225 Old Sherman Hill Road, Woodbury, Connecticut

$1,998,000

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4

Beds

5

Baths

4,517

Square feet

33.98

Acres

About 225 Old Sherman Hill Road

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.

Features of 225 Old Sherman Hill Road

MLS® # 24072926
Price $1,998,000
Bedrooms 4
Bathrooms 5.00
Full Baths 4
Half Baths 1
Square Footage 4,517
Acres 33.98
Type Single Family For Sale
Style Contemporary
Status Active

Community Information

Address 225 Old Sherman Hill Road
Area N/A
City Woodbury
County Litchfield
State Connecticut
Zip Code 06798

Amenities

Features Generator, Programmable Thermostat
Parking Attached Garage
# of Garages 4
Is Waterfront No
Waterfront Not Applicable
Has Pool Yes
Pool Gunite, Salt Water, In Ground Pool

Interior

Interior Features Auto Garage Door Opener, Cable - Available, Central Vacuum, Security System
Appliances Electric Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer
Heating Hot Air, Oil
Cooling Central Air
Fireplace Yes
# of Fireplaces 2
Has Basement Yes
Basement Full, Partially Finished

Exterior

Exterior Vertical Siding, Wood
Exterior Features Shed, Barn, Deck, Gutters, Stable, Stone Wall, Paddock, Patio
Lot Description Lightly Wooded, Borders Open Space, Level Lot, Professionally Landscaped, Rolling, Open Lot
Roof Asphalt Shingle
Foundation Concrete

School Information

Elementary Per Board of Ed
Middle Woodbury
High Nonnewaug

Additional Information

Date Listed February 6th, 2025
Days on Market 257
Zoning OS80
RE / Bank Owned No

Listing Details

OfficeKlemm Real Estate Inc

Listing Map

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Listing information last updated on October 21st, 2025 at 7:50pm EDT.