Homes with Pools for Sale in Litchfield County, CT

634 homes

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ABOUT THIS HOME
Home with a Pool for sale in Litchfield County, CT:
Well maintained 3-bedroom townhouse at Stillwater Pond. Easy walk to pond for fishing, canoeing, or just relaxing. All you need to do is Move-In. Main floor features bedroom with slider to back deck, Living room with gas fireplace, also with slider to deck. Eat-in kitchen and Formal dining room. Wood floors and half bath. Two bedrooms on second floor with primary bedroom featuring full bath with whirlpool tub and separate shower. Also features spacious walk-in closet. Garage is attached and simple step into kitchen for easy access. Lower level has a walk out to second deck and is finished for use such as a recreational area and or home office. This condo is equipped with a generator and sec

$309,900

3 beds2.5 baths2,076 sq ft

111 Mill Ln #111, Torrington, CT 06790

Security system • Gas fireplace • Whirlpool tub

ABOUT THIS HOME
Home with a Pool for sale in Litchfield County, CT:
Quiet Torrington Charm with Unmatched Potential! Welcome to your peaceful retreat in one of Torrington's sought-after, low-traffic neighborhoods. This 3 Bedroom, 2 Bathroom single-family home offers the perfect balance of ready-to-move in comfort and future equity potential. Key Features: -Open Concept Living: Seamlessly connecting the Living Room, Dining Area, and Kitchen-ideal for modern family life and effortless entertaining. -Indoor/Outdoor Flow: Step directly from the kitchen onto a large Deck, perfect for grilling and summer relaxation overlooking your private, decent-sized Backyard. -Investment Ready: Features a huge, clean, and Unfinished Basement-a blank slate ready to be finish

$249,900

3 beds1.5 baths1,152 sq ft

71 Doman Dr, Torrington, CT 06790

Open concept living • Unfinished basement • Indoor outdoor flow

ABOUT THIS HOME
Home with a Pool for sale in Litchfield County, CT:
Stately Vinyl-Sided Two-Family with a 2-Car Detached Garage, 5 over 5 Offers Great Potential to create additional living space in the 430 +/- Sq. Ft. Walk-Up Attic to incorporate with the Second Floor Apartment. Each unit has its own Natural Gas Furnace, Electrical Service, and Natural Gas Hot Water Heater. (Owner will have a New Hot Water Heater installed with proper permits for the Second Floor. ) Nice Woodwork, Hardwood Floors, plus a pantry in each unit. Full Basement with a Concrete Floor, and walk-up stairs to the rear yard. Second Floor unit will need modern updates. Ideal Northwest side neighborhood located on an attractive "Story-Book" Street. Newly Paved Street, Curbing

$359,900

4 beds2 baths2,244 sq ft

69 McGuinness St, Torrington, CT 06790

Walkup attic • Full basement • Hardwood floors

ABOUT THIS HOME
Home with a Pool for sale in Litchfield County, CT:
Gracious townhome just completely reborn! Excellent quality renovations throughout! Bright and open living flow. Great for entertaining. The sun-splashed living room is cheerful. The broad picture window views the lovely landscape and lawn. The new high-end kitchen boasts soft-close doors with very ample cabinet and counter space. There is a convenient first floor laundry. Dining area views private patio and garden area. The primary bedroom is very comfortable size. lt will accommodate a king size bed easily. The fresh, stylish baths have ceramic floors. Nice ceramic tile surrounds the tub/shower. Woodbury Village encourages creative plantings. Choose your favorite perennials to greet you o

$259,900

2 beds1.5 baths960 sq ft

74 Washington Rd Apt 16, Woodbury, CT 06798

Brick walkway • High end kitchen • First floor laundry

ABOUT THIS HOME
Home with a Pool for sale in Litchfield County, CT:
This historic 18th-century Gaylord family homestead in New Milford, Connecticut, offers a perfect blend of authentic period charm and thoughtful modern enhancements. Set on picturesque grounds at 43 Gaylord Road, this distinctive Litchfield County property features versatile living spaces including an open-concept kitchen, living room, inviting Sun Room, formal dining room, and a cozy Snuggery with brick fireplace abutting the kitchen. The upper level showcases a spacious primary bedroom with vaulted ceilings, two walk-in closets, an en-suite bathroom, and a private balcony overlooking the backyard oasis. Three additional bedrooms and a full hall bath complete the second floor, providing ge

