$1,790,000
 $9,609 est/mo Sourced by Back At You

55 Good Hill Road,Woodbury, CT 06798

Woodbury, CT 06798

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Description

Located in picturesque Woodbury, voted Most Charming Town in CT by Reader's Digest in 2018, 2020 and 2024 and featured by Travel + Leisure among the 10 Best Places to Live. 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.

Details

MLS #24136657
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusUnder Contract - Continue To Show
Year1685
Days On Site339
Listing Provided ByW. Raveis Lifestyles Realty | Stacey Matthews

Features

Bed(s)4
Bath(s) 5 Total
SQ Feet3,324
Garage2
BasementY
PoolYes
ZoningR40
Acreage3.67
Water FrontYes

Interior

Total Rooms11
Cooling SystemCentral Air
Interior FeaturesOpen Floor Plan
Appliances IncludedRange Hood, Refrigerator, Dishwasher, Washer, Dryer
Fireplaces Total4
Laundry Room InfoUpper Level

Exterior

Exterior FeaturesTerrace, Barn, Cabana, Deck, Garden Area, French Doors
Roof InformationWood Shingle
Foundation TypeConcrete, Stone

Parking

Garage & ParkingBarn, Detached Garage, Driveway
Garages Number2
Parking Total Spaces6

Utilities

Sewage SystemSeptic

Taxes

Tax YearJuly 2026-June 2027
Property Tax14681

Area Information

StateCT
CountyLitchfield
CityWoodbury
Zip Code06798
AreaGood Hill
School DistrictMitchell
Elementary SchoolMitchell
High SchoolNonnewaug
Listing VS Median (in 06798)
Price:
$1,790,000
low | high
Med:
$562,450
100% of Average
sqft:
3,324
low | high
Med:
2,416
77.316486161252% of Average
$ / sqft:
$539
low | high
Med:
$265
100% of Average
On site:
339
low | high
Med:
25
100% of Average
Sourced by Back At You

Market Activity 06798

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Learn More About This Property

StateCT
CountyLitchfield
CityWoodbury
Zip Code06798
AreaGood Hill
School DistrictMitchell
Elementary SchoolMitchell
High SchoolNonnewaug
Listing VS Median (in 06798)
Price:
$1,790,000
low | high
Med:
$562,450
100% of Average
sqft:
3,324
low | high
Med:
2,416
77.316486161252% of Average
$ / sqft:
$539
low | high
Med:
$265
100% of Average
On site:
339
low | high
Med:
25
100% of Average
Sourced by Back At You
Listing Updated: September 29, 2026 at 5:00:06 PM PDT