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

175 homes

Sort:

Recommended

OPEN SAT, 9:30AM TO 11AM

ABOUT THIS HOME
Cheap Home for sale in Windham County, CT:
Welcome to this cozy 3-bedroom Cape tucked away on a full acre of land! It needs a little TLC, but it's packed with charm and space. With 3 bedrooms and a potential office or 4th bedroom, you have plenty of space to play with. With its spacious backyard is a total blank slate for your dream garden, a fire pit, or summer hangouts. The property is being sold as-is, and it's ready for a new owner to call it home. Interior pictures to come.

$310,000

3 beds2 baths1,512 sq ft

34 Mason Hill Rd, Dayville, CT 06241

Spacious backyard • Potential office • Full acre of land

COMING SOON

ABOUT THIS HOME
Cheap Home for sale in Windham County, CT:
1940's Cape Cod style home that has been completely remodeled from the studs in over the past 25 years of ownership. Home features a flexible floor plan with 3 bedrooms and 1.5 bathrooms, a large & open eating space kitchen, first floor bedroom potential, along with over 1/2 AC of yard and a large Barn Yard detached Garage/Shed with power perfect for toys & vehicles. Newer septic updated 200-amp circuit breakers with generator ready connections & fully insulated. First floor features a tiled floor kitchen, wood floors in the living room along with the 1st floor bedroom currently utilized as an offer. The full bathroom was recently renovated & updated. Upstairs, 2 add

$359,900

3 beds1.5 baths1,215 sq ft

133 Church St, Thompson, CT 06277

0.57 acre lot • Garage • Built 1940

OPEN SAT, 10:30AM TO 12PMFLOOR PLAN

ABOUT THIS HOME
Cheap Home for sale in Windham County, CT:
Welcome to this inviting 4-bedroom, 2-bathroom home offering plenty of flexibility for a growing household. Situated on a 0.18-acre lot in the heart of Putnam, this property combines convenience with the charm of small-town living. Enjoy easy access to local schools, shopping, dining, and major routes for commuting. Inside, you'll find generous living spaces filled with natural light and plenty of potential to make the home your own. This property is ready for renovations and offers an excellent opportunity for a buyer/investor looking to add value and personalize a home to their liking. Seller is motivated-bring all offers! Property is being sold AS IS, WHERE IS. Cash, hard money, or conve

$225,000

3 beds1 bath1,367 sq ft

24 Tatem St, Putnam, CT 06260

7,840 sq ft lot • Garage • Built 1890

NEW 4 HRS AGO

ABOUT THIS HOME
Cheap Home for sale in Windham County, CT:
Tucked into a peaceful country setting, this pristine single-family home offers the best of both worlds-low-maintenance condo-style living with the privacy you've been looking for. Enjoy serene views of open fields right from your back deck and main living area, creating the perfect backdrop for relaxing or entertaining. With 1,068 square feet of thoughtfully designed space, this move-in ready home features two generously sized bedrooms, each with its own full bath, plus an additional half bath for guests. The inviting living room is highlighted by a cozy propane fireplace, while central A/C ensures comfort year-round. The kitchen is both stylish and functional, complete with stainless stee

$324,900

1 bed1.5 baths1,068 sq ft

224 Westford Rd #11, Eastford, CT 06242

Propane fireplace • Generator hookup • Granite countertops

OPEN SAT, 2PM TO 3:30PM3D WALKTHROUGH

ABOUT THIS HOME
Cheap Home for sale in Windham County, CT:
Whether you're looking for abundant living space, room for extended household members, or an investment opportunity, this spacious 5-bedroom, 2-bath home offers exceptional flexibility in a prime Windham location. The home features generously sized bedrooms, updated bathrooms, and a versatile floor plan that can easily adapt to a variety of needs. A possible sixth bedroom on the first floor provides even more options for a home office, guest room, or additional living space. Previously utilized as a 6-bedroom rental, the home offers an abundance of space and functionality. A detached 2-car garage and expansive driveway provide ample parking, while the generous . 41-acre lot offers a surpris

