#828030, Listing Office: Houlihan Lawrence Inc.
55 Deepwood Dr Chappaqua, NY 10514
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
Summary
- MLS Number: 851223
- MLS Name: ONEKEY2
- Office Name: Houlihan Lawrence Inc.
- Office Phone: (914) 723-8877
Listings courtesy of OneKey MLS as distributed by MLS GRID.
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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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$1,875,000
55 Deepwood Dr
$10,000
closing credit¹
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0.5% sale price²
Price information
Property sales
Date | Event | Price |
---|---|---|
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
Year | Assessment | Property 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.
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.
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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.