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 street at Mill Street. It is a quick drive to Proctorsville - bakery, brewery, restaurant, store. 2071 Main Street could be used as a single family or two units. The town currently lists 7 bedrooms. The upper level 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 or make 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. Schedule your tour today! One of the owners is a licensed real estate broker.
Active
Listed by: Kelley Real Estate, Inc. • Tyleen Murray
Price cut: $40K (9/4)
$399,000
2055 & 2071 Main & 28 Pleasant Street, Cavendish, VT 05142
7beds
2,496sqft
Single Family Residence
Built in 1860
0.71 Acres Lot
$375,600 Zestimate®
$160/sqft
$-- HOA
What's special
Slate work doneSoffit and fascia paintedMany windows reglazed
- 46 days
- 409
- 16
Zillow last checked:
Listing updated:
Listed by:
Tyleen Murray,
Kelley Real Estate, Inc. 802-228-5333
Source: PrimeMLS,MLS#: 5102974
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 7
- Bathrooms: 2
- Full bathrooms: 2
Heating
- Oil, Baseboard, Boiler
Cooling
- None
Features
- Basement: Unfinished,Interior Entry
Interior area
- Total structure area: 3,090
- Total interior livable area: 2,496 sqft
- Finished area above ground: 2,496
- Finished area below ground: 0
Property
Parking
- Parking features: Gravel, Paved
Features
- Levels: 2.5
- Stories: 2.5
- Frontage length: Road frontage: 338
Lot
- Size: 0.71 Acres
- Features: Sidewalks, Neighborhood
Details
- Zoning description: None
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Antique
- Property subtype: Single Family Residence
Materials
- Wood Frame
- Foundation: Brick, Concrete, Stone
- Roof: Membrane,Slate
Condition
- New construction: No
- Year built: 1860
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: Public Sewer
- Utilities for property: Cable Available, Phone Available
Community & HOA
Location
- Region: Cavendish
Financial & listing details
- Price per square foot: $160/sqft
- Annual tax amount: $2,703
- Date on market: 8/3/2026
- Road surface type: Paved
Estimated market value
$375,600
$357,000 - $394,000
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 9/4/2026 | Price change | $399,000-9.1%$160/sqft |
Source: | ||
| 7/19/2026 | Listed for sale | $439,000$176/sqft |
Source: | ||
Public tax history
Tax history is unavailable.
Monthly payment
Est. payment



