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$2,100,000
Listing Price4beds
5baths
4,057sqft
1,480,169sqft lot
225 Old Sherman Hill Rd, Woodbury, CT 06798
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Full foreclosure details
Home value, equity and ownership info
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For Sale
Off Market
Home type
Price / sqft
Year built
Home Details
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 Connecticuts Most charming small town, by Readers 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, theres 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!
Interior Details
4057
4
5
Has Heating:
Yes
Heating Type:
Forced Air With Air Conditioning
Has Cooling:
Yes
Cooling Type:
N/A
Has Fuel:
Yes
Fuel Type:
Oil
Has Basement:
No
Basement Type:
Unfinished
Has Flooring:
No
Flooring Type:
N/A
Has Fireplace:
Yes
Fireplace Type:
N/A
Property Details
1480169
Yes
Yes
Type:
Garage, Detached
Location:
N/A
Status:
N/A
Number of Spaces:
0
N/A
N/A
N/A
N/A
N/A
N/A
N/A
Construction Details
Contemporary
Wood Siding
N/A
Gable
Shingle
Tax History
Year
Amount
Land
Improvement
Percent Change
Assessment
2020
$15,344
$123,420
$402,600
--%
$526,020
2019
$15,344
$123,420
$402,600
--%
$526,020
2018
$15,163
$95,050
$475,410
--%
$570,460
2017
$15,494
$95,050
$475,410
--%
$570,460
2016
$14,997
$95,050
$475,410
--%
$570,460
2014
$14,723
$95,040
$478,050
--%
$573,090
2011
$12,522
$119,650
$415,460
--%
$535,110
Average Home Price in 06798
Nearby Properties
Zip Code
Price
Bed
Bath
Sqft
Lot
Sold Date
$2,100,000
$2,100,000
4 Beds
5 Baths
4,057 Sqft
1,480,169 Lot (sqft)
Sold 09/29/2026
$1,200,000
$1,200,000
4 Beds
4 Baths
3,968 Sqft
174,240 Lot (sqft)
Sold 10/06/2026



