3 Trails End, Chappaqua, NY 10514
OFF MARKET

$3,354,800

Trulia Estimate
  • 5 Beds
  • 5.5 Baths
  • 6,083 sqft (on 2.05 acres)

3 Trails End, Chappaqua, NY 10514

Est. Refi. Payment $22,320/mo*
Refinance Your Home
Currently Off Market - Sold Aug 9, 2023 for $2,850,000

Home Value

Trulia Estimate
$3.35M
Since last month
Decreased$65K (-2%)
Since last year
Increased$158K (+5.1%)
Since last sale
Increased$393K (+13.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +72% in the last 10 years
MonthEstimated value
2026
September 2026$3.24M
August 2026$3.31M
July 2026$3.31M
June 2026$3.3M
May 2026$3.2M
April 2026$3.13M
March 2026$3.15M
February 2026$3.07M
January 2026$3.04M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3 Round Hill Place, Chappaqua, NY
0.32
Single-Family Home
$3,000,000
12/02/25
5
5
5,285
1 Hitching Post Lane, Chappaqua, NY
0.40
Single-Family Home
$2,310,018
08/25/26
5
4.5
4,489
2 Heathcote Drive, Mount Kisco, NY
0.88
Single-Family Home
$2,900,000
08/18/26
5
5.5
7,238
18 Hayrake Lane, Chappaqua, NY
0.43
Single-Family Home
$1,725,000
04/27/26
5
3
2,885
20 Cardinal Place, Mount Kisco, NY
0.84
Single-Family Home
$1,754,000
08/04/26
4
3
3,834
3 Pondfield Drive S, Chappaqua, NY
1.14
Single-Family Home
$2,915,000
08/11/26
5
4.5
4,975
39 Mayberry Road, Chappaqua, NY
0.82
Single-Family Home
$1,550,000
06/26/26
4
3
3,761

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
50 Kerry Lane, Chappaqua, NY 10514
0.05
$2,046,800
4
4
4,051
Off Market
15 Paula Place, Chappaqua, NY 10514
0.09
$884,700
2
1
1,160
Off Market
6 Trails End, Chappaqua, NY 10514
0.13
$3,028,600
5
6
7,624
Off Market
6 Paula Place, Chappaqua, NY 10514
0.15
$1,895,600
4
3.5
5,272
Off Market
66 Kerry Lane, Chappaqua, NY 10514
0.16
$3,275,400
6
7.5
6,333
Off Market
10 Paula Place, Chappaqua, NY 10514
0.21
$679,000
4
2
2,464
For Sale
24 Trails End, Chappaqua, NY 10514
0.29
$5,750,000
6
7.5
9,247
For Sale
15 Kerry Lane, Chappaqua, NY 10514
0.31
$2,625,200
4
4
5,534
Off Market
3 Round Hill Place, Chappaqua, NY 10514
0.32
$3,000,000
5
5
5,285
Recently Sold
140 Old Roaring Brook Road, Mount Kisco, NY 10549
0.38
$3,090,900
5
6.5
5,151
Off Market
58 Lawrence Farms Crossway, Chappaqua, NY 10514
0.37
$2,387,100
5
4.5
7,000
Off Market

Local Information

  • Map ViewExplore the area around 3 Trails End.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1994
2.05 acre lot
6,083 sqft
$552/sqft
Garage

