39 Winfield Drive - Stratford, CT

$449,999

Beds

1.00

Baths

1,272

SqFt

0.14

Acres

Pricing Insight: Originally listed for $499,999, the price was last adjusted to $449,999 on March 25, 2026, a –$50,000 (10%) change, approximately 0 days ago. This property has been on the market for approximately 7 days.

39 Winfield Drive, Stratford, CT is a 4-bed, 1-bath, 1,272 square foot home built in 1942 , featuring cape cod architecture.

This home is within the Stratford school district. Local, with nearby schools including Stratford Academy.

MLS #: 24160556

Offered Price: $449,999

Residence Type: Single Family

Architectural Style: Cape Cod

Living Area: 1,272 Sq. Ft.

Lot Size: 0.14 Acres

Neighborhood: N/A

County: Fairfield

Year Built: 1942

Design & Construction: Frame

Heating: Hot Air

Cooling: Central Air

Garage Spaces: 1

Price per Sq Ft as listed: $354

Estimated Tax: $5,186

Days on Market: 3

$380,000

3 Beds · 2 Baths · 1,169 Sq Ft

71 Oakland Street, Stratford

$499,000

4 Beds · 2 Baths · 1,630 Sq Ft

170 Edgewood Street, Stratford

$2,500

2 Beds · 1 Baths · 988 Sq Ft

120 Burritt Avenue, Stratford

$2,400

3 Beds · 1 Baths · 2,686 Sq Ft

40 Colony Street, Stratford

$389,900

3 Beds · 4 Baths · 2,232 Sq Ft

17 Miranda Lane, Stratford

Home Automation: Not specified

Energy Features: Not specified

Solar Contract: Not specified

Heating Fuel: Natural Gas

Fuel Type: Hot Air

Fuel Tank Location: Not specified

Cooling System: Central Air

Hot Water System: 40 Gallon Tank

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $354 / Sq. Ft.

Tax assessed value: $129,010

Estimated Tax: $5,186

Architectural Style: Cape Cod

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1942

Living Area: 1,272 Sq. Ft.

Lot Size: 0.14 Acres

Fuel: Natural Gas

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AUTOMATED VALUATION ESTIMATE

Note: Computer-generated estimate, not an appraisal.

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Understanding This Valuation

The RPR AVM considers:

Recent sales of comparable properties
Property characteristics and location
Market trends in Stratford
Statistical modeling algorithms

Local Market Context

Active Listings: 97

Average Price: $340,237

Average DOM: 3 days

Complimentary CMAs, no obligation

Welcome home! Nestled on a quiet street in Stratford, this charming property offers the perfect blend of comfort and convenience. Featuring hardwood floors throughout, three generously sized bedrooms, living room, eat in kitchen and a formal dining room, this home is full of character. Enjoy the bonus room/bedroom, perfect for a home office, playroom, or guest room. The recently renovated full bathroom and kitchen. Step outside to a nicely sized lot complete with a permitted above-ground swimming pool, brand new and only used a few times, ideal for summer entertaining. Additional highlights include an attached garage with an electronic door, central air, a newer furnace and hot water heater, and solar panels to help significantly reduce utility costs. Conveniently located near I-95 and the train station, making commuting a breeze. The sale of the subject property is contingent upon the sellers finding suitable housing.

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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 • 0.1 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.

97

Homes For Sale

$340,237

Average List Price

Mechanicals & Utilities: Hot Air • Natural Gas • Central Air • Public Water Connected water

Exterior Features

Exterior Construction: Aluminum

Roof Type: Asphalt Shingle

Foundation: Concrete

Garage: Attached Garage (1 car)

Pool: Above Ground Pool

Utilities: Water: Public Water Connected

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

Steve Simos

Real Estate Advisor

Stratford • Connecticut Shoreline

Licensed Real Estate Agent – Connecticut

Verified Motif Advisor

(800) 555-0003

george@appzentric.com

Good afternoon Steve, I'm interested in
39 Winfield Drive, Stratford, Connecticut

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