Homes with virtual tours for Sale in Windham County, CT

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OPEN SUN, 12PM TO 1:30PMVIDEO TOUR

ABOUT THIS HOME
Home with Virtual Tour for sale in Windham County, CT:
The Garage You've Been Dreaming About, With a House to Match! If you are looking for an oversized heated garage (36'x23') with a full unfinished second floor loft, then look no further. .. This split entry home sits on a private 1.16-acre corner lot, on a dead-end street. The detached gambrel-roof garage has two overhead bays with an upstairs loft, electricity, and a wood-burning heat source, so it works year-round. It has so much potential. This kind of space is an amazing find, and it's even harder to build at today's prices. The home is just as easy to love. The main level of this split entry offers three bedrooms, hardwood floors throughout most of the main floor, and a full bath. There

$345,000

3 beds1 bath1,812 sq ft

7 Sessions Dr, Central Village, CT 06332

Upstairs loft • Two overhead bays • 1.16 acre lot

OPEN SAT, 9AM TO 11AMVIDEO TOUR

ABOUT THIS HOME
Home with Virtual Tour for sale in Windham County, CT:
Tucked away at the end of a long private driveway, this 3,794-square-foot custom home offers four bedrooms on nine scenic acres, with potential for a free land split. Wood flooring milled from trees on the property, natural beams and built-ins lend warmth and character. Every door is custom made; the doors, staircase treads and living room floor are Brazilian cherry. A pass-through stone-and-brick fireplace anchors the living space, while steel-beam construction extends through the house, basement and garage. The granite kitchen features an island, new hardware and a new commercial-grade propane range with 10 burners and double ovens. Windows surround the four-season great room, bringing in

$699,000

4 beds2 baths3,794 sq ft

555 Senexet Rd, Woodstock, CT 06281

Private driveway • Nine scenic acres • 9 acre lot

3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in Windham County, CT:
Over 2,100 SF of beautifully updated living space awaits at 990 Riverside Drive! A welcoming farmer's porch adds to the curb appeal, while the home itself has been extensively renovated over the past approximately 10 years, including plumbing, electrical, HVAC with central air, insulation, kitchen, baths, flooring, paint and more. The spacious first floor offers a gorgeous kitchen with granite counters, abundant cabinetry, a new slider to the oversized deck and stairway leading to the upper level. An oversized dining room provides plenty of room for gatherings and entertaining, while the pellet stove offers an economical supplemental heat source. The enormous foyer offers incredible flexibi

$424,900

5 beds1.5 baths2,132 sq ft

990 Riverside Dr, North Grosvenordale, CT 06255

Oversized deck • Gorgeous kitchen • Whirlpool tub

3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in Windham County, CT:
Welcome to 78 Hammond Hill Road, a charming New England Cape set on approximately 1.7 picturesque acres in peaceful Hampton Connecticut. This inviting four-bedroom home offers about 2,000 square feet of living space, surrounded by mature landscaping and beautiful countryside views. Enjoy summer days by the in-ground pool, relax overlooking the rolling wooded hills, or explore the spacious grounds and private pond. A detached two-car garage, solar, and additional unfinished space with in-law potential add versatility. This is a wonderful country retreat offering privacy, character, native plants, fruit trees and a quaint private pond. The attached in-law apartment is adjoining and shares the

$449,900

4 beds2 baths2,002 sq ft

78 Hammond Hill Rd, Hampton, CT 06247

Private pond • Spacious grounds • Mature landscaping

VIDEO TOUR

ABOUT THIS HOME
Home with Virtual Tour for sale in Windham County, CT:
Step inside and you'll immediately understand what makes this home so unique. Beautiful wood floors, custom built-ins, intricate details, and four fireplaces with hand-carved mantels are reminders of an era when homes were built to be admired. Look up and you'll discover decorative ceiling medallions paired with gas-replica light fixtures that add warmth and authenticity to the home's historic character. The Albert C. Luke House, a captivating Queen Anne Victorian in the heart of Putnam where craftsmanship, character, and modern comfort come together beautifully. The updated kitchen blends old and new with quartz countertops and a marble backsplash while complementing the home's historic ch

