Price Reduction
Listed By:
Derryl Lang with Four Seasons Sotheby's Int'l Realty;
Address
253 Perkins Road, Rupert, VT
Price
$ 399,000
Property Attributes
  • MLS#5098562
  • TypeSingle Family
  • Listing Status Active
  • CountyBENNINGTON
  • CityRupert
  • AreaBennington
  • Zip05776
  • StyleGreek Revival
  • Year Built1850
  • Price$ 399,000
  • Bedrooms4
  • Full Bathrooms2
  • Half Bathrooms0
  • Sqr Footage2768
  • Lot Size6.79 Acres
Data Source:
PrimeMLS
Property Description

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.

Elementary School Middle School High School
Mettawee Community School Elementary School Choice Middle School Choice High School
Price History
7/7/2026 Listed $430,000
8/20/2026 8$399,000

General Features

Road Frontage Yes
Sewer 1000 Gallon,Concrete,Leach Field,Septic
Heating Oil,Heat Pump,Mini Split,Boiler
Cooling Multi Zone,Mini Split
Utilities Phone
Roof Metal,Slate
Garage Yes
Flood Zone No
Zoning Rural Residential
3/4 Baths 1
Full Baths 1
Bathrooms 2
Year Built 1850
Electric Circuit Breaker(s)
Style Greek Revival
Stories Count 2
Type Single Family
Property Condition Existing
Tax Year 2025
Fuel Company Local Fuels
Electric Company Green Mountain Power
Covenants No
Construction Materials Steel Frame,Wood Frame,Clapboard Exterior,Metal Clad Exterior
Directions From Route 30 take Route 315 West to Rupert Village,then turn right on Route 153 toward West Pawlet. In 3.2 miles,turn right on Perkins Road,continue 0.2 miles,house is on left.
High School Choice
City Rupert
Property Class Residential
School District Bennington/Rutland
Seasonal No
Elementary School Mettawee Community School
Middle School Choice
DOM 47
Price Per Sq Ft Total AG 144.15
Last Updated 09/11/2026 14:11:11

Interior Features

Basement Description Bulkhead,Full,Gravel,Unfinished,Interior Access
Basement Yes
Beds 4
Total Rooms 8
Room 1 Level 1
Internet Fiber Optic Internet
Total Finished Area 2768
Rooms: Level 2 Level 2: Bedroom,Level 2: Office/Study
Rooms: Level 1 Level 1: Bedroom,Level 1: Den,Level 1: Eat-in Kitchen,Level 1: Living Room
Room 8 Type Bedroom
Room 8 Level 2
Room 8 Dimensions 11'-4 x11'
Room 7 Type Bedroom
Room 7 Level 2
Room 7 Dimensions 13'-9 x9'-11
Room 6 Type Office/Study
Room 6 Level 2
Room 6 Dimensions 10'-11 x8'-10
Room 5 Type Bedroom
Room 5 Level 2
Room 5 Dimensions 12'-6 x15'4
Room 4 Type Eat-in Kitchen
Room 4 Level 1
Room 4 Dimensions 27'-4 x16'-5
Room 3 Type Bedroom
Room 3 Level 1
Room 3 Dimensions 10'-6 x11'
Room 2 Type Den
Room 2 Level 1
Room 2 Dimensions 13'-9 x13'-2
Room 1 Type Living Room
Room 1 Dimensions 12'-6 x24'-6
Basement Access Type Interior

Exterior Features

Lot Features Agricultural,Country Setting,Farm,Field/Pasture,Open,Secluded,Trail/Near Trail,Wooded,Near Paths,Rural,Private
Exterior Amenities Garden Space,Outbuilding,Enclosed Porch,Double Pane Window(s)
Driveway Paved
Lot Size Area 6.79
Water Source Drilled Well,Purifier/Soft,Reverse Osmosis,Ultraviolet
Garage Capacity 2
Foundation Stone
Color White
Road Frontage Length 380
Road Frontage Type Dead End,Gravel,Unpaved,Public Maintained Road
Surveyed Yes
Lot Size Square Feet 295772
Water Body Access No

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Property vs Single Family Average in 05776

Statistics provided by Inside Real Estate

Price
AVG $660K
$400K
Year Built
AVG 1920
1850
Visits
AVG 20
10
Data Provided by Inside Real Estate®

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