Windham County, CT homes for sale & real estate

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ABOUT THIS HOME
Windham County, CT Homes for Sale
Welcome to this Charming and updated 3-bedroom, 1.5-bath split-level home offering comfort and convenience. With well-designed living space, this home has been thoughtfully improved with a newer roof, solar panels, refreshed deck, new doors, floors, bathroom and kitchen updates and so much more!!! Windows replaced in 2023 with a lifetime transferrable warranty. Well pump update in 2020 and a high-end Budurus heating system and water tank in 2021. You will love the living room that includes a useable fireplace and hardwood oak flooring. Enter through the garage into a versatile finished room complete with a half bath and laundry area, ideal for a home office or playroom. Just a few steps up,

$399,000

3 beds1.5 baths1,448 sq ft

230 Cemetery Rd, Plainfield, CT 06374

0.95 acre lot • Garage • Pool

ABOUT THIS HOME
Windham County, CT Homes for Sale
As little or no down, 3 fixed (3.15 APR). This three bedroom, two full bathroom home is priced to move fast. Appliances include Refrigerator, Range, Microwave, Washer and Dryer. For information on park rules, regulations and park residency application inquire at Stonegate park. Current Park land use charges $746 a month, this is not an HOA charge. Heating oil tank is 5 years old. The bathroom fixtures and plumbing upgraded to pex plumbing and the floor was replaced. The Kitchen cabinetry was replaced about 10 years ago.

$45,000

3 beds2 baths1,020 sq ft

48 James Dr, North Windham, CT 06256

2 parking spots • Built 1979 • Listed 20 days

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

ABOUT THIS HOME
Windham County, CT Homes for Sale
Experience the BEST of country living and modern design, all on 10 PRIVATE ACRES, ideal for HUNTING, ATV'S and outdoor recreation. This stunning SINGLE-LEVEL RANCH, with a 3 CAR GARAGE offers an OPEN-CONCEPT floor plan, filled with natural light, featuring gleaming HARDWOOD FLOORS, spacious kitchen with STAINLESS STEEL appliances and a 32 x 27 GREAT ROOM - perfect for entertaining or family gatherings. Large unfinished room with access from the living room, has the potential for additional living space. Home offers a large primary suite with walk-in closet and a private full bath, complimented by 2 additional generously sized bedrooms and a 2nd full bath. Stay cozy with 2 WOOD STOVES as a s

$649,000

3 beds2 baths1,854 sq ft

63 Buck Hill Rd, Canterbury, CT 06331

Walk-in closet • Great room • Large primary suite

ABOUT THIS HOME
Windham County, CT Homes for Sale
INSTANT EQUITY when you finish this SPRAWLING Cape it COMPS out $525,000 to $550,000! OVERSIZED 2 car DETACHED garage with CONCRETE PAD on side for your camper or boat and a ATTACHED 2 car garage for the car enthusiast or someone who loves to work on vehicles! 24 X 32 ENORMOUS family room(already sheet rocked) w/ FRENCH DOORS leading outside. You could make a 1 st floor bedroom, dining, kitchen and bathroom on main level with 2 bedrooms on upper level that has a slider would lead to a balcony. Needs plumbing and electrical, heating system. Set back off the road with stone boundary in the front sitting on 2 ACRES! Whether your an investor, builder or homeowner this property has A TON of POTE

$275,000

3 beds1.5 baths2,236 sq ft

360 N Society Rd, Canterbury, CT 06331

Stone boundary • Concrete pad • French doors

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 564 Hubbard Rd, Killingly, CT 06239, 2 beds, 2 baths

$975,000

2 beds2 baths2,895 sq ft

564 Hubbard Rd, Killingly, CT 06239

Property at 49 Canterbury Rd Apt K, Plainfield, CT 06374, 1 bed, 1 bath

$135,000

1 bed1 bath718 sq ft

49 Canterbury Rd Apt K, Plainfield, CT 06374

Property at 3 Ferland Dr, Dayville, CT 06241, 3 beds, 1 bath

$299,000

3 beds1 bath936 sq ft

3 Ferland Dr, Dayville, CT 06241

Property at 29 Church St, Killingly, CT 06241, 8 beds, 2 baths

$325,000

8 beds2 baths2,590 sq ft

29 Church St, Killingly, CT 06241

Property at 145 Perrin Rd, Woodstock, CT 06281, 4 beds, 3 baths

$949,000

4 beds3 baths1,574 sq ft

145 Perrin Rd, Woodstock, CT 06281

Property at 385 Putnam Pike, Dayville, CT 06241, 5 beds, 3 baths

$370,000

5 beds3 baths2,700 sq ft

385 Putnam Pike, Dayville, CT 06241

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 Undisclosed address, Chaplin, CT 06235, 3 beds, 1 bath

$315,000

3 beds1 bath1,267 sq ft

Undisclosed address, Chaplin, CT 06235

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

$340,000

3 beds1 bath1,069 sq ft

30 Valley, North Grosvenordale, CT 06255

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 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 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 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 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 104 Pulpit Rock Rd, Woodstock, CT 06281, 4 beds, 2.5 baths

$560,000

4 beds2.5 baths2,016 sq ft

104 Pulpit Rock Rd, Woodstock, CT 06281

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 40 Tarbox Rd, Plainfield, CT 06374, 3 beds, 1 bath

$332,000

3 beds1 bath1,242 sq ft

40 Tarbox Rd, Plainfield, CT 06374

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 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 74 Athol St #74, Killingly, CT 06239, 2 beds, 1.5 baths

$215,000

2 beds1.5 baths1,344 sq ft

74 Athol St #74, Killingly, CT 06239

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 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 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 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 6 Nahaco Hill Ln, Eastford, CT 06242, 1 bed, 1.5 baths

$315,000

1 bed1.5 baths1,167 sq ft

6 Nahaco Hill Ln, Eastford, CT 06242

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 7 Devotion Rd, Scotland, CT 06264, 4 beds, 2 baths

$399,000

4 beds2 baths1,787 sq ft

7 Devotion Rd, Scotland, CT 06264

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

$247,500

4 beds1 bath1,865 sq ft

29 Union St, Moosup, CT 06354

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 385 Hampton Rd, Chaplin, CT 06235, 5 beds, 3.5 baths

$354,900

5 beds3.5 baths2,496 sq ft

385 Hampton Rd, Chaplin, CT 06235

Viewing page 2 of 6

Average home prices near Windham County, CT

Cities

Plainfield Village homes for sale
$319,000
North Grosvenor Dale homes for sale
$340,000
South Windham homes for sale
$295,000
Wauregan homes for sale
$340,000
Lake Bungee homes for sale
$447,500
Willimantic homes for sale
$264,900
Quinebaug homes for sale
$347,500
Brooklyn homes for sale
$465,000
East Brooklyn homes for sale
$389,450
Danielson homes for sale
$287,500
South Woodstock homes for sale
$486,000
Putnam homes for sale
$399,000
Moosup homes for sale
$449,900
Dayville homes for sale
$499,900

Counties

Hartford County homes for sale
$380,000
New Haven County homes for sale
$399,900
New London County homes for sale
$399,999

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)

$359,000

+8.8% YoY | Nov 2025

1 year
3 year
5 year

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

Location

Data

Nov 2025

Growth

% YoY

Windham County, CT

$359,000

+8.8%

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