Windham County, CT homes for sale & real estate

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OPEN JUL 28, 4:30PM TO 6PM

12 Saint James Row, Killingly, CT 06239
12 Saint James Row, Killingly, CT 06239
12 Saint James Row, Killingly, CT 06239
ABOUT THIS HOME
Windham County, CT Homes for Sale
Unlock the potential of this spacious, well-maintained townhome style two-family property, perfect for both investors and owner-occupants located at 12 Saint James Row! Each unit boasts nearly 1,200 sq. ft. of living space, featuring 3 bedrooms and 1 bath. Both tenants are month to month. Recent upgrades include painted exterior aluminum siding, replacement windows, along with updates to both units. Located in a convenient neighborhood near shopping, dining, schools, and major highways, this low-maintenance property is a fantastic investment or a great place to call home.

$329,900

6 beds2 baths2,392 sq ft

12 Saint James Row, Killingly, CT 06239

5,662 sq ft lot • 4 parking spots • Two-family property

NEW 4 HRS AGO

98 Windham St, Windham, CT 06226
98 Windham St, Windham, CT 06226
98 Windham St, Windham, CT 06226
ABOUT THIS HOME
Windham County, CT Homes for Sale
Step into timeless elegance at 98 Windham Street, a circa 1893 Victorian gem set on a rare double lot stretching from Windham St to Tingley St. Brimming with historic character, this home showcases beautifully preserved woodwork, rich hardwood floors, breathtaking stained glass windows, and period fixtures that echo its storied past. This home is in process of being lovingly renovated and restored with attention to authenticity and charm and is ready for you to take over (including building materials and fixtures!). The second full bath is unfinished. You'll love the huge walk-up attic which offers expansion potential and a partially finished room, 2nd story balcony, wrap around front porch

$279,000

4 beds2 baths2,673 sq ft

98 Windham St, Windham, CT 06226

0.58 acre lot • 2 garage spots • Pool

COMING SOON

433 Norwich Rd, Plainfield, CT 06374
433 Norwich Rd, Plainfield, CT 06374
433 Norwich Rd, Plainfield, CT 06374
ABOUT THIS HOME
Windham County, CT Homes for Sale
Enchanting Colonial! Enjoy nature with your private, fenced in back yard on 1.96 acres with plenty of room for the animals! Fireplaced living room, fresh carpet, updated kitchen with slider to back deck, huge upstairs master bedroom, large closets and a large, updated, upstairs bath with jet tub and laundry. Many updates include well pump, electrical, appliances are less than 5 years, fairly new oil tank and furnace motor. Possibilities to add a third bedroom or office space. Shopping, restaurants, and town resources are close by. Easy commute to Groton, RI. and 395 Sellers to find suitable housing. Professional photos coming on active date. Town record has 2.5 baths. there are two.

$335,000

2 beds2.5 baths1,904 sq ft

433 Norwich Rd, Plainfield, CT 06374

1.9 acre lot • Garage

COMING SOON

35 Tripp Hollow Rd, Brooklyn, CT 06234
35 Tripp Hollow Rd, Brooklyn, CT 06234
35 Tripp Hollow Rd, Brooklyn, CT 06234
ABOUT THIS HOME
Windham County, CT Homes for Sale
Do not miss out on the opportunity to own this beautifully constructed raised ranch just built in 2021. This house features 3 bedrooms, 2.5 bathrooms and a 2 car garage. The lot is over 2 acres and offers plenty of privacy in a cozy rural setting. Very convenient location, just minutes away from restaurants, shopping plaza, and Route 6 for commuting. A few other tasteful features include granite counter tops, stainless steel appliances, woodstove, and open concept living with cathedral ceilings.

$439,000

3 beds2.5 baths1,189 sq ft

35 Tripp Hollow Rd, Brooklyn, CT 06234

2.01 acre lot • 2 garage spots

OPEN SAT, 12PM TO 2PM

213 Pomfret, Putnam, CT 06260
213 Pomfret, Putnam, CT 06260
213 Pomfret, Putnam, CT 06260
ABOUT THIS HOME
Windham County, CT Homes for Sale
OPEN HOUSE SAT. 12-2. SHOWINGS START NOW! Spacious 4-5 BR home in Putnam, transformed from mixed-use to fully residential. Originally a 1950 ranch, a 2007 addition expanded the upper level and finished the lower level—now a family room, bedroom, and full bath, ideal for in-law use. There's a place to add a stove/fridge for an additional kitchen. And also has an extra rec area. A 2014 rear addition (formerly warehouse space) offers potential for a 2-car garage or workshop. Large primary suite has a huge walk-in closet. Three additional BRs upstairs and renovated bathroom. Updates include a renovated kitchen (3 yrs), new gas heating system (3 yrs) with gas line to stove, electric water

