Windham County, VT Duplexes for sale

Updated: Nov 10, 2025

Mixed-Use Duplex with Separate Utilities

2072 N Main Street, Londonderry, VT 05148

$299,000

3,942 sqft 0.82 AC lot

Downtown Londonderry property with option for commercial, residential, or both uses
Year built 1940; wood frame construction with shingle roof
Residential side has 3/4 bath on first level and 3 bedrooms with a full bath on the second level
Commercial‑use unit previously features open space with 1/2 bath on first level and 3 rooms plus 2 full baths on the second level
Residential updates include new furnace and hot water heater; forced air and oil heating

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Updated: Jul 31, 2025

Residential Duplex with Return Potential

109 Central Street, Brattleboro, VT 05301

$350,000

1,808 sqft 0.12 AC lot

Built in 1890 with wood frame construction and vinyl siding
Slate roof and double‑pane window(s)
Deck plus garden space
Heating includes oil with hot water/baseboard heat
Flooring includes tile, vinyl, and carpet

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Two-Unit Residential Income Property

69 Grove Street, Brattleboro, VT 05301

$245,000

2,148 sqft 0.12 AC lot

Well-maintained two-unit home with two bedrooms per unit and recent mechanical and insulation upgrades.

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Two-Unit Duplex Income Property

120 Western Avenue, Brattleboro, VT 05301

$350,000

2,745 sqft

Well-maintained two-unit duplex with two-bedroom, one-bath layouts in each unit, offering rental income potential.

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Residential Income Home with Studio

16 Washington Street, Brattleboro, VT 05301

$325,000

2,209 sqft 0.21 AC lot

In-town Brattleboro home with multiple floors, including a separate-entry second-floor room and a third-floor one-bedroom studio.

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Two-Family Residential Income Property

65 Williams Street Extension, Rockingham, VT 05101

$185,000

2,008 sqft 0.17 AC lot

Two well-kept units offer three bedrooms each, in-unit laundry, and porches on a quiet dead-end street.

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Corner-Lot Duplex with Off-Street Parking

556 S Main Street, Brattleboro, VT 05301

$250,000

2,112 sqft 0.15 AC lot

Duplex property on a corner lot with off-street parking and a vacant north unit needing renovation.

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Duplex-Style Country Retreat

88 Happy Haven Road, Wilmington, VT 05363

$389,900

2,168 sqft

Includes a walk-out lower level with a separate second unit, plus five bedrooms and two bathrooms.

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Duplex Income Property

109 Central Street, Brattleboro, VT 05301

$350,000

1,808 sqft

Duplex for sale with one unit available for showing on the first showing.

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Two-Unit Home Near Downtown

69 Grove St, Brattleboro, VT 05301

$245,000

Two-unit residential property within walking distance of downtown.

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Residential Income Home with Studio

16 Washington Street, Brattleboro, VT 05301

$325,000

2,209 sqft

In-town home offers multiple living areas, including a separate-entry third-floor one-bedroom studio and bathrooms on each level.

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Pleasant Street Two-Unit Home

48 Pleasant St, Brattleboro, VT 05301

$295,000

Two-unit home with large yard and ample parking.

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Spacious Duplex Near Schools

573 South Main Street, Brattleboro, VT 05301

$350,000

3,312 sqft 0.65 AC lot

Duplex near schools, ideal for owner occupancy or investment.

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Residential Duplex with Off-Street Parking

556 South Main Street, Brattleboro, VT 05301

$250,000

2,112 sqft

Duplex on a corner lot with a vacant, renovation-needed unit and an occupied unit transferring with the sale.

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Two-Unit Residential Property For Sale

556 South Main Street, Brattleboro, VT 05301

$270,000

2,112 sqft 0.15 AC lot

Two-unit residential property featuring two 3-bedroom units, yard, and parking.

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Windham County, VT Duplexes Market Trends and Statistics

Explore 15 duplexes for sale in Windham County, VT, showcased through 15 active listings on our real estate platform. These investment opportunities span a total of 30,693 square feet of properties for sale, with an estimated market value of $4,478,900.

Sale prices for duplexes in Windham County, VT start at $185,000, averaging $298,593, and reaching up to $389,900 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.