Active Under Contract
Single family home for sale at 385 Middle Road Turnpike, Woodbury, CT 06798 | MLS# 24202477 | Listing updated on 2026-10-05
Photo 1 of Single family home for sale at 385 Middle Road Turnpike, Woodbury, CT 06798 | MLS# 24202477 | Listing updated on 2026-10-05
Photo 2 of Single family home for sale at 385 Middle Road Turnpike, Woodbury, CT 06798 | MLS# 24202477 | Listing updated on 2026-10-05
Photo 3 of Single family home for sale at 385 Middle Road Turnpike, Woodbury, CT 06798 | MLS# 24202477 | Listing updated on 2026-10-05
Photo 4 of Single family home for sale at 385 Middle Road Turnpike, Woodbury, CT 06798 | MLS# 24202477 | Listing updated on 2026-10-05
36+
Beds Icon

Street View

$875,000

Monthly Est:$4,355

  • Beds Icon4 Beds
  • Beds Icon
    3 Baths
  • Beds Icon2,394sqft

385 Middle Road Turnpike, Woodbury, CT 06798

$4,355/moEst:

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  • Single Family Residence

  • Built in 1950

  • $-- HOA

  • 3.29 acres lot

  • $365/sq.ft

Description

Set on 3.29 picturesque acres bordering conservation land, this beautifully maintained and thoughtfully remodeled country Cape is filled with character, custom craftsmanship and modern amenities. The estate-like grounds and versatile floor plan offer privacy, comfort and functionality, including options for multigenerational living. At the heart of the home, the custom country kitchen features granite countertops, a farmhouse sink, stainless steel appliances and handcrafted cabinetry, opening to a sun-filled sitting/living room with a propane fireplace/stove. The generously sized dining room has its own fireplace, distinctive checkerboard wood floors and a bay window, with the versatility to serve as another living area if desired. The main level includes a primary bedroom with private full bath, a second bedroom, remodeled powder room and separate office or craft room. At the rear, the mudroom incorporates laundry and antique chestnut cabinetry, one of the many details that give this home its individual character. Upstairs are two spacious bedrooms, an updated full bath, built-in storage and a large walk-in attic with the potential for future finished space. The walk-out finished lower level adds another dimension to the home, with a fireplace and antique reclaimed pine cupboards and built-ins. This comfortable area lends itself to recreation, a home office or simply relaxing. A substantial unfinished basement provides abundant storage. The grounds are equally impressive.

  • Houzeo last checked: 3 hours ago
  • Listing updated: October 5, 2026 at 1:34 am
  • Listing Provided by: Liz Newnham | William Pitt Sotheby's Int'l
  • Source: SMART MLS-CT | MLS#: 24202477 SMART MLS-CT

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Litchfield County

  • City

    Woodbury

  • Neighborhood

    --

  • Year Built

    1950

  • HOA Fees

    -

  • Finished Area

    2,394 sqft

  • Lot Size

    3.29 acres lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24202477

  • MLS Status

    Under Contract

  • Days on Market

    41

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 3

Interior

  • Exterior Features

    Shed, Porch, Barn, Gutters, Garden Area, Stone Wall, Patio

  • Appliances

    Gas Range, Microwave, Range Hood, Refrigerator, Dishwasher, Washer, Dryer

  • Heating

    Oil, Baseboard

  • Interior Features

    Auto Garage Door Opener, Cable Available

  • Sewer

    Septic

  • Cooling

    Window Unit

Construction

  • Year Built

    Year Built: 1950

  • Home type

    Single Family Residence

  • Architectural Style

    Cape Cod

  • Foundation Details

    Concrete, Stone

  • Roof

    Asphalt Shingle, Flat

Utilities & Energy

  • Basement

    Full, Heated, Storage, Partially Finished, Walk Out, Full With Walk Out

  • Parking Features

    Barn, Detached Garage, Off Street Parking, Driveway

  • Water Source

    Private Well

  • Laundry Features

    Main Level

Other Features

  • Subdivision Name

    N/a

  • Lot Features

    Some Wetlands, Level Lot, Professionally Landscaped, Open Lot

Price History

DateEventPrice

09/11/2026

Source: mls_logoSMART MLS-CT #24202477

Contingent (Active Under Contract)

$875,000

$365/sqft

08/28/2026

Source: mls_logoSMART MLS-CT #24202477

Listed for Sale

$875,000

$365/sqft

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Oct 08, 2026, 11:00AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group