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$1,995,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 3,324 Sq. Ft.
  • 2 Car Garage
  • Updated 11 hours ago
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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.

Full Property Details for 55 Good Hill Rd

General

  • Price: $1,995,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24136657
  • Updated: 3/2/2026
  • Added to Site: 124 day(s) ago

Interior

  • Number of Rooms: 11
  • Interior Features: Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 4
  • Appliances: Range Hood, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom, Upper
  • Bedroom 1: Bedroom, Upper
  • Bedroom 2: Bedroom, Upper
  • Bedroom 3: Bedroom, Upper

Other Rooms

  • Laundry: Upper Level

Additional Information

  • Pool: Yes
  • Pool Description: Gunite, In Ground Pool

Exterior

  • Exterior Features: Terrace, Barn, Cabana, Deck, Garden Area, French Doors
  • Color: White

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 6
  • Parking: Barn, Detached Garage, Driveway

Location

  • County: Litchfield
  • Neighborhood: Good Hill
  • Driving Directions: rte 317

School Information

  • Elementary School: Mitchell
  • Middle School: Per Board of Ed
  • High School: Nonnewaug

Community

  • Community Name: Good Hill

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hydro Air, Propane
  • Heating Fuel: Propane
  • Water Heater: Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial, Antique
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Partial, Unfinished
  • Roof: Wood Shingle
  • Attic: Yes
  • Square Feet: 3,324
  • Above Ground: 3,324 Sq. Ft.
  • Year Built: 1685

Lot Features

  • Lot Size (Acres): 3.67
  • Driveway/Sidewalk: Private
  • Zoning: R40
  • Lot Description: Level Lot, Cleared, Professionally Landscaped, Open Lot

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Brook

Financial Considerations

  • Assessment Amount: $579,040
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Exclusions: pwdr rm mirror, dining & upstairs hall chandeliers, fridge/bsmt, sconces/entry, picture lights/living room. ceiling lights/2 upstairs bdrms, microwave
  • Property ID: 933432

Listed by W. Raveis Lifestyles Realty, Stacey Matthews and W. Raveis Lifestyles Realty, Pels Matthews

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Listing agents

— 55 Good Hill Rd —

  • Stacey Matthews

    W. Raveis Lifestyles Realty

  • Pels Matthews

    W. Raveis Lifestyles Realty

Agent Contact: (203) 671-9067 Office Contact: (860) 868-0511

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 55 Good Hill Rd

School District:Regional School District 14
NameGradesDistance
Mitchell Elementary School
14 School Street, Woodbury, CT 06798
PK-51.1 mi
Bethlehem Elementary School
92 East Street, Bethlehem, CT 06751
PK-56.9 mi
Woodbury Middle School
67 Washington Avenue, Woodbury, CT 06798
6-81 mi
Nonnewaug High School
5 Minortown Road, Woodbury, CT 06798
9-122.3 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 55 Good Hill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/29/2025
Listed
$1,995,000
29.55%
MLS
7/15/2024
Sold
$1,540,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 55 Good Hill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$13,677
2%
$579,040
—
2023
$13,350
6%
$576,170
33%
2023
$12,570
—
$432,550
—
2022
$12,617
—
$432,550
—
2021
$12,617
—
$432,550
—
2020
$12,617
—
$432,550
—
2019
$12,617
—
$432,550
-9%
2018
$12,667
-2%
$476,580
—
2017
$12,944
3%
$476,580
—
2016
$12,529
1%
$476,580
—
2015
$12,424
1%
$476,580
—
2014
$12,243
2%
$476,580
-7%
2011
$12,019
—
$513,630
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 55 Good Hill Rd

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by W. Raveis Lifestyles Realty, Stacey Matthews and W. Raveis Lifestyles Realty, Pels Matthews

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55 Good Hill Road, Woodbury, CT 06798 (MLS# 24136657) is a Single Family property with 4 bedrooms, 4 full bathrooms and 1 partial bathroom. 55 Good Hill Road is currently listed for $1,995,000 and was received on October 29, 2025. Want to learn more about 55 Good Hill Road? Do you have questions about finding other Single Family real estate for sale in Woodbury? You can browse all Woodbury real estate or contact a Coldwell Banker agent to request more information.

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