NOMADEReal Estate

$1,850,000

Active

55 Good Hill Road

Woodbury, Connecticut, 06798 · Litchfield County

4

Beds

5

Baths

3,324

Sq Ft

1685

Built

MLS # 24136657

Price / Sq Ft

$557

Property Type

Single Family For Sale

Lot Size

3.67

Class

Property

About This Property

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 Details

55 Good Hill Road, Woodbury Connecticut 06798 — Single Family For Sale listed at $1,850,000.

At a Glance

4

Bedrooms

5

Bathrooms

3,324

Sq Ft

3.67

Lot Size

--

Garage

1685

Year Built

The Details

Property TypeSingle Family For Sale
NeighborhoodLitchfield
Address55 Good Hill Road
MLS Number24136657
Year Built1685
Square Footage3,324
Lot Size3.67
Bedrooms4
Bathrooms5
Water SourcePrivate Well

Property Details

Other Details

Appliances IncludedRange Hood,Refrigerator,Dishwasher,Washer,Dryer
ColorWhite
In Law AccessOver Garage
In Law ApartmentPossible
Parcel Number933432
Parking Total Spaces6
Radon Mitigation Air YNUYes
Radon Mitigation Water YNUUnknown
ZoningR40

Financial

Assessed Value579040
Mil Rate Total23.62
Property Tax13677
Tax YearJuly 2025-June 2026

Property Features

Attic DescriptionWalk-up
Attic YN1
Basement DescriptionPartial,Unfinished
Cooling SystemCentral Air
Driveway TypePrivate
Exterior FeaturesTerrace,Barn,Cabana,Deck,Garden Area,French Doors
Exterior SidingClapboard
Fireplaces Total4
Foundation TypeConcrete,Stone
Fuel Tank LocationIn Ground
Garage ParkingBarn,Detached Garage,Driveway
Garages Number2
Heat Fuel TypePropane
Heat TypeHydro Air
Hot Water DescriptionDomestic
Interior FeaturesOpen Floor Plan
Laundry Room InfoUpper Level
Pool DescriptionGunite,In Ground Pool
Roof InformationWood Shingle
Swimming Pool YN1

All Photos (45)

Affordability Calculator

$1,850,000

Down Payment$370,000
Loan Amount$1,480,000
Principal & Interest$9,355/mo
Property Tax$1,850/mo
Insurance$100/mo
Est. Monthly$11,305/mo

Listing Agent

S

Stacey Matthews

W. Raveis Lifestyles Realty

Contact Stacey Matthews

Fill out the form below and we will respond promptly.

Quick Facts

StatusActive
TypeSingle Family For Sale
ClassProperty
MLS #24136657
Last Updated2026-05-17