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Windham County, VT Retail Properties for Sale

26 results
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Historic Sitzmark Venue with Acreage
$749,000
38.40 Acres

Historic Sitzmark Venue with Acreage

54 East Dover Rd, Wilmington, VT 05363

Restaurant, indoor/outdoor bars, tennis, pool, disc golf on 38.4 acres.

  • 46 acres of land offer development potential and space for various activities.
  • Includes restaurant setup, indoor and outdoor bars, tennis courts, and a pool.
  • Features disc golf (formerly a traditional golf course).
  • Historically a center of a thriving ski community and snowmobile hub.
  • Venue previously hosted bands and entertainment.
Updated: Jan 14
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Profitable Boutique in Picturesque Wilmington
$60,000

Profitable Boutique in Picturesque Wilmington

22 West Main St, Wilmington, VT 05363

Thriving women’s wear boutique in a premier Vermont resort town.

  • Profitable, turn‑key women's wear boutique with a 35‑year history and loyal customer base.
  • Located in Wilmington, Vermont, a premier year‑round resort town near Mt. Snow.
  • High percentage of second homes and tourist traffic creates a strong customer base.
  • Opportunity to leverage existing mailing list and expand business through social media and internet.
  • Includes training from the current owner for a smooth transition.
Updated: Jan 14
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Turnkey Entertainment Destination on Route 100
$859,800
0.75 Acres

Turnkey Entertainment Destination on Route 100

Established entertainment destination with bowling, mini golf, restaurant, and living quarters.

179 Rte 100 North, Wilmington, VT 05363
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Historic Building in Downtown Bellows Falls
$599,000
0.26 Acres

Historic Building in Downtown Bellows Falls

Anchoring downtown Rockingham, VT, with retail and office spaces.

39-41 The Sq, Bellows Falls, VT 05101
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Downtown Brattleboro Office Building
$1,150,000
49,658.00 Acres

Downtown Brattleboro Office Building

Professional office building with river views in downtown Brattleboro.

201-205 Main St, Brattleboro, VT 05301
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Mixed-Use Property in Wardsboro Village
$285,000
4,356.00 Acres

Mixed-Use Property in Wardsboro Village

Restaurant and apartment in the heart of Wardsboro, Vermont.

11 Fornuto Rd, Wardsboro, VT 05355
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Wardsboro Country Store Opportunity
$1,300,000
0.38 Acres

Wardsboro Country Store Opportunity

Landmark Vermont store with living quarters and expansion potential.

23 Main St, Wardsboro, VT 05355
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Waterfront Commercial Property with Marina
$5,500,000
3.68 Acres

Waterfront Commercial Property with Marina

Unique waterfront property with restaurant, marina, offices, and apartments.

464 Putney Rd, Brattleboro, VT 05301
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Rebuilt Commercial Building in Londonderry
$350,000
0.14 Acres

Rebuilt Commercial Building in Londonderry

Completely rebuilt commercial building suitable for residential or live/work setup.

2152 N Main St, Londonderry, VT 05148
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Restaurant/Retail Opportunity in Brattleboro, VT
$195,000
0.18 Acres

Restaurant/Retail Opportunity in Brattleboro, VT

Equipped restaurant/retail space for sale in a thriving community.

82 Western Ave, Brattleboro, VT 05301
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Mixed-Use Commercial Property in Rockingham
$299,000
0.30 Acres

Mixed-Use Commercial Property in Rockingham

Versatile commercial property with income potential in Rockingham, Vermont.

92 Rockingham Rd, Rockingham, VT 05101
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Historic Mill Tavern Opportunity
$250,000
2.40 Acres

Historic Mill Tavern Opportunity

Charming restaurant space in need of repairs, great potential.

2242 North Main St, Londonderry, VT 05148
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Commercial Property with Historic Waterwheel
$395,000
5.00 Acres

Commercial Property with Historic Waterwheel

Commercial property on 5 acres with endless possibilities in Vermont.

6795 Vt Route 100, Londonderry, VT 05148
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Historic Mixed-Use Building in Rockingham
$750,000
0.41 Acres

Historic Mixed-Use Building in Rockingham

Unique mixed-use property with commercial space, apartment, and Airbnb units.

24-28 Rockingham St, Rockingham, VT 05101
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Waterfront Portfolio with Growth Potential
$4,000,000
2.79 Acres

Waterfront Portfolio with Growth Potential

Waterfront properties with restaurant, marina, offices, and apartments.

28 Spring Tree Rd, Brattleboro, VT 05301
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Brattleboro Retail Site For Sale
$1,395,000
64,468.00 Acres

Brattleboro Retail Site For Sale

High-visibility retail site with development potential near I-91.

942 Putney Rd, Brattleboro, VT 05301
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Brattleboro Retail Investment Opportunity
Pending
$1,950,000
97,574.00 Acres

Brattleboro Retail Investment Opportunity

20,000 SF commercial building with high visibility and income potential.

895 Putney Rd, Brattleboro, VT 05301
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Wilmington Retail & Barn Property
$650,000
2,242 SF

Wilmington Retail & Barn Property

Downtown Wilmington, VT - Prime Retail Opportunity

16 Main St, Wilmington, VT 05363
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Dover Retail Space: Greenspring Road Gem
$529,000
1,537 SF

Dover Retail Space: Greenspring Road Gem

Vermont Retail Opportunity: 1,537 sq ft

28C Greenspring Rd, Dover, VT 05356
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Historic Mixed-Use Building in Brattleboro
Contact for pricing
88,000 SF

Historic Mixed-Use Building in Brattleboro

Mixed-use historic building in downtown Brattleboro with apartments and commercial.

132 Main St, Brattleboro, VT 05301
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Townshend, VT Office/Retail Building
$369,000

Townshend, VT Office/Retail Building

4,000 sq ft building suitable for office or retail.

1219 Vt Rt 30, Townshend, VT 05353
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Prime Commercial Opportunity, Brattleboro VT
$299,000

Prime Commercial Opportunity, Brattleboro VT

High-visibility retail space with showroom, offices, and ample parking.

234 Elliot St, Brattleboro, VT 05301
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Downtown Brattleboro Restaurant Opportunity
$599,000

Downtown Brattleboro Restaurant Opportunity

Turn-key restaurant space for sale in downtown Brattleboro.

7 High St, Brattleboro, VT 05301
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Retail and Warehouse Space Available
$495,000

Retail and Warehouse Space Available

Commercial space with retail and warehouse areas, rail siding.

75 Rte, Westminster, VT 05158
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Windham County, VT Retail Properties Investment Opportunities Market Analysis

Explore 247 retail properties for sale in Windham County, VT, showcased through 26 active listings on our real estate platform. These investment opportunities span a total of 9,464,921,964 square feet of properties for sale, with an estimated market value of $70,067,800.

Prices for stores in Windham County, VT start at $60,000, averaging $427,242, and reaching up to $5,500,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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