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MLS 24194640 Sale Pending Price Reduced Updated November 12, 2026
153 Old Sherman Hill Road

Woodbury, Connecticut 06798

$499,900
On market 93 days
153 Old Sherman Hill Road
1 / 40

About This Property

Exceptional value and opportunity on 3.5 gorgeous acres! Bring this home back to its original charm. Features hardwood floors throughout and a cozy front porch. The upper level includes 3 bedrooms, a full bath, and access to a walk-up attic from the primary bedroom. The main level offers a half bath and a functional, open layout. Additional property highlights include a separate 962 sq. ft., 2-bedroom guest house-offering incredible potential for an in-law suite or rental income once renovated (appears to be separately metered). The property also features two massive, 2-story barns that appear to have electricity. Tremendous upside potential for an end-user, investor, or multi-generational living. Subject to probate approval. Property sold as-is; no disclosures.

Property Details

Interior

Heat
Hot Air — Oil
Cooling
None
Basement
Full,Unfinished
In-Law Apartment
Possible

Exterior & Lot

Roof
Asphalt Shingle
Construction
Construction
Exterior Features
Shed Porch Barn Guest House
Lot Description
Lightly Wooded Level Lot Open Lot
Garage & Parking
Barn Detached Garage

Utilities & Systems

Water Source
Private Well
Sewer
Septic

Community & Schools

Elementary
Per Board of Ed
High
Per Board of Ed
Neighborhood
Sherman Hill

Appliances

Included
Oven/Range Refrigerator Dishwasher

153 Old Sherman Hill Road

Woodbury , Connecticut 06798

$499,900

Was $750,000 Reduced

On market 93 days

Beds
3
Baths
2
SqFt
1,658
Type
Single Family
County Litchfield
Garage 2
Rooms -
Lot Size 3.51 Acres
Property Tax $7,896
Assessed Value $315,350
Year Built 1903
Style Colonial,Victorian
Zoning OS60

Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: CBRB22.

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