$810,000

4 beds4.5 baths3,808 sq ft

43 Gaylord Rd, Gaylordsville, CT 06755

Adjacent cabana • Open-concept kitchen • Private balcony

Property at 124 Plainfield Dr, Oakville, CT 06779, 3 beds, 1.5 baths

$349,900

3 beds1.5 baths1,475 sq ft

124 Plainfield Dr, Oakville, CT 06779

Property at 81 Riverside St, Watertown, CT 06779, 3 beds, 1 bath

$279,900

3 beds1 bath984 sq ft

81 Riverside St, Watertown, CT 06779

Property at 9 Steeple Chase Rd, Harwinton, CT 06791, 3 beds, 3.5 baths

$4,500,000

3 beds3.5 baths3,719 sq ft

9 Steeple Chase Rd, Harwinton, CT 06791

Property at 118 Washinee Heights Rd, Salisbury, CT 06068, 3 beds, 2.5 baths

$825,000

3 beds2.5 baths1,421 sq ft

118 Washinee Heights Rd, Salisbury, CT 06068

Property at 111 Riverton Rd Apt 90, Winsted, CT 06098, 2 beds, 1.5 baths

$179,900

2 beds1.5 baths1,204 sq ft

111 Riverton Rd Apt 90, Winsted, CT 06098

Property at 13 Tamarack Ln #13, Woodbury, CT 06798, 2 beds, 2.5 baths

$339,000

2 beds2.5 baths1,895 sq ft

13 Tamarack Ln #13, Woodbury, CT 06798

Property at 136 Sandy Beach Rd, Goshen, CT 06756, 2 beds, 1 bath

$749,000

2 beds1 bath1,566 sq ft

136 Sandy Beach Rd, Goshen, CT 06756

Property at 58 Chestnut Land Rd, New Milford, CT 06776, 4 beds, 2.5 baths

$799,900

4 beds2.5 baths2,968 sq ft

58 Chestnut Land Rd, New Milford, CT 06776

Property at 103 Geer Mountain Rd, South Kent, CT 06785, 3 beds, 2 baths

$875,000

3 beds2 baths1,750 sq ft

103 Geer Mountain Rd, South Kent, CT 06785

Property at 612 Kent Rd, Gaylordsville, CT 06755, 3 beds, 1 bath

$269,000

3 beds1 bath1,180 sq ft

612 Kent Rd, Gaylordsville, CT 06755

Property at 319 Thomaston Rd #94, Watertown, CT 06795, 3 beds, 2 baths

$389,000

3 beds2 baths1,736 sq ft

319 Thomaston Rd #94, Watertown, CT 06795

Property at 49 South St, Washington Depot, CT 06793, 2 beds, 3.5 baths

$1,195,000

2 beds3.5 baths3,285 sq ft

49 South St, Washington Depot, CT 06793

Property at 77 Marion Ave Apt 2, Torrington, CT 06790, 2 beds, 1.5 baths

$199,000

2 beds1.5 baths1,590 sq ft

77 Marion Ave Apt 2, Torrington, CT 06790

Property at 4 Kimann Dr, Terryville, CT 06786, 3 beds, 1.5 baths

$345,000

3 beds1.5 baths1,028 sq ft

4 Kimann Dr, Terryville, CT 06786

Property at 175 Ramstein Rd, New Hartford, CT 06057, 3 beds, 2 baths

$695,000

3 beds2 baths1,893 sq ft

175 Ramstein Rd, New Hartford, CT 06057

Property at 100 Nutmeg Dr, Torrington, CT 06790, 4 beds, 1.5 baths

$369,900

4 beds1.5 baths1,960 sq ft

100 Nutmeg Dr, Torrington, CT 06790

Property at 116 Great Brook Rd, New Milford, CT 06776, 3 beds, 2 baths

$399,900

3 beds2 baths1,764 sq ft

116 Great Brook Rd, New Milford, CT 06776

Property at 109 Winterberry Way, Torrington, CT 06790, 3 beds, 1.5 baths

$360,000

3 beds1.5 baths1,464 sq ft

109 Winterberry Way, Torrington, CT 06790

Property at 172 Hillandale Blvd, Torrington, CT 06790, 4 beds, 3.5 baths

$685,000

4 beds3.5 baths3,698 sq ft

172 Hillandale Blvd, Torrington, CT 06790

Property at 33 N Canton Rd, Barkhamsted, CT 06063, 4 beds, 2 baths

$299,000

4 beds2 baths1,346 sq ft

33 N Canton Rd, Barkhamsted, CT 06063

Property at 29 Branch Rd, Harwinton, CT 06791, 3 beds, 1.5 baths

$459,900

3 beds1.5 baths1,984 sq ft

29 Branch Rd, Harwinton, CT 06791