$362,500

6 beds2 baths2,181 sq ft

371 Prospect St, Willimantic, CT 06226

Spacious yard • Expansive driveway • Generous lot

Property at 15 Susie Ave, Moosup, CT 06354, 3 beds, 2 baths

$415,000

3 beds2 baths1,428 sq ft

15 Susie Ave, Moosup, CT 06354

Property at 44 Davis St, Killingly, CT 06239, 3 beds, 1 bath

$329,900

3 beds1 bath1,260 sq ft

44 Davis St, Killingly, CT 06239

Property at 86 Chestnut St, Willimantic, CT 06226, 4 beds, 2 baths

$290,000

4 beds2 baths1,560 sq ft

86 Chestnut St, Willimantic, CT 06226

Property at 506 Church St, Putnam, CT 06260, 3 beds, 2 baths

$285,000

3 beds2 baths1,409 sq ft

506 Church St, Putnam, CT 06260

Property at 137 Hawkins St, Killingly, CT 06239, 3 beds, 1.5 baths

$285,000

3 beds1.5 baths1,260 sq ft

137 Hawkins St, Killingly, CT 06239

Property at 81 Hawkins St, Killingly, CT 06239, 3 beds, 2 baths

$350,000

3 beds2 baths1,854 sq ft

81 Hawkins St, Killingly, CT 06239

Property at 45 S Prospect St, Putnam, CT 06260, 2 beds, 1 bath

$275,000

2 beds1 bath832 sq ft

45 S Prospect St, Putnam, CT 06260

Property at 11 Bellevue St, Willimantic, CT 06226, 6 beds, 2 baths

$175,000

6 beds2 baths1,948 sq ft

11 Bellevue St, Willimantic, CT 06226

Property at 51 Gallup St, Plainfield, CT 06374, 3 beds, 1 bath

$285,000

3 beds1 bath1,251 sq ft

51 Gallup St, Plainfield, CT 06374

Property at 15 Bellevue St, Willimantic, CT 06226, 4 beds, 1.5 baths

$199,000

4 beds1.5 baths1,807 sq ft

15 Bellevue St, Willimantic, CT 06226

Property at 13 Polly Ave, Killingly, CT 06078, 3 beds, 1 bath

$359,900

3 beds1 bath1,520 sq ft

13 Polly Ave, Killingly, CT 06078

Property at 195 Wagher Rd, North Grosvenordale, CT 06255, 3 beds, 1.5 baths

$429,900

3 beds1.5 baths1,529 sq ft

195 Wagher Rd, North Grosvenordale, CT 06255

Property at 12 Fawn Rdg #12, Woodstock, CT 06281, 2 beds, 1 bath

$199,900

2 beds1 bath832 sq ft

12 Fawn Rdg #12, Woodstock, CT 06281

Property at 524 Christopher Way, Dayville, CT 06241, 2 beds, 1 bath

$353,000

2 beds1 bath1,040 sq ft

524 Christopher Way, Dayville, CT 06241

Property at 257 Sabin St #13, Putnam, CT 06260, 2 beds, 2 baths

$279,000

2 beds2 baths1,246 sq ft

257 Sabin St #13, Putnam, CT 06260

Property at 86 Thompson Hill Rd, North Grosvenordale, CT 06255, 3 beds, 1.5 baths

