Single family homes for sale in Windham County, CT

view of side of home with covered porch, a chimney, and roof with shingles

2 hours on Rocket

$4,928 Closing Credit¹

$415,000

3 beds • 2 baths • 1,444 sqft

29 Pomfret Rd, Brooklyn CT 06234

#24080745, Missy Willard, Listing Office: Carl Guild & Associates

raised ranch featuring a garage and aphalt driveway

unfurnished living room with baseboards, ceiling fan with notable chandelier, dark wood finished floors, and vaulted ceiling

kitchen with white cabinetry, vaulted ceiling, and dark wood-type flooring

4 hours on Rocket

$4,868 Closing Credit¹

$409,900

3 beds • 1 bath • 1,209 sqft

298 Norwich Rd, Plainfield CT 06374

#24080746, Andrew Kausch, Listing Office: Kazantzis Real Estate, LLC

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tri-level home with a garage, driveway, and a chimney

staircase featuring wood finished floors and baseboards

living area with baseboards, baseboard heating, wood finished floors, and crown molding

8 hours on Rocket

$4,453 Closing Credit¹

$375,000

3 beds • 2 baths • 1,363 sqft

68 Campbell Dr, Canterbury CT 06331

#24080557, Bob Seele, Listing Office: Coldwell Banker Realty

view of front of home with a porch and a chimney

view of front facade featuring a porch and a chimney

Coming soon

$4,630 Closing Credit¹

$389,900

3 beds • 1.5 baths • 2,905 sqft

575 Fabyan Rd, Thompson CT 06255

#24080616, Ryan Lajoie, Listing Office: Johnston & Associates Real Estate, LLC

kitchen with light wood-type flooring, a sink, white cabinetry, stainless steel appliances, and a peninsula

kitchen featuring dishwasher, a peninsula, light wood finished floors, and a sink

kitchen with light wood-type flooring, a sink, white cabinetry, stainless steel appliances, and light countertops

Coming soon

$5,343 Closing Credit¹

$449,900

3 beds • 2 baths • 1,892 sqft

13 Foster St, Killingly CT 06239

#24080412, Tanya McDermott, Listing Office: Berkshire Hathaway NE Prop.

view of pool featuring a fenced in pool, fence, a patio area, and a diving board

kitchen featuring open shelves, gray cabinets, appliances with stainless steel finishes, and a sink

living room featuring baseboard heating, a fireplace, and wood finished floors

1 day on Rocket

$7,897 Closing Credit¹

$665,000

4 beds • 2.5 baths • 1,824 sqft

304 Lathrop Rd, Plainfield CT 06374

#24080460, Derek Greene, Listing Office: Derek Greene

view of front of home featuring a chimney and a front lawn

view of property exterior with a lawn, roof with shingles, solar panels, and a chimney

back of house with a chimney, a storage shed, and a yard

1 day on Rocket

$6,530 Closing Credit¹

$549,900

3 beds • 2.5 baths • 1,826 sqft

577 Rte 197, Woodstock CT 06281

#24079873, Jacqueline Kapusta, Listing Office: Navick Properties LLC

Room to negotiate?

Median Sold Price

$340K

Avg. Sale Time

30 Days

Based on our February 2025 Market Report.

view of side of home featuring aphalt driveway, an attached garage, and a chimney

view of front of property featuring a garage, a chimney, a porch, and driveway

view of property exterior with a yard and a chimney

1 day on Rocket

$4,750 Closing Credit¹

$400,000

3 beds • 2 baths • 1,873 sqft

428 Green Hollow Rd, Killingly CT 06239

#24079532, Deborah Burlingame, Listing Office: RE/MAX Bell Park Realty

colonial-style house with entry steps, an attached garage, a front lawn, and concrete driveway

