbury, CT 06811, 1 bed, 1 bath

$234,900

1 bed1 bath791 sq ft

6 Rose Ln Unit 1-4, Danbury, CT 06811

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Based on information submitted to the MLS GRID as of Fri Aug 28 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 Fairfield County

There are currently 472 homes with pools for sale in Fairfield County at a median listing price of $719K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Fairfield County stay on the market for 45 days and receive 2 offers. This map is refreshed with the newest listings in Fairfield County every 15 minutes.

In the past month, 1094 homes have been sold in Fairfield County. In addition to houses in Fairfield County, there were also 875 condos, 1 townhouse, and 202 multi-family units for sale in Fairfield County last month. Find your dream home in Fairfield County 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 Fairfield County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Fairfield County. If you're looking to sell your home in the Fairfield County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Fairfield County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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