$1,995,000

55 Good Hill Road, Woodbury, CT 06798

  • 4 beds |
  • 5 baths |
  • 3,324 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in ——
  • Property Lot Size Icon3.67acre lot
  • Property Parking Icon 2 car garage
  • Property Price Per Square Feet Icon $600/sqft
  • Property List Date Icon Listed 6 days ago

Property Description

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.

Listing Status:
Active
Date Added:
October 30, 2025 at 01:09AM
Listing Office:
W. Raveis Lifestyles Realty : (860) 868-0511
Listing Agent:
Stacey Matthews : (203) 671-9067
MLS ID:
24136657
  • General: Open Floor Plan
  • Appliances: Range HoodRefrigeratorDishwasherWasherDryer
  • Laundry: Upper Level
  • Basement: PartialUnfinished
  • A/C: Central Air
  • Heating: Hydro AirPropane
  • Fireplace: Fireplaces: 4
  • General: TerraceBarnCabanaDeckGarden AreaFrench Doors
  • Style: ColonialAntique
  • Pool: GuniteIn Ground Pool
  • Parking: Parking spaces: 6
  • Roofing: Wood Shingle
  • County: Litchfield
  • Driveway: Private
  • Zoning: R40933432
  • Water: Private Well
  • Sewer: Septic
  • Exclusions: pwdr rm mirrordining & upstairs hall chandeliersfridge/bsmtsconces/entrypicture lights/living room. ceiling lights/2 upstairs bdrmsmicrowave

This listing courtesy of Stacey Matthews, W. Raveis Lifestyles Realty

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

M

Mitchell Elementary School

14 School St, Woodbury, CT, 06798

Grades PK-5

1.08 miles away

W

Woodbury Middle School

67 Washington Ave, Woodbury, CT, 06798

Grades 6-8

1.01 miles away

N

Nonnewaug High School

5 Minortown Rd, Woodbury, CT, 06798

Grades 9-12

2.23 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.

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