Homes with Basements for Sale in Windsor County, VT

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ABOUT THIS HOME
Home with Basement for sale in Windsor County, VT:
Nestled on 102 acres in Bethel, Vermont, this property offers the perfect blend of privacy, natural beauty, and functionality. Rolling pastures, wooded trails, and breathtaking Green Mountain views create a serene backdrop for everyday living or a weekend retreat. The land is well-suited for equestrian or hobby farming pursuits, featuring multiple open fields, a four-stall run-in barn, and a larger barn for storage, equipment, or livestock. With trails weaving through the acreage, it is ideal for horseback riding, hiking, skiing, or simply exploring your own private sanctuary. At the heart of the estate is a welcoming home that combines rustic Vermont character with modern comfort. A vaulte

$949,000

5 beds3 baths2,807 sq ft

157 Dartt Hill Rd, Bethel, VT 05032

Green mountain views • 102 acre lot • 4 garage spots

ABOUT THIS HOME
Home with Basement for sale in Windsor County, VT:
RARE OPPORTUNITY to own a fully renovated luxury home in Quechee Lakes with spectacular mountain views and over 5,000 sq ft of versatile living space on a 4.3-acre double lot. Updated throughout in 2023–2024 and now back on the market due to a professional relocation. This 5-bedroom, 5-bath luxury home offers substance and versatility to suit any new owners’ needs. A private studio apartment with remodeled full bath, and a kitchenette serves as an accessory dwelling. The main floor features a stunning custom chef’s kitchen with eat-in kitchen island, Wolf range/griddle, open dining/living space, screened 3-season room (easily converted), a designated office (or bedroom), f

$1,499,000

5 beds5 baths5,074 sq ft

423 Taft Family Rd, Hartford, VT 05059

Mountain views • 4.3 acre lot • 2 garage spots

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ABOUT THIS HOME
Home with Basement for sale in Windsor County, VT:
In need of the perfect ski cabin just 15 minutes from Okemo Mountain? Set on over ten private acres, this home offers the perfect mix of comfort and country charm. The main living room features cathedral ceilings, a propane stove, and access to the deck with a hot tub—ideal for relaxing after a day on the slopes. The kitchen, finished with Vermont soapstone counters and updated appliances, opens to the dining and gathering spaces so everyone can stay connected. With three separate living areas, there’s space for quiet reading, movie nights, or lively après-ski evenings around the woodstove. Upstairs, you’ll find three bedrooms, including a private primary suite. Th

$499,000

3 beds2 baths2,146 sq ft

615 Old County Rd, Cavendish, VT 05142

Private acres • Updated appliances • Propane stove

VIDEO TOUR

ABOUT THIS HOME
Home with Basement for sale in Windsor County, VT:
Unique Two-Home Property with Stunning Mountain Views. Discover this exceptional property featuring two connected homes, seamlessly blending contemporary design with functionality. Originally built in 1975 and expanded in 2000, this unique residence offers a total of 7 bedrooms, perfect for multi-generational living or as a rental opportunity. The newer side of the home showcases beautiful hardwood floors, an expansive open floor plan, and a large primary suite complete with an ensuite bath, walk-in closet, office and a private deck. The spacious kitchen, dining, and living area boasts a custom stone fireplace, floor-to-ceiling windows, and sliders that lead to a renovated sun drenched deck

$1,495,000

7 beds5 baths5,774 sq ft

310 Pierce Hill Rd, Brownsville, VT 05037

Open floor plan • Primary suite • Ensuite bath

ABOUT THIS HOME
Home with Basement for sale in Windsor County, VT:
Great new holiday price! Motivated sellers! The VT property that you have been waiting for! 49 acres with mature sugar maples and stone walls, a substantial converted barn and a lovely updated and expanded C. 1790 residence. Former home of the Weathersfield Rod and Gun Club, it has been thoroughly renovated into a grand residence. Five bedrooms and five baths, including a guest space with separate entry. Gracious country kitchen with built in seating for socializing and dining. Formal dining room and two separate living rooms, both with fireplaces. Updated baths. A grand covered porch to take in your spacious from lawn, gardens and local views. A large laundry room and side entry round out

