149 Windward Court S • Port Jefferson, NY 11777

$680,000 Beds: 3 • Baths: 2 full 1 partial • Sq. Feet: 1900 • MLS ID: 1030359 • Subdivision: The Highlands • School Dist: Brookhaven-Comsewogue
Welcome to the largest unit in the highly desirable Highlands community! This beautifully updated corner unit offers exceptional space, privacy, and an impressive list of upgrades throughout.The bright and inviting interior features gleaming hardwood floors on the first level, a stunning renovated kitchen, and a spacious primary suite complete with a dedicated vanity area and an elegant frameless glass shower door. Thoughtful storage abounds with three linen closets, while new Andersen windows with a transferable warranty provide energy efficiency and peace of mind. Custom blinds are included with the home.Additional recent improvements include a new roof, a 2022 hot water heater and boiler, a new storm door, outdoor electrical outlets in both the front and rear of the home, and a beautiful Nicolock patio-perfect for relaxing or entertaining.Residents of The Highlands enjoy an outstanding resort-style lifestyle with exclusive amenities, including a private beach, clubhouse with fitness center, saltwater in-ground pool, tennis courts, and Port Jefferson Country Club golfing privileges. Additional benefits include free parking in Port Jefferson Village, making it easy to enjoy the area's renowned waterfront, dining, shopping, entertainment, and community events.Ideally located near St. Charles Hospital and Mather Hospital, this exceptional home combines comfort, convenience, and an unbeatable location. Don't miss this rare opportunity to own the largest unit in one of Port Jefferson's most sought-after communities! View this listing at: http://daphneedoresca.laffey.com/mls=1030359

Property Features

  • Garage: 1
  • Taxes: $6,526
  • Exterior: Vinyl Siding
  • Lot Size: 0.04 Acres
  • Heating: Hot Air,Natural Gas
  • Cooling: Central Air
  • Year Built: 1998
  • Water: Public
  • Sewer: Public Sewer,Shared
  • Stories: 2.0
  • On Market Date: 2026-07-24
  • Accessibility: Accessible Entrance,Grip-Accessible Features
  • Appliances: Dishwasher,Dryer,Gas Range,Microwave,Refrigerator,Stainless Steel Appliance(s),Washer,Gas Water Heater
  • Association Fee: $647/Monthly
  • Association Fee Includes: Cable TV,Sewer,Trash
  • Common Walls: 1 Common Wall
  • Exclusions: Garage Refrigerator
  • Flooring: Carpet,Hardwood
  • GarageY/N: Yes
  • Interior Features: Open Kitchen,Pantry,Walk-In Closet(s),Washer/Dryer Hookup
  • Laundry: Gas Dryer Hookup,In Hall,Inside
  • Attic: Scuttle
  • Parcel Number: 0206-022-00-04-00-149-000
  • Parking Features: Driveway
  • Parking Total: 2
  • Pets Allowed: No Restrictions
  • Property Attached Y/N: 1
  • Rental Term: Monthly
  • Rooms Total: 6
  • Utilities: Electricity Connected,Natural Gas Connected,Sewer Connected,Trash Collection Public,Water Connected
  • Seller Concession: Yes

School Information

  • High School: Comsewogue High School
  • Middle School: John F Kennedy Middle School - Suffolk
  • Elementary School: Norwood Avenue School
  • School District: Brookhaven-Comsewogue
Printed July 25, 2026


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