stairway featuring baseboards and wood finished floors

2 days on Rocket

$7,351 Closing Credit¹

$619,000

3 beds • 2.5 baths • 2,016 sqft

72 Wauregan Rd, Canterbury CT 06331

#24080180, Alicia Cournoyer, Listing Office: Kazantzis Real Estate, LLC

back of property with a chimney and a yard

outdoor pool featuring a yard and a fire pit

Coming soon

$5,105 Closing Credit¹

$429,900

5 beds • 2 baths • 1,640 sqft

136 Hartford Rd, Brooklyn CT 06234

#24079919, Nancy Bard, Listing Office: Bard Real Estate, LLC

dock area with a forest view and a water view

2 days on Rocket

$2,197 Closing Credit¹

$185,000

3 beds • 1 bath • 680 sqft

142 Quaddick Mountain Rd, Thompson CT 06277

#24079999, Matthew Huberdault, Listing Office: Real Broker CT, LLC

1015 Rte 198, Woodstock CT, 06281, 3 bedrooms, 1.5 baths house for sale

Listing photo 2 for 1015 Rte 198, Woodstock CT 06281

Listing photo 3 for 1015 Rte 198, Woodstock CT 06281

2 days on Rocket

$5,699 Closing Credit¹

$479,900

3 beds • 1.5 baths • 1,708 sqft

1015 Rte 198, Woodstock CT 06281

#24079663, Amy Vinal, Listing Office: Pine Knoll Real Estate

colonial-style house with driveway and a chimney

colonial-style house with a front lawn and a chimney

2 days on Rocket3D tour

$4,986 Closing Credit¹

$419,900

4 beds • 2 baths • 1,862 sqft

120 Littlefield Rd, Scotland CT 06247

#24076052, Crystal Gebhardt Coogan, Listing Office: Coldwell Banker Realty

colonial house with covered porch, a front lawn, a chimney, and a ceiling fan

rear view of house featuring a gazebo, a lawn, and a chimney

back of house featuring a deck, a gazebo, a yard, a shingled roof, and a chimney

Coming soon

$7,124 Closing Credit¹

$599,900

4 beds • 2.5 baths • 2,186 sqft

109 Bailey Hill Rd, Killingly CT 06239

#24079683, Mae Lyons, Listing Office: Stonehouse Real Estate Co., LLC

unfurnished living room featuring beamed ceiling, high vaulted ceiling, hardwood / wood-style floors, a wall unit AC, and a baseboard radiator

3 days on Rocket

$7,125 Closing Credit¹

$600,000

4 beds • 4 baths • 2,712 sqft

124 Elmdale Rd, Canterbury CT 06331

#24079613, Christine Johnson, Listing Office: RE/MAX One

view of front facade featuring an attached garage and a chimney

view of front of house with an attached garage and a chimney

view of front of home featuring a chimney

3 days on Rocket

$4,144 Closing Credit¹

$349,000

3 beds • 2 baths • 1,596 sqft

12 Portland Dr, Ashford CT 06278

#24078900, Ryan Hoffman, Listing Office: Houlihan Lawrence

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

cape cod-style house with a garage and roof with shingles

new england style home with an attached garage

cape cod house featuring an attached garage and a shingled roof

4 days on Rocket

$5,224 Closing Credit¹

$439,900

3 beds • 3.5 baths • 2,429 sqft

140 Groveland Ave, Putnam CT 06260

#24079590, Georgi Morin, Listing Office: S.C.E. Real Estate

living room featuring a ceiling fan, lofted ceiling with beams, and wood finished floors

Coming soon

$3,086 Closing Credit¹

$259,900

1 bed • 1 bath • 1,400 sqft

491 Pine Hill Rd, Sterling CT 06354

#24079414, Christine Johnson, Listing Office: RE/MAX One

view of front of house featuring a garage, a shingled roof, and an outdoor structure

view of front of property with a shingled roof

view of front facade featuring driveway and roof with shingles

4 days on Rocket

$3,907 Closing Credit¹

$329,000

3 beds • 2 baths • 1,647 sqft

1371 Norwich Rd, Plainfield CT 06374

#24079509, Lewis Jump III, Listing Office: RE/MAX One

view of front facade featuring roof with shingles and covered porch

view of front of property with covered porch, roof with shingles, and a chimney

view of side of home with an outbuilding, covered porch, a shingled roof, a garage, and a chimney

4 days on Rocket

$3,561 Closing Credit¹

$299,900

3 beds • 1 bath • 1,042 sqft

480 Sterling Rd, Sterling CT 06377

#24079021, Brianna Bienkiewicz, Listing Office: Century 21 Guardian Realty

view of front of property featuring roof with shingles and a chimney

kitchen with light stone counters, a sink, stainless steel appliances, white cabinetry, and light wood-type flooring

kitchen featuring a sink, stainless steel appliances, white cabinets, and light wood finished floors

4 days on Rocket

$4,453 Closing Credit¹

$375,000

4 beds • 1 bath • 1,152 sqft

74 Woodward, Brooklyn CT 06234

#73343402, Androula Kazantzis, Listing Office: Kazantzis Real Estate, LLC

kitchen featuring a sink, light tile patterned floors, gray cabinets, and crown molding

kitchen with baseboards, light tile patterned flooring, ornamental molding, gray cabinetry, and stainless steel appliances

4 days on Rocket

$4,453 Closing Credit¹

$375,000

4 beds • 2.5 baths • 2,190 sqft

8 Lake St, Plainfield CT 06354

#24079396, Courtney Ravenelle, Listing Office: RE/MAX Bell Park Realty

back of house at dusk with a deck, a patio, and a chimney

colonial-style house with a chimney and a front yard

4 days on RocketVideo tour

$10,000 Closing Credit¹

$939,000

4 beds • 2.5 baths • 3,516 sqft

16 Kings Hwy, Pomfret CT 06259

#24078024, Elizabeth Zimmer, Listing Office: Berkshire Hathaway NE Prop.

