Homes with Garages for Sale in Windsor County, VT

210 homes

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ABOUT THIS HOME
Home with Garage for sale in Windsor County, VT:
Kedron Valley Farm c1850: A classic beauty, perched on a knoll overlooking the idyllic hills and lush meadows of the valley with approx 32 acres. This stunning extended antique post and beam cape is complete with a large traditional 4 story barn with 6 horse stables and equipment sheds offers everything one could wish for in a country property. The grounds include gracious old maples, beautiful perennial gardens, antique moss covered stonewalls, an apple orchard, large swimming pond and a privately sited tennis court. The Estate is meticulously cared for and combines antique craftsmanship with modern touches. The Main house consists of 5 bedrooms including a first floor primary suite with

$2,950,000

8 beds6.5 baths6,200 sq ft

5798 South Rd, South Woodstock, VT 05071

Large swimming pond • Apple orchard • 6 horse stables

VIDEO TOUR

ABOUT THIS HOME
Home with Garage for sale in Windsor County, VT:
Beautifully renovated farmhouse offering the perfect blend of timeless New England charm and modern convenience. Situated on a private, low-maintenance lot with both town water and sewer, this inviting home is just a short stroll to Main Street's shops and restaurants and only three minutes from Okemo Mountain Resort. The heart of the home is the spectacular oversized great room, filled with natural light from expansive windows overlooking the peaceful backyard. French doors open to a spacious covered porch, creating the perfect setting for morning coffee, outdoor dining, or simply relaxing while enjoying the tranquil surroundings. The sun-filled eat-in kitchen features granite countertops,

$750,000

3 beds2.5 baths3,110 sq ft

19 Lawridge Hts, Ludlow, VT 05149

Renovated farmhouse • Covered porch • Expansive windows

3D WALKTHROUGH

ABOUT THIS HOME
Home with Garage for sale in Windsor County, VT:
"The Plateau", originally part of the Kennedy Biscuit Co. (Nabisco) family estate, is nestled on a plateau at the end of a private road which greets you with open fields, mature trees, beautiful gardens, and a protected front-and-center view of Mt. Ascutney to the West and the Connecticut River to the East. This private peaceful setting includes an inground pool for those hot summer days, and two porches: one open air and one screened-in, with views into the New Hampshire hillsides. Inside, the house is open and bright with a wonderful flow throughout. The large living room features a wood-burning fireplace and plenty of windows streaming in lots of natural light. The formal dinin

$1,399,000

4 beds3.5 baths4,000 sq ft

145 The Plateau, Windsor, VT 05089

Private road • Screened-in porch • Built-in cabinets

FLOOR PLAN

ABOUT THIS HOME
Home with Garage for sale in Windsor County, VT:
Nestled in the heart of the Vermont countryside, this charming stone and clapboard home offers the perfect blend of classic New England character and modern comfort. Set on an expansive 37-acre parcel, the property provides exceptional privacy, open space, and endless opportunities for recreation or relaxation. The home features 4 spacious bedrooms and 3 well-appointed bathrooms, with warm natural light and timeless details throughout. The combination of stonework and traditional clapboard creates a striking exterior, while the interior offers a welcoming layout ideal for both everyday living and entertaining. Enjoy the beauty of your own private acreage; perfect for hiking, gardening, or s

$659,000

4 beds3 baths2,428 sq ft

1834 Tyson Rd, Reading, VT 05062

Easy access • Open space • World class skiing

ABOUT THIS HOME
Home with Garage for sale in Windsor County, VT:
Spacious Coach Road end-unit condominium offering exceptional privacy and outdoor space in a desirable location at the end of Coach Road on the western edge of Quechee Lakes. The open floor plan is flooded with natural light, while the fabulous kitchen layout flows easily into the dining and living areas. An expanded patio with direct access from the dining room creates a wonderful extension of the living space and an inviting setting for outdoor dining and entertaining. With three bedrooms, three and a half baths, and tile and laminate flooring throughout, the home offers plenty of room for family and guests. The one-car garage provides convenient parking along with additional storage. Ove

