55 Good Hill RoadWoodbury, CT 06798

Single Family · 4 Beds · 4 Full Baths · 1 Half Bath · 3,324 Sq. ft. | 3.67 Acres
$1,995,000 Active

55 Good Hill Road Overview

Time on Site:
243 days

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.

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55 Good Hill Road Facts & Features

  • Type Single Family
  • Sq. ft. 3,324
  • Price/Sq.ft. $600
  • Lot 3.67 Acres

Details

General

Association/HOA

  • Association: No

School Information

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

Listing Information

  • Bank Owned Property: No
  • Potential Short Sale: No

Building Information

  • Year Built: 1685

Location/Region

  • County Or Parish: Litchfield
  • Neighborhood: Good Hill

Building Exterior/Construction

  • New Construction Type: No/Resale

Community/Development

  • Community Features: Basketball Court, Health Club, Library, Medical Facilities, Park, Private School(s), Stables/Riding

Tax Information

  • Tax Annual Amount: $13,677.00
  • Tax Year: July 2025-June 2026

General Information

  • Exclusions: pwdr rm mirror, dining & upstairs hall chandeliers, fridge/bsmt, sconces/entry, picture lights/living room. ceiling lights/2 upstairs bdrms, microwave
  • Parcel Number: 933432
  • Property Type: Single Family For Sale
  • Zoning: R40

Interior

Parking Information

  • Garage Spaces: 2

Beds/Baths

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

Building Interior

  • Attic Description: Walk-up
  • Attic: Yes
  • Fuel Tank Location: In Ground
  • Heat Fuel Type: Propane
  • Hot Water Description: Domestic
  • In Law Apartment: Possible
  • Laundry Room Info: Upper Level

General Information

  • Appliances: Range Hood, Refrigerator, Dishwasher, Washer, Dryer
  • Basement: Partial, Unfinished
  • Cooling: Central Air
  • Fireplaces Total: 4
  • Foundation Details: Concrete, Stone
  • Heating: Hydro Air
  • Interior Features: Open Floor Plan
  • Living Area: 3324

Exterior

Building Information

  • Driveway Type: Private

Parking Information

  • Parking Features: Barn, Detached Garage, Driveway
  • Parking Total: 6

Lot Information

  • Lot Features: Level Lot, Cleared, Professionally Landscaped, Open Lot
  • Lot Size Acres: 3.67
  • Lot Size Source: Public Records
  • Water Source: Private Well

Waterfront/View

  • Waterfront Features: Brook
  • Waterfront: Yes

Building Exterior/Construction

  • Architectural Style: Colonial, Antique
  • Color: White
  • Construction Materials: Clapboard
  • Roof: Wood Shingle

General Information

  • Exterior Features: Terrace, Barn, Cabana, Deck, Garden Area, French Doors
  • Pool Features: Gunite, In Ground Pool
  • Pool Private: Yes
  • Sewer: Septic

Room Information

Room: Bedroom

  • Level: Upper

Room: Bedroom

  • Level: Upper

Room: Bedroom

  • Level: Upper

Room: Primary Bedroom

  • Level: Upper

55 Good Hill Road Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

55 Good Hill Road Market Data

Based on the last 30 days in this zip code

$748,659
Average List Price
$315
Average Price per Square Foot
17
Properties Sold
78
Average Days on Market
64
Properties for Sale
Calculations provided by Reliance Network

55 Good Hill Road History

Date Event Value Agent
5/31/2026Source: Smart MLS Price Increase
$1,995,000 7.8%
5/8/2026Source: Smart MLS Price Reduction
$1,850,000 -7.3%
10/29/2025Source: Smart MLS Added to Database
October 29, 2025
7/5/2022Source: Smart MLS Status Change
Closed
6/20/2022Source: Smart MLS Added to Database
May 07, 2022
5/11/2022Source: Smart MLS Status Change
Under Contract - Continue to Show
Listing provided courtesy of W. Raveis Lifestyles Realty- MLS# 24136657MLS ProviderContact Information: (203) 671-9067