Cheap homes for sale & real estate in Windham County, CT

157 homes

Sort:

Recommended

ABOUT THIS HOME
Cheap Home for sale in Windham County, CT:
Welcome home to this inviting 4-bedroom, 2-bath split-level. The main level features a bright living room, dining area, and kitchen with access to a spacious 26x17 deck-perfect for entertaining. Three bedrooms and a full bath complete the upper level. The lower level offers a versatile 28x12 bedroom, a mudroom or dressing area off the garage, plus another full bathroom, and a convenient utility/laundry area. Efficient Weil-McLain oil boiler with hot water storage tank, 200-amp electrical, and solar panels. Two mini-splits provide cooling on both levels. Town water and sewer. Conveniently located near I-395 with easy access to major routes, shopping, schools, dining, and local amenities, inc

$439,900

4 beds2 baths2,395 sq ft

24 David Cir, Putnam, CT 06260

Spacious deck • 200-amp electrical • Utility laundry area

ABOUT THIS HOME
Cheap Home for sale in Windham County, CT:
Welcome to this well-maintained property located in the quiet town of Thompson, CT. Nestled in a peaceful setting yet close to everyday conveniences, this home offers a perfect blend of comfort and practicality. Inside, you'll find a bright and inviting floor plan with spacious living areas designed for both relaxation and entertaining. The custom kitchen is newly updated with wood cabinetry, stone counter tops, and stainless steel appliances. The entire home was freshly painted, and hardwood floors refinished. Enjoy the wood fireplace, whole house generator, large rear deck, massive rear yard, and in-ground swimming pool. The home has a large main level bedroom while additional bedrooms on

$399,900

3 beds1.5 baths1,516 sq ft

215 Sand Dam Rd, Thompson, CT 06277

Custom kitchen • Wood cabinetry • Stone counter tops

NEW CONSTRUCTION

ABOUT THIS HOME
Cheap Home for sale in Windham County, CT:
Welcome to this stunning NEW BUILD, offering modern comfort with a warm and inviting feel. The kitchen features beautiful quartz countertops and a wood-tone island with a waterfall quartz finish that adds both style and warmth to the space. Enjoy brand-new appliances, new flooring throughout, and an ample-sized garage with a concrete driveway. A spacious deck provides the perfect spot to relax or entertain. With everything brand new, this home is truly move-in ready. The lot may also have potential to be subdivided into an additional building lot. Conveniently located just minutes from downtown Putnam, and close to I-395 for an easy commute-you'll have quick access to dining, shopping, and

$449,000

3 beds2 baths1,696 sq ft

6 Prospect St, Putnam, CT 06260

Quartz countertops • New flooring • Wood-tone island

NEW CONSTRUCTION

ABOUT THIS HOME
Cheap Home for sale in Windham County, CT:
Beautiful new-construction raised ranch located on a quiet dead-end street overlooking the river. This bright and modern home features an open floor plan with a stunning kitchen complete with granite countertops, stainless steel appliances, and plenty of cabinet space. The main level offers three large bedrooms, including a spacious primary suite with its own full bath. The finished lower level provides additional living space perfect for a family room, home office, or play area. Enjoy central air, energy-efficient utilities, and a large deck where you can relax and take in peaceful views of the river. With its private setting and quality construction, this home is the perfect blend of comf

$440,000

3 beds2.5 baths1,824 sq ft

10 School ST EXT, Plainfield, CT 06374

Large deck • Open floor plan • New construction

ABOUT THIS HOME
Cheap Home for sale in Windham County, CT:
Welcome to this fully renovated 3 bedroom, 1 bath home that has been completely brought back to life! This house has been transformed from top to bottom. Notable exterior upgrades include new roof, new siding, new windows, and a new drilled well. Once you step inside this home you will notice a completely refreshed interior which provides a modern feel with fresh neutral paint to suit any decor style. The main level features the upgraded kitchen with stainless steel appliances, new countertops, and new flooring. Just steps off the kitchen you will find a covered porch perfect for morning coffee or bug free relaxing evenings! Continuing on the main floor is the modern style bathroom with ne

