Active

24 Trails End

Chappaqua, NY 10514
Mark as Favorite
Bed 6

Bed

Bath 8

Bath

SqFt9,247

Sqft

Acres9.08

Acres(Lot)

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 hea ted 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.

Read More Expand
Tour with a ByOwner Agent

Detail Ic Property Details

Property Type : Residential

Price : $5,750,000

AD Id : 91247940

MLS Id : 1017994

Beds : 6

Lot Size : 9.08 Acres

Living Area Size : 9,247 Sq. Ft

Tax Amount : $96,392

Year Built : 1991

Garage : 3

County : Westchester

  • Map Map

Map

Map What's Nearby

Map Nearby Areas

Feature Features

  • Bedroom Information

    Total beds: 6

    Bathroom Information

    Total Baths: 8 Full Baths: 7 Half Baths: 1

    Room Information

    Rooms Total: 16 Basement: Finished, Full
  • Interior Features

    Cathedral Ceiling(s), Eat-in Kitchen, Entrance Foyer, Pantry, Walk-In Closet(s) Appliances: Cooktop, Dishwasher, Dryer, Exhaust Fan, Freezer, Microwave, Oven, Refrigerator, Washer Window Features: Skylight(s)
  • Heating & Cooling

    Has Heating: Yes Heating: Baseboard, Forced Air, Oil, Radiant Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 1991 Construction Materials: Brick, Frame Patio And Porch Features: Deck, Patio, Porch Pool Features: In Ground, Pool/Spa Combo, Private Private Pool: Yes Water front Features: Waterfront Access View: Water
  • Exterior Features

    Exterior Features: Balcony

  • Lot Information

    Lot Size Acres: 9.078 Lot Size Square Feet: 395438 Lot Description: Landscaped, Views

  • Listing Price Information

    Listing Price: $5750000

  • Tax Information

    Parcel Number: 3600-081-020-00003-000-0010 Annual Tax: $96392

  • Parking Information

    Attached

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 3

  • School Information

    Elementary School: Roaring Brook
    Junior High School: Seven Bridges Middle School
    Senior High School: Horace Greeley High School
  • Location Information

    Direction: Roaring Brook Rd to Kerry Lane to Paula Place to Trails End to #24. WaterSource: Public Security Features: Security System
Sell a home like this and save $344,501 Find out How

How much is this property worth?

Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.

Images
Loading, please wait...

Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
406 Bedford Road, Chappaqua, NY, 10514 $1,800,000 4 4 2,913 1.06 Acres
150 Old Farm Road, Chappaqua, NY, 10514 $4,500,000 5 7 7,608 4.45 Acres
9 Lori Lane, Chappaqua, NY, 10514 $1,575,000 4 3 2,376 0.25 Acre
27 Mill River Road, Chappaqua, NY, 10514 $749,000 3 2 1,414 0.10 Acre
40 Hamilton Drive, Chappaqua, NY, 10514 $2,649,000 4 5 5,918 2.26 Acres
249 Mill River Road, Chappaqua, NY, 10514 $849,999 4 2 2,100 0.45 Acre
131 Douglas Road, Chappaqua, NY, 10514 $1,590,000 3 4 2,690 0.70 Acre
33 Greenbriar Drive, Chappaqua, NY, 10514 $2,249,000 3 4 6,115 0.93 Acre
10 Deborah Lane, Chappaqua, NY, 10514 $1,399,000 3 3 2,821 0.95 Acre
676 Hardscrabble Road, Chappaqua, NY, 10514 $1,594,000 3 3 2,420 1.48 Acres

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively 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. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

ByOwner last updated this listing 09/26/2026 @ 09:47

MLS: 1017994 LISTED BY: Brian Milton, Compass Greater NY, LLC 914-228-2656 SOURCE: OneKey MLS

Homes around $5,750,000

Selling? Save $344,501 when you sell a home like this

Tour with a ByOwner Agent