153 Old Sherman Hill Road Woodbury, CT $ 750,000
153 Old Sherman Hill Road
$ 750,000
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153 Old Sherman Hill Road

Woodbury, CT, 06798
$ 750,000
Bedrooms3 Baths1.1 Sq 1,658

Monthly Estimate*

$ 4,736

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Single Family Home for sale in Woodbury, CT

for $750,000 with 3 bedrooms and 1 full bath, 1 half bath. This 1,658 square foot home was built in 1903 on a lot size of 3.51.

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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Single Family Active

Price

$ 750,000

Bedrooms

3

Full Bath

1

Half Bath

1

Property Type

Single Family

Taxes

$ 7,449

Style

Lot Size

3.51

Year Built

1903

Town/City

Woodbury

MLS | Web ID

24194640

Features
General
Zoning OS60
Neighborhood Sherman Hill
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 3.51
Directions Corner of Sage and Old Sherman Hill.
High School Per Board of Ed
City Woodbury
Elementary School Per Board of Ed
Sq Ft Total 1658
DOM 0
Year Built 1903
Style Colonial Victorian
Year Built Source Public Records
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Interior
Cooling System None
Total Rooms 7
Basement Description Full Unfinished
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Exterior
Water Source Private Well
Lot Description Lightly Wooded Level Lot Open Lot
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* Excluded Features
List By
Heather Weber

Listing Agent

Coldwell Banker Realty

Broker

heather.weber@cbmoves.com

Email

Affordability Calculator

$5,356
Per Month
88%
12%
0%
Monthly Principal & Interest
$4,736
Monthly Property Taxes
$621
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
8/10/2026$750,000 Listed Price

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153 Old Sherman Hill Road, Woodbury, CT, 06798 is a Single Family Home for sale at $750,000 with 1,658 sqft and a lot size of 3.51. 153 Old Sherman Hill Road has 3 bedrooms, 1.1 baths, and was built in 1903. The property's zip code is 06798 which is in Woodbury, CT