$475,000

7 beds2.5 baths3,071 sq ft

110 Church St, Putnam, CT 06260

Quartz countertops • Wood floors • Four fireplaces

Property at 345 Cook Hill Rd, Killingly, CT 06239, 3 beds, 2.5 baths

$544,900

3 beds2.5 baths1,848 sq ft

345 Cook Hill Rd, Killingly, CT 06239

Property at 18 Ballou St #2, Putnam, CT 06260, 2 beds, 1.5 baths

$259,000

2 beds1.5 baths1,088 sq ft

18 Ballou St #2, Putnam, CT 06260

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

$599,000

4 beds2.5 baths2,634 sq ft

272 Horse Hill Rd, Ashford, CT 06278

Property at 76 Lakeview Dr, Ashford, CT 06278, 3 beds, 2 baths

$429,500

3 beds2 baths1,776 sq ft

76 Lakeview Dr, Ashford, CT 06278

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

$1,299,000

4 beds5.5 baths6,394 sq ft

1374 Route 171, Woodstock Valley, CT 06282

Property at 80 Bungay Hill Rd, Woodstock, CT 06281, 3 beds, 4 baths

$2,500,000

3 beds4 baths4,648 sq ft

80 Bungay Hill Rd, Woodstock, CT 06281

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 95 Pole Bridge Rd, Woodstock, CT 06281, 4 beds, 3.5 baths

$1,275,000

4 beds3.5 baths3,868 sq ft

95 Pole Bridge Rd, Woodstock, CT 06281

Property at 282 & 260 Searles Rd, Pomfret Center, CT 06259, 4 beds, 4 baths

$2,950,000

4 beds4 baths4,442 sq ft

282 & 260 Searles Rd, Pomfret Center, CT 06259

Property at 115 Groveland Ave #7, Putnam, CT 06260, 2 beds, 1.5 baths

$399,900

2 beds1.5 baths1,232 sq ft

115 Groveland Ave #7, Putnam, CT 06260

Property at 612 Cook Hill Rd, Killingly, CT 06239

$399,000

Land22.94 acres (lot)

612 Cook Hill Rd, Killingly, CT 06239

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VIDEO TOUR

ABOUT THIS HOME
Home with Virtual Tour for sale in Windham County, RI:
Set back off the road, this private, tranquil oasis on 15 acres is offered on the market for the very first time! Custom-built and meticulously maintained by the same family since 1988, this exceptional Glocester ranch offers effortless single-level living. Built with superior 2x6 construction for enhanced energy efficiency, soundproofing, and structural strength. A charming entrance welcomes you with newer siding, roof, windows, gutters, and a brand-new custom wood door. You are greeted by the formal living room, leading into a freshly painted formal dining room illuminated by updated lighting throughout. The heart of the home features a light-filled kitchen and great room anchored by a co

$799,000

3 beds2.5 baths2,204 sq ft

884 Reynolds Rd, Chepachet, RI 02814

Structural strength • 15 acres • Energy efficiency

3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in Windham County, CT:
29 ACRES OF BEAUTIFUL, USABLE LAND! A rare opportunity in Willington offering expansive, level grass meadows, open pastures and classic New England stone walls. This is truly a DREAM PROPERTY for equestrian use, a private estate, farm, family compound or buyer looking to explore subdivision potential. The estate has not pursued subdivision approvals, leaving that opportunity for the next owner to investigate. Imagine creating multiple paddocks, riding areas, gardens or simply enjoying the privacy and beauty of this remarkable acreage. The existing ranch-style home is solid and substantial, offering generous living space, multiple bedrooms and baths, family rooms, fireplaces and laundry on t

$775,000

5 beds2 baths3,305 sq ft

28 Cemetery Rd, Willington, CT 06279

Level grass meadows • Open pastures • Multiple paddocks

VIDEO TOUR

ABOUT THIS HOME
Home with Virtual Tour for sale in Windham County, RI:
This incredible waterfront home at 6 Cucumber Hill Rd was reduced from 859K to 759K. A full 100K drop. Below market. Above expectations & absolutely ready for someone who's been waiting for the right moment. Waterfront setting. Country privacy. Close to the golf course. New septic. New mechanicals. New appliances. Move-in ready. If your buyers have been sitting on the sidelines, tell them it's time to get back in the game. This is the opportunity they've been looking for.

$759,000

3 beds2 baths2,234 sq ft

6 Cucumber Hill Rd, Foster, RI 02825

Pond • Backyard • East facing deck

3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in Windham County, RI:
Welcome to Whippoorwill Hollow! This stunning 1880 home sits on just under 20 acres and has been thoughtfully updated over the years while keeping every bit of its historic charm. A 32'x16' addition was built in 2008 with a full unfinished basement below, along with updated well, septic, and electrical systems. The septic was also just cleaned and inspected, and a brand new heating system was installed in September 2026! The back porch overlooks the property and catches some of Rhode Island's most breathtaking sunsets. Beyond that, you'll find open fields, fruit trees, and trails, with endless room to make it your own! Genuinely a must-see. Come check it out today!

