Listed By:
Compass Greater NY, LLC

$ 5,750,000 24 Trails End Chappaqua, NY

MLS: 1017994   Type: Single Family   County: Westchester   City: Chappaqua   Zip: 10514   Style: Colonial,Estate     Taxes: $96,392

Mortgage $26,995 /mo

Beds

Baths

Half Baths

Sqr Footage

Acres

Built

6

7

1

9,247

9.078

1991

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.

Elementary School

Middle School

High School

Roaring Brook
Distance: N/A Miles
Seven Bridges
Distance: N/A Miles
Horace Greeley
Distance: N/A Miles

Price History

9/14/2026 Listed $5,750,000

Sewer Septic Tank
Heating Baseboard,Forced Air,Oil,Radiant
Cooling Central Air
Utilities Trash Collection Public
Appliances Cooktop,Dishwasher,Dryer,Exhaust Fan,Freezer,Microwave,Oven,Refrigerator,Washer
Garage Spaces 3
Patio/Porch Features Deck,Patio,Porch
Architectural Style Colonial,Estate
Pool Features In Ground,Pool/Spa Combo
Security Features Security System
Construction Materials Brick,Frame
Year Built 1991
View Water
Property Subtype Single Family Residence
Tax Year 2026
Parcel Number 3600-081-020-00003-000-0010
Waterfront Features Water Access
County Westchester County
Property Type Residential
HOA N
Garage Y/N Y
Other Structures Pool House
Total Rooms 16
Full Baths 7
Directions Roaring Brook Rd to Kerry Lane to Paula Place to Trails End to #24.
High School Horace Greeley High School
City New Castle
Senior Community Y/N N
High School District Chappaqua
Carport Y/N N
Elementary School Roaring Brook
Property Attached Y/N N
Tax Annual Amount 96392
Middle/Junior High School Seven Bridges Middle School
Property Condition Actual
Additional Parcels Y/N N
Building Area Units Square Feet
Standard Status Active
Middle/Junior School District Chappaqua
Elementary School District Chappaqua
Tax Assessed Value 572600
PostalCity Chappaqua
AttributionContact 914-228-2656
Balcony Y/N Y

Interior Features

Interior Amenities Cathedral Ceiling(s),Eat-in Kitchen,Entrance Foyer,Formal Dining,First Floor Bedroom,Primary Bathroom,Pantry,Walk-In Closet(s)
Basement Finished,Full
Total Fireplaces 4
Formal Dining Y
Basement Features Finished, Full
Basement (Y/N) Y
Window Features Skylight(s)
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 6
Eat-in Kitchen Y
Total Baths 8
General Features Cathedral Ceiling(s),Eat-in Kitchen,Entrance Foyer,Formal Dining,First Floor Bedroom,Primary Bathroom,Pantry,Walk-In Closet(s)
Walk-In Closet Y
Entrance Foyer Y

Exterior Features

Exterior Amenities Balcony
Parking Features Attached
Water Source Public
Parking Features Attached
Spa Y
Waterfront Y/N Y
Other Equipment Generator
Road Responsibility Public Maintained Road
General Features Ext. Balcony

Property Schools



Direct Link:

https://amandaobringer.josephmacey.com/property/784-1017994-24-trails-end-chappaqua-NY-10514

Gallery (41 photos)

Listed By:
Compass Greater NY, LLC

Ask Your Agent a Question

Property vs Zip Code Avg (10514)

Price 5.75M Avg 0

Sqr Feet 9,247 Avg 0

Cost / Sqr Ft $622 Avg $0

Taxes $96,392 Avg $0

Acres 9.078 Avg 0

Visits 22 Avg 0

Days on Site 15 Avg 20,725

Ask How to Finance this Property

Download Our Mobile App

Download Millions Mapped

Listed By: Compass Greater NY, LLC




Back to Search

Find Your Home's Value Instantly

Saved Properties

This is a list of your favorite properties. We will email you if a property is reduced or leaves the market.

Click 'Save' to add a property to this list.

Register / Login

New & returning visitors please enter your information to login.

By clicking 'register' you are agreeing to our terms of use & giving us expressed written consent to contact you.

Questions? Comments? Complaints?

This message will go directly to the head of our team.

Location & Address

Amanda Obringer
66 N Broadway
Nyack, NY
Direct: 845-284-9460