Homes with Pools for Sale in Litchfield County, CT

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ABOUT THIS HOME
Home with a Pool for sale in Litchfield County, CT:
Welcome to 250 Willow Springs. This is the largest true 3 Bedroom unit over at Willow Springs. It is rare to see one of these units hit the market. Freshly painted home offers appliances that were installed in 2022 and a hot water heater new in 2019, with many years of life remaining. The electric fireplace in the Living Room offers heat and ambiance. This lovely complex has a gated swimming pool with chairs for relaxing and a large pool to enjoy only steps away from the front door. There is also a multi level Club house for entertaining larger parties. Willow Springs is close to Golf, Fitness centers, rowing and dining, with restaurants, state and town Parks. Willow Springs also offers a s

$314,900

3 beds1.5 baths1,776 sq ft

250 Willow Spgs #250, New Milford, CT 06776

Gated swimming pool • Electric fireplace • $434 HOA

ABOUT THIS HOME
Home with a Pool for sale in Litchfield County, CT:
Turnkey 2-family income producing property with great tenants and a partially fenced in level yard. The 1st floor features 1 bedroom and 1 full bath, the 2nd floor unit has 3 bedrooms and 2 full bathrooms, with a nice porch. Off-street parking for 3 vehicles in the detached garages. The property is conveniently located on a quiet street, walking distance to a shopping plaza and just minutes to Rt. 8. Updates include replacement windows and on demand natural gas heating systems. Property is being sold "as-is". Both units are rented below market rent, with lots of upside potential.

$274,900

4 beds3 baths1,733 sq ft

121 Culvert St, Torrington, CT 06790

4,356 sq ft lot • 3 garage spots • Built 1910

NEW CONSTRUCTION

ABOUT THIS HOME
Home with a Pool for sale in Litchfield County, CT:
An exceptional opportunity to create a high-end custom Colonial on over 10 private acres in the tranquil hills of Norfolk. This thoughtfully designed 2,794 sq ft residence offers 4 bedrooms and 2.5 baths with a desirable first-floor primary suite, combining refined comfort with a timeless layout. The main level features a bright, open floor plan designed for both everyday living and entertaining, seamlessly connecting the kitchen, dining, and living areas with direct access to a rear patio overlooking the expansive, scenic grounds. The first-floor primary suite offers a private retreat complete with a spacious walk-in closet and en-suite bath, creating an ideal blend of luxury and convenien

$935,000

4 beds2.5 baths2,794 sq ft

0A Old Goshen Rd, Norfolk, CT 06058

10.2 acre lot • 2 garage spots • Built 2026

ABOUT THIS HOME
Home with a Pool for sale in Litchfield County, CT:
Great investment property! 3 Family home on a cul de sac. Unit 1 and 2 are identical with Living Room, Eat-in Kitchen, 2 Bedrooms and full Bath. Laminate flooring in living spaces. Unit 3 is 1 Bedroom, Kitchen/Living Room and full Bath. 2 car detached garage with electricity. Laundry hookup available in basement. Vinyl siding, Thermopane Windows, Enclosed porch. Highest and Best Due By 11/3/25 at 5pm

$380,000

5 beds3 baths1,896 sq ft

15 Woodside Ln, Terryville, CT 06786

Cul de sac • Vinyl siding • Thermopane windows

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Litchfield County, CT:
A rare opportunity to own a piece of Litchfield history. This stunning Colonial Revival residence graces iconic North Street, one of Connecticut's most distinguished addresses. Built by Julius Deming for his daughter, Clarissa Deming Perkins, this architecturally significant home is a contributing property to the historic character of Litchfield's celebrated streetscape. Spanning 4910 sf, this home offers 12 gracious rooms and 5 fireplaces with 4 en-suite bedrooms upstairs and 2 bedrooms in the rear of the main level, a potential in-law or guest area. Period details and timeless design are evident throughout, from the authentic colonial revival fence-an excellent example of the era- to the

