49 Redhead Hill Road Woodstock, CT 06281
Listing Courtesy of: SMART MLS / Listed By: Sheena Ruggirello, Real Broker Ct, LLC - Contact:  (860) 222-4734

  49 Redhead Hill Road Woodstock, CT 06281

Coming Soon
$1,350,000 (USD)
4
BED
2
BATH
3,030
SQFT

Description

OFFERED TO THE PUBLIC FOR THE FIRST TIME IN OVER 75 YEARS! A rare opportunity to own a remarkable piece of New England history. Held within the same family for generations, this extraordinary property encompasses approximately 128 acres of rolling fields, mature woodlands, historic stone walls, and breathtaking countryside views. Dating back to before the signing of "THE DECLARATION OF INDEPENDANCE" this historic homestead and former dairy farm offer a combination of history, character, and land that is increasingly difficult to find. The home makes a memorable first impression with its impressive original front door, complete with distinctive pressed hardware and framed by beautiful surrounding stained glass. Inside, you'll find a blend of historic charm, thoughtful updates, and opportunities to make the home your own. The main level offers two formal sitting rooms, a dedicated office space, and an eat-in kitchen featuring a substantial wood stove and impressive hearth. A full bathroom is also conveniently located on the main level. Upstairs, you'll find four bedrooms, each featuring its own decorative fireplace mantel, adding to the home's historic character. One bedroom is currently being used as a laundry room but can easily be converted back to a bedroom. A beautifully renovated full bathroom completes the second floor, featuring tile flooring and a tiled tub and shower.

MLS #:
24220572
Taxes
$8,210(2026)
Lot Size
128 acres
Type
Single-Family Home
Year Built
1800
Style
Colonial
Views
Water View
County
Windham County

Listed By

Sheena Ruggirello, Real Broker Ct, LLC, Contact: (860) 222-4734
Source
SMART MLS
Last checked Nov 11 2026 at 2:35 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 2
Kitchen
  • Oven/Range
  • Refrigerator
  • Washer
  • Gas Cooktop
  • Electric Dryer
  • Freezer
Lot Information
  • Lightly Wooded
  • Secluded
  • Open Lot
  • Farm Land
  • Cleared
  • Water View
Property Features
  • Foundation: Stone
Heating and Cooling
  • Hot Water
  • None
Basement Information
  • Full
Exterior Features
  • Vinyl Siding
  • Roof: Asphalt Shingle
Utility Information
  • Sewer: Septic
  • Fuel: Oil
School Information
  • Elementary School: Per Board of Ed
  • Middle School: Per Board of Ed
  • High School: Per Board of Ed
Garage
  • Attached Garage
Living Area
  • 3,030 sqft
Additional Information: Real Broker Ct, LLC | (860) 222-4734
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