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

Contact an agent

contact an agent

Yes, I would like more information from BHGRE®. Please use and/or share my information with an BHGRE affiliated agent to contact me about my real estate needs. By clicking Send message, I agree an BHGRE affiliated agent may contact me by phone or text message including by automated means about real estate services, and that I can access real estate services without providing my phone number. I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1969
  • Listing ID #:24072926
  • Added:231 day(s) ago
  • Updated:September 20, 2025 at 11:29 AM

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)
The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2025 SmartMLS, Inc.

New listings near 225 Old Sherman Hill Road