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Windsor County, VT Individual Retail Properties for Sale

7 results
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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.
Updated: Nov 26, 2025
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Historic Woodstock Commercial Building For Sale
$1,750,000
0.56 Acres

Historic Woodstock Commercial Building For Sale

2706 East Woodstock Rd, Wood Stock, VT 05073

Rare investment opportunity near Woodstock with multiple income streams.

  • Multiple income streams: store (approved for restaurant/retail), Post Office (leased), and two apartments (one with Airbnb history).
  • Prime location: Historic building in Taftsville, just 5 minutes from Woodstock.
  • Owner occupancy opportunity with a spacious 3‑bedroom, 2‑bath owner's unit.
  • Significant upgrades: Redesigned parking lot with 21 spaces and four EV charging stations, ADA access and restrooms.
  • Additional income potential: Plans/space for a new studio apartment unit.
Updated: Nov 10, 2025
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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 4 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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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 106, Springfield, VT 05150
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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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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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Based on your search, we've compiled 68 Potential Opportunities for your consideration. Besides 7 Active listings in Windsor County, VT, we suggest exploring several alternatives: similar 59 Off-Market properties to explore as potential leads, plus 2 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.

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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Ludlow Commercial Land Opportunity
$475,000
1.43 Acres

Ludlow Commercial Land Opportunity

Commercial land with development potential in Ludlow, Vermont.

8 Main St, Ludlow, VT 05149
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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.

57 Main St

57 Main St

FINANCIAL BUILDING • 1,632 SF
Value Estimation
$315,000
57 Main St, Chester, VT 05143-9618
View details
821 Rte 106

821 Rte 106

GROCERY, SUPERMARKET • 4,549 SF
Value Estimation
$260,000
821 Rte 106, Reading, VT 05062-7702
View details
198 Chelsea St

198 Chelsea St

LAUNDROMAT (SELF-SERVICE) • 3,250 SF
Value Estimation
$330,000
198 Chelsea St, South Royalton, VT 05068
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79 Main St

79 Main St

RETAIL STORES (PERSONAL SERVICES) • 3,003 SF
Value Estimation by Request
79 Main St, White River Junction, VT 05001-7071
View details
684 Main St

684 Main St

RETAIL STORES (PERSONAL SERVICES) • 1,708 SF
Value Estimation by Request
684 Main St, Weston, VT 05161-5501
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257 Main St

257 Main St

RETAIL STORES (PERSONAL SERVICES) • 6,118 SF
Value Estimation
$275,000
257 Main St, Bethel, VT 05032
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52 Railroad St

52 Railroad St

FINANCIAL BUILDING • 2,984 SF
Value Estimation
$265,000
52 Railroad St, South Royalton, VT 05068
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55 Main St

55 Main St

FINANCIAL BUILDING • 420 SF
Value Estimation
$240,000
55 Main St, Bethel, VT 05032
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264 Main St

264 Main St

FINANCIAL BUILDING • 3,658 SF
Value Estimation
$365,000
264 Main St, Bethel, VT 05032
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1477 Maple St

1477 Maple St

RETAIL STORES (PERSONAL SERVICES) • 1,650 SF
Value Estimation by Request
1477 Maple St, Hartford, VT 05047
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1583 Vt Rte 107

1583 Vt Rte 107

FINANCIAL BUILDING • 1,013 SF
Value Estimation
$335,000
1583 Vt Rte 107, South Royalton, VT 05068
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1875 Vt Rte 107

1875 Vt Rte 107

FINANCIAL BUILDING • 1,496 SF
Value Estimation
$370,000
1875 Vt Rte 107, South Royalton, VT 05068
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521 Hartland Rd

521 Hartland Rd

RETAIL STORES (PERSONAL SERVICES) • 4,272 SF
Value Estimation by Request
521 Hartland Rd, White River Junction, VT 05001-7006
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1760 Quechee Main St

1760 Quechee Main St

RETAIL STORES (PERSONAL SERVICES) • 18,576 SF
Value Estimation by Request
1760 Quechee Main St, Hartford, VT 05047
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906 Hartford Ave

906 Hartford Ave

RETAIL STORES (PERSONAL SERVICES) • 1,845 SF
Value Estimation by Request
906 Hartford Ave, White River Junction, VT 05001-8078
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6985 Woodstock Rd

6985 Woodstock Rd

RETAIL STORES (PERSONAL SERVICES) • 9,050 SF
Value Estimation
$715,000
6985 Woodstock Rd, White River Junction, VT 05001
View details
24 Airport Rd

24 Airport Rd

RETAIL STORES (PERSONAL SERVICES) • 3,200 SF
Value Estimation by Request
24 Airport Rd, White River Junction, VT 05001-6009
View details

Windsor County, VT Individual Retail Properties Investment Opportunities Market Analysis

Explore 65 individual retail properties for sale in Windsor County, VT, showcased through 7 active listings on our real estate platform. These investment opportunities span a total of 3,084,487 square feet of properties for sale, with an estimated market value of $23,727,000.

Prices for individual retail properties in Windsor County, VT start at $65,000, averaging $439,388, and reaching up to $2,050,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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