55 Good Hill Rd

Woodbury, CT 06798

$1,995,000
Price
4
Beds
3,324 Sq. Ft.
$600 / Sq. Ft.
3,324
Sq. Ft.
$600
per Sq. Ft.
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Cabana Kitchen

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...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.
  1. Listed by Stacey Matthews • W. Raveis Lifestyles Realty
    P: (203)-671-9067 C: (203)-671-9067 stacey.matthews@raveis.com
  2. Listed by Pels Matthews • W. Raveis Lifestyles Realty
    P: (860)-868-0511 C: (203)-671-5432 pels.matthews@raveis.com

Property Details for 55 Good Hill Road

Basement Description
Partial, Unfinished
Direct Waterfront
Yes
Garages Number
2
Neighborhood
Good Hill
Style
Colonial, Antique
Garage Parking Info
Barn, Detached Garage, Driveway
Swimming Pool
Yes
LISTING UPDATED: 03/23/2026 05:49 PM

Property Details for 55 Good Hill Road

StatusActive
MLS #24136657
Days on Market53
Taxes$13,677 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1685
Lot Size3.67 AC / 159,865 SF
CountyLitchfield County
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Location

Listing Courtesy of W. Raveis Lifestyles Realty, Stacey Matthews; W. Raveis Lifestyles Realty, Pels Matthews
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Building Information for 55 Good Hill Road

Stories-Year Built1685Building Size-Lot Size3.67 AC / 159,865 SF

Payment Calculator

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$10,822 per month

30 year fixed, 6.11% Interest

Principal and Interest

$9,682

Property Taxes

$1,140

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 55 Good Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: rte 317
  • Elementary School: Mitchell
  • High School: Nonnewaug
  • Latitude: 41.541603
  • Longitude: -73.227756
  • Middle Jr High School: Per Board of Ed
  • Neighborhood Amenities: Basketball Court, Health Club, Library, Medical Facilities, Park, Private School(s), Stables/Riding
  • State: Connecticut
Parking
  • Parking Total Spaces: 6
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $13,677
Interior and Exterior Features
Exterior Features
  • Exterior Features: Terrace, Barn, Cabana, Deck, Garden Area, French Doors
  • Pool Description: Gunite, In Ground Pool
  • Waterfront Description: Brook
Interior Features
  • Appliances Included: Range Hood, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Walk-up
  • Cooling System: Central Air
  • Heat Type: Hydro Air
  • Attic YN: Yes
  • Fireplaces Total: 4
  • Interior Features: Open Floor Plan
  • Laundry Room Info: Upper Level
  • Rooms Total: 11
Room 1
  • Room Entry Order: 1
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 2
  • Room Entry Order: 2
  • Room Level: Upper
  • Room Type: Bedroom
Room 3
  • Room Entry Order: 3
  • Room Level: Upper
  • Room Type: Bedroom
Room 4
  • Room Entry Order: 4
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Driveway Type: Private
  • Exclusions: pwdr rm mirror, dining & upstairs hall chandeliers, fridge/bsmt, sconces/entry, picture lights/living room. ceiling lights/2 upstairs bdrms, microwave
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete, Stone
  • Fuel Tank Location: In Ground
  • New Construction Type: No/Resale
  • Roof: Wood Shingle
  • Year Built: 1685
  • Year Built Source: Approximate
  • Bank Owned Property: No
  • In Law Access: Over Garage
  • In Law Apartment: Possible
  • Sq Ft Description: tax record
  • Sq Ft Est Heated Below Grade: 0
  • Living Area SQFT Per Public Records: 0
Lot Information
  • Lot Description: Level Lot, Cleared, Professionally Landscaped, Open Lot
  • Parcel Number: 933432
  • Sq Ft Est Heated Above Grade: 3324.0
  • Sq Ft Total: 3324.0
  • Zoning: R40
Utilities
  • Heat Fuel Type: Propane
  • Hot Water Description: Domestic
  • Radon Mitigation Air: Yes
  • Radon Mitigation Water: Unknown
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 55 Good Hill Road

DateEvent & SourcePriceAppreciation
Jul 15, 2024

Closed (Public Record)

Public Record #1536786762

$1,540,000

+31.5% / yr

Jun 30, 2022

Closed (Public Record)

Public Record #1493525119

$880,000

+2.3% / yr

Jun 6, 2013

Closed (Public Record)

Public Record #355380365

$715,000

+97602185.3% / yr

Jun 14, 2012

Closed (Public Record)

Public Record #333815775

$1—
Jun 14, 2012

Closed (Public Record)

Public Record #333815774

$1—
DateEvent & SourcePrice
07/15/2024

Closed (Public Record)

Public Record #1536786762

$1,540,000

+31.5% / yr

06/30/2022

Closed (Public Record)

Public Record #1493525119

$880,000

+2.3% / yr

06/06/2013

Closed (Public Record)

Public Record #355380365

$715,000

+97602185.3% / yr

06/14/2012

Closed (Public Record)

Public Record #333815775

$1
06/14/2012

Closed (Public Record)

Public Record #333815774

$1

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 55 Good Hill Road

Taxable ValueLand$89,950Additions$489,090Total$579,040
Tax Record2024$13,677 ($1,140 / month)
Home Facts
Lot Size159,865 SqFtStyleMulti-Family Dwelling (2-4)ZoningR40CountyLITCHFIELDAPNWOOD M:036 B:009 L:A

Schools near 55 Good Hill Road

This home is within Regional School District 14.
Rating
School
Type
Grades
Distance
Bethlehem Elementary School
Public - PK to 5
Mitchell Elementary School
Public - PK to 5
Woodbury Middle School
Public - 6 to 8
Nonnewaug High School
Public - 9 to 12
Rating
School
Distance
Bethlehem Elementary School
PublicPK to 5

Mitchell Elementary School
PublicPK to 5

Woodbury Middle School
Public6 to 8

Nonnewaug High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 55 Good Hill Road, Woodbury, CT 06798

55 Good Hill Road is a single family home for sale in Woodbury, CT 06798. This property was listed for sale on October 29, 2025 by W. Raveis Lifestyles Realty, it's currently listed at $1,995,000. It has been on the market for a total of 53 days and was last sold on July 15, 2024. This listing's school district is Regional School District 14. Nearby schools include Bethlehem Elementary School, Mitchell Elementary School and Woodbury Middle School. 55 Good Hill Road is a 4-bed, 5-bath, 3,324 sqft single family home built in 1685.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of W. Raveis Lifestyles Realty, Stacey Matthews; W. Raveis Lifestyles Realty, Pels Matthews

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.