Home Homes for Sale Cheshire, CT 25 Winding Trail

25 Winding Trail, Cheshire, CT 06410

Single Family For Sale

$799,000
$212/sqft
25 Winding Trail, Cheshire, CT
Coming Soon Open House 7/5 · 11am–1pm
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4
Bedrooms
4
Bathrooms
3,773
Sq Ft
1.01
Acres
1999
Year Built

About This Home

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.

Listed by Paola Dominguez (203) 561-8824 with Higgins Group Real Estate (203) 301-4844

Listing Snapshot

Price $799,000 Days on Our Site 0 days
Property Tax $14,985/yr Style Colonial
Year Built 1999 Total Sq Ft 3,773
Lot Size 1.01 acres HOA Fees N/A
Bedrooms 4 Full Bathrooms 2
Total Rooms 10 Half Baths 2

Key Features

Interior
  • Auto Garage Door Opener
  • Central Vacuum
  • Security System
Appliances
  • Electric Range
  • Refrigerator
  • Dishwasher
  • Disposal
Outdoor
  • Porch-Heated
  • Porch-Enclosed
  • Underground Utilities
  • Sidewalk
  • Shed
  • Porch
  • Underground Sprinkler
  • Patio
  • Heated
  • In Ground Pool

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Attached Garage
Below Grade 800 sq ft

Systems & Utilities

Heat Hot Air, Zoned
Fuel Oil
Cooling Ceiling Fans, Central Air
Hot Water Electric, Domestic
Water Public Water Connected
Sewer Septic

Schools

Elem Norton
High Cheshire

Mortgage Calculator

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Est. Monthly Payment
Principal & Interest
Est. Property Tax $1,249/mo
Est. Home Insurance

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Jun 29, 2026 Listed $799,000

Frequently Asked Questions

How much does 25 Winding Trail in Cheshire, CT cost?
This property is listed at $799,000, which works out to $212 per square foot.
How many bedrooms does 25 Winding Trail have?
This home has 4 bedrooms and 4 bathrooms.
What is the square footage of 25 Winding Trail?
The home is 3,773 square feet, situated on 1.01 acres.
When was 25 Winding Trail in Cheshire built?
This property was built in 1999.
Is 25 Winding Trail, Cheshire, CT still available?
The current MLS status of this property is "Coming Soon". Contact RYZE Realty Group for the latest availability.
What school district is 25 Winding Trail, Cheshire in?
This home is served by the Cheshire public school system, with Norton as the elementary school and Cheshire as the high school.
How do I schedule a tour of 25 Winding Trail, Cheshire, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Paola Dominguez · (203) 561-8824

Higgins Group Real Estate · (203) 301-4844

MLS# 24187651 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Jun 30, 2026 3:24 PM UTC