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3 Beds
2 Baths
1,658 sqft

$499,900

153 Old Sherman Hill Road, Woodbury CT, 06798

Price per sqft$301.51
Built in1903
Property size1,658 sqft
Property typeResidential

Overview

Active

Listed Aug 10, 2026

Updated 8 days ago

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.

$3,326/mo

Est. mortgage payment based on a $499,900 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
24194640

Interior Features

Bedrooms
3
Bathrooms
2
Heating
Yes
Basement
Yes

Exterior Features

Lot Size
3.51 Acres

Other Property Details

Taxes
$7,896
Tax Frequency
Annually
Garage
Yes
MLS provider logo

Listed by Heather Weber with Coldwell Banker Realty (203) 232-5483

The IDX display contains information sourced from SmartMLS, Inc. as of 10/2/2026. This information is for personal, non-commercial use only and may not be used for any purpose other than identifying properties the viewer may be interested in purchasing. MLS data is generally considered reliable but is not guaranteed accurate by the MLS. Buyers are responsible for verifying all information and should conduct their own investigation or consult a professional. Some MLS data may have been provided by sources other than the listing agent. Unless stated in writing, the Broker/Agent has not verified information obtained from outside sources. The Broker/Agent may or may not have been the listing and/or selling agent, and cannot guarantee the accuracy of any property location shown on a map. Any offer of compensation is made only to participants of the MLS where the listing is filed.

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Data last updated on 10/2/2026 at 3:20 AM UTC.

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