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Good evening. Welcome to 25 Winding Trail, Cheshire, CT

$799,000
4
Beds
4.00
Baths
3,773
SqFt
1.01
Acres

Pricing Insight: Originally listed for $799,000, the price has remained unchanged for approximately 1 day. This property has been on the market for approximately 1 day.

25 Winding Trail, Cheshire, CT is a 4-bed, 4-bath, 3,773 square foot home built in 1999 , featuring colonial architecture.

This home is within the Cheshire school district. Local, with nearby schools including Norton.

MLS #: 24187651

Offered Price: $799,000

Residence Type: Single Family

Architectural Style: Colonial

Living Area: 3,773 Sq. Ft.

Lot Size: 1.01 Acres

Neighborhood: N/A

County: New Haven

Year Built: 1999

Design & Construction: Frame

Heating: Hot Air,Zoned

Cooling: Ceiling Fans,Central Air

Garage Spaces: 2

Price per Sq Ft as listed: $212

Estimated Tax: $14,985

Days on Market: 0

Home Automation: Not specified

Energy Features: Not specified

Solar Contract: Not specified

Heating Fuel: Oil

Fuel Type: Hot Air, Zoned

Fuel Tank Location: In Basement

Cooling System: Ceiling Fans, Central Air

Hot Water System: Electric, Domestic

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $212 / Sq. Ft.

Tax assessed value: $503,860

Estimated Tax: $14,985

Architectural Style: Colonial

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1999

Living Area: 3,773 Sq. Ft.

Lot Size: 1.01 Acres

Fuel: Oil

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AUTOMATED VALUATION ESTIMATE

Powered by Realtors Property Resource® (RPR)

Note: Computer-generated estimate, not an appraisal.

Understanding This Valuation

The RPR AVM considers:

  • Recent sales of comparable properties
  • Property characteristics and location
  • Market trends in Cheshire
  • Statistical modeling algorithms
Local Market Context
Active Listings: 41
Average Price: $463,745
Average DOM: 0 days

Complimentary CMAs, no obligation

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.

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Flood Risk Assessment Water Body Detected Nearby

Water Proximity Detected: This property exhibits indicators suggesting nearby or referenced water features
Location Analysis:
Water features noted
Water Proximity:
Near water body
Topography:
Standard terrain • 1.0 acres
Water Indicators Found:
  • Water-related features referenced in listing details
Recommendations:
  • Professional flood assessment advised
  • Based on identified water-related indicators, flood insurance may warrant consideration
  • Consult FEMA Flood Maps for zone verification
  • Evaluate drainage systems
  • Review local flood history
Risk Level: Moderate

Property near water bodies. Consider flood insurance.

Walkability Score: calculating…
Motif Lifestyle Score: calculating…

Amenity Access Summary

  • Dining & Café Access: Low to Moderate
  • Daily Services: Limited
  • Recreational Space: Limited Nearby
How These Scores Are Calculated

These scores reflect the proximity and concentration of nearby amenities, measured against a typical town-center environment.

  • Walkability emphasizes access to daily necessities such as groceries, pharmacies, banking, and routine services.
  • Motif Lifestyle emphasizes dining, cafés, parks, and leisure destinations that contribute to neighborhood character and quality of life.

All scores are normalized on a 0–100 scale to allow consistent comparison across different locations.

41

Homes For Sale

$463,745

Average List Price

Mechanicals & Utilities: Hot Air,Zoned • Oil • Ceiling Fans,Central Air • Public Water Connected water • 1 fireplaces

Exterior Features

Exterior Construction: Vinyl Siding

Roof Type: Asphalt Shingle

Foundation: Concrete

Garage: Attached Garage (2 car)

Patio/Deck: Porch-Heated,Porch-Enclosed,Underground Utilities,Sidewalk,Shed,Porch,Underground Sprinkler,Patio

Pool: Heated,In Ground Pool

Utilities: Water: Public Water Connected

Outbuildings: Porch-Heated,Porch-Enclosed,Underground Utilities,Sidewalk,Shed,Porch,Underground Sprinkler,Patio

Only motif connects you to a certified
"Local Market Expert"

Agent Photo
Steve Simos
Real Estate Advisor
Cheshire • Connecticut Shoreline
Licensed Real Estate Agent – Connecticut
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 Verified Motif Advisor
Good evening Steve, I'm interested in
25 Winding Trail, Cheshire, Connecticut
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Steve Simos
george@appzentric.com
800-555-0003
Presented by motif • Source: MLS • Listed by: Paola Dominguez • Higgins Group Real Estate • MLS# 24187651