35 Buttonhook Rd, Chappaqua, NY 10514
OFF MARKET

35 Buttonhook Rd
Chappaqua, NY 10514

  • 4 Beds
  • 2.5 Baths
  • 2,232 sqft (on 2.93 acres)

$1,316,800

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $8,353/mo*

$1,316,800

Trulia Estimate
as of Aug 10, 2026
Est. Refi. Payment $8,353/mo*
4 Beds
2.5 Baths
2,232 sqft
(on 2.93 acres)

Local Information

  • Map ViewExplore the area around 35 Buttonhook Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1960
Lot Size
2.93 acres
Living Area
2,232 sqft
Price/Sqft
$590
Parking
Garage

About this House

This four-bedroom home is nestled on a 2.9+acre lot in cul-de-sac located in the Lawrence Farms Crossway neighborhood. It has a spacious living room with a cathedral ceiling. Equipped with a new eat-in kitchen w/cherry wood cabinetry, granite countertops; the breakfast area has a door to the rear deck for grill and outdoor dining. The main-floor primary bedroom has a newly renovated bathroom and two closets. There are 3 additional bedrooms on the main floor and an updated full bathroom (double sink). The lower level has an office/guest room, a half bathroom and a family room (10 feet ceilings) with a fireplace and a sliding door to the lower-floor deck. The lower-floor also has a washer and dryer in a storage/utility area. This home has all of the following updates: a freshly painted interior (2021), power-washed exterior (2021), an upgraded 200 amp electric system (2017), a new roof (2019), a new septic tank (2017), new windows (2017), a portable generator and hookup (2018), a newly painted deck, new outlets, newly seeded front lawn, and a newly sealed driveway (2021). A nature lover's dream!
35 Buttonhook Rd, Chappaqua, NY 10514 is a 4 bedroom, 3 bathroom, 2,232 sqft single-family home built in 1960. It last sold for $885,000 on Jul 29, 2021. More recently, it was listed as a rental in March 2017 with an asking price of $5,500 per month. That rental listing was removed on August 3, 2017. It is currently off market. The Trulia Estimate is $1,316,800, with a rent estimate of $7,453/month.

Home Details for 35 Buttonhook Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 9Types of Rooms: Recreation Room
Heating & Cooling
Heating: Other, OilAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: WoodPorch
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1960
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 2.93 acres

Price History for 35 Buttonhook Rd

DatePriceEventSource
07/29/2021$885,000Sold
OneKey® MLS as distributed by MLS GRID #H6112329
05/15/2021$879,000PendingOneKey® MLS as distributed by MLS GRID #H6112329
05/05/2021$879,000Listed For SaleOneKey® MLS as distributed by MLS GRID #H6112329
08/03/2017$4,500ListingRemovedAgent Provided
06/29/2017$4,500PriceChange
Agent Provided
05/26/2017$4,700PriceChange
Agent Provided
03/31/2017$4,900PriceChange
N/A
03/06/2017$5,500Listed For RentN/A
12/23/2016$601,000Sold
OneKey® MLS as distributed by MLS GRID #H4638003
11/14/2016$610,000PendingAgent Provided
10/19/2016$610,000PriceChange
Agent Provided
09/08/2016$645,000PriceChange
Agent Provided
07/11/2016$649,000PriceChange
Agent Provided
05/09/2016$685,000PriceChange
Agent Provided
03/10/2016$700,000PriceChange
Agent Provided
10/30/2015$725,000Listed For SaleAgent Provided

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
5
MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$133,900
Home facts updated by county records

Comparable Sales for 35 Buttonhook Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.27
Single-Family Home
$1,240,000
02/27/26
3
2
1,918
0.19
Single-Family Home
$1,375,000
04/20/26
4
2.5
2,069
0.52
Single-Family Home
$1,375,000
02/02/26
4
2.5
2,541
0.32
Single-Family Home
$1,375,000
07/30/26
3
2.5
2,407
0.33
Single-Family Home
$1,240,000
03/09/26
4
4
2,900
0.19
Single-Family Home
$2,250,000
08/26/25
5
3.5
4,178
0.39
Single-Family Home
$1,300,000
08/25/25
3
2
2,018
0.37
Single-Family Home
$1,275,000
10/03/25
5
3
3,200
0.55
Single-Family Home
$1,550,000
06/26/26
4
3
3,761
0.45
Single-Family Home
$1,620,000
06/17/26
4
3.5
3,193

Nearby homes

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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."
  • 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! "
  • Mereslavin
    "The commute is not too long and metro north is nice. Commuting into grand central is much nicer than commuting into penn."
  • 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"
  • Marta V.
    "Very upscale. Safe. Family oriented. Clean. Good school district. Good for outdoors. Train to Manhattan makes it an easy and convenient commute. "
  • 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. "
  • 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 "
  • Trulia User
    "Feels safe and neighborhood friendly a golf course and great restaurant very pretty landescapes and trees beautiful houses "
  • 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. "
  • Diane N. W.
    "My community has access to MetroNorth Station, buses, parks, bicycle paths, elite school system, restaurants, country setting...."
  • Elymiani
    "Amicable woodland safe all you need is her . Friendly. The best school are in chappaqua district . "
  • Carlosgamboan
    "I just moved in and already love the neighborhood. Great Schools, peaceful, lots of trees, friendly neighbors"
  • 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."
  • bal
    "i am so impressed with this litttle jewel of place in Chappaqua "
  • Susan S.
    "Incredible Old Farm Lake. Families, Singles and Couples all welcome. Convenient to the greatest schools, shopping and restaurants."

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Frequently asked questions about 35 Buttonhook Rd

  • What is 35 Buttonhook Rd estimated to be worth?
    Trulia's estimated value for 35 Buttonhook Rd in Chappaqua, NY is $1,316,800.
  • What is the price history for 35 Buttonhook Rd?
    35 Buttonhook Rd in Chappaqua, NY last sold for $885,000 in July 2021.
  • 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 35 Buttonhook Rd have air conditioning?
    Yes, 35 Buttonhook Rd in Chappaqua, NY has air conditioning.
  • How big is the lot at 35 Buttonhook Rd?
    The lot at 35 Buttonhook Rd in Chappaqua, NY is about 2.9 acres.