Windham County, VT Duplexes for sale

Updated: Sep 12

Victorian Duplex with Turret Room

59 Highland Street, Brattleboro, VT 05301

$319,000

1,883 sqft 0.29 AC lot

Two‑family configuration with a 1–2 bedroom first‑floor apartment and a one‑bedroom second‑floor unit
1,883‑square‑foot Victorian property built in 1876
Third‑floor turret room with distinctive gothic arched windows on the second floor
Detached garage, driveway, covered porch, and garden space
0.29‑acre lot with mature perennial plantings and natural shade

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Updated: Nov 10, 2025

Duplex with Mixed-Use Layout

2072 N Main Street, Londonderry, VT 05148

$299,000

3,942 sqft 0.82 AC lot

3,942 square feet on a 0.82‑acre parcel
Duplex configuration with separate utilities
Residential unit includes 3 bedrooms and 2 levels of living space
Second unit includes open space, 3 rooms, and 3 bathrooms
New furnace and hot water heater on the residential side

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Colonial Duplex with River Views

6 Tuttle Street, Rockingham, VT 05101

$225,000

2,619 sqft 0.20 AC lot

The two-unit layout includes separate entrances, a covered porch, and unfinished third-floor space.

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Victorian Two-Unit Duplex

56 Atkinson St, Bellows Falls, VT 05101

$215,000

2,690 sqft

Owner-occupant or investment property with private porches, storage areas, and recently updated mechanical features.

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Two-Unit Duplex with Porches

69 Grove Street, Brattleboro, VT 05301

$245,000

2,148 sqft 0.12 AC lot

Wood-frame property near downtown with laundry hookups and recent boiler, insulation, and oil-tank improvements.

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Duplex with Off-Street Parking

109 Central Street, Brattleboro, VT 05301

$350,000

1,808 sqft 0.12 AC lot

Wood-frame duplex with two bathrooms, a deck, paved driveway, and assigned off-street parking.

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Historic Duplex with Studio

16 Washington Street, Brattleboro, VT 05301

$225,000

2,209 sqft 0.21 AC lot

Three levels include original woodwork, multiple bathrooms, and a separate-entry room suitable for office use.

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Residential Income Home with Studio

16 Washington Street, Brattleboro, VT 05301

$225,000

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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Duplex with Covered Porch

556 S Main Street, Brattleboro, VT 05301

$250,000

2,112 sqft 0.15 AC lot

Two-unit property on a corner lot with one occupied side and one vacant unit requiring renovation.

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Brattleboro Duplex Near Schools

573 South Main St, Brattleboro, VT 05301

$350,000

1,000 sqft 0.65 AC lot

Duplex near schools, ideal for owner occupancy or investment.

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Two-Unit Duplex Home

69 Grove Street, Brattleboro, VT 05301

$245,000

2,148 sqft

Two residential units near downtown, each offering two bedrooms, a kitchen, living room, and replacement windows.

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Duplex-Style Residential Income Property

109 Central Street, Brattleboro, VT 05301

$350,000

1,808 sqft

For sale duplex currently owner-occupied as single family; first-floor unit available for showings and lead-paint filings absent.

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Windham County, VT Duplexes Market Trends and Statistics

Explore 12 duplexes for sale in Windham County, VT, showcased through 12 active listings on our real estate platform. These investment opportunities span a total of 26,576 square feet of properties for sale, with an estimated market value of $3,298,000.

Sale prices for duplexes in Windham County, VT start at $215,000, averaging $274,833, and reaching up to $350,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

Featured Windham County Real Estate Agencies

Realmo connects you with licensed Windham County CRE brokers providing property specifications, local market pricing, and commercial transaction underwriting support.

Deerfield Valley Real Estate

183 Route 100 Williamsville, VT 05356

Phone: 18024643055

www.deerfieldvalleyrealestate.cmo

SkiHome Realty

PO Box 2569 Williamsville, VT 05356

Phone: 18024642366

www.SkiHomeRealty.com

Barrett & Valley Associates Inc

P O Box 187, 749 Grafton Road Townshend, VT 05353

Phone: 18028432390