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Ad #7383653
MLS #1030359
Listing photo

Welcome to the largest unit in the highly desirable Highlands

149 Windward Ct S, Port Jefferson, New York, 11777
$680,000
3Beds
3Baths
1,900Sqft
0.040Acres

About this property

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!

Property Features

3 Beds
3 Baths
1,900 Sqft
Built in 1998
0.040 Acres
2 Stories
Driveway
Siding: Vinyl Siding
Natural Gas
$6,526 / yr property tax
Suffolk County
The Highlands Community

Contact Information

Patricia A. Massimo CBR

Coldwell Banker American Homes

631-805-2115

Location

Map
Listing Agent: Patricia A. Massimo CBR 631-805-2115
Broker: Coldwell Banker American Homes 800-270-6318 Listing Site
Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BeachHouse.com
Printed Jul 25, 2026

Photo Gallery

Welcome to the largest unit in the highly desirable Highlands - photo 1

$680,000

3
Beds
3
Baths
1,900
Sqft

149 Windward Ct S, Port Jefferson, New York, 11777

By contacting this agent you agree to these Terms and Conditions.
Home New York Port Jefferson
Welcome to the largest unit in the highly desirable Highlands - photo 1
MLS# 1030359
Condo For Sale

Welcome to the largest unit in the highly desirable Highlands

$680,000

149 Windward Ct S, Port Jefferson, New York, 11777

3
Beds
3
Baths
1,900
Sqft
0.040
Acres
$680,000
149 Windward Ct S, Port Jefferson, New York, 11777
3 Beds
3 Baths
1,900 Sqft
0.040 Acres
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!
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Property Details

HOME DETAILS

3 Beds
3 Baths
1,900 Sqft
Built in 1998
0.040 Acres
2 Stories

EXTERIOR

Driveway
Siding: Vinyl Siding

INTERIOR

Natural Gas

FINANCIAL & COMMUNITY

$6,526 / yr property tax
Suffolk County
The Highlands Community
See More Details

Location

Map
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Ad Statistics

Ad Number
7383653
Viewed
1 time
Listing Status
Active
Added
Jul 24, 2026
Last Refresh
Jul 24, 2026 09:32:24 PM

Listing Information

Data Source
OneKey MLS
Source Property ID
1030359
Listing Agent: Patricia A. Massimo CBR 631-805-2115
Broker: Coldwell Banker American Homes 800-270-6318 Listing Site
Copyright © 2026 OneKey MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Request Information

By proceeding, you authorize Dream Home Network Inc., its service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners), its affiliates, and other real estate professionals that may not be associated with Dream Home Network, to contact you using the contact details you provided, via email, phone call, and text (SMS), including using automated dialing technology and prerecorded and artificial voice, for marketing or advertising purposes, including contacting you about your inquiry and other home-related matters. You understand that your consent to the foregoing is not a condition of any purchase. Message and data rates may apply. This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what you are looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at csv@dreamhomenetwork.com.

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By proceeding you authorize Dream Home Network Inc., its service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners), and its affiliates, to contact me using the contact details you provided, via phone call or text (SMS) using automated dialing technology for marketing or advertising purposes, including contacting me about my inquiry and other home-related matters. Not a condition for purchase. Message and data rates may apply.
This consent applies even if you are on a corporate, state or national Do Not Call list. Dream Home Network Inc. may share information about your recent and future site activity with its affiliates and service providers (including real estate professionals such as Brokers, Listing Agents, Buyers Agents, and local referral partners) to help them better understand what I am looking for in a property. To opt-out at any time you can reply "STOP" or contact Dream Home Network Inc. at  csv@dreamhomenetwork.com.
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Alabama Alaska California Colorado Connecticut Delaware Florida Georgia Hawaii Louisiana Maine Maryland Mississippi New Hampshire New Jersey New York North Carolina Oregon Pennsylvania Rhode Island South Carolina Texas Virginia Washington
SERVICES
Buy Buy Advertise
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Dream Home Network Inc.

is committed to ensuring digital accessibility and property listings for individuals with disabilities. All information provided is deemed reliable but is not guaranteed and should be independently verified. We are continuously working to improve the accessibility of our web experience for everyone, and we welcome feedback and accommodation requests. If you wish to report an issue or seek an accommodation, please let us know.

Dream Home Network Inc. Sells leads to DHN Realty Inc. who holds real estate brokerage licenses in Alabama. Listing agents will be sent notification copy of leads on their listings where Dream Home Network Inc. is provided listings via our Feed Provider as required.

© 1997 - 2026 BeachHouse.com
Part of Dream Home Network, Inc.
Last updated on 2026.07.25
Terms & Policy