
253 Windward Dr, Port Jefferson, NY 11777
What This Condo Offers
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.
Unit
- $3,200 / month
- 2 Beds
- 1.5 Baths
- 1173 sq. ft.
- Available Jun 15
Condo Features
- Air Conditioning
- Smoke Free
253 Windward Dr is a condo for rent in Port Jefferson, NY
Fees and Policies
The fees below are based on community-supplied data and may exclude additional fees and utilities.
One-Time Basics
Due at Move-In
- Security Deposit - Refundable$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 Details
Home Design
- Built in 1993
- Condominium
- Frame Construction
- Entry on the 1st floor
Interior Spaces
- 1173 Sq Ft Home
- 3-Story Property
Kitchen
- Eat-In Kitchen
- Microwave
- Dishwasher
Flooring
- Wood
- Tile
Bedrooms and Bathrooms
- 1.5 Bathrooms
- 2 Bedrooms
- 2 Bedrooms | 2 Bathrooms
Laundry
- Washer
Basement
- Partially Finished Basement
- Laundry in Basement
Parking
- 1 Car Attached Garage
- Driveway
Outdoor Features
- Beach Access
- Deck
- Balcony
- Patio
Lot Details
- 1097 Sq Ft Lot
- Two or More Common Walls
Location
- Property is near public transit
Schools
- Terryville Road Elementary School
- John F Kennedy Middle School - Suffolk
- Comsewogue High School
Utilities
- Forced Air Heating and Cooling System
- Gas Water Heater
- Cable TV Available
- Public Water Source
- Heating System Uses Natural Gas
- Public Sewer
Listing and Financial Details
- 12-Month Minimum Lease Term
- Legal Lot and Block 253 / 0004
- Assessor Parcel Number 0206-022-00-04-00-253-000
Community Details
Overview
- Association fees include sewer, snow removal
Amenities
- Clubhouse
Recreation
- Fitness Center
- Community Pool
- Tennis Courts
- Community Playground
- Park
Pet Policy
- No Pets Allowed
Explore Commute Options
- Drive Time--
- Walk Time--
- Bike Ride Time--
- Public Transit--
Get In Touch
Port Jefferson, NY 11777

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.
Area Scores
Walkability
Fairly walkable50 / 100
Transit
Good public transit60 / 100
Driveability
Moderately drivable70 / 100
Bikeability
Fairly bikeable40 / 100
Soundscore ™
Active76 / 100
Travel and Transit




Local Education
Colleges and Universities
School
Commute Time (Distance)
Stony Brook University
Drive: 13 min (6.8 mi)
SUNY Suffolk Co., Ammerman
Drive: 17 min (8.1 mi)
St Joseph's Coll., Long Island
Drive: 24 min (13.5 mi)
Discover Port Jefferson, Port Jefferson, NY
Shopping Centers
Shoppers will appreciate 253 Windward Dr proximity to Taylor Plaza, Cinema Plaza, and Jefferson Shopping Plaza. Taylor Plaza is 0.5 miles away, and Cinema Plaza is within a 12 minute walk.
Commuting
With a TransitScore of 60, 253 Windward Dr has good public transit, including 5 transit stops within 13.2 miles. Transit options include Port Jefferson Station and Stony Brook Station.
Airports
Living in Port Jefferson provides easy access to Long Island MacArthur, located just 29 minutes from 253 Windward Dr. Another nearby airport is Tweed/New Haven, located 41.7 miles away.
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