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$3,480,000

  • For Sale
  • Active
  • Single Family
  • 6 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 5,156 Sq. Ft.
  • 2 Car Garage

Next open house:

Open House: 2:00 PM - 4:00 PM

Sunday 8/30 2:00 PM - 4:00 PM

24 Winding Lane,Upper Brookville, NY 11545

24 Winding LaneUpper BrookvilleNY11545

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Step away from the everyday and into this gracious, light-filled ranch, where every room feels like an invitation to relax. Sun-drenched and spacious, the interconnected living areas create an effortless flow - warm, welcoming, and made for both quiet mornings and lively gatherings. Built for entertaining, the home features a gourmet kitchen ready for your next dinner party, a formal dining room anchored by a cozy fireplace, a comfortable den, and an oversized living room with sweeping views of the beautifully landscaped grounds. The private wing offers four bedrooms - two with en-suite baths - plus a shared full bathroom and a relaxed, informal den for everyday living. On the opposite side of the home, two additional bedrooms and a full bath offer flexibility and privacy for guests, family, or a home office setup. Outside, the property is nothing short of breathtaking. A long, winding driveway sets the tone, leading past a charming gazebo, rolling lawns, and a private Gunite pool complete with a tranquil koi pond and cascading waterfall. The pool house rounds it all out with showers, a full bathroom, and a recreation room - perfect for summer days that never have to end. This is more than a home - it's a lifestyle.

Full Property Details for 24 Winding Ln

General

  • Price: $3,480,000
  • HOA FEE: $83/month
  • HOA FEE FREQ.: Annually
  • Taxes: $39,238
  • Status: Active
  • Type: Single Family
  • Source: Long_Island
  • MLS ID: 1033074
  • Updated: 8/11/2026
  • Added to Site: 25 day(s) ago

Interior

  • Number of Rooms: 10
  • Interior Features: Cathedral Ceiling(s), Eat-in Kitchen, Entertainment Cabinets, Entrance Foyer, Formal Dining, Granite Counters, Marble Counters, Primary Bathroom, Master Downstairs, Walk-In Closet(s)
  • Fireplace: Yes
  • Appliances: Convection Oven, Cooktop, Dishwasher, Dryer, ENERGY STAR Qualified Appliances, Microwave, Oven, Refrigerator, Washer, Oil Water Heater, Water Softener Owned
  • Flooring: Hardwood, Tile

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 6

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Outdoor Pool

Exterior

  • Porch/Patio/Deck: Patio

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Attached, Carport, Driveway, Garage Door Opener, Private

Location

  • County: Nassau County

School Information

  • High School District: Locust Valley
  • Elementary School: Ann Macarthur Primary School
  • Middle School: Locust Valley Middle School
  • High School: Locust Valley High School

Community

  • Association: Yes

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Central Air
  • Heating Type: Forced Air, Oil, Propane
  • Heating Zones: 5

Utilities

  • Sewer: Septic Tank
  • Water: Public
  • Utility Description: Electricity Connected, Propane, Trash Collection Private, Water Connected

Structural Information

  • Architectural Style: Ranch
  • Detached/Attached: Detached
  • Construction: Cedar, Frame, Shake Siding
  • Basement: Yes
  • Basement Desc.: Partial
  • Building Size: 5156
  • Square Feet: 5,156
  • Sq. Ft. Source: Other
  • Year Built: 1980

Lot Features

  • Lot Size (Acres): 2.1388
  • Lot Size (Sq. Ft.): 93,166
  • Lot Features: Sprinklers In Front, Sprinklers In Rear

Financial Considerations

  • Association Fee: Yes
  • Association Fee: $1,000
  • Assoc Fee Freq.: Annually
  • Tax Amount: $39,238

Disclosures and Reports

  • Special Conditions: None
  • Property ID: 2427-18-A-00-1016-0

Listed by Compass Greater NY LLC

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Listing agent

— 24 Winding Ln —

  • Compass Greater NY LLC

516-880-3382

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 24 Winding Ln

School District:Locust Valley Central School District
NameGradesDistance
Ann Macarthur Primary
100 Ryefield Road, Locust Valley, NY 11560
K-54.1 mi
Bayville Elementary School, Bayville, NY
50 Godfrey Avenue, Bayville, NY 11709
K-55.7 mi
Locust Valley Middle School
99 Horse Hollow Road, Locust Valley, NY 11560
6-84.5 mi
Locust Valley High School
99 Horse Hollow Road, Locust Valley, NY 11560
9-124.5 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 24 Winding Ln Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/03/2026
Listed
$3,480,000
25.18%
MLS
11/21/2022
Sold
$2,780,000
—
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 24 Winding Ln

Year
Property Taxes
Change
Tax Assessment
Change
2025
$35,459
—
$1,805
-6%
2025
$35,459
569%
$1,916
—
2024
$5,299
-84%
$1,916
—
2023
$33,254
—
$1,916
—
2022
$33,304
-1%
$1,916
1%
2021
$33,777
-4%
$1,900
-45%
2020
$35,124
—
$3,465
-18%
2019
$35,124
-13%
$4,240
—
2018
$40,471
10%
$4,240
—
2016
$36,745
8%
$4,240
—
2016
$34,158
3%
$4,240
—
2015
$33,031
5%
$4,240
—
2014
$31,420
—
$4,240
—
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 24 Winding Ln

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

Listed by Compass Greater NY LLC

24 Winding Lane, Upper Brookville, NY 11545 (MLS# 1033074) is a Single Family property with 6 bedrooms, 4 full bathrooms and 1 partial bathroom. 24 Winding Lane is currently listed for $3,480,000 and was received on August 03, 2026. Want to learn more about 24 Winding Lane? Do you have questions about finding other Single Family real estate for sale in Upper Brookville? You can browse all Upper Brookville real estate or contact a Coldwell Banker agent to request more information.

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