Windham County, CT homes for sale & real estate

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ABOUT THIS HOME
Windham County, CT Homes for Sale
Welcome to this beautifully updated 5-bedroom, 2-bathroom home offering a perfect blend of comfort and modern style. With 8 spacious rooms, this property features a thoughtfully renovated kitchen and bathrooms, making it move-in ready for its next owner. Situated on a private and secluded 0.14-acre lot, the home provides rare peace and privacy while still being conveniently located. Enjoy the ease of off-street parking and the practicality of being connected to city sewers. Major updates include a new roof and numerous interior improvements, ensuring low maintenance for years to come. Whether you're relaxing indoors or entertaining outdoors, this home offers versatile space in a serene sett

$340,000

5 beds2 baths1,591 sq ft

546 N Main St, Moosup, CT 06354

6,098 sq ft lot • Built 1890 • Listed 92 days

ABOUT THIS HOME
Windham County, CT Homes for Sale
A one of a kind stunning Contemporary Ranch custom built by the current owners! Set on a level 17 acre lot that has been partially cleared for recreational activities & built-in heated pool. This home is a private, quiet sanctuary for you and yours! The exterior has aggregate bricks that sparkle in the sun, limestone sills/steps, & vinyl siding in sides/back. The home was designed with an open floor plan which is great for entertaining with vaulted ceilings w/ remote controlled skylights, gas FP, huge kitchen for the chefs' in the family, granite tops, cherry cabinets, pantry, SS appliances & large breakfast bar. Huge formal dining room w/ French doors. The primary Bd suite

$995,000

3 beds3.5 baths3,460 sq ft

180 Jericho Rd, Pomfret Center, CT 06259

Open floor plan • Built-in heated pool • Huge kitchen

NEW CONSTRUCTION

ABOUT THIS HOME
Windham County, CT Homes for Sale
* NEW CONSTRUCTION * LAST REMINAING LOT * Welcome to Sterling Hills Estates, where luxury meets convenience! This Brand New 2024 to be built Colonial offers the epitome of modern living. With Central Air and Hardwood flooring throughout, this home boasts City water and Sewer for added comfort. Picture yourself in the Gorgeous Granite Kitchen, complete with a view of the valley while you do dishes! Enjoy the ease of a maintenance-free lifestyle, including lawn, road maintenance, and snow removal for just $140 a month. This one-of-a-kind home sits at the end of a cul-de-sac amidst fine homes, offering privacy and prestige. With a lower level ready for your personal touch, plus a 2-car ga

$419,900

3 beds2.5 baths1,776 sq ft

1 Johns Cir, Sterling, CT 06377

Hardwood flooring • New construction • City water

ABOUT THIS HOME
Windham County, CT Homes for Sale
Beautiful 2 year old log home on almost 20 ACRES in pleasant rural, private location. Large front porch for your favorite rocking chairs, or enjoy a cookout on your private back deck. Plenty of wildlife to observe as you enjoy almost 20 acres of open and lightly wooded land. The open floor plan welcomes you with a warm wood stove. Kitchen/Dining and living room offer great entertaining space and a beautiful vaulted ceiling. Three bedrooms and 2 full baths finish the floor plan. Great home in a great setting.

$575,000

3 beds2 baths1,344 sq ft

80 John Mack Rd, Hampton, CT 06247

Almost 20 acres • Open floor plan • Private back deck

ABOUT THIS HOME
Windham County, CT Homes for Sale
Built in 2017, this beautifully maintained home offers comfort and timeless style in an extremely desirable neighborhoods. Three spacious bedrooms, including the primary suite on the main level with huge walk in closet. Two additional bedrooms are located on the upper level great for family and guests. This home has a tremendous amount of quality finishes with a gormet kitchen that opens up to bright additional living space perfect for entertaining. Hardwoods through out that are in fantastic shape. Set among other like new homes, do not miss your opportunity to own this stunning home in a sought after location.