$332,000

3 beds1 bath1,242 sq ft

40 Tarbox Rd, Plainfield, CT 06374

New siding • Upgraded kitchen • New drilled well

Property at 74 Athol St #74, Killingly, CT 06239, 2 beds, 1.5 baths

$215,000

2 beds1.5 baths1,344 sq ft

74 Athol St #74, Killingly, CT 06239

Property at 633 Wauregan Rd, Brooklyn, CT 06234, 3 beds, 2 baths

$419,900

3 beds2 baths1,716 sq ft

633 Wauregan Rd, Brooklyn, CT 06234

Property at 33 Railroad Ave, Plainfield, CT 06374, 3 beds, 1 bath

$245,000

3 beds1 bath1,504 sq ft

33 Railroad Ave, Plainfield, CT 06374

Property at 462 Norwich Rd, Plainfield, CT 06374, 3 beds, 1.5 baths

$259,000

3 beds1.5 baths2,280 sq ft

462 Norwich Rd, Plainfield, CT 06374

Property at 10 Topview Dr, Thompson, CT 06262, 1 bed, 1 bath

$315,000

1 bed1 bath1,586 sq ft

10 Topview Dr, Thompson, CT 06262

Property at 75 Lisbon Rd, Canterbury, CT 06331, 1 bed, 1 bath

$225,000

1 bed1 bath782 sq ft

75 Lisbon Rd, Canterbury, CT 06331

Property at 7 Devotion Rd, Scotland, CT 06264, 4 beds, 2 baths

$399,000

4 beds2 baths1,787 sq ft

7 Devotion Rd, Scotland, CT 06264

Property at 6 Nahaco Hill Ln, Eastford, CT 06242, 1 bed, 1.5 baths

$315,000

1 bed1.5 baths1,167 sq ft

6 Nahaco Hill Ln, Eastford, CT 06242

Property at 102 Cottage St, Killingly, CT 06239, 8 beds, 4 baths

$279,000

8 beds4 baths3,951 sq ft

102 Cottage St, Killingly, CT 06239

Property at 29 Union St, Moosup, CT 06354, 4 beds, 1 bath

$247,500

4 beds1 bath1,865 sq ft

29 Union St, Moosup, CT 06354

Property at 55 Pond View Dr, Woodstock, CT 06281, 3 beds, 1.5 baths

$375,000

3 beds1.5 baths1,476 sq ft

55 Pond View Dr, Woodstock, CT 06281

Property at 385 Hampton Rd, Chaplin, CT 06235, 5 beds, 3.5 baths

$354,900

5 beds3.5 baths2,496 sq ft

385 Hampton Rd, Chaplin, CT 06235

Property at 28 Circle Dr, North Windham, CT 06256, 3 beds, 2 baths

$168,500

3 beds2 baths1,152 sq ft

28 Circle Dr, North Windham, CT 06256

Property at 99 Snake Meadow Rd, Killingly, CT 06239, 3 beds, 1.5 baths

$339,000

3 beds1.5 baths1,610 sq ft

99 Snake Meadow Rd, Killingly, CT 06239

Property at 1032 N Main St #9, Dayville, CT 06241, 1 bed, 1 bath

$47,900

1 bed1 bath600 sq ft

1032 N Main St #9, Dayville, CT 06241

Property at 41 Spring St, Willimantic, CT 06226, 9 beds, 3.5 baths

$375,000

9 beds3.5 baths4,057 sq ft

41 Spring St, Willimantic, CT 06226

Property at 173 Westford Hill Rd, Ashford, CT 06278, 3 beds, 1.5 baths

$350,000

3 beds1.5 baths1,394 sq ft

173 Westford Hill Rd, Ashford, CT 06278

Property at 129 Snake Meadow Rd, Plainfield, CT 06354, 3 beds, 2 baths

$449,900

3 beds2 baths1,700 sq ft

129 Snake Meadow Rd, Plainfield, CT 06354

Property at 181 Snake Meadow Rd, Moosup, CT 06354, 3 beds, 2 baths

$399,000

3 beds2 baths2,050 sq ft

181 Snake Meadow Rd, Moosup, CT 06354

Property at 26 Perkins St, Plainfield, CT 06374, 3 beds, 1.5 baths

$323,000

3 beds1.5 baths1,760 sq ft

26 Perkins St, Plainfield, CT 06374

Property at 69 Wauregan Rd, Killingly, CT 06239, 3 beds, 1 bath

$285,000

3 beds1 bath1,178 sq ft

69 Wauregan Rd, Killingly, CT 06239

Property at 133 Maple St, Killingly, CT 06239, 4 beds, 4.5 baths

$399,900

