Windham County, CT homes for sale & real estate

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100 Breault St, Putnam, CT 06260
100 Breault St, Putnam, CT 06260
100 Breault St, Putnam, CT 06260
ABOUT THIS HOME
Windham County, CT Homes for Sale
Welcome to 100 Breault Street- a beautifully maintained 3-bedroom, 1-bath Ranch located in a quite neighborhood just minutes from downtown Putnam. This home features 1,152 sq ft of living space and has seen many recent mechanical upgrades in the last five years. A fantastic opportunity for anyone seeking one-level living with updates already in place. This home offers an enclosed porch, a generous living room, and three comfortably sized bedrooms all with hardwood flooring. The basement offers great potential, with a partially finished room that could be transformed into a playroom, home gym, or office. Off-street parking is plentiful, and there's even a large shed for extra storage. Don't

$349,000

3 beds1 bath1,152 sq ft

100 Breault St, Putnam, CT 06260

0.29 acre lot • Car-dependent

OPEN SAT, 11AM TO 1PM

29 Cheney Rd, Pomfret, CT 06259
29 Cheney Rd, Pomfret, CT 06259
29 Cheney Rd, Pomfret, CT 06259
ABOUT THIS HOME
Windham County, CT Homes for Sale
Tucked away in the desirable town of Pomfret, CT, this charming single-family home offers the perfect blend of privacy, space, and convenience. Set on a generously sized yard, the property is surrounded by natural beauty, offering a peaceful, secluded atmosphere while still being close to local amenities. A spacious back deck provides an ideal spot for outdoor relaxation or entertaining. The home features a one-car garage plus an attached workshop that rivals the size of a two-car garage-perfect for hobbyists, contractors, or additional storage. A paved driveway adds to the home's accessibility and ease of maintenance. Roof and vinyl siding are less than 10 years old. Whether you're looking

$300,000

2 beds1 bath1,316 sq ft

29 Cheney Rd, Pomfret, CT 06259

1.3 acre lot • Garage • Car-dependent

70 Laurel Hill Dr, Woodstock, CT 06281
70 Laurel Hill Dr, Woodstock, CT 06281
70 Laurel Hill Dr, Woodstock, CT 06281
ABOUT THIS HOME
Windham County, CT Homes for Sale
Get ready to fall in love with this fully renovated colonial, just one minute from the beach and offering stunning water views! What was once a charming 1,200 sq ft Cape has been recently completely reimagined into a spacious 1,600 sq ft Colonial. This like-new home now boasts 3 bedrooms, 2.5 bathrooms, and a fresh, modern layout perfect for everyday living and entertaining. The heart of the home is the beautifully remodeled kitchen, featuring brand-new stainless steel appliances and a seamless flow into the living room. All 3 bedrooms are a great-size and a dedicated laundry space is upstairs. Everything has been thoughtfully updated, from the newer septic system to the completely rebuilt

$499,900

3 beds2.5 baths1,682 sq ft

70 Laurel Hill Dr, Woodstock, CT 06281

0.76 acre lot • 2 garage spots • Car-dependent

33 Machine Shop Hill Rd, Windham, CT 06266
ABOUT THIS HOME
Windham County, CT Homes for Sale
Welcome to a unique chance to own a spacious multi-family property in the charming South Windham area. This home presents an outstanding opportunity for investors seeking rental income and invites a creative new owner to explore the renovation potential. With a total of five bedrooms and two bathrooms spread across 2,548 square feet, this property is ideal for offering flexibility to operate as a side-by-side duplex or be converted to a single-family residence. Each unit features its own living space, making it suitable for an owner-occupant with rental plans or a full investment property. The basement offers additional storage or workshop options. The versatile layout also includes covered

$237,500

5 beds1 bath2,548 sq ft

33 Machine Shop Hill Rd, Windham, CT 06266

0.42 acre lot • Garage • Car-dependent

20 Greystone St, Windham, CT 06226
20 Greystone St, Windham, CT 06226
20 Greystone St, Windham, CT 06226
ABOUT THIS HOME
Windham County, CT Homes for Sale
Fully renovated 3 bedroom, 1 1/2 Bathrooms on a level lot. Updated plumbing, electrical, insulation, furnace, water heater, roof, appliances, kitchen, all new windows and framed in basement ready for completion to add additional bedrooms or space. All public utilities. Dont miss your chance to see this move in ready home !

