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$2,220,000

  • Sold
  • Closed
  • Single Family
  • 5 Beds
  • 1 Full Bath
  • 4 Partial Baths
  • 4,832 Sq. Ft.
  • 2.64 Acres
  • 5 Car Garage
See This Home
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Set on over two picturesque acres along one of the most beautiful country roads in the area, this spacious and impeccably renovated contemporary farmhouse offers the perfect balance of charm and modern comfort. Just minutes from Woodstock and South Woodstock, the property enjoys both convenience and a peaceful setting. The home features generous living and entertaining spaces (remodeled in 2016 by Sargent Design Company), multiple porches, and seamless indoor-outdoor flow. The main residence offers 5 bedrooms, including a large primary suite, while the converted barn includes a private guest apartment, ideal for hosting company. Highlights include a hot tub, indoor and outdoor fireplaces, and thoughtful updates throughout that make the home as efficient and easy to maintain as it is elegant. With open spaces designed for gatherings and cozy corners for retreat, this home is equally suited for year-round living or a Vermont getaway. Outdoor enthusiasts will appreciate the home's proximity to skiing at Killington and Saskadena Six, as well as easy access to hiking, biking, and countless four-season activities. A truly exceptional property blending timeless farmhouse character with today's modern luxuries.

Full Property Details for 1059 Carlton Hill Rd

General

  • Sold For: $2,220,000
  • Taxes: $30,118 (2025)
  • Status: Closed
  • Type: Single Family
  • Source: PrimeMLS
  • MLS ID: 5059827
  • Added to Site: 161 day(s) ago

Interior

  • Number of Rooms: 10
  • Interior Features: Dining Area, Elevator, Wood Fireplace, 1 Fireplace, Hot Tub, In-Law/Accessory Dwelling, Kitchen Island, Primary BR w/ BA, Natural Light, Vaulted Ceiling, Walk-In Closet, 2nd Floor Laundry
  • Fireplace: Yes
  • Appliances: Gas Cooktop, Dishwasher, Disposal, Dryer, Double Oven, Refrigerator, Washer, Wine Cooler
  • Flooring: Tile, Wood

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 1
  • 3/4 Bathrooms: 3
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Exterior

  • Exterior Features: Barn, Guesthouse, Porch

Parking

  • Garage: Yes
  • Garage Spaces: 5

Location

  • County: Windsor

School Information

  • School District: Mountain Views Supervisory Union
  • Elementary School: Woodstock Elementary School
  • Middle School: Woodstock Union Middle Sch
  • High School: Woodstock Senior UHSD #4

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Baseboard, Radiant Floor

Utilities

  • Sewer: Private

Structural Information

  • Construction Status: Existing
  • Roof: Shingle
  • Stories/Levels: 2
  • Square Feet: 4,832
  • Finished Total: 4,832 Sq. Ft.
  • Finished Above Grnd: 4,832 Sq. Ft.
  • Year Built: 2005

Lot Features

  • Lot Size (Acres): 2.64
  • Lot Size (Sq. Ft.): 114,998
  • Frontage: Yes Road Frontage
  • Frontage Feet: 400
  • Driveway/Sidewalk: Gravel
  • Zoning: Residential

Financial Considerations

  • Price Per Sq. Ft.: $496.69
  • Tax Amount: $30,118.96
  • Tax Year: 2025

Disclosures and Reports

  • APN: 786-250-11977

Listed by Williamson Group Sothebys Intl. Realty, Keri Cole
Sold by Snyder Donegan Real Estate Group, Susan. Hickey

Listed by Williamson Group Sothebys Intl. Realty, Keri Cole
Sold by Snyder Donegan Real Estate Group, Susan. Hickey

Listing agent

— 1059 Carlton Hill Rd —

  • Keri Cole

    Williamson Group Sothebys Intl. Realty

Cell: 410-200-3536

Get Pre-Approved Today

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with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Price & Sales History for 1059 Carlton Hill Rd

Date
Details
Price
Change
Source
11/24/2025
Sold
$2,220,000
-7.5%
MLS
9/04/2025
Listed
$2,400,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Williamson Group Sothebys Intl. Realty, Keri Cole
Sold by Snyder Donegan Real Estate Group, Susan. Hickey

1059 Carlton Hill Road, Woodstock, VT 05091 (MLS# 5059827) is a Single Family property that was sold at $2,220,000 on November 24, 2025. Want to learn more about 1059 Carlton Hill Road? Do you have questions about finding other Single Family real estate for sale in Woodstock? You can browse all Woodstock real estate or contact a Coldwell Banker agent to request more information.