$685,000

2 beds1 bath1,660 sq ft

197 Lewis Farm Rd, Coventry, RI 02827

Trails • Back porch • Fruit trees

OPEN SAT, 11AM TO 1PMVIDEO TOUR

ABOUT THIS HOME
Home with Virtual Tour for sale in Windham County, MA:
Open House Sat 10/17 from 11am-1pm. Welcome to Douglas, Massachusetts! This beautifully maintained Colonial sits on a stunning 5.01-acre lot, offering privacy, tranquility, and plenty of space to enjoy all that nature has to offer. As you arrive, you'll be welcomed by a beautifully paved driveway leading to this charming Colonial, built in 2004. The property features beautifully maintained lawns, abundant fruit trees—including apple and pear trees—tomato vines, and wonderful yard space perfect for gardening, entertaining, or simply enjoying the peaceful surroundings. Inside, this home offers 2,800+ square feet of living space with an inviting open-concept layout. The main level

$749,000

4 beds2.5 baths2,823 sq ft

111 SW Main St, Douglas, MA 01516

5.01 acre lot • Abundant fruit trees • Spacious kitchen

3D WALKTHROUGH

ABOUT THIS HOME
Home with Virtual Tour for sale in Windham County, MA:
Waterfront living takes center stage in this beautifully positioned lakefront home, where expansive water views create an incredible backdrop from morning through sunset. Designed for single-floor living, the home offers three bedrooms, generous living spaces and a connection to the water throughout the interior. The living room is the focal point, framed by an impressive picture window showcasing panoramic lake views. A pellet stove set against a stone surround anchors the space, while an adjoining sitting area provides another front-row seat to the waterfront. The kitchen features rich wood cabinetry, new quartz countertops and a window above the sink overlooking the water. The primary be

$649,000

3 beds2 baths2,027 sq ft

29 Lake Shore Dr, Wales, MA 01081

Private dock • Direct lake access • Single-floor living

Property at 160 Antrim Rd, Coventry, CT 06238, 3 beds, 2 baths

$439,900

3 beds2 baths2,075 sq ft

160 Antrim Rd, Coventry, CT 06238

Property at Lot 2 Daniels Rd, Charlton, MA 01507, 3 beds, 3 baths

$729,900

3 beds3 baths2,272 sq ft

Lot 2 Daniels Rd, Charlton, MA 01507

Property at 558 Haynes St, Sturbridge, MA 01566, 4 beds, 3 baths

$969,900

4 beds3 baths3,540 sq ft

558 Haynes St, Sturbridge, MA 01566

Property at 11 Loveland Rd, Webster, MA 01570, 3 beds, 2.5 baths

$1,995,000

3 beds2.5 baths3,157 sq ft

11 Loveland Rd, Webster, MA 01570

Property at 757 South St, Southbridge, MA 01550, 4 beds, 2.5 baths

$449,800

4 beds2.5 baths2,634 sq ft

757 South St, Southbridge, MA 01550

Property at 22 Burgess Rd, Foster, RI 02825, 2 beds, 1.5 baths

$975,000

2 beds1.5 baths1,550 sq ft

22 Burgess Rd, Foster, RI 02825

Property at 224 Greenhouse Rd, Greene, RI 02827, 3 beds, 2.5 baths

$1,395,000

3 beds2.5 baths2,428 sq ft

224 Greenhouse Rd, Greene, RI 02827

Property at 22 Lakeside Ave, Webster, MA 01570, 4 beds, 2 baths

$452,500

4 beds2 baths1,380 sq ft

22 Lakeside Ave, Webster, MA 01570

Property at 67 Willow, Wales, MA 01081, 2 beds, 1 bath

$164,900

2 beds1 bath950 sq ft

67 Willow, Wales, MA 01081

Property at 19 Brandon Rd, Dudley, MA 01571, 12 beds, 4.5 baths

$1,100,000

12 beds4.5 baths5,766 sq ft

19 Brandon Rd, Dudley, MA 01571

Property at 32 Audette Rd, North Franklin, CT 06254, 3 beds, 3 baths

$3,000,000

3 beds3 baths3,022 sq ft

32 Audette Rd, North Franklin, CT 06254

Property at 174 N Shore Rd, Voluntown, CT 06384, 7 beds, 4.5 baths

$1,299,000

7 beds4.5 baths4,800 sq ft

174 N Shore Rd, Voluntown, CT 06384

Property at 19 Sawmill Rd, Dudley, MA 01571, 3 beds, 2 baths

$539,900

3 beds2 baths2,729 sq ft

19 Sawmill Rd, Dudley, MA 01571

Property at 50 SW Main St, Douglas, MA 01516, 5 beds, 7 baths

$1,999,000

5 beds7 baths6,422 sq ft

50 SW Main St, Douglas, MA 01516

Homes with virtual tours for Sale in Windham County

There are currently 16 homes with virtual tours 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 43 days and receive 1 offers. This map is refreshed with the newest listings in Windham County every 15 minutes.

In the past month, 138 homes have been sold in Windham County. In addition to houses in Windham County, there were also 38 condos, 1 townhouse, and 47 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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Homes with virtual tours for Sale in Windham County, CT

Homes with virtual tours for Sale in Windham County

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