Windham, CT homes for sale & real estate

1 day on Rocket

$2,968 Closing Credit¹

$249,900

4 beds • 2 baths • 1,500 sqft

227 Ash St, Windham, CT 06226

#24086473, Kim Benoit, Listing Office: CENTURY 21 Shutters & Sails

1 day on Rocket

$771 Closing Credit¹

$64,900

3 beds • 2 baths • 924 sqft

337 Tuckie Rd, Windham, CT 06256

#24086168, Jacqueline Kapusta, Listing Office: Navick Properties LLC

Save big

You could save thousands when you partner with Rocket Homes℠ and Rocket Mortgage®

4 days on Rocket

$4,263 Closing Credit¹

$359,000

4 beds • 2.5 baths • 1,930 sqft

24 Brick Top Ln, Windham, CT 06280

#24085842, Heather Yoreo, Listing Office: Coldwell Banker Realty

6 days on Rocket

$1,306 Closing Credit¹

$110,000

3 beds • 2 baths • 1,296 sqft

46 Lions Way, Windham, CT 06256

#24085071, Ryan Lamb, Listing Office: RE/MAX Coast and Country

6 days on Rocket

$1,899 Closing Credit¹

$159,900

3 beds • 2 baths • 1,674 sqft

56 Lions Way, Windham, CT 06256

#24085161, Mary Beth Malin, Listing Office: Brunet and Company Real Estate

$3,325 Closing Credit¹

$280,000

2 beds • 2 baths • 1,267 sqft

32 Crystal Rd, Windham, CT 06256

#24082460, Marta Lisowska, Listing Office: KW Legacy Partners

$4,155 Closing Credit¹

$349,900

5 beds • 2 baths • 2,002 sqft

185 High St, Windham, CT 06226

#24084703, Amy Rio, Listing Office: Executive Real Estate Inc.

Room to negotiate?

Median Sold Price

$265K

Based on our March 2025 Market Report.

$1,768 Closing Credit¹

$148,900

3 beds • 2 baths • 1,296 sqft

19 Lions Way, Windham, CT 06256

#24084393, Kim Mauro, Listing Office: Executive Real Estate Inc.

$3,384 Closing Credit¹

$285,000

3 beds • 1 bath • 1,274 sqft

59 Lynwood Dr, Windham, CT 06226

#24082243, Wendy McDonald, Listing Office: Century 21 AllPoints Realty

$1,068 Closing Credit¹

$89,900

3 beds • 2 baths • 1,152 sqft

57 Circle Dr, Windham, CT 06256

#24081401, Jessica Boswell, Listing Office: LPT Realty

Backup offers

$4,513 Closing Credit¹

$380,000

7 beds • 3,640 sqft

74 Windham St, Windham, CT 06226

#24082299, Maxwell Castrogiovanni, Listing Office: eXp Realty

$1,603 Closing Credit¹

$135,000

2 beds • 1 bath • 790 sqft

270 S Windham Rd Apt 63, Windham, CT 06226

#24082009, Mary Mercer, Listing Office: Agnelli Real Estate

$4,452 Closing Credit¹

$374,900

3 beds • 2 baths • 1,241 sqft

487 N St, Windham, CT 06226

#24081803, Karen Milhem, Listing Office: Media Realty Group, Inc.

$5,106 Closing Credit¹

$430,000

3 beds • 2.5 baths • 1,792 sqft

7 Autumn Rdg, Windham, CT 06280

#24081169, Cathyann Schulte, Listing Office: Countryside Realty

$2,611 Closing Credit¹

$219,900

3 beds • 2 baths • 1,036 sqft

4 Gifford Ave, Windham, CT 06226

#24081123, Dennis Golden, Listing Office: Real Broker CT, LLC

Backup offers

$3,444 Closing Credit¹

$290,000

2 beds • 1 bath • 1,728 sqft

10 George Pl, Windham, CT 06256

#24074950, Sadierose Saucier, Listing Office: Drawbridge Realty

Backup offers

$2,969 Closing Credit¹

$250,000

6 beds • 2 baths • 1,755 sqft

61 Mountain St, Windham, CT 06226

#24079376, Maya Basic, Listing Office: William Raveis Real Estate

Backup offers

$3,266 Closing Credit¹

$275,000

2 beds • 2 baths • 1,260 sqft

153 N Rd, Windham, CT 06280

#24076298, Stephen Daly, Listing Office: LPT Realty

$3,324 Closing Credit¹

$279,900

3 beds • 1.5 baths • 1,327 sqft

399 High St, Windham, CT 06226

#24076714, Karan Garewal, Listing Office: Winwin Realty

Backup offers

$2,874 Closing Credit¹

$242,000

3 beds • 1.5 baths • 1,306 sqft

33 Roanoak Ave, Windham, CT 06226

#24077267, Jenny Dazy, Listing Office: KW Legacy Partners

Backup offers

$3,919 Closing Credit¹

$330,000

5 beds • 2.5 baths • 2,660 sqft

114 Highland View Dr, Windham, CT 06266

#24077046, Lawrence Ross, Listing Office: Weichert,REALTORS-Four Corners

$8,905 Closing Credit¹

$749,900

15 beds • 6 baths • 6,278 sqft

7 W Park St, Windham, CT 06226

#24075337, Robyn Letourneau, Listing Office: Berkshire Hathaway NE Prop.

