
Agricultural Land with Home for Sale in Woodbury, Connecticut
225 Old Sherman Hill Rd, Woodbury, CT 06798
Discover refined country living in this remarkable Woodbury estate set on 33.98 private acres in sought-after Litchfield County. The 4,517 sq ft residence features 4 bedrooms, 4.1 baths, and bright, open interiors designed to capture serene views of distant hills. A spacious deck overlooks the sparkling saltwater gunite pool, creating an ideal setting for relaxation or entertaining. Equestrians will appreciate the immaculate 8-stall stable, 14 lush paddocks, and generous riding spaces surrounded by pastoral beauty. Completing the property is a 4-car garage and the peace and privacy that define Woodbury's countryside. This rare offering combines elegance, comfort, and the timeless appeal of New England living.
Location
- Street address
- 225 Old Sherman Hill Rd
- County
- Litchfield County
- Elevation
- 676 feet
Directions
Rte 6 to Rte 64 towards Middlebury. Take right on Old Sherman Hill. Property on the left.
Property details
- Acreage
- 33.98 acres
- Zoning
- OS80
- MLS #
- CTMLS 24072926
- Posted
Parcels
- 932924
Details and features
Listing
- Type
- Residential
- Subtype
- Single Family Residence
Exterior
- Parking
- Attached Garage, Garage
- Outdoor Spaces
- Deck, Patio
- Structures
- Barn(s), Packing Shed, Shed(s), Stable(s)
- Features
- Barn, Gutters, Paddock, Shed, Stable, Stone Wall
Structure
- Style
- Contemporary
- Heating
- Fireplace(s), Oil
- Cooling
- Central Air
- Materials
- Vertical Siding
- Roof
- Asphalt, Shingle
Interior
- Rooms
- Basement, Bathroom x 5, Bedroom x 4, Laundry
- Appliances
- Cooktop, Dishwasher, Dryer, Electric Cooktop, Microwave, Refrigerator, Washer
- Security
- Security System
- Features
- Auto Garage Door Opener, Available Cable, Central Vacuum, Generator, Programmable Thermostat
Nearby schools
| Name | Level | District | Description |
|---|---|---|---|
| Woodbury | Middle | — | — |
| Nonnewaug | High | — | — |
Listing history
| Date | Event | Price | Change | Source |
|---|---|---|---|---|
| Oct 17, 2025 | Price drop | $1,998,000 | $102,000 -4.9% | CTMLS |
| Feb 6, 2025 | New listing | $2,100,000 | — | CTMLS |

































