55 Good Hill Road, Woodbury, CT 06798 (MLS # 24136657)


Price $1,995,000
Status Active
Beds 4
Baths 4.5 Baths
Home size 3,324 sqft
Lot Size 3.67 ac
Days on Market 238
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.
Property Type(s): Single Family
Last Updated 5/31/2026 Year Built 1685
Garage Spaces 2.0 County Litchfield

SCHOOLS

Elementary School Mitchell
Jr. High School Per Board of Ed
High School Nonnewaug

Price History

Prior to May 8, '26 $1,995,000
May 8, '26 - May 31, '26 $1,850,000
May 31, '26 - Today $1,995,000

Additional Details

AIR Central Air
AIR CONDITIONING Yes
APPLIANCES Dishwasher, Dryer, Range Hood, Refrigerator, Washer
BARN/EQUESTRIAN Yes
BASEMENT Partial, Unfinished, Yes
CONSTRUCTION Clapboard, Frame
EXTERIOR Garden
FIREPLACE Yes
GARAGE Yes
HEAT Propane
INTERIOR Open Floorplan
LOT 3.67 acre(s)
LOT DESCRIPTION Cleared, Level, Waterfront
PARKING Private, Driveway
POOL DESCRIPTION Gunite, Outdoor Pool, In Ground
SEWER Septic Tank
STYLE Antique, Colonial
TAXES 13677
WATER Well
WATERFRONT Yes
ZONING R40

Location

 

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Listing courtesy of W. Raveis Lifestyles Realty
Copyright Smart MLS. All rights reserved. Information is deemed reliable but not guaranteed to be accurate.

This IDX solution is (c) Diverse Solutions 2026.

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