$4,749 Closing Credit¹

$399,900

8 beds • 2 baths • 2,398 sqft

7 Church St, Killingly, CT 06239

#24074009, Benjamin Carbone, Listing Office: Lamacchia Realty

Backup offers

$1,424 Closing Credit¹

$119,900

2 beds • 1 bath • 790 sqft

270 S Windham Rd Apt 52, Windham, CT 06226

#24073129, Jacob Essig, Listing Office: William Pitt Sotheby's Int'l

$5,047 Closing Credit¹

$425,000

6 beds • 6 baths • 2,712 sqft

13 Spring St, Windham, CT 06226

#24052732, Heather Meehan, Listing Office: Meehan & Daughters Real Estate

$1,009 Closing Credit¹

$85,000

2 beds • 1 bath • 924 sqft

15 James Dr, Windham, CT 06256

#24070992, Clarence Russ, Listing Office: Home Selling Team

$1,246 Closing Credit¹

$104,900

3 beds • 2 baths • 1,248 sqft

56 Circle Dr, Windham, CT 06256

#24070608, Elaine AbouAkar, Listing Office: Century 21 AllPoints Realty

$5,213 Closing Credit¹

$439,000

3 beds • 2 baths • 1,400 sqft

1153 Windham Rd, Windham, CT 06266

#24059832, Timothy Morse, Listing Office: Home Selling Team

$5,213 Closing Credit¹

$439,000

3 beds • 2 baths • 1,400 sqft

1157 Windham Rd, Windham, CT 06266

#24059900, Timothy Morse, Listing Office: Home Selling Team

$15,987

Land • 0.17 Acres

28 Cloran St, Windham, CT 06226

#24066107, Derek Greene, Listing Office: The Greene Realty Group

$3,432 Closing Credit¹

$289,000

3 beds • 2 baths • 1,900 sqft

359 Plains Rd, Windham, CT 06226

#24065151, Avi Ron, Listing Office: SSG Real Estate LLC

$2,138 Closing Credit¹

$180,000

7 beds • 3 baths • 1,668 sqft

57 Chapman St, Windham, CT 06226

#24062280, Anthony Chabot, Listing Office: Chabot & Associates Real Estate

Backup offers

$3,266 Closing Credit¹

$275,000

4 beds • 2 baths • 1,416 sqft

11 Lovers Ln, Windham, CT 06280

#24061254, Rolando Navarro, Listing Office: KW Legacy Partners

Tour

$5,522 Closing Credit¹

$465,000

3 beds • 2.5 baths • 1,900 sqft

1145 Windham Rd, Windham, CT 06266

#24059899, Timothy Morse, Listing Office: Home Selling Team

$3,559 Closing Credit¹

$299,700

3 beds • 2 baths • 2,423 sqft

118 Windham Center Rd, Windham, CT 06280

#24050184, Todd Rolland, Listing Office: LAER Realty Partners

$1,899 Closing Credit¹

$159,900

3 beds • 2 baths • 1,436 sqft

1 Circle Dr, Windham, CT 06256

#24049586, Ryan Smithwick, Listing Office: eRealty Advisors, Inc.

$3,206 Closing Credit¹

$270,000

4 beds • 2 baths • 1,844 sqft

157 Chestnut St, Windham, CT 06226

#24030149, Mark Tetreault, II, Listing Office: RE/MAX Bell Park Realty

Windham, CT Real Estate Market Overview

Browse 37 homes for sale in Windham, CT. View properties, photos, nearby real estate with school and housing market information. In March 2025 in Windham, CT there were 15.1% more homes for sale than in February 2025. While the average time on the market in March 2025 was 0 days, the median list price was $265,000. While more than 8 listings in Windham, CT in March 2025 were sold above asking price, there were more than 1 listings sold at asking price, and more than 6 were sold below.

From Rocket Homes Real Estate and based on county public records data

Schools near Windham, CT

Elementary Schools

North Windham School
112 Jordan Ln
Public District KG-5
Windham Center School
45 North Rd
Public District KG-5
Natchaug School
123 Jackson St
Public District KG-5

Middle Schools

Charles H. Barrows STEM Academy
141 Tuckie Rd
Public Magnet KG-8
Windham Middle School
123 Quarry St
Public District 6-8

High Schools

Windham Technical High School
210 Birch St
Public District 9-12
Arts at the Capitol Theater (ACT) Magnet School
896 Main St
Public Magnet 9-12
Windham High School
355 High St
Public District 9-12

Data provided by Great Schools

Homes for sale in Windham, CT

Windham, CT Real Estate Market Overview

What is it like to live in Windham, CT

Overview

Schools near Windham, CT

Housing market reports in Windham County

Homes for sale near Windham, CT

Top real estate cities in Connecticut