The Tomlinson House, built in 1783, offers a rare chance to own a piece of Woodbury's history. Set on 5+ acres along Middle Road Turnpike, with an additional .87-acres across the street, this 4-bedroom Colonial combines period charm with enduring potential. Historic character is evident throughout-restored wide-board hardwood floors, original millwork, and four (non-working) fireplaces, including a dramatic walk-in hearth with beehive oven. The floor plan provides the best of both worlds: a welcoming open flow between the kitchen and family room for gatherings around the hearth, balanced with dedicated dining and living rooms for more traditional entertaining. A main-level office/bedroom and screened porch add versatility. Upstairs, front and back staircases lead to three spacious bedrooms, two full baths, and a third-floor office with half bath. Recently refinished hardwood floors continue across the upper levels, preserving the home's warmth and continuity. The level property is a highlight...park-like and pastoral, with stone walls, a brook, pond, mature plantings, screened porch and a bluestone patio for outdoor living. A two-car garage with attached shed offers workshop or storage space. With strong bones, timeless appeal, and room to grow, the Tomlinson House is a unique offering in one of Woodbury's most desirable corridors
Sold for $765,000
$765,000
393 Middle Road Turnpike, Woodbury, CT 06798
4beds
3,280sqft
Single Family Residence
Built in 1783
6.25 Acres Lot
$795,400 Zestimate®
$233/sqft
$4,419 Estimated rent
Home value
$795,400
$684,000 - $931,000
$4,419/mo
Zestimate® history
Owner options
List your home for rent
$4,419/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$4,419/mo
Rent Zestimate®
Refinance and save
$4,369/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$4,369/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Zillow last checked:
Listing updated:
Listed by:
THE KATHRYN CLAIR TEAM,
Kathryn C. Bassett (203)841-8161,
William Pitt Sotheby's Int'l 860-868-6600,
Co-Listing Agent: Kathryn Clair 203-948-5255,
William Pitt Sotheby's Int'l
Bought with:
Tom Slekis, REB.0792903
Berkshire Hathaway NE Prop.
Source: Smart MLS,MLS#: 24123798
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 2
- 1/2 bathrooms: 2
Primary bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Dining room
- Level: Main
Living room
- Level: Main
Heating
- Hot Water, Oil
Cooling
- None
Appliances
- Included: Cooktop, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Main Level
Features
- Open Floorplan
- Basement: Crawl Space,Full,Interior Entry,Dirt Floor,Concrete
- Attic: Partially Finished,Walk-up
- Number of fireplaces: 4
Interior area
- Total structure area: 3,280
- Total interior livable area: 3,280 sqft
- Finished area above ground: 3,280
Property
Parking
- Total spaces: 2
- Parking features: Detached
- Garage spaces: 2
Features
- Patio & porch: Patio
- Exterior features: Stone Wall
- On waterfront: Yes
- Waterfront features: Waterfront, Pond
Lot
- Size: 6.25 Acres
- Features: Cleared
Details
- Additional structures: Shed(s)
- Parcel number: 932360
- Zoning: OS60
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1783
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
Community
- Features: Golf, Health Club, Library, Park, Playground, Private School(s), Stables/Riding, Tennis Court(s)
HOA
- Has HOA: No
