Pending Listings in Windham County, CT

211 homes

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CONTINGENT

ABOUT THIS HOME
Pending Listing in Windham County, CT:
Bring this storybook 1930's Tudor back to life! This classic Tudor Revival home filled with character and sits on a hill overlooking the Quinebaug River Valley. Steeply pitched rooflines, stone fireplace, charming half timbered details - nestled on a generous 1.267 acres, offers endless potential for restoration and customization. With solid bones and timeless architecture, this property is a rare opportunity to create your dream home while preserving historic charm. A perfect project for buyers seeking sweat equity, investors, or anyone with a vision to make this gem shine again. Large sunny Living Room with original fireplace has handy built-in closet, and door to a terraced patio. Dining

$300,000

4 beds3.5 baths3,523 sq ft

69 Peckham Ln, Killingly, CT 06239

1.27 acre lot • 2 garage spots • Built 1930

CONTINGENT

ABOUT THIS HOME
Pending Listing in Windham County, CT:
Due to unforeseen personal circumstances, the seller must relocate after only a short time in the home. While this move comes sooner than expected, it presents a unique opportunity for the next owner to enjoy a thoughtfully maintained property that has seen recent investment and care. Well maintained by the original owner, this townhouse is located in a peaceful setting at the back of the complex along Little River. The entry level offers a spacious utility and storage room. The main level features a fireplaced living room with access to a private deck, a dining area, a tiled kitchen, and a half bath. Upstairs, you'll find two generously sized bedrooms and a full bath. The primary bedroom h

$299,999

2 beds1.5 baths1,218 sq ft

257 Sabin St Apt 23, Putnam, CT 06260

$215 HOA • Garage • Built 1988

CONTINGENT

ABOUT THIS HOME
Pending Listing in Windham County, CT:
If country living is what you've been searching for look no further! This charming 4 bedroom, 2 bath Cape offers the perfect blend of comfort, functionality, and relaxation. The first floor features an open concept design with a spacious center island eat-in kitchen, complete with newer maple cabinetry and stainless steel appliances. A beautiful stone fireplace anchors the inviting living room, which opens to a full length front porch an ideal spot to unwind and take in the peaceful sounds of the countryside. Also on the main level are two bedrooms and a convenient full bath. Upstairs, you'll find two additional bedrooms and a second full bath, providing plenty of space for family or guests

$359,900

4 beds2 baths1,642 sq ft

283 Tower Hill Rd, Chaplin, CT 06235

Open concept design • Stone fireplace • 2.05 acre lot

UNDER CONTRACT

ABOUT THIS HOME
Pending Listing in Windham County, CT:
Gracefully set on 7.7 private acres, this exceptional estate was designed for those who live to entertain-and love to retreat. From its elegant architecture to its resort-inspired amenities, every detail reflects luxury without compromise. Inside, soaring ceilings and refined millwork frame a layout built for both grand gatherings and quiet indulgence. The formal dining room makes a statement with stately columns and a tray ceiling, while the gourmet kitchen is a culinary dream-anchored by premium appliances, a generous island, and an oversized walk-in pantry. Downstairs, the walkout lower level transforms into your own private resort, complete with a game room, home gym, and seamless acces

$749,900

3 beds3 baths5,358 sq ft

36 Breakneck Hill Rd, Dayville, CT 06241

Private acres • Walkout lower level • Gourmet kitchen

CONTINGENT

ABOUT THIS HOME
Pending Listing in Windham County, CT:
Don't miss out on this newly renovated two bedroom home. If quiet, modest living is what you're looking for, look no further. Equipped with central air wall units for those hot summer days. Enjoy the deck along side of the home for entertaining guests. A newly six year electric water heater was installed in 2023. Worry no more about snow removal because that will be included with the monthly hoa at $675 along with trash pickup, ground maintenance, sewer and water. Near the heart of killingly you will be minutes from the park and shopping. It is a short drive to connect to 395.

