Windham County, CT homes for sale & real estate

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OPEN SAT, 11AM TO 1PM

ABOUT THIS HOME
Windham County, CT Homes for Sale
Welcome home to the heart of Connecticut's beautiful Quiet Corner, where peaceful country living meets modern comfort. Nestled on a quiet street in Killingly, CT, this well maintained 3-bedroom, 2.5-bath home sits on over half an acre of land, offering privacy, space, and a wonderful setting to enjoy all the area has to offer. Step inside to discover a thoughtfully designed floor plan featuring a formal living room, dining room, and a spacious family room just off the kitchen-the perfect gathering place for everyday living and entertaining. The family room offers brand new sliding doors out to the back deck. The house was recently fitted with brand new Anderson windows, new shower walls, 20

$429,900

3 beds2.5 baths1,716 sq ft

40 Taft St, Killingly, CT 06239

Finished bonus room • 0.52 acre lot • 2 garage spots

FLOOR PLAN

ABOUT THIS HOME
Windham County, CT Homes for Sale
Step into this remarkable 2,400-square-foot farmhouse In Woodstock Connecticut. Rich in character and timeless charm, this exceptional property offers the opportunity to enjoy the beauty of country living while creating the homestead, estate, venue, investment you've always envisioned. Thoughtfully renovated in the 1980s, the home was updated while preserving the character and charm that make this farmhouse so special. The result is a home that offers the warmth, personality, and craftsmanship of another era with the functionality needed for comfortable modern living. Outside, the possibilities are truly enless. Whether your dream is to cultivate expansive gardens, raise animals, have a cou

$625,000

3 beds2.5 baths2,478 sq ft

429 New Sweden Rd, Woodstock, CT 06281

Outdoor recreation • Open grounds • Mature landscaping

OPEN SUN, 10AM TO 11:30AM

ABOUT THIS HOME
Windham County, CT Homes for Sale
Welcome to these newly built, detached townhouse-style condominiums offering low-maintenance living with a low HOA. The main level features an open-concept living room with an electric fireplace and mantel, a dining area, and a beautiful kitchen with a farmers sink, quartz countertops, stainless steel appliances, and a half bath. Also, offering a pantry closet. Step through the dining area to your private deck, the perfect place to relax and enjoy breathtaking sunsets at dusk. The walkout lower level offers a one-car garage with ample storage. Upstairs you'll find two spacious bedrooms, a full bath, stackable laundry area, and generous closet space. Beautiful landscaping and stunning modern

$359,000

2 beds1.5 baths1,116 sq ft

20 Cemetery Rd #20, Plainfield, CT 06374

Private deck • Quartz countertops • Farmers sink

ABOUT THIS HOME
Windham County, CT Homes for Sale
Affordable waterfront living in a rural Connecticut setting, just 5 miles from I-395 and approximately 1.5 miles from the Rhode Island border. This 2-bedroom, 1.5-bath, three-level condo is part of a small 8-unit condominium community and is situated toward the rear of the complex, offering a tucked-away location with beautiful water views. Oneco Pond, part of the Moosup River, reaches the bank just beyond the backyard, creating a pond-like waterfront setting. Enjoy fishing, kayaking, canoeing, relaxing by the water, or dining on your private deck overlooking the yard and scenic river and pond views. The lower level includes a laundry area, storage closets, and access to the attached one-ca

$227,990

2 beds1.5 baths1,232 sq ft

34 Pond St #7, Sterling, CT 06373

Private deck • Bright kitchen • In-unit laundry room

FLOOR PLAN

ABOUT THIS HOME
Windham County, CT Homes for Sale
(Photos are mix of old and new) New roof 2025! Welcome to 385 Putnam Pike, Killingly, CT. This 1-bedroom, 1-bathroom offers a fantastic opportunity for those looking to invest in a property with great potential. Featuring an open layout with a cozy kitchen, this home is perfect for creative renovations and customizations. Located in a convenient area close to amenities, this property awaits your personal touch. Schedule your tour today and imagine the possibilities!

