Recently Sold Homes in Windsor County, VT

357 homes

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SOLD JUN 11, 2026

ABOUT THIS HOME
Recently Sold Home in Windsor County, VT:
Welcome to 99 Depot Street, Hartford, VT. This multifamily property presents a distinctive opportunity for both seasoned and novice investors eager to embark on a project with immense potential. Situated just minutes away from the amenities of the Upper Valley, this property is nestled in the village of Wilder, one of Hartford's five lively villages. While restoration work is needed to revive its original 1900s grandeur, the prospects are limitless. This represents a remarkable opportunity for visionary individuals to rejuvenate the property and craft an extraordinary space. Comprising multiple units, the property offers flexibility for diverse investment strategies. One can opt to renovate

$168,000 Last sold price

5 beds3 baths— sq ft

99 Depot St, Hartford, VT 05001

SOLD JUN 23, 2026VIDEO TOUR

ABOUT THIS HOME
Recently Sold Home in Windsor County, VT:
Experience the ultimate in mountain living with this top-floor one-bedroom, two-bathroom Jackson Gore Adams House condominium on Okemo Mountain. This quartershare ownership offers you a carefree, luxury resort lifestyle with direct ski-on/ski-off access and all the amenities of Jackson Gore Village. The spacious condo comfortably sleeps eight, featuring two fixed queen beds, a queen wall bed, and a queen sleep sofa, offering great flexibility for owners and guests. The lock-out design allows you to use one side while renting the other for added income potential. Enjoy a jetted bathtub, full kitchen, in-unit washer and dryer, and underground heated parking—everything you need for a rel

$63,000 Last sold price

1 bed2 baths1,011 sq ft

Jackson Gore Adams House Rd Unit 714/716 QIII, Ludlow, VT 05149

SOLD JUN 10, 2026VIDEO TOUR

ABOUT THIS HOME
Recently Sold Home in Windsor County, VT:
Jackson Gore Inn at Okemo Mountain Resort. Quarter Share Ownership, Unit 212 Quarter III is a true four-season destination offering a rare combination of slope-side convenience, year-round recreation, and resort-style amenities. With quarter-share ownership, you can enjoy the benefits of mountain living without the full-time commitment. This studio condominium is located in the Jackson Gore Inn with valley views. The studio has a gas fireplace with a queen-size bed and a full bathroom. The sleeper sofa offers room to sleep an additional 2 guests. There is a gas fireplace in the living room and a fully equipped kitchen. Enjoy direct access to skiing and après, with proximity to the Ok

$51,000 Last sold price

Studio1 bath390 sq ft

212 QIII Jackson Gore Inn Unit 212 QIII, Ludlow, VT 05149

SOLD AUG 31, 2026

ABOUT THIS HOME
Recently Sold Home in Windsor County, VT:
PRICE REDUCED! Welcome to "Valley Brook Farm", an historic cape in the middle of horse country on 12.92 acres with barns, rolling & level pasture, a swimming pond, and brook. Located in the heart of the nationally renowned Green Mountain Horse Association trail network. Nestled on scenic & bucolic Jenneville Road, this c. 1820 cape offers the warmth of wide pine floors, post-and-beam character, and sun-filled spaces. The 1.75-story home (2,212+ sq ft) includes 4 bedrooms and 2 full baths. The charming country kitchen features an expansive family area and breakfast nook with a view of the rear meadows. The adjoining pantry, pellet stove, and coat closet make for practic

