2 bedroom homes for sale in Windham County, CT

23 hours on Rocket

$4,453 Closing Credit¹

$375,000

2 beds • 1 bath • 960 sqft

11 Breaults Landing Rd, Thompson, CT 06277

#24102872, Colleen Rybacki, Listing office: Brunet and Company Real Estate

1 day on Rocket

$3,432 Closing Credit¹

$289,000

2 beds • 1 bath • 1,040 sqft

114 Lillibridge Rd, Plainfield, CT 06374

#24102490, Erin Anderson, Listing office: KW Legacy Partners

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4 days on Rocket

$3,859 Closing Credit¹

$325,000

2 beds • 1 bath • 1,125 sqft

28 Oak Dr, Woodstock, CT 06282

#24102259, Donna Copeland, Listing office: William Raveis Real Estate

40 Tillinghast Rd, Killingly, CT 06239 - manufactured / mobile home featuring a front lawn and view of wooded area

5 days on Rocket

$1,164 Closing Credit¹

$98,000

2 beds • 1.5 baths • 720 sqft

40 Tillinghast Rd, Killingly, CT 06239

#24101792, Patricia Malek, Listing office: First Choice Realty

5 days on Rocket

$938 Closing Credit¹

$79,000

2 beds • 2 baths • 924 sqft

107 Lions Way, Windham, CT 06256

#24101521, Noah King, Listing office: Home Selling Team

6 days on Rocket

$8,894 Closing Credit¹

$749,000

2 beds • 2 baths • 1,855 sqft

60 Indian Spring Rd, Woodstock, CT 06281

#24101331, Lindsey Niarhakos, Listing office: RE/MAX One

6 days on Rocket

$3,561 Closing Credit¹

$299,900

2 beds • 1.5 baths • 1,240 sqft

601 Whetstone Mls Unit 601, Killingly, CT 06241

#24101702, Jarrod Lewis, Listing office: J. Christopher Real Estate Group

Room to negotiate?

Median Sold Price

$350K

Avg. Sale Time

5 Days

Based on our May 2025 Market Report.

