30 Hollow Road
Woodbury, Connecticut 06798
- Beds
- 5
- Baths
- 4 | 1
- SqFt
- 4,884
- Acres
- 2.24
- Year Built
- 1760
- Property Type
- Single Family
Matt Caiola
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About This Home
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.
Key Facts
- City/Town
- Woodbury
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1760
- Days on Market
- 97 days
- Beds
- 5
- Baths
- 4 full · 1 half
- Living Area
- 4,884 sq ft
- Lot Size
- 2.24 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $12,567 / Annually
Market Snapshot
The Woodbury Market
Single Family · trailing 12 months
Active Listings
26
26 under contract
Median List Price
$834,450
26 active listings
Median Closed Price
$587,500
88 sales
Median Days on Market
45
26 active listings
Median $ / Sq Ft
$302
26 active listings
Sale-to-List Ratio
99.0%
88 sales
How this home compares
List Price
$1.50M
vs $834,450 median
79.2% above median
Price / Sq Ft
$306
vs $302 median
In line with median
Days on Market
97 days
vs 45 days median
52 days longer than median
Based on 26 active and 88 closed sales (trailing 12 mo) of single family in Woodbury. Source: SmartMLS · As of July 28, 2026.
Location
30 Hollow Road, Woodbury, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$7,623
- Property Taxes$1,047
- Insurance$498
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Woodbury
- Neighborhood
- N/A
- County
- Litchfield
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1760
- New Construction
- No/Resale
- Living Area
- 4,884 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 7
- Laundry
- Upper Level
- Laundry Location
- second floor
- Appliances
- Gas RangeRefrigeratorDishwasherWasherDryer
- Basement
- Full
- In-Law Apartment
- PossibleSeparate Entry
- Interior Features
- Cable - Available
- Additional Rooms
- Bonus RoomLaundry RoomMud Room
Exterior & Lot
- Lot Size
- 2.24 acres
- Zoning
- R40
- Garage / Parking
- 2 garage spacesDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Cesspool
- Flood Zone
- No
- Construction
- Clapboard
- Color
- Bayberry
- Roof
- Wood Shingle
- Foundation
- ConcreteMasonry
- Exterior Features
- ShedBarnGuttersGarden AreaPatio
- Lot Description
- Fence - RailLevel LotHistoric District
Listing & Financials
- Property Taxes
- $12,567 / Annually
- Days on Market
- 97
- MLS #
- 24168618
- MLS Status
- Active
Similar Properties
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/28/2026 at 6:10 AM UTC.