#24049803, Timothy Drakeley, Listing office: Drakeley Real Estate, Inc.

34 Hollow Rd Woodbury, CT 06798
Property details
About 34 Hollow Rd
Welcome to one of the most charming communities in Connecticut. This darling of an antique home sits in the heart of Woodbury, CT. It is a Dutch colonial dating to circa 1700, bought in 1750 by a well-respected, wealthy local merchant/ financier, Jabez Bacon. The building became the town's first general store, known as the Red Store. After Bacon's death, the property served as a school and later as a tavern. Daniel Curtis a direct descendant of one of the founders of the town of Woodbury, bought the dwelling as part of a homestead in 1831. Since then, it has been home for only a handful of families. In January of 1934, the house was featured in an issue of American Architect for its design and modernizations. Recent updates have not spoiled the historic character of this truly charming residence. The original hand-hewn beams, stone fireplaces, wide planked floors, beautiful Dutch doors, stone floors are only a few distinctive aspects of this house. The original Tomahawk door greats guests to this treasure of a dwelling. Rock away sunny afternoons or moonlit evenings on the spacious front porch. New HVAC system and roofing in 2022. The bright, newly updated kitchen and bathrooms, spacious living and dining rooms, and cozy bedrooms are all welcoming living spaces. The property is surrounded by beautiful mature trees, shrubs and flowers. A stroll in any direction will take you to a town park, restaurants, shops and churches. Don't miss out on this unique antique
Highlights
Summary
- Full Bathrooms: 3
- Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher
- Basement: Yes
- Total Bedroom Count: 3
- Garage Space: 3 spaces
- Attached Garage: No
- Private Pool: No
- Parking: Detached Garage, Driveway
- Exterior: Porch
- Architectural Style: Colonial
- Heating: Forced Air
- Cooling: Central Air
- List Price: $765,000
- Price/SqFt: $456
- Annual Tax Amount: $7,195
- Tax Year: 2024
- Lot: Level
- Directions: Route 6 to Hollow Road
- Year Built: 1750
- Living Area: 1,675 SqFt
- Lot Size: 0.41 Acres
- MLS Number: 24102299
- Office Name: Coldwell Banker Realty
- Office Phone: (203) 426-5679
- Office Email: Lorraine.consiglio@cbrealty.com
- Listing Agent: Lorraine Consiglio
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Last updated on: 7/29/2025, 11:45:31 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Price information
Property sales
Date | Event | Price |
---|---|---|
Jul 29, 2021 | Home Sold | $399,000 |
Sep 21, 2000 | Home Sold | $295,000 |
Tax history
Year | Assessment | Property Tax |
---|---|---|
2024 | $310,520 | $7,195 |
2023 | $219,970 | $6,392 |
2022 | $219,970 | $6,417 |
2021 | $219,970 | $6,417 |
2020 | $219,970 | $6,417 |
2019 | $219,970 | $6,417 |
History based on county public records data.
Nearby schools
7
Mitchell Elementary School
Public District PK-5
0.7 mi
•14 School St
8
Long Meadow Elementary School
Public District PK-5
3.7 mi
•65 N Benson Rd
7
Gainfield Elementary School
Public District KG-5
4.1 mi
•307 Old Field Rd
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $66,364. Most Woodbury, CT residents have annual incomes between $35k-100k. Residents typically live in single, no kids family. Typical level of education for residents in this area is post secondary degree.
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Frequently asked questions
About 34 Hollow Rd
The listing price of 34 Hollow Rd property is $765,000.
The property 34 Hollow Rd is a house located in Woodbury, Connecticut, 06798.
Active Listing: 34 Hollow Rd is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 34 Hollow Rd are: Mitchell Elementary School (GreatSchools Rating 7/10), Long Meadow Elementary School (GreatSchools Rating 8/10), Gainfield Elementary School (GreatSchools Rating 7/10), Woodbury Middle School (GreatSchools Rating 8/10), Rochambeau Middle School (GreatSchools Rating 5/10), Memorial Middle School (GreatSchools Rating 5/10), Nonnewaug High School (GreatSchools Rating 7/10), Pomperaug Regional High School (GreatSchools Rating 8/10), Shepaug Valley School (GreatSchools Rating 8/10).
According to the records, the last property tax for 2024 is $7,195 (source: MLS/based on county public records data).
The last sale was on July 29, 2021 for $399,000 (source: MLS/tax record).
The property at 34 Hollow Rd has 3 bedrooms and 3 bathrooms.
The property 34 Hollow Rd is 1,675 SqFt (source: MLS/tax record).
The year of construction for 34 Hollow Rd is 1750.
This home is located at 34 Hollow Rd in Woodbury, CT and zip code 06798. This 1,675 square foot home, which was built in 1750, sits on a 0.41 acre lot. Features: 3 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since June 13, 2025 and is currently priced at $765,000.
While more than 3 listings in Woodbury, CT in June 2025 were sold above asking price, there were more than 1 listings sold at asking price, and more than 1 were sold below. Between May and June 2025, Woodbury, CT real estate market has seen increase in the number of listings by 13.1%.