exterior space with a chimney, stairway, fence, a deck, and a garage

view of front of property featuring an outbuilding, stairway, a chimney, and a detached garage

view of front facade featuring a deck, a chimney, and stairway

6 days on Rocket

$6,234 Closing Credit¹

$525,000

3 beds • 2 baths • 2,038 sqft

58 Pleasant View Dr, Killingly CT 06241

#24077165, Androula Kazantzis, Listing Office: Kazantzis Real Estate, LLC

view of front of property featuring a garage, driveway, a shingled roof, and a front lawn

rear view of property with a deck and a yard

exterior space featuring roof with shingles, a yard, and central AC unit

6 days on Rocket

$8,016 Closing Credit¹

$675,000

3 beds • 2.5 baths • 2,016 sqft

21 Westview Dr, Ashford CT 06278

#24079203, Tracy Gallagher, Listing Office: Coldwell Banker Realty

kitchen with light wood-style flooring, appliances with stainless steel finishes, dark cabinets, light countertops, and a sink

kitchen with stainless steel appliances, backsplash, a sink, light wood-type flooring, and dark cabinetry

6 days on Rocket

$4,572 Closing Credit¹

$385,000

3 beds • 1 bath • 1,028 sqft

42 Beechwood Blvd, Plainfield CT 06374

#24078940, Dulce Zumeta Sanchez, Listing Office: Exclusive Properties

ranch-style house featuring a front lawn

6 days on Rocket

$4,750 Closing Credit¹

$400,000

3 beds • 2 baths • 2,113 sqft

161 Christian Hill Rd, Brooklyn CT 06234

#24079136, Deborah Burlingame, Listing Office: RE/MAX Bell Park Realty

view of local wilderness featuring a view of trees

7 days on Rocket

$7,373 Closing Credit¹

$620,885

3 beds • 2 baths • 1,945 sqft

51 Brooklyn Rd, Canterbury CT 06331

#24078807, Leo Chomen, Listing Office: Signature Properties of NewEng

view of property exterior featuring a garage, an outdoor structure, a chimney, and fence

7 days on Rocket

$2,803 Closing Credit¹

$236,000

3 beds • 1 bath • 812 sqft

75 Gallup St, Plainfield CT 06374

#24078959, Jennifer Jackson, Listing Office: Berkshire Hathaway NE Prop.

view of front facade with a front yard and a chimney

ranch-style house with a garage, dirt driveway, and a chimney

ranch-style house with a front lawn, a wooden deck, and a chimney

7 days on Rocket

$4,512 Closing Credit¹

$379,999

3 beds • 1 bath • 1,092 sqft

94 Tripp Rd, Woodstock CT 06281

#24078852, Ashley Walker, Listing Office: Brunet and Company Real Estate

kitchen featuring brown cabinets, light countertops, a sink, and electric range

unfurnished room featuring dark wood-style floors and baseboards

7 days on Rocket

$1,769 Closing Credit¹

$149,000

3 beds • 2 baths • 2,050 sqft

181 Snake Meadow Rd, Plainfield CT 06354

#24078905, Derek Greene, Listing Office: Derek Greene

single story home with an attached garage, driveway, and a chimney

rear view of property featuring entry steps and a chimney

$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

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

$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 property featuring a yard and a wooden deck

$5,818 Closing Credit¹

$489,900

3 beds • 2.5 baths • 2,738 sqft

289 Senexet Rd, Woodstock CT 06281

#24078716, Tonya Hurteau, Listing Office: June 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

single story home with a chimney and an attached garage

$4,571 Closing Credit¹

$384,900

3 beds • 1.5 baths • 1,512 sqft

25 Elaine St, Thompson CT 06277

#24075010, Diane Chapin, Listing Office: CR Premier Properties

farmhouse with a chimney, a porch, and roof mounted solar panels

$3,978 Closing Credit¹

$335,000

3 beds • 1.5 baths • 1,517 sqft

143 Prospect St, Plainfield CT 06354

#24078385, Cary Marcoux, Listing Office: RE/MAX Bell Park Realty

view of side of property with a sunroom, a shingled roof, and a chimney

exterior space with entry steps, a shingled roof, and a chimney

view of front of property with entry steps, a shingled roof, and a chimney

$2,969 Closing Credit¹

$250,000

3 beds • 1.5 baths • 1,446 sqft

85 Wauregan Rd, Killingly CT 06239

#24077639, Minna Reid, Listing Office: Reid Real Estate Group

Windham County, CT Real Estate Market Overview

Browse 155 homes for sale in Windham County, CT. View properties, photos, nearby real estate with school and housing market information. Between January 2025 and February 2025, Windham County, CT real estate market has seen decrease in the number of listings by 6.5%. In February 2025 median list price was $340,000 and the average listing age was 30 days. Windham County, CT housing market in February 2025 saw over 36 listings sold above listed price, more than 14 sold at listed price and over 25 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

Single family 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

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Schools near Windham County, CT

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