




- 2BR, 1.5BA Condo
- $3,200 Pricing
- 1,173 Square Feet
- 06-15-2026 Availability
Unit Rent and Fees
Unit Price
- $3,200
Deposit
- $3,200 deposit
About 253 Windward Dr
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 located in the 11777 Zip code of Port Jefferson, NY.
Property Contact Info
- Listed by:
- Agency:
- Vendor Logo:
- Website:
- View Property Website
- Call Us:
- (631) 751-6000
- Disclaimer:
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.
Required Fees
One-Time Basics
- Due at Move-In
- Security Deposit - RefundableiCharged Per Unit.$3200
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.
Features and Amenities
Interior Features
- Heat Type Gas
- Air Conditioning
- Smoke Free

Map
- Shopping
- Colleges
- Schools
- Grocery
- Medical
- Transportation

Map
Frequently Asked Questions about 253 Windward Dr
What type of rental is available at 253 Windward Dr?
There is currently a 2 Bed 1 Bath Condo for rent with 1,173 sq ft listed at 253 Windward Dr. It is Available June 15, 2026.
How much is the rent at 253 Windward Dr?
The rental at 253 Windward Dr is currently listed at $3,200.
What area of town is 253 Windward Dr located in?
253 Windward Dr is in the 11777 Zip Code of Port Jefferson, NY.
Points of Interest
Time and distance from 253 Windward Dr.
Big Box and Retail
Kohl's
Walmart
Walgreens
Colleges and Universities
SUNY Suffolk County Community College - Ammerman Campus
Groceries
Trader Joe’s
Trader Joe's
Shoprite
Hospitals
John T. Mather Memorial Hospital Of Port Jefferson
Shopping Centers
253 Windward Dr has 5 shopping centers within 1.1 miles.
Transit Stations
Stony Brook Station-Port Jefferson Branch
St James Station-Port Jefferson Branch
Medford Station-Greenport Branch
Nearby Neighborhoods
Nearby Apartments
Rental Price Ranges in the Area
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Port Jefferson Studio Apartments | $2,226 | $1,650 | $2,416 |
| Port Jefferson 1 Bedroom Apartments | $2,878 | $1,639 | $6,018 |
| Port Jefferson 2 Bedroom Apartments | $3,890 | $1,966 | $8,206 |
| Port Jefferson 3 Bedroom Apartments | $3,565 | $3,530 | $3,600 |
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