Windsor County, VT Mixed-use properties for sale

Historic Schoolhouse with Modern Potential

$699,000

3.70 Acres

Historic Schoolhouse with Modern Potential

66 Duttonsville School Drive, Cavendish, VT 05142

1862 schoolhouse reimagined for commercial or residential use.

Historic 1862 schoolhouse with original architectural details meticulously preserved, including transom windows, pine floors, and belfry.
Adaptable 3.7‑acre lot with semi‑truck accessibility, suitable for commercial or residential use.
Modern updates include updated windows, mini‑split systems for heating and cooling, and custom shelving.
Proven adaptability as a thriving distribution business location since 1973.
Potential for diverse uses: live/work space, Airbnb, studio, gallery, event space, or single‑family home.

Updated: Feb 27

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$1,690,000

11,409 SF

Ludlow Mixed-Use Investment Opportunity

156 Main St, Ludlow, VT 5149

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

Prime Main Street location in Ludlow, Vermont, offering excellent visibility and walkability.
Substantial income potential with seven apartments and two commercial spaces, projected to support gross income of approximately $150,000 when fully leased.
Turn‑key investment opportunity with a complete fire suppression sprinkler system and furnished apartments.
Ample parking with an onsite lot for 15 vehicles plus on‑street parking.
Proximity to Okemo Mountain Resort and Fox Run Golf Course.

Updated: Apr 10

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Based on your search, we've compiled 76 Potential Opportunities for your consideration. Besides 2 Active listings in Windsor County, VT, we suggest exploring several alternatives: similar 70 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

Potential Development Sites for Consideration

Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

$1,250,000

Cleared Village Lot Opportunity

Prime village lot with approvals in place for development.

130 Main St, Ludlow, VT 5149

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$4,500,000

127.00 Acres

Mountain-Adjacent Development Land

127-acre Ludlow parcel with a move-in-ready 4-bedroom home, supporting residential development and year-round recreation access.

85 Pallottas Hill, Ludlow, VT 05149

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$325,000

3.42 Acres

Land Near Londonderry Village

Land with commercial zoning near ski areas and town amenities.

2366 Middletown Road, Londonderry, VT 05148

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$595,000

21.58 Acres

21+ Acre Claremont Land Parcel

Prime real estate with highway access and development potential.

550 NH Route 11-103, Claremont, NH 03743

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Off-Market Properties in Windsor County, VT

Consider similar Off-Market properties in Windsor 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.

OFFICE/RESIDENTIAL (MIXED USE)

Lot: 0.25 Acres

Estimated value

$800,000

312 Vt Rte 100, Bridgewater, VT 05034

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OFFICE/RESIDENTIAL (MIXED USE)

Lot: 1.99 Acres

Value Estimation by Request

34 Pleasant St, Woodstock, VT 05091-1124

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OFFICE/RESIDENTIAL (MIXED USE)

1,876 SF Lot: 10.90 Acres

Value Estimation by Request

2350 Vt Rte 10, Chester, VT 05143-9636

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OFFICE/RESIDENTIAL (MIXED USE)

2,008 SF Lot: 0.75 Acres

Value Estimation by Request

117 Main St, Chester, VT 05143-9620

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STORE/OFFICE (MIXED USE)

4,060 SF Lot: 0.25 Acres

Value Estimation by Request

12 Cmn St, Chester, VT 05143

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OFFICE/RESIDENTIAL (MIXED USE)

Lot: 0.23 Acres

Value Estimation by Request

7471 Us Rte 4th 4, Bridgewater, VT 05034-9710

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OFFICE/RESIDENTIAL (MIXED USE)

Lot: 0.25 Acres

Value Estimation by Request

5713 Us Rte 4th 4, Bridgewater Corners, VT 05035-4418

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OFFICE/RESIDENTIAL (MIXED USE)

1,456 SF Lot: 10.01 Acres

Value Estimation by Request

2858 Popple Dungeon Rd, Chester, VT 05143

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OFFICE/RESIDENTIAL (MIXED USE)

Lot: 0.80 Acres

Estimated value

$685,000

542 Woodstock Rd, Woodstock, VT 05091-3100

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OFFICE/RESIDENTIAL (MIXED USE)

2,336 SF Lot: 6.75 Acres

Value Estimation by Request

1030 Bliss Rd, White River Junction, VT 05001-9566

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OFFICE/RESIDENTIAL (MIXED USE)

7,057 SF Lot: 45.61 Acres

Estimated value

$580,000

1347 Baileys Mls Rd, Reading, VT 05062-9613

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OFFICE/RESIDENTIAL (MIXED USE)

5,298 SF Lot: 5.60 Acres

Estimated value

$895,000

480 Grassy Ln, Woodstock, VT 05091-4758

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OFFICE/RESIDENTIAL (MIXED USE)

6,960 SF Lot: 0.19 Acres

Value Estimation by Request

20 Un St, Windsor, VT 05089-1511

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OFFICE/RESIDENTIAL (MIXED USE)

4,026 SF Lot: 0.16 Acres

Value Estimation by Request

90 Cmn St, Chester, VT 05143

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OFFICE/RESIDENTIAL (MIXED USE)

8,400 SF Lot: 0.11 Acres

Value Estimation by Request

61 Main St, Windsor, VT 05089-1316

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OFFICE/RESIDENTIAL (MIXED USE)

Lot: 40.90 Acres

Value Estimation by Request

53 Mt Hope Rd, Bridgewater Corners, VT 05035-4430

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OFFICE/RESIDENTIAL (MIXED USE)

540 SF Lot: 0.10 Acres

Value Estimation by Request

3642 Rte 106, Reading, VT 05062-9791

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STORE/OFFICE (MIXED USE)

3,164 SF Lot: 1.56 Acres

Estimated value

$540,000

7 Pne Vw Rd, Chester, VT 05143-9627

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OFFICE/RESIDENTIAL (MIXED USE)

3,618 SF Lot: 0.94 Acres

Value Estimation by Request

703 Main St, Weston, VT 05161-5501

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OFFICE/RESIDENTIAL (MIXED USE)

2,688 SF Lot: 2.22 Acres

Value Estimation by Request

2220 Vt Rte 103rd S, Chester, VT 05143-8559

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STORE/OFFICE (MIXED USE)

10,500 SF Lot: 0.70 Acres

Estimated value

$1,225,000

52 Main St, Windsor, VT 05089-1308

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OFFICE/RESIDENTIAL (MIXED USE)

Lot: 1.73 Acres

Estimated value

$1,485,000

1 Rte 12, Hartland, VT 05048

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Windsor County, VT Mixed-Use Properties Investment Opportunities Market Analysis

Explore 72 mixed-use properties for sale in Windsor County, VT on our real estate platform. These investment opportunities span a total of 19,432 square feet of properties for sale, with an estimated market value of $3,210,000.

Sale prices for multi use buildings in Windsor County, VT start at $295,000, averaging $802,500, 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.

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