Windham County, CT homes for sale & real estate

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SHORT SALEFLOOR PLAN

ABOUT THIS HOME
Windham County, CT Homes for Sale
Discover the potential in this fixer-upper featuring an ideal floor plan with spacious, flowing living areas and endless possibilities to make it your own. The open and functional layout offers great bones for a renovation project, with generously sized rooms, abundant natural light, and a seamless flow perfect for modern living and entertaining. Whether you're an investor, flipper, or buyer looking to create your dream home, this property is a fantastic opportunity to bring your vision to life while adding significant value. A rare chance to transform a home with incredible potential into something truly special! Property is subject to short sale.

$285,000

3 beds1 bath960 sq ft

37 Ruth St, Killingly, CT 06239

0.26 acre lot • 4 parking spots • Built 1958

ABOUT THIS HOME
Windham County, CT Homes for Sale
Excellent opportunity to own a spacious 2-family home with great flexibility for investors or owner-occupants. The first unit offers 2 bedrooms and 1 full bath, while the second unit features a generous 4-bedroom, 2-bath layout, providing plenty of space for larger households or strong rental potential. A 2-car garage adds valuable parking and storage, making this property even more attractive. Whether you're looking to expand your investment portfolio, live in one unit and rent the other, or accommodate extended living arrangements, this multi-family home offers versatility, functionality, and long-term value. Sold as is where is. Needs work

$299,900

6 beds3 baths2,700 sq ft

14 Carey St, Willimantic, CT 06226

0.27 acre lot • 2 garage spots • Built 1890

ABOUT THIS HOME
Windham County, CT Homes for Sale
61-63 Pomfret Street, Putnam, CT 06260 Excellent turnkey investment in the heart of Putnam. This true side-by-side townhouse-style duplex has been thoroughly renovated and finished to a high standard. Each unit has its own first and second floor, private basement, and private fenced-in rear lawn. The left side offers 4 bedrooms and 1 bath, currently rented at $1,600/month. The right side offers 3 bedrooms and 1.5 baths, currently rented at $1,400/month. Combined gross rents are $3,000/month ($36,000/year). Both tenants are month-to-month. Updates include newer cabinets and countertops, fully renovated bathrooms, freshly painted walls throughout, and flooring in good condition. The roof is o

$445,000

7 beds2.5 baths2,198 sq ft

61-63 Pomfret St, Putnam, CT 06260

Private basement • Newer cabinets • 7,405 sq ft lot

ABOUT THIS HOME
Windham County, CT Homes for Sale
19-21 Mohegan Street, Putnam, CT. Spacious double-lot 3-family property featuring an in-ground pool, fully fenced yard, and multiple sheds. The right side unit spans the basement, first, and second floors with 4 bedrooms and 1.5 baths. The lower left unit is a 1 bedroom 1 bath, and the top left unit with a sliding glass door is also a 1 bedroom 1 bath. Conveniently located just minutes from downtown Putnam amenities, shopping, and services. Easy commute to Worcester in about 25 minutes, Providence in about 45 minutes, and both New London and Hartford in under an hour. Currently occupied by tenants. 5 minutes to I-395 and major shopping with solid outdoor space and strong regional accessibil

$444,900

6 beds3.5 baths2,354 sq ft

19-21 Mohegan St, Putnam, CT 06260

Multiple sheds • In-ground pool • Solid outdoor space

FLOOR PLAN

ABOUT THIS HOME
Windham County, CT Homes for Sale
158 ACRES W/ EXPANSIVE HALLS POND FRONTAGE - 3 PARCELS, FULLY RENOVATED 2-FAMILY DWELLING, & ENDLESS POSSIBILITIES! Encompassing a remarkable combination of income-producing real estate, significant waterfront acreage, 3 contiguous parcels, & extraordinary natural beauty, this is one of the most compelling land offerings to become available in Northeast CT in recent memory. Sale inclusive of . 5 acre parcel (w/ 2-family house), 102.59 acre waterfront parcel w/ substantial frontage along Halls Pond, highlighted by a stunning peninsula extending into the water, & an additional 56 acre parcel that expands the property's remarkable scale, privacy, & potential. The 2,700sf 2-

