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Offered at $399,000Active
beds
—
baths
—
sq ft
2,496
Built
1860

2055 & 2071 Main and 28 Pleasant Street

Cavendish, VT 05142

About this home

Three properties are being sold together with some owner terms possible. Investors, Dreamers, Skiers, Business Owners...Many possibilities and much potential. Bring your ideas. Weddings in the barn? Indoor growing? A ski house? A cafe or store? Lots of flexibility with no zoning. Renovations can continue or property can be sold as it is. In the past, the Okemo Shuttle has stopped across the road at Mill Street. It is a quick drive to Proctorsville - bakery, brewery, restaurant, store. 2071 Main Street has two units in the house with a total of 7 bedrooms. The upper leve is almost renovated with still a few things to do and the prep work has begun in the lower level. Live in the upper unit and have your business in the lower unit or have another income-producing unit. Perhaps make this home into one amazing single-family home. Even the attic was once used as living space perhaps as part of a third unit. The chimney flashing has been addressed, slate work done, a membrane roof over the bay window area installed, some support work and vapor barrier added in basement, many windows reglazed, soffit and fascia painted, etc. The cosmetic work in the upper unit is done with the bathroom in progress. The barn that is on 2071 Main Street has had work done to the roof (sheathing boards, slate, and ridge cap). The upper level is an impressive open space. The lower workshop area of the barn needs flooring work. 2055 Main Street was once a large building built around 1880 and was the Fletcher Library. It was most recently a 4-unit apartment building with office space on the lower level. After a fire, the newer concrete foundation at the back of the structure was capped and covered for a future use. This property also has a large barn which has had work done to the roof. 28 Pleasant Street is behind the Main Street properties and has a separate access off Pleasant Street. Showings start on 7/19/2026. Schedule your tour today! One of the owners is a licensed real estate broker.

Listing last checked: Listing updated:

Listed by Tyleen Murray · Kelley Real Estate, Inc. · MLS #5100125

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Details at a glance

Interior3 property facts
Heating
Baseboard, Hot Water, Oil
Cooling
None
Basement
Yes · Unfinished
Building4 property facts
Style
Multi Family
Year built
1860
Foundation
Brick/Mortar, Stone
Roof
Slate, Membrane
Land & utilities5 property facts
Lot size
0.71 acres
Water
Public
Sewer
Public Sewer
Pool
Not reported
Zoning
None
Financial2 property facts
Annual taxes
$2,703
Assessment year
2025

Location

Estimated monthly cost

Explore costs at the $399,000 asking price. Adjust the assumptions to your situation.

Known monthly costs$2,243 / monthAdjust
Principal & interest
$2,018
Property tax
$225
Insurance
Not entered
HOA
Not entered

Listing annual taxes: $2,703. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.

Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.

The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.

Price and status timeline

  1. New

    $399,000 · Jul 18, 2026

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About 2055 & 2071 Main and 28 Pleasant Street

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Request a tour of 2055 & 2071 Main and 28 Pleasant Street and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.