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Oren Malka
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874 Middletown Road, Grafton, VT 05146

$1,650,000
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New to the Market Active
BEDS5 BATHS2 full 1 partial SQUARE FEET4,443 MLS#5094211
STATUSActive PROPERTY TYPEResidential - Single Family

Listing Courtesy of: LandVest, Inc/Woodstock
Agency Phone: 802-457-4977
Associate Name: T Story Jenks
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Property 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 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.

874 Middletown Road | MLS# 5094211

This single family home located at 874 Middletown Road, Grafton, VT 05146 is currently listed for sale with an asking price of $1,650,000. This property was built in 1815 and has 5 bedrooms and 2 full and 1 partial baths with 4443 sq. ft. Search Grafton real estate on orenmalka.masiellogrouprealestate.com today.

Property Features

Property Type: Residential - Single Family
Basement: Gravel
Cooling: None
Garage: 2
Heating: Oil
Home Style: Antique
Lot Size: 66.80 Acres
Roof Type: Asphalt Shingle
Stories: 3.0
Taxes: $26,369
Year Built: 1815

Amenities

Dining Area
3+ Fireplaces
Patio

Feature Descriptions

Appliances: Dishwasher, Electric Stove
Baths 1/2: 1
Baths 3/4: 1
Baths Full: 1
Color: Brick
Construction: Brick Exterior
Construction Status: Existing
Driveway: Gravel
Electric: Net Meter
Equipment: Wood Stove
Exterior: Brick Exterior
Flood Zone: No
Flooring: Hardwood
Foundation: Stone
Lot: Orchards, Pond, Rolling, View, Private
Number of Rooms: 10
Road Frontage: 1420
Roads: Public
Sewer: Septic
Sq. Ft. Above Grade Finished: 4443
Sq. Ft. Total Finished: 4443
Total Stories: 3
Water: Dug Well
Zoning: Residential

Listed By / Shown By

Listed By

Agency Name: LandVest, Inc/Woodstock
Agent Name: T Story Jenks
Agency Phone: 802-457-4977

Shown By

Agent Name: Oren Malka
Agent Phone:
Agency Title: Better Homes and Gardens Real Estate The Masiello Group

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Estimated Payment

$ 6,350.85 per month $3,672.18 Principal & Interest $2,197.42 Property Tax $481.25 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided 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. Information on this site was last updated 06/11/2026. The listing information on this page last changed on 06/11/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Thu 06/11/2026 12:01:54 AM EST) or MLSPIN MLS (last updated Wed 06/10/2026 11:38:42 PM EST) or Prime MLS (last updated Wed 06/10/2026 11:33:24 PM EST) or MREIS (last updated Wed 06/10/2026 11:55:17 PM EST). Real estate listings held by brokerage firms other than Better Homes and Gardens Real Estate The Masiello Group may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data compilation and photo(s) copyright © 2026 PrimeMLS, Inc. All rights reserved. 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 2026-06-10 23:33:24

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Agency License Information: Better Homes and Gardens® and the Better Homes and Gardens Real Estate Logo are registered service marks owned by Meredith Corporation and licensed to Better Homes and Gardens Real Estate LLC. The Masiello Group Limited fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each franchise is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC nor any of its affiliated companies.


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