$475,000 Last sold price

4 beds2 baths2,212 sq ft

298 Jenneville Rd, Hartland, VT 05048

SOLD AUG 21, 2026

$360,000 Last sold price

3 beds2 baths1,134 sq ft

32 Route 103 S Unit B-5, Ludlow, VT 05149

Property at 7 Best Rd, Hartland, VT 05048, 3 beds, 2 baths

$346,000 Last sold price

3 beds2 baths1,120 sq ft

7 Best Rd, Hartland, VT 05048

Property at 30 Vermont Route 12, Hartland, VT 05048, 4 beds, 1.5 baths

$499,000 Last sold price

4 beds1.5 baths2,238 sq ft

30 Vermont Route 12, Hartland, VT 05048

Property at 59 N Main St, White River Junction, VT 05001, 3 beds, 3 baths

$490,000 Last sold price

3 beds3 baths4,630 sq ft

59 N Main St, White River Junction, VT 05001

Property at 110 Golfview Ln #2112, Hartford, VT 05059, 3 beds, 2.5 baths

$825,000 Last sold price

3 beds2.5 baths2,077 sq ft

110 Golfview Ln #2112, Hartford, VT 05059

Property at 1608 Marsh Family Rd, Hartford, VT 05059, 3 beds, 2 baths

$315,000 Last sold price

3 beds2 baths1,856 sq ft

1608 Marsh Family Rd, Hartford, VT 05059

Property at 1779 Bible Hill Rd, West Windsor, VT 05089, 4 beds, 3.5 baths

$1,925,000 Last sold price

4 beds3.5 baths5,173 sq ft

1779 Bible Hill Rd, West Windsor, VT 05089

Property at 860 Yale Heights Rd, West Windsor, VT 05089, 2 beds, 2 baths

$750,000 Last sold price

2 beds2 baths1,820 sq ft

860 Yale Heights Rd, West Windsor, VT 05089

Property at 1899 Rousseau Rd, Royalton, VT 05068, 3 beds, 3 baths

$425,000 Last sold price

3 beds3 baths1,746 sq ft

1899 Rousseau Rd, Royalton, VT 05068

Property at 71 Old Oak Ln, Hartland, VT 05048, 3 beds, 2 baths

$730,000 Last sold price

3 beds2 baths2,536 sq ft

71 Old Oak Ln, Hartland, VT 05048

Property at 35 Andover St, Ludlow, VT 05149, 4 beds, 2 baths

$350,000 Last sold price

4 beds2 baths1,373 sq ft

35 Andover St, Ludlow, VT 05149

Property at 1196 Marsh Family Rd #7176, Quechee, VT 05059, 3 beds, 2.5 baths

$550,000 Last sold price

3 beds2.5 baths1,724 sq ft

1196 Marsh Family Rd #7176, Quechee, VT 05059

Property at 228 Birch Landing Rd #23, Plymouth, VT 05056, 3 beds, 3 baths

$605,000 Last sold price

3 beds3 baths1,990 sq ft

228 Birch Landing Rd #23, Plymouth, VT 05056

Property at 25 Prospect St, Ludlow, VT 05149, 4 beds, 2.5 baths

$732,500 Last sold price

4 beds2.5 baths2,300 sq ft

25 Prospect St, Ludlow, VT 05149

Property at 112 Snowbridge Rd Unit L3, Ludlow, VT 05149, 5 beds, 6 baths

$4,124,000 Last sold price

5 beds6 baths7,901 sq ft

112 Snowbridge Rd Unit L3, Ludlow, VT 05149

Property at 986 N Hollow Rd, Rochester, VT 05767, 4 beds, 2 baths

$839,000 Last sold price

4 beds2 baths2,716 sq ft

986 N Hollow Rd, Rochester, VT 05767

Property at 789 Ski Tow Rd #6, West Windsor, VT 05037, 1 bed, 1 bath

$142,000 Last sold price

1 bed1 bath506 sq ft

789 Ski Tow Rd #6, West Windsor, VT 05037

Property at 1372 Potash Brook Rd, Chester, VT 05143, 2 beds, 1 bath

$190,000 Last sold price

2 beds1 bath732 sq ft

1372 Potash Brook Rd, Chester, VT 05143

Property at 5525 N Bridgewater Rd, Bridgewater, VT 05034, 3 beds, 3.5 baths

$1,500,000 Last sold price

3 beds3.5 baths3,278 sq ft

5525 N Bridgewater Rd, Bridgewater, VT 05034

Property at 1417 Dublin Rd, Plymouth, VT 05056, 1 bed, 1 bath

$100,000 Last sold price

1 bed1 bath1,664 sq ft

1417 Dublin Rd, Plymouth, VT 05056

Property at 445 Old Quechee Rd Unit E, Quechee, VT 05059, 2 beds, 1.5 baths

$310,000 Last sold price

2 beds1.5 baths1,108 sq ft

445 Old Quechee Rd Unit E, Quechee, VT 05059

Property at 3142 Rush Meadow Rd, West Windsor, VT 05089, 1 bed, 1.5 baths

$987,500 Last sold price

1 bed1.5 baths1,369 sq ft

3142 Rush Meadow Rd, West Windsor, VT 05089

Property at 761 Murphy Rd, Hartford, VT 05059, 3 beds, 3 baths

$835,000 Last sold price

3 beds3 baths2,700 sq ft

761 Murphy Rd, Hartford, VT 05059

$170,000

3 beds2.5 baths2,049 sq ft

49 Reservoir Rd, Springfield, VT 05156

$1,925,000

— beds— baths— sq ft

1779 Bible Hill Rd, Brownsville, VT 05037

$350,000

4 beds1.5 baths1,845 sq ft

57 Pleasant St, Bethel, VT 05032

$35,000

— beds— baths— sq ft

133 Downer Hill Rd, Springfield, VT 05156

$68,000

2 beds1.5 baths1,400 sq ft

721 Vt Route 100A Unit B1, Bridgewater Corners, VT 05035

$1,500,000

2 beds2.5 baths3,278 sq ft

5525 N Bridgewater Rd, Woodstock, VT 05091

$50,000

1 bed— baths488 sq ft

3271 Chateauguay Rd, Bridgewater Corners, VT 05035

$25,000

— beds— baths— sq ft

Holiday Farm Rd, Bridgewater, VT 05034

$164,974

3 beds2 baths1,152 sq ft

157 Geno Rd, Bridgewater Corners, VT 05035

$105,000

— beds— baths875 sq ft

7952 Route 100, Plymouth, VT 05056

$945,000

3 beds2.5 baths2,416 sq ft

115 Oakridge Way, Woodstock, VT 05091

$290,000

— beds— baths985 sq ft

217041 Maxham Meadow Way, Woodstock, VT 05091

$575,000

3 beds1.5 baths1,238 sq ft

5 Ford St, Woodstock, VT 05091

$6,087,000

5 beds3.5 baths4,165 sq ft

2358 Long Hill Rd, South Woodstock, VT 05071

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Recently Sold Homes in Windsor County

There are currently 357 recently sold homes for sale in Windsor County at a median listing price of $572K. 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 77 days. This map is refreshed with the newest listings in Windsor County every 15 minutes.

In the past month, 85 homes have been sold in Windsor County. In addition to houses in Windsor County, there were also 103 condos, 0 townhouses, and 19 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 Sep 07 2026 on the search page

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Recently Sold Homes in Windsor County, VT

Recently Sold Homes in Windsor County

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