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24 Trails End, Chappaqua NY 10514
24 Trails End, Chappaqua NY 10514
New York>Westchester County>New Castle

24 Trails EndChappaqua, NY 10514

For Sale

$5,750,000

Smart Buyer Rebate $57,500

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 its 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.

Listed by Brian Milton

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Compass Greater NY, LLC

·

914-228-2656

Last updated September 15, 2026

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Source: OneKey #1017994

Listing Facts

  • TypeSingle-family
  • NeighborhoodNew Castle
  • Bedrooms6
  • Bathrooms8
  • Days on Prevu1
  • Taxes$96,392/year
  • Size9,247 sqft
  • Price per sqft$622

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking
  • Swimming Pool

Location

Mortgage Calculator

Listing History

09/14/2026
Listed by Compass Greater NY, LLC
$5,750,000
  1. 09/14/2026$5,750,000
    Listed by Compass Greater NY, LLC

Property Details for 24 Trails End

Exterior

Construction

  • Property Condition: Actual
  • Window Features: Skylight(s)
  • Year Built: 1991
  • Architectural Style: Colonial, Estate
  • Construction Materials: Brick, Frame
  • Exterior Features: Balcony

Features

  • Other Structures: Pool House
  • Patio And Porch Features: Deck, Patio, Porch
  • Pool Features: In Ground, Pool/Spa Combo
  • Pool Private: Yes
  • View: Water
  • Waterfront Features: Water Access
  • Waterfront: Yes

Measurements

  • Building Area Units: Square Feet
  • Lot Features: Landscaped, Part Wooded, Stone/Brick Wall, Views
  • Lot Size Acres: 9.07
  • Lot Size Square Feet: 395,438

Financial

Taxes

  • Parcel Number: 3600-081-020-00003-000-0010
  • Tax Annual Amount: $96,392.00
  • Tax Assessed Value: $572,600.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Cooktop, Dishwasher, Dryer, Exhaust Fan, Freezer, Microwave, Oven, Refrigerator, Washer
  • Fireplace: Yes
  • Fireplaces Total: 4
  • Interior Features: Cathedral Ceiling(s), Eat-in Kitchen, Entrance Foyer, Formal Dining, First Floor Bedroom, Primary Bathroom, Pantry, Walk-In Closet(s)
  • Spa: Yes

Measurements

  • Living Area: 9,247
  • Living Area Source: Public Records

Rooms

  • Basement: Finished, Full
  • Has Basement: Yes
  • Bathrooms Full: 7
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 8
  • Bedrooms Total: 6
  • Rooms Total: 16

Parking

Parking

  • Garage Spaces: 3
  • Garage: Yes
  • Parking Features: Attached

Schools

Elementary School

  • Elementary School: Roaring Brook
  • Elementary School District: Chappaqua

High School

  • High School: Horace Greeley High School
  • High School District: Chappaqua

Middle or Junior School

  • Middle Or Junior School: Seven Bridges Middle School
  • Middle Or Junior School District: Chappaqua

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Baseboard, Forced Air, Oil, Radiant
  • Other Equipment: Generator
  • Sewer: Septic Tank
  • Utilities: Trash Collection Public
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 6 bedrooms and 8 bathrooms in this single-family home at 24 Trails End.

What schools are nearby to 24 Trails End?

Nearby schools include the Roaring Brook Elementary School, Seven Bridges Middle School, and Horace Greeley High School.

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 24 Trails End.

What are the annual taxes for 24 Trails End?

Annual taxes for this single-family home are estimated at $96,392.

How does 24 Trails End compare to other single-family homes in New Castle?

This single-family home is listed 215% above the average price for single-family homes in New Castle and has been on the market for 65 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 9,247 sqft.

24 Trails End is a 6-bedroom, 8-bath single-family home for sale in Chappaqua NY 10514. On Prevu for 1 days at $5,750,000. This property features 9,247 square feet of living space, located in New Castle. The median listing price for single-family homes in this area is $1,590,000. Nearby schools include Roaring Brook Elementary School, Seven Bridges Middle School, and Horace Greeley High School. Additional amenities include private outdoor space, dishwasher, air conditioning, parking, swimming pool, and washer/dryer. Browse more single-family home listings in Westchester County.

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey™ MLS. The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use. Information Copyright 2026, OneKey™ MLS. All Rights Reserved.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.