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$589,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 1,601 Sq. Ft.
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For Sale: Charming 3-Bed, 3-Bath Ranch with a full, finished basement with Outside Entrance, also with In-Ground Pool - Amazing Value! Don't miss this incredible opportunity! This spacious 3-bedroom, 3-bathroom ranch offers comfort, convenience, and tons of potential-all at a great price with low property taxes. Enjoy single-level living with a functional layout, generous living spaces, and plenty of natural light throughout. Step outside to your private backyard oasis featuring an in-ground pool - perfect for entertaining or relaxing in the sun. Whether you're a first-time buyer, downsizing, or looking for a home to make your own, this property is full of promise. Located in a quiet, desirable neighborhood close to schools, shopping, and parks. Schedule your showing today-this one won't last long!

Full Property Details for 49 Winston Dr

General

  • Price: $589,000
  • Taxes: $9,019
  • Status: Pending
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 909081
  • Updated: 12/3/2025
  • Added to Site: 137 day(s) ago

Interior

  • Number of Rooms: 6
  • Interior Features: First Floor Bedroom, First Floor Full Bath, Eat-in Kitchen
  • Appliances: Range, Refrigerator

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 3

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: In-Ground

Exterior

  • Porch/Patio/Deck: Patio, Porch

Location

  • County: Suffolk County
  • Cross Streets: Broadway
  • Driving Directions: Spur Dr. to Broadway to Winston

School Information

  • High School District: Brentwood
  • Elementary School: Southeast Elementary School
  • Middle School: North Middle School
  • High School: Brentwood High School

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Forced Air

Utilities

  • Sewer: Cesspool
  • Water: Public
  • Utility Description: Natural Gas Connected

Structural Information

  • Architectural Style: Exp Ranch
  • Detached/Attached: Detached
  • Construction: Vinyl Siding
  • Basement: Yes
  • Basement Desc.: Finished, Full Basement, Walk-Out Access
  • Building Size: 1601
  • Square Feet: 1,601
  • Sq. Ft. Source: Public Records
  • Year Built: 1964

Lot Features

  • Lot Size (Acres): 0.25
  • Lot Size (Sq. Ft.): 10,890

Financial Considerations

  • Tax Amount: $9,019.74

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 0500-227-00-01-00-090-000

Listed by Century 21 KR Realty

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Listing agents

— 49 Winston Dr —

  • Century 21 KR Realty

  • Century 21 KR Realty

631-736-5200

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 49 Winston Dr

School District:Brentwood Union Free School District
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 49 Winston Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/04/2025
Listed
$589,000
128.74%
MLS
5/27/2009
Sold
$257,500
—
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 49 Winston Dr

Year
Property Taxes
Change
Tax Assessment
Change
2020
100%
$34,200
—
2022
-100%
$34,200
—
2016
$6,962
-13%
$34,200
—
2020
$8,023
5%
$34,200
—
2017
$7,612
1%
$34,200
—
2016
$7,522
—
$34,200
—
2015
$7,494
1%
$34,200
—
2015
$7,394
3%
$34,200
—
2014
$7,185
3%
$34,200
—
2013
$6,970
—
$34,200
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 49 Winston Dr

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

Listed by Century 21 KR Realty

49 Winston Drive, Brentwood, NY 11717 (MLS# 909081) is a Single Family property with 3 bedrooms and 3 full bathrooms. 49 Winston Drive is currently listed for $589,000 and was received on September 04, 2025. Want to learn more about 49 Winston Drive? Do you have questions about finding other Single Family real estate for sale in Brentwood? You can browse all Brentwood real estate or contact a Coldwell Banker agent to request more information.

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