Active Under Contract
Single family home for sale at 253 Perkins Rd, Rupert, VT 05776 | MLS# 5098562 | Listing updated on 2026-09-25
Photo 1 of Single family home for sale at 253 Perkins Rd, Rupert, VT 05776 | MLS# 5098562 | Listing updated on 2026-09-25
Photo 2 of Single family home for sale at 253 Perkins Rd, Rupert, VT 05776 | MLS# 5098562 | Listing updated on 2026-09-25
Photo 3 of Single family home for sale at 253 Perkins Rd, Rupert, VT 05776 | MLS# 5098562 | Listing updated on 2026-09-25
Photo 4 of Single family home for sale at 253 Perkins Rd, Rupert, VT 05776 | MLS# 5098562 | Listing updated on 2026-09-25
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Listed by: Derryl Lang | Four Seasons Sotheby's Int'l Realty (802) 362-4551

$399,000

Monthly Est:$1,986

  • Beds Icon4 Beds
  • Beds Icon
    2 Baths
  • Beds Icon2,768sqft

253 Perkins Rd, Rupert, VT 05776

$1,986/moEst:

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  • Single Family Residence

  • Built in 1850

  • $-- HOA

  • 6.79 acres lot

  • $144/sq.ft

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 c
ompleted, 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.

  • Houzeo last checked: 12 hours ago
  • Listing updated: September 25, 2026 at 1:13 pm
  • Source: NEREN/Prime MLS-NH | MLS#: 5098562 NEREN/Prime MLS-NH

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Vt Bennington County

  • City

    Rupert

  • Neighborhood

    --

  • Year Built

    1850

  • HOA Fees

    -

  • Finished Area

    2,768 sqft

  • Lot Size

    6.79 acres lot

  • Basement Area

    - sqft

  • MLS Name

    NEREN/Prime MLS

  • MLS Number

    5098562

  • MLS Status

    (31) Under Contract - Active Under Contract

  • Days on Market

    118

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 2

Interior

  • Sewer

    1000 Gallon, Concrete, Leach Field, Septic Tank

  • Heating

    Oil, Heat Pump, Mini Split, Boiler

  • Exterior Features

    Garden, Outbuilding, Enclosed Porch, Double Pane Window(s)

  • Cooling

    Mini Split, Zoned

Construction

  • Year Built

    Year Built: 1850

  • Home type

    Single Family Residence

  • Foundation Details

    Stone

  • Architectural Style

    Greek Revival

  • Property Condition

    Existing

  • Roof

    Metal, Slate

  • Construction Materials

    Steel Frame, Wood Frame, Clapboard, Metal Clad Exterior

Utilities & Energy

  • Water Source

    Drilled Well, Purifier/soft, Reverse Osmosis, Ultraviolet

  • Utilities

    Phone

  • Basement

    Bulkhead, Full, Gravel, Unfinished, Interior Entry

  • Electric

    Circuit Breakers

Other Features

  • Lot Features

    Agricultural, Country Setting, Farm, Pasture, Open Lot, Secluded, Trail/near Trail, Wooded, Near Paths, Rural, Private

Price History

DateEventPrice

09/25/2026

Source: mls_logoNEREN/Prime MLS-NH #5098562

Contingent (Active Under Contract)

$399,000

$144/sqft

08/19/2026

Source: mls_logoNEREN/Prime MLS-NH #5098562

Listed for Sale

$399,000

$144/sqft

Based on information from PrimeMLS Inc. through Nov 02, 2026, 02:16PM. This display of listings may or may not be the entire Compilation from the PrimeMLS database, and PrimeMLS does not guarantee the accuracy of such information. The listing broker's offer of compensation is made only to other real estate licensees who are participant members of PrimeMLS. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers' personal, non- commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Data last updated Nov 02, 2026, 02:16PM. © 2026 PrimeMLS, Inc. All Rights Reserved.

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