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Windsor County, VT Retail Properties for Sale

20 results
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Turnkey Restaurant Opportunity in Hartford
$1,495,000
1.50 Acres

Turnkey Restaurant Opportunity in Hartford

20 Public Way, Hartford, VT 05059

Upscale restaurant with indoor and outdoor seating near Quechee Gorge.

  • Successful, turnkey restaurant with established reputation in the Upper Valley Region.
  • Prime location on high‑traffic Route 4, near Quechee Gorge.
  • Permitted for 100 indoor and 100 outdoor guests.
  • Includes real estate, furniture, appliances, and equipment.
  • Features a spacious open floor plan, beautiful bar, live music area, and well‑equipped commercial kitchen.
Last Update: Dec 1
View details
Vermont Mixed-Use Investment Opportunity
$495,000
3.25 Acres

Vermont Mixed-Use Investment Opportunity

7868 Pomfret Rd, North Pomfret, VT 05053

Historic mixed-use property with rental income and future potential.

  • Solid revenue stream with 5 total units: 3 residential apartments, a commercial rental space, and a U.S. Post Office with a newly signed 5‑year lease.
  • Cash flow positive property with additional upside opportunity in a flexible mixed‑use commercial zone.
  • Historic 3‑story New Englander (c.1830) with 3,500+ sq/ft featuring classic post‑and‑beam construction.
  • Prime location: 15 minutes from Woodstock Village and Hartford (I‑89), close to Suicide Six Ski Area and other attractions.
  • Recent upgrades: New boiler (2023) and newly painted roof and building.
Last Update: Nov 26
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Woodstock Village Inn Opportunity
$2,599,000
0.46 Acres

Woodstock Village Inn Opportunity

Charming 8-room Inn with owner's quarters in Woodstock, Vermont.
41 Pleasant St, Wood Stock, VT 05091
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Historic Mixed-Use Vermont Property
$495,000
3,350 SF

Historic Mixed-Use Vermont Property

Charming mixed-use property with income potential in Pomfret, Vermont.
7868 Pomfret Rd, North Pomfret, VT 05053
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Sunrise General Store & Gas
$899,000
0.25 Acres

Sunrise General Store & Gas

Commercial property with gas station, store, apartment, and additional building.
44 Rte U.S, Bridgewater, VT 05053
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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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Historic Woodstock Commercial Building For Sale
$1,750,000
0.56 Acres

Historic Woodstock Commercial Building For Sale

Rare investment opportunity near Woodstock with multiple income streams.
2706 East Woodstock Rd, Wood Stock, VT 05073
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Hartford Commercial Site with Drive-Thru
$825,000
0.90 Acres

Hartford Commercial Site with Drive-Thru

High-visibility commercial site with drive-thru potential near I-89/I-91.
1049 North Main St, White River Junction, VT 05001
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Hartford Land with Drive-Thru Potential
$825,000
0.90 Acres

Hartford Land with Drive-Thru Potential

Commercial land suitable for retail, restaurant, or automotive businesses.
1049 North Main St, White River Junction, VT 05001
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Springfield Commercial Property with Income
$319,000
0.50 Acres

Springfield Commercial Property with Income

Well-maintained commercial space with rental home in Okemo Valley.
112 Vermont Rte, Springfield, VT 05150
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Versatile Commercial Property in Springfield, VT
$699,000
0.21 Acres

Versatile Commercial Property in Springfield, VT

Mixed-use property with restaurant and apartments in prime location.
181 South St, Springfield, VT 05156
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Springfield Mixed-Use Investment Opportunity
$560,000
9,740 SF

Springfield Mixed-Use Investment Opportunity

Mixed-use property with commercial spaces and apartments in Springfield, VT.
2 Valley St, Springfield, VT 05156
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Prime Location Building and Land
$2,900,000

Prime Location Building and Land

High-visibility building and land near I-89 and I-91 interchange.
340 North Hartland Rd, White River Junction, VT 05001
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Commercial Garage with Three Bays
$250,000
3,120 SF

Commercial Garage with Three Bays

Commercial garage with three bays in excellent location.
4192 Vt-106, Weathersfield, VT
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Prime Commercial Location Near I-91
$695,000
1,450 SF

Prime Commercial Location Near I-91

13.6 acres with buildings near I-91 Exit 8.
5122 Us-5, Weathersfield, VT
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Versatile Commercial Space For Sale
$205,000

Versatile Commercial Space For Sale

Well-maintained commercial property with great visibility and off-street parking.
109 Park St, Springfield, VT 05156
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Ludlow Village Commercial Property
$749,000

Ludlow Village Commercial Property

Commercial property with apartments and garage in Ludlow Village.
23-25 Depot St, Ludlow, VT 05149
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Prime Commercial Location Near I-91
$695,000

Prime Commercial Location Near I-91

13.6-acre commercial property with excellent visibility near I-91.
5122 Us Rte 5, Ascutney, VT 05030
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Truck Service Garage with Storage
$650,000
3,380 SF

Truck Service Garage with Storage

Two commercial properties with garage, warehouse, showroom, and office.
37 Chester Rd, Springfield, VT 05156
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Turnkey Restaurant and Hotel Opportunity
$1,500,000
5,000 SF

Turnkey Restaurant and Hotel Opportunity

Four-season business in Okemo Mountain area, ready for new owner.
119 Main St, Ludlow, VT 05149
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Based on your search, we've compiled Potential Opportunities for your consideration. Besides 20 Active Listings in Windsor County, VT, we suggest to view alternatives - similar 140 Off-Market properties to explore as potential leads.

Explore 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.

2781 Route 5

2781 Route 5

Restaurants • 2,450 SF
Value Estimation by Request
2781 Route 5, Windsor, VT 05089
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7392 Us-4

7392 Us-4

Distribution properties • 4,343 SF
Value Estimation by Request
7392 Us-4, Bridgewater, VT 05034
View details
51 Main St

51 Main St

SERVICE STATION (FULL SERVICE) • 2,025 SF
Value Estimation
$80,000
51 Main St, Windsor, VT 05089-1322
View details
402 Vt Rte 107

402 Vt Rte 107

PARKING LOT • 6.06 Acres
Value Estimation
$230,000
402 Vt Rte 107, South Royalton, VT 05068-5110
View details

Windsor County, VT Retail Properties Investment Opportunities Market Analysis

Explore 159 retail properties for sale in Windsor County, VT, showcased through 20 active listings on our real estate platform. These investment opportunities span a total of 29,822,923 square feet of properties for sale, with an estimated market value of $54,940,000.

Prices for stores in Windsor County, VT start at $65,000, averaging $425,891, and reaching up to $2,599,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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