$728,500

6 beds4 baths3,000 sq ft

221 Grout Rd, Perkinsville, VT 05151

49 acres • Mature sugar maples • Converted barn

Property at 226 N Main St, Bethel, VT 05032, 3 beds, 1 bath

$249,000

3 beds1 bath1,140 sq ft

226 N Main St, Bethel, VT 05032

Property at 198 Piper Hill Rd, Weston, VT 05161, 4 beds, 2.5 baths

$1,995,000

4 beds2.5 baths3,839 sq ft

198 Piper Hill Rd, Weston, VT 05161

Property at 411 Wood Rd, Hartford, VT 05059, 4 beds, 3.5 baths

$1,425,000

4 beds3.5 baths4,204 sq ft

411 Wood Rd, Hartford, VT 05059

Property at 332 Cushing Rd, Pomfret, VT 05053, 3 beds, 3.5 baths

$1,295,000

3 beds3.5 baths3,590 sq ft

332 Cushing Rd, Pomfret, VT 05053

Property at 254 Town Line Rd, Plymouth, VT 05056, 4 beds, 3.5 baths

$2,499,000

4 beds3.5 baths5,079 sq ft

254 Town Line Rd, Plymouth, VT 05056

Property at 16 Church St, Woodstock, VT 05091, 4 beds, 3 baths

$1,295,000

4 beds3 baths3,089 sq ft

16 Church St, Woodstock, VT 05091

Property at 593 Red Barn Rd, White River Junction, VT 05001, 5 beds, 4.5 baths

$1,475,000

5 beds4.5 baths3,060 sq ft

593 Red Barn Rd, White River Junction, VT 05001

Property at 303 Woodbury Rd Unit 6/3/59, Springfield, VT 05156, 3 beds, 2 baths

$847,000

3 beds2 baths2,034 sq ft

303 Woodbury Rd Unit 6/3/59, Springfield, VT 05156

Property at 11 Blueberry Ledge Rdg Unit L-3, Plymouth, VT 05056, 3 beds, 3 baths

$445,000

3 beds3 baths1,918 sq ft

11 Blueberry Ledge Rdg Unit L-3, Plymouth, VT 05056

Property at 3364 W Woodstock Rd, Woodstock, VT 05091, 4 beds, 3 baths

$549,000

4 beds3 baths2,470 sq ft

3364 W Woodstock Rd, Woodstock, VT 05091

Property at 56 Furnace St, Springfield, VT 05156, 3 beds, 1 bath

$140,000

3 beds1 bath1,368 sq ft

56 Furnace St, Springfield, VT 05156

Property at 7868 Pomfret Rd, North Pomfret, VT 05053, 4 beds, 3 baths

$495,000

4 beds3 baths3,350 sq ft

7868 Pomfret Rd, North Pomfret, VT 05053

Property at 18 The Grn, Woodstock, VT 05091, 6 beds, 7 baths

$3,500,000

6 beds7 baths5,142 sq ft

18 The Grn, Woodstock, VT 05091

Property at 6077 VT Route 12, Barnard, VT 05031, 4 beds, 3 baths

$795,000

4 beds3 baths2,099 sq ft

6077 VT Route 12, Barnard, VT 05031

Property at 2359 VT Route 107, Bethel, VT 05032, 2 beds, 2 baths

$235,995

2 beds2 baths1,076 sq ft

2359 VT Route 107, Bethel, VT 05032

Property at 10 Bischoff Ln, Hartland, VT 05048, 4 beds, 5.5 baths

$1,600,000

4 beds5.5 baths3,680 sq ft

10 Bischoff Ln, Hartland, VT 05048

Property at 688 Hidden Heights Rd, Chester, VT 05143, 3 beds, 2 baths

$685,000

3 beds2 baths2,205 sq ft

688 Hidden Heights Rd, Chester, VT 05143

Property at 652 Tierney Rd, Cavendish, VT 05142, 4 beds, 3.5 baths

$1,499,000

4 beds3.5 baths3,560 sq ft

652 Tierney Rd, Cavendish, VT 05142

Property at 95 Church St, Chester, VT 05143, 4 beds, 3 baths

$625,000

4 beds3 baths2,794 sq ft

95 Church St, Chester, VT 05143

Property at 505 Deweys Mills Rd, Hartford, VT 05047, 6 beds, 5 baths

$1,400,000

6 beds5 baths4,571 sq ft

505 Deweys Mills Rd, Hartford, VT 05047

Property at 1438 Gravelin Rd, Perkinsville, VT 05151, 2 beds, 1 bath

$169,500

2 beds1 bath1,500 sq ft

1438 Gravelin Rd, Perkinsville, VT 05151

Property at 32 Reed St, Springfield, VT 05156

$169,000

— beds— baths1,662 sq ft

32 Reed St, Springfield, VT 05156

