24 Smith St, Chappaqua, NY 10514
OFF MARKET

$1,007,000

Trulia Estimate
  • 3 Beds
  • 1 Bath
  • 2,044 sqft (on 0.30 acres)

24 Smith St, Chappaqua, NY 10514

Est. Refi. Payment $6,537/mo*
Refinance Your Home

Home Value

Trulia Estimate
$1.01M
Since last month
Decreased$50K (-4.7%)
Since last year
Increased$121K (+13.6%)
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 +70% in the last 10 years
MonthEstimated value
2026
August 2026$1.01M
August 2026$1.01M
July 2026$1.06M
June 2026$1.05M
May 2026$1.02M
April 2026$965K
March 2026$907K
February 2026$874K
January 2026$864K
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
624 Washington Avenue, Pleasantville, NY
0.34
Single-Family Home
$750,000
12/23/25
3
1
1,326
40 Smith Street, Chappaqua, NY
0.04
Single-Family Home
$2,000,000
04/28/26
4
2.5
2,658
10 Aldridge Rd, Chappaqua, NY
0.35
Single-Family Home
$1,425,000
10/14/25
3
3
2,300
23 Brookside Place, Pleasantville, NY
0.40
Single-Family Home
$880,000
12/11/25
4
2
1,690
606 Washington Avenue, Pleasantville, NY
0.38
Single-Family Home
$840,000
07/11/26
5
2
2,124
200 S Bedford Road, Chappaqua, NY
0.27
Single-Family Home
$1,350,000
04/10/26
3
3
2,364
33 Brookside Place, Pleasantville, NY
0.39
Single-Family Home
$910,000
08/14/26
3
2
1,700
37 Hollow Oak Road, Chappaqua, NY
0.45
Single-Family Home
$799,000
11/19/25
4
2
1,420
74 Dogwood Lane, Pleasantville, NY
0.23
Single-Family Home
$1,602,000
07/09/26
4
3
3,656
50 Brentwood Drive, Pleasantville, NY
0.46
Single-Family Home
$780,000
01/14/26
3
1.5
1,811

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
40 Smith Street, Chappaqua, NY 10514
0.04
$2,000,000
4
2.5
2,658
Recently Sold
34 Glenside Place, Chappaqua, NY 10514
0.11
$1,192,100
3
2
1,880
Off Market
689 Washington Avenue, Pleasantville, NY 10570
0.19
$968,400
3
2.5
2,428
Off Market
679 Washington Avenue, Pleasantville, NY 10570
0.20
$883,100
3
2
1,830
Off Market
74 Dogwood Lane, Pleasantville, NY 10570
0.23
$1,602,000
4
3
3,656
Recently Sold
40 Aldridge Road, Chappaqua, NY 10514
0.20
$2,218,600
4
4
3,541
Off Market
280 S Bedford Road, Chappaqua, NY 10514
0.23
$1,543,600
4
2.5
2,092
Off Market
660 Washington Avenue, Pleasantville, NY 10570
0.27
$727,900
3
2
1,228
Off Market
152 Mill River Road, Chappaqua, NY 10514
0.29
$1,043,000
3
2
2,079
Off Market
200 S Bedford Road, Chappaqua, NY 10514
0.27
$1,350,000
3
3
2,364
Recently Sold
33 Aldridge Road, Chappaqua, NY 10514
0.28
$2,621,000
5
3.5
5,247
Recently Sold
188 Mill River Road, Chappaqua, NY 10514
0.34
$692,500
2
1.5
1,414
Off Market

Local Information

  • Map ViewExplore the area around 24 Smith St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1940
0.3 acre lot
2,044 sqft
$493/sqft
Garage

About this House

This single-family home is located at 24 Smith St, Chappaqua, NY. 24 Smith St is in Chappaqua, NY and in ZIP code 10514. This property has 3 bedrooms, 1 bathroom and approximately 2,044 sqft of floor space. This property has a lot size of 0.30 acres and was built in 1940.
24 Smith St, Chappaqua, NY 10514 is a 3 bedroom, 1 bathroom, 2,044 sqft single-family home built in 1940. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,007,000, with a rent estimate of $5,250/month.

Home Details for 24 Smith St

Interior Features

Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1940
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Exterior Features

Exterior Home Features
Exterior: Wood
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.30 acres

Price and Tax history

YearProperty taxTax assessment
2025Unavailable
$137,500
Home facts updated by county records

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

Frequently asked questions about 24 Smith St

  • What is 24 Smith St estimated to be worth?
    Trulia's estimated value for 24 Smith St in Chappaqua, NY is $1,007,000.
  • 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 24 Smith St?
    The closest schools to 24 Smith St in Chappaqua, NY are Horace Greeley High School (rated 10/10), Robert E Bell School (Elementary/Middle, rated 9/10).
  • How big is the lot at 24 Smith St?
    The lot at 24 Smith St in Chappaqua, NY is about 0.30 acres (13,068 sq ft).
  • Does 24 Smith St have a garage?
    Yes, 24 Smith St in Chappaqua, NY has a garage.

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