$459,900

5 beds2 baths2,750 sq ft

213 Pomfret, Putnam, CT 06260

0.31 acre lot • 8 parking spots • Place to add stove

Property at 31 Green Is, Thompson, CT 06277, 1 bed, 1 bath

$400,000

1 bed1 bath517 sq ft

31 Green Is, Thompson, CT 06277

Property at 126 Pine Hill Rd, Sterling, CT 06377, 2 beds, 1 bath

$349,900

2 beds1 bath1,664 sq ft

126 Pine Hill Rd, Sterling, CT 06377

Property at 104 Windham Center Rd, Windham, CT 06280, 4 beds, 3.5 baths

$599,000

4 beds3.5 baths4,476 sq ft

104 Windham Center Rd, Windham, CT 06280

Property at 64 Moon Rd, Ashford, CT 06278, 3 beds, 1 bath

$294,900

3 beds1 bath960 sq ft

64 Moon Rd, Ashford, CT 06278

Property at 201 Woodstock Ave, Putnam, CT 06260, 2 beds, 2 baths

$249,999

2 beds2 baths1,260 sq ft

201 Woodstock Ave, Putnam, CT 06260

Property at 10 Terrace Dr, Plainfield, CT 06374, 2 beds, 1 bath

$79,900

2 beds1 bath924 sq ft

10 Terrace Dr, Plainfield, CT 06374

Property at 546 N Main St, Plainfield, CT 06354, 5 beds, 2 baths

$340,000

5 beds2 baths1,591 sq ft

546 N Main St, Plainfield, CT 06354

Property at 59 Ulasik Rd, Canterbury, CT 06331, 4 beds, 2 baths

$465,000

4 beds2 baths1,524 sq ft

59 Ulasik Rd, Canterbury, CT 06331

Property at 30 R And R Park, Killingly, CT 06241, 3 beds, 2 baths

$139,900

3 beds2 baths924 sq ft

30 R And R Park, Killingly, CT 06241

Property at 129 Walnut St, Windham, CT 06226, 4 beds, 1 bath

$239,500

4 beds1 bath1,078 sq ft

129 Walnut St, Windham, CT 06226

Property at 19 Florence St, Putnam, CT 06260, 4 beds, 2 baths

$300,000

4 beds2 baths1,496 sq ft

19 Florence St, Putnam, CT 06260

Property at 641 5 Mile River Rd, Putnam, CT 06260, 3 beds, 2 baths

$989,900

3 beds2 baths1,808 sq ft

641 5 Mile River Rd, Putnam, CT 06260

Property at 566 Route 197, Woodstock, CT 06281, 3 beds, 1.5 baths

$299,999

3 beds1.5 baths1,440 sq ft

566 Route 197, Woodstock, CT 06281

Property at 47 Commerce Ave, Killingly, CT 06239, 8 beds, 5 baths

$489,000

8 beds5 baths4,400 sq ft

47 Commerce Ave, Killingly, CT 06239

Property at 293 Coomer Hill Rd, Killingly, CT 06241, 3 beds, 3.5 baths

$625,000

3 beds3.5 baths3,230 sq ft

293 Coomer Hill Rd, Killingly, CT 06241

Property at 141 Old Town Rd, Ashford, CT 06278, 3 beds, 2 baths

$399,900

3 beds2 baths2,591 sq ft

141 Old Town Rd, Ashford, CT 06278

Property at 114 Breakneck Hill Rd, Killingly, CT 06241, 3 beds, 1 bath

$459,000

3 beds1 bath1,560 sq ft

114 Breakneck Hill Rd, Killingly, CT 06241

Property at 30 McDermott Ave, Windham, CT 06226, 3 beds, 1 bath

$250,000

3 beds1 bath1,008 sq ft

30 McDermott Ave, Windham, CT 06226

Property at 85 Lewiston Ave, Windham, CT 06226, 8 beds, 3 baths

$399,000

8 beds3 baths3,913 sq ft

85 Lewiston Ave, Windham, CT 06226

Property at 31 Pond Factory Rd, Woodstock, CT 06281, 3 beds, 1.5 baths

$449,900

3 beds1.5 baths1,632 sq ft

31 Pond Factory Rd, Woodstock, CT 06281

Property at 156 Quaddick Rd, Thompson, CT 06277, 3 beds, 2 baths

$464,900

3 beds2 baths1,836 sq ft

156 Quaddick Rd, Thompson, CT 06277