$475,000

3 beds2 baths1,832 sq ft

11 Stone House Dr, Moosup, CT 06354

0.92 acre lot • 2 garage spots • Built 2017

Property at 178 Tripp Hollow Rd, Brooklyn, CT 06234, 3 beds, 2 baths

$454,900

3 beds2 baths1,423 sq ft

178 Tripp Hollow Rd, Brooklyn, CT 06234

Property at 300 Valley Rd, Killingly, CT 06241, 4 beds, 2.5 baths

$694,900

4 beds2.5 baths2,610 sq ft

300 Valley Rd, Killingly, CT 06241

Property at 56 Laurel Hill Dr, Woodstock Valley, CT 06282, 3 beds, 1.5 baths

$475,000

3 beds1.5 baths1,008 sq ft

56 Laurel Hill Dr, Woodstock Valley, CT 06282

Property at 70 Laurel Hill Dr, Woodstock Valley, CT 06282, 3 beds, 2.5 baths

$449,900

3 beds2.5 baths1,682 sq ft

70 Laurel Hill Dr, Woodstock Valley, CT 06282

Property at 247 Green Hollow Rd, Killingly, CT 06239, 3 beds, 2 baths

$499,900

3 beds2 baths1,366 sq ft

247 Green Hollow Rd, Killingly, CT 06239

Property at 34 Pleasant St #7, Plainfield, CT 06374, 3 beds, 1.5 baths

$249,900

3 beds1.5 baths1,259 sq ft

34 Pleasant St #7, Plainfield, CT 06374

Property at 206 Stawicki Rd, North Grosvenor Dale, CT 06255, 3 beds, 2.5 baths

$529,000

3 beds2.5 baths1,900 sq ft

206 Stawicki Rd, North Grosvenor Dale, CT 06255

Property at 34 Pleasant St #8, Plainfield, CT 06374, 3 beds, 1.5 baths

$279,900

3 beds1.5 baths1,429 sq ft

34 Pleasant St #8, Plainfield, CT 06374

Property at 34 Pleasant St #6, Plainfield, CT 06374, 2 beds, 1 bath

$219,900

2 beds1 bath1,215 sq ft

34 Pleasant St #6, Plainfield, CT 06374

Property at 402 Perrin Rd, Woodstock, CT 06281, 3 beds, 2 baths

$679,000

3 beds2 baths2,669 sq ft

402 Perrin Rd, Woodstock, CT 06281

Property at 34 Pleasant St #3, Plainfield, CT 06374, 2 beds, 1 bath

$219,900

2 beds1 bath1,188 sq ft

34 Pleasant St #3, Plainfield, CT 06374

Property at 651 Norwich Rd, Plainfield, CT 06374, 5 beds, 1 bath

$1,910,000

5 beds1 bath27,156 sq ft

651 Norwich Rd, Plainfield, CT 06374

Property at 34 Pleasant St #5, Plainfield, CT 06374, 2 beds, 1 bath

$239,900

2 beds1 bath1,343 sq ft

34 Pleasant St #5, Plainfield, CT 06374

Property at 18 Ware Rd, Killingly, CT 06241, 6 beds, 3 baths

$1,100,000

6 beds3 baths1,800 sq ft

18 Ware Rd, Killingly, CT 06241

Property at 34 Pleasant St #4, Plainfield, CT 06374, 3 beds, 1 bath

$264,900

3 beds1 bath1,314 sq ft

34 Pleasant St #4, Plainfield, CT 06374

Property at 217 Orchard Hill Rd, Pomfret, CT 06258

$60,000

— beds— baths— sq ft

217 Orchard Hill Rd, Pomfret, CT 06258

Property at 3 Pomfret Rd, Brooklyn, CT 06234

$450,000

— beds— baths— sq ft

3 Pomfret Rd, Brooklyn, CT 06234

Property at 00 Ide Perrin Rd, Woodstock, CT 06281

$349,900

— beds— baths— sq ft

00 Ide Perrin Rd, Woodstock, CT 06281

Property at 106 Riley Chase Rd, Killingly, CT 06241

$100,000

— beds— baths— sq ft

106 Riley Chase Rd, Killingly, CT 06241

Property at 00 Route 171 Lot 1, Woodstock, CT 06281

$120,000

— beds— baths— sq ft

