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Offered at $399,000Active Under Contract
beds
4
baths
2
sq ft
2,768
Built
1850

253 Perkins Road

Rupert, VT 05776

Residential · Active Under Contract · MLS #5098562
Listing Courtesy of Four Seasons Sotheby's Int'l Realty | Derryl Lang

The home

About this home

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.

Property information

Details at a glance

Interior2 property facts
Rooms
8
Heating
Heat Pump, Oil
Building6 property facts
Style
Single Family Residence
Year built
1850
Garage
2
Parking
2
Foundation
Stone
Roof
Metal, Slate
Land & utilities4 property facts
Lot size
6.79 acres
Water
Well
Sewer
Septic Tank
Zoning
Rural Residential
Financial2 property facts
Annual taxes
$5,609
Assessment year
2025

Plan your purchase

Estimated monthly cost

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

Known monthly costs$2,485 / monthAdjust
Principal & interest
$2,018
Property tax
$467
Insurance
Not entered
HOA
Not entered

Listing annual taxes: $5,609. 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.

Listing history

Price and status timeline

No additional listing history is available for public display.

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Price & market context

See how this home compares with active listings in Rupert.

This home compared with active listings in Rupert
MetricThis homeLocal listings
List price$399,000$662,00040% below local
Price / sq ft$144$26546% below local
Days on market476730% below local

Active city listing statistics from PrimeMLS as of September 11, 2026. Asking prices are not completed-sale values.

Keep exploring

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About 253 Perkins Road

Can I request a private showing?

Request a tour of 253 Perkins Road 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.

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