Windsor County, VT Residential income properties for sale

$800,000

4,733 SF

Gambrel-Style Multi-Family Property

107-109 Baker Road, Springfield, VT 05156

Spacious gambrel-style home with an additional rented modular unit, set on 9.55 acres in Springfield, Vermont.

9.55‑acre property in Springfield, VT with mountain views
Main house built in 1955 (ranch style) with a large addition completed in 2009
Upstairs primary suite with private bath and walk‑in closet, plus balconies on either side of an oversized loft with 2 floors of windows
Chef‑style kitchen with abundant cabinetry and an immense island; soaring ceilings and large glass windows connect to views
Second modular home on a full foundation with basement, currently rented, plus generator hookups

Updated: Jan 5

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$475,000

2,056 SF

Three-Unit Residential Income Property

57 Pleasant Street, Ludlow, VT 05149

Three apartments with separately metered utilities offer flexible ownership and management options in Ludlow’s village setting.

Multi‑family in the Village of Ludlow with three apartments, including a private one‑bedroom rear unit and two two‑bedroom apartments
Each unit is metered with separate utilities
Public water supply and oil baseboard heating
Roof is slate; wood‑frame construction
Includes a porch and covered porch

Updated: May 15

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$249,900

1,510 SF

Duplex With Deck Overlooking River

A duplex configured as two separate units with recent roof, sewer, electrical, and interior upgrades for flexible occupancy.

95 Clinton Street, Springfield, VT 05156

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$650,000

2,674 SF

Home Occupation Office with River Views

Spacious first-floor office within an older home overlooking the White River and a landscaped meadow.

5863 Vermont Route 14, Royalton, VT 05068

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$325,000

1,697 SF

Two-Unit Duplex with Porches

Well-kept two-unit duplex with a leased downstairs unit and vacant upstairs unit near Proctorsville village amenities.

818 Main Street, Cavendish, VT 05142

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$295,000

2,702 SF

Triplex with Roadside Parking

Triplex on busy Route 103 with good road frontage and flexibility for an owner-occupied business office.

41 VT Route 103 S, Chester, VT 05143

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Historic Mixed-Use Building with Post Office

$475,000

3,036 SF

Historic Mixed-Use Building with Post Office

A 3-story New Englander offering residential apartments and a ground-floor office in Central Commercial zoning.

North Pomfret, VT 05053

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$499,000

960 SF

Mountain Retreat Multifamily Compound

A three-cabin compound with a restored travel trailer and seasonal short-term rental operation from May through October.

544 Vulture Mountain Road, Stockbridge, VT 05772

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$225,000

2,767 SF

Multi-Family Quadplex with Utilities

Four-unit income property described as having a sound structure and well-kept utilities near downtown Springfield.

3 Wall Street, Springfield, VT 05156

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$525,000

2,304 SF

Duplex with Barn and Flex Loft

Renovated 5-bedroom structure that can operate as two rental units, with an unfinished third floor and attached barn.

81 High Street, Cavendish, VT 05142

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Residential Income Quadplex with Carriage House

$225,000

3,312 SF

Residential Income Quadplex with Carriage House

Four rental units total, including a carriage house; recent 2023 heating replacement supports continued livability and operations.

715-717 Giddings Street, Springfield, VT 05150

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Historic Schoolhouse with Modern Potential

$699,000

3.70 Acres

Historic Schoolhouse with Modern Potential

1862 schoolhouse reimagined for commercial or residential use.

66 Duttonsville School Drive, Cavendish, VT 05142

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$650,000

5,324 SF

Renovated Mixed-Use Property

Completely renovated two-unit residence plus a two-story commercial space, offering flexible options for occupancy or leasing.

3630 Vt Route 103 N, Chester, VT 5143

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$749,000

6,000 SF

Ludlow Village Multifamily Property

Commercial property with apartments and garage in Ludlow Village.

23-25 Depot Street, Ludlow, VT 5149

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$1,690,000

11,409 SF

Ludlow Mixed-Use Investment Opportunity

Mixed-use property in Ludlow, Vermont with income potential.

156 Main St, Ludlow, VT 5149

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$525,000

Ludlow Village Multifamily Investment

Three-unit property near Okemo Mountain Resort with income potential.

11 Pleasant St, Ludlow, VT 5149

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$550,000

Hartford Multifamily Investment Opportunity

Multifamily property with strong cash flow in excellent location.

401 Maple St, Hartford, VT 5001

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$270,000

3,342 SF

Remodeled Duplex With Deck Views

A recently improved duplex with a remodeled first-floor unit, two enclosed porches, and outdoor deck overlooking the Black River.

95 Clinton Street, Springfield, VT 5156

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$475,000

Versatile Multi-Family Village Property

Multi-family property with three apartments in Ludlow, Vermont.

57 Pleasant St, Ludlow, VT 5149

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$485,000

Bridgewater Village Multifamily Opportunity

Multifamily property in Bridgewater Village, convenient location, income potential.

7471 US Route 4, Bridgewater, VT 5034

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$139,000

Two-Unit Home with Garage

Two-unit home with potential for single-family conversion and rental income.

73 Union St, Springfield, VT 5156

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$450,000

0.17 Acres

Updated Multifamily in Historic Windsor

Turnkey, five-unit multifamily property with income-producing potential in Windsor, Vermont.

64 State St, Windsor, VT 5089

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$475,000

3,036 SF

Historic Post Office Mixed-Use Building

Three residential units plus a ground-floor office, including a U.S. Post Office space with a new 5-year lease.

North Pomfret, VT 5053

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Duplex with Barn and Third-Floor Potential

$525,000

2,304 SF

Duplex with Barn and Third-Floor Potential

Converted for flexible rental use with two units, plus an unfinished third floor and attached barn for storage.

81 High Street, Cavendish, VT 5142

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Windsor County, VT Residential Income Properties Market Trends and Statistics

Explore 58 residential income properties for sale in Windsor County, VT, showcased through 25 active listings on our real estate platform. These investment opportunities span a total of 61,933 square feet of properties for sale, with an estimated market value of $9,351,900.

Sale prices for residential income properties in Windsor County, VT start at $225,000, averaging $519,550, and reaching up to $1,690,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.