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$449,999 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 1 Full Bath
  • 1,272 Sq. Ft.
  • 1 Car Garage
  • Updated 1 day ago
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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.

Full Property Details for 39 Winfield Dr

General

  • Price: $449,999
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24160556
  • Updated: 3/22/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 7
  • Appliances: Electric Range, Microwave, Refrigerator, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 1
  • Full Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Hardwood Floor, 13 x 11, Main
  • Bedroom 1: Bedroom - Hardwood Floor, 12 x 11, Main
  • Bedroom 2: Bedroom - Hardwood Floor, 12 x 11, Upper
  • Bedroom 3: Bedroom - Hardwood Floor, 20 x 11, Upper

Other Rooms

  • Living Room: Living Room - Hardwood Floor, 21 x 13, Main
  • Dining Room: Dining Room - French Doors, Hardwood Floor, 11 x 10, Main
  • Laundry: Lower Level

Additional Information

  • Pool: Yes
  • Pool Description: Above Ground Pool

Exterior

  • Color: White

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 1
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Driving Directions: GPS

School Information

  • Elementary School: Stratford Academy
  • Middle School: Wooster
  • High School: Stratford

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: 40 Gallon Tank

Utilities

  • Sewer: Public Sewer Connected
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Cape Cod
  • Construction Status: No/Resale
  • Exterior Const.: Aluminum
  • Basement Desc.: Full, Unfinished
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 1,272
  • Above Ground: 1,272 Sq. Ft.
  • Year Built: 1942

Lot Features

  • Lot Size (Acres): 0.14
  • Zoning: RM-1
  • Lot Description: Level Lot

Financial Considerations

  • Assessment Amount: $129,010
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 381728

Listed by Bolanos & Associates LLC, Victor Bolanos

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Listing agent

— 39 Winfield Dr —

  • Victor Bolanos

    Bolanos & Associates LLC

Agent Contact: (203) 667-3094 Office Contact: (203) 604-6773

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 39 Winfield Dr

School District:Stratford School District
NameGradesDistance
Stratford Academy - Johnson House
719 Birdseye Street, Stratford, CT 06615
2-60.9 mi
David Wooster Middle School
150 Lincoln Street, Stratford, CT 06615
7-81.4 mi
Stratford High School
245 King Street, Stratford, CT 06615
9-120.6 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 39 Winfield Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/22/2026
Listed
$449,999
26.76%
MLS
11/14/2024
Sold
$355,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 39 Winfield Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$5,186
—
$129,010
—
2023
$5,186
2%
$129,010
—
2022
$5,091
—
$129,010
—
2021
$5,092
—
$129,010
—
2020
$5,114
14%
$129,010
15%
2019
$4,477
—
$112,280
—
2018
$4,480
—
$112,280
—
2017
$4,488
3%
$112,280
—
2016
$4,378
5%
$112,280
—
2015
$4,152
-11%
$112,280
-15%
2014
$4,689
3%
$131,600
—
2011
$4,559
—
$131,600
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Bolanos & Associates LLC, Victor Bolanos

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39 Winfield Drive, Stratford, CT 06615 (MLS# 24160556) is a Single Family property with 4 bedrooms and 1 full bathroom. 39 Winfield Drive is currently listed for $449,999 and was received on March 22, 2026. Want to learn more about 39 Winfield Drive? Do you have questions about finding other Single Family real estate for sale in Stratford? You can browse all Stratford real estate or contact a Coldwell Banker agent to request more information.

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