253 Perkins Road

Active Under Contract
Active Under Contract
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Contract Out
$399,000
4 beds2,768 sqft$144/sqft
253 Perkins Rd, Rupert, VT 05775
Est: $2,495/moGet pre-approved
Single FamilyProperty Type
6.79 acresLot Size
1850Year Built
$144/sq ftPrice per sq ft
2 carsParking Spaces

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...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.
47 days on Market
  • Listed by: Derryl Lang • Four Seasons Sotheby's Int'l Realty
Last updated: 08/23/2026 07:06 PM • Source: New England Real Estate Network, MLS#: 5098562

Location

Listing Courtesy of Four Seasons Sotheby's Int'l Realty
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Property Information for 253 Perkins Road

Property Details
  • Taxes: $5,609 / year
  • MLS Type: Residential / Single Family
  • County: Bennington County
  • Zoning: Rural Residential
Building Information
  • Stories: 2
  • Year Built: 1850
  • Lot Size: 6.79 AC / 295,772 SF
Summary
Location and General Information
  • City: Rupert
  • County: VT-Bennington
  • 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.
  • Latitude: 43.304031757509300
  • Longitude: -73.238826752853399
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05776
Taxes and HOA Information
  • SPAN Number: 537-169-10125
  • Tax Year: 2025
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 2.00
  • Driveway: Paved
Property
Lot Information
  • Lot Features: Agricultural, Country Setting, Farm, Field/Pasture, Open, Secluded, Trail/Near Trail, Wooded, Near Paths, Rural, Private
  • Lot Size Acres: 6.79
  • Road Frontage Length: 380.0
  • Water Body Access: No
  • Total Finished Area: 2768.0
  • Above Grade Finished Area: 2768.0
  • Above Grade Finished Area Source: Assessor
  • Above Grade Unfinished Area: 0.0
  • AboveGradeUnfinishedAreaSource: Assessor
  • Below Grade Finished Area: 0.0
  • Below Grade Finished Area Source: Assessor
  • Below Grade Unfinished Area: 999.0
  • BelowGradeUnfinishedAreaSource: Assessor
  • Lot Size Square Feet: 295772.0
  • Total Area: 3767.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Property Condition: Existing
  • Flood Zone: No
  • Owned Land: Yes
  • PreConstruction: No
  • Surveyed: Yes
  • Year Built: 1850
  • School District: Bennington/Rutland
  • High School: Choice
  • Middle/Jr School: Choice
  • Elementary School: Mettawee Community School
  • Property Tax Relief Program: No
Utilities
  • Electric Company: Green Mountain Power
  • Fuel Company: Local Fuels
  • Electric: Circuit Breaker(s)
  • Sewer: 1000 Gallon, Concrete, Leach Field, Septic
  • Water Source: Drilled Well, Purifier/Soft, Reverse Osmosis, Ultraviolet
  • Utilities: Phone
  • Internet: Fiber Optic Internet
Interior and Exterior Features
Exterior Features
  • Color: White
  • Construction Materials: Steel Frame, Wood Frame, Clapboard Exterior, Metal Clad Exterior
  • Roof: Metal, Slate
Interior Features
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Bulkhead, Full, Gravel, Interior Access, Unfinished
  • Rooms: Level 1: Level 1: Bedroom, Level 1: Den, Level 1: Eat-in Kitchen, Level 1: Living Room
  • Rooms: Level 2: Level 2: Bedroom, Level 2: Office/Study
  • Heating: Oil, Heat Pump, Mini Split, Boiler
  • Cooling: Mini Split, Multi Zone
  • Total Stories: 2
  • Rooms Total: 8
  • Bathrooms Full: 1
  • Bathrooms Half: 0
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 1
  • Bedrooms Total: 4
  • Bathrooms Total: 2
Room Information
Room 1
  • Room Dimensions: 12'-6"x24'-6"
  • Room Level: 1
  • Room Type: Living Room
Room 2
  • Room Dimensions: 13'-9"x13'-2"
  • Room Level: 1
  • Room Type: Den
Room 3
  • Room Dimensions: 10'-6"x11'
  • Room Level: 1
  • Room Type: Bedroom
Room 4
  • Room Dimensions: 27'-4"x16'-5"
  • Room Level: 1
  • Room Type: Eat-in Kitchen
Room 5
  • Room Dimensions: 12'-6"x15'4"
  • Room Level: 2
  • Room Type: Bedroom
Room 6
  • Room Dimensions: 10'-11"x8'-10"
  • Room Level: 2
  • Room Type: Office/Study
Room 7
  • Room Dimensions: 13'-9"x9'-11"
  • Room Level: 2
  • Room Type: Bedroom
Room 8
  • Room Dimensions: 11'-4"x11'
  • Room Level: 2
  • Room Type: Bedroom

Property History for 253 Perkins Road

DateEvent & SourcePriceAppreciation
Aug 23, 2026

Active Under Contract

New England Real Estate Network #5098562

—
Jul 7, 2026

Listed (Active)

New England Real Estate Network #5098562

$430,000—
Mar 25, 2022

Sold (Public Record)

Public Record #1487214069

$129,000

-32.4% / yr

DateEvent & SourcePrice
08/23/2026

Active Under Contract

New England Real Estate Network #5098562

—
07/07/2026

Listed (Active)

New England Real Estate Network #5098562

$430,000
03/25/2022

Sold (Public Record)

Public Record #1487214069

$129,000

-32.4% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 253 Perkins Road

Taxable ValueLand$58,900Additions$180,700Total$239,600
Tax Record2025$4,090 ($341 / month)
Home Facts
Beds0Lot Size295,772 SqFtStyleSingle Family ResidenceCountyBENNINGTONAPN(169)10125

Schools near 253 Perkins Road

This home is within Mettawee School District.
Rating
School
Type
Grades
Distance
Mettawee Community School Usd #47
Public - PK to 6
Rating
School
Distance
Mettawee Community School Usd #47
PublicPK to 6

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Four Seasons Sotheby's Int'l Realty

Copyright 2026 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site 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 09/07/2026 06:08 PM