$1,350,000

3 beds4 baths2,700 sq ft

25 Kennerson Reservoir Rd, Eastford, CT 06278

Hardwood flooring • Halls pond frontage • Waterfront parcel

Property at 107 N Society Rd, Canterbury, CT 06331, 3 beds, 2.5 baths

$580,000

3 beds2.5 baths1,464 sq ft

107 N Society Rd, Canterbury, CT 06331

Property at 104 Hanover Rd, Canterbury, CT 06331, 3 beds, 2.5 baths

$694,900

3 beds2.5 baths2,412 sq ft

104 Hanover Rd, Canterbury, CT 06331

Property at 232 Ballouville Rd, Dayville, CT 06233, 8 beds, 2 baths

$474,900

8 beds2 baths2,450 sq ft

232 Ballouville Rd, Dayville, CT 06233

Property at 14 Hnath Rd, Ashford, CT 06278, 3 beds, 2 baths

$594,900

3 beds2 baths2,000 sq ft

14 Hnath Rd, Ashford, CT 06278

Property at 564 Hubbard Rd, Killingly, CT 06241, 4 beds, 2 baths

$949,900

4 beds2 baths2,343 sq ft

564 Hubbard Rd, Killingly, CT 06241

Property at 25 Rte 197 #70, Woodstock, CT 06281, 2 beds, 1 bath

$74,899

2 beds1 bath450 sq ft

25 Rte 197 #70, Woodstock, CT 06281

Property at 1147 Plainfield Pike, Sterling, CT 06373, 5 beds, 3 baths

$450,000

5 beds3 baths3,050 sq ft

1147 Plainfield Pike, Sterling, CT 06373

Property at 260 Summit St, Willimantic, CT 06226, 9 beds, 4 baths

$479,000

9 beds4 baths2,939 sq ft

260 Summit St, Willimantic, CT 06226

Property at 6 Indian Run Dr, Thompson, CT 06277, 1 bed, 1 bath

$400,000

1 bed1 bath644 sq ft

6 Indian Run Dr, Thompson, CT 06277

Property at 70 Walnut St, Putnam, CT 06260, 5 beds, 2 baths

$325,000

5 beds2 baths1,998 sq ft

70 Walnut St, Putnam, CT 06260

Property at 282 & 260 Searles Rd, Pomfret Center, CT 06259, 4 beds, 4 baths

$2,950,000

4 beds4 baths4,442 sq ft

282 & 260 Searles Rd, Pomfret Center, CT 06259

Property at 36 Olde Meadow Rd, Woodstock, CT 06281, 4 beds, 2.5 baths

$799,900

4 beds2.5 baths2,900 sq ft

36 Olde Meadow Rd, Woodstock, CT 06281

Property at 101 Child Hill Rd, Woodstock, CT 06281, 4 beds, 3 baths

$520,000

4 beds3 baths2,150 sq ft

101 Child Hill Rd, Woodstock, CT 06281

Property at 36 Church St, Killingly, CT 06241, 6 beds, 2 baths

$350,000

6 beds2 baths2,678 sq ft

36 Church St, Killingly, CT 06241

Property at Undisclosed address, Plainfield, CT 06374, 4 beds, 2 baths

$459,900

4 beds2 baths2,400 sq ft

Undisclosed address, Plainfield, CT 06374

Property at 47 Texas Heights Rd, Plainfield, CT 06374, 3 beds, 1 bath

$289,000

3 beds1 bath960 sq ft

47 Texas Heights Rd, Plainfield, CT 06374

Property at 115 Groveland Ave #7, Putnam, CT 06260, 2 beds, 1.5 baths

$399,900

2 beds1.5 baths1,232 sq ft

115 Groveland Ave #7, Putnam, CT 06260

Property at 31-33 Brunswick Ave, Moosup, CT 06354, 6 beds, 2 baths

$359,000

6 beds2 baths2,383 sq ft

31-33 Brunswick Ave, Moosup, CT 06354

Property at 23 Mechanic St, Killingly, CT 06239, 5 beds, 3 baths

$450,000

5 beds3 baths2,032 sq ft

23 Mechanic St, Killingly, CT 06239

Property at 39 Valley View Dr Unit 14B, Dayville, CT 06241, 3 beds, 2.5 baths

$454,900

3 beds2.5 baths1,710 sq ft

39 Valley View Dr Unit 14B, Dayville, CT 06241

Property at 37 Valley View Dr Unit 14A, Dayville, CT 06241, 3 beds, 2.5 baths

$454,900

3 beds2.5 baths1,710 sq ft

37 Valley View Dr Unit 14A, Dayville, CT 06241