Property at 436 Main St, Winsted, CT 06098, 4 beds, 1 bath

$750,000

4 beds1 bath5,389 sq ft

436 Main St, Winsted, CT 06098

Property at 33 Dawn Ave, Torrington, CT 06790, 3 beds, 1.5 baths

$299,500

3 beds1.5 baths1,144 sq ft

33 Dawn Ave, Torrington, CT 06790

Property at 58 Eggleston St, Torrington, CT 06790, 3 beds, 2 baths

$314,900

3 beds2 baths1,092 sq ft

58 Eggleston St, Torrington, CT 06790

Property at 104 Judson St, Thomaston, CT 06787, 3 beds, 1 bath

$259,900

3 beds1 bath1,377 sq ft

104 Judson St, Thomaston, CT 06787

Property at 131 Greenwood St, Watertown, CT 06795, 3 beds, 1.5 baths

$329,999

3 beds1.5 baths1,248 sq ft

131 Greenwood St, Watertown, CT 06795

Property at 604 Wildcat Hill Rd, Harwinton, CT 06791, 4 beds, 2.5 baths

$680,000

4 beds2.5 baths2,711 sq ft

604 Wildcat Hill Rd, Harwinton, CT 06791

Property at 115 Old Robertsville Rd, Winsted, CT 06098, 5 beds, 1.5 baths

$649,900

5 beds1.5 baths2,304 sq ft

115 Old Robertsville Rd, Winsted, CT 06098

Property at 305 Killorin Rd, Watertown, CT 06795, 4 beds, 3 baths

$840,000

4 beds3 baths4,912 sq ft

305 Killorin Rd, Watertown, CT 06795

Property at 20 Cowles Rd, Bethlehem, CT 06751, 5 beds, 3.5 baths

$875,000

5 beds3.5 baths3,033 sq ft

20 Cowles Rd, Bethlehem, CT 06751

Property at 217 Sawyer Hill Rd, New Milford, CT 06776, 2 beds, 2.5 baths

$3,500,000

2 beds2.5 baths4,420 sq ft

217 Sawyer Hill Rd, New Milford, CT 06776

Property at 156 Lincoln Ave, Winsted, CT 06098, 2 beds, 1 bath

$299,900

2 beds1 bath702 sq ft

156 Lincoln Ave, Winsted, CT 06098

Property at 4 Fall Mountain Ter, Terryville, CT 06786, 1 bed, 1 bath

$165,000

1 bed1 bath672 sq ft

4 Fall Mountain Ter, Terryville, CT 06786

Property at 114 Wheeler Farm Rd, Watertown, CT 06795, 4 beds, 3.5 baths

$1,100,000

4 beds3.5 baths3,836 sq ft

114 Wheeler Farm Rd, Watertown, CT 06795

Property at 8 Sherbrook Dr, Goshen, CT 06756, 5 beds, 4.5 baths

$1,375,000

5 beds4.5 baths4,021 sq ft

8 Sherbrook Dr, Goshen, CT 06756

Property at 136 Wyoming Ave, Torrington, CT 06790, 2 beds, 1 bath

$220,000

2 beds1 bath800 sq ft

136 Wyoming Ave, Torrington, CT 06790

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Based on information submitted to the MLS GRID as of Tue Dec 02 2025. 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 Litchfield County

There are currently 634 homes with pools for sale in Litchfield County at a median listing price of $485K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Litchfield County stay on the market for 63 days and receive 3 offers. This map is refreshed with the newest listings in Litchfield County every 15 minutes.

In the past month, 215 homes have been sold in Litchfield County. In addition to houses in Litchfield County, there were also 130 condos, 0 townhouses, and 49 multi-family units for sale in Litchfield County last month. Find your dream home in Litchfield 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 Litchfield County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Litchfield County. If you're looking to sell your home in the Litchfield County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Litchfield 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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