14 Dewitt Dr, Chappaqua, NY 10514
OFF MARKET

$1,588,438

Last sold price
  • 2 Beds
  • 3 Baths
  • 2,988 sqft

14 Dewitt Dr, Chappaqua, NY 10514

Currently Off Market - Sold Aug 28, 2025 for $1,588,438

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
6 Carriage Ln, Chappaqua, NY
0.08
Single-Family Home
$1,454,100
09/11/25
2
3
2,598
20 Carriage Ln, Chappaqua, NY
0.13
Single-Family Home
$1,745,772
10/21/25
2
3
2,986
22 Carriage Ln, Chappaqua, NY
0.14
Single-Family Home
$2,275,000
02/02/26
2
3
2,613
80 Roaring Brook Road, Chappaqua, NY
0.35
Single-Family Home
$1,290,000
05/22/26
3
3
3,421
12 Carriage Ln, Chappaqua, NY
1.10
Single-Family Home
$1,787,386
09/24/25
2
3
2,986
4 Southview Road, Chappaqua, NY
0.40
Single-Family Home
$1,275,000
10/06/25
3
2.5
2,111
2 Apple Tree Close, Chappaqua, NY
0.31
Single-Family Home
$1,375,000
04/24/26
3
1.5
1,887
136 Roaring Brook Road, Chappaqua, NY
0.32
Single-Family Home
$700,000
11/21/25
4
5
2,875
56 Annandale Rd, Chappaqua, NY
0.54
Single-Family Home
$1,780,000
01/13/26
4
4.5
4,191

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
18 Dewitt Drive #71, Chappaqua, NY 10514
0.02
$1,840,400
3
3.5
3,335
Off Market
16 Dewitt Drive #70, Chappaqua, NY 10514
0.03
$1,707,700
2
3.5
3,269
Off Market
20 Dewitt Drive #72, Chappaqua, NY 10514
0.03
$1,704,700
2
3.5
2,945
Off Market
26 Dewitt Drive #75, Chappaqua, NY 10514
0.03
$1,823,300
3
2.5
3,335
Off Market
7 Dewitt Drive #79, Chappaqua, NY 10514
0.04
$1,667,000
2
3.5
3,614
Off Market
41 Lila Lane #60, Chappaqua, NY 10514
0.06
-
2
3.5
3,101
Off Market
2 Dewitt Drive, Chappaqua, NY 10514
0.04
$1,745,000
2
3.5
3,574
Recently Sold
45 Lila Lane #62, Chappaqua, NY 10514
0.07
-
2
3.5
3,101
Off Market
2 Carriage Lane #81, Chappaqua, NY 10514
0.05
-
2
3.5
3,269
Off Market
4 Carriage Lane #82, Chappaqua, NY 10514
0.08
-
2
3.5
3,614
Off Market
23 Wallace Way #27, Chappaqua, NY 10514
0.06
$1,603,400
2
2.5
2,604
Off Market
10 Carriage Lane #85, Chappaqua, NY 10514
0.10
-
2
3.5
3,269
Off Market

Local Information

  • Map ViewExplore the area around 14 Dewitt Dr.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2025
Living Area
2,988 sqft
Parking
Garage

About this House

This single-family home is located at 14 Dewitt Dr, Chappaqua, NY. 14 Dewitt Dr is in Chappaqua, NY and in ZIP code 10514. This property has 2 bedrooms, 3 bathrooms and approximately 2,988 sqft of floor space. This property has a lot size of 2613 sqft and was built in 2025.
14 Dewitt Dr, Chappaqua, NY 10514 is a 2 bedroom, 3 bathroom, 2,988 sqft single-family home built in 2025. It last sold for $1,588,438 on Aug 28, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $6,957/month.

Home Details for 14 Dewitt Dr

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 2025
Property Type / Style
Property Type: Single Family HomeArchitecture: townhouse

Exterior Features

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

Lot Information

Lot Area: 2613 sqft

Price and Tax history

DateEventPrice
Aug 28, 2025
Source: N/A
Sold
$1,588,438

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

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.
  • 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 14 Dewitt Dr

  • What is the price history for 14 Dewitt Dr?
    14 Dewitt Dr in Chappaqua, NY last sold for $1,588,438 in August 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.
  • What are the closest schools to 14 Dewitt Dr?
    The closest schools to 14 Dewitt Dr in Chappaqua, NY are Horace Greeley High School (rated 10/10), Roaring Brook School (Elementary, rated 10/10), Robert E Bell School (Elementary/Middle, rated 9/10).
  • Does 14 Dewitt Dr have air conditioning?
    Yes, 14 Dewitt Dr in Chappaqua, NY has air conditioning.
  • How big is the lot at 14 Dewitt Dr?
    The lot at 14 Dewitt Dr in Chappaqua, NY is about 0.06 acres (2,613 sq ft).

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