00 Route 171 Lot 1, Woodstock, CT 06281

Property at 809 Providence Pike, Putnam, CT 06260

$65,000

— beds— baths— sq ft

809 Providence Pike, Putnam, CT 06260

Property at 0 Rt 171, Woodstock, CT 06281

$335,000

— beds— baths— sq ft

0 Rt 171, Woodstock, CT 06281

Property at 0 Church St, Thompson, CT 06277

$225,000

— beds— baths— sq ft

0 Church St, Thompson, CT 06277

Property at 66 Bates Ave, Putnam, CT 06260

$149,000

— beds— baths— sq ft

66 Bates Ave, Putnam, CT 06260

Property at 96 Westford Rd, Eastford, CT 06242

$642,000

— beds— baths— sq ft

96 Westford Rd, Eastford, CT 06242

Property at 338 Brooklyn Rd, Pomfret Center, CT 06259

$599,900

— beds— baths— sq ft

338 Brooklyn Rd, Pomfret Center, CT 06259

Property at 49 Stone Rd, Killingly, CT 06241

$164,900

— beds— baths— sq ft

49 Stone Rd, Killingly, CT 06241

Property at 80 Aldrich Rd, Putnam, CT 06260

$150,000

— beds— baths— sq ft

80 Aldrich Rd, Putnam, CT 06260

Property at 4 Paradise Dr, Brooklyn, CT 06234

$39,900

— beds— baths— sq ft

4 Paradise Dr, Brooklyn, CT 06234

Property at Sunnyside Dr, Thompson, CT 06277

$139,900

— beds— baths— sq ft

Sunnyside Dr, Thompson, CT 06277

Property at Blash Rd, Thompson, CT 06277

$60,000

— beds— baths— sq ft

Blash Rd, Thompson, CT 06277

Property at 00 Prospect St, Woodstock, CT 06281

$99,900

— beds— baths— sq ft

00 Prospect St, Woodstock, CT 06281

Property at 166 Taft Pond Rd, Pomfret Center, CT 06259

$90,000

— beds— baths— sq ft

166 Taft Pond Rd, Pomfret Center, CT 06259

Property at 165 Lisbon Rd, Canterbury, CT 06331

$129,900

— beds— baths— sq ft

165 Lisbon Rd, Canterbury, CT 06331

Property at 612 Cook Hill Rd, Killingly, CT 06239

$399,000

— beds— baths— sq ft

612 Cook Hill Rd, Killingly, CT 06239

Property at Bennett Pond Rd, Canterbury, CT 06331

$83,000

— beds— baths— sq ft

Bennett Pond Rd, Canterbury, CT 06331

Viewing page 5 of 7

Average home prices near Windham County, CT

Cities

Plainfield Village homes for sale
$289,000
North Grosvenor Dale homes for sale
$282,450
Lake Bungee homes for sale
$522,000
Willimantic homes for sale
$269,000
Quinebaug homes for sale
$137,500
Brooklyn homes for sale
$407,500
East Brooklyn homes for sale
$369,000
Danielson homes for sale
$312,500
South Woodstock homes for sale
$549,000
Putnam homes for sale
$332,450
Moosup homes for sale
$457,450
Mansfield Center homes for sale
$385,000
Dayville homes for sale
$499,900

Counties

Hartford County homes for sale
$394,000
New Haven County homes for sale
$419,000
New London County homes for sale
$439,950

Windham County, CT real estate trends

All Home Types trends in Windham County, CT

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$363,500

+3.9% YoY | Sep 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Sep 2025

Growth

% YoY

Windham County, CT

$363,500

+3.9%

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