5 Buttonhook Rd, Chappaqua, NY 10514
OFF MARKET

5 Buttonhook Rd
Chappaqua, NY 10514

  • 4 Beds
  • 3 Baths
  • 2,491 sqft (on 2 acres)

$1,406,200

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $8,915/mo*
Refinance Your Home

$1,406,200

Trulia Estimate
as of Aug 9, 2026
Est. Refi. Payment $8,915/mo*
Refinance Your Home
4 Beds
3 Baths
2,491 sqft
(on 2 acres)

Local Information

  • Map ViewExplore the area around 5 Buttonhook Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1977
Lot Size
2 acres
Living Area
2,491 sqft
Price/Sqft
$565
Parking
Garage

About this House

This single-family home is located at 5 Buttonhook Rd, Chappaqua, NY. 5 Buttonhook Rd is in Chappaqua, NY and in ZIP code 10514. This property has 4 bedrooms, 3 bathrooms and approximately 2,491 sqft of floor space. This property has a lot size of 2.00 acres and was built in 1977.
5 Buttonhook Rd, Chappaqua, NY 10514 is a 4 bedroom, 3 bathroom, 2,491 sqft single-family home built in 1977. It last sold for $850,000 on Jul 12, 2000. It is currently off market. The Trulia Estimate is $1,406,200, with a rent estimate of $7,280/month.

Home Details for 5 Buttonhook Rd

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2

Property Information

Year Built
Year Built: 1977
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Exterior Features

Exterior Home Features
Exterior: Wood
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 2.00 acres

Price History for 5 Buttonhook Rd

DatePriceEventSource
07/12/2000$850,000Sold
N/A

Market trends in Chappaqua

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
32
5MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$199,000
Home facts updated by county records

Comparable Sales for 5 Buttonhook Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
25 Longview Lane, Chappaqua, NY
0.41
Single-Family Home
$1,620,000
06/17/26
4
3.5
3,193
111 Seven Bridges Road, Chappaqua, NY
0.36
Single-Family Home
$1,375,000
04/20/26
4
2.5
2,069
30 Hitching Post Ln, Chappaqua, NY
0.22
Single-Family Home
$2,250,000
08/26/25
5
3.5
4,178
341 Millwood Road, Chappaqua, NY
0.70
Single-Family Home
$1,375,000
02/02/26
4
2.5
2,541
86 Seven Bridges Road, Chappaqua, NY
0.43
Single-Family Home
$1,375,000
07/30/26
3
2.5
2,407
9 Garey Dr, Chappaqua, NY
0.43
Single-Family Home
$1,240,000
03/09/26
4
4
2,900
569 Millwood Road, Chappaqua, NY
0.60
Single-Family Home
$1,100,000
12/09/25
4
2.5
3,264
26 Mayberry Road, Chappaqua, NY
0.50
Single-Family Home
$1,275,000
10/03/25
5
3
3,200
39 Mayberry Road, Chappaqua, NY
0.66
Single-Family Home
$1,550,000
06/26/26
4
3
3,761
124 Seven Bridges Road, Chappaqua, NY
0.46
Single-Family Home
$1,240,000
02/27/26
3
2
1,918

Nearby homes

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Assigned Schools

These are the assigned schools for 5 Buttonhook Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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
    "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

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Apartments for Rent

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Explore by feature - Garage

Explore by feature - Air Conditioning

11 rentals with air conditioning in Chappaqua, NY

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10 rentals with a washer/dryer in Chappaqua, NY

Homes for sale near 5 Buttonhook Rd

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Off Market Homes Near 5 Buttonhook Rd

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Frequently asked questions about 5 Buttonhook Rd

  • What is 5 Buttonhook Rd estimated to be worth?
    Trulia's estimated value for 5 Buttonhook Rd in Chappaqua, NY is $1,406,200.
  • What is the price history for 5 Buttonhook Rd?
    5 Buttonhook Rd in Chappaqua, NY last sold for $850,000 in July 2000.
  • 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 5 Buttonhook Rd have air conditioning?
    Yes, 5 Buttonhook Rd in Chappaqua, NY has air conditioning.
  • How big is the lot at 5 Buttonhook Rd?
    The lot at 5 Buttonhook Rd in Chappaqua, NY is about 2 acres.