385 Middle Road Turnpike
Woodbury, CT, 06798 $ 875,000
Bedrooms4 Baths2.1 Sq 2,394 Monthly Estimate*
$ 5,525
for $875,000 with 4 bedrooms and 2 full baths, 1 half bath. This 2,394 square foot home was built in 1950 on a lot size of 3.29.
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. Established flowering gardens, mature trees and plantings throughout the level yard. Currently used as a flower farm, the property offers plenty of opportunity for gardening and agricultural pursuits, with potential for horses as well. Several outdoor areas provide inviting spots for dining or enjoying the peaceful surroundings. An outdoor shower blends naturally into the landscape and complements the relaxed country lifestyle. A separate workshop with electric, water and its own front porch is ideal for hobbies, projects or studio use. The detached three-car garage/barn includes a large unfinished loft with further possibilities. Lovingly cared for over the years, recent improvements include exterior paint-house and barn, new boiler-2021 and a new asphalt shingle roof on house-2024. A truly wonderful home in a private country setting.
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FeaturesGeneralZoning OS60
Neighborhood N/A
County Litchfield
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
Acres 3.29
Directions GPS Friendly. Property borders horse farm.
High School Nonnewaug
City Woodbury
Elementary School Per Board of Ed
Sq Ft Total 2394
DOM 1
Year Built 1950
Exclusions As Per Inclusion/Exclusion Addendum
Style Cape Cod
Year Built Source Owner
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InteriorCooling System Window Unit
Total Rooms 9
Basement Description Full Heated Storage Partially Finished Walk-out Full With Walk-Out
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ExteriorWater Source Private Well
Lot Description Some Wetlands Level Lot Professionally Landscaped Open Lot
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* Excluded FeaturesList ByWilliam Pitt Sotheby's Int'lBroker
Affordability Calculator
- Monthly Principal & Interest
- $5,525
- Monthly Property Taxes
- $615
- Monthly Home Insurance
- --
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save NearbySingle family listings in Woodbury, CT
Average List Price $881,493
Percent of Sale Price 1%
About Woodbury, CT 9,775 Population
6% Since 2002
$ 82,000 Median Income
50.35 Median Age
26% Households with Children
Trends Information provided by ATTOM Data Solutions.
2060456 Elementary School
1232807 Middle School
Nonnewaug High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 8/28/2026 | $875,000 | | Listed Price |