Date
Details
Price
Change
Source
9/14/2026
Listed
$5,750,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$5,750,000
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Property Description
Welcome to 24 Trails End, an unparalleled private resort estate redefining luxury living on over 9 pristine, park-like acres. This majestic brick Colonial, quietly positioned at the end of a prestigious cul-de-sac, overlooks a scenic, spring-fed pond. Inside, classic architectural sophistication meets modern design, highlighted by a soaring double-height great room, dual home offices, and a rich mahogany billiard room with a wet bar and fireplace. The heart of the home is an expansive chef's kitchen, with an oversized marble island, and a sunny breakfast area. The lower level is an extraordinary recreation destination, boasting a 2600 sqft indoor sports court lined for basketball and pickleball, alongside a full home gym. Step outside to your private backyard paradise with an inviting heated Gunite pool, integrated spa, and a pool house/cabana surrounded by sprawling bluestone terraces and meandering walking trails. Two firepits located around the property and a serene pond with an island, an additional firepit and two docks for unmotorized boat usage complete this spectacular picture. An ultra-private lifestyle compound in the award winning Chappaqua schools, just under an hour from Manhattan.
Full Property Details
Full Property Details for 24 Trails End
General
- Price: $5,750,000
- Taxes: $96,392
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 1017994
- Updated: 9/17/2026
- Added to Site: 28 day(s) ago
Interior
- Number of Rooms: 16
- Interior Features: Cathedral Ceiling(s), Eat-in Kitchen, Entrance Foyer, Formal Dining, First Floor Bedroom, Primary Bathroom, Pantry, Walk-In Closet(s)
- Fireplace: Yes
- Number of Fireplaces: 4
- Appliances: Cooktop, Dishwasher, Dryer, Exhaust Fan, Freezer, Microwave, Oven, Refrigerator, Washer
Rooms
Bathrooms
- Total Bathrooms: 8
- Full Bathrooms: 7
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 6
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: In-Ground, Pool/Spa Combo
- Spa: Yes
- Security/Safety: Security System
Exterior
- Exterior Features: Balcony
- Porch/Patio/Deck: Deck, Patio, Porch
Parking
- Garage: Yes
- Garage Spaces: 3
- Parking Features: Attached
Location
- County: Westchester County
- Driving Directions: Roaring Brook Rd to Kerry Lane to Paula Place to Trails End to #24.
School Information
- High School District: Chappaqua
- Elementary School: Roaring Brook
- Middle School: Seven Bridges Middle School
- High School: Horace Greeley High School
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: Baseboard, Forced Air, Oil, Radiant
Utilities
- Sewer: Septic Tank
- Water: Public
- Utility Description: Trash Collection Public
Structural Information
- Architectural Style: Colonial, Estate
- Detached/Attached: Detached
- Construction: Brick, Frame
- Basement: Yes
- Basement Desc.: Finished, Full Basement
- Windows: Skylight(s)
- Sq. Ft. Source: Public Records
- Year Built: 1991
Additional Structures
- Other Structures: Pool House
Lot Features
- Property View: Water
- Lot Size (Acres): 9.078
- Lot Size (Sq. Ft.): 395,438
- Road Maintenance: Public Maintained Road
- Lot Features: Landscaped, Part Wooded, Stone/Brick Wall, Views
Water Features
- Water View: Yes
- Water Front View: Water Access
Financial Considerations
- Taxes Include: Trash, Water
- Tax Amount: $96,392
Disclosures and Reports
- Special Conditions: None
- Property ID: 3600-081-020-00003-000-0010
Listed by Compass Greater NY, LLC
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Listing agent
— 24 Trails End —
Compass Greater NY, LLC
914-228-2656
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 24 Trails End
School District:Chappaqua Central School District
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 Trails End
Tax History
Tax History for 24 Trails End
Year
Property Taxes
Change
Tax Assessment
Change
2025
$51,228
100%
$572,600
—
2024
100%
$572,600
—
2020
100%
$572,600
9%
2020
-100%
$524,150
-8%
2020
$86,019
-14%
$568,225
-16%
2018
$100,108
5%
$675,000
—
2017
$95,476
1%
$675,000
—
2017
$94,821
-76%
$675,000
—
2016
$394,280
322%
$675,000
—
2015
$93,483
1%
$675,000
—
2013
$92,477
—
$675,000
—
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
Estimate the Cost for 24 Trails End
24 Trails End, Chappaqua, NY 10514 (MLS# 1017994) is a Single Family property with 6 bedrooms, 7 full bathrooms and 1 partial bathroom. 24 Trails End is currently listed for $5,750,000 and was received on September 14, 2026. Want to learn more about 24 Trails End? Do you have questions about finding other Single Family real estate for sale in Chappaqua? You can browse all Chappaqua real estate or contact a Coldwell Banker agent to request more information.