8 Dewitt Drive #66, Chappaqua, NY 10514
OFF MARKET

$1,531,800

Trulia Estimate
  • 2 Beds
  • 3.5 Baths
  • 2,945 sqft

8 Dewitt Drive #66, Chappaqua, NY 10514

Est. Refi. Payment $10,199/mo*
Refinance Your Home
Currently Off Market - Sold Jun 23, 2025 for $1,402,970

Home Value

Trulia Estimate
$1.53M
Since last month
Increased$31K (+2%)
Since last year
Increased$118K (+8.3%)
Since last sale
Increased$135K (+9.6%)
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 +8% in the last 10 years
MonthEstimated value
2026
September 2026$1.54M
August 2026$1.53M
July 2026$1.51M
June 2026$1.49M
May 2026$1.47M
April 2026$1.47M
March 2026$1.48M
February 2026$1.43M
January 2026$1.45M
2025
2024

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
20 Wallace Way, Chappaqua, NY
0.00
Condo
$1,625,000
12/12/25
2
2.5
2,906
4 Wright Drive, Chappaqua, NY
0.00
Condo
$1,750,000
06/15/26
3
2.5
2,712
15 Wallace Way #20, Chappaqua, NY
0.00
Condo
$1,672,329
04/10/26
3
3.5
3,353
13 Wallace Way #19, Chappaqua, NY
0.00
Condo
$1,375,258
04/08/26
2
3.5
2,945
14 Carriage Lane #87, Chappaqua, NY
0.00
Condo
$1,479,320
09/17/25
2
2.5
2,503
26 Wallace Way, Chappaqua, NY
0.99
Condo
$1,780,000
08/03/26
2
3.5
2,945
10 Carriage Lane #85, Chappaqua, NY
1.15
Condo
$1,679,000
09/18/25
2
3.5
3,269
2 Dewitt Drive, Chappaqua, NY
1.10
Condo
$1,745,000
08/03/26
2
3.5
3,574
22 Carriage Lane, Chappaqua, NY
1.17
Condo
$2,275,000
01/23/26
2
3.5
3,269
356 North Greeley Avenue, Chappaqua, NY
0.53
Condo
$460,000
05/01/26
1
1.5
1,207

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
81 Cross Ridge Road, Chappaqua, NY 10514
0.02
$1,800,500
4
3
3,211
Off Market
76 Kerry Lane, Chappaqua, NY 10514
0.00
$2,468,800
4
5
3,850
Off Market
35 Ivy Hill Road, Chappaqua, NY 10514
0.00
$2,736,100
5
4.5
4,004
Off Market
77 Further Lane, Chappaqua, NY 10514
0.00
$833,200
2
2
1,549
Off Market
104 Devoe Road, Chappaqua, NY 10514
0.00
$3,088,000
5
5.5
5,673
Off Market
70 Leroy Road, Chappaqua, NY 10514
0.00
-
-
-
-
Off Market
260 Mill River Road, Chappaqua, NY 10514
0.00
$1,382,000
4
4.5
3,561
Recently Sold
2 Point Place, Chappaqua, NY 10514
0.00
$2,162,400
4
4
4,745
Off Market
3 Dewitt Drive #77, Chappaqua, NY 10514
0.00
$1,890,300
2
3.5
3,269
Off Market
17 Wallace Way #24, Chappaqua, NY 10514
0.00
$1,869,400
2
3.5
3,269
Off Market
14 Carriage Lane #87, Chappaqua, NY 10514
0.00
$1,591,400
2
2.5
2,503
Off Market

Local Information

  • Map ViewExplore the area around 8 Dewitt Drive #66.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Condo
Built in 2024
2,945 sqft
$520/sqft
2 Parking Spaces
HOA $621/mo

About this House

HOME IS UNDER CONSTRUCTION. MOVE in SUMMER 2025.
2 BR, 3 Full, 1 half primary on main floor, finished basement with full bath and media room. Additional Information: ParkingFeatures:2 Car Attached,
8 Dewitt Drive #66, Chappaqua, NY 10514 is a 2 bedroom, 4 bathroom, 2,945 sqft condo built in 2024. It last sold for the $1,399,995 asking price on Jun 23, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,531,800, with a rent estimate of $6,635/month.
Last check for updates: about 8 hours ago
Listed by Thomas J. Jacovino, (203) 228-3367
Toll Brothers Real Estate Inc., (203) 228-3367
Bought with: Jocelyn H. Burton, (917) 693-3557, Houlihan Lawrence Inc., (914) 636-6700
Source: OneKey® MLS as distributed by MLS GRID, MLS#H6327836

Home Details for 8 Dewitt Drive #66

Interior Features

Interior Details
Basement: FinishedNumber of Rooms: 9
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2945 Square Feet
Appliances & Utilities
Utilities: Trash Collection PrivateAppliances: Tankless Water Heater
Heating & Cooling
Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Windows, Doors, Floors & Walls
Common Walls: Center
Levels, Entrance, & Accessibility
Stories: 3Number of Stories: 3Levels: Three Or More

Exterior Features

Parking & Garage
No CarportParking Spaces: 2Parking: Attached
Frontage
Responsible for Road Maintenance: Private Maintained Road
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 137

Property Information

Year Built
Year Built: 2024
Property Type / Style
Property Type: ResidentialProperty Subtype: Condominium, Residential
Building
Construction Materials: HardiPlank Type, StoneIs a New ConstructionAttached To Another Structure
Property Information
Condition: New ConstructionParcel Number: 3600093009000010000001466

Price & Status

Price
List Price: $1,399,995
Status Change & Dates
Off Market Date: Thu Jan 30 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: ChappaquaCommunity: Chappaqua Crossing Carriages
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 Details
Builder Model: Briarcliff Newhaven
Building Area
Building Area: 2945 Square Feet

Community

Not Senior Community

HOA

HOA Name: McGrath MgmtHas an HOAHOA Fee: $621/Monthly

Lot Information

Lot Area: 2614 sqft

Offer

Listing Agreement Type: Exclusive Right To Sell

Miscellaneous

BasementMls Number: H6327836Attic: UnfinishedAttribution Contact: 914-456-3531Showing Requirements: Key In Office

Price and Tax history

DateEventPrice
Jun 23, 2025
Source: OneKey® MLS as distributed by MLS GRID #H6327836
Sold
$1,402,970
Feb 4, 2025
Source: OneKey® MLS as distributed by MLS GRID #H6327836
Pending
$1,399,995
Jan 31, 2025
Source: OneKey® MLS as distributed by MLS GRID #H6327836
ListingRemoved
$1,399,995
Jan 29, 2025
Source: OneKey® MLS as distributed by MLS GRID #H6327836
PriceChange
$1,399,995
Price decreased by 10%
Jan 7, 2025
Source: OneKey® MLS as distributed by MLS GRID #H6327836
PriceChange
$1,552,995
Price increased by 7%

Market trends in Chappaqua

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
14
13MoM

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.
  • 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 2026-09-16 14:43:19 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 8 Dewitt Drive #66

  • What is 8 Dewitt Drive #66 estimated to be worth?
    Trulia's estimated value for 8 Dewitt Drive #66 in Chappaqua, NY is $1,531,800.
  • What is the price history for 8 Dewitt Drive #66?
    8 Dewitt Drive #66 in Chappaqua, NY last sold for $1,402,970 in June 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 8 Dewitt Drive #66 have air conditioning?
    Yes, 8 Dewitt Drive #66 in Chappaqua, NY has air conditioning.
  • Does 8 Dewitt Drive #66 have parking?
    Yes, 8 Dewitt Drive #66 in Chappaqua, NY has on-site parking.

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