2 bedroom homes for sale in Windham County, CT

townhome / multi-family property featuring a residential view, driveway, and a garage

living area featuring a ceiling fan, an AC wall unit, and wood finished floors

living room with dark wood-style floors and a wall unit AC

1 hour on Rocket

$3,444 Closing Credit¹

$290,000

2 beds • 1.5 baths • 1,472 sqft

3 Westside Dr Unit 15, Thompson CT 06255

#73345783, Jennifer Holland, Listing Office: Andrew J. Abu Inc., REALTORS®

view of property with an attached garage and driveway

property entrance featuring a garage, roof with shingles, and aphalt driveway

living area with an AC wall unit and dark wood-type flooring

1 day on Rocket

$3,444 Closing Credit¹

$290,000

2 beds • 1.5 baths • 1,472 sqft

3 Westside Dr Apt 15, Thompson CT 06255

#24079511, Jennifer Holland, Listing Office: Andrew Abu, Inc.

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manufactured / mobile home with a gate and fence

kitchen with light tile patterned floors, black appliances, white cabinets, vaulted ceiling, and under cabinet range hood

living room featuring french doors, wood finished floors, vaulted ceiling with beams, and ornamental molding

Coming soon

$3,086 Closing Credit¹

$259,900

2 beds • 2 baths • 1,216 sqft

111 Colonial Rd, Plainfield CT 06374

#24079650, Joseph Bonneau, Listing Office: eXp Realty

ranch-style home featuring an outbuilding, a chimney, and a front lawn

back of property with a chimney and a wooden deck

$3,076 Closing Credit¹

$259,000

2 beds • 1 bath • 830 sqft

69 Westford Dr, Ashford CT 06278

#24078718, Taylor Gildein, Listing Office: Re/Max Results

view of front of house with brick siding

single story home with driveway, brick siding, and an attached garage

Backup offers

$2,611 Closing Credit¹

$219,900

2 beds • 1 bath • 1,521 sqft

559 Davis Rd, Killingly CT 06239

#24078116, Melissa Greska, Listing Office: Real Broker CT, LLC

exterior space featuring brick siding, board and batten siding, and a front yard

living room featuring a ceiling fan, stairway, and a textured ceiling

Coming soon

$2,255 Closing Credit¹

$189,900

2 beds • 1.5 baths • 896 sqft

44 Athol St Unit 44, Killingly CT 06239

#24077719, Christine Johnson, Listing Office: RE/MAX One

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

Room to negotiate?

Median Sold Price

$340K

Avg. Sale Time

30 Days

Based on our February 2025 Market Report.

view of front of house with a shingled roof, an attached garage, driveway, and a front lawn

hall with light wood finished floors and baseboards

living area with ceiling fan, baseboards, vaulted ceiling, and wood finished floors

$4,453 Closing Credit¹

$375,000

2 beds • 2 baths • 1,474 sqft

10 Commonway Dr Unit 10, Brooklyn CT 06234

#24067331, Kyle Wilkinson, Listing Office: Wilkinson Real Estate

view of front of house featuring a garage, driveway, and a front lawn

view of front of home with aphalt driveway, a front yard, and an attached garage

$5,166 Closing Credit¹

$435,000

2 beds • 2 baths • 1,664 sqft

8 Grace Ln Unit 8, Plainfield CT 06354

#24077400, Cary Marcoux, Listing Office: RE/MAX Bell Park Realty

view of front facade featuring roof with shingles

view of snow covered exterior with a chimney

exterior space featuring a garage and a chimney

$6,234 Closing Credit¹

$525,000

2 beds • 2.5 baths • 2,189 sqft

55 Cotton Bridge Rd, Killingly CT 06241

#24076344, Mae Lyons, Listing Office: Stonehouse Real Estate Co., LLC

view of front of house with aphalt driveway and an attached garage

view of front of home with a garage and driveway

view of front of home featuring a garage and driveway

$4,988 Closing Credit¹

$420,000

2 beds • 2 baths • 1,304 sqft

13 Henry Dr Unit 13, Plainfield CT 06354

#24076251, Alexcia Merritt, Listing Office: RE/MAX Bell Park Realty

view of dock featuring a wooded view and a deck with water view

exterior space with a wooden deck and a shingled roof

$5,105 Closing Credit¹

$429,900

2 beds • 1.5 baths • 1,356 sqft

1121 Hartford Pike, Killingly CT 06241

#24076283, Christine Johnson, Listing Office: RE/MAX One

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

living room featuring baseboards, crown molding, a ceiling fan, and wood finished floors

living area featuring a ceiling fan, baseboards, ornamental molding, light wood-type flooring, and radiator

