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$825,000
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Property Description
Set on 3.54 private acres in Winthrop, 32 Pinewood Trail offers a farm-to-table lifestyle with plenty of room for a flourishing vegetable garden and a spacious yard to enjoy the seasons. The home itself is thoughtfully designed for flexibility, featuring an IN-LAW APARTMENT with a separate entrance on the lower level, ideal for extended family, or guests. Large windows fill the living spaces with natural light, and the tranquil surroundings create a sense of retreat just minutes from Deep River's charming town center. The interior boasts 4 bedrooms, an open concept kitchen and living room with vaulted ceilings, and a fabulous multi-purpose room above the garage. Elevated details include three separate fireplaces, custom masonry, and hardwood floors throughout. Car enthusiasts and hobbyists will appreciate the ample garage space, perfect for multiple vehicles, equipment, or workshop needs, while the classic barn adds character and endless possibilities for storage, creative projects, or small-scale farming. Enjoy pond views from the spacious deck, and a swimming pool in the warmer months. Whether you envision mornings spent tending a garden, evenings gathered around the firepit, or weekends working on projects in the barn, this property offers the space and setting to make it happen. 32 Pinewood Trail isn't just a home-it's an opportunity to live the lifestyle you've been dreaming of!
Full Property Details
Full Property Details for 32 Pinewood Trail
General
- Sold For: $825,000
- Taxes: (July 2025-June 2026)
- Status: Closed
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24118253
- Added to Site: 159 day(s) ago
Interior
- Number of Rooms: 10
- Rooms/Areas: Laundry Room
- Interior Features: Auto Garage Door Opener, Central Vacuum, Security System
- Fireplace: Yes
- Number of Fireplaces: 3
- Appliances: Gas Range, Range Hood, Refrigerator, Freezer, Dishwasher, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: Primary Bedroom - Bedroom Suite, Ceiling Fan, Full Bath, Walk-In Closet, Hardwood Floor, 20 x 17, Upper
- Bedroom 1: Bedroom - Hardwood Floor, 13 x 9, Main
- Bedroom 2: Bedroom - Book Shelves, Hardwood Floor, 13 x 12, Upper
- Bedroom 3: Bedroom - Book Shelves, Hardwood Floor, 15 x 13, Upper
Other Rooms
- Living Room: Living Room - Bay/Bow Window, Fireplace, Hardwood Floor, 28 x 16, Main
- Family Room: Family Room - Vaulted Ceiling, Book Shelves, Built-Ins, Ceiling Fan, Fireplace, Hardwood Floor, 18 x 17, Main
- Kitchen: Kitchen - Corian Counters, Island, Pantry, Hardwood Floor, 24 x 18, Main
- Game room: Yes
- Game Room: Rec/Play Room - Hardwood Floor, 34 x 22, Upper
- Rec Room: Hardwood Floor, 34 x 22, Upper
- Laundry: Lower Level, Upper Level
- In-Law/Au Pair Suite: Yes
Additional Information
- Pool: Yes
- Pool Description: Safety Fence, Vinyl, Above Ground Pool
Exterior
- Exterior Features: Shed, Barn, Deck, Gutters, Garden Area, Hot Tub, Stone Wall, French Doors
- Color: Brown
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Parking: Attached Garage
Location
- County: Middlesex
- Neighborhood: Winthrop
- Driving Directions: Exit 7 off Rt-9. Turn left onto Rt-80, and follow for 2.9 miles. Pinewood Trail is on your left.
School Information
- Elementary School: Deep River
- Middle School: Regional District 4
- High School: Regional District 4
Community
- Community Name: Winthrop
Heating & Cooling
- Cooling Type: Central Air, Window Unit
- Heating Type: Hot Air, Hydro Air, Oil
- Heating Fuel: Oil
- Water Heater: Oil, Domestic
Utilities
- Sewer: Septic
- Water: Private Well
Structural Information
- Architectural Style: Cape Cod
- Construction Status: No/Resale
- Exterior Const.: Cedar
- Basement Desc.: Full, Heated, Apartment, Cooled, Interior Access, Walk-out, Liveable Space
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 3,697
- Above Ground: 2,997 Sq. Ft.
- Below Ground: 700 Sq. Ft.
- Year Built: 1995
Lot Features
- Lot Size (Acres): 3.54
- Zoning: R80
- Lot Description: Secluded, Some Wetlands, Treed, On Cul-De-Sac
Water Features
- Water Front: Yes
- Water View: Yes
- Water Front Desc.: Pond, View
Green Features
- Energy Features: Extra Insulation
Financial Considerations
- Assessment Amount: $377,370
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 961147
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Schools
Schools serving 32 Pinewood Trail
School Districts:Deep River School District, Regional High School District 04
| Name | Grades | Distance |
|---|---|---|
Valley Regional High School 256 Kelsey Hill Road, Deep River, CT 06417 | 9-12 | 1.9 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 32 Pinewood Trail
Date
Details
Price
Change
Source
11/18/2025
Sold
$825,000
0.01%
MLS
9/12/2025
Price Reduced
$824,900
-5.07%
MLS
8/13/2025
Listed
$869,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
32 Pinewood Trail, Deep River, CT 06417 (MLS# 24118253) is a Single Family property that was sold at $825,000 on November 18, 2025. This property was sold by Matt Healy from our Madison Office.Want to learn more about 32 Pinewood Trail? Do you have questions about finding other Single Family real estate for sale in Deep River? You can browse all Deep River real estate or contact a Coldwell Banker agent to request more information.


