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153 Old Sherman Hill Road

Woodbury, CT 06798
  • $499,900
  • STATUS: Active
  • ON SITE: 67 Days
  • MLS #: 24194640
UPDATED: 31 min ago
$499,900
  • 3
    BEDS
  • 3.51
    ACRES
  • 1
    BATHS
  • 1
    1/2 BATHS
  • 1,658
    SQFT
  • $302
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1903
County:
Area:

School Information

Elementary School:
High School:

Description

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.

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The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc. Data last updated: 2026-10-17T13:10:11.567.
www.lowerhudsonvalleyproperties.com/homes/179991114
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153 Old Sherman Hill Road Woodbury, CT 06798

  • Price: $499,900
  • Status: Active
  • On Site: 67 Days
  • Updated: 31 min ago
  • MLS #: 24194640
3
Beds
1
Baths
1
½ Baths
3.51
Acres
1,658
SQFT
$302
$/SQFT
1903
Built
Neighborhood:
Sherman Hill
County:
Litchfield
Area:
Woodbury
Elementary School:
per board of ed
High School:
per board of ed
Property Description
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.
Exterior Features

Direct Waterfront YN No Exterior Features ShedPorchBarnGuest House Exterior Siding Clapboard Garage And Parking BarnDetached Garage Lot Description Lightly WoodedLevel LotOpen Lot Roof Information Asphalt Shingle Style ColonialVictorian Swimming Pool YN No Waterfront Description Not Applicable

Interior Features

Appliances Included Oven/RangeRefrigeratorDishwasher Attic Description Walk-up Attic YN Yes Basement Description FullUnfinished Cooling System None Fireplaces Total 0 Heat Type Hot Air In Law Access Detached In Law Apartment Possible Living Area SQFTPer Public Record 0 Rooms Other (Main Level) Dining Room (Main Level) Primary Bedroom (Upper Level Hardwood Floor) Bedroom (Upper Level Hardwood Floor) Kitchen (Main Level) Living Room (Main Level Built-InsHardwood Floor) Bedroom (Upper Level Hardwood Floor) Sq Ft Est Heated Above Grade 1658 Total Rooms 7

Property Features

Agent Owner YN No Bank Owned Property No Foundation Type Stone Fuel Tank Location In Basement Heat Fuel Type Oil Home Owners Assocation No Home Warranty Offered YN No Hot Water Description Tank Size Unknown New Construction Type No/Resale Potential Short Sale No Sewage System Septic Tax Year July 2026-June 2027 Under Agreement Yn No Water Source Private Well Zoning OS60

Listing information © 2026 Smart MLS
Listing provided courtesy of Heather Weber of Coldwell Banker Realty: (203) 888-1845.


The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc. Data last updated: 2026-10-17T13:10:11.567.
 
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1238 Pleasantville Rd
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