$1,875,000

55 Deepwood Dr Chappaqua, NY 10514

$10,000
Closing credit¹
4 beds
3 full, 1 partial
4,199 sqft
1.0 acres
$447 / sqft
House

Property details

About 55 Deepwood Dr

Set on 1.04 level acres of beautifully landscaped property with vibrant perennial gardens and mature plantings, this impeccably renovated four-bedroom, three-and-a-half-bathroom Center Hall Colonial offers 4,199 square feet of thoughtfully designed living space in one of Chappaqua’s most sought-after neighborhoods. A gracious foyer with a classic sweeping staircase welcomes you into the home. Just off the entry, you’ll find a private office—perfect for working from home—as well as a stylish powder room. The expansive Great Room combines living and dining into one open, light-filled space, featuring a wood-burning fireplace and French doors that open to a large stone patio ideal for hosting family gatherings or enjoying tranquil afternoons outdoors. The sunny family room is perfect for everyday living, with its cozy fireplace, custom built-ins, and triple exposures overlooking the lush, level yard. Additionally, a discreet, retractable movie screen and projector descend at the touch of button, purpose built for shared family movie nights. The beautifully renovated dine-in kitchen is both warm and functional, with a walnut-topped island, casual dining area, stylish butler’s pantry and generous walk-in pantry. A charming garden room opens directly to the yard, providing another connection between indoor and outdoor spaces. The main level is completed by a play area, mudroom, and convenient laundry with double washers and dryers designed with busy households in mind. The attached two-car garage features an additional half bay for bikes, sports gear, or extra storage, with its own driveway access for added convenience. Upstairs, the tranquil primary suite is a retreat in itself, with custom built-ins, separate his and hers closets, and a luxurious spa bath. Two additional bedrooms and a full hall bath are accessed via the main staircase, while the fourth bedroom, another full bath, and a generous bonus/multipurpose room are reached by a second staircase or through Bedroom 3. The bonus space—perfect for a teen hangout, homework zone, or home gym—includes a balcony overlooking the parklike backyard. Located just minutes from the Chappaqua Swim and Tennis Club and only a seven-minute drive to the charming Village of Chappaqua—with its train station, shops, restaurants, library, and top-rated schools—this exceptional home blends timeless architecture, modern convenience, and family-friendly living in an unbeatable setting. A true Chappaqua gem!

Highlights

Home typeSingle Family Residence
HeatingOil, Steam
StatusActive
CoolingCentral Air
Size4,199 sqft
Lot size1.04 Acres
Year built1927
ParkingAttached, Driveway
MLS #851223
Garage2 spaces

Summary

  • MLS Number: 851223
  • MLS Name: ONEKEY2
  • Office Name: Houlihan Lawrence Inc.
  • Office Phone: (914) 723-8877

IDX Listings courtesy of OneKey MLS as distributed by MLS GRID.

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. Properties displayed may be listed or sold by various participants in the MLS.

IDXThe data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the OneKey™ MLS. Real Estate listings held by brokerage firms other than this broker are marked with the Broker Reciprocity logo and detailed information about them includes the name of the listing brokers. This information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed.

Information Copyright 2025, OneKey™ MLS. All Rights Reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.

This advertisement does not suggest that the broker has a listing in this property or properties or that any property is currently available.
Last updated on: 4/24/2025, 11:11:49 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.

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view of front of home featuring a front lawn and a chimney

$1,875,000

55 Deepwood Dr

$10,000

closing credit¹

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Price information

Property sales

DateEventPrice
Mar 12, 2019
Home Sold
$1,360,000
Apr 13, 2004
Home Sold
$1,715,500
Sep 27, 1996
Home Sold
$1,500,000

Tax history

YearAssessmentProperty Tax
2023$259,080$-
2022$259,080$-
2021$259,080$-
2020$259,080$-
2019$259,080$45,620
2018$303,690$45,343
2017$309,000$43,706

History based on county public records data.

Nearby schools

8

Roaring Brook School

Public District KG-4

1.2 mi

530 Quaker Rd

9

Westorchard School

Public District KG-4

1.6 mi

25 Granite Rd

10

Todd Elementary School

Public District KG-5

1.9 mi

45 Ingham Rd

School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.

All data from GreatSchools

Neighborhood

The neighbors living near this home have an average income of $219,180. The most common annual income of people living in Chappaqua, NY is $200k+. Typical family type is married, with kids. Most residents in this area have post secondary degree education.

How much money do the neighbors make?

9%
<35k
15%
35k-100k
21%
100k-200k
55%
200k+

What level of education do the neighbors have?

High School Diploma
Post Secondary Degree
Masters Degree
Doctorate

What types of families live nearby?

11%
Single, No Kids
6%
Single, with Kids
33%
Married, No Kids
50%
Married, with Kids

Are the neighbors home owners or renters?

Home Owners
Renters

How old are people in this area?

20%
<11 yrs old
14%
12-17 yrs old
8%
18-34 yrs old
49%
35-64 yrs old
9%
65+ yrs old

What do the neighbors do for fun?

  • Skiing/snowboardingSkiing/snowboarding
  • PGA/LPGAPGA/LPGA
  • College FootballCollege Football

Where do the neighbors shop?

  • BJs Wholesale ClubBJs Wholesale Club
  • Stein MartStein Mart
  • Express/Express For MenExpress/Express For Men

Where do the neighbors go to eat?

  • PaneraPanera
  • Cracker BarrelCracker Barrel
  • SonicSonic

What do the neighbors drive?

  • InfinitiInfiniti
  • LexusLexus
  • KiaKia

What do the neighbors listen to?

  • Adult HitsAdult Hits
  • OldiesOldies
  • New CountryNew Country
All data provided by Home Junction and Claritas

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Frequently asked questions

About 55 Deepwood Dr

This home is located at 55 Deepwood Dr in Chappaqua, NY and zip code 10514. This 4,199 square foot home, which was built in 1927, sits on a 1.04 acre lot. Features: 4 bedrooms, 4 bathrooms. It has been listed on Rocket Homes since April 23, 2025 and is currently priced at $1,875,000.

Chappaqua, NY housing market in March 2025 saw over 6 listings sold above listed price, more than 0 sold at listed price and over 1 sold below. The number of listings in Chappaqua, NY increased by 2.1% between February and March 2025. Listings spent 30 days on the market in March 2025, and had a median list price of $1,506,358 during the same period.

From Rocket Homes Real Estate and based on county public records data.

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