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Agricultural Land with Home for Sale in Woodstock, Connecticut

49 Redhead Hill Rd, Woodstock, CT 06281

$1,350,000
128 acres
Active sale
ago
Est $8,088/mo

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. A newer mudroom addition provides convenient everyday functionality and connects through a breezeway to the impressive oversized garage. With its distinctive three-bay configuration, including two front-facing bays and an additional side bay with an oversized door, the garage offers exceptional space and versatility. Above the garage, the existing truss configuration was designed to allow for the possibility of creating additional living space in the future. The once working dairy barn has 2 levels, with the main level already undergone restoration, it still stands strong and stately. Beyond the farmhouse, the landscape is truly extraordinary. Expansive fields, mature woodlands, historic stone walls, and gently rolling hills create a breathtaking setting. The individually named fields that lead to an elevated vantage point where views stretch across three states: Connecticut, Massachusetts, and Rhode Island. Whether you envision a private estate, historic homestead, agricultural retreat, or simply the opportunity to preserve and enjoy a remarkable piece of New England history, this property offers a setting and scale that are rarely available. A truly special opportunity to own a piece of the past while creating something lasting for the future.

3,030
Sq feet
4
Beds
2
Full baths
1800
Built

Location

Street address
49 Redhead Hill Rd
Zip code
06281
Elevation
674 feet
Coordinates
42.0015, -72.0321

Property details

Acreage
128 acres
MLS #
CTMLS 24220572
Posted

Property taxes

2027
$8,210

Details and features

Listing

Type
Residential

Lot

Features
Cleared, Farm Land, Lightly Wooded, Open Lot, Secluded, Water View

Exterior

Features
Breezeway, Barn, Garden Area, Stone Wall

Structure

Style
Colonial
Basement
Full
Water
Private
Heating
Hot Water

Interior

Room Count
8
Rooms
Basement, Bathroom x 2, Bedroom x 4
Fireplaces
Yes
Appliances
Electric Dryer, Freezer, Gas Cooktop, Oven/Range, Refrigerator, Washer

Listing history

DateEventPriceChangeSource
Nov 14, 2026New listing$1,350,000—CTMLS
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This 128-acre property is located at 49 Redhead Hill Rd in Woodstock, CT 06281. The property is available for sale, priced at $1,350,000. It has a 3,030 square foot 4-bedroom, 2-bath house built in 1800.

Listed by Real Broker CT, (855) 450-0442

Checked 1 hour agoUpdated Source

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