225 Old Sherman Hill Road, Woodbury, CT 06798
Local realty services provided by:Better Homes and Gardens Real Estate Gaetano Marra Homes



225 Old Sherman Hill Road,Woodbury, CT 06798
$2,100,000
- 4 Beds
- 5 Baths
- 4,517 sq. ft.
- Single family
- Active
Listed by:maria taylor
Office:klemm real estate inc
MLS#:24072926
Source:CT
Price summary
- Price:$2,100,000
- Price per sq. ft.:$464.91
About this home
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!
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Home facts
- Year built:1969
- Listing Id #:24072926
- Added:189 day(s) ago
- Updated:August 07, 2025 at 04:39 PM
Rooms and interior
- Bedrooms:4
- Total bathrooms:5
- Full bathrooms:4
- Half bathrooms:1
- Living area:4,517 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Hot Air
Structure and exterior
- Roof:Asphalt Shingle
- Year built:1969
- Building area:4,517 sq. ft.
- Lot area:33.98 Acres
Schools
- High school:Nonnewaug
- Middle school:Woodbury
- Elementary school:Per Board of Ed
Utilities
- Water:Private Well
Finances and disclosures
- Price:$2,100,000
- Price per sq. ft.:$464.91
- Tax amount:$15,888 (July 2025-June 2026)
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