225 Old Sherman Hill
Woodbury, CT 06798
- 4 beds
- 5 baths
- 4,517 sqft
- ~34 acre lot
- $464 per sqft
- 1969 build
- – on site
A long winding drive leads you to Four Winds Farm. Perched on the hill, this remarkable 33.98-acre property includes a 4,500 sq ft, 11 room, 4 bedrooms, 4.1 bath residence as well as a home for your horses. The contemporary house has many updates throughout, cathedral ceilings, tall windows, multiple sliders to exterior entertainment areas and spacious deck. There is central air, a security system, central vac, generator, and 4-bay heated garage. The spectacular grounds include the inground gunite saltwater pool, spacious composite deck, mature professional landscaping, and amazing views of distant hills. For the horses there is a two-story 8 stall stable, 14 paddocks with aisle ways, 120' x 200' riding ring with Atwood Equestrian Surface (re-surfaced 4 years ago), 7 run-in sheds, 20' x 20' tractor barn and trail. Woodbury designated as Connecticut's "Most charming small town," by Reader's Digest offers tree-lined Main St, parks, playgrounds, hiking trails and streams to dip your toes in on those hot summer days. Also known as the "Antiques Capital of CT," there's no shortage of shops, boutiques and antiques homes lining the historic district. Woodbury is home to a half dozen fun and diverse restaurants and a brewery with music. Just twenty minutes to the historic Palace Theater for concerts, comedy and much more. Forty minutes to Mohawk Mountain for winter fun. 35 minutes to Brewster Train Station and 90 minutes to NYC. Come see what Litchfield Hills has to offer!
Last checked:
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Last updated Feb 22, 2025
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MLS# 24072926 —
The Building
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Year Built:1969
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Year Built Source:Public Records
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New Construction Type:No/Resale
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Style:Contemporary
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Roof Information:Asphalt Shingle
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Attic:Yes
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Attic Description:Floored, Pull-Down Stairs
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Exterior Siding:Vertical Siding, Wood
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Foundation Type:Concrete
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Basement Description:Full, Partially Finished
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Exterior Features:Shed, Barn, Deck, Gutters, Stable, Stone Wall, Paddock, Patio
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Energy Features:Generator, Programmable Thermostat
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In-Law Apartment:No
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SqFt Total:4517
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SqFt Est Heated Above Grade:4057
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SqFt Est Heated Below Grade:460
Interior
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Interior Features:Auto Garage Door Opener, Cable - Available, Central Vacuum, Security System
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Fireplaces Total:2
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Laundry Room:Main Level
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Laundry Room Location:Off Kitchen
Room Dimensions
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Living Area SqFt Per Public Record:4057
Location
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Directions:Rte 6 to Rte 64 towards Middlebury. Take right on Old Sherman Hill. Property on the left.
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Neighborhood:N/A
The Property
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Parcel Number:932924
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Property Type:Single Family For Sale
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Property Info:Horse Property
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Zoning:OS80
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Acres:33.98
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Acres Source:Public Records
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Lot Description:Lightly Wooded, Borders Open Space, Level Lot, Professionally Landscaped, Rolling, Open Lot
Listing Agent
- Contact info:
- Agent phone:
- (860) 868-7313
Taxes
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Tax Year:July 2024-June 2025
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Property Taxes:15413
Beds
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Beds Total:4
Baths
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Total Baths:5
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Full Baths:4
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Half Baths:1
The Listing
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Home Warranty Offered:No
Heating & Cooling
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Heat Type:Hot Air
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Heat Fuel Type:Oil
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Cooling System:Central Air
Utilities
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Water Source:Private Well
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Sewage System:Septic
Appliances
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Appliances Included:Electric Cooktop, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer
Schools
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Elementary School:Per Board of Ed
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Middle Or Junior School:Woodbury
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High School:Nonnewaug
The Community
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Nearby Amenities:Basketball Court, Library, Park, Playground/Tot Lot, Private School(s), Tennis Courts
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Swimming Pool:Yes
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Pool Description:Gunite, Salt Water, In Ground Pool
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Direct Waterfront:No
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Waterfront Description:Not Applicable
Parking
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Garage & Parking:Attached Garage
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Garages Number:4
Monthly cost estimate
Asking price
$2,100,000
| Expense | Monthly cost |
|---|---|
|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$11,244
|
| Taxes | N/A |
| Insurance | $577 |
| Utilities | $578 See report |
| Total | $12,399/mo.* |
| *This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
| Date | Event | Source | Price | % Change |
|---|---|---|---|---|
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2/22/25
Feb 22, 2025
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Pending | SMART_MLS | $2,100,000 | |
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2/6/25
Feb 6, 2025
|
Listed / Active | SMART_MLS | $2,100,000 |