Location
- Region: Woodbury
Financial & listing details
- Price per square foot: $233/sqft
- Tax assessed value: $480,760
- Annual tax amount: $11,356
- Date on market: 9/5/2025
Price history
| Date | Event | Price |
|---|---|---|
| 12/22/2025 | Sold | $765,000-9.9%$233/sqft |
Source:  Smart MLS #24123798 Report a problem | ||
| 12/18/2025 | Pending sale | $849,000$259/sqft |
Source: Smart MLS #24123798 Report a problem | ||
| 10/28/2025 | Price change | $849,000-5.1%$259/sqft |
Source: Smart MLS #24123798 Report a problem | ||
| 9/12/2025 | Listed for sale | $895,000+82.7%$273/sqft |
Source: Smart MLS #24123798 Report a problem | ||
| 8/11/2021 | Sold | $490,000-6.6%$149/sqft |
Source: Smart MLS #170319065 Report a problem | ||
| 5/17/2021 | Contingent | $524,900$160/sqft |
Source: Smart MLS #170319065 Report a problem | ||
| 5/10/2021 | Price change | $524,900-1.9%$160/sqft |
Source: Smart MLS #170319065 Report a problem | ||
| 4/30/2021 | Price change | $534,900-2.7%$163/sqft |
Source: Smart MLS #170319065 Report a problem | ||
| 3/19/2021 | Price change | $549,900-2.7%$168/sqft |
Source: Smart MLS #170319065 Report a problem | ||
| 1/9/2021 | Price change | $564,900-2.6%$172/sqft |
Source: Smart MLS #170319065 Report a problem | ||
| 9/27/2020 | Price change | $579,900-3.3%$177/sqft |
Source: Drakeley Real Estate, Inc. #170319065 Report a problem | ||
| 8/1/2020 | Listed for sale | $599,900$183/sqft |
Source: Drakeley Real Estate, Inc. #170319065 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $11,356 +1.9% | $480,760 |
| 2024 | $11,139 +9.1% | $480,760 +36.9% |
| 2023 | $10,206 -0.4% | $351,200 |
| 2022 | $10,245 +5.7% | $351,200 +5.7% |
| 2021 | $9,692 -5.4% | $332,260 -5.4% |
| 2020 | $10,245 +5.7% | $351,200 +5.7% |
| 2019 | $9,692 -2.6% | $332,260 -11.3% |
| 2018 | $9,953 -2.1% | $374,470 |
| 2017 | $10,171 +3.3% | $374,470 |
| 2016 | $9,845 +0.9% | $374,470 |
| 2015 | $9,762 +1.5% | $374,470 |
| 2014 | $9,620 -7.6% | $374,470 -15.9% |
| 2013 | $10,415 -3.4% | $445,090 |
| 2012 | $10,785 +7.9% | $445,090 |
| 2011 | $9,997 +4.7% | $445,090 |
| 2010 | $9,547 +1.5% | $445,090 |
| 2009 | $9,405 -3.3% | $445,090 +11.5% |
| 2008 | $9,724 +1.6% | $399,360 |
| 2007 | $9,569 | $399,360 |
Find assessor info on the county website
Neighborhood: 06798
Nearby homes
- $778,9004 bd4 ba3.3k sqft405 Middle Road Tpke, Woodbury, CT 06798Off Market
- $588,7004 bd2 ba2.1k sqft385 Middle Road Tpke, Woodbury, CT 06798Off Market
- $1,169,2004 bd3 ba2.7k sqft80 Tomlinson Rd, Woodbury, CT 06798Off Market
- $1,6800.3 AcresTomlinson Rd, Woodbury, CT 06798Off Market
- $464,2002 bd2 ba1.2k sqft372 Middle Road Tpke, Woodbury, CT 06798Off Market
- $1,000,0003 bd3 ba4.2k sqft406 Middle Road Tpke, Woodbury, CT 06798Off Market
- $70,0004 Acres406 Middle Road Tpke, Woodbury, CT 06798Off Market
- $565,8003 bd2 ba2.2k sqft21 E Hill Rd, Woodbury, CT 06798Off Market
Nearby schools
GreatSchools rating
- 5/10Mitchell Elementary SchoolGrades: PK-5Distance: 2.2 mi
- 6/10Woodbury Middle SchoolGrades: 6-8Distance: 2.3 mi
- 9/10Nonnewaug High SchoolGrades: 9-12Distance: 1 mi
Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$795,400
2% more
+$15,908
With Zillow Showcase(estimated)
$811,308
- Connecticut
- Litchfield County
- Woodbury
- 06798
- 393 Middle Road Turnpike
Nearby cities
Nearby neighborhoods
Nearby zip codes
Other Woodbury Topics
