4 Buttonhook Holw, Chappaqua, NY 10514
OFF MARKET

$2,881,600

Trulia Estimate
  • 5 Beds
  • 6 Baths
  • 6,345 sqft (on 2.31 acres)

4 Buttonhook Holw, Chappaqua, NY 10514

Est. Refi. Payment $19,509/mo*
Refinance Your Home

Home Value

Trulia Estimate
$2.88M
Since last month
Increased$80K (+2.9%)
Since last year
Increased$454K (+19%)
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 +51% in the last 10 years
MonthEstimated value
2026
October 2026$2.84M
September 2026$2.88M
August 2026$2.76M
July 2026$2.73M
June 2026$2.76M
May 2026$2.68M
April 2026$2.53M
March 2026$2.52M
February 2026$2.48M
January 2026$2.39M
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
1 Hitching Post Lane, Chappaqua, NY
0.37
Single-Family Home
$2,310,018
08/25/26
5
4.5
4,489
3 Pondfield Drive S, Chappaqua, NY
0.44
Single-Family Home
$2,915,000
08/11/26
5
4.5
4,975
25 Longview Lane, Chappaqua, NY
0.42
Single-Family Home
$1,620,000
06/17/26
4
3.5
3,193
3 Round Hill Place, Chappaqua, NY
0.84
Single-Family Home
$3,000,000
12/02/25
5
5
5,285
20 Cardinal Place, Mount Kisco, NY
0.56
Single-Family Home
$1,754,000
08/04/26
4
3
3,834
39 Mayberry Road, Chappaqua, NY
0.69
Single-Family Home
$1,550,000
06/26/26
4
3
3,761
9 Garey Dr, Chappaqua, NY
0.48
Single-Family Home
$1,240,000
03/09/26
4
4
2,900
56 Brandon Drive, Mount Kisco, NY
0.67
Single-Family Home
$1,480,000
06/08/26
4
3
3,331
50 Ludlow Drive, Chappaqua, NY
0.47
Single-Family Home
$1,551,000
09/24/26
4
3
2,715
111 Seven Bridges Road, Chappaqua, NY
0.41
Single-Family Home
$1,375,000
04/20/26
4
2.5
2,069

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
5 Buttonhook Rd, Chappaqua, NY 10514
0.06
$1,431,400
4
3
2,491
Off Market
5 Button Hook Rd, Chappaqua, NY 10514
0.06
-
-
-
-
Off Market
3 Buttonhook Holw, Chappaqua, NY 10514
0.07
$2,638,900
4
4
4,656
Off Market
11 Buttonhook Rd, Chappaqua, NY 10514
0.08
$1,861,400
4
4.5
4,037
Off Market
1 Buttonhook Rd, Chappaqua, NY 10514
0.09
$1,538,900
4
2
3,018
Off Market
1 Button Hook Rd, Chappaqua, NY 10514
0.09
-
-
-
-
Off Market
47 Lawrence Farms Crossway, Chappaqua, NY 10514
0.10
$6,817,600
6
10
16,148
Off Market
19 Buttonhook Rd, Chappaqua, NY 10514
0.12
$1,652,300
4
3.5
3,569
Off Market
36 Garey Dr, Chappaqua, NY 10514
0.12
$1,277,000
4
3
2,786
Off Market
37 Garey Dr, Chappaqua, NY 10514
0.14
$1,485,000
5
4
3,278
Off Market
6 Buttonhook Rd, Chappaqua, NY 10514
0.14
$1,536,300
4
3
2,840
Off Market
10 Buttonhook Rd, Chappaqua, NY 10514
0.16
$2,014,200
4
3.5
3,642
Off Market
34 Garey Dr, Chappaqua, NY 10514
0.17
$1,370,100
4
3
2,784
Off Market
31 Garey Dr, Chappaqua, NY 10514
0.17
$1,367,600
4
3
3,200
Off Market
14 Buttonhook Rd, Chappaqua, NY 10514
0.18
$1,417,900
4
3
2,899
Off Market
14 Button Hook Rd, Chappaqua, NY 10514
0.18
-
-
-
-
Off Market
29 Hitching Post Ln, Chappaqua, NY 10514
0.18
$1,833,900
4
5
3,658
Off Market
82 Old Roaring Brook Rd, Mount Kisco, NY 10549
0.18
$4,619,600
7
5.5
6,596
Off Market
32 Garey Dr, Chappaqua, NY 10514
0.19
$1,394,600
4
3
2,960
Off Market
32 Buttonhook Rd, Chappaqua, NY 10514
0.20
$1,705,400
4
3
3,383
Off Market

Local Information

  • Map ViewExplore the area around 4 Buttonhook Holw.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1988
2.31 acre lot
6,345 sqft
$454/sqft
Garage

About this House

This single-family home is located at 4 Buttonhook Holw, Chappaqua, NY. 4 Buttonhook Holw is in Chappaqua, NY and in ZIP code 10514. This property has 5 bedrooms, 6 bathrooms and approximately 6,345 sqft of floor space. This property has a lot size of 2.31 acres and was built in 1988.
4 Buttonhook Holw, Chappaqua, NY 10514 is a 5 bedroom, 6 bathroom, 6,345 sqft single-family home built in 1988. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,881,600, with a rent estimate of $13,553/month.

Home Details for 4 Buttonhook Holw

Interior Features

Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Types of Rooms: Recreation Room
Heating & Cooling
Air ConditioningCooling System: Central
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1988
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Exterior Features

Exterior Home Features
Exterior: Wood
Pool
Pool
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 2.31 acres

Price and Tax history

YearProperty taxTax assessment
2025Unavailable
$447,000
Home facts updated by county records

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

Frequently asked questions about 4 Buttonhook Holw

  • What is 4 Buttonhook Holw estimated to be worth?
    Trulia's estimated value for 4 Buttonhook Holw in Chappaqua, NY is $2,881,600.
  • 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.
  • What are the closest schools to 4 Buttonhook Holw?
    The closest schools to 4 Buttonhook Holw in Chappaqua, NY are Horace Greeley High School (rated 10/10), Seven Bridges Middle School (Elementary, rated 8/10).
  • Does 4 Buttonhook Holw have air conditioning?
    Yes, 4 Buttonhook Holw in Chappaqua, NY has air conditioning.
  • Does 4 Buttonhook Holw have a pool?
    Yes, 4 Buttonhook Holw in Chappaqua, NY has a pool.

Explore by feature - Air Conditioning

6 rentals with air conditioning in Chappaqua, NY

Explore by feature - Washer/dryer

7 rentals with a washer/dryer in Chappaqua, NY

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