Property at 187 Tuckie Rd, Windham, CT 06256, 3 beds, 2 baths

$350,000

3 beds2 baths2,158 sq ft

187 Tuckie Rd, Windham, CT 06256

Property at 61 Perry St #101, Putnam, CT 06260, 2 beds, 1.5 baths

$224,900

2 beds1.5 baths1,200 sq ft

61 Perry St #101, Putnam, CT 06260

Property at 115 North Rd, Ashford, CT 06278, 2 beds, 1 bath

$84,999

2 beds1 bath780 sq ft

115 North Rd, Ashford, CT 06278

Property at 4 Linnell St, Plainfield, CT 06354, 3 beds, 1.5 baths

$225,000

3 beds1.5 baths1,557 sq ft

4 Linnell St, Plainfield, CT 06354

Property at Rr 197 Rd, Woodstock, CT 06281, 4 beds, 2.5 baths

$597,000

4 beds2.5 baths2,212 sq ft

Rr 197 Rd, Woodstock, CT 06281

Property at 17 Stanley Dr, Plainfield, CT 06354, 3 beds, 2 baths

$390,000

3 beds2 baths1,132 sq ft

17 Stanley Dr, Plainfield, CT 06354

Property at 16 Jolley Rd, Plainfield, CT 06239, 3 beds, 1 bath

$250,000

3 beds1 bath1,222 sq ft

16 Jolley Rd, Plainfield, CT 06239

Property at 778 Cook Hill Rd, Killingly, CT 06239, 3 beds, 1 bath

$367,000

3 beds1 bath1,084 sq ft

778 Cook Hill Rd, Killingly, CT 06239

Property at 15 Highview Dr, Killingly, CT 06241, 3 beds, 3 baths

$499,900

3 beds3 baths3,024 sq ft

15 Highview Dr, Killingly, CT 06241

Property at 22 Philmar Dr, Plainfield, CT 06374, 5 beds, 3 baths

$399,999

5 beds3 baths2,100 sq ft

22 Philmar Dr, Plainfield, CT 06374

Property at 122 Lovers Ln, Windham, CT 06280, 4 beds, 2 baths

$335,000

4 beds2 baths1,680 sq ft

122 Lovers Ln, Windham, CT 06280

Property at 5 Kies Rd, Killingly, CT 06239, 3 beds, 3.5 baths

$845,000

3 beds3.5 baths2,209 sq ft

5 Kies Rd, Killingly, CT 06239

Property at 15 Courtney Ln, Killingly, CT 06241, 3 beds, 1 bath

$330,000

3 beds1 bath1,440 sq ft

15 Courtney Ln, Killingly, CT 06241

Property at 393 N Canterbury Rd, Canterbury, CT 06331, 4 beds, 2 baths

$739,000

4 beds2 baths2,443 sq ft

393 N Canterbury Rd, Canterbury, CT 06331

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

$380,000

4 beds2.5 baths2,220 sq ft

106 Tripp Hollow Rd, Brooklyn, CT 06234

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Average home prices near Windham County, CT

Cities

Plainfield Village homes for sale
$279,900
Storrs homes for sale
$414,900
North Grosvenor Dale homes for sale
$399,500
South Windham homes for sale
$295,000
Lake Bungee homes for sale
$499,900
Willimantic homes for sale
$276,450
Brooklyn homes for sale
$432,450
East Brooklyn homes for sale
$325,000
Danielson homes for sale
$387,450
South Woodstock homes for sale
$579,450
Putnam homes for sale
$349,900
Moosup homes for sale
$454,000
Mansfield Center homes for sale

Counties

Hartford County homes for sale
$405,000
New Haven County homes for sale
$429,000
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)

$399,742

+12.6% YoY | Jun 2025

1 year
3 year
5 year

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

Location

Data

Jun 2025

Growth

% YoY

Windham County, CT

$399,742

+12.6%

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