21 Buttonhook Rd, Chappaqua, NY 10514
Property image
Property image
OFF MARKET

$1,602,400

Trulia Estimate
  • 5 Beds
  • 3 Baths
  • 3,222 sqft (on 1.01 acres)

21 Buttonhook Rd, Chappaqua, NY 10514

Est. Refi. Payment $10,873/mo*
Refinance Your Home
Currently Off Market - Sold Aug 13, 2015 for $868,000

Home Value

Trulia Estimate
$1.6M
Since last month
Decreased$23K (-1.4%)
Since last year
Increased$201K (+14.3%)
Since last sale
Increased$734K (+84.6%)
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 +128% in the last 10 years
MonthEstimated value
2026
September 2026$1.6M
August 2026$1.63M
July 2026$1.6M
June 2026$1.55M
May 2026$1.52M
April 2026$1.48M
March 2026$1.45M
February 2026$1.42M
January 2026$1.41M
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
26 Mayberry Road, Chappaqua, NY
0.33
Single-Family Home
$1,275,000
10/03/25
5
3
3,200
111 Seven Bridges Road, Chappaqua, NY
0.23
Single-Family Home
$1,375,000
04/20/26
4
2.5
2,069
86 Seven Bridges Road, Chappaqua, NY
0.25
Single-Family Home
$1,375,000
07/30/26
3
2.5
2,407
50 Ludlow Drive, Chappaqua, NY
0.38
Single-Family Home
$1,551,000
09/24/26
4
3
2,715
9 Garey Dr, Chappaqua, NY
0.47
Single-Family Home
$1,240,000
03/09/26
4
4
2,900
34 Turner Drive, Chappaqua, NY
0.49
Single-Family Home
$1,955,000
07/15/26
4
2.5
3,496
14 Garey Drive, Chappaqua, NY
0.42
Single-Family Home
$1,625,000
08/10/26
3
2.5
2,096
569 Millwood Road, Chappaqua, NY
0.76
Single-Family Home
$1,100,000
12/09/25
4
2.5
3,264
39 Mayberry Road, Chappaqua, NY
0.48
Single-Family Home
$1,550,000
06/26/26
4
3
3,761
18 Hayrake Lane, Chappaqua, NY
0.76
Single-Family Home
$1,725,000
04/27/26
5
3
2,885

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
29 Winthrop Road, Chappaqua, NY 10514
0.15
$2,302,700
3
3.5
3,612
Off Market
35 Winthrop Road, Chappaqua, NY 10514
0.15
$1,477,100
3
2
2,312
Off Market
20 Hitching Post Lane, Chappaqua, NY 10514
0.16
$2,299,000
5
4.5
4,661
For Sale
86 Seven Bridges Road, Chappaqua, NY 10514
0.25
$1,375,000
3
2.5
2,407
Recently Sold
111 Seven Bridges Road, Chappaqua, NY 10514
0.23
$1,375,000
4
2.5
2,069
Recently Sold
8 Hitching Post Lane, Chappaqua, NY 10514
0.27
$1,962,900
4
3.5
4,503
Off Market
74 Seven Bridges Road, Chappaqua, NY 10514
0.29
$1,408,300
3
2
2,018
Off Market
1 Hitching Post Lane, Chappaqua, NY 10514
0.31
$2,310,018
5
4.5
4,489
Recently Sold
26 Mayberry Road, Chappaqua, NY 10514
0.33
$1,346,500
5
3
3,200
Off Market
123 Seven Bridges Road, Chappaqua, NY 10514
0.30
$1,774,100
4
4.5
3,017
Off Market
120 Seven Bridges Road, Chappaqua, NY 10514
0.31
$1,206,000
3
2
1,921
Off Market
124 Seven Bridges Road, Chappaqua, NY 10514
0.35
$1,240,000
3
2
1,918
Recently Sold

Local Information

  • Map ViewExplore the area around 21 Buttonhook Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1962
1.01 acre lot
3,222 sqft
$497/sqft
Garage

About this House

Move right in to this immaculate, light filled home in sought-after neighborhood. Renovated custom Chef's kitchen with granite, stainless appliances and oversized island. Wonderful flow for entertaining with elegant living and dining rooms. Hardwood floors throughout. Lives like a 5 bedroom with additional office and 3 full renovated baths. Newly landscaped property with specimen plantings and walkway make this a must see! Westorchard Elementary. School bus stops in front of the house.
21 Buttonhook Rd, Chappaqua, NY 10514 is a 5 bedroom, 3 bathroom, 3,222 sqft single-family home built in 1962. It last sold for $868,000 on Aug 13, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,602,400, with a rent estimate of $9,209/month.

Home Details for 21 Buttonhook Rd

Interior Features

Interior Details
BasementNumber of Rooms: 11Types of Rooms: Walk In Closet, Family Room, Laundry Room, Master Bath, Mud Room, Office, Recreation Room
Heating & Cooling
Heating: BaseboardAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherExterior: Stucco, WoodPatio
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1962
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 1.01 acres

Price and Tax history

DateEventPrice
Aug 13, 2015
Source: OneKey® MLS as distributed by MLS GRID #H4505737
Sold
$868,000
Apr 13, 2015
Source: Agent Provided
PriceChange
$899,000
Price decreased by 3%
Mar 20, 2015
Source: Agent Provided
PriceChange
$929,000
Price decreased by 3%
Feb 14, 2015
Source: Agent Provided
Listed For Sale
$959,000
Nov 18, 2014
Source: Agent Provided
ListingRemoved
$999,000

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 21 Buttonhook Rd

  • What is 21 Buttonhook Rd estimated to be worth?
    Trulia's estimated value for 21 Buttonhook Rd in Chappaqua, NY is $1,602,400.
  • What is the price history for 21 Buttonhook Rd?
    21 Buttonhook Rd in Chappaqua, NY last sold for $868,000 in August 2015.
  • 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 21 Buttonhook Rd have air conditioning?
    Yes, 21 Buttonhook Rd in Chappaqua, NY has air conditioning.
  • Does 21 Buttonhook Rd have laundry facilities?
    Yes, 21 Buttonhook Rd in Chappaqua, NY has laundry facilities.

Explore by feature - Air Conditioning

8 rentals with air conditioning in Chappaqua, NY

Explore by feature - Washer/dryer

9 rentals with a washer/dryer in Chappaqua, NY

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Off Market Homes Near 21 Buttonhook Rd

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