About this House

Stunning and sophisticated Colonial located in one of Chappaqua’s most coveted locations. Exceptional quality and elegant design define the interior and exterior of this fully renovated and impeccably maintained home. The over 6,000 square feet featuring a sweeping staircase, architectural moulding & custom millwork showcasing meticulous attention to detail. Formal living room w/ fireplace & formal dining room flank the foyer adding to the impressive entrance. Chef’s kitchen outfitted w/ the finest appliances & finishes. Upstairs the elegant Primary Bedroom Suite is a true oasis complete w/ gorgeous fireplace, unrivaled closet & exquisite bathroom. 4 additional generously sized bedrooms and additional 4 & 1/2 bathrooms. The lower level is fully equipped w/ home office, gym, pool cabana w/ full bathroom & additional laundry for the utmost comfort & convenience. Multiple sets of French doors lead to the expansive property. 2 acres of lush lawns, specimen trees & gardens surround the home. Stunning Gunite pool w/ stone patio & outdoor kitchen are perfect for entertaining & dining al-fresco. The gated driveway adds to the privacy of this exceptional setting. No detail has been overlooked. A rare opportunity for the most discerning buyer. Additional Information: Amenities:Dressing Area,Marble Bath,Soaking Tub,Storage,HeatingFuel:Oil Above Ground,ParkingFeatures:3 Car Attached,
3 Trails End, Chappaqua, NY 10514 is a 5 bedroom, 6 bathroom, 6,083 sqft single-family home built in 1994. It last sold for $2,850,000 on Aug 9, 2023 (3% below the $2,950,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,354,800.
Last check for updates: about 13 hours ago
Listed by Jennifer L. Harris, (914) 419-2784
Compass Greater NY, LLC, (914) 238-0676
Bought with: Wendy Nolan, (914) 610-6334, Houlihan Lawrence Inc., (914) 238-4766
Source: OneKey® MLS as distributed by MLS GRID, MLS#H6240936

Home Details for 3 Trails End

Interior Features

Interior Details
Basement: Finished,Full,Walk-Out AccessNumber of Rooms: 13
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 6083 Square Feet
Appliances & Utilities
Utilities: Trash Collection PublicAppliances: Dryer, Stainless Steel Appliance(s), Washer, Indirect Water HeaterDryerLaundry: InsideWasher
Heating & Cooling
Heating: Baseboard,Forced Air,OilHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 3Has a Fireplace
Windows, Doors, Floors & Walls
Window: Blinds, Double Pane Windows, Drapes, Skylight(s)Flooring: Hardwood
Levels, Entrance, & Accessibility
Stories: 2Levels: TwoFloors: Hardwood
Security
Security: Fire Sprinkler System, Security Gate, Security System

Exterior Features

Exterior Home Features
Patio / Porch: PatioFencing: FencedVegetation: Partially WoodedExterior: Basketball Hoop, Mailbox
Parking & Garage
No CarportGarageParking Spaces: 3Parking: Attached,Heated Garage
Pool
Pool: In GroundPool
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 1994Year Renovated: 2015
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial
Building
Construction Materials: Blown-In Insulation, Cedar, Shake Siding, StoneNot Attached Property
Property Information
Condition: ActualNot Included in Sale: See Remarks, Selected Light Fixtures, Wine CoolerIncluded in Sale: Flat Screen TV Bracket, Oven/Range, Second Dryer, Second WasherParcel Number: 3600092008000050000005

Price & Status

Price
List Price: $2,950,000
Status Change & Dates
Off Market Date: Fri May 12 2023

Active Status

MLS Status: Sold

Location

Direction & Address
City: Chappaqua
School Information
Elementary School: Roaring BrookJr High / Middle School: Seven Bridges Middle SchoolHigh School: Horace Greeley High SchoolHigh School District: Chappaqua

Building

Building Area
Building Area: 6083 Square Feet

Community

Community Features: ParkNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 2.05 Acres

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: H6240936Attic: Full, WalkupAttribution Contact: (914) 238-0676Showing Requirements: Call Listing Office, Lockbox

Additional Information

HOA Amenities: Park

Price and Tax history

DateEventPrice
Aug 9, 2023
Source: OneKey® MLS as distributed by MLS GRID #H6240936
Sold
$2,850,000
May 12, 2023
Source: OneKey® MLS as distributed by MLS GRID #H6240936
Pending
$2,950,000
Apr 12, 2023
Source: OneKey® MLS as distributed by MLS GRID #H6240936
Listed For Sale
$2,950,000
Jul 21, 2010
Source: N/A
Sold
$2,290,000
Apr 18, 2010
Source: Agent Provided
PriceChange
$2,385,000
Price decreased by 2%

Market trends in Chappaqua

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
14
13MoM

Around this home

What Locals Say about Chappaqua

At least 64 Trulia users voted on each feature.

