Price Reduction
Address
55 Good Hill Road, Woodbury, CT
Price
$ 1,790,000
Property Attributes
  • MLS#24136657
  • TypeSingle Family
  • Listing Status Active
  • CountyLitchfield
  • CityWoodbury
  • NeighborhoodGood Hill
  • Zip06798
  • Style
  • Year Built1685
  • Taxes$ 14681
  • Price$ 1,790,000
  • Bedrooms4
  • Full Bathrooms4
  • Half Bathrooms1
  • Sqr Footage3324
  • Lot Size3.67 Acres
Data Source:
Smart MLS
Property Description

Located in picturesque Woodbury, voted Most Charming Town in CT by Reader's Digest in 2018, 2020 and 2024 and featured by Travel + Leisure among the 10 Best Places to Live. Experience the undeniable charm of this circa 1685 residence-one of the oldest continuously inhabited homes in the county. Thoughtfully restored and beautifully updated, this remarkable property blends centuries of character with today's modern conveniences. Inside, the open floor plan creates a warm and inviting flow, with three cozy sitting rooms surrounding the impressive central hearth. The chef's kitchen features a large center island, breakfast bar, and sweeping views of the expansive lawn-perfect for both everyday living and entertaining. Original details abound, including hand-hewn beams, wide king's board flooring, and the historic cooking fireplace that anchors the heart of the home. Recent upgrades include a new HVAC system with humidification and numerous other enhancements (see attachments for the full list). A new mahogany deck overlooks the level backyard, leading toward a picturesque bridge, sparkling pool, and inviting cabana. Two barns sit near the parking area-one offering garage space and the other ready for your imagination: ideal for a future guest house, studio, or recreation room, this barn has new propane heat, water and electric service. This extraordinary home offers the rare opportunity to own a piece of history-beautifully updated for modern living.

Elementary School High School
Mitchell Elementary School Nonnewaug High School
Price History
3/2/2026 Listed $1,995,000
5/8/2026 7$1,850,000
5/31/2026 8$1,995,000
8/24/2026 10$1,790,000

General Features

Zoning R40
Neighborhood Good Hill
County Litchfield
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 3.67
Directions rte 317
High School Nonnewaug
City Woodbury
Elementary School Mitchell
Sq Ft Total 3324
DOM 206
Year Built 1685
Exclusions pwdr rm mirror, dining & upstairs hall chandeliers, fridge/bsmt, sconces/entry, picture lights/living room. ceiling lights/2 upstairs bdrms, microwave
Style Colonial,Antique
Year Built Source Approximate
Pool Description Gunite,In Ground Pool

Interior Features

Cooling System Central Air
Total Rooms 11
Basement Description Partial,Unfinished

Exterior Features

Water Source Private Well
Lot Description Level Lot,Cleared,Professionally Landscaped,Open Lot
Color White

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Property vs Single Family Average in 06798

Price
AVG $870K
$1.79M
Taxes
AVG $8,809
$14,681
Year Built
AVG 1928
1685
Listed By
Stacey Matthews 203-671-9067 with W. Raveis Lifestyles Realty. - (860) 868-0511

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