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

Chappaqua, NY, 10514
$ 5,750,000
Bedrooms6 Baths7.1 Sq 9,247

Monthly Estimate*

$ 39,714

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Single Family Home for sale in Chappaqua, NY

for $5,750,000 with 6 bedrooms and 7 full baths, 1 half bath. This 9,247 square foot home was built in 1991 on a lot size of 9.078.

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.

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Single Family Active

Price

$ 5,750,000

Bedrooms

6

Full Bath

7

Half Bath

1

Property Type

Single Family

Taxes

$ 96,392

Style

Colonial,Estate

Lot Size

9.078

Year Built

1991

Town/City

Chappaqua

County/Region

Westchester

MLS | Web ID

1017994

Features
Interior
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
Basement Features Finished Full
Basement (Y/N) Y
Window Features Skylight(s)
Fireplace Y/N Y
Half Baths 1
Total Bedrooms 6
Total Baths 8
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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 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
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Exterior
Exterior Amenities Balcony
Parking Features Attached Attached
Water Source Public
Spa Y
Waterfront Y/N Y
Other Equipment Generator
Road Responsibility Public Maintained Road
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Internal Only
Street Number 1 24
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* Excluded Features
List By
Brian Milton

Listing Agent

Compass Greater Ny, Llc

Broker

914-228-2656

Contact

Affordability Calculator

$47,746
Per Month
83%
17%
0%
Monthly Principal & Interest
$39,714
Monthly Property Taxes
$8,033
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% 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.
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Nearby
4892154 Elementary School
4099012 Middle School
Horace Greeley High School High School
Pricing History
DatePricePrice ChangeDescription
9/14/2026$5,750,000 Listed Price

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24 Trails End, Chappaqua, NY, 10514 is a Single Family Home for sale at $5,750,000 with 9,247 sqft and a lot size of 9.078. 24 Trails End has 6 bedrooms, 7.1 baths, and was built in 1991. The property's zip code is 10514 which is in Chappaqua, NY