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636 Dexter Road, Shaftsbury, VT 05262

VT-Bennington County

Key Facts

4Beds
3Baths
3,194Sq Ft
1800Year Built
40.00Lot (acres)
2Garage
2Stories

Description

In 1922, poet laureate and Shaftsbury resident Robert Frost was inspired by the bucolic local backroads to write “Stopping by the Woods on a Snowy Evening." The Dexter Road Farmhouse, dating back 225 years, remains a testament to the enduring charm of Vermont and the simpler rhythms of country life. Nestled at the end of a serene, tree-lined town road, this charming 1800 farmhouse captures the timeless beauty of rural Vermont. With sweeping vistas, peaceful surroundings, and a perfect balance of seclusion and convenience to all the Northshire region has to offer, this property is a rare gem. Lovingly cared for by the same family for over 70 years, the home retains much of its original character and craftsmanship, including wide pine flooring, original moldings, classic woodwork, and a gracious entrance hall. Traditional wall and ceiling boards further enhance the home's authentic farmhouse allure. With 40 acres more or less and a picturesque skating pond, there's ample room to explore, garden, or enjoy the pastoral landscape. The spacious layout features 4 bedrooms, 3 bathrooms, an inviting country kitchen, a formal dining room, a living room with a wood-burning fireplace, a library, and a bonus room. The windowed office on the lower level overlooks the pond and includes a Murphy bed. We invite you to discover the timeless appeal of this exceptional property, explore the quiet beauty of Shaftsbury, and consider making this charming farmhouse your home in Vermont.

Property Information

Property Type

Residential

Sub-Type

Single Family Residence

Style

Farmhouse

Year Built

1800

Stories

2

Living Area

3,194 sq ft

Lot Size

40.00 acres

Garage Spaces

2

Parking Spaces

2

Zoning

RR80

Days on Market

42

MLS® Listing#

5083102

Property Features

Interior

Natural WoodworkWalk-In Closet(s)

Appliances

DryerRefrigeratorMicrowaveDishwasherElectric Water HeaterWater Heater

Cooling

None

Heating

OilForced Air

Flooring

SoftwoodWood

Fireplace

Wood Burning

Basement

ConcreteDirt FloorPartially FinishedUnfinished

Parking

GravelDrivewayGarageOn SiteUnpaved

Lot Features

SecludedWoodedOpen Lot

Construction

Wood SidingFrameClapboard

Roof

Metal

Security

Smoke Detector(s)Carbon Monoxide Detector(s)

Other Structures

Outbuilding

Utilities

Cable Available

Sewer

Private Sewer

Water Source

Well

Rooms

  • Bathroom 1
  • Bathroom 2
  • Bedroom 1
  • Bedroom 2
  • Bedroom 3
  • Bedroom 4
  • Bedroom 5
  • Dining Room
  • Kitchen
  • Living Room

Schools

Elementary:
Shaftsbury Elem. School
Middle:
Mt. Anthony Union Middle Sch
High:
Mt. Anthony Sr. UHSD 14
District:
Shaftsbury School District

Financial Details

Annual Taxes

$6,270

Tax year 2025

Directions

No Drive-bys, please.

Affordability Calculator

$175,000

Estimated monthly payment

$4,657/mo

Principal $700,000 · Est. interest $976,562 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in Shaftsbury, VT

$572,727
Median Listing Price
140
Median Days on Market
2,529
Median Sq Ft
$235
Median Price / Sq Ft
35
Active Listings
  • This home’s price is 53% above the area median.
  • Its price per sq ft is 17% above the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in Shaftsbury, VT.

Location

Map showing the location of 636 Dexter Road, Shaftsbury, VT 05262

Getting Around

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Points of Interest in Shaftsbury, VT

Showing the Shaftsbury area map.

Nearby Schools

  • Lil' Peeps Play School

    School · 4.2 mi away

  • Shaftsbury Elementary School

    Elementary · 4.4 mi away

  • Fisher School

    Elementary · 4.5 mi away

  • Arlington Memorial High School

    Secondary · 4.5 mi away

  • Happy Days Playschool

    School · 4.5 mi away

  • Hiland Hall School

    School · 5.2 mi away

  • Southshire Community School

    School · 6.0 mi away

  • Village School of North Bennington

    School · 6.1 mi away

  • Sunderland Elementary School

    Elementary · 6.1 mi away

  • Forrest Ward Memorial School

    School · 6.2 mi away

  • Mount Anthony Union Middle School

    Secondary · 6.9 mi away

  • Molly Stark Elementary School

    Elementary · 7.4 mi away

  • Grace Christian School

    Secondary · 7.6 mi away

  • Woodford Hollow School

    Elementary · 8.0 mi away

  • Southwest Vermont Career Development Center

    Secondary · 8.2 mi away

  • Mt. Anthony Senior Union High School

    Secondary · 8.3 mi away

  • Monument Elementary School

    Elementary · 8.4 mi away

  • Bennington Rutland Supervisory Union

    School · 8.5 mi away

  • Sacred Heart School

    School · 8.5 mi away

  • Bennington Elementary School

    Elementary · 8.6 mi away

Commute Calculator

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Nearby Homes

Similar Homes Nearby

Similar Home Values

Comparable nearby listings and their asking prices.

AddressPriceBedsBathsSq Ft
2 Cold Spring Road, Shaftsbury, VT$725,000422,424
130 Ipan Road, Shaftsbury, VT$750,000332,696
1931 Vermont Route 67E, Shaftsbury, VT$865,0001285,568

Moving Cost Estimate

EXIT Agents in Shaftsbury

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange (IDX) program of one or more Multiple Listing Services (MLS). Listing information is deemed reliable but is not guaranteed accurate. Copyright © EXIT Realty® and respective MLS providers.

Data provided by NEREN. MLS® Listing#5083102. © 2026EXIT Realty®. All rights reserved.