Windham County, CT homes for sale & real estate

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ABOUT THIS HOME
Windham County, CT Homes for Sale
Welcome to this inviting 3-bedroom, 2-bath ranch featuring a 1-car garage and a fantastic layout perfect for comfortable everyday living. Placed right along side the Natchaug River used for fishing and kayaking! Step inside to find a bright, open floor plan with warm natural light and easy flow throughout. Outside, the property truly shines. Enjoy summer days in your beautiful inground pool (with its brand new pool liner), complete with plenty of space for lounging, entertaining, and relaxing. The large, fenced in backyard offers room to play, garden, or simply unwind in your own private outdoor oasis. Complete with a brand new deck right off the kitchen. Ideally situated on the right side

$325,000

3 beds2.5 baths1,228 sq ft

15 Cracow Ave, Windham, CT 06280

Natchaug river • Right side of town • Fenced in backyard

ABOUT THIS HOME
Windham County, CT Homes for Sale
Located conveniently off of Route 97 in Hampton, this colonial home offers a generous 2,778 square feet of finished living space. Situated on a 3.92 acre lot, this home boasts four bedrooms, one full bathroom and two half baths. Complete with a detached two car garage, partially finished walk out basement, tiered deck with a pergola, spacious bonus room with large slanted floor to ceiling windows, and convenient generator hookup. Additionally, this property has laundry hookup in the basement and on the second floor. This turn key property is full of natural light and is equipped with everything you need. Come take a look at your new forever home!

$429,900

4 beds2 baths2,778 sq ft

338 Main St, Hampton, CT 06247

Spacious bonus room • 3.92 acre lot • 2 garage spots

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ABOUT THIS HOME
Windham County, CT Homes for Sale
The escape begins the moment you turn onto the perfectly etched country drive , where a winding dirt road leads through the meadow revealing a distinctive 3 BR 2 Bath 2800 sqft + contemporary home remodeled to blend rustic charm & comfort. Steps away you will find a perfectly situated 4 bay car garage with office loft. The setting feels like a private retreat, with multiple decks, each season paints a new canvas of landscape Inside, the great room makes an unforgettable impression. Cathedral ceilings with dramatic exposed beams, a bold fireplace, expansive sliders and windows bring the outdoors in, flooding the space with natural light and framing tranquil views from every angle. Ever

$975,000

2 beds2 baths2,895 sq ft

564 Hubbard Rd, Killingly, CT 06239

Multiple decks • Cathedral ceilings • Bold fireplace

ABOUT THIS HOME
Windham County, CT Homes for Sale
* * you must have an appointment to go on the property do not trespass. Foundation Issues - Currently deemed Uninhabitable. * * Please ask your agent for the attached documents to review! Nestled on 4 breathtaking acres of gently rolling fields, this enchanting 1785 vintage farmhouse exudes timeless charm and rustic allure. Boasting approximately 2,634 square feet of above-grade living space, this 6-bedroom, 1 full bathroom, and 1 half bathroom home offers a unique opportunity to own a piece of history without the restrictions of a historical designation. The property features a spacious 4-bay detached garage in good condition, perfect for vehicles, storage, or a workshop. Additional o

$179,900

6 beds1.5 baths2,634 sq ft

150 Gager Hill Rd, Windham, CT 06280

Stately maple trees • Two wells • 4 breathtaking acres

ABOUT THIS HOME
Windham County, CT Homes for Sale
Charming 3-bedroom Cape situated on a desirable corner lot! This home features hardwood floors, central A/C, and a bright office perfect for remote work. Enjoy the convenience of a newer metal roof, a new oil tank, and a partially finished basement. This home offers great future potential. A cozy side porch adds extra outdoor space. Located close to all local amenities, this property combines comfort, updates, and unbeatable convenience. A must-see!