4 beds4.5 baths3,029 sq ft

133 Maple St, Killingly, CT 06239

Property at 23 Pond Way, North Windham, CT 06256, 2 beds, 1 bath

$74,900

2 beds1 bath938 sq ft

23 Pond Way, North Windham, CT 06256

Property at 70 Laurel Hill Dr, Woodstock, CT 06281, 3 beds, 2.5 baths

$420,000

3 beds2.5 baths1,682 sq ft

70 Laurel Hill Dr, Woodstock, CT 06281

Property at 224 Pomfret St, Putnam, CT 06260, 3 beds, 2 baths

$399,000

3 beds2 baths1,944 sq ft

224 Pomfret St, Putnam, CT 06260

Property at 69 Perry St #130, Putnam, CT 06260, 2 beds, 1.5 baths

$245,000

2 beds1.5 baths1,200 sq ft

69 Perry St #130, Putnam, CT 06260

Property at 75 Academy Hill Rd, Plainfield, CT 06374, 3 beds, 2 baths

$315,000

3 beds2 baths1,008 sq ft

75 Academy Hill Rd, Plainfield, CT 06374

Property at 7 Shelby Cir, Killingly, CT 06241, 3 beds, 1 bath

$325,000

3 beds1 bath960 sq ft

7 Shelby Cir, Killingly, CT 06241

Property at 102 Krapf Rd, Ashford, CT 06278, 4 beds, 2 baths

$449,000

4 beds2 baths2,760 sq ft

102 Krapf Rd, Ashford, CT 06278

Property at 17 Green Is, Thompson, CT 06277, 2 beds, 1 bath

$369,900

2 beds1 bath440 sq ft

17 Green Is, Thompson, CT 06277

Property at 381 Bungay Hill Rd, Woodstock, CT 06281, 4 beds, 1.5 baths

$423,000

4 beds1.5 baths1,904 sq ft

381 Bungay Hill Rd, Woodstock, CT 06281

Property at 983 Riverside Dr, North Grosvenordale, CT 06255, 6 beds, 2 baths

$299,900

6 beds2 baths2,040 sq ft

983 Riverside Dr, North Grosvenordale, CT 06255

Property at 144 Prospect Ave, Killingly, CT 06239, 6 beds, 2 baths

$289,999

6 beds2 baths2,600 sq ft

144 Prospect Ave, Killingly, CT 06239

Property at 34 Pleasant St #7, Plainfield, CT 06374, 3 beds, 1.5 baths

$249,900

3 beds1.5 baths1,259 sq ft

34 Pleasant St #7, 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 132 Grove St, Putnam, CT 06260, 3 beds, 1 bath

$340,900

3 beds1 bath1,344 sq ft

132 Grove St, Putnam, CT 06260

Viewing page 2 of 4

Cheap Homes for Sale in Windham County

There are currently 157 cheap homes for sale in Windham County at a median listing price of $392K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Windham County stay on the market for 51 days and receive 1 offers. This map is refreshed with the newest listings in Windham County every 15 minutes.

In the past month, 93 homes have been sold in Windham County. In addition to houses in Windham County, there were also 27 condos, 1 townhouse, and 23 multi-family units for sale in Windham County last month. Find your dream home in Windham 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 Windham County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Windham County. If you're looking to sell your home in the Windham County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Windham County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for Windham County, CT

Cities

Nearby Counties

Nearby Counties with Cheap Homes

Nearby Cities with Cheap Homes

More to explore in Windham County, CT

How to buy a house in Windham County, CT

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Connecticut

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.