Windham, CT homes for sale & real estate

office area with baseboards and wood finished floors

1 day on Rocket

$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

single story home featuring a garage, roof with shingles, brick siding, and a chimney

6 days on Rocket

$4,512 Closing Credit¹

$379,999

3 beds • 1 bath • 1,322 sqft

46 Boulevard Rd, Windham CT 06256

#24078875, Ashley Walker, Listing Office: Brunet and Company Real Estate

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

single story home featuring a garage, driveway, a porch, and solar panels

view of front of property with a garage and solar panels

dining room featuring baseboards, light wood finished floors, and recessed lighting

6 days on Rocket

$4,198 Closing Credit¹

$353,500

3 beds • 2 baths • 1,536 sqft

16 Victory Ln, Windham CT 06226

#24078576, Lisa Gookin, Listing Office: CR Premier Properties

back of house at dusk featuring fence, a gambrel roof, a yard, roof with shingles, and a chimney

view of home's exterior featuring a gambrel roof

view of outbuilding with fence and an outdoor structure

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

stairs featuring a textured ceiling and wood finished floors

kitchen featuring white appliances, light wood-style flooring, brown cabinets, and a sink

kitchen featuring light wood-type flooring, brown cabinets, and a sink

$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

view of front of home with entry steps, fence, roof with shingles, a chimney, and a front yard

view of front facade with roof with shingles and a chimney

unfurnished living room featuring a wood stove, baseboards, wood finished floors, and recessed lighting

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

view of front facade featuring covered porch

$3,088 Closing Credit¹

$260,000

3 beds • 2 baths • 1,476 sqft

498 Prospect St, Windham CT 06226

#24074898, Janet Krohn, Listing Office: ERA Blanchard & Rossetto

Room to negotiate?

Median Sold Price

$260K

Based on our February 2025 Market Report.

view of front of home with roof mounted solar panels and a chimney

view of front of house featuring a chimney, roof mounted solar panels, and central AC unit

snow covered property featuring a wooden deck

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

exterior space with a storage shed and an outbuilding

Backup offers

$1,496 Closing Credit¹

$126,000

3 beds • 2 baths • 1,512 sqft

19 Carolyn Ln, Windham CT 06256

#24075742, Sue Esposito, Listing Office: Home Selling Team

birds eye view of property with a residential view

$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.

$4,868 Closing Credit¹

$409,900

8 beds • 2 baths • 2,398 sqft

7 Church St, Killingly CT 06239

#24074009, Benjamin Carbone, Listing Office: Lamacchia Realty

rear view of property featuring a yard, a patio, and a sunroom

Backup offers

$3,978 Closing Credit¹

$335,000

3 beds • 1.5 baths • 2,085 sqft

225 Lewiston Ave, Windham CT 06226

#24074708, Stephen Daly, Listing Office: LPT Realty

$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

Backup offers

$3,324 Closing Credit¹

$279,900

5 beds • 1.5 baths • 1,440 sqft

623 Boston Post Rd, Windham CT 06256

#24072783, Kim Gates, Listing Office: Gateway Real Estate

$830 Closing Credit¹

$69,900

2 beds • 1 bath • 938 sqft

17 Pond Way, Windham CT 06256

#24071468, Christopher Grant, Listing Office: Christopher F. Grant Broker

victorian-style house featuring covered porch

victorian-style house with covered porch

view of front of home with covered porch

$5,522 Closing Credit¹

$465,000

6 beds • 6 baths • 2,712 sqft

13 Spring St, Windham CT 06226

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

foyer with wooden walls and dark hardwood / wood-style floors

kitchen with tasteful backsplash, white cabinetry, appliances with stainless steel finishes, and sink

$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

manufactured / mobile home featuring a wooden deck and a shed

manufactured / mobile home with a wooden deck

$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

foyer with crown molding and dark hardwood / wood-style floors

Backup offers

$4,334 Closing Credit¹

$365,000

4 beds • 2 baths • 3,180 sqft

371 Prospect St, Windham CT 06226

#24066154, Sadie Saucier, Listing Office: Drawbridge Realty

manufactured / mobile home featuring a gazebo and a deck

$1,661 Closing Credit¹

$139,900

3 beds • 2 baths • 1,620 sqft

78 Lions Way, Windham CT 06256

#24070749, Kristen Merrill, Listing Office: Countryside Realty

kitchen featuring sink, white cabinets, light hardwood / wood-style flooring, and white appliances

hallway featuring light hardwood / wood-style floors

Backup offers

$2,957 Closing Credit¹

$249,000

3 beds • 1 bath • 1,088 sqft

497 Pleasant St, Windham CT 06226

#24069362, Jessica Duhaime, Listing Office: Pledge Property Management

bi-level home with a garage, concrete driveway, and brick siding

$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

bi-level home featuring a garage, concrete driveway, and brick siding

$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

28 Cloran St, Windham CT, 06226 land for sale

Listing photo 2 for 28 Cloran St, Windham CT 06226

Listing photo 3 for 28 Cloran St, Windham CT 06226

$15,987

Land • 0.17 Acres

28 Cloran St, Windham CT 06226

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

front facade with covered porch, a garage, a front lawn, and an outdoor structure

view of front of property with covered porch and a front lawn

view of front of house with covered porch

$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

view of front of home with a garage and a front yard

$3,859 Closing Credit¹

$325,000

3 beds • 2.5 baths • 2,496 sqft

329 Indian Hollow Rd, Windham CT 06280

#24065354, Valerie Yankus, Listing Office: Property Shoppe, LLC

view of front of house featuring a sunroom

$2,374 Closing Credit¹

$199,900

7 beds • 3 baths • 1,668 sqft

57 Chapman St, Windham CT 06226

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

single story home featuring a front yard and a garage

$5,926 Closing Credit¹

$499,000

4 beds • 2.5 baths • 2,142 sqft

56 Sundale Dr, Windham CT 06280

#24061948, Betsy Diquattro, Listing Office: Johnston & Associates Real Estate, LLC

view of front of house with a garage and a front yard

rear view of property featuring a deck and a lawn

$3,563 Closing Credit¹

$300,000

4 beds • 2 baths • 1,416 sqft

11 Lovers Ln, Windham CT 06280

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

$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

Backup offers

$5,522 Closing Credit¹

$465,000

3 beds • 2.5 baths • 1,900 sqft

200 Old Bush Hill Rd, Windham CT 06226

#24059901, Timothy Morse, Listing Office: Home Selling Team

view of front of home featuring a front yard and covered porch

view of home's exterior featuring an outbuilding, a porch, and a garage

$3,856 Closing Credit¹

$324,700

3 beds • 2 baths • 2,423 sqft

118 Windham Center Rd, Windham CT 06280

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

manufactured / mobile home with a front lawn

view of front of house featuring a front lawn

$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.

27 S St, Windham CT, 06226 land for sale

Listing photo 2 for 27 S St, Windham CT 06226

Listing photo 3 for 27 S St, Windham CT 06226

$180,000

Land • 11.24 Acres

27 S St, Windham CT 06226

#24047845, Kris Lippi, Listing Office: Get Listed Realty

Windham, CT Real Estate Market Overview

Browse 34 homes for sale in Windham, CT. View properties, photos, nearby real estate with school and housing market information. The number of listings in Windham, CT increased by 6.4% between January 2025 and February 2025. In February 2025 median list price was $260,000 and the average listing age was 0 days. Over 4 listings were sold over their listed price in February 2025 in Windham, CT. In the same period over 3 listings were sold below the listed price and 4 listings were sold for the listed price.

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