Windham County, VT Specialty properties for sale

Brattleboro Commercial Property on Route 9

$300,000

68,824.00 Acres

Brattleboro Commercial Property on Route 9

503 Marlboro Rd, Brattleboro, VT 05301

Commercial property on Route 9 with frontage and multiple units.

Prime commercial location on VT Route 9 with nearly 500 feet of frontage.
Corner lot on Marlboro Rd (RT 9) and Sunset Lake Rd.
Two buildings with a total of three units.
Includes a 3‑bed/1‑bath rental single‑family house.
Large barn‑like structure with open space and bathroom, ready for new uses.

Updated: Jan 12

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Waterfront Commercial Property with Marina

$5,500,000

3.68 Acres

Waterfront Commercial Property with Marina

464 Putney Rd, Brattleboro, VT 05301

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

Waterfront property with 750+ feet of frontage at the confluence of two rivers.
High visibility location with over 13,000 vehicles passing daily.
Includes a 320‑seat restaurant with a long‑term NNN tenant and a 40‑slip marina.
Located at the terminus of a 36‑mile recreational trail.
Mix of tenants including State of Vermont offices, apartments, retail, and commercial spaces.

Updated: Oct 30, 2025

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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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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 Multi-Family Investment Opportunity

$270,000

2,112 SF

Brattleboro Multi-Family Investment Opportunity

Two-unit property with yard and parking in Brattleboro, Vermont.

556 South Main St, Brattleboro, VT 05301

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$350,000

3,312 SF

Brattleboro Multi-Family Investment Opportunity

Multi-family property near schools, ideal for owner occupancy or investment.

573 South Main St, Brattleboro, VT 05301

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$395,000

Brattleboro Specialty Property For Sale

Specialty property available for purchase in Brattleboro, Vermont.

105 Chestnut St, Brattleboro, VT 05301

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$339,000

Gates Pond Road Property

Property located on Gates Pond Road, Jacksonville, VT.

89 Gates Pond Rd, Jacksonville, VT 05361

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$375,000

Putney, VT Specialty Property

Specialty property available for sale in Putney, Vermont.

62 Westminster Rd, Putney, VT 05346

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$1,300,000

Connecticut River Marina Opportunity

Marina with deep water frontage on the Connecticut River.

225 Missing Link Rd, Rockingham, VT 05101

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$230,000

Historic Church with Cathedral Ceiling

Charming 1842 church on 0.4 acres with modern amenities.

123 Main St, Putney, VT 05346

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$875,000

Jamaica, Vermont Investment Opportunity

Commercial property with retail space and income-producing apartments.

8678 Vt Route 30, Jamaica, VT 05155

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Explore Off-Market Properties in Windham County, VT

Consider similar Off-Market properties in Windham 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.

60 Main St

CHARITABLE ORGANIZATION • 0.11 Acres

Value Estimation by Request

60 Main St, Londonderry, VT 05148

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110 Mt Snow Properties

PROFESSIONAL CLUBS/ASSOCIATIONS

Value Estimation by Request

110 Mt Snow Properties, West Dover, VT 05356

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1 Wildwood Dr

CHARITABLE ORGANIZATION • 962 SF

Value Estimation by Request

1 Wildwood Dr, Brattleboro, VT 05301

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100 Flt St

CHARITABLE ORGANIZATION • 11,802 SF

Value Estimation

$980,000

100 Flt St, Brattleboro, VT 05301-3206

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945-947 Putney Rd

CHARITABLE ORGANIZATION • 2,582 SF

Value Estimation by Request

945-947 Putney Rd, Brattleboro, VT 05301

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916-918 Riv Rd

CHARITABLE ORGANIZATION • 3,961 SF

Value Estimation by Request

916-918 Riv Rd, Brattleboro, VT 05301

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17 Flt St

CHARITABLE ORGANIZATION • 9,930 SF

Value Estimation by Request

17 Flt St, Brattleboro, VT 05301-3247

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6 Chase St

CHARITABLE ORGANIZATION • 1,422 SF

Value Estimation by Request

6 Chase St, Brattleboro, VT 05301-5912

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38 Vt Rte 11

CHARITABLE ORGANIZATION • 3.26 Acres

Value Estimation by Request

38 Vt Rte 11, Londonderry, VT 05148-9555

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948 Riv Rd

CHARITABLE ORGANIZATION • 1,092 SF

Value Estimation by Request

948 Riv Rd, Brattleboro, VT 05301-9089

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47 Williston St

CHARITABLE ORGANIZATION • 2,292 SF

Value Estimation by Request

47 Williston St, Brattleboro, VT 05301-6173

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1008 Ew Rd

CHARITABLE ORGANIZATION • 2,520 SF

Value Estimation by Request

1008 Ew Rd, Dummerston, VT 05301

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Windham County, VT Specialty Properties Investment Opportunities Market Analysis

Explore 54 specialty properties for sale in Windham County, VT, showcased through 12 active listings on our real estate platform. These investment opportunities span a total of 3,001,266,142 square feet of properties for sale, with an estimated market value of $17,420,000.

Sale prices for properties in Windham County, VT start at $210,000, averaging $645,185, 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 Specialty Properties for Sale

Brattleboro Commercial Property on Route 9

Commercial property on Route 9 with frontage and multiple units.