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$892,000
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Property Description
Step into the sun-drenched, two-story foyer of this exceptional south-end Colonial. Designed with practicality in mind, you'll notice ample storage space thoughtfully integrated throughout the entire home. The heart of the home is the renovated kitchen, featuring granite counters and an expansive island built for entertaining large parties. It opens directly to a striking family room with soaring vaulted ceilings, custom cabinetry, and a copper-trimmed gas fireplace. Unwind in the cozy, heated sunroom with panoramic views of your backyard oasis, or retreat to the main-floor office behind classic French doors. Gleaming hardwood flooring stretch across the entire first floor, tying together the spacious living and dining areas. Upstairs, four sizable bedrooms offer excellent storage, accompanied by updated bathrooms boasting brand-new showers. The primary suite features a large walk-in closet and a beautifully updated dual-vanity ensuite bath. The entertainment potential multiplies in the walk-out lower level, featuring a massive rec room, custom-crafted wet bar, and a half bath. Walk straight out to your covered patio-complete with a ceiling fan and TV hookup-to overlook the spectacular, reconstructed heated inground pool, featuring a newer liner, pool solar cover, and storage roller. Perfectly positioned near top-tier schools, local retail, and the scenic Farmington Canal Walking Trail.
Full Property Details
Full Property Details for 25 Winding Trail
General
- Sold For: $892,000
- Taxes: (July 2026-June 2027)
- Status: Closed
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24187651
- Added to Site: 58 day(s) ago
Interior
- Number of Rooms: 10
- Rooms/Areas: Mud Room
- Interior Features: Auto Garage Door Opener, Central Vacuum, Security System
- Fireplace: Yes
- Number of Fireplaces: 1
- Appliances: Electric Range, Refrigerator, Dishwasher, Disposal
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 2
- Half Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: Primary Bedroom - Full Bath, Walk-In Closet, Wall/Wall Carpet, Upper
- Bedroom 1: Bedroom - Walk-In Closet, Upper
- Bedroom 2: Bedroom - Wall/Wall Carpet, Upper
- Bedroom 3: Bedroom - Wall/Wall Carpet, Upper
Other Rooms
- Living Room: Living Room - 9 ft+ Ceilings, Vaulted Ceiling, Built-Ins, Ceiling Fan, Gas Log Fireplace, Hardwood Floor, Main
- Kitchen: Kitchen - 9 ft+ Ceilings, Granite Counters, Island, Sliders, Hardwood Floor, Main
- Dining Room: Dining Room - 9 ft+ Ceilings, Hardwood Floor, Main
- Office: Office - 9 ft+ Ceilings, French Doors, Hardwood Floor, Main
- Game room: Yes
- Game Room: Rec/Play Room - 9 ft+ Ceilings, Built-Ins, Wet Bar, Half Bath, Sliders, Wall/Wal, Lower
- Rec Room: 9 ft+ Ceilings, Built-Ins, Wet Bar, Half Bath, Sliders, Wall/Wall Carpet, Lower
- Laundry: Lower Level
Additional Information
- Pool: Yes
- Pool Description: Heated, In Ground Pool
Exterior
- Exterior Features: Porch-Heated, Porch-Enclosed, Underground Utilities, Sidewalk, Shed, Porch, Underground Sprinkler, Patio
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Parking: Attached Garage
Location
- County: New Haven
- Driving Directions: North Brooksvale Rd (Rte 42) to Towpath Ln to Winding Trail
School Information
- Elementary School: Norton
- High School: Cheshire
Heating & Cooling
- Cooling Type: Ceiling Fans, Central Air
- Heating Type: Hot Air, Zoned, Oil
- Heating Fuel: Oil
- Water Heater: Electric, Domestic
Utilities
- Sewer: Septic
- Water: Public Water Connected
Structural Information
- Architectural Style: Colonial
- Construction Status: No/Resale
- Exterior Const.: Vinyl Siding
- Basement Desc.: Full, Heated, Storage, Cooled, Partially Finished, Liveable Space, Full With Walk-Out
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 3,773
- Above Ground: 2,973 Sq. Ft.
- Below Ground: 800 Sq. Ft.
- Year Built: 1999
Lot Features
- Lot Size (Acres): 1.01
- Zoning: R-40
- Lot Description: Treed
Financial Considerations
- Assessment Amount: $503,860
- Tax Year: July 2026-June 2027
Disclosures and Reports
- Property ID: 2100394
Listed by Higgins Group Real Estate, Adriana's Team of Higgins Group Real Estate, Paola Dominguez
Sold by JW Realty Group LLC, Joe Waters
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Schools
Schools serving 25 Winding Trail
School District:Cheshire School District
| Name | Grades | Distance |
|---|---|---|
Norton School 414 North Brooksvale Road, Cheshire, CT 06410 | 1-6 | 0.3 mi |
Dodd Middle School 100 Park Place, Cheshire, CT 06410 | 7-8 | 2.4 mi |
Cheshire High School 525 South Main Street, Cheshire, CT 06410 | 9-12 | 1.1 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 25 Winding Trail
Date
Details
Price
Change
Source
8/14/2026
Sold
$892,000
11.64%
MLS
7/03/2026
Listed
$799,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
25 Winding Trail, Cheshire, CT 06410 (MLS# 24187651) is a Single Family property that was sold at $892,000 on August 14, 2026. Want to learn more about 25 Winding Trail? Do you have questions about finding other Single Family real estate for sale in Cheshire? You can browse all Cheshire real estate or contact a Coldwell Banker agent to request more information.

