Sylvia Woods

24 Trails End

Chappaqua, NY
$ 5,750,000 Beds 6 Baths 7.5 Sq 9,247
Monthly Estimate* How much can I afford?

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.

Single Family

  • Price
  • $ 5,750,000
  • City
  • Chappaqua
  • Bedrooms
  • 6
  • Full Bathrooms
  • 7
  • County
  • WESTCHESTER
  • Half Bathrooms
  • 1
  • Area
  • Lot Size
  • 9.078 Acres
  • Zip
  • 10514
  • Sqr Footage
  • 9,247
  • Year Built
  • 1991
  • Taxes
  • $ 96392
  • Style
  • Colonial,Estate
  • MLS#
  • 1017994
Listed By: Compass Greater NY, LLC
Data Source: Listings courtesy of OneKey® MLS as distributed by MLS GRID

Features

General

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 No
Garage Y/N Yes
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 No
High School District Chappaqua
Carport Y/N No
Elementary School Roaring Brook
Property Attached Y/N No
Tax Annual Amount 96392
Middle/Junior High School Seven Bridges Middle School
Property Condition Actual
Additional Parcels Y/N No
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 Yes
Listing Appliances Cooktop, Dishwasher, Dryer, Exhaust Fan, Freezer, Microwave, Oven, Refrigerator, Washer

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 Yes
Basement Features Finished, Full
Basement (Y/N) Yes
Window Features Skylight(s)
Fireplace Y/N Yes
Half Baths 1
Total Bedrooms 6
Eat-in Kitchen Yes
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 Yes
Entrance Foyer Yes

Exterior Features

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

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Mount Vernon, NY office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Roaring Brook Elementary School
Middle School Seven Bridges Middle School
High School Horace Greeley High School

Price History

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

Property vs Zip Code Average in 10514

Price
AVG $2.15M
$5.75M
Taxes
AVG $34,151
$96,392
Year Built
AVG 1953
1991
Visits
AVG 60
18
Data Provided by Inside Real Estate®

Areas That We Cover

24 Trails End Chappaqua, NY is a Single Family Home for sale at $5750000 with 9247 sqft and a lot size of 9.078 Acres Acre(s). 24 Trails End Chappaqua has 6 bedrooms, 7 baths and was built in 1991. The property's zip code is 10514 which is in Chappaqua, NY

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Sylvia Woods

Sylvia Woods

Broker/Owner

914-523-5624

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