$274,900

3 beds1.5 baths1,344 sq ft

20 Greystone St, Windham, CT 06226

0.23 acre lot • 2 garage spots • Car-dependent

Property at 26 Hillside Vw, Killingly, CT 06239, 4 beds, 1.5 baths

$389,900

4 beds1.5 baths1,348 sq ft

26 Hillside Vw, Killingly, CT 06239

Property at 35 Snake Meadow Rd, CT 06239, 3 beds, 2.5 baths

$525,000

3 beds2.5 baths2,160 sq ft

35 Snake Meadow Rd

Property at 46 Harrington Dr, Plainfield, CT 06374, 2 beds, 1 bath

$20,000

2 beds1 bath530 sq ft

46 Harrington Dr, Plainfield, CT 06374

Property at 668 Quinebaug Rd, Thompson, CT 06255, 3 beds, 2 baths

$399,000

3 beds2 baths1,730 sq ft

668 Quinebaug Rd, Thompson, CT 06255

Property at Lot 8-6 Old Tatnic Hill Rd, Brooklyn, CT 06234, 3 beds, 2 baths

$484,900

3 beds2 baths1,375 sq ft

Lot 8-6 Old Tatnic Hill Rd, Brooklyn, CT 06234

Property at 434 Pleasant St, Windham, CT 06226, 4 beds, 2 baths

$235,000

4 beds2 baths2,259 sq ft

434 Pleasant St, Windham, CT 06226

Property at 16 North Rd, Ashford, CT 06278, 4 beds, 1.5 baths

$394,990

4 beds1.5 baths2,408 sq ft

16 North Rd, Ashford, CT 06278

Property at 66 Bebbington Rd, Ashford, CT 06278, 5 beds, 4.5 baths

$2,995,000

5 beds4.5 baths5,977 sq ft

66 Bebbington Rd, Ashford, CT 06278

Property at 60 Sachem Dr #60, Plainfield, CT 06374, 3 beds, 2 baths

$299,500

3 beds2 baths1,408 sq ft

60 Sachem Dr #60, Plainfield, CT 06374

Property at 70 Laurel Hill Dr, Woodstock, CT 06282, 3 beds, 2.5 baths

$499,900

3 beds2.5 baths1,682 sq ft

70 Laurel Hill Dr, Woodstock, CT 06282

Property at 110 Franklin St, Killingly, CT 06239, 7 beds, 2 baths

$279,900

7 beds2 baths2,422 sq ft

110 Franklin St, Killingly, CT 06239

Property at 53 Windham Rd, Hampton, CT 06247, 4 beds, 3 baths

$425,000

4 beds3 baths2,352 sq ft

53 Windham Rd, Hampton, CT 06247

Property at Undisclosed address, Chaplin, CT 06235, 2 beds, 1 bath

$242,000

2 beds1 bath928 sq ft

Undisclosed address, Chaplin, CT 06235

Property at 31 Bob White Way, Plainfield, CT 06354, 4 beds, 3.5 baths

$469,000

4 beds3.5 baths2,075 sq ft

31 Bob White Way, Plainfield, CT 06354

Property at 80 Ventura Dr, Brooklyn, CT 06234, 2 beds, 2 baths

$380,000

2 beds2 baths1,908 sq ft

80 Ventura Dr, Brooklyn, CT 06234

Property at 584 Prospect St, Woodstock, CT 06281, 3 beds, 2.5 baths

$1,250,000

3 beds2.5 baths3,983 sq ft

584 Prospect St, Woodstock, CT 06281

Property at 18 Highland St, Plainfield, CT 06354, 3 beds, 1.5 baths

$250,000

3 beds1.5 baths1,088 sq ft

18 Highland St, Plainfield, CT 06354

Property at 30 Tyrone Rd, Pomfret, CT 06259, 4 beds, 5 baths

$1,375,000

4 beds5 baths4,907 sq ft

30 Tyrone Rd, Pomfret, CT 06259

Property at 23 Little Bunggee Hill Rd, Woodstock, CT 06282, 4 beds, 2 baths

$595,000

4 beds2 baths2,160 sq ft

23 Little Bunggee Hill Rd, Woodstock, CT 06282

Property at 67 Perry St #120, Putnam, CT 06260, 2 beds, 2 baths

$265,000

2 beds2 baths1,600 sq ft

67 Perry St #120, Putnam, CT 06260

Property at 39 Huntington Dr, Plainfield, CT 06374, 3 beds, 2.5 baths

$499,900

3 beds2.5 baths2,000 sq ft

