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$765,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 2 Partial Baths
  • 3,280 Sq. Ft.
  • 2 Car Garage
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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

Full Property Details for 393 Middle Rd Turnpike

General

  • Sold For: $765,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24123798
  • Added to Site: 135 day(s) ago

Interior

  • Number of Rooms: 9
  • Interior Features: Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 4
  • Appliances: Cook Top, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 2
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom, Upper
  • Bedroom 1: Bedroom, Upper
  • Bedroom 2: Bedroom, Upper
  • Bedroom 3: Bedroom, Upper

Other Rooms

  • Living Room: Living Room, Main
  • Dining Room: Dining Room, Main
  • Laundry: Main Level

Exterior

  • Exterior Features: Shed, Stone Wall, Patio

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking: Detached Garage

Location

  • County: Litchfield
  • Driving Directions: Per GPS

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Other

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Crawl Space, Full, Interior Access, Dirt Floor, Concrete Floor
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 3,280
  • Above Ground: 3,280 Sq. Ft.
  • Year Built: 1783

Lot Features

  • Lot Size (Acres): 6.25
  • Zoning: OS60
  • Lot Description: Cleared

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Pond

Financial Considerations

  • Assessment Amount: $480,760
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 932360

Listed by William Pitt Sotheby's Int'l, THE KATHRYN CLAIR TEAM, Kathryn Bassett and William Pitt Sotheby's Int'l, Kathryn Clair
Sold by Berkshire Hathaway NE Prop., Tom Slekis

Listing agents

— 393 Middle Rd Turnpike —

  • Kathryn Bassett

    William Pitt Sotheby's Int'l

  • Kathryn Clair

    William Pitt Sotheby's Int'l

Agent Contact: (203) 841-8161 Office Contact: (860) 868-6600

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 393 Middle Rd Turnpike

School District:Regional School District 14
NameGradesDistance
Mitchell Elementary School
14 School Street, Woodbury, CT 06798
PK-52.2 mi
Bethlehem Elementary School
92 East Street, Bethlehem, CT 06751
PK-55.3 mi
Woodbury Middle School
67 Washington Avenue, Woodbury, CT 06798
6-82.3 mi
Nonnewaug High School
5 Minortown Road, Woodbury, CT 06798
9-121 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 393 Middle Rd Turnpike

Date
Details
Price
Change
Source
12/22/2025
Sold
$765,000
-9.89%
MLS
10/28/2025
Price Reduced
$849,000
-5.14%
MLS
9/12/2025
Listed
$895,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by William Pitt Sotheby's Int'l, THE KATHRYN CLAIR TEAM, Kathryn Bassett and William Pitt Sotheby's Int'l, Kathryn Clair
Sold by Berkshire Hathaway NE Prop., Tom Slekis

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393 Middle Road Turnpike, Woodbury, CT 06798 (MLS# 24123798) is a Single Family property that was sold at $765,000 on December 22, 2025. Want to learn more about 393 Middle Road Turnpike? Do you have questions about finding other Single Family real estate for sale in Woodbury? You can browse all Woodbury real estate or contact a Coldwell Banker agent to request more information.