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Sharon A. Middleton
Licensed Associate Real Estate Broker
REALTOR®, Realtor, ePro

149 Windward Court S, Port Jefferson, NY 11777

New - 10 Hours Ago
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Property Description

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!

149 Windward Court S | MLS# 1030359

This condo located at 149 Windward Court S, Port Jefferson, NY 11777 is currently listed for sale with an asking price of $680,000. This property was built in 1998 and has 3 bedrooms and 2 full and 1 partial baths with 1900 sq. ft. Windward Court S is located in the The Highlands subdivision within the Brookhaven-Comsewogue school district. Search The Highlands real estate on sharon-middleton.coldwellbankerprime.com today.

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Property Features

Property Type: Residential - Condominium
Cooling: Central Air
Garage: 1
Heating: Hot Air, Natural Gas
Lot Size: 0.04 Acres
Stories: 2.0
Taxes: $6,526
Year Built: 1998

Amenities

Open Kitchen
Pantry
Walk-In Closet(s)
Washer/Dryer Hookup

Feature Descriptions

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
Attic: Scuttle
Common Walls: 1 Common Wall
Exclusions: Garage Refrigerator
Exterior: Vinyl Siding
Flooring: Carpet, Hardwood
GarageY/N: Yes
Laundry: Gas Dryer Hookup, In Hall, Inside
On Market Date: 2026-07-24
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
Seller Concession: Yes
Sewer: Public Sewer, Shared
Utilities: Electricity Connected, Natural Gas Connected, Sewer Connected, Trash Collection Public, Water Connected
Water: Public

Local Schools

High School: Comsewogue High School
Middle School: John F Kennedy Middle School - Suffolk
Elementary School: Norwood Avenue School
School District: Brookhaven-Comsewogue

Estimate Your Payment

Estimated Payment

$ 2,255.55 per month $1,513.39 Principal & Interest $543.83 Property Tax $198.33 Homeowner's Insurance

Change Payment Information

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years/fixed
yearly
yearly (est.)
(Payments are an estimate and may vary by lender)

Demographics

Listed By / Shown By

Listing By

Agency Name: Coldwell Banker American Homes
Agency Contact: 631-331-9700

Shown By

Agent Name: Sharon A. Middleton
Agent Phone: (518) 755-3232 Cell
Agency Title: Coldwell Banker Prime Properties

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 07/24/2026. The listing information on this page last changed on 07/24/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Fri 07/24/2026 8:05:41 PM EST) or Global MLS (last updated Fri 07/24/2026 7:52:52 PM EST) or New York State Alliance MLS (last updated Fri 07/24/2026 8:03:55 PM EST) or Hudson Valley Catskill Region MLS (last updated Fri 07/24/2026 8:01:24 PM EST) or Berkshire MLS (last updated Fri 07/24/2026 6:14:06 PM EST) or OneKey MLS (last updated Fri 07/24/2026 7:55:42 PM EST). Real estate listings held by brokerage firms other than Coldwell Banker Prime Properties may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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