225 Old Sherman Hill Rd

Woodbury, CT 06798

$1,700,000
Last Sold Price
4
Beds
4,517 Sq. Ft.
$376 / Sq. Ft.
4,517
Sq. Ft.
$376
per Sq. Ft.
Get preapproved with Rocket Mortgage1
Closed 1/20/26
Closed 1/20/26
a view of a brick building next to a yard

Description

Discover refined country living in this remarkable Woodbury estate set on 33.98 private acres in sought-after Litchfield County. The 4,517 sq ft residence features 4 bedrooms, 4.1 baths, and bright, open interiors designed to capture serene views of distant hills. A spacious deck overlooks the sparkling saltwater gunite pool, creating an ideal setting for relaxation or entertaining. Equestrians will appreciate the immaculate 8-stall stable, 14 lush paddocks, and generous riding spaces surrounded...Discover refined country living in this remarkable Woodbury estate set on 33.98 private acres in sought-after Litchfield County. The 4,517 sq ft residence features 4 bedrooms, 4.1 baths, and bright, open interiors designed to capture serene views of distant hills. A spacious deck overlooks the sparkling saltwater gunite pool, creating an ideal setting for relaxation or entertaining. Equestrians will appreciate the immaculate 8-stall stable, 14 lush paddocks, and generous riding spaces surrounded by pastoral beauty. Completing the property is a 4-car garage and the peace and privacy that define Woodbury's countryside. This rare offering combines elegance, comfort, and the timeless appeal of New England living.
  1. Listed by Maria Taylor • Klemm Real Estate Inc
    P: (203)-578-0397 C: (203)-578-0397 mtaylor1800@aol.com
  2. Listed by Claudine McHugh • Klemm Real Estate Inc
    P: (203)-263-4040 C: (203)-228-7000 claudinemchugh17@gmail.com

Property Details for 225 Old Sherman Hill Road

Basement Description
Full, Partially Finished
Direct Waterfront
No
Garages Number
4
Neighborhood
N/A
Style
Contemporary
Garage Parking Info
Attached Garage
Swimming Pool
Yes
LISTING UPDATED: 01/20/2026 07:09 PM

Property Details for 225 Old Sherman Hill Road

StatusClosed
MLS #24072926
Days on Market318
Taxes$15,888 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1969
Lot Size33.98 AC / 1,480,168 SF
CountyLitchfield County
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Location

Listing Courtesy of Klemm Real Estate Inc, Maria Taylor; Klemm Real Estate Inc, Claudine McHugh

Sold By Klemm Real Estate Inc, Joseph Lorino

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Building Information for 225 Old Sherman Hill Road