$79,900

2 beds1 bath560 sq ft

10 Conrad Park, Dayville, CT 06241

Newly renovated • 2 parking spots • Built 1996

Property at Lot 12 Tripp Holow Rd, Brooklyn, CT 06234

$55,000

— beds— baths— sq ft

Lot 12 Tripp Holow Rd, Brooklyn, CT 06234

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

$109,000

— beds— baths— sq ft

00 Route 171 Lot 1, Woodstock, CT 06281

Property at 0 Center Rd, Woodstock, CT 06281

$47,900

— beds— baths— sq ft

0 Center Rd, Woodstock, CT 06281

Property at 834 Hampton Rd, Pomfret, CT 06230

$100,000

— beds— baths— sq ft

834 Hampton Rd, Pomfret, CT 06230

Property at 379 Snake Meadow Rd, Killingly, CT 06239, 3 beds, 1 bath

$315,000

3 beds1 bath837 sq ft

379 Snake Meadow Rd, Killingly, CT 06239

Property at 353 Pasay Rd, North Grosvenordale, CT 06255, 4 beds, 1 bath

$390,000

4 beds1 bath1,184 sq ft

353 Pasay Rd, North Grosvenordale, CT 06255

Property at 106 Five Mile River Rd, Putnam, CT 06260, 3 beds, 1 bath

$365,000

3 beds1 bath1,404 sq ft

106 Five Mile River Rd, Putnam, CT 06260

Property at 172 Peake Brook Rd, Woodstock, CT 06281, 2 beds, 1.5 baths

$279,000

2 beds1.5 baths1,073 sq ft

172 Peake Brook Rd, Woodstock, CT 06281

Property at 30 Huntley Rd, Dayville, CT 06241, 3 beds, 1 bath

$329,900

3 beds1 bath2,016 sq ft

30 Huntley Rd, Dayville, CT 06241

Property at 15 Ryler Ct, North Grosvenordale, CT 06255, 3 beds, 2 baths

$425,000

3 beds2 baths1,907 sq ft

15 Ryler Ct, North Grosvenordale, CT 06255

Property at 11 Denis Dr, North Grosvenordale, CT 06255, 3 beds, 1 bath

$319,000

3 beds1 bath1,008 sq ft

11 Denis Dr, North Grosvenordale, CT 06255

Property at 12 Union Dr, Ashford, CT 06278, 2 beds, 1 bath

$240,000

2 beds1 bath840 sq ft

12 Union Dr, Ashford, CT 06278

Property at 231 Back Rd, Windham, CT 06280, 3 beds, 2 baths

$329,999

3 beds2 baths2,144 sq ft

231 Back Rd, Windham, CT 06280

Property at 160 Ross Rd, Danielson, CT 06239, 3 beds, 2.5 baths

$500,000

3 beds2.5 baths1,664 sq ft

160 Ross Rd, Danielson, CT 06239

Property at 2 Johns Cir #30, Sterling, CT 06377, 3 beds, 2 baths

$359,900

3 beds2 baths1,144 sq ft

2 Johns Cir #30, Sterling, CT 06377

Property at 29 General Lyon Rd, Eastford, CT 06242, 3 beds, 1 bath

$210,000

3 beds1 bath1,766 sq ft

29 General Lyon Rd, Eastford, CT 06242

Property at 51 Westview Dr, Brooklyn, CT 06234, 3 beds, 2.5 baths

$529,000

3 beds2.5 baths2,254 sq ft

51 Westview Dr, Brooklyn, CT 06234

Property at 61 Oak St, Willimantic, CT 06226, 7 beds, 4 baths

$425,000

7 beds4 baths2,769 sq ft

61 Oak St, Willimantic, CT 06226

Property at 92 Lake Rd, Moosup, CT 06354, 3 beds, 2 baths

$349,900

3 beds2 baths1,248 sq ft

92 Lake Rd, Moosup, CT 06354

Property at 26 N Society Rd, Canterbury, CT 06331, 3 beds, 2.5 baths

$589,000

3 beds2.5 baths1,880 sq ft

26 N Society Rd, Canterbury, CT 06331

Property at 26 Barber St, Putnam, CT 06260, 9 beds, 3 baths

$429,900

9 beds3 baths4,064 sq ft

26 Barber St, Putnam, CT 06260

Property at 128 Fitzgerald Rd, Brooklyn, CT 06234, 3 beds, 3 baths