$125,000

1 bed1 bath464 sq ft

385 Putnam Pike, Dayville, CT 06241

1,306 sq ft lot • Built 1940 • Listed 50 days

Property at 30 Grant Hill Rd, Brooklyn, CT 06234, 3 beds, 2 baths

$500,000

3 beds2 baths2,284 sq ft

30 Grant Hill Rd, Brooklyn, CT 06234

Property at 21 Fairfield Dr, Woodstock, CT 06281, 3 beds, 1.5 baths

$489,900

3 beds1.5 baths2,014 sq ft

21 Fairfield Dr, Woodstock, CT 06281

Property at 25 Colbridge Rd, Plainfield, CT 06374, 3 beds, 2.5 baths

$789,000

3 beds2.5 baths2,410 sq ft

25 Colbridge Rd, Plainfield, CT 06374

Property at 36 S Main St, Putnam, CT 06260, 2 beds, 2 baths

$399,999

2 beds2 baths4,492 sq ft

36 S Main St, Putnam, CT 06260

Property at 269 Black Hill Rd, Plainfield, CT 06374, 4 beds, 3 baths

$575,000

4 beds3 baths3,023 sq ft

269 Black Hill Rd, Plainfield, CT 06374

Property at 83 Grand View Ter, Brooklyn, CT 06234, 3 beds, 2.5 baths

$679,900

3 beds2.5 baths1,948 sq ft

83 Grand View Ter, Brooklyn, CT 06234

Property at 11 R And R Park, Killingly, CT 06241, 2 beds, 1 bath

$129,900

2 beds1 bath728 sq ft

11 R And R Park, Killingly, CT 06241

Property at 19-21 Mohegan St, Putnam, CT 06260, 6 beds, 1.5 baths

$449,900

6 beds1.5 baths2,354 sq ft

19-21 Mohegan St, Putnam, CT 06260

Property at 53 Litchfield Ave, Killingly, CT 06239, 3 beds, 2.5 baths

$499,900

3 beds2.5 baths1,491 sq ft

53 Litchfield Ave, Killingly, CT 06239

Property at 391 Squaw Hollow Rd, Ashford, CT 06278, 3 beds, 2.5 baths

$519,000

3 beds2.5 baths1,968 sq ft

391 Squaw Hollow Rd, Ashford, CT 06278

Property at 48 Lake St, Plainfield, CT 06354, 4 beds, 3 baths

$515,000

4 beds3 baths1,873 sq ft

48 Lake St, Plainfield, CT 06354

Property at 250 Killingly Rd, Pomfret Center, CT 06259, 5 beds, 3 baths

$695,000

5 beds3 baths3,182 sq ft

250 Killingly Rd, Pomfret Center, CT 06259

Property at 403 South St, Brooklyn, CT 06234, 4 beds, 1 bath

$359,000

4 beds1 bath1,480 sq ft

403 South St, Brooklyn, CT 06234

Property at 81 Anderson Rd, Pomfret Center, CT 06259, 4 beds, 3.5 baths

$699,000

4 beds3.5 baths3,344 sq ft

81 Anderson Rd, Pomfret Center, CT 06259

Property at 272 Horse Hill Rd, Ashford, CT 06278, 4 beds, 2.5 baths

$649,000

4 beds2.5 baths2,634 sq ft

272 Horse Hill Rd, Ashford, CT 06278

Property at 61 Soap St, Dayville, CT 06241, 4 beds, 3 baths

$400,000

4 beds3 baths2,000 sq ft

61 Soap St, Dayville, CT 06241

Property at 29 Kathleen Dr Unit 5C, Willimantic, CT 06226, 2 beds, 1.5 baths

$210,000

2 beds1.5 baths998 sq ft

29 Kathleen Dr Unit 5C, Willimantic, CT 06226

Property at 15 Cracow Ave, Windham, CT 06280, 3 beds, 2 baths

$350,000

3 beds2 baths1,228 sq ft

15 Cracow Ave, Windham, CT 06280

Property at 602 N Main St, Killingly, CT 06239, 3 beds, 2 baths

$285,000

3 beds2 baths1,467 sq ft

602 N Main St, Killingly, CT 06239

Property at 187 Thompson Rd, Thompson, CT 06277, 3 beds, 2.5 baths

$574,900

3 beds2.5 baths2,119 sq ft

187 Thompson Rd, Thompson, CT 06277

Property at 176 S Main St, Putnam, CT 06260, 9 beds, 3 baths

$385,000

9 beds3 baths3,033 sq ft

176 S Main St, Putnam, CT 06260

Property at 12 Cemetary Rd #12, Plainfield, CT 06374, 2 beds, 1.5 baths