Backup offers

$2,672 Closing Credit¹

$225,000

2 beds • 1 bath • 759 sqft

108 Knox Ave, Killingly CT 06239

#24072373, Jessica Boswell, Listing Office: LPT Realty

view of front of property featuring a front lawn

kitchen featuring a kitchen island, stainless steel appliances, white cabinetry, and a baseboard radiator

3D tour

$3,561 Closing Credit¹

$299,900

2 beds • 1 bath • 864 sqft

27 Nichols St, Putnam CT 06260

#24075188, Axel Correia, Listing Office: Century 21 Limitless

dining room featuring sink, hardwood / wood-style floors, and ceiling fan

kitchen with white cabinetry, appliances with stainless steel finishes, sink, and light stone counters

kitchen with appliances with stainless steel finishes, tasteful backsplash, sink, white cabinets, and light stone counters

Backup offers

$2,351 Closing Credit¹

$198,000

2 beds • 1 bath • 1,056 sqft

102 Canterbury Rd Unit D, Plainfield CT 06374

#24074762, Viagnehy Lima, Listing Office: William Raveis Real Estate

snow covered property with a wooden deck

Backup offers

$5,936 Closing Credit¹

$499,900

2 beds • 2 baths • 1,176 sqft

34 Ashford Lake Dr, Ashford CT 06278

#24073786, Irene Sheehan, Listing Office: Weichert,REALTORS-Four Corners

$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

kitchen featuring a textured ceiling and white appliances

$3,919 Closing Credit¹

$329,999

2 beds • 1.5 baths • 1,549 sqft

75 Tripp Rd, Woodstock CT 06281

#24072030, Matt Noren, Listing Office: RE/MAX Bell Park Realty

$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

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

view of yard featuring a boat dock and a water view

$2,968 Closing Credit¹

$249,900

2 beds • 1 bath • 604 sqft

86 Island Rd, Killingly CT 06241

#24067753, Patricia Malek, Listing Office: First Choice Realty

view of front facade featuring a garage, a porch, and a front yard

kitchen with sink, hanging light fixtures, gray cabinets, an island with sink, and appliances with stainless steel finishes

kitchen with gray cabinetry, sink, hanging light fixtures, a center island with sink, and appliances with stainless steel finishes

$5,936 Closing Credit¹

$499,900

2 beds • 2 baths • 1,780 sqft

6 Grace Ln Unit 6, Plainfield CT 06354

#24067164, Cary Marcoux, Listing Office: RE/MAX Bell Park Realty

$2,256 Closing Credit¹

$190,000

2 beds • 1 bath • 1,090 sqft

2 Brook Front Ln Unit 2, Pomfret CT 06259

#24065340, Deborah Kirkconnell, Listing Office: Brunet and Company Real Estate

$10,000 Closing Credit¹

$950,000

2 beds • 2 baths • 2,240 sqft

338 Brooklyn Rd, Pomfret CT 06259

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

view of front of home featuring a front yard

Backup offers

$4,893 Closing Credit¹

$412,000

2 beds • 1 bath • 856 sqft

101 Lakeview Dr, Ashford CT 06278

#24061475, Sondra Reid, Listing Office: Home Selling Team

living room featuring a wood stove, a wealth of natural light, and hardwood / wood-style floors

$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

view of front of property featuring a front yard, central AC, and a garage

foyer with dark hardwood / wood-style flooring

$5,283 Closing Credit¹

$444,900

2 beds • 2 baths • 1,585 sqft

24 Mockingbird Dr Unit 24, Killingly CT 06239

#24055374, Elaine Evans, Listing Office: Coldwell Banker Realty

$8,894 Closing Credit¹

$749,000

2 beds • 2 baths • 1,575 sqft

60 Indian Spring Rd, Woodstock CT 06281

#24055195, Jason Saphire, Listing Office: www.HomeZu.com

back of property with a hot tub, a patio, a yard, and a deck

birds eye view of property featuring a water view

Backup offers

$5,105 Closing Credit¹

$429,900

2 beds • 1 bath • 1,012 sqft

20 Center St, Thompson CT 06277

#24040099, Valerie Macneil, Listing Office: Kazantzis Real Estate, LLC

Windham County, CT Real Estate Market Overview

Browse 29 2 bedroom homes for sale in Windham County, CT. View properties, photos, nearby real estate with school and housing market information. The number of listings in Windham County, CT decreased by 6.5% between January 2025 and February 2025. In February 2025 median list price was $340,000 and the average listing age was 30 days. In February 2025 more than 36 listings in Windham County, CT were sold above the asking price. During the same period more than 14 listings were sold at asking price, while more than 25 were sold below.

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

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