$1,350,000

6 beds6 baths4,910 sq ft

124 North St, Litchfield, CT 06759

Refined millwork • 0.48 acre lot • 2 garage spots

Property at 30 Culvert St, Torrington, CT 06790, 6 beds, 4 baths

$530,000

6 beds4 baths5,650 sq ft

30 Culvert St, Torrington, CT 06790

Property at 2 Chapel Hill Rd, New Milford, CT 06776, 3 beds, 1.5 baths

$380,000

3 beds1.5 baths1,036 sq ft

2 Chapel Hill Rd, New Milford, CT 06776

Property at 85 Stedman Rd, New Hartford, CT 06057, 2 beds, 1 bath

$349,999

2 beds1 bath748 sq ft

85 Stedman Rd, New Hartford, CT 06057

Property at 21 Schroback Rd, Plymouth, CT 06782, 3 beds, 1.5 baths

$242,000

3 beds1.5 baths1,344 sq ft

21 Schroback Rd, Plymouth, CT 06782

Property at 117 Cherry Ave, Watertown, CT 06795, 3 beds, 2.5 baths

$375,000

3 beds2.5 baths1,552 sq ft

117 Cherry Ave, Watertown, CT 06795

Property at 19 Henry St, Oakville, CT 06779, 3 beds, 1.5 baths

$420,000

3 beds1.5 baths956 sq ft

19 Henry St, Oakville, CT 06779

Property at 111 Oxbow Dr, Torrington, CT 06790, 3 beds, 1 bath

$359,900

3 beds1 bath1,170 sq ft

111 Oxbow Dr, Torrington, CT 06790

Property at 8 Oak St, Winsted, CT 06098, 2 beds, 1.5 baths

$190,000

2 beds1.5 baths832 sq ft

8 Oak St, Winsted, CT 06098

Property at 83 Jason Ave, Watertown, CT 06795, 3 beds, 1 bath

$379,900

3 beds1 bath1,422 sq ft

83 Jason Ave, Watertown, CT 06795

Property at 130 N Elm St, Torrington, CT 06790, 9 beds, 3 baths

$349,900

9 beds3 baths2,482 sq ft

130 N Elm St, Torrington, CT 06790

Property at 36 Flagg Hill Rd, Colebrook, CT 06021, 3 beds, 1 bath

$295,000

3 beds1 bath1,303 sq ft

36 Flagg Hill Rd, Colebrook, CT 06021

Property at 11 Bobin Rd, Terryville, CT 06786, 4 beds, 1.5 baths

$354,900

4 beds1.5 baths1,969 sq ft

11 Bobin Rd, Terryville, CT 06786

Property at 11 W Chestnut Hill Rd, Litchfield, CT 06759, 5 beds, 3.5 baths

$765,000

5 beds3.5 baths3,328 sq ft

11 W Chestnut Hill Rd, Litchfield, CT 06759

Property at 65 Woodside Cir #65, Torrington, CT 06790, 2 beds, 2 baths

$215,000

2 beds2 baths1,154 sq ft

65 Woodside Cir #65, Torrington, CT 06790

Property at 67 Transylvania Rd, Roxbury, CT 06783, 4 beds, 3 baths

$919,000

4 beds3 baths3,624 sq ft

67 Transylvania Rd, Roxbury, CT 06783

Property at 700 Bantam Rd, Bantam, CT 06750, 7 beds, 5 baths

$525,000

7 beds5 baths3,265 sq ft

700 Bantam Rd, Bantam, CT 06750

Property at 5 Kielwasser Rd, Washington Depot, CT 06794, 3 beds, 3.5 baths

$3,195,000

3 beds3.5 baths3,134 sq ft

5 Kielwasser Rd, Washington Depot, CT 06794

Property at 37 E Cotton Hill Rd, New Hartford, CT 06057, 4 beds, 1 bath

$379,000

4 beds1 bath1,260 sq ft

37 E Cotton Hill Rd, New Hartford, CT 06057

Property at 136 Morro St, Oakville, CT 06779, 5 beds, 2.5 baths

$329,000

5 beds2.5 baths1,428 sq ft

