874 Middletown Rd

4,443 Sq. Ft.
$371 / Sq. Ft.
4,443
Sq. Ft.
$371
per Sq. Ft.

Description

Set along picturesque Middletown Road, just beyond the historic village of Grafton, this elegant five-bedroom residence enjoys a setting that feels both timeless and deeply peaceful. Perhaps it is the pleasing symmetry and classic proportions of the c.1815 brick Federal home with its Georgian floor plan. Perhaps it is the views of rolling meadows and rounded hills that unfold in both directions. Or perhaps it is simply the feeling of being here--a quiet sense of belonging that is difficult to explain...Set along picturesque Middletown Road, just beyond the historic village of Grafton, this elegant five-bedroom residence enjoys a setting that feels both timeless and deeply peaceful. Perhaps it is the pleasing symmetry and classic proportions of the c.1815 brick Federal home with its Georgian floor plan. Perhaps it is the views of rolling meadows and rounded hills that unfold in both directions. Or perhaps it is simply the feeling of being here--a quiet sense of belonging that is difficult to explain and impossible to forget. Filled with natural light, the property has a welcoming spirit. A pond, apple orchard, perennial gardens, blueberry bushes, ancient maple trees, and historic stone walls create a landscape rich in beauty. The home sits along a quiet gravel road that forms part of one of Grafton's favorite four-mile walking loops, while trails meander through the property's 66 acres of fields and woodland. The Saxtons River traces one edge of the property. In the early nineteenth century, Major Benjamin Dwinell and his wife, Mehitable, built this home and raised eleven children here. The family prospered from the land, tending a large flock of sheep and cultivating one of the most productive apple orchards in town. By the late 1800s, Grouse Hill had begun a new chapter as a country retreat for a New York family. Over the years it has served as a boarding house, an inn, a full-time residence, and a cherished second home. Through each chapter, it has remained what it is today: a gracious and welcoming place that draws people in, encourages them to linger, and leaves a lasting impression. 22 miles from Okemo. 2 hours 44 minutes from Boston and 4 hours 19 minutes from New York.
  1. Listed by T Story Jenks • LandVest, Inc/Woodstock
  2. Listed by Dia Jenks • LandVest, Inc/Woodstock

Property Details for 874 Middletown Road

Zoning
Residential
LISTING UPDATED: 06/11/2026 09:04 PM

Property Details for 874 Middletown Road

StatusActive
MLS #5094211
Days on MarketListed Today
Taxes$26,369 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential / Single Family
Year Built1815
Lot Size66.80 AC / 2,909,808 SF
CountyWindham County

Location

Listing Courtesy of LandVest, Inc/Woodstock
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Building Information for 874 Middletown Road

