55 Good Hill Road Woodbury, CT $ 1,995,000
55 Good Hill Road
$ 1,995,000
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55 Good Hill Road

Woodbury, CT, 06798
$ 1,995,000
Bedrooms4 Baths4.1 Sq 3,324

Monthly Estimate*

$ 12,284

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Single Family Home for sale in Woodbury, CT

for $1,995,000 with 4 bedrooms and 4 full baths, 1 half bath. This 3,324 square foot home was built in 1685 on a lot size of 3.67.

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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Single Family Active

Price

$ 1,995,000

Bedrooms

4

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 13,677

Style

Lot Size

3.67

Year Built

1685

Town/City

Woodbury

MLS | Web ID

24136657

Features
General
Zoning R40
Neighborhood Good Hill
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 3.67
Directions rte 317
High School Nonnewaug
City Woodbury
Elementary School Mitchell
Sq Ft Total 3324
DOM 30
Year Built 1685
Exclusions pwdr rm mirror dining & upstairs hall chandeliers fridge/bsmt sconces/entry picture lights/living room. ceiling lights/2 upstairs bdrms microwave
Style Colonial Antique
Year Built Source Approximate
Pool Description Gunite In Ground Pool
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Interior
Cooling System Central Air
Total Rooms 11
Basement Description Partial Unfinished
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Exterior
Water Source Private Well
Lot Description Level Lot Cleared Professionally Landscaped Open Lot
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* Excluded Features
List By
Stacey Matthews

Listing Agent

W. Raveis Lifestyles Realty

Broker

stacey.matthews@raveis.com

Email

Affordability Calculator

$13,423
Per Month
92%
8%
0%
Monthly Principal & Interest
$12,284
Monthly Property Taxes
$1,140
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
1233322 Elementary School
1232807 Middle School
Nonnewaug High School High School
Pricing History
DatePricePrice ChangeDescription
3/2/2026$1,995,000 Listed Price

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55 Good Hill Road, Woodbury, CT, 06798 is a Single Family Home for sale at $1,995,000 with 3,324 sqft and a lot size of 3.67. 55 Good Hill Road has 4 bedrooms, 4.1 baths, and was built in 1685. The property's zip code is 06798 which is in Woodbury, CT