$359,000

2 beds1.5 baths1,116 sq ft

12 Cemetary Rd #12, Plainfield, CT 06374

Property at 40 Main St, Plainfield, CT 06374, 6 beds, 4.5 baths

$1,100,000

6 beds4.5 baths5,856 sq ft

40 Main St, Plainfield, CT 06374

Property at 25 Route 197 Rte #29, Woodstock, CT 06281, 1 bed, 1 bath

$45,000

1 bed1 bath510 sq ft

25 Route 197 Rte #29, Woodstock, CT 06281

Property at 25 Rte 197 #70, Woodstock, CT 06281, 2 beds, 1 bath

$74,900

2 beds1 bath450 sq ft

25 Rte 197 #70, Woodstock, CT 06281

Property at 257 Sabin St #21, Putnam, CT 06260, 2 beds, 1.5 baths

$285,000

2 beds1.5 baths1,218 sq ft

257 Sabin St #21, Putnam, CT 06260

Property at 59 Lake View Dr, Ashford, CT 06278, 2 beds, 1 bath

$250,000

2 beds1 bath882 sq ft

59 Lake View Dr, Ashford, CT 06278

Property at 92 State Ave, Dayville, CT 06241, 3 beds, 2.5 baths

$465,500

3 beds2.5 baths2,092 sq ft

92 State Ave, Dayville, CT 06241

Property at 354 Pomfret St, Pomfret Center, CT 06259, 6 beds, 4.5 baths

$1,025,000

6 beds4.5 baths5,459 sq ft

354 Pomfret St, Pomfret Center, CT 06259

Property at 25 RTE 197 Rte, Woodstock, CT 06281, 2 beds, 1 bath

$74,999

2 beds1 bath450 sq ft

25 RTE 197 Rte, Woodstock, CT 06281

$369,000

2 beds1.5 baths1,674 sq ft

12 Cemetary Rd #12, Plainfield, CT 06374

Property at 592 Ference Rd, Ashford, CT 06278, 3 beds, 2.5 baths

$649,900

3 beds2.5 baths4,324 sq ft

592 Ference Rd, Ashford, CT 06278

Property at 65 R And R Park, Dayville, CT 06241, 3 beds, 2 baths

$145,000

3 beds2 baths924 sq ft

65 R And R Park, Dayville, CT 06241

Property at 1374 Route 171, Woodstock Valley, CT 06282, 4 beds, 5.5 baths

$1,395,000

4 beds5.5 baths6,394 sq ft

1374 Route 171, Woodstock Valley, CT 06282

Property at 60 Chaplin St, Chaplin, CT 06235, 3 beds, 2 baths

$350,000

3 beds2 baths2,438 sq ft

60 Chaplin St, Chaplin, CT 06235

Property at 104 Hanover Rd, Canterbury, CT 06331, 3 beds, 2.5 baths

$699,900

3 beds2.5 baths2,412 sq ft

104 Hanover Rd, Canterbury, CT 06331

Viewing page 4 of 8

Average home prices near Windham County, CT

Cities

Plainfield Village homes for sale
$359,900
North Grosvenor Dale homes for sale
$398,000
South Windham homes for sale
$350,000
Willimantic homes for sale
$265,000
Quinebaug homes for sale
$473,500
Brooklyn homes for sale
$399,999
East Brooklyn homes for sale
$400,000
Danielson homes for sale
$339,950
South Woodstock homes for sale
$650,000
Putnam homes for sale
$372,450
Moosup homes for sale
$420,000
Mansfield Center homes for sale
Dayville homes for sale
$492,400

Counties

Hartford County homes for sale
$399,900
New Haven County homes for sale
$419,900
New London County homes for sale
$450,000

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)

$388,903

-2.8% YoY | Jun 2026

1 year
3 year
5 year

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

Location

Data

Jun 2026

Growth

% YoY

Windham County, CT

$388,903

-2.8%

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Deals*

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Satisfaction

354

Homes closed*

* Data from the last year

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