$875,000

3 beds3.5 baths2,194 sq ft

3755 Quechee Main St Unit 1B, Hartford, VT 05059

Direct access • Winter views • Expanded patio

Property at 14 Sterling Springs Dr, White River Junction, VT 05001, 2 beds, 2.5 baths

$589,000

2 beds2.5 baths2,017 sq ft

14 Sterling Springs Dr, White River Junction, VT 05001

Property at 758 Weston Andover Rd, Andover, VT 05143, 4 beds, 3.5 baths

$525,000

4 beds3.5 baths2,656 sq ft

758 Weston Andover Rd, Andover, VT 05143

Property at 221 Dunkel Rd, West Windsor, VT 05089, 4 beds, 2.5 baths

$589,000

4 beds2.5 baths2,515 sq ft

221 Dunkel Rd, West Windsor, VT 05089

Property at 66 Hollow Farm Rd, Woodstock, VT 05091, 5 beds, 3.5 baths

$2,650,000

5 beds3.5 baths4,843 sq ft

66 Hollow Farm Rd, Woodstock, VT 05091

Property at 847 Simonsville Rd, Andover, VT 05143, 3 beds, 2 baths

$350,000

3 beds2 baths1,352 sq ft

847 Simonsville Rd, Andover, VT 05143

Property at 408 Morgan Rd, Hartford, VT 05059, 4 beds, 3.5 baths

$699,000

4 beds3.5 baths3,048 sq ft

408 Morgan Rd, Hartford, VT 05059

Property at 55 County Rd, Windsor, VT 05089, 3 beds, 3 baths

$1,625,000

3 beds3 baths4,922 sq ft

55 County Rd, Windsor, VT 05089

Property at 915 Peterkin Hill Rd, South Woodstock, VT 05091, 5 beds, 5 baths

$2,300,000

5 beds5 baths3,489 sq ft

915 Peterkin Hill Rd, South Woodstock, VT 05091

Property at 144 Lodge Rd #5, Ludlow, VT 05149, 1 bed, 1.5 baths

$500,000

1 bed1.5 baths1,044 sq ft

144 Lodge Rd #5, Ludlow, VT 05149

Property at 54 Commonwealth Ave, Springfield, VT 05156, 3 beds, 2 baths

$390,000

3 beds2 baths1,214 sq ft

54 Commonwealth Ave, Springfield, VT 05156

Property at 1522 Barnard Rd, Woodstock, VT 05091, 5 beds, 3.5 baths

$1,395,000

5 beds3.5 baths3,648 sq ft

1522 Barnard Rd, Woodstock, VT 05091

Property at 168 Chandler Rd, Chester, VT 05143, 3 beds, 2 baths

$649,000

3 beds2 baths2,204 sq ft

168 Chandler Rd, Chester, VT 05143

Property at 90 Limey Ln, North Pomfret, VT 05053, 3 beds, 1 bath

$499,500

3 beds1 bath1,024 sq ft

90 Limey Ln, North Pomfret, VT 05053

Property at 1702 N Puckerbrush Rd, Reading, VT 05062, 5 beds, 4 baths

$2,195,000

5 beds4 baths7,374 sq ft

1702 N Puckerbrush Rd, Reading, VT 05062

Property at 115 Eastman Rd, South Woodstock, VT 05071, 3 beds, 3.5 baths

$5,875,000

3 beds3.5 baths5,384 sq ft

115 Eastman Rd, South Woodstock, VT 05071

Property at 100 Riverside Ln, South Royalton, VT 05068, 3 beds, 2 baths

$425,000

3 beds2 baths1,344 sq ft

100 Riverside Ln, South Royalton, VT 05068

Property at 2404 Tarbell Hill Rd, Cavendish, VT 05142, 4 beds, 1.5 baths

$176,000

4 beds1.5 baths2,214 sq ft

2404 Tarbell Hill Rd, Cavendish, VT 05142

Property at 5893 Stage Rd, Barnard, VT 05031, 7 beds, 8 baths

$3,750,000

7 beds8 baths9,615 sq ft

5893 Stage Rd, Barnard, VT 05031

Property at 58 Lakeshore Dr, Ludlow, VT 05149, 4 beds, 3 baths

$3,500,000

4 beds3 baths2,571 sq ft

58 Lakeshore Dr, Ludlow, VT 05149

Property at 62 Moon Shadow Dr, Ludlow, VT 05149, 5 beds, 4.5 baths

$4,999,000

5 beds4.5 baths9,170 sq ft

62 Moon Shadow Dr, Ludlow, VT 05149

