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MLS 24194640 For Sale Updated August 16, 2026
153 Old Sherman Hill Road

Woodbury, Connecticut 06798

$750,000
On market 6 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

$750,000

On market 6 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

Payment Estimate

30-year fixed. Includes taxes; estimates only.

Estimated Monthly Payment
Open the full mortgage calculator →

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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