$300,000

3 beds1.5 baths1,025 sq ft

86 Thompson Hill Rd, North Grosvenordale, CT 06255

Property at 245 School St, Putnam, CT 06260, 3 beds, 1 bath

$200,000

3 beds1 bath2,684 sq ft

245 School St, Putnam, CT 06260

Property at 13 Oriole Dr #13, Killingly, CT 06239, 2 beds, 2 baths

$415,000

2 beds2 baths1,292 sq ft

13 Oriole Dr #13, Killingly, CT 06239

Property at 143 Main St, Sterling, CT 06377, 3 beds, 1 bath

$295,000

3 beds1 bath1,056 sq ft

143 Main St, Sterling, CT 06377

Property at 45 Main St #111, Plainfield, CT 06374, 1 bed, 1 bath

$193,500

1 bed1 bath970 sq ft

45 Main St #111, Plainfield, CT 06374

Property at 660 E Thompson Rd, Thompson, CT 06277, 6 beds, 1.5 baths

$200,000

6 beds1.5 baths1,658 sq ft

660 E Thompson Rd, Thompson, CT 06277

Property at 130 Windham Rd, Willimantic, CT 06226, 4 beds, 2.5 baths

$335,000

4 beds2.5 baths2,379 sq ft

130 Windham Rd, Willimantic, CT 06226

Property at 55 Glebas Rd, Plainfield, CT 06374, 3 beds, 2.5 baths

$449,000

3 beds2.5 baths3,004 sq ft

55 Glebas Rd, Plainfield, CT 06374

Property at 64 Katherine Ave, Killingly, CT 06070, 3 beds, 1 bath

$299,900

3 beds1 bath1,178 sq ft

64 Katherine Ave, Killingly, CT 06070

Property at 31 Palmer St, Killingly, CT 06239, 3 beds, 2 baths

$320,000

3 beds2 baths1,351 sq ft

31 Palmer St, Killingly, CT 06239

Property at 111 Island Rd, Killingly, CT 06241, 3 beds, 1 bath

$335,000

3 beds1 bath1,282 sq ft

111 Island Rd, Killingly, CT 06241

Property at 187 Tuckie Rd, North Windham, CT 06256, 3 beds, 2 baths

$390,000

3 beds2 baths2,158 sq ft

187 Tuckie Rd, North Windham, CT 06256

Property at 273 Hartford Rd, Brooklyn, CT 06234, 3 beds, 2 baths

$399,900

3 beds2 baths1,643 sq ft

273 Hartford Rd, Brooklyn, CT 06234

Property at 21-23 George St, Putnam, CT 06260, 6 beds, 2 baths

$249,900

6 beds2 baths1,993 sq ft

21-23 George St, Putnam, CT 06260

Property at 11 N Canterbury Rd, Canterbury, CT 06331, 3 beds, 2 baths

$399,600

3 beds2 baths2,700 sq ft

11 N Canterbury Rd, Canterbury, CT 06331

Property at 40 Crooked Trl, Woodstock, CT 06281, 3 beds, 2 baths

$285,000

3 beds2 baths1,728 sq ft

40 Crooked Trl, Woodstock, CT 06281

Property at 164 Tripp Hollow Rd, Brooklyn, CT 06234, 3 beds, 2 baths

$384,900

3 beds2 baths1,152 sq ft

164 Tripp Hollow Rd, Brooklyn, CT 06234

Property at 207 Summit St, Willimantic, CT 06226, 3 beds, 2 baths

$365,000

3 beds2 baths2,318 sq ft

207 Summit St, Willimantic, CT 06226

Property at 290 Ference Rd, Ashford, CT 06278, 2 beds, 1 bath

$389,000

2 beds1 bath1,575 sq ft

290 Ference Rd, Ashford, CT 06278

Property at 421 Modock Rd, Putnam, CT 06260, 2 beds, 2 baths

$399,900

2 beds2 baths1,448 sq ft

421 Modock Rd, Putnam, CT 06260

Property at 263 Christian Hill Rd, Brooklyn, CT 06234, 3 beds, 2 baths

$399,999

3 beds2 baths1,340 sq ft

263 Christian Hill Rd, Brooklyn, CT 06234

Viewing page 1 of 5

Cheap Homes for Sale in Windham County

There are currently 175 cheap homes for sale in Windham County at a median listing price of $399K. 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 36 days and receive 1 offers. This map is refreshed with the newest listings in Windham County every 15 minutes.

In the past month, 142 homes have been sold in Windham County. In addition to houses in Windham County, there were also 30 condos, 1 townhouse, and 40 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

3 Redfin agents serving Windham County

Deals*

4.4

Satisfaction

355

Homes closed*

* Data from the last year

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

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.