$299,000

3 beds1 bath936 sq ft

3 Ferland Dr, Dayville, CT 06241

Bright office • New oil tank • Newer metal roof

Property at 30 Valley, North Grosvenordale, CT 06255, 3 beds, 1 bath

$350,000

3 beds1 bath1,069 sq ft

30 Valley, North Grosvenordale, CT 06255

Property at 827 Thompson Rd, Thompson, CT 06277, 3 beds, 2.5 baths

$589,900

3 beds2.5 baths1,974 sq ft

827 Thompson Rd, Thompson, CT 06277

Property at 363 Windham Rd, Willimantic, CT 06226, 3 beds, 2 baths

$245,000

3 beds2 baths2,219 sq ft

363 Windham Rd, Willimantic, CT 06226

Property at 11 Kenneth Dr, Dayville, CT 06241, 3 beds, 3 baths

$410,000

3 beds3 baths1,444 sq ft

11 Kenneth Dr, Dayville, CT 06241

Property at 10 School ST EXT, Plainfield, CT 06374, 3 beds, 2.5 baths

$440,000

3 beds2.5 baths1,824 sq ft

10 School ST EXT, Plainfield, CT 06374

Property at 50 Richmond Rd #19, Putnam, CT 06260, 2 beds, 2 baths

$305,000

2 beds2 baths1,228 sq ft

50 Richmond Rd #19, Putnam, CT 06260

Property at 60 Indian Spring Rd, Woodstock, CT 06281, 2 beds, 2 baths

$775,000

2 beds2 baths1,855 sq ft

60 Indian Spring Rd, Woodstock, CT 06281

Property at 10 Topview Dr, Thompson, CT 06262, 1 bed, 1 bath

$315,000

1 bed1 bath1,586 sq ft

10 Topview Dr, Thompson, CT 06262

Property at 89 Spring St, Willimantic, CT 06226, 4 beds, 1.5 baths

$264,900

4 beds1.5 baths1,907 sq ft

89 Spring St, Willimantic, CT 06226

Property at 23 Mechanics St #101, Putnam, CT 06260, 1 bed, 1 bath

$129,000

1 bed1 bath448 sq ft

23 Mechanics St #101, Putnam, CT 06260

Property at 63 Athol St #63, Danielson, CT 06239, 2 beds, 1.5 baths

$215,000

2 beds1.5 baths1,064 sq ft

63 Athol St #63, Danielson, CT 06239

Property at 33 Railroad Ave, Plainfield, CT 06374, 3 beds, 1 bath

$245,000

3 beds1 bath1,504 sq ft

33 Railroad Ave, Plainfield, CT 06374

Property at 633 Wauregan Rd, Brooklyn, CT 06234, 3 beds, 2 baths

$419,900

3 beds2 baths1,716 sq ft

633 Wauregan Rd, Brooklyn, CT 06234

Property at 243 Kemp Rd, Hampton, CT 06247, 3 beds, 2 baths

$450,000

3 beds2 baths2,304 sq ft

243 Kemp Rd, Hampton, CT 06247

Property at 55 Pond View Dr, Woodstock, CT 06281, 3 beds, 1.5 baths

$375,000

3 beds1.5 baths1,476 sq ft

55 Pond View Dr, Woodstock, CT 06281

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

$499,900

3 beds2 baths1,366 sq ft

247 Green Holow Rd, Killingly, CT 06239

Property at 75 Lisbon Rd, Canterbury, CT 06331, 1 bed, 1 bath

$225,000

1 bed1 bath782 sq ft

75 Lisbon Rd, Canterbury, CT 06331

Property at Lot 4 Bluebird Ln, Brooklyn, CT 06234, 3 beds, 2 baths

$579,900

3 beds2 baths1,650 sq ft

Lot 4 Bluebird Ln, Brooklyn, CT 06234

Property at 6 Prospect St, Putnam, CT 06260, 3 beds, 2 baths

$449,000

3 beds2 baths1,696 sq ft

6 Prospect St, Putnam, CT 06260

Property at 24 David Cir, Putnam, CT 06260, 4 beds, 2 baths

$439,900

4 beds2 baths2,395 sq ft

24 David Cir, Putnam, CT 06260

Property at 129 Snake Meadow Rd, Plainfield, CT 06354, 3 beds, 2 baths

$449,900

3 beds2 baths1,700 sq ft

129 Snake Meadow Rd, Plainfield, CT 06354

