Windsor County, VT Restaurants for sale

Updated: Aug 12, 2025

8-Room Bed & Breakfast Inn

Wood Stock, VT 05091

$2,599,000

0.46 AC lot

Eight‑room inn with an additional one‑bedroom owner’s quarters
Built in 1899 on 0.46 acres
Post‑and‑beam and wood‑frame construction
Non‑residential zoning with public water and propane utility service
Metal roof and basement space

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Updated: Feb 21, 2024

Renovated Mixed-Use Property with Guest Rooms

52 Upper Road, Bridgewater, VT 05035

$749,000

1.50 AC lot

1.5‑acre mixed‑use property in Bridgewater, Vermont
Commercial kitchen with dining rooms, lounge, and bar area
Five guest rooms, each with a private bath
Separate living quarters for an owner’s residence or apartment
Outside dining and lounging areas

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Restaurant with Outdoor Dining

20 Public Way, Hartford, VT 05059

$1,200,000

1.50 AC lot

Commercially zoned restaurant with indoor and outdoor dining, bar service, kitchen infrastructure, and covered patio areas.

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Iconic Fullerton Inn For Sale

40 The Common, Chester, VT 05143

$1,495,000

18,896 sqft 2.28 AC lot

Southern Vermont hospitality landmark in historic downtown Chester.

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Historic Mixed-Use Mill Building

102 Mill Road, Bridgewater, VT 05034

$1,300,000

36,760 sqft

Own five commercial condo units across three floors of the historic Bridgewater Mill with mountain and river views.

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Commercial Land with Road Frontage

5894 Vt Route 14, Royalton, VT 05068

$575,000

871,200 sqft

Former restaurant site with multiple lot configurations available.

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Prime Location Building and Land

340 North Hartland Rd, Hartford, VT 05001

$2,400,000

1.40 AC lot

High-visibility building and land near I-89 and I-91 interchange.

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Ludlow Main Street Opportunity

8 Main St, Ludlow, VT 05149

$425,000

1.43 AC lot

Blank canvas with business and residential potential on Main Street.

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Breakfast & Diner Business with Café

269 Main Street, Bethel, VT 05032

$125,000

Three complementary concepts operate from one leased commercial location with food service, retail merchandise, and customer seating.

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Mixed-Use Historic Village Building

55 N Main St, Rochester, VT 05767

Contact for pricing

Historic village commercial building with a licensed restaurant, attached country store, apartments, and Airbnb units.

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Based on your search, we've compiled 44 Potential Opportunities for your consideration. Besides 10 Active listings in Windsor County, VT, we suggest exploring several alternatives: similar 33 Off-Market properties to explore as potential leads, plus 1 Land Listings that present a potential for development.

Potential Development Sites for Consideration

Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

Cleared Village Lot Opportunity

130 Main Street, Ludlow, VT 05149

$1,250,000

14,810 sqft

Prime village lot with approvals in place for development.

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Off-Market Properties in Windsor County, VT

Consider similar Off-Market properties in Windsor County, VT. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.