Property at 691 Dartt Hill Rd, Bethel, VT 05032, 2 beds, 1 bath

$649,000

2 beds1 bath1,196 sq ft

691 Dartt Hill Rd, Bethel, VT 05032

Property at 396 S Main St, Bethel, VT 05032, 2 beds, 2 baths

$205,000

2 beds2 baths1,420 sq ft

396 S Main St, Bethel, VT 05032

Property at 513 Giddings St, North Springfield, VT 05150, 5 beds, 3 baths

$325,000

5 beds3 baths2,963 sq ft

513 Giddings St, North Springfield, VT 05150

Property at 360 Okemo Trailside Ext Unit 37E, Ludlow, VT 05149, 4 beds, 2.5 baths

$1,495,000

4 beds2.5 baths1,938 sq ft

360 Okemo Trailside Ext Unit 37E, Ludlow, VT 05149

Property at 134 Chester Arthur Rd, Hartford, VT 05059, 4 beds, 4.5 baths

$2,300,000

4 beds4.5 baths3,524 sq ft

134 Chester Arthur Rd, Hartford, VT 05059

Property at 6852 US Route 4, Bridgewater, VT 05034, 3 beds, 2 baths

$449,000

3 beds2 baths1,489 sq ft

6852 US Route 4, Bridgewater, VT 05034

Property at 5518 VT Route 12, Barnard, VT 05031, 6 beds, 4.5 baths

$1,999,000

6 beds4.5 baths7,619 sq ft

5518 VT Route 12, Barnard, VT 05031

Property at 78 Division St, Hartford, VT 05088, 2 beds, 2 baths

$339,000

2 beds2 baths1,451 sq ft

78 Division St, Hartford, VT 05088

Property at 1782 Randall Rd, Woodstock, VT 05091-0488, 4 beds, 3 baths

$985,000

4 beds3 baths2,785 sq ft

1782 Randall Rd, Woodstock, VT 05091-0488

Property at 1057 Quarry Rd, Chester, VT 05143, 5 beds, 3.5 baths

$594,000

5 beds3.5 baths3,470 sq ft

1057 Quarry Rd, Chester, VT 05143

Property at 228 Leonard Rd, Sharon, VT 05065, 3 beds, 2.5 baths

$739,000

3 beds2.5 baths2,235 sq ft

228 Leonard Rd, Sharon, VT 05065

Property at 119 Pine Hill Rd, Ludlow, VT 05149, 4 beds, 3.5 baths

$765,000

4 beds3.5 baths2,828 sq ft

119 Pine Hill Rd, Ludlow, VT 05149

Property at 37 Atwood Ave, Woodstock, VT 05091, 2 beds, 1 bath

$420,000

2 beds1 bath768 sq ft

37 Atwood Ave, Woodstock, VT 05091

Property at 101 Mount Vernon St, Springfield, VT 05156, 5 beds, 2 baths

$250,000

5 beds2 baths1,728 sq ft

101 Mount Vernon St, Springfield, VT 05156

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Homes with Basements for Sale in Windsor County

There are currently 250 homes with basements for sale in Windsor County at a median listing price of $550K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Windsor County stay on the market for 100 days. This map is refreshed with the newest listings in Windsor County every 15 minutes.

In the past month, 86 homes have been sold in Windsor County. In addition to houses in Windsor County, there were also 94 condos, 4 townhouses, and 27 multi-family units for sale in Windsor County last month. Find your dream home in Windsor 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 Windsor County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Windsor County. If you're looking to sell your home in the Windsor County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Windsor 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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Copyright 2025 PrimeMLS All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate for sale on this website comes in part from the VOW Program of PrimeMLS. Data last updated Tue Dec 09 2025 on the search page

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