  • 91 % Say it's quiet

  • 90 % Say car is needed

  • 86 % Say parking is easy

  • 85 % Say it's dog friendly

  • 78 % Say yards are well-kept

  • 75 % Say people would walk alone at night

  • 73 % Say there's wildlife

  • 72 % Say there's holiday spirit

  • 62 % Say neighbors are friendly

  • 61 % Say they plan to stay for at least 5 years

  • 54 % Say kids play outside

  • 50 % Say it's walkable to restaurants

  • 37 % Say there are community events

  • 35 % Say there are sidewalks

  • 32 % Say streets are well-lit

  • 26 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Plenty of areas that can walk dogs , quiet and safe"
    0
    Flag
  • Alvin Robert Colby
    "The community is relatively safe."
    0
    Flag
  • Trulia User
    "It’s a dog friendly place."
    0
    Flag
  • Chaarey
    "Easily accessible to all major roadways. I moved from one town over and absolutely love everything about it here. Shopping is amazing, food choices are plentiful, it’s clean but most of all, the people are amazing! "
    0
    Flag
  • Mereslavin
    "The commute is not too long and metro north is nice. Commuting into grand central is much nicer than commuting into penn."
    0
    Flag
  • Mereslavin
    "There’s Lots of space to play in and it’s very quiet. There’s lot of other animals which dogs might not like"
    1
    Flag
  • Marta V.
    "Very upscale. Safe. Family oriented. Clean. Good school district. Good for outdoors. Train to Manhattan makes it an easy and convenient commute. "
    0
    Flag
  • Jill B.
    "It’s great place to live, safe and friendly great neighborhood, easy commute to NYC. Lived here for 25 years, we have looked to downsize but can’t find a better place to live. "
    2
    Flag
  • Jill B.
    "Lived here for 18 years and love it, safe and friendly love my neighbors , perfect for country living and easy access to NYC great schools and community activities "
    0
    Flag
  • Trulia User
    "Feels safe and neighborhood friendly a golf course and great restaurant very pretty landescapes and trees beautiful houses "
    0
    Flag
  • Lizrappaport
    "It is very wooded with homes that are far apart from each other. There is no seeing into the neighbor’s kitchen, for example. The schools are excellent and the people are generally laid back. They are discerning and demanding, but not snobbish. "
    2
    Flag
  • Diane N. W.
    "My community has access to MetroNorth Station, buses, parks, bicycle paths, elite school system, restaurants, country setting...."
    0
    Flag
  • Elymiani
    "Amicable woodland safe all you need is her . Friendly. The best school are in chappaqua district . "
    1
    Flag
  • Carlosgamboan
    "I just moved in and already love the neighborhood. Great Schools, peaceful, lots of trees, friendly neighbors"
    1
    Flag
  • Christine R.
    "I grew up in Chappaqua, and lived there with my own children for several years. The Chappaqua schools are very highly rated, and the Park & Recreation department is very active as well. There is a small town feeling, but easily accessibility to NYC and White Plains via Metro North."
    0
    Flag
  • bal
    "i am so impressed with this litttle jewel of place in Chappaqua "
    0
    Flag
  • Susan S.
    "Incredible Old Farm Lake. Families, Singles and Couples all welcome. Convenient to the greatest schools, shopping and restaurants."
    0
    Flag

LGBTQ Local Legal Protections

Based on information submitted to the MLS GRID as of 2026-09-18 01:03:35 PDT All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information

Frequently asked questions about 3 Trails End

  • What is 3 Trails End estimated to be worth?
    Trulia's estimated value for 3 Trails End in Chappaqua, NY is $3,354,800.
  • What is the price history for 3 Trails End?
    3 Trails End in Chappaqua, NY last sold for $2,850,000 in August 2023.
  • Is Chappaqua a buyer's or seller's market?
    Chappaqua is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Chappaqua?
    Residents describe Chappaqua, NY as quiet, easy to park in, and dog-friendly. Most residents say you need a car. See recently sold homes in Chappaqua, NY.
  • Does 3 Trails End have air conditioning?
    Yes, 3 Trails End in Chappaqua, NY has air conditioning.
  • Does 3 Trails End have a pool?
    Yes, 3 Trails End in Chappaqua, NY has a pool.

Explore by feature - Air Conditioning

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