25 Winding Trail, Cheshire, Connecticut

$892,000

Previous Next

4

Beds

2/2

Baths

3,773

Square feet

1.01

Acres

About 25 Winding Trail

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.

Features of 25 Winding Trail

MLS® # 24187651
Price $892,000
Bedrooms 4
Bathrooms 2/2
Full Baths 2
Half Baths 2
Square Footage 3,773
Acres 1.01
Type Single Family For Sale
Style Colonial
Status Closed

Community Information

Address 25 Winding Trail
Area N/A
City Cheshire
County New Haven
State Connecticut
Zip Code 06410

Amenities

Parking Attached Garage
Garage Spaces 2
Is Waterfront No
Waterfront Not Applicable
Has Pool Yes
Pool Heated, In Ground Pool

Interior

Interior Features Auto Garage Door Opener, Central Vacuum, Security System
Appliances Electric Range, Refrigerator, Dishwasher, Disposal
Heating Hot Air, Zoned, Oil
Cooling Ceiling Fans, Central Air
Fireplace Yes
# of Fireplaces 1

Exterior

Exterior Vinyl Siding
Exterior Features Porch-Heated, Porch-Enclosed, Underground Utilities, Sidewalk, Shed, Porch, Underground Sprinkler, Patio
Lot Description Treed
Roof Asphalt Shingle
Foundation Concrete

School Information

Elementary Norton
High Cheshire

Additional Information

Date Listed June 30th, 2026
Days on Market 4
Zoning R-40
RE / Bank Owned No

Listing Details

OfficeHiggins Group Real Estate

Listing Map

Request a Showing

Provide a valid email address.
When would you like to view this property?