Windsor County, VT Commercial real estate for sale

Versatile Commercial/Residential Property in Weathersfield

$500,000

3.80 Acres

Versatile Commercial/Residential Property in Weathersfield

501 Stoughton Pond Road, Weathersfield, VT 05151

Highway commercial property with residential space, auto shop, and outbuildings.

Highway commercial zoning with residential space offering business and living opportunities.
3.8 acres providing privacy and solitude.
Two‑story garage/shop with 3 bays, car lifts, high ceilings, heat, and a half bath.
3‑bedroom, 2.5‑bath home with a heated front porch.
Walk‑out basement with workshop, laundry, bath, and bonus room.

Updated: Apr 16

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Commercial Property with Two Steel Buildings

$900,000

1,490 SF

Commercial Property with Two Steel Buildings

118 Shippee Lane, Sharon, VT 05065

Two commercial buildings on 2.7 acres near I-89.

Two steel buildings totaling 2,340 sq ft on 2.7 acres
Excellent condition and clean buildings
Convenient location minutes from I‑89 Exit 2
Main building features office, bathroom, and two‑bay garage with high ceilings
Extra wide area for large truck turnaround

Updated: Feb 26

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$1,000,000

0.15 Acres

Norwich VT Office Building Investment

Fully occupied, renovated office building in downtown Norwich, Vermont.

11 Beaver Meadow Road, Norwich, VT 05055

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$1,250,000

0.34 Acres

Cleared Village Lot in Ludlow

Prime village lot with approvals in place for mixed-use development.

130 Main Street, Ludlow, VT 05149

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$1,250,000

0.34 Acres

Cleared Village Lot in Ludlow

Prime village lot near shops, dining, and Okemo Mountain.

130 Main Street, Ludlow, VT 05149

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Spacious Gambrel Home with Mountain Views

$800,000

4,733 SF

Spacious Gambrel Home with Mountain Views

Expanded Gambrel-style home on 9.55 acres with mountain views.

107-109 Baker Road, Springfield, VT 05156

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Versatile Commercial Building Near Skiing

$164,000

0.75 Acres

Versatile Commercial Building Near Skiing

Adaptable commercial space in Chester, VT, near Ludlow ski area.

3553 VT Route 103 N, Chester, VT 05143

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Vermont Mixed-Use Investment Opportunity

$475,000

3,036 SF

Vermont Mixed-Use Investment Opportunity

Historic mixed-use property with income potential near Woodstock Village.

North Pomfret, VT 05053

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$549,900

960 SF

Unique Vermont Mountain Retreat

Family compound with rental income potential near Killington Mountain Resort.

544 Vulture Mountain Road, Stockbridge, VT 05772

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$2,400,000

Historic Inn Near Ski Resorts

Full-service Vermont inn near Okemo and Killington ski resorts.

2 Dublin Road, Plymouth, VT 05149

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$295,000

2,702 SF

Triplex with Roadside Parking

Triplex on busy Route 103 with good road frontage and flexibility for an owner-occupied business office.

41 VT Route 103 S, Chester, VT 05143

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$2,599,000

0.46 Acres

Woodstock Village Inn Opportunity

Charming 8-room Inn with owner's quarters in Woodstock, Vermont.

Wood Stock, VT 05091

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Versatile Commercial Building with Storage

$695,000

9,976 SF

Versatile Commercial Building with Storage

Commercial building with storage units, garage bays, and retail potential.

5747 US Route 4, Bridgewater, VT 5034

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$650,000

2,674 SF

Royalton VT Home with Office

Home with office space and river island near Vermont Law.

5863 Vermont Route 14, Royalton, VT 05068

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$475,000

1.84 Acres

Vermont Mixed-Use Investment Opportunity

Historic mixed-use property with rental income potential in Pomfret, Vermont.

North Pomfret, VT 05053

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Woodstock Commercial Space with Apartment

$750,000

2,285 SF

Woodstock Commercial Space with Apartment

High visibility commercial space with separate apartment in Woodstock, VT.

Wood Stock, VT 05091

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$420,000

Versatile Commercial Space in Woodstock

Turn-key commercial space suitable for retail, office, or daycare.

Wood Stock, VT 5091

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Main Street Commercial Opportunity, Ludlow

$450,000

1.43 Acres

Main Street Commercial Opportunity, Ludlow

Blank canvas with Village/Residential zoning on Ludlow's Main Street.

8 Main Street, Ludlow, VT 05149

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Historic Schoolhouse with Commercial Potential

$699,000

3.70 Acres

Historic Schoolhouse with Commercial Potential

1862 schoolhouse reimagined for commercial or residential use.

66 Duttonsville School Drive, Cavendish, VT 05142

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Charming Quechee Property with Waterfall Views

$1,400,000

0.90 Acres

Charming Quechee Property with Waterfall Views

Timeless elegance meets modern convenience in this versatile Hartford property.

505 Dewey's Mills Road, Hartford, VT 05047

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$1,495,000

18,896 SF

Iconic Fullerton Inn For Sale

Southern Vermont hospitality landmark in historic downtown Chester.

40 The Common, Chester, VT 5143

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$229,000

46.06 Acres

Agricultural Land with Road Frontage

Rural wooded and pastureland with two road access points and perimeter stone walls, perc-tested for potential building areas.

French Meadow Road, Springfield, VT 05156

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$49,000

Bright Office Suite Investment

Second-floor office suite in established professional building, Woodstock, Vermont.

Wood Stock, VT 5091

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Turnkey Restaurant Opportunity in Hartford

$1,250,000

1.50 Acres

Turnkey Restaurant Opportunity in Hartford

Upscale restaurant for sale on high-traffic Route 4.

20 Public Way, Hartford, VT 05059

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Windsor County, VT Commercial Real Estate Investment Opportunities Market Analysis

Explore 72 commercial real estate for sale in Windsor County, VT, showcased through 53 active listings on our real estate platform. These investment opportunities span a total of 340,092 square feet of properties for sale, with an estimated market value of $21,228,500.

Sale prices for business properties in Windsor County, VT start at $108,600, averaging $1,179,361, and reaching up to $4,935,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

Windsor County, VT Commercial Real Estate for Sale

Versatile Commercial/Residential Property in Weathersfield

Highway commercial property with residential space, auto shop, and outbuildings.