30 Hollow Road Woodbury, CT $ 1,495,000
30 Hollow Road
$ 1,495,000
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30 Hollow Road

Woodbury, CT, 06798
$ 1,495,000
Bedrooms5 Baths4.1 Sq 4,884

Monthly Estimate*

$ 9,205

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Single Family Home for sale in Woodbury, CT

for $1,495,000 with 5 bedrooms and 4 full baths, 1 half bath. This 4,884 square foot home was built in 1760 on a lot size of 2.24.

Step through the doors of history and into one of Connecticut's most treasured colonial residences. Built in 1760 and proudly listed on the National Register of Historic Places, the Jabez Bacon House is a rare masterpiece of 18th-century American architecture that has endured with remarkable grace for over 260 years. This distinguished home has also been recognized for its exceptional preservation and character, having been featured in Early American Life magazine and Historic Homes magazine-an honor that speaks to its authenticity and enduring appeal. This stately five bedroom home showcases original architectural details that collectors and history enthusiasts dream about. Seven fireplaces anchor the home's character across its generous 4,800+ square feet. Five beautifully paneled rooms reveal the craftsmanship of a bygone era, while antique wide-board flooring runs throughout, whispering stories of centuries past beneath every footstep. While honoring its historic character, the home has also benefited from over $300,000 in thoughtful improvements that enhance comfort and preservation without compromising authenticity. Notable upgrades include the installation of central air conditioning for modern year-round comfort and elegant copper gutters that complement the home's historic architecture while providing lasting durability. These investments ensure the property is as functional as it is beautiful, blending 18th-century craftsmanship with the conveniences expected today. Beyond the historical significance, this home offers genuine livability with four full bathrooms, one half bath, and spacious rooms designed for both elegant entertaining and comfortable everyday living. The residential zoning ensures a peaceful setting that honors the home's timeless nature. The location is equally enchanting. Situated near Hollow Park in Woodbury - a town Reader's Digest once described as "simply charming" - you'll enjoy walkable access to local restaurants, unique shops, and the vibrant heart of this beloved New England community. Opportunities to own a property of this caliber, significance, and authenticity come along once in a lifetime. Don't let this extraordinary piece of American history pass you by. Schedule your private showing today.

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Single Family Active

Price

$ 1,495,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 12,567

Style

Lot Size

2.24

Year Built

1760

Town/City

Woodbury

MLS | Web ID

24168618

Features
General
Zoning R40
Neighborhood N/A
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 2.24
Directions GPS
High School Per Board of Ed
City Woodbury
Elementary School Per Board of Ed
Sq Ft Total 4884
DOM 0
Year Built 1760
Exclusions see incl/excl sheet
Style Colonial
Year Built Source Public Records
Energy Features Generator
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Interior
Cooling System Central Air
Total Rooms 12
Basement Description Full
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Exterior
Water Source Public Water Connected
Lot Description Fence - Rail Level Lot Historic District
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* Excluded Features
List By
Lisa Titcomb

Listing Agent

William Pitt Sotheby's Int'l

Broker

ltitcomb@williampitt.com

Email

Affordability Calculator

$10,252
Per Month
90%
10%
0%
Monthly Principal & Interest
$9,205
Monthly Property Taxes
$1,047
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
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
4/22/2026$1,495,000 Listed Price

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30 Hollow Road, Woodbury, CT, 06798 is a Single Family Home for sale at $1,495,000 with 4,884 sqft and a lot size of 2.24. 30 Hollow Road has 5 bedrooms, 4.1 baths, and was built in 1760. The property's zip code is 06798 which is in Woodbury, CT