Woodstock, VT Commercial Real Estate for Sale

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Historic Mixed-Use Property
Updated: Jun 26
Historic Mixed-Use Property

Wood Stock, VT 05073

$1,645,000
0.56 AC lot
Mixed‑use building constructed in 1850 on 0.56 acres
Storefront approved for restaurant, cafe, or retail use
One‑bedroom apartment plus owner’s unit with 3 bedrooms and 2.5 baths
Post office space has a current lease with flexible renewal
21‑space parking lot with four 19Kw electric vehicle charging stations
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8-Room Bed & Breakfast Inn
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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Mixed-Use Property with Apartment
Mixed-Use Property with Apartment

Wood Stock, VT 05091

$695,000

Commercial and residential components can function separately or be combined into one larger in-town space.

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Historic Mixed-Use Property
Historic Mixed-Use Property

Wood Stock, VT 05091

$1,645,000
4,800 sqft

Storefront, leased post office, apartments, and an owner’s residence support multiple commercial and residential configurations.

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Commercial Sale, Woodstock, VT
Commercial Sale, Woodstock, VT

Wood Stock, VT 05091

$779,000
6.46 AC lot

Commercial land · 6.46 Acres

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Land, Woodstock, VT
Land, Woodstock, VT

Wood Stock, VT 05091

$779,000
6.46 AC lot

Commercial land · 6.46 Acres

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11-Office Brick Condominium
11-Office Brick Condominium

Wood Stock, VT 05091

$495,000
3,000 sqft

Upper-level office condominium with storage space and retail businesses on the ground floor.

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Charming Inn in Woodstock, VT
Charming Inn in Woodstock, VT

Wood Stock, VT 05091

$2,599,000
5,993 sqft

8-room Inn with owner's quarters in vibrant Woodstock, VT.

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Woodstock Medical Office Building For Sale
Woodstock Medical Office Building For Sale

Wood Stock, VT 05091

Contact for pricing
15,522 sqft

Two-tenant medical office building in Woodstock, Vermont.

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Based on your search, we've compiled 76 Potential Opportunities for your consideration. Besides 9 Active listings in Woodstock, VT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 63 Off-Market properties to explore as potential leads

Opportunities in Nearby Cities

Here are 4 Similar properties we found in Nearby Locations for your consideration.

Horse & Equestrian Property with Barn
Horse & Equestrian Property with Barn

56 Cream Pot Rd, Hartland, VT 05048

$3,500,000
6,170 sqft

Country estate with riding trails, equestrian improvements, multiple ponds, and a guest apartment near Woodstock Village.

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Resort Property with Guest Lodging
Resort Property with Guest Lodging

184 Hartland Hill Road, Hartland, VT 05048

$1,495,000
40.00 AC lot

A separate lodge provides a kitchen, lounge, laundry, and open second-floor recreation area.

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Historic Bed And Breakfast
Historic Bed And Breakfast

505 Deweys Mills Road, Hartford, VT 05047

$1,275,000
0.90 AC lot

Antique lodging property with updated interiors, water views, and access to nearby trails.

View details
Restaurant with Outdoor Dining
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.

View details

Off-Market Properties in Woodstock, VT

Consider similar Off-Market properties in Woodstock, 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.

24 Elm St
COMMERCIAL (GENERAL)

24 Elm St, Woodstock, VT 05091-1000

Estimated value:
$1,500,000
0.17 AC lot
View details
34 Pleasant St
OFFICE/RESIDENTIAL (MIXED USE)

34 Pleasant St, Woodstock, VT 05091-1124

Estimated value:
$295,000
1.99 AC lot
View details
274 Woodstock Rd
COMMERCIAL (GENERAL)

274 Woodstock Rd, Woodstock, VT 05091-3141

Estimated value:
$280,000
2,530 sqft 0.40 AC lot
View details
431 Woodstock Rd
COMMERCIAL (GENERAL)

431 Woodstock Rd, Woodstock, VT 05091-1159

Estimated value:
$375,000
0.65 AC lot
View details
217 Maxham Mdw Way Ste 103b
COMMERCIAL CONDOMINUIM

217 Maxham Mdw Way Ste 103b, Woodstock, VT 05091-1162

Estimated value:
$40,000
589 sqft
View details
217 Maxham Mdw Way Ste 103c
COMMERCIAL CONDOMINUIM

217 Maxham Mdw Way Ste 103c, Woodstock, VT 05091-1162

Estimated value:
$40,000
582 sqft
View details
2709 Woodstock Rd
COMMERCIAL (GENERAL)

2709 Woodstock Rd, Woodstock, VT 05091-3213

Estimated value:
$1,225,000
5.50 AC lot
View details
29 Cross St
COMMERCIAL (GENERAL)

29 Cross St, Woodstock, VT 05091-1321

Estimated value:
$510,000
3,514 sqft 0.40 AC lot
View details
4374 Woodstock Rd
RESTAURANT

4374 Woodstock Rd, Woodstock, VT 05091-3313

Estimated value:
$350,000
1,248 sqft 2.58 AC lot
View details
442 Woodstock Rd Ste 5a
COMMERCIAL CONDOMINUIM

442 Woodstock Rd Ste 5a, Woodstock, VT 05091-3696

Estimated value:
$70,000
386 sqft
View details
Rose Hl Rd
INDUSTRIAL (GENERAL)

Rose Hl Rd, Woodstock, VT 05091

Estimated value:
$475,000
4.17 AC lot
View details
11 Central St
COMMERCIAL CONDOMINUIM

11 Central St, Woodstock, VT 05091-1005

Estimated value:
$235,000
2,229 sqft
View details
1653 Woodstock Rd
MOTEL

1653 Woodstock Rd, Woodstock, VT 05091-3128

Estimated value:
$8,275,000
6.05 AC lot
View details
9 Central St
COMMERCIAL CONDOMINUIM

9 Central St, Woodstock, VT 05091-1005

Estimated value:
$485,000
811 sqft
View details
35 Pleasant St
OFFICE (GENERAL)

35 Pleasant St, Woodstock, VT 05091-1146

Estimated value:
$380,000
2,150 sqft 0.14 AC lot
View details

Woodstock, VT Commercial Real Estate Market Trends and Statistics

Explore 72 commercial real estate for sale in Woodstock, VT, showcased through 9 active listings on our real estate platform. These investment opportunities span a total of 29,315 square feet of properties for sale, with an estimated market value of $11,236,000.

Sale prices for business properties in Woodstock, VT start at $495,000, averaging $1,404,500, and reaching up to $2,599,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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Demographics Overview

Population 3,387
Population Growth (5Y) -0.1%
Median Household Income $115,875
College Educated 83.0%

Taxes & Financing

Tax Rate (average for all types) 2.55%
Property Tax per SF $27.16 per SF
Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Windsor County

New Delisted

Total CRE Inventory on Market (SF)

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