Homes with Pools for Sale in Fairfield County, CT

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OPEN SAT, 1PM TO 3PMFLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Fairfield County, CT:
Wonderfully updated family Colonial in private King Merritt, set on 1.39 acres in Greenwich. Offering nearly 5,300 square feet of living space, this 4-bedroom, 4-full-bath home features a spacious, light-filled layout with multiple living areas ideal for everyday living and entertaining. The updated kitchen serves as the heart of the home, while a large private office with beautiful custom built-ins provides an impressive work-from-home setting. Generously proportioned rooms, multiple fireplaces and a three-car garage add to the home's appeal, while the beautifully situated property offers exceptional privacy. Convenient to Glenville, schools, shopping, dining and major commuting routes. Fi

$3,250,000

4 beds4 baths5,262 sq ft

2 Choctaw Ln, Greenwich, CT 06831

Multiple fireplaces • Large private office • Updated kitchen

ABOUT THIS HOME
Home with a Pool for sale in Fairfield County, CT:
Bring your creativity and vision to make this distinctive home your own. Ideally situated in lower Weston, just 1 mile from the award-winning Weston schools and minutes, this contemporary style home is set on 2.23 private acres with a heated pool. The flexible, open floor plan features dramatic walls of glass that bring the outdoors in and showcase the beautiful surroundings year-round. The home offers 4 bedrooms. a private office, and a finished walkout lower level with direct access to the pool-perfect for entertaining, recreation, or extended living.

$1,000,000

3 beds3.5 baths3,647 sq ft

33 Birch Hill Rd, Weston, CT 06883

Private office • 2.23 private acres • Heated pool

ABOUT THIS HOME
Home with a Pool for sale in Fairfield County, CT:
Set back on a beautiful, level lot in the desirable Sleepy Hollow Estates, 35 Katrina Circle is a stunning, light-filled 4 bedroom Contemporary offering exceptional space, privacy and a warm, welcoming feel throughout. Thoughtfully updated and beautifully maintained, this is a home where the work has already been done, simply unpack and enjoy. Soaring ceilings, skylights and expansive windows fill the interior with natural light, while 3 fireplaces add warmth, character and inviting gathering spaces. The gorgeous remodeled kitchen features Kingswood cabinetry, center island with bar seating, breakfast nook, recessed lighting and an easy connection to the surrounding living and entertaining

$860,000

4 beds2.5 baths2,552 sq ft

35 Katrina Cir, Bethel, CT 06801

Expansive windows • Remodeled kitchen • Level lot

ABOUT THIS HOME
Home with a Pool for sale in Fairfield County, CT:
Tucked into one of Brookfield's most coveted pockets, 28 Oak Grove Road sits on a leve lot where classic curb appeal meets modern comfort. A white picket fence welcomes you home, while out back, a private heated pool and screened porch overlooking the yard invite long summer afternoons. This 3,500+ sq ft classic Colonial unfolds with warmth and light - new hardwood floors flow across most of the main level, leading into a front-to-back living room. A renovated kitchen/dining area built for entertaining flows into the oversized family room which anchors the home with vaulted ceilings, walls of windows and a pellet stove. Retreat to one of 4 well-appointed bedrooms, including a spacious prima

$825,000

4 beds3.5 baths3,517 sq ft

28 Oak Grove Rd, Brookfield, CT 06804

Private heated pool • Walls of windows • Renovated kitchen

OPEN SUN, 12PM TO 2PMFLOOR PLAN

ABOUT THIS HOME
Home with a Pool for sale in Fairfield County, CT:
Need space, flexibility, and a backyard built for summer? This one delivers. The main home offers 3 bedrooms, 2.5 baths, hardwood floors, a gas fireplace, an eat-in kitchen, first-floor laundry, and a spacious primary suite. A separate 2-bedroom in-law living area with its own full bath and plumbing already roughed in for a future kitchen creates incredible flexibility for extended family, guests, or multigenerational living. Outside, enjoy a propane-heated in-ground pool with solar cover, fully fenced yard, screened porch, and expansive deck made for entertaining. Major updates include a 3-year-old roof, a new oil tank, and a new hot water heater. Add in a garage, lower-level recreation sp