Property at 362 Thompson Rd, Thompson, CT 06277, 7 beds, 3.5 baths

$749,900

7 beds3.5 baths4,231 sq ft

362 Thompson Rd, Thompson, CT 06277

Property at 16 Valley View Dr, Dayville, CT 06241, 4 beds, 3 baths

$529,900

4 beds3 baths2,003 sq ft

16 Valley View Dr, Dayville, CT 06241

Property at 173 Lisbon Rd, Canterbury, CT 06331, 3 beds, 2.5 baths

$589,000

3 beds2.5 baths1,885 sq ft

173 Lisbon Rd, Canterbury, CT 06331

Property at 522 S Canterbury Rd, Canterbury, CT 06331, 3 beds, 2 baths

$400,000

3 beds2 baths1,791 sq ft

522 S Canterbury Rd, Canterbury, CT 06331

Property at 367 Mashentuck Rd, Killingly, CT 06239, 4 beds, 3.5 baths

$655,000

4 beds3.5 baths2,852 sq ft

367 Mashentuck Rd, Killingly, CT 06239

Property at 725 S Frontage Rd, Killingly, CT 06239, 3 beds, 2 baths

$499,900

3 beds2 baths1,538 sq ft

725 S Frontage Rd, Killingly, CT 06239

Property at 70 Woodstock Rd, Pomfret Center, CT 06259, 2 beds, 1 bath

$399,900

2 beds1 bath1,284 sq ft

70 Woodstock Rd, Pomfret Center, CT 06259

Property at 11 East Howey Rd, Ashford, CT 06278, 3 beds, 2 baths

$549,900

3 beds2 baths2,622 sq ft

11 East Howey Rd, Ashford, CT 06278

Property at 15 Chaplin Rd, Eastford, CT 06242, 3 beds, 1 bath

$299,900

3 beds1 bath1,140 sq ft

15 Chaplin Rd, Eastford, CT 06242

Property at 25 Gilman St, Putnam, CT 06260, 4 beds, 2 baths

$329,000

4 beds2 baths1,536 sq ft

25 Gilman St, Putnam, CT 06260

Property at 266 S Main St, Putnam, CT 06260, 2 beds, 1 bath

$275,900

2 beds1 bath684 sq ft

266 S Main St, Putnam, CT 06260

Property at 123 Ashford Rd #6, Eastford, CT 06242, 2 beds, 2 baths

$349,900

2 beds2 baths1,513 sq ft

123 Ashford Rd #6, Eastford, CT 06242

Property at 834 Hampton Rd, Pomfret, CT 06259

$100,000

Land2.10 acres (lot)

834 Hampton Rd, Pomfret, CT 06259

Property at 60 & 68 Squaw Rock Rd, Killingly, CT 06239

$100,000

Land42.55 acres (lot)

60 & 68 Squaw Rock Rd, Killingly, CT 06239

$89,900

Land6.27 acres (lot)

Drain St, Hampton, CT 06247

Viewing page 6 of 8

Average home prices near Windham County, CT

Cities

Plainfield Village homes for sale
$349,000
Storrs homes for sale
$291,450
North Grosvenor Dale homes for sale
$439,900
Wauregan homes for sale
$365,000
Willimantic homes for sale
$290,000
Quinebaug homes for sale
$512,400
Brooklyn homes for sale
$387,450
East Brooklyn homes for sale
$394,950
Danielson homes for sale
$332,500
South Woodstock homes for sale
$595,000
Putnam homes for sale
$349,900
Moosup homes for sale
$372,450
Mansfield Center homes for sale
$395,000
Dayville homes for sale
$529,900

Counties

Hartford County homes for sale
$399,000
New Haven County homes for sale
$419,900
New London County homes for sale
$440,000

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)

$381,147

+5.9% YoY | Sep 2026

1 year
3 year
5 year

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

Location

Data

Sep 2026

Growth

% YoY

Windham County, CT

$381,147

+5.9%

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Deals*

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Satisfaction

369

Homes closed*

* Data from the last year

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