INTERIOR PHOTOS NOW ADDED. Tucked away on a quiet, town-maintained dead-end dirt road, this inviting Rupert, Vermont property offers the kind of peaceful country setting that's becoming increasingly hard to find. Set on 6.79± acres, it's a place where morning walks, afternoon bike rides, and evenings under the stars can become part of everyday life. At the heart of the property is a circa 1850 Greek Revival home, rich with architectural character and topped by a classic slate roof. A substantial steel barn offers exceptional space for hobbies, equipment, vehicles, a workshop, or the projects you've always wanted room to pursue. Significant improvements have already been completed, including a new septic system, ductless mini-split heating and cooling, all new windows and exterior doors, a whole-house water filtration and softener system, an updated bathroom and a generator hookup. These investments provide a solid foundation while leaving room for the next owner to add their own vision. Offered as-is and priced accordingly, the home presents an opportunity to complete additional improvements while creating a property that reflects your own style and needs. There is great upside potential to further enhance the value. Conveniently located just 20 minutes from Dorset, 30 minutes from Manchester, and about an hour from Rutland, Bennington, and Saratoga Springs, you'll enjoy the tranquility of country living with easy access to shopping, dining, recreation, and cultural attractions. If you're looking for a Vermont property with authentic character, open space, and the opportunity to make it your own, schedule your private showing today and experience all this special property has to offer.
Active
Listed by: Four Seasons Sotheby's Int'l Realty • Derryl Lang
Price cut: $31K (8/20)
$399,000
253 Perkins Road, Rupert, VT 05776
4beds
2,768sqft
Single Family Residence
Built in 1850
6.79 Acres Lot
$-- Zestimate®
$144/sqft
$-- HOA
What's special
Substantial steel barnAuthentic characterClassic slate roofRich with architectural characterOpen spaceUpdated bathroom
- 72 days
- 717
- 83
Zillow last checked:
Listing updated:
Listed by:
Derryl Lang,
Four Seasons Sotheby's Int'l Realty 802-362-4551
Source: PrimeMLS,MLS#: 5098562
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 1
- 3/4 bathrooms: 1
Heating
- Oil, Heat Pump, Mini Split, Boiler
Cooling
- Zoned, Mini Split
Features
- Windows: Double Pane Windows
- Basement: Bulkhead,Full,Gravel,Unfinished,Interior Access,Interior Entry
Interior area
- Total structure area: 3,767
- Total interior livable area: 2,768 sqft
- Finished area above ground: 2,768
- Finished area below ground: 0
Property
Parking
- Total spaces: 2
- Parking features: Paved
- Garage spaces: 2
Features
- Levels: Two
- Stories: 2
- Patio & porch: Enclosed Porch
- Exterior features: Garden
- Frontage length: Road frontage: 380
Lot
- Size: 6.79 Acres
- Features: Agricultural, Country Setting, Farm, Field/Pasture, Open Lot, Secluded, Trail/Near Trail, Wooded, Near Paths, Rural
Details
- Additional structures: Outbuilding
- Parcel number: 53716910125
- Zoning description: Rural Residential
- Special conditions: Standard
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Greek Revival
- Property subtype: Single Family Residence
Materials
- Steel Frame, Wood Frame, Clapboard Exterior, Metal Clad Exterior
- Foundation: Stone
- Roof: Metal,Slate
Condition
- New construction: No
- Year built: 1850
Utilities & green energy
- Electric: Circuit Breakers
- Sewer: 1000 Gallon, Concrete, Leach Field, Septic Tank
- Utilities for property: Phone
Community & HOA
Location
- Region: West Pawlet
Financial & listing details
- Price per square foot: $144/sqft
- Tax assessed value: $239,600
- Annual tax amount: $5,608
- Date on market: 7/7/2026
- Road surface type: Gravel, Unpaved
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 8/20/2026 | Price change | $399,000-7.2%$144/sqft |
Source: | ||
| 7/7/2026 | Listed for sale | $430,000+233.3%$155/sqft |
Source: | ||
| 3/30/2022 | Sold | $129,000$47/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,735 | $239,600 |
| 2024 | -- | $239,600 |
| 2023 | -- | $239,600 |
| 2022 | -- | $239,600 |
| 2021 | -- | $239,600 |
| 2020 | -- | $239,600 |
| 2019 | -- | $239,600 -29.1% |
| 2018 | -- | $338,000 |
| 2017 | -- | $338,000 +27.8% |
| 2016 | -- | $264,500 +9900% |
| 2015 | -- | $2,645 |
| 2014 | -- | $2,645 |
| 2013 | -- | $2,645 |
| 2012 | -- | $2,645 |
| 2011 | -- | $2,645 |
| 2010 | -- | $2,645 |
| 2009 | -- | $2,645 |
| 2008 | -- | $2,645 +39.1% |
| 2007 | -- | $1,901 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 05775
Nearby schools
Schools provided by the listing agent
- Elementary: Mettawee Community School
- District: Bennington/Rutland
Source: PrimeMLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.