$699,900

5 beds3.5 baths2,812 sq ft

36 Clinton St, Trumbull, CT 06611

Screened porch • Major updates • Fully fenced yard

Property at 23 Wyckham Hill Ln, Greenwich, CT 06831, 6 beds, 6.5 baths

$6,995,000

6 beds6.5 baths8,335 sq ft

23 Wyckham Hill Ln, Greenwich, CT 06831

Property at 121 Round Hill Rd, Greenwich, CT 06831, 5 beds, 4.5 baths

$4,995,000

5 beds4.5 baths3,573 sq ft

121 Round Hill Rd, Greenwich, CT 06831

Property at 259 & 253 Frogtown Rd, New Canaan, CT 06840, 7 beds, 9.5 baths

$8,747,000

7 beds9.5 baths13,026 sq ft

259 & 253 Frogtown Rd, New Canaan, CT 06840

Property at 1061 Cedar Rd, Southport, CT 06890, 6 beds, 5.5 baths

$3,995,000

6 beds5.5 baths5,682 sq ft

1061 Cedar Rd, Southport, CT 06890

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

$1,500,000

4 beds4 baths3,222 sq ft

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

Property at 64 Gillies Ln #64, Norwalk, CT 06854, 2 beds, 2 baths

$489,000

2 beds2 baths1,525 sq ft

64 Gillies Ln #64, Norwalk, CT 06854

Property at 12 Stonehedge Rd, Norwalk, CT 06851, 4 beds, 2.5 baths

$989,000

4 beds2.5 baths2,896 sq ft

12 Stonehedge Rd, Norwalk, CT 06851

Property at 5 Grape Ln #5, Ridgefield, CT 06877, 2 beds, 1.5 baths

$429,000

2 beds1.5 baths1,074 sq ft

5 Grape Ln #5, Ridgefield, CT 06877

Property at 344 Fence Row Dr, Fairfield, CT 06824, 5 beds, 7 baths

$3,399,900

5 beds7 baths8,657 sq ft

344 Fence Row Dr, Fairfield, CT 06824

Property at 1 Linden St Unit A6, Norwalk, CT 06851, 2 beds, 1 bath

$375,000

2 beds1 bath1,144 sq ft

1 Linden St Unit A6, Norwalk, CT 06851

Property at 46 S Stonehedge Dr, Greenwich, CT 06831, 3 beds, 3.5 baths

$3,895,000

3 beds3.5 baths3,200 sq ft

46 S Stonehedge Dr, Greenwich, CT 06831

Property at 64 Georges Ln, Monroe, CT 06468, 4 beds, 2.5 baths

$829,000

4 beds2.5 baths2,736 sq ft

64 Georges Ln, Monroe, CT 06468

Property at 148 Taunton Hill Rd, Newtown, CT 06470, 6 beds, 7 baths

$3,495,000

6 beds7 baths6,321 sq ft

148 Taunton Hill Rd, Newtown, CT 06470

Property at 2 Banquo Brae Rd, Brookfield, CT 06804, 4 beds, 2.5 baths

$700,000

4 beds2.5 baths3,220 sq ft

2 Banquo Brae Rd, Brookfield, CT 06804

Property at 186 Gillies Ln #186, Norwalk, CT 06854, 2 beds, 2 baths

$490,000

2 beds2 baths1,662 sq ft

186 Gillies Ln #186, Norwalk, CT 06854

Property at 25 Rivendell Dr #25, Shelton, CT 06484, 2 beds, 2 baths

$439,999

2 beds2 baths1,261 sq ft

25 Rivendell Dr #25, Shelton, CT 06484

Property at 2 Drummers Ln, New Fairfield, CT 06812, 3 beds, 2.5 baths

$899,000

3 beds2.5 baths4,141 sq ft

2 Drummers Ln, New Fairfield, CT 06812

Property at 125 Warner Hill Rd #64, Stratford, CT 06614, 2 beds, 2 baths

$299,900

2 beds2 baths1,168 sq ft

125 Warner Hill Rd #64, Stratford, CT 06614

Property at 139 Governor Trumbull Way #139, Trumbull, CT 06611, 2 beds, 3.5 baths

