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55 Good Hill Road, Woodbury, CT 06798

Single Family For Sale

$1,995,000
$600/sqft
55 Good Hill Road, Woodbury, CT Active
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4
Bedrooms
5
Bathrooms
3,324
Sq Ft
3.67
Acres
1685
Year Built

About This Home

Step into History with Modern Comfort 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.

Listed by Stacey Matthews (203) 671-9067 with W. Raveis Lifestyles Realty (860) 868-0511

Listing Snapshot

Price $1,995,000 Days on Market 51 days
Property Tax $13,677/yr Style Colonial,Antique
Year Built 1685 Total Sq Ft 3,324
Lot Size 3.67 acres HOA Fees N/A
Bedrooms 4 Full Bathrooms 4
Total Rooms 11 Half Baths 1

Key Features

Interior
  • Open Floor Plan
Appliances
  • Range Hood
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer
Outdoor
  • Terrace
  • Barn
  • Cabana
  • Deck
  • Garden Area
  • French Doors
  • Gunite
  • In Ground Pool
  • Brook
Nearby
  • Basketball Court
  • Health Club
  • Library
  • Medical Facilities
  • Park
  • Private School(s)
  • Stables/Riding

Structure & Parking

Construction Frame
Roof Wood Shingle
Garage Spaces 2
Garage Type Barn, Detached Garage, Driveway

Systems & Utilities

Heat Hydro Air
Fuel Propane
Cooling Central Air
Hot Water Domestic
Water Private Well
Sewer Septic

Schools

Elem Mitchell
Middle Per Board of Ed
High Nonnewaug

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $1,140/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Oct 29, 2025 Listed $1,995,000

Frequently Asked Questions

How much does 55 Good Hill Road in Woodbury, CT cost?
This property is listed at $1,995,000, which works out to $600 per square foot.
How many bedrooms does 55 Good Hill Road have?
This home has 4 bedrooms and 5 bathrooms.
What is the square footage of 55 Good Hill Road?
The home is 3,324 square feet, situated on 3.67 acres.
When was 55 Good Hill Road in Woodbury built?
This property was built in 1685.
Is 55 Good Hill Road, Woodbury, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 55 Good Hill Road, Woodbury in?
This home is served by the Woodbury public school system, with Mitchell as the elementary school and Nonnewaug as the high school.
How do I schedule a tour of 55 Good Hill Road, Woodbury, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Stacey Matthews · (203) 671-9067

W. Raveis Lifestyles Realty · (860) 868-0511

MLS# 24136657 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Mar 23, 2026 5:49 PM UTC