Property at 16 Furnace St, Springfield, VT 05156, 4 beds, 3 baths

$299,000

4 beds3 baths3,548 sq ft

16 Furnace St, Springfield, VT 05156

Property at 243 Qtr. I V Jackson Gore Inn, Ludlow, VT 05149, 1 bath

$65,000

Studio1 bath390 sq ft

243 Qtr. I V Jackson Gore Inn, Ludlow, VT 05149

Property at 139 Pleasant Valley Rd, Springfield, VT 05156, 3 beds, 1 bath

$279,000

3 beds1 bath1,331 sq ft

139 Pleasant Valley Rd, Springfield, VT 05156

Property at 366 Knapp Pond Rd, Cavendish, VT 05142, 4 beds, 2 baths

$1,200,000

4 beds2 baths1,908 sq ft

366 Knapp Pond Rd, Cavendish, VT 05142

Property at 1641 W Hill Rd, Rochester, VT 05767, 3 beds, 3 baths

$640,000

3 beds3 baths2,697 sq ft

1641 W Hill Rd, Rochester, VT 05767

Property at 884 Bridgewater Center Rd, Bridgewater Corners, VT 05034, 4 beds, 4.5 baths

$1,150,000

4 beds4.5 baths4,352 sq ft

884 Bridgewater Center Rd, Bridgewater Corners, VT 05034

Property at 530 West Rd, Barnard, VT 05031, 3 beds, 2 baths

$569,000

3 beds2 baths1,924 sq ft

530 West Rd, Barnard, VT 05031

Property at 192 Birch Hill Rd, Bethel, VT 05032, 5 beds, 3 baths

$625,000

5 beds3 baths2,830 sq ft

192 Birch Hill Rd, Bethel, VT 05032

Property at 719 Walker Hill Rd, Barnard, VT 05031, 3 beds, 4 baths

$2,195,000

3 beds4 baths4,329 sq ft

719 Walker Hill Rd, Barnard, VT 05031

Property at 88 Summer St, Springfield, VT 05156, 5 beds, 2.5 baths

$649,000

5 beds2.5 baths4,306 sq ft

88 Summer St, Springfield, VT 05156

Property at 314 Dorman Rd, Andover, VT 05143, 3 beds, 2 baths

$589,000

3 beds2 baths1,946 sq ft

314 Dorman Rd, Andover, VT 05143

Property at 5798 W Woodstock Rd, Woodstock, VT 05091, 4 beds, 2 baths

$349,000

4 beds2 baths1,617 sq ft

5798 W Woodstock Rd, Woodstock, VT 05091

Property at 650 Francis Rd, Barnard, VT 05031, 2 beds, 5.5 baths

$25,000,000

2 beds5.5 baths9,950 sq ft

650 Francis Rd, Barnard, VT 05031

Property at 39 Elm St Unit B, Woodstock, VT 05091, 3 beds, 3.5 baths

$1,600,000

3 beds3.5 baths3,294 sq ft

39 Elm St Unit B, Woodstock, VT 05091

Property at 53 Moon Shadow Dr, Ludlow, VT 05149, 7 beds, 6.5 baths

$4,450,000

7 beds6.5 baths6,245 sq ft

53 Moon Shadow Dr, Ludlow, VT 05149

Property at 2394 Fletcher Hill Rd, Woodstock, VT 05091, 2 beds, 2.5 baths

$1,895,000

2 beds2.5 baths2,944 sq ft

2394 Fletcher Hill Rd, Woodstock, VT 05091

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Homes with Garages for Sale in Windsor County

There are currently 210 homes with garages for sale in Windsor County at a median listing price of $569K. 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 70 days. This map is refreshed with the newest listings in Windsor County every 15 minutes.

In the past month, 63 homes have been sold in Windsor County. In addition to houses in Windsor County, there were also 99 condos, 0 townhouses, and 21 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 2026 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 Mon Aug 31 2026 on the search page

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