Property at 80 Old Plains Rd, Willimantic, CT 06226, 3 beds, 1 bath

$219,000

3 beds1 bath994 sq ft

80 Old Plains Rd, Willimantic, CT 06226

Property at 215 Sand Dam Rd, Thompson, CT 06277, 3 beds, 1.5 baths

$399,900

3 beds1.5 baths1,516 sq ft

215 Sand Dam Rd, Thompson, CT 06277

Property at 278 Child Rd, Woodstock, CT 06281, 3 beds, 2.5 baths

$399,900

3 beds2.5 baths1,094 sq ft

278 Child Rd, Woodstock, CT 06281

Property at 462 Norwich Rd, Plainfield, CT 06374, 3 beds, 1.5 baths

$259,000

3 beds1.5 baths2,280 sq ft

462 Norwich Rd, Plainfield, CT 06374

Property at 100 Squaw Rock Rd, Moosup, CT 06354, 3 beds, 2 baths

$460,000

3 beds2 baths1,806 sq ft

100 Squaw Rock Rd, Moosup, CT 06354

Property at 69 Wauregan Rd, Killingly, CT 06239, 3 beds, 1 bath

$285,000

3 beds1 bath1,178 sq ft

69 Wauregan Rd, Killingly, CT 06239

Property at 29 Union St, Moosup, CT 06354, 4 beds, 1 bath

$260,000

4 beds1 bath1,865 sq ft

29 Union St, Moosup, CT 06354

Property at 102 Cottage St, Killingly, CT 06239, 8 beds, 4 baths

$279,000

8 beds4 baths3,951 sq ft

102 Cottage St, Killingly, CT 06239

Property at 13 Plaza St, Brooklyn, CT 06234, 3 beds, 1 bath

$319,000

3 beds1 bath960 sq ft

13 Plaza St, Brooklyn, CT 06234

Property at 106 Tripp Hollow Rd, Brooklyn, CT 06234, 4 beds, 2.5 baths

$365,000

4 beds2.5 baths2,220 sq ft

106 Tripp Hollow Rd, Brooklyn, CT 06234

Property at 37 Walnut St, Putnam, CT 06260, 3 beds, 1 bath

$319,999

3 beds1 bath960 sq ft

37 Walnut St, Putnam, CT 06260

Property at Undisclosed address, North Windham, CT 06256, 3 beds, 2 baths

$999,000

3 beds2 baths1,808 sq ft

Undisclosed address, North Windham, CT 06256

Property at 513 Lhomme Street Ext, Killingly, CT 06239, 3 beds, 1.5 baths

$365,000

3 beds1.5 baths1,160 sq ft

513 Lhomme Street Ext, Killingly, CT 06239

Property at 69 Perry St #130, Putnam, CT 06260, 2 beds, 1.5 baths

$245,000

2 beds1.5 baths1,200 sq ft

69 Perry St #130, Putnam, CT 06260

Property at 417 Dugg Hill Rd, Woodstock, CT 06281, 3 beds, 2 baths

$420,000

3 beds2 baths1,506 sq ft

417 Dugg Hill Rd, Woodstock, CT 06281

Viewing page 2 of 7

Average home prices near Windham County, CT

Cities

Plainfield Village homes for sale
$315,000
North Grosvenor Dale homes for sale
$350,000
South Windham homes for sale
$295,000
Lake Bungee homes for sale
$447,500
Willimantic homes for sale
$257,450
Quinebaug homes for sale
$380,000
Brooklyn homes for sale
$415,000
East Brooklyn homes for sale
$389,450
Danielson homes for sale
$287,500
South Woodstock homes for sale
$423,000
Putnam homes for sale
$340,900
Moosup homes for sale
$434,950
Dayville homes for sale
$499,900

Counties

Hartford County homes for sale
$379,980
New Haven County homes for sale
$399,900
New London County homes for sale
$400,000

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)

$360,000

+5.9% YoY | Oct 2025

1 year
3 year
5 year

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

Location

Data

Oct 2025

Growth

% YoY

Windham County, CT

$360,000

+5.9%

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