55 Deepwood Dr Chappaqua, NY 10514
4
Beds
3.5
Baths
4,199
Sq Ft
1.04
Acres
Highlights
- Eat-In Gourmet Kitchen
- Colonial Architecture
- 2 Fireplaces
- Horace Greeley High School Rated A+
- Wood Flooring
- Stainless Steel Appliances
About This Home
As of July 2025Set 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!
Last Agent to Sell the Property
Houlihan Lawrence Inc. Brokerage Phone: 914-723-8877 License #30SO0949947 Listed on: 04/23/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $42,970
Year Built
- Built in 1927
Lot Details
- 1.04 Acre Lot
- Electric Fence
Parking
- 2 Car Attached Garage
- Driveway
Home Design
- Colonial Architecture
- Frame Construction
Interior Spaces
- 4,199 Sq Ft Home
- Indoor Speakers
- Built-In Features
- Crown Molding
- Recessed Lighting
- 2 Fireplaces
- Wood Burning Fireplace
- Awning
- Entrance Foyer
- Storage
- Washer
- Wood Flooring
Kitchen
- Eat-In Gourmet Kitchen
- Range
- Freezer
- Dishwasher
- Stainless Steel Appliances
- Kitchen Island
Bedrooms and Bathrooms
- 4 Bedrooms
- En-Suite Primary Bedroom
- Walk-In Closet
- Soaking Tub
Home Security
- Home Security System
- Smart Thermostat
Outdoor Features
- Patio
- Basketball Hoop
- Playground
- Private Mailbox
Schools
- Roaring Brook Elementary School
- Robert E Bell Middle School
- Horace Greeley High School
Utilities
- Central Air
- Heating System Uses Steam
- Heating System Uses Oil
- Oil Water Heater
- Septic Tank
Listing and Financial Details
- Exclusions: DR Chandelier
- Assessor Parcel Number 3600-092-017-00001-000-0034
Ownership History
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Apr 20, 2018
Closed on
Mar 6, 2019
Sold by
Derose Brenda K and Derose Eugene E
Bought by
Stein Kevin M and Stein Sarah M
Seller's Agent
Bitsy Maraynes
Houlihan Lawrence Inc.
Buyer's Agent
Carole Zelnick
Houlihan Lawrence Inc.
List Price
$1,650,000
Sold Price
$1,360,000
Premium/Discount to List
-$290,000
-17.58%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
5.24%
Original Mortgage
$1,088,000
Interest Rate
4%
Mortgage Type
Adjustable Rate Mortgage/ARM
Purchase Details
Closed on
Sep 17, 2003
Sold by
Garrett Patrick J and Schoff Elizabeth H
Bought by
Derose Brenda and Derose Eugene E
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$750,000
Interest Rate
6.05%
Mortgage Type
Unknown
Purchase Details
Closed on
Aug 21, 1996
Sold by
State Bank Of New South Wales Ltd
Bought by
Garrett Patrick J and Schoff Elizabeth H
Purchase Details
Closed on
Aug 9, 1996
Sold by
Somerville John and Somerville Barbara
Bought by
State Bank Of New South Wales Ltd
Similar Homes in Chappaqua, NY
Create a Home Valuation Report for This Property
The Home Valuation Report is an in-depth analysis detailing your home's value as well as a comparison with similar homes in the area
Home Values in the Area
Average Home Value in this Area
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | $1,360,000 | Judicial Title Insurance | |
| Bargain Sale Deed | $1,715,500 | Commonwealth Title | |
| Deed | -- | First American Title Ins Co | |
| Deed | -- | First American Title Ins Co |
Source: Public Records
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $1,440,000 | New Conventional | |
| Closed | $137,592 | New Conventional | |
| Closed | $1,181,250 | Stand Alone Refi Refinance Of Original Loan | |
| Closed | $1,088,000 | Adjustable Rate Mortgage/ARM | |
| Closed | $68,000 | Credit Line Revolving | |
| Previous Owner | $727,946 | New Conventional | |
| Previous Owner | $500,000 | Credit Line Revolving | |
| Previous Owner | $750,000 | Unknown | |
| Previous Owner | $600,000 | Unknown |
Source: Public Records
Property History
| Date | Event | Price | Change | Sq Ft Price |
|---|---|---|---|---|
| 07/14/2025 07/14/25 | Sold | $2,315,000 | 0.0% | $551 / Sq Ft |
| 05/06/2025 05/06/25 | Pending | -- | -- | -- |
| 04/30/2025 04/30/25 | Off Market | $2,315,000 | -- | -- |
| 04/23/2025 04/23/25 | For Sale | $1,875,000 | +37.9% | $447 / Sq Ft |
| 03/06/2019 03/06/19 | Sold | $1,360,000 | -17.6% | $324 / Sq Ft |
| 04/20/2018 04/20/18 | Pending | -- | -- | -- |
| 04/20/2018 04/20/18 | For Sale | $1,650,000 | -- | $393 / Sq Ft |
Source: OneKey® MLS
Tax History Compared to Growth
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2024 | $5,055 | $259,080 | $75,000 | $184,080 |
| 2023 | $41,691 | $259,080 | $75,000 | $184,080 |
| 2022 | $40,543 | $259,080 | $75,000 | $184,080 |
| 2021 | $40,136 | $259,080 | $75,000 | $184,080 |
| 2020 | $39,511 | $259,080 | $75,000 | $184,080 |
| 2019 | $178,804 | $259,080 | $75,000 | $184,080 |
| 2018 | $49,147 | $303,690 | $75,000 | $228,690 |
| 2017 | $0 | $309,000 | $75,000 | $234,000 |
| 2016 | $45,103 | $309,000 | $75,000 | $234,000 |
| 2015 | -- | $309,000 | $75,000 | $234,000 |
| 2014 | -- | $309,000 | $75,000 | $234,000 |
| 2013 | -- | $309,000 | $75,000 | $234,000 |
Source: Public Records
Agents Affiliated with this Home
-
Seller's Agent in 2025
Avital Soldatenko
Houlihan Lawrence Inc.
(914) 329-6964
25 Total Sales
-
Buyer's Agent in 2025
Cindy Schwall
Houlihan Lawrence Inc.
(914) 672-6424
94 Total Sales
-
B
Seller's Agent in 2019
Bitsy Maraynes
Houlihan Lawrence Inc.
(914) 522-3290
7 Total Sales
-
C
Buyer's Agent in 2019
Carole Zelnick
Houlihan Lawrence Inc.
-
D
Buyer's Agent in 2019
Deborah Tota
Coldwell Banker American Homes
(516) 334-4333
15 Total Sales
Map
Source: OneKey® MLS
MLS Number: 851223
APN: 3600-092-017-00001-000-0034
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The data relating to real estate for sale or lease on this web site comes in part from OneKey® MLS. Real estate listings held by brokerage firms other than Ten-X are marked with the OneKey® MLS logo or an abbreviated logo and detailed information about them includes the name of the listing broker.
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Copyright 2025 OneKey® MLS. All rights reserved.
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