$400,000

3 beds3 baths1,836 sq ft

128 Fitzgerald Rd, Brooklyn, CT 06234

Property at 1 Jericho Rd, Pomfret Center, CT 06259, 2 beds, 1 bath

$160,000

2 beds1 bath1,152 sq ft

1 Jericho Rd, Pomfret Center, CT 06259

Property at 9 Main St, Hampton, CT 06247, 3 beds, 2.5 baths

$299,900

3 beds2.5 baths1,858 sq ft

9 Main St, Hampton, CT 06247

Property at 21 Senexet Rd, Putnam, CT 06260, 3 beds, 1 bath

$295,000

3 beds1 bath1,144 sq ft

21 Senexet Rd, Putnam, CT 06260

Property at 5 John's Cir Lot 35, Sterling, CT 06377, 3 beds, 2 baths

$409,000

3 beds2 baths1,776 sq ft

5 John's Cir Lot 35, Sterling, CT 06377

Property at 59 Chestnut St, Willimantic, CT 06226, 8 beds, 3 baths

$197,500

8 beds3 baths3,307 sq ft

59 Chestnut St, Willimantic, CT 06226

Property at 29 Kathleen Dr Apt 5E, Willimantic, CT 06226, 2 beds, 1.5 baths

$199,500

2 beds1.5 baths998 sq ft

29 Kathleen Dr Apt 5E, Willimantic, CT 06226

Property at 130 Tripp Rd, Woodstock, CT 06281, 2 beds, 1 bath

$338,000

2 beds1 bath1,222 sq ft

130 Tripp Rd, Woodstock, CT 06281

Property at 6 Ward Ln, Moosup, CT 06354, 6 beds, 3 baths

$249,000

6 beds3 baths2,518 sq ft

6 Ward Ln, Moosup, CT 06354

Property at 711 Ekonk Hill Rd, Moosup, CT 06354, 3 beds, 2 baths

$299,990

3 beds2 baths1,547 sq ft

711 Ekonk Hill Rd, Moosup, CT 06354

Property at 6 Jacques St, Moosup, CT 06354, 3 beds, 1 bath

$275,000

3 beds1 bath1,131 sq ft

6 Jacques St, Moosup, CT 06354

Property at 60 Sterling Hill Rd, Moosup, CT 06354, 3 beds, 3 baths

$399,900

3 beds3 baths2,578 sq ft

60 Sterling Hill Rd, Moosup, CT 06354

Property at 96 Beacon Rd, Windham, CT 06280, 3 beds, 1.5 baths

$269,900

3 beds1.5 baths1,284 sq ft

96 Beacon Rd, Windham, CT 06280

Property at 1820 Route 197, Woodstock, CT 06281, 3 beds, 2 baths

$394,900

3 beds2 baths2,006 sq ft

1820 Route 197, Woodstock, CT 06281

Property at 165 Breakneck Hill Rd, Dayville, CT 06241, 2 beds, 1 bath

$80,000

2 beds1 bath960 sq ft

165 Breakneck Hill Rd, Dayville, CT 06241

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Pending Listings in Windham County

There are currently 211 pending listings for sale in Windham County at a median listing price of $389K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Windham County stay on the market for 44 days and receive 1 offers. This map is refreshed with the newest listings in Windham County every 15 minutes.

In the past month, 143 homes have been sold in Windham County. In addition to houses in Windham County, there were also 31 condos, 1 townhouse, and 30 multi-family units for sale in Windham County last month. Find your dream home in Windham County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Windham County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Windham County. If you're looking to sell your home in the Windham County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Windham County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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