Windham County, VT Commercial real estate for sale

Commercial Property with Historic Waterwheel

$350,000

5.00 Acres

Commercial Property with Historic Waterwheel

6795 Vt Route 100, Londonderry, VT 05148

Commercial property on 5 acres with business opportunity.

Prime location on the "Historic Highway" in Southern Vermont.
Successful commercial property with 17 years of operating history.
5‑acre property with versatile potential for various business ventures.
Large, historic waterwheel barn suitable for workshop or other uses.
Main building features central air, updated electric and plumbing.

Updated: Feb 27

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Historic Building in Downtown Bellows Falls

$599,000

0.26 Acres

Historic Building in Downtown Bellows Falls

39-41 The Sq, Rockingham, VT 05101

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

Significant price drop.
Located in the heart of a thriving, walkable downtown area with restaurants, shops, and the Opera House.
Large building with 22,420 sq ft suitable for business or investment.
Elevator access to upper floors.
Unique 3rd‑floor bridge access from an upper street with free parking.

Updated: Feb 6

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$199,000

0.22 Acres

Rockingham Commercial Space For Sale

Commercial space with high visibility and ample parking.

130 Rockingham St, Rockingham, VT 05101

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$749,000

38.40 Acres

Historic Sitzmark Venue with Acreage

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

54 East Dover Rd, Wilmington, VT 05363

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Renovated Londonderry Commercial Opportunity

$310,000

0.14 Acres

Renovated Londonderry Commercial Opportunity

Completely rebuilt commercial building in Londonderry, Vermont.

2152 N Main St, Londonderry, VT 05148

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$325,000

3.42 Acres

Land Near Londonderry Village

Land with commercial zoning near ski areas and town amenities.

2366 Middletown Rd, Londonderry, VT 05148

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Brattleboro Commercial Property on Route 9

$300,000

68,824.00 Acres

Brattleboro Commercial Property on Route 9

Commercial property on Route 9 with frontage and multiple units.

503 Marlboro Rd, Brattleboro, VT 05301

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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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Brattleboro Multi-Use Renovated Property

$600,000

6,466 SF

Brattleboro Multi-Use Renovated Property

Renovated multi-use property with apartments, business potential, large yard.

72 Landmark Hill Dr, Brattleboro, VT 05301

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Brattleboro Mixed-Use Commercial Property

$600,000

1.21 Acres

Brattleboro Mixed-Use Commercial Property

Multi-use property with recent renovations and investment potential.

72 Landmark Hill Dr, Brattleboro, VT 05301

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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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$299,000

3,942 SF

Londonderry Multi-Use Opportunity

Mixed-use property in downtown Londonderry with commercial and residential potential.

2072 North Main St, Londonderry, VT 05148

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Downtown Wilmington Commercial Building Opportunity

$459,000

0.06 Acres

Downtown Wilmington Commercial Building Opportunity

Commercial building with restaurant space and income-producing apartment in Wilmington.

33 West Main St, Wilmington, VT 05363

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$1,590,000

2.25 Acres

Southern Vermont Lodge Near Skiing

Family-friendly lodge with amenities near ski lifts.

344 Vt Rte 100, West Dover, VT 05356

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Prime Downtown Londonderry Mixed-Use Property

$299,000

0.82 Acres

Prime Downtown Londonderry Mixed-Use Property

Mixed-use property in the heart of Londonderry, Vermont.

2072 North Main St, Londonderry, VT 05148

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$1,100,000

35.00 Acres

Unique Vermont Property with Views

Versatile property near Mount Snow, Stratton, and Jamaica villages.

35 Fawn Ledge Ln, Jamaica, VT 05343

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$299,000

7.08 Acres

Rockingham Commercial Land on Route 103

7.08 acres of commercial land with high visibility on Route 103.

103 Schoolbus Depot Rd, Bellows Falls, VT 05101

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$299,000

7.08 Acres

Rockingham Land Near Interstate 91

7.08 acres of commercial land with high visibility.

103 Schoolbus Depot Rd, Bellows Falls, VT 05101

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$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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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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$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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$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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$475,000

188.90 Acres

190 Acres in Windham County

Forested land with timber and solar potential near I-91.

1301 Brockway Ml Rd, 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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Windham County, VT Commercial Real Estate Investment Opportunities Market Analysis

Explore 79 commercial real estate for sale in Windham County, VT, showcased through 173 active listings on our real estate platform. These investment opportunities span a total of 8,177,925,650 square feet of properties for sale, with an estimated market value of $37,902,600.

Sale prices for business properties in Windham County, VT start at $99,500, averaging $773,522, and reaching up to $5,500,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

Windham County, VT Commercial Real Estate for Sale

Commercial Property with Historic Waterwheel

Commercial property on 5 acres with business opportunity.