Stories-Year Built1969Building Size-Lot Size33.98 AC / 1,480,168 SF

Payment Calculator

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$9,574 per month

30 year fixed, 6.11% Interest

Principal and Interest

$8,250

Property Taxes

$1,324

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 225 Old Sherman Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Rte 6 to Rte 64 towards Middlebury. Take right on Old Sherman Hill. Property on the left.
  • Elementary School: Per Board of Ed
  • High School: Nonnewaug
  • Latitude: 41.52726
  • Longitude: -73.1879
  • Middle Jr High School: Woodbury
  • Neighborhood Amenities: Basketball Court, Library, Park, Playground/Tot Lot, Private School(s), Tennis Courts
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $15,888
Interior and Exterior Features
Exterior Features
  • Exterior Features: Shed, Barn, Deck, Gutters, Stable, Stone Wall, Paddock, Patio
  • Pool Description: Gunite, Salt Water, In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Electric Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Floored, Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 2
  • Interior Features: Auto Garage Door Opener, Cable - Available, Central Vacuum, Security System
  • Laundry Room Info: Main Level
  • Laundry Room Location: Off Kitchen
  • Rooms Total: 11
Room 1
  • Room Entry Order: 1
  • Room Features: Cathedral Ceiling,Beams,Ceiling Fan,Gas Log Fireplace,Hardwood Floor
  • Room Length: 23.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 21.0
Room 2
  • Room Entry Order: 10
  • Room Features: Hardwood Floor
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 9.0
Room 3
  • Room Entry Order: 11
  • Room Features: Built-Ins,Hardwood Floor
  • Room Length: 22.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.0
Room 4
  • Room Entry Order: 12
  • Room Features: Fireplace
  • Room Length: 23.0
  • Room Level: Lower
  • Room Type: Rec/Play Room
  • Room Width: 20.0
Room 5
  • Listing Key: 2D6AFB9F3A191254E0631401100AD010
  • Room Entry Order: 2
  • Room Features: Beams,Sliders,Wide Board Floor
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 14.0
Room 6
  • Room Entry Order: 3
  • Room Features: 2 Story Window(s),Cathedral Ceiling,Ceiling Fan
  • Room Length: 25.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 25.0
Room 7
  • Room Entry Order: 4
  • Room Features: Balcony/Deck,Breakfast Bar,Breakfast Nook,Island
  • Room Length: 29.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 25.0
Room 8
  • Room Entry Order: 5
  • Room Features: Built-Ins
  • Room Length: 16.0
  • Room Level: Main
  • Room Type: Other
  • Room Width: 8.0
Room 9
  • Listing Key: 2D6AFB9F3A191254E0631401100AD010
  • Room Entry Order: 6
  • Room Features: Balcony/Deck,Beams,Book Shelves,Built-Ins,Gas Log Fireplace,Sliders
  • Room Length: 21.0
  • Room Level: Main
  • Room Type: Study
  • Room Width: 13.0
Room 10
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Office
  • Room Width: 9.0
Room 11
  • Room Entry Order: 8
  • Room Features: Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 16.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 13.0
Room 12
  • Room Entry Order: 9
  • Room Features: Full Bath,Hardwood Floor
  • Room Length: 19.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.0
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Vertical Siding, Wood
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Property Info: Horse Property
  • Roof: Asphalt Shingle
  • Year Built: 1969
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Sq Ft Est Heated Below Grade: 460
  • Living Area SQFT Per Public Records: 4057
Lot Information
  • Lot Description: Lightly Wooded, Borders Open Space, Level Lot, Professionally Landscaped, Rolling, Open Lot
  • Parcel Number: 932924
  • Sq Ft Est Heated Above Grade: 4057.0
  • Sq Ft Total: 4517.0
  • Zoning: OS80
Utilities
  • Energy Features: Generator, Programmable Thermostat
  • Heat Fuel Type: Oil
  • Hot Water Description: Electric, Domestic, 50 Gallon Tank
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 225 Old Sherman Hill Road

DateEvent & SourcePriceAppreciation
Aug 8, 2006

Closed (Public Record)

Public Record #201620521

$2,525,000

+2.2% / yr

Sep 25, 2000

Closed (Public Record)

Public Record #91983751

$2,225,000—
DateEvent & SourcePrice
08/08/2006

Closed (Public Record)

Public Record #201620521

$2,525,000

+2.2% / yr

09/25/2000

Closed (Public Record)

Public Record #91983751

$2,225,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 225 Old Sherman Hill Road

Taxable ValueLand$123,410Additions$549,220Total$672,630
Tax Record2024$15,888 ($1,324 / month)
Home Facts
Beds4Baths4.5Total Finished SqFt4,057 SqFtAbove Grade Finished SqFt4,057 SqFtUnfinished Basement SqFt1,563 SqFtStories2Lot Size1,480,169 SqFtStyleSingle Family ResidenceYear Built1969Year Renovated2003ZoningOS80CountyLITCHFIELDAPNWOOD M:019 B:096 L:2Fireplace TypeHas Fireplace

Schools near 225 Old Sherman Hill Road

This home is within Regional School District 14.
Rating
School
Type
Grades
Distance
Bethlehem Elementary School
Public - PK to 5
Mitchell Elementary School
Public - PK to 5
Woodbury Middle School
Public - 6 to 8
Nonnewaug High School
Public - 9 to 12
Rating
School
Distance
Bethlehem Elementary School
PublicPK to 5

Mitchell Elementary School
PublicPK to 5

Woodbury Middle School
Public6 to 8

Nonnewaug High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Klemm Real Estate Inc, Maria Taylor; Klemm Real Estate Inc, Claudine McHugh

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.