6 days on Rocket

$1,330 Closing Credit¹

$112,000

2 beds • 1 bath • 790 sqft

270 S Windham Rd Apt 61, Windham, CT 06226

#24101669, Jenny Dazy, Listing office: KW Legacy Partners

7 days on Rocket

$2,374 Closing Credit¹

$199,900

2 beds • 1 bath • 1,264 sqft

94 Canterbury Rd Unit D, Plainfield, CT 06374

#24101469, Kerri Mullen, Listing office: CR Premier Properties

$4,513 Closing Credit¹

$380,000

2 beds • 2 baths • 1,908 sqft

80 Ventura Dr, Brooklyn, CT 06234

#24100689, Androula Kazantzis, Listing office: Kazantzis Real Estate, LLC

$830 Closing Credit¹

$69,900

2 beds • 1 bath • 924 sqft

31 James Dr, Windham, CT 06256

#24086185, Brandon Cramer, Listing office: KW Legacy Partners

Backup offers

$2,672 Closing Credit¹

$225,000

2 beds • 1.5 baths • 1,264 sqft

366 Ash St # 31, Windham, CT 06226

#24100367, Paul Stepka, Listing office: Vision Real Estate

$5,047 Closing Credit¹

$425,000

2 beds • 2.5 baths • 1,430 sqft

4 Bluebird Ln Unit 4, Killingly, CT 06241

#73384527, Valerie MacNeil, Listing office: Kazantzis Real Estate, LLC

$2,672 Closing Credit¹

$225,000

2 beds • 2 baths • 1,673 sqft

45 Main St Apt 401, Plainfield, CT 06374

#24099440, Daniel Deojay, Listing office: RE/MAX Bell Park Realty

$3,443 Closing Credit¹

$289,900

2 beds • 1 bath • 1,342 sqft

34 Pleasant St Unit 5, Plainfield, CT 06374

#24099717, Benjamin Carbone, Listing office: Lamacchia Realty

Backup offers

$4,988 Closing Credit¹

$420,000

2 beds • 1 bath • 1,332 sqft

570 Hartford Rd, Brooklyn, CT 06234

#24097589, Kelli-Ann Moir, Listing office: Bard Real Estate, LLC

Backup offers

$701 Closing Credit¹

$59,000

2 beds • 1 bath • 1,036 sqft

28 Fairway Dr, Windham, CT 06256

#24095516, Jeanne Crum, Listing office: Home Selling Team

$1,663 Closing Credit¹

$140,000

2 beds • 2 baths • 960 sqft

20 Connecticut Dr, Plainfield, CT 06374

#24092365, Justin Cote, Listing office: Compass Connecticut, LLC

$8,906 Closing Credit¹

$750,000

2 beds • 2 baths • 1,338 sqft

72 Lake View Dr, Woodstock, CT 06281

#24097146, Alexcia Merritt, Listing office: RE/MAX Bell Park Realty

$4,619 Closing Credit¹

$389,000

2 beds • 3 baths • 1,774 sqft

17 Main St, Plainfield, CT 06374

#24094396, Tara Sepe, Listing office: HERE Realty

Backup offers

$3,443 Closing Credit¹

$289,900

2 beds • 1 bath • 1,383 sqft

13 Alpha St, Putnam, CT 06260

#24096270, Taylor Gildein, Listing office: Re/Max Results

Backup offers

$5,225 Closing Credit¹

$440,000

2 beds • 3 baths • 1,232 sqft

233 N Society Rd, Canterbury, CT 06331

#24094900, Heather Miller, Listing office: RE/MAX One

Backup offers

$1,841 Closing Credit¹

$155,000

2 beds • 1 bath • 1,320 sqft

897 Windham Rd, Windham, CT 06266

#24094677, Michelle Garabedian, Listing office: Home Selling Team

$653 Closing Credit¹

$55,000

2 beds • 1 bath • 672 sqft

36 Fairway Dr, Windham, CT 06256

#24094613, Erica Molochnick, Listing office: RbRE, LLC

Backup offers

$2,434 Closing Credit¹

$205,000

2 beds • 2 baths • 1,807 sqft

45 Main St Apt 409, Plainfield, CT 06374

#24092844, Ryan Smith, Listing office: Tier 1 Real Estate

Backup offers

$1,514 Closing Credit¹

$127,500

2 beds • 1 bath • 790 sqft

270 S Windham Rd Apt 63, Windham, CT 06226

#24092804, Mary Mercer, Listing office: Agnelli Real Estate

Backup offers

$1,781 Closing Credit¹

$150,000

2 beds • 1 bath • 1,035 sqft

29 Kathleen Dr Apt 9D, Windham, CT 06226

#24090557, Bud Bowes, Listing office: RE/MAX on the Bay

$7,469 Closing Credit¹

$629,000

2 beds • 2.5 baths • 3,288 sqft

10 Easy St Unit C, New London, CT 06320

#24088247, Charene Clark, Listing office: Coldwell Banker Realty

$7,469 Closing Credit¹

$629,000

2 beds • 2.5 baths • 3,288 sqft

10 Easy St Unit C, New London, CT 06320

#24087206, Charene Clark, Listing office: Coldwell Banker Realty

Backup offers

$1,027 Closing Credit¹

$86,500

2 beds • 1 bath • 528 sqft

4 Weeks Ln, Killingly, CT 06241

#24084304, Gene Larrow Jr., Listing office: Larrow's Real Estate

$4,453 Closing Credit¹

$374,999

2 beds • 2 baths • 884 sqft

3 Arnold Ln, Killingly, CT 06241

#24084042, Katie Spenard, Listing office: Kazantzis Real Estate, LLC

$3,205 Closing Credit¹

$269,900

2 beds • 1.5 baths • 1,022 sqft

19 Huntington Rd, Scotland, CT 06264

#24082255, Christine Johnson, Listing office: RE/MAX One

$10,000 Closing Credit¹

$899,900

2 beds • 2 baths • 2,240 sqft

338 Brooklyn Rd, Pomfret, CT 06259

#24062044, Catherine Duprey, Listing office: Duprey Real Estate, LLC

$4,749 Closing Credit¹

$399,900

2 beds • 2 baths • 3,168 sqft

191 Providence St, Putnam, CT 06260

#73313353, Corleen Law, Listing office: Berkshire Hathaway Home Service New England Properties

Windham County, CT Real Estate Market Overview

There are 34 2-bedroom homes for sale in Windham County, CT. The following market insights reflect all property types in the Windham County, CT real estate market. The number of homes in Windham County, CT increased by 4.9% between April 2025 and May 2025. While the average time on the market in May 2025 was 5 days, the median list price was $350,000. In May 2025 more than 63 listings in Windham County, CT were sold above the asking price. During the same period more than 18 listings were sold at asking price, while more than 38 were sold below.

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

What is it like to live in Windham County, CT

Overview

Windham County is located in Connecticut. There are roughly 118,083 residents, living in 44,600 households. The average temperature for Windham County this time of the year is low of 54F and high of 77F. On average, Windham County gets about 3.85 inches of precipitation in June. Most residents are home owners (69%), have a high school diploma (52%) and are single, no kids (37%).

Data provided by Home Junction

Schools near Windham County, CT

Elementary Schools

North Windham School
112 Jordan Ln
Public District KG-5
Windham Center School
45 North Rd
Public District KG-5
Brooklyn Elementary School
119 Gorman Rd
Public District PK-4

Middle Schools

Ashford School
440 Westford Rd
Public District PK-8
Thompson Middle School
785 Riverside Dr
Public District 5-8
Dr. Helen Baldwin Middle School
45 Westminster Rd
Public District 5-8

High Schools

Tourtellotte Memorial High School
785 Riverside Dr
Public District 9-12
H. H. Ellis Technical High School
613 Upper Maple St
Public District 9-12
Windham Technical High School
210 Birch St
Public District 9-12

Data provided by Great Schools

2 bedroom homes for sale in Windham County, CT

Windham County, CT Real Estate Market Overview

What is it like to live in Windham County, CT

Overview

Schools near Windham County, CT

Housing market reports in Windham County

Homes for sale near Windham County, CT

Top real estate cities in Connecticut