59 Crest Road, Chappaqua, NY 10514
OFF MARKET

$1,760,600

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,550 sqft (on 0.33 acres)

59 Crest Road, Chappaqua, NY 10514

Est. Refi. Payment $11,373/mo*
Refinance Your Home
Currently Off Market - Sold Oct 21, 2025 for $1,646,500

Home Value

Trulia Estimate
$1.76M
Since last month
Increased$29K (+1.6%)
Since last year
Increased$503K (+39.7%)
Since last sale
Increased$123K (+7.5%)
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 +109% in the last 10 years
MonthEstimated value
2026
August 2026$1.77M
August 2026$1.76M
July 2026$1.74M
June 2026$1.72M
May 2026$1.7M
March 2026$1.7M
February 2026$1.66M
January 2026$1.67M
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
14 Crossways, Chappaqua, NY
0.19
Single-Family Home
$1,731,000
08/06/26
4
3.5
3,138
40 Kings Court, Chappaqua, NY
0.31
Single-Family Home
$2,025,000
07/22/26
3
2.5
3,121
26 Kings Court, Chappaqua, NY
0.35
Single-Family Home
$1,298,000
12/18/25
4
2.5
2,060
14 Aldridge Road, Chappaqua, NY
0.44
Single-Family Home
$1,345,014
07/29/26
4
2.5
2,478
21 Kitchawan Drive, Chappaqua, NY
0.34
Single-Family Home
$1,850,000
06/01/26
4
2.5
3,956
33 High Way, Chappaqua, NY
0.35
Single-Family Home
$1,465,000
10/01/25
3
3.5
1,917
40 Smith Street, Chappaqua, NY
0.81
Single-Family Home
$2,000,000
04/28/26
4
2.5
2,658

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
8 Orchard Ridge Terrace, Chappaqua, NY 10514
0.07
$1,287,200
3
3
1,858
Off Market
211 Bedford Road, Chappaqua, NY 10514
0.12
$2,850,000
4
6
5,536
Recently Sold
94 Orchard Ridge Road, Chappaqua, NY 10514
0.12
$1,532,800
3
2.5
2,134
Off Market
150 N Bedford Road #C9, Chappaqua, NY 10514
0.14
$458,000
1
1
980
Off Market
5 Brevoort Road, Chappaqua, NY 10514
0.16
$1,415,000
4
3
3,208
Off Market
5 Crossways, Chappaqua, NY 10514
0.17
$1,380,600
4
2.5
2,212
Off Market
14 Crossways, Chappaqua, NY 10514
0.19
$1,731,000
4
3.5
3,138
Recently Sold
29 Crossways, Chappaqua, NY 10514
0.22
$1,671,000
3
2.5
2,946
Off Market
25 Paulding Drive, Chappaqua, NY 10514
0.24
$1,894,700
3
3
2,754
Off Market
100 Castle Road, Chappaqua, NY 10514
0.20
$1,110,800
3
3.5
2,590
Off Market
362 King Street, Chappaqua, NY 10514
0.23
$780,500
2
2
1,313
Off Market

Local Information

  • Map ViewExplore the area around 59 Crest Road.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1914
0.33 acre lot
2,550 sqft
$690/sqft
Garage

About this House

Nestled in a tranquil cul-de-sac, this captivating single-family home effortlessly combines historical charm with modern amenities. Set on a third of an acre with lush, mature landscaping for beauty and privacy, the property also features a fenced yard—an ideal space for pets, play, or outdoor relaxation. The antique home, distinguished by its high ceilings and vintage architectural details, welcomes you with a classic front porch, inviting you to appreciate its timeless appeal.

Inside, the residence features an elegant entrance foyer that leads to a spacious, light-filled formal dining room, perfect for entertaining. The chef’s kitchen is a culinary enthusiast's dream, equipped with granite countertops, a sizable kitchen island, and ample pantry space for all your storage needs. Two and a half well-appointed bathrooms serve the home, offering convenience for family and guests alike.

