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Agricultural Land with Home for Sale in Woodbury, Connecticut

225 Old Sherman Hill Rd, Woodbury, CT 06798

$1,998,000
34 acres
Active
$102k drop
Est $13,120/mo

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.

4,517
Sq feet
4
Beds
4
Full baths
1
1/2 bath
1969
Built

Location

Street address
225 Old Sherman Hill Rd
Elevation
676 feet
Coordinates
41.5268, -73.1865

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

NameLevelDistrictDescription
WoodburyMiddle
NonnewaugHigh

Listing history

DateEventPriceChangeSource
Oct 17, 2025Price drop$1,998,000$102,000 -4.9%CTMLS
Feb 6, 2025New listing$2,100,000CTMLS
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This 33.98-acre property is located at 225 Old Sherman Hill Rd in Woodbury, CT 06798. The property is available for sale for $1,998,000. It has a 4,517 sq ft 4 bedroom, 4 bath house built in 1969.

Checked 45 mins ago — Updated

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