Stories3Year Built1815Building Size-Lot Size66.80 AC / 2,909,808 SF

Payment Calculator

$10,420 per month

30 year fixed, 6.36% Interest

Principal and Interest

$8,222

Property Taxes

$2,197

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 874 Middletown Road

Summary
Location and General Information
  • City: Grafton
  • County: VT-Windham
  • Latitude: 43.183506000001003
  • Longitude: -72.620294000000001
  • Road Frontage: Yes
  • Seasonal: No
  • State: VT
  • Street Designation: Road
  • Zip Code: 05146
Taxes and HOA Information
  • SPAN Number: 249-079-10022
  • Tax Year: 2025
  • Taxes TBD: No
Parking
  • Garage: Yes
  • Garage Capacity: 2.00
  • Driveway: Gravel
Property
Lot Information
  • Lot Features: Orchards, Pond, Rolling, View, Private
  • Lot Size Acres: 66.8
  • Road Frontage Length: 1420.0
  • Total Finished Area: 4443.0
  • Above Grade Finished Area: 4443.0
  • Above Grade Finished Area Source: Plans
  • Above Grade Unfinished Area: 0.0
  • AboveGradeUnfinishedAreaSource: Plans
  • Below Grade Finished Area: 0.0
  • Below Grade Finished Area Source: Plans
  • Below Grade Unfinished Area: 371.0
  • BelowGradeUnfinishedAreaSource: Plans
  • Lot Size Square Feet: 2909808.0
  • Total Area: 4814.0
Property and Assessments
  • Property Class: Residential
  • Property Type: Single Family
  • Construction Status: Existing
  • Flood Zone: No
  • PreConstruction: No
  • Surveyed: Yes
  • Year Built: 1815
Utilities
  • Electric: Net Meter
  • Sewer: Septic
  • Water Source: Dug Well
  • Utilities: Underground Utilities
  • Internet: Fiber Optic Internet
Interior and Exterior Features
Exterior Features
  • Color: Brick
  • Construction Materials: Brick Exterior
  • Roof: Asphalt Shingle
Interior Features
  • Appliances: Dishwasher, Electric Stove
  • Basement: Yes
  • Basement Access Type: Interior
  • Basement Description: Gravel
  • Rooms: Level 1: Level 1: 1/2 Bathroom, Level 1: Dining Room, Level 1: Kitchen
  • Rooms: Level 2: Level 2: Bedroom, Level 2: Full Bathroom, Level 2: 3/4 Bathroom
  • Rooms: Level 3: Level 3: Bedroom
  • Flooring: Hardwood
  • Heating: Oil
  • Cooling: None
  • Total Stories: 3
  • Rooms Total: 10
  • Bathrooms Full: 1
  • Bathrooms Half: 1
  • Bathrooms One Quarter: 0
  • Bathrooms Three Quarter: 1
  • Bedrooms Total: 5
  • Bathrooms Total: 3
Room Information
Room 1
  • Room Level: 2
  • Room Type: Bedroom
Room 2
  • Room Level: 2
  • Room Type: Bedroom
Room 3
  • Room Level: 2
  • Room Type: Bedroom
Room 4
  • Room Level: 2
  • Room Type: Bedroom
Room 5
  • Room Level: 3
  • Room Type: Bedroom
Room 6
  • Room Level: 2
  • Room Type: Bathroom Full
Room 7
  • Room Level: 2
  • Room Type: Bathroom Three Quarter
Room 8
  • Room Level: 1
  • Room Type: Bathroom Half
Room 9
  • Room Level: 1
  • Room Type: Kitchen
Room 10
  • Room Level: 1
  • Room Type: Dining Room

Property History for 874 Middletown Road

DateEvent & SourcePriceAppreciation
Jun 11, 2026

Listed (Active)

New England Real Estate Network #5094211

$1,650,000—
DateEvent & SourcePrice
06/11/2026

Listed (Active)

New England Real Estate Network #5094211

$1,650,000

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

Public Records for 874 Middletown Road

Taxable ValueLand$275,600Additions$736,300Total$1,011,900
Tax Record2019$25,606 ($2,134 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt4,894 SqFtAbove Grade Finished SqFt4,894 SqFtStories2Lot Size2,909,808 SqFtStyleSingle Family ResidenceYear Built1815CountyWINDHAMAPN(079) 008004Fireplace TypeHas Fireplace

Schools near 874 Middletown Road

This home is within Windham Northeast Union Elementary School District #95.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Rating
School
Distance
Grafton Elementary School
PublicPK to 8

Bellows Falls Uhsd #27
Public9 to 12

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.

Similar Homes

874 Middletown Road is a single family home for sale in Grafton, VT 05146. This listing's school districts are Bellows Falls Union High School District #27, Windham Northeast Union Elementary School District #95. Nearby schools include Grafton Elementary School and Bellows Falls Uhsd #27. 874 Middletown Road is a 5-bed, 3-bath, 4,443 sqft single family home built in 1815.

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. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of LandVest, Inc/Woodstock

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 06/11/2026 05:48 PM