$3,200 / Month

253 Windward Dr

,

Port Jefferson, NY 11777

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631-751-6000
  • Bedrooms

    2

  • Bathrooms

    1.5

  • Square Feet

    1,173 sq ft

  • Available

    Available Jun 15

Highlight

  • Smoke Free
253 Windward Dr
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About This Home

$3,200 deposit, Available Jun 15

Enjoy all the amenities of Port Jefferson without the responsibilities of homeownership. This well-maintained residence features beautiful new hardwood floors and an updated kitchen with white shaker-style cabinetry. Residents enjoy access to Port Jefferson Village amenities,including private beaches,private parking,and country club privileges. Conveniently located near the train station,St. Charles Hospital,Mather Hospital,Stony Brook University Hospital,as well as local shopping,dining,and waterfront attractions. A wonderful opportunity to enjoy the Port Jefferson lifestyle in a prime location—this is a must-see! MLS ID KEY1007518 Based on information submitted to the MLS GRID as of [see last changed date above]. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Prices displayed on all Sold listings are the Last Known Listing Price and may not be the actual selling price.

253 Windward Dr is a condo located in Suffolk County and the 11777 ZIP Code.

* Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. Price, availability, fees, and any applicable rent special are subject to change without notice.
* Square footage definitions vary. Displayed square footage is approximate.

Fees and Policies

The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified. Use the Cost Calculator to determine costs based on your needs.

  • One-Time Basics
    • Due at Move-In
      • Security Deposit - Refundable
        Charged per unit.
        $3,200

Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

Condo Features

  • Air Conditioning
  • Smoke Free

Contact

  • Listed by Krista L. Verde | Douglas Elliman Real Estate
  • Phone Number
  • Contact
  • Source
    OneKey® MLS
Information Copyright 2026, OneKey® MLS. All Rights Reserved. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.
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Under 30 minutes

Commute Time is calculated at rush hour.
City - Port Jefferson

Port Jefferson sits on the North Shore of Long Island, where a working harbor meets a walkable village that feels genuinely removed from the pace of New York City, yet stays connected to it. The village traces its roots to 17th-century settlement and later built its identity around a thriving shipbuilding industry in the 1800s. Today, that maritime past is still visible in the architecture and the active waterfront, which serves as the Long Island terminus for the Bridgeport and Port Jefferson Ferry. Stony Brook University, one of the flagship campuses of the State University of New York system, sits just a few miles west and shapes much of the surrounding region's academic and healthcare presence. The village itself covers only four square miles, so daily life is compact and walkable, with the downtown core, harbor, and residential streets all within easy reach of one another.

Learn more about living in Port Jefferson 
Amenities
  • Air Conditioning
  • Smoke Free
Education
Colleges & Universities Distance
Colleges & Universities Distance
Drive: 13 min 6.8 mi
Drive: 16 min 8.1 mi
Drive: 24 min 13.5 mi
Drive: 30 min 17.6 mi
253 Windward Dr is within 13 minutes or 6.8 miles from Stony Brook University. It is also near SUNY Suffolk Co., Ammerman and St Joseph's Coll., Long Island.
Transportation

253 Windward Dr is near Long Island MacArthur, located 16.6 miles or 29 minutes away, and Tweed/New Haven, located 41.7 miles or 118 minutes away.

Commuter Rail Distance
Commuter Rail Distance
Walk: 6 min 0.3 mi
Drive: 15 min 7.4 mi
Drive: 17 min 9.2 mi
Drive: 19 min 9.7 mi
Drive: 25 min 13.2 mi
Airports Distance
Airports Distance
Long Island MacArthur
Drive: 29 min 16.6 mi
Tweed/New Haven
Drive: 118 min 41.7 mi
Getting Around
Fairly Walkable
Walkability
50 / 100
Good Public Transit
Transit
60 / 100
Moderately Drivable
Drivability
70 / 100
Fairly Bikeable
Bikeability
40 / 100

Scores provided by

What do Walkability, Transit, Drivability, and Bikeability mean? Walkability measures the walking distance to day-to-day needs. Transit measures access to public transportation. Drivability measures congestion, parking availability, and access to major roads. Bikeability measures the suitability for cycling. How It Works
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Soundscore
- / 100

Traffic

-

Airport

-

Businesses

-

Scores provided by

HowLoud What is a Sound Score Rating? A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources. How It Works
Points of Interest

Time and distance from 253 Windward Dr.

Shopping Centers Distance
Shopping Centers Distance
Walk: 11 min 0.6 mi
Walk: 12 min 0.6 mi
Drive: 4 min 1.3 mi
253 Windward Dr has 3 shopping centers within 1.3 miles, which is about a 4-minute drive. The miles and minutes will be for the farthest away property.
Parks and Recreation Distance
Parks and Recreation Distance
Lake Ronkonkoma
Drive: 19 min 10.3 mi
Cathedral Pines County Park
Drive: 24 min 11.3 mi
Sweetbriar Nature Center
Drive: 19 min 11.8 mi
Nissequogue River State Park
Drive: 27 min 15.4 mi
253 Windward Dr has 4 parks within 15.4 miles, including Cathedral Pines County Park, Lake Ronkonkoma, and Sweetbriar Nature Center.
Hospitals Distance
Hospitals Distance
Walk: 12 min 0.6 mi
Drive: 4 min 1.3 mi
253 Windward Dr is 0.6 mile from John T. Mather Memorial Hospital of Port Jefferson, and is convenient to other hospitals, including St. Charles Hospital.
Military Bases Distance
Military Bases Distance
Drive: 50 min 27.2 mi
Drive: 69 min 46.7 mi
Drive: 96 min 63.5 mi
253 Windward Dr has 3 military bases within 63.5 miles, the nearest is Eatons Neck CG Station North which is 27.2 miles away and a 50 minute drive.

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