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$670,000

  • For Sale
  • Active
  • Condo
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 1 Car Garage
  • Updated 11 days ago

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Open House: 1:00 PM - 3:00 PM

Saturday 9/5 1:00 PM - 3:00 PM

149 Windward Court S,Port Jefferson, NY 11777

149 Windward Court SPort JeffersonNY11777

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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!

Full Property Details for 149 Windward Ct S

General

  • Price: $670,000
  • HOA FEE: $647/month
  • Taxes: $6,526
  • Status: Active
  • Type: Condo
  • Source: Long_Island
  • MLS ID: 1030359
  • Updated: 8/16/2026
  • Added to Site: 35 day(s) ago

Interior

  • Number of Rooms: 6
  • Interior Features: Open Kitchen, Pantry, Walk-In Closet(s), Washer/Dryer Hookup
  • Appliances: Dishwasher, Dryer, Gas Range, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Gas Water Heater
  • Laundry Facilities: Yes
  • Flooring: Carpet, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Gas Dryer Hookup, In Hall, Inside

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 2
  • Parking Features: Driveway

Location

  • County: Suffolk County
  • Subdivision: The Highlands
  • Driving Directions: Route 112 Toward Village onto Oakland (Right) and left into Highlands , Right to Windward Ct

School Information

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

Community

  • Association: Yes
  • Assoc. Fees Include: Cable TV, Sewer, Trash
  • Pets Allowed: Yes
  • Pet Restrictions: No Restrictions

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Hot Air, Natural Gas

Utilities

  • Sewer: Public Sewer, Shared
  • Water: Public
  • Utility Description: Electricity Connected, Natural Gas Connected, Sewer Connected, Trash Collection Public, Water Connected

Structural Information

  • Detached/Attached: Attached
  • Construction: Vinyl Siding
  • Common Walls: 1 Common Wall
  • Entry Floor Number: 1
  • Stories/Levels: 2
  • Stories in Building: 2
  • Sq. Ft. Source: Other
  • Year Built: 1998

Lot Features

  • Lot Size (Acres): 0.0396
  • Lot Size (Sq. Ft.): 1,727

Financial Considerations

  • Association Fee: Yes
  • Association Fee: $647
  • Assoc Fee Freq.: Monthly
  • Tax Amount: $6,526

Disclosures and Reports

  • Special Conditions: None
  • Exclusions: Garage Refrigerator
  • Property ID: 0206-022-00-04-00-149-000

Listed by Coldwell Banker American Homes

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Listing agents

— 149 Windward Ct S —

  • Coldwell Banker American Homes

  • Coldwell Banker American Homes

631-331-9700

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with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Schools serving 149 Windward Ct S

School District:Brookhaven-Comsewogue Union Free School District
NameGradesDistance
John F Kennedy Middle School, Port Jefferson Station, NY
200 Jayne Boulevard, Port Jefferson Station, NY 11776
6-81.3 mi
Terryville Road School
401 Terryville Road, Port Jefferson Station, NY 11776
3-51.8 mi
Clinton Avenue School, Port Jefferson Station, NY
140 Clinton Avenue, Port Jefferson Station, NY 11776
PK-22.1 mi
Comsewogue High School
565 North Bicycle Path, Port Jefferson Station, NY 11776
9-121.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 149 Windward Ct S Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/16/2026
Price Reduced
$670,000
-1.47%
MLS
7/24/2026
Listed
$680,000
102.99%
MLS
12/03/2013
Sold
$335,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 149 Windward Ct S

Year
Property Taxes
Change
Tax Assessment
Change
2020
100%
$1,620
—
2022
-100%
$1,620
—
2016
$3,075
-22%
$1,620
—
2020
$3,953
23%
$1,620
—
2018
$3,211
2%
$1,620
—
2017
$3,154
2%
$1,620
—
2016
$3,089
1%
$1,620
—
2015
$3,057
-39%
$1,620
—
2015
$5,050
3%
$1,620
—
2014
$4,916
3%
$1,620
—
2013
$4,783
—
$1,620
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 149 Windward Ct S

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Listed by Coldwell Banker American Homes

149 Windward Court S, Port Jefferson, NY 11777 (MLS# 1030359) is a Condo property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 149 Windward Court S is currently listed for $670,000 and was received on July 24, 2026. Want to learn more about 149 Windward Court S? Do you have questions about finding other Condo real estate for sale in Port Jefferson? You can browse all Port Jefferson real estate or contact a Coldwell Banker agent to request more information.

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