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- Property Details
- Location
- HOA Management
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Price Drop: $100K (10/17)
Street View
$499,900
Monthly Est:$2,488
3 Beds
2 Baths1 full bath + 1 half bath
1,658sqft
153 Old Sherman Hl Rd, Woodbury, CT 06798
$499,900
$2,488/moEst:
Get Pre-Approved
Single Family Residence
Built in 1903
$-- HOA
3.51 acres lot
$302/sq.ft
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.
- Houzeo last checked: 25 minutes ago
- Listing updated: October 17, 2026 at 7:47 pm
- Listing Provided by: Heather Weber | Coldwell Banker Realty
- Source: SMART MLS-CT | MLS#: 24194640
Property Details
Status
Active Under Contract
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1903
HOA Fees
-
Finished Area
1,658 sqft
Lot Size
3.51 acres lot
Basement Area
- sqft
MLS Name
SMART MLS
MLS Number
24194640
MLS Status
Under Contract - Continue to Show
Days on Market
88
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Location
HOA Management
0
HOA Fees
$-/
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 3
Bathrooms: 2
Interior
Sewer
Septic
Cooling
None
Heating
Oil
Exterior Features
Shed, Porch, Barn, Guest House
Appliances
Oven/range, Refrigerator, Dishwasher
Construction
Year Built
Year Built: 1903
Home type
Single Family Residence
Architectural Style
Colonial, Victorian
Foundation Details
Stone
Roof
Asphalt Shingle
Utilities & Energy
Parking Features
Barn, Detached Garage
Basement
Full, Unfinished
Water Source
Private Well
Other Features
Subdivision Name
Sherman Hill
Lot Features
Lightly Wooded, Level Lot, Open Lot
Price History
| Date | Event | Price |
|---|---|---|
10/17/2026 Source: | Contingent (Active Under Contract) | $499,900 $302/sqft |
10/01/2026 Source: | Price Decreased | $499,900 -16.67% $302/sqft |
09/04/2026 Source: | Price Decreased | $599,900 -14.29% $362/sqft |
08/17/2026 Source: | Price Decreased | $699,900 -6.68% $422/sqft |
08/10/2026 Source: | Listed for Sale | $750,000 $452/sqft |
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Based on information provided to and compiled by the SMART MLS, Inc. through Nov 07, 2026, 04:45AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.
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