49 Redhead Hill Road, Woodstock, CT 06281
Single Family For Sale
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About This Home
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.
Listed by Sheena Ruggirello (860) 222-4734 with Real Broker CT, LLC (855) 450-0442
Listing Snapshot
| Price | $1,350,000 | Days on Our Site | 2 days |
| Property Tax | $8,210/yr | Style | Colonial |
| Year Built | 1800 | Total Sq Ft | 3,030 |
| Lot Size | 128 acres | HOA Fees | N/A |
| Bedrooms | 4 | Full Bathrooms | 2 |
| Total Rooms | 8 | Half Baths | 0 |
Key Features
- Gas Cooktop
- Oven/Range
- Refrigerator
- Freezer
- Washer
- Electric Dryer
- Breezeway
- Barn
- Garden Area
- Stone Wall
Structure & Parking
Systems & Utilities
Schools
Mortgage Calculator
Estimate only. Contact a lender for accurate figures.
Listing History
| Date | Event | Price |
|---|---|---|
| Nov 11, 2026 | Listed | $1,350,000 |
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Listing Agent
Sheena Ruggirello · (860) 222-4734
Real Broker CT, LLC · (855) 450-0442
MLS# 24220572 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Nov 13, 2026 6:59 PM UTC
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49 Redhead Hill Road, Woodstock CT, 06281
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