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 its 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.
For sale
$5,750,000
24 Trails End, Chappaqua, NY 10514
6beds
9,247sqft
Single Family Residence, Residential
Built in 1991
9.08 Acres Lot
$-- Zestimate®
$622/sqft
$-- HOA
What's special
Majestic brick colonialPrivate backyard paradiseExtraordinary recreation destinationOversized marble islandDual home officesInviting heated gunite poolSoaring double-height great room
- 2 days
- 1,278
- 110
Zillow last checked:
Listing updated:
Listed by:
Compass Greater NY, LLC 914-228-2656,
Brian Milton 914-469-9889
Source: OneKey® MLS as distributed by MLS GRID,MLS#: 1017994
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 8
- Full bathrooms: 7
- 1/2 bathrooms: 1
Other
- Description: Grand 2 Stry EF; LR w/ beams, BIs, Fpl, Drs to covered porch and gazebo; PwdrRm, FDR w/FrnchDrs to porch; BtlrPntry; 2 StryFamRm w/FrnchDrs to Patio; LuxeKit w/ island seating for 6, SubZero/Wolf, BkfstRm; SunRm w/fpl, coffered ceiling, Drs out to patio; MudRm; FullBth; Study; 3 Car Garage
- Level: First
Other
- Description: MasterSuite w/ Fpl, Cove lighting, SittingRm, 2WICs, MBth with 2WCs, SteamShower, expansive terrace; BR/Bth/WIC; BR/Bth/BR; BckStairs
- Level: Second
Other
- Description: RecRm; Gym; Full Bth; 2600 sf BasketBallCt; Office/Bth
- Level: Lower
Other
- Description: Pool House; Full Bth; Full Kitchen
- Level: Other
Heating
- Baseboard, Forced Air, Oil, Radiant
Cooling
- Central Air
Appliances
- Included: Cooktop, Dishwasher, Dryer, Exhaust Fan, Freezer, Microwave, Oven, Refrigerator, Washer
Features
- Cathedral Ceiling(s), Eat-in Kitchen, Entrance Foyer, Formal Dining, First Floor Bedroom, Primary Bathroom, Pantry, Walk-In Closet(s)
- Windows: Skylight(s)
- Basement: Finished,Full
- Attic: Full,Pull Stairs
- Number of fireplaces: 4
Interior area
- Total structure area: 9,247
- Total interior livable area: 9,247 sqft
Property
Parking
- Total spaces: 3
- Parking features: Attached
- Garage spaces: 3
Features
- Levels: Three Or More
- Patio & porch: Deck, Patio, Porch
- Exterior features: Balcony
- Has private pool: Yes
- Pool features: In Ground, Pool/Spa Combo
- Has spa: Yes
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Water Access
Lot
- Size: 9.08 Acres
- Features: Landscaped, Stone/Brick Wall, Views
- Residential vegetation: Partially Wooded
Details
- Additional structures: Pool House
- Parcel number: 3600081020000030000010
- Special conditions: None
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial,Estate
- Property subtype: Single Family Residence, Residential
Materials
- Brick, Frame
Condition
- Actual
- Year built: 1991
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
- Utilities for property: Trash Collection Public
Community & HOA
Community
- Security: Security System
HOA
- Has HOA: No
Location
- Region: Chappaqua
Financial & listing details
- Price per square foot: $622/sqft
- Tax assessed value: $572,600
- Annual tax amount: $96,392
- Date on market: 9/14/2026
- Cumulative days on market: 2 days
- Listing agreement: Exclusive Right To Sell
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 9/14/2026 | Listed for sale | $5,750,000+21.1%$622/sqft |
Source:  OneKey® MLS as distributed by MLS GRID #1017994 Report a problem | ||
| 6/2/2022 | Listing removed | -- |
Source: OneKey® MLS as distributed by MLS GRID #H6041035 Report a problem | ||
| 6/2/2021 | Pending sale | $4,750,000$514/sqft |
Source: OneKey® MLS as distributed by MLS GRID #H6041035 Report a problem | ||
| 9/11/2020 | Price change | $4,750,000-17.4%$514/sqft |
Source: Compass Greater NY, LLC #H6041035 Report a problem | ||
| 6/24/2020 | Listed for sale | $5,750,000$622/sqft |
Source: Compass Greater NY, LLC #H6041035 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $572,600 |
| 2023 | -- | $572,600 |
| 2022 | -- | $572,600 |
| 2021 | -- | $572,600 +9.2% |
| 2020 | -- | $524,150 -7.8% |
| 2019 | -- | $568,225 -15.8% |
| 2018 | -- | $675,000 |
| 2017 | -- | $675,000 |
| 2016 | -- | $675,000 |
| 2015 | -- | $675,000 |
| 2014 | -- | $675,000 |
| 2013 | -- | $675,000 |
| 2012 | -- | $675,000 |
| 2011 | -- | $675,000 |
| 2010 | -- | $675,000 |
| 2009 | -- | $675,000 |
| 2008 | -- | $675,000 |
| 2007 | -- | $675,000 |
| 2006 | -- | $675,000 |
| 2005 | -- | $675,000 |
| 2004 | -- | $675,000 |
| 2003 | -- | $675,000 |
| 2002 | -- | $675,000 |
| 2001 | -- | $675,000 |
| 2000 | -- | $675,000 |
| 1999 | -- | $675,000 |
Find assessor info on the county website
Monthly payment
Climate risks
Neighborhood: 10514
Nearby schools
Schools provided by the listing agent
- Elementary: Roaring Brook
- Middle: Seven Bridges Middle School
- High: Horace Greeley High School
Source: OneKey® MLS as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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