Windham County, VT Residential income properties for sale

Turn-Key Multifamily Investment Opportunity

$299,000

2,360 SF

Turn-Key Multifamily Investment Opportunity

5 Reynolds Dr, Brattleboro, VT 05301

Three-unit multifamily property in Brattleboro, VT, with recent renovations.

Turn‑key investment opportunity with two recently renovated, vacant units ready for immediate occupancy at market rates.
Immediate cash flow from a third unit with a reliable tenant.
Highly walkable location, steps from downtown, grocery stores, hospital, and public transit.
Separate utilities for each unit, simplifying ownership and tenant management.
Low‑maintenance property with vinyl siding, several replacement windows, and state lead compliance.

Updated: Jan 29

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Downtown Wilmington Commercial Building Opportunity

$459,000

0.06 Acres

Downtown Wilmington Commercial Building Opportunity

33 West Main St, Wilmington, VT 05363

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

Prime downtown Wilmington location suitable for commercial or residential use
Income‑producing potential with an upstairs loft apartment featuring a full kitchen, laundry, and bath
Fully renovated historic building with updated systems including a standing seam metal roof, Buderus heating, updated windows, electrical, and insulation
Commercial‑grade kitchen equipped with a Wolf stove, dishwashing and prep areas, walk‑in pantry, and cold pantry
Exterior features include parking for three cars, a front porch, and a side patio with perennial gardens

Updated: Jan 29

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Rockingham Multi-Family Investment Opportunity

$199,000

2,139 SF

Rockingham Multi-Family Investment Opportunity

Two-unit property in downtown Bellows Falls, Vermont.

34 Williams St, Bellows Falls, VT 05101

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Charming Multi-Unit Property, Bellows Falls

$229,000

3,302 SF

Charming Multi-Unit Property, Bellows Falls

Three-unit property near downtown with off-street parking and workshop.

36 Barker St, Bellows Falls, VT 05101

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Brattleboro Multi-Family Investment Opportunity

$99,900

2,108 SF

Brattleboro Multi-Family Investment Opportunity

Multi-family property in Brattleboro, VT, with good rental income.

321 Williams St, Brattleboro, VT 05301

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Brattleboro Multi-Family Home with Potential

$325,000

2,209 SF

Brattleboro Multi-Family Home with Potential

In-town multi-family home with original woodwork and in-law potential.

16 Washington St, Brattleboro, VT 05301

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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

3.97 Acres

Renovated Estate Near Mount Snow

Renovated 8-bedroom estate near Mount Snow, ideal for retreats.

5 Tannery Rd, West Dover, VT 05356

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$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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$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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$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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$415,000

2,048 SF

Turnkey Income Generator in Brattleboro

Move-in ready multi-family home with Airbnb potential and strong rental history.

58-60 Frost Pl, Brattleboro, VT 05301

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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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$380,000

3,264 SF

Brattleboro Multi-Family Investment Opportunity

Multi-family property in a convenient location, ideal for investment.

25 Cottage St, Brattleboro, VT 05301

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$370,000

3,002 SF

Brattleboro Multi-Family Investment Opportunity

Multi-family property in the heart of Brattleboro, Vermont.

10 Birge 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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$899,000

5,480 SF

Vermont Multi-Family with Guest Cottage

Historic property with two dwellings and a guest cottage.

3732 Vt Route 30, Jamaica, VT 05343

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Pending

$349,000

3,438 SF

Putney Income Property Opportunity

Four-unit income property with country living feel near CT River.

601 River Rd, Putney, VT 05346

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$300,000

1,808 SF

Brattleboro Multi-Family Property

Multi-family property in Brattleboro, Vermont, suitable for residential income.

109 Central St, Brattleboro, VT 05301

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$1,200,000

2,741 SF

Historic VT Estate: 260 Acres

Vermont Multifamily Compound: $1.2M

20 Finkel Rd, Wardsboro, VT 05355

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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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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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$295,000

Charming Two-Unit Multi-Family Home

Two-unit property near shopping, dining, and public transportation.

78-80 Central St, Brattleboro, VT 05301

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Windham County, VT Residential Income Properties Investment Opportunities Market Analysis

Explore 89 residential income properties for sale in Windham County, VT, showcased through 25 active listings on our real estate platform. These investment opportunities span a total of 2,503,310,871 square feet of properties for sale, with an estimated market value of $23,275,700.

Prices for residential income properties in Windham County, VT start at $90,000, averaging $447,609, and reaching up to $4,000,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

Windham County, VT Residential Income Properties for Sale

Turn-Key Multifamily Investment Opportunity

Three-unit multifamily property in Brattleboro, VT, with recent renovations.

Downtown Wilmington Commercial Building Opportunity

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

Rockingham Multi-Family Investment Opportunity

Charming Multi-Unit Property, Bellows Falls

Brattleboro Multi-Family Investment Opportunity

Brattleboro Multi-Family Home with Potential