The home boasts four generously sized bedrooms, including a luxurious primary bathroom that provides a serene retreat. Each room reflects the property’s history while accommodating a modern lifestyle. Ample storage throughout ensures functionality without compromising on the aesthetic integrity of this antique gem.

This property offers a unique opportunity to own a piece of history complemented by today’s comforts, making it an ideal sanctuary for those seeking both elegance and practicality.
59 Crest Road, Chappaqua, NY 10514 is a 4 bedroom, 3 bathroom, 2,550 sqft single-family home built in 1914. It last sold for $1,646,500 on Oct 21, 2025 (32% above the $1,250,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,760,600, with a rent estimate of $7,208/month.
Last check for updates: about 1 hour ago
Listed by Mark Boyland, (914) 234-4444
Keller Williams Realty Partner, (914) 234-4444
Bought with: Danielle Della Pella, (914) 564-9717, Compass Greater NY, LLC, (914) 238-0676
Source: OneKey® MLS as distributed by MLS GRID, MLS#897737

Home Details for 59 Crest Road

Interior Features

Interior Details
Basement: Full,UnfinishedNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2550 Square Feet
Appliances & Utilities
Utilities: Cable Connected, Electricity Connected, Phone Connected, Sewer Connected, Underground Utilities, Water ConnectedAppliances: Convection Oven, Cooktop, Dishwasher, Dryer, Exhaust Fan, Gas Cooktop, Gas Oven, Microwave, Refrigerator, Washer, Gas Water HeaterDishwasherDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,SteamHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Flooring: Wood
Levels, Entrance, & Accessibility
Levels: TwoFloors: Wood

Exterior Features

Exterior Home Features
Patio / Porch: PatioExterior: Basketball Court, Basketball HoopNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageParking Spaces: 2Parking: Garage
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 18

Property Information

Year Built
Year Built: 1914
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence, ResidentialArchitecture: Colonial
Building
Construction Materials: Wood SidingNot Attached Property
Property Information
Included in Sale: A/C Unit(s), Alarm System, Basketball Hoop, Dehumidifier, Flat Screen TV Bracket, Mailbox, Shades/Blinds, Shed, Wood StoveParcel Number: 3600100008000020000020

Price & Status

Price
List Price: $1,250,000
Status Change & Dates
Off Market Date: Mon Sep 08 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: Chappaqua
School Information
Elementary School: Douglas G Grafflin SchoolJr High / Middle School: Robert E Bell SchoolHigh School: Horace Greeley High SchoolHigh School District: Chappaqua

Building

Building Area
Building Area: 2550 Square Feet

Community

Not Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.33 acres

Listing Info

Special Conditions: None

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: 897737Attic: WalkupAttribution Contact: 914-234-4444Showing Requirements: Lockbox, Showing Service

Price and Tax history

DateEventPrice
Oct 21, 2025
Source: OneKey® MLS as distributed by MLS GRID #897737
Sold
$1,646,500
Sep 8, 2025
Source: OneKey® MLS as distributed by MLS GRID #897737
Pending
$1,250,000
Aug 21, 2025
Source: OneKey® MLS as distributed by MLS GRID #897737
Listed For Sale
$1,250,000
Aug 21, 2013
Source: OneKey® MLS as distributed by MLS GRID #H3311068
Sold
$845,000
Jun 22, 2013
Source: Agent Provided
Listed For Sale
$875,000

Market trends in Chappaqua

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
27
5MoM

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 2026-09-10 12:18:09 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 59 Crest Road

  • What is 59 Crest Road estimated to be worth?
    Trulia's estimated value for 59 Crest Road in Chappaqua, NY is $1,760,600.
  • What is the price history for 59 Crest Road?
    59 Crest Road in Chappaqua, NY last sold for $1,646,500 in October 2025.
  • 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 59 Crest Road have air conditioning?
    Yes, 59 Crest Road in Chappaqua, NY has air conditioning.
  • Does 59 Crest Road have laundry facilities?
    Yes, 59 Crest Road in Chappaqua, NY has in-unit laundry.

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