136 Morro St, Oakville, CT 06779

Property at 116 Albany St, Torrington, CT 06790, 3 beds, 1.5 baths

$295,000

3 beds1.5 baths1,165 sq ft

116 Albany St, Torrington, CT 06790

Property at 56 Hillside Ave, Plymouth, CT 06782, 3 beds, 1 bath

$325,000

3 beds1 bath1,008 sq ft

56 Hillside Ave, Plymouth, CT 06782

Property at 95 Nalette Dr, Winsted, CT 06098, 3 beds, 2.5 baths

$365,000

3 beds2.5 baths2,356 sq ft

95 Nalette Dr, Winsted, CT 06098

Property at 246 Ashley Falls Rd, Canaan, CT 06018, 4 beds, 2 baths

$369,000

4 beds2 baths2,214 sq ft

246 Ashley Falls Rd, Canaan, CT 06018

Property at 684 Main St, Plymouth, CT 06782, 7 beds, 3 baths

$415,000

7 beds3 baths3,445 sq ft

684 Main St, Plymouth, CT 06782

Property at 114 Carmel Hill Rd N, Bethlehem, CT 06751, 3 beds, 2 baths

$799,900

3 beds2 baths2,430 sq ft

114 Carmel Hill Rd N, Bethlehem, CT 06751

Property at 839 Main St Apt 104, Torrington, CT 06790, 1 bed, 1 bath

$139,900

1 bed1 bath656 sq ft

839 Main St Apt 104, Torrington, CT 06790

Property at 127 School Hill Rd, Goshen, CT 06756, 2 beds, 1 bath

$420,000

2 beds1 bath1,782 sq ft

127 School Hill Rd, Goshen, CT 06756

Property at 37 Putnam Rd, New Milford, CT 06776, 4 beds, 2.5 baths

$550,000

4 beds2.5 baths1,768 sq ft

37 Putnam Rd, New Milford, CT 06776

Property at 119 Tognalli Dr, Torrington, CT 06790, 4 beds, 2.5 baths

$549,900

4 beds2.5 baths2,794 sq ft

119 Tognalli Dr, Torrington, CT 06790

Property at 390 Main St, New Hartford, CT 06057, 5 beds, 1.5 baths

$479,999

5 beds1.5 baths2,782 sq ft

390 Main St, New Hartford, CT 06057

Property at 908 Main St, Torrington, CT 06790, 7 beds, 4 baths

$399,900

7 beds4 baths3,178 sq ft

908 Main St, Torrington, CT 06790

Property at 308 Skiff Mountain Rd, Kent, CT 06757, 3 beds, 3 baths

$1,250,000

3 beds3 baths3,296 sq ft

308 Skiff Mountain Rd, Kent, CT 06757

Property at 277 Painter Hill Rd, Roxbury, CT 06783, 3 beds, 2.5 baths

$2,572,500

3 beds2.5 baths2,559 sq ft

277 Painter Hill Rd, Roxbury, CT 06783

Property at 52 Curtis Rd, Bridgewater, CT 06752, 3 beds, 2 baths

$879,000

3 beds2 baths2,444 sq ft

52 Curtis Rd, Bridgewater, CT 06752

Property at 118 Pearl St, Torrington, CT 06790, 10 beds, 3.5 baths

$439,900

10 beds3.5 baths3,562 sq ft

118 Pearl St, Torrington, CT 06790

Property at 23 Berry St, Torrington, CT 06790, 4 beds, 2 baths

$300,000

4 beds2 baths1,882 sq ft

23 Berry St, Torrington, CT 06790

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Based on information submitted to the MLS GRID as of Mon Dec 01 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 639 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 129 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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