Date
Details
Price
Change
Source
8/10/2026
Listed
$750,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$750,000 Just Listed
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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.
Full Property Details
Full Property Details for 153 Old Sherman Hill Rd
General
- Price: $750,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24194640
- Updated: Today (8/10/2026)
- Added to Site: Today
Interior
- Number of Rooms: 7
- Appliances: Oven/Range, Refrigerator, Dishwasher
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 1
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: Primary Bedroom - Hardwood Floor, Upper
- Bedroom 1: Bedroom - Hardwood Floor, Upper
- Bedroom 2: Bedroom - Hardwood Floor, Upper
Other Rooms
- Living Room: Living Room - Built-Ins, Hardwood Floor, Main
- Kitchen: Kitchen, Main
- Dining Room: Dining Room, Main
- Other Room 1: Other, Main
Exterior
- Exterior Features: Shed, Porch, Barn, Guest House
Parking
- Garage: Yes
- Garage Spaces: 2
- Parking: Barn, Detached Garage
Location
- County: Litchfield
- Neighborhood: Sherman Hill
- Driving Directions: Corner of Sage and Old Sherman Hill.
School Information
- Elementary School: Per Board of Ed
- High School: Per Board of Ed
Community
- Community Name: Sherman Hill
Heating & Cooling
- Cooling Type: None
- Heating Type: Hot Air, Oil
- Heating Fuel: Oil
- Water Heater: Tank Size Unknown
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Colonial, Victorian
- Construction Status: No/Resale
- Exterior Const.: Clapboard
- Basement Desc.: Full, Unfinished
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 1,658
- Above Ground: 1,658 Sq. Ft.
- Year Built: 1903
Lot Features
- Lot Size (Acres): 3.51
- Zoning: OS60
- Lot Description: Lightly Wooded, Level Lot, Open Lot
Financial Considerations
- Assessment Amount: $315,350
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 932823
Buyer's Brokerage Compensation: Contact Listing Agent
Not binding unless confirmed by separate agreement among applicable parties.
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Price & Sales History for 153 Old Sherman Hill Rd
Tax History
Tax History for 153 Old Sherman Hill Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,449
2%
$315,350
—
2023
$7,307
3%
$315,350
29%
2023
$7,102
—
$244,380
—
2022
$7,129
—
$244,380
—
2021
$7,129
—
$244,380
—
2020
$7,129
—
$244,380
—
2019
$7,129
3%
$244,380
-6%
2018
$6,937
-2%
$260,980
—
2017
$7,088
3%
$260,980
—
2016
$6,861
1%
$260,980
—
2015
$6,804
1%
$260,980
—
2014
$6,705
3%
$260,980
-6%
2011
$6,494
—
$277,500
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 153 Old Sherman Hill Rd
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- Single Family
- Active
- Updated 7 days ago
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- 3Total Baths
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- Single Family
- Active
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Listed by The Dawn Ciappetta Team of Coldwell Banker Realty (203) 650-1918
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- Condo
- Active
- Updated 4 days ago
- 2Beds
- 2Total Baths
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Listed by Charlie Knoche (203) 438-9000 x325
- Single Family
- Active
- Updated 6 days ago
- 4Beds
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- Single Family
- Closed
- Updated 4 days ago
- 3Beds
- 3Total Baths
- 2,264Sq. Ft.
153 Old Sherman Hill Road, Woodbury, CT 06798 (MLS# 24194640) is a Single Family property with 3 bedrooms, 1 full bathroom and 1 partial bathroom. 153 Old Sherman Hill Road is currently listed for $750,000 and was received on August 10, 2026. This property is listed by Heather Weber from our Oxford Office.Want to learn more about 153 Old Sherman Hill Road? Do you have questions about finding other Single Family real estate for sale in Woodbury? You can browse all Woodbury real estate or contact a Coldwell Banker agent to request more information.