9 Trails End Chappaqua, NY $ 3,995,000
9 Trails End
$ 3,995,000
Share Save

9 Trails End

Chappaqua, NY, 10514
$ 3,995,000
Bedrooms5 Baths4.2 Sq 7,393

Monthly Estimate*

$ 27,592

9 Trails End, Chappaqua, NY 10514 - Image 1
9 Trails End, Chappaqua, NY 10514 - Image 2
9 Trails End, Chappaqua, NY 10514 - Image 3
9 Trails End, Chappaqua, NY 10514 - Image 4
9 Trails End, Chappaqua, NY 10514 - Image 5
9 Trails End, Chappaqua, NY 10514 - Image 6
9 Trails End, Chappaqua, NY 10514 - Image 7
9 Trails End, Chappaqua, NY 10514 - Image 8
9 Trails End, Chappaqua, NY 10514 - Image 9
9 Trails End, Chappaqua, NY 10514 - Image 10
9 Trails End, Chappaqua, NY 10514 - Image 11
9 Trails End, Chappaqua, NY 10514 - Image 12
9 Trails End, Chappaqua, NY 10514 - Image 13
9 Trails End, Chappaqua, NY 10514 - Image 14
9 Trails End, Chappaqua, NY 10514 - Image 15
9 Trails End, Chappaqua, NY 10514 - Image 16
9 Trails End, Chappaqua, NY 10514 - Image 17
9 Trails End, Chappaqua, NY 10514 - Image 18
9 Trails End, Chappaqua, NY 10514 - Image 19
9 Trails End, Chappaqua, NY 10514 - Image 20
9 Trails End, Chappaqua, NY 10514 - Image 21
9 Trails End, Chappaqua, NY 10514 - Image 22
9 Trails End, Chappaqua, NY 10514 - Image 23
9 Trails End, Chappaqua, NY 10514 - Image 24
9 Trails End, Chappaqua, NY 10514 - Image 25
9 Trails End, Chappaqua, NY 10514 - Image 26
9 Trails End, Chappaqua, NY 10514 - Image 27
9 Trails End, Chappaqua, NY 10514 - Image 28
9 Trails End, Chappaqua, NY 10514 - Image 29
9 Trails End, Chappaqua, NY 10514 - Image 30
9 Trails End, Chappaqua, NY 10514 - Image 31
9 Trails End, Chappaqua, NY 10514 - Image 32
9 Trails End, Chappaqua, NY 10514 - Image 33
9 Trails End, Chappaqua, NY 10514 - Image 34
9 Trails End, Chappaqua, NY 10514 - Image 35
9 Trails End, Chappaqua, NY 10514 - Image 36
9 Trails End, Chappaqua, NY 10514 - Image 37
9 Trails End, Chappaqua, NY 10514 - Image 38
9 Trails End, Chappaqua, NY 10514 - Image 39
9 Trails End, Chappaqua, NY 10514 - Image 40
9 Trails End, Chappaqua, NY 10514 - Image 41
9 Trails End, Chappaqua, NY 10514 - Image 42
9 Trails End, Chappaqua, NY 10514 - Image 43
9 Trails End, Chappaqua, NY 10514 - Image 44
9 Trails End, Chappaqua, NY 10514 - Image 45
9 Trails End, Chappaqua, NY 10514 - Image 46
9 Trails End, Chappaqua, NY 10514 - Image 47
9 Trails End, Chappaqua, NY 10514 - Image 48
9 Trails End, Chappaqua, NY 10514 - Image 49
9 Trails End, Chappaqua, NY 10514 - Image 50

Single Family Home for sale in Chappaqua, NY

for $3,995,000 with 5 bedrooms and 4 full baths, 2 half baths. This 7,393 square foot home was built in 1995 on a lot size of 3.1111.