39 Huntington Dr, Plainfield, CT 06374

Property at 226 Harris Rd, Sterling, CT 06377, 3 beds, 2 baths

$449,000

3 beds2 baths2,467 sq ft

226 Harris Rd, Sterling, CT 06377

Property at Undisclosed address, Windham, CT 06280, 3 beds, 2.5 baths

$295,000

3 beds2.5 baths2,248 sq ft

Undisclosed address, Windham, CT 06280

Property at 117 State Ave, Killingly, CT 06241, 3 beds, 1 bath

$175,000

3 beds1 bath1,068 sq ft

117 State Ave, Killingly, CT 06241

Property at 171 David Cir, Putnam, CT 06260, 4 beds, 1.5 baths

$400,000

4 beds1.5 baths1,583 sq ft

171 David Cir, Putnam, CT 06260

Property at 53 Calvin Burnham Rd, Hampton, CT 06247, 2 beds, 1 bath

$335,000

2 beds1 bath1,409 sq ft

53 Calvin Burnham Rd, Hampton, CT 06247

Property at 49 Haley Ln, Windham, CT 06256, 3 beds, 2 baths

$115,000

3 beds2 baths1,296 sq ft

49 Haley Ln, Windham, CT 06256

Property at 40 Elm St, Windham, CT 06226, 8 beds, 4 baths

$484,999

8 beds4 baths4,808 sq ft

40 Elm St, Windham, CT 06226

Property at 192 Palmer Rd, Chaplin, CT 06235, 2 beds, 1.5 baths

$499,900

2 beds1.5 baths2,954 sq ft

192 Palmer Rd, Chaplin, CT 06235

Property at 389 Pleasant St, Windham, CT 06226, 8 beds, 4 baths

$489,999

8 beds4 baths3,828 sq ft

389 Pleasant St, Windham, CT 06226

Property at 156 Ballamahack Rd, Windham, CT 06280, 4 beds, 2 baths

$650,000

4 beds2 baths2,190 sq ft

156 Ballamahack Rd, Windham, CT 06280

Property at 63 Bailey St, Brooklyn, CT 06234, 3 beds, 1 bath

$335,000

3 beds1 bath1,202 sq ft

63 Bailey St, Brooklyn, CT 06234

Property at 64 Bailey St, Brooklyn, CT 06234, 3 beds, 2 baths

$325,000

3 beds2 baths1,862 sq ft

64 Bailey St, Brooklyn, CT 06234

Property at 1669 Route 169, Woodstock, CT 06281, 2 beds, 2 baths

$1,250,000

2 beds2 baths2,340 sq ft

1669 Route 169, Woodstock, CT 06281

Property at 8 Haley Ln, Windham, CT 06256, 3 beds, 2 baths

$125,000

3 beds2 baths1,296 sq ft

8 Haley Ln, Windham, CT 06256

Property at 136 Chapman St, Windham, CT 06226, 12 beds, 5 baths

$599,999

12 beds5 baths4,466 sq ft

136 Chapman St, Windham, CT 06226

Viewing page 3 of 8

Average home prices near Windham County, CT

Cities

Plainfield Village homes for sale
$469,900
Storrs homes for sale
$407,400
North Grosvenor Dale homes for sale
$399,500
South Windham homes for sale
$325,000
Lake Bungee homes for sale
$499,900
Willimantic homes for sale
$278,000
Brooklyn homes for sale
$484,900
East Brooklyn homes for sale
$380,000
Danielson homes for sale
$385,000
South Woodstock homes for sale
$554,500
Putnam homes for sale
$349,450
Moosup homes for sale
$414,500
Mansfield Center homes for sale

Counties

Hartford County homes for sale
$400,000
New Haven County homes for sale
$429,900
New London County homes for sale
$433,450

Windham County, CT real estate trends

All Home Types trends in Windham County, CT

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$399,742

+12.6% YoY | Jun 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Jun 2025

Growth

% YoY

Windham County, CT

$399,742

+12.6%

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