$549,000

2 beds3.5 baths1,738 sq ft

139 Governor Trumbull Way #139, Trumbull, CT 06611

Property at 1006 Hancock Dr #1006, Danbury, CT 06811, 2 beds, 2.5 baths

$515,000

2 beds2.5 baths1,894 sq ft

1006 Hancock Dr #1006, Danbury, CT 06811

Property at 25 Padanaram Rd #74, Danbury, CT 06811, 3 beds, 2.5 baths

$380,000

3 beds2.5 baths1,335 sq ft

25 Padanaram Rd #74, Danbury, CT 06811

Property at 9 Geneva Rd, Norwalk, CT 06850, 4 beds, 3.5 baths

$1,275,000

4 beds3.5 baths3,904 sq ft

9 Geneva Rd, Norwalk, CT 06850

Property at 64 Round Hill Dr, Stamford, CT 06903, 5 beds, 4.5 baths

$1,695,000

5 beds4.5 baths4,020 sq ft

64 Round Hill Dr, Stamford, CT 06903

Property at 4 Lantern Hill Rd, Westport, CT 06880, 5 beds, 6 baths

$6,650,000

5 beds6 baths11,000 sq ft

4 Lantern Hill Rd, Westport, CT 06880

Property at 424 Center Meadow Ln #424, Danbury, CT 06810, 2 beds, 2 baths

$479,900

2 beds2 baths1,258 sq ft

424 Center Meadow Ln #424, Danbury, CT 06810

Property at 71 Aiken St Unit K9, Norwalk, CT 06851, 2 beds, 1 bath

$450,000

2 beds1 bath1,152 sq ft

71 Aiken St Unit K9, Norwalk, CT 06851

Property at 41 Rowayton Ave, Norwalk, CT 06853, 4 beds, 4.5 baths

$7,000,000

4 beds4.5 baths3,732 sq ft

41 Rowayton Ave, Norwalk, CT 06853

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 6 Whiffletree Way #6, Riverside, CT 06878, 2 beds, 1.5 baths

$899,000

2 beds1.5 baths1,085 sq ft

6 Whiffletree Way #6, Riverside, CT 06878

Property at 114 Heritage Hill Rd Unit C, New Canaan, CT 06840, 2 beds, 1 bath

$475,000

2 beds1 bath988 sq ft

114 Heritage Hill Rd Unit C, New Canaan, CT 06840

Property at 13 Glen Rdg #13, Wilton, CT 06897, 2 beds, 2.5 baths

$699,000

2 beds2.5 baths1,255 sq ft

13 Glen Rdg #13, Wilton, CT 06897

Property at 52 Lauderdale Dr, Trumbull, CT 06611, 4 beds, 3 baths

$900,000

4 beds3 baths4,248 sq ft

52 Lauderdale Dr, Trumbull, CT 06611

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 120 Sheffield Dr, Stratford, CT 06614, 3 beds, 2.5 baths

$610,000

3 beds2.5 baths2,952 sq ft

120 Sheffield Dr, Stratford, CT 06614

Property at 420 Morehouse Ln, Southport, CT 06890, 6 beds, 6.5 baths

$2,950,000

6 beds6.5 baths5,320 sq ft

420 Morehouse Ln, Southport, CT 06890

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

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Based on information submitted to the MLS GRID as of Thu Aug 27 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 468 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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