A long, majestic, illuminated tree-lined driveway introduces this sophisticated Colonial , privately nestled on one of Chappaqua most prestigious cul-de-sac streets. Surrounded by professionally landscaped grounds, mature specimen trees, and lush greenery, this exquisitely renovated and impeccably maintained residence offers over 7,000 square feet of extraordinary living space, unparalleled privacy, and timeless elegance . New hardwood floors, detailed millwork , marble and travertine radiant heated floors, custom built ins , architectural moldings, and modern renovated bathrooms showcase outstanding craftsmanship and attention to detail. A soaring two-story foyer, sweeping staircase with custom designed banister, and floor to ceiling windows create an impressive entrance. The formal living room with fireplace and elegant dining room flank the foyer. The light-filled, open floor plan centers around a spectacular double-height family/great room featuring custom picture windows, a wood burning fireplace, and French doors to an expansive patio overlooking the orchard-like grounds. The adjoining eat-in kitchen offers an oversized island and sunlit breakfast area. A four season room with walls of windows and an adjacent office with a striking marble fireplace provide additional exceptional spaces. Two renovated powder rooms , a laundry room , and a spacious mudroom with side porch access and a three-car heated garage complete the first floor. The second floor features a luxurious primary suite with an oversized and vaulted ceiling bathroom, expansive walk-in closet, and two additional closets, plus four generously sized bedrooms, two with exquisitely renovated en-suite baths and a second family room. The finished lower level includes a large recreation room, home gym, full bathroom, and enormous storage. Outside, custom designed landscaping and property lighting, sweeping lawns, specimen trees , and flowering gardens create a private oasis, complemented by expansive bluestone terraces, a fire pit and a generous patio ideal for entertaining and outdoor enjoyment. Significant improvements include a driveway, Azec trim, freshly painted exterior, roof , comprehensive drainage system , stone retaining walls, boiler and condensers . Ideally located minutes from Chappaqua town, the train, and major highways, and less than an hour commute from Manhattan this exceptional property is situated within the award-winning Chappaqua Central School District . A truly rare offering combining refined living, remarkable space, and extraordinary privacy in a premier location. For the discerning buyer.

See more

Single Family Coming Soon

Price

$ 3,995,000

Bedrooms

5

Full Bath

4

Half Bath

2

Property Type

Single Family

Taxes

$ 60,531

Style

Colonial

Lot Size

3.1111

Year Built

1995

Town/City

Chappaqua

County/Region

Westchester

MLS | Web ID

1031593

Features
Interior
Interior Amenities Built-in Features Cathedral Ceiling(s) Crown Molding Eat-in Kitchen Entertainment Cabinets Entrance Foyer Formal Dining High Ceilings Open Floorplan Primary Bathroom Recessed Lighting Storage Wet Bar
Basement Finished
Flooring Hardwood Other
Total Fireplaces 3
Fireplace Features Wood Burning
Basement Features Finished
Basement (Y/N) Y
Window Features Double Pane Windows Floor to Ceiling Windows Oversized Windows Wall of Windows
Fireplace Y/N Y
Half Baths 2
Total Bedrooms 5
Total Baths 6
See more
General
Sewer Septic Tank
Heating Oil
Cooling Central Air
Utilities Cable Connected Electricity Connected Phone Connected Propane Trash Collection Public Water Connected
Appliances Dishwasher Dryer Microwave Oven Range Refrigerator Washer Oil Water Heater Wine Refrigerator
Garage Spaces 3
Patio/Porch Features Patio
Architectural Style Colonial
Security Features Fire Sprinkler System Security System
Construction Materials Frame
Year Built 1995
Property Subtype Single Family Residence
Tax Year 2025
Parcel Number 3600-081-020-00003-000-0014
County Westchester County
Property Type Residential
HOA N
Garage Y/N Y
Total Rooms 14
Full Baths 4
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 60531.33
Middle/Junior High School Seven Bridges Middle School
Building Area Units Square Feet
Standard Status Coming Soon
Middle/Junior School District Chappaqua
Elementary School District Chappaqua
Tax Assessed Value 364500
See more
Exterior
Exterior Amenities Fire Pit
Parking Features Driveway Garage Driveway Garage
Water Source Public
Building Area Total 7393
Waterfront Y/N N
Other Equipment Generator Irrigation Equipment
See more
Internal Only
Street Number 1 9
See more
* Excluded Features
List By
Cindy Glynn

Listing Agent

Compass Greater Ny, Llc

Broker

914-238-0676

Contact

Affordability Calculator

$32,637
Per Month
85%
15%
0%
Monthly Principal & Interest
$27,592
Monthly Property Taxes
$5,044
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.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
4892154 Elementary School
4099012 Middle School
Horace Greeley High School High School
Pricing History
DatePricePrice ChangeDescription
10/10/2026$3,995,000 Listed Price

Map


See all

9 Trails End, Chappaqua, NY, 10514 is a Single Family Home for sale at $3,995,000 with 7,393 sqft and a lot size of 3.1111. 9 Trails End has 5 bedrooms, 4.2 baths, and was built in 1995. The property's zip code is 10514 which is in Chappaqua, NY