55 Deepwood Drive
Chappaqua, NY 10514
- 4 beds
- 4 baths
- 4,199 sqft
- ~1 acre lot
- $446 per sqft
- 1927 build
- – on site
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!
Last checked:
As a licensed real estate brokerage, Estately has access to the same database professional Realtors use: the Multiple Listing Service (or MLS). That means we can display all the properties listed by other member brokerages of the local Association of Realtors—unless the seller has requested that the listing not be published or marketed online.
The MLS is widely considered to be the most authoritative, up-to-date, accurate, and complete source of real estate for-sale in the USA.
Estately updates this data as quickly as possible and shares as much information with our users as allowed by local rules. Estately can also email you updates when new homes come on the market that match your search, change price, or go under contract.
Checking…
•
Last updated May 6, 2025
•
MLS# 851223 —
The Building
-
Year Built:1927
-
Basement:false
-
Architectural Style:Colonial
-
Patio And Porch Features:Patio
-
Building Area Units:Square Feet
-
Exterior Features:Awning(s), Basketball Hoop, Mailbox, Playground
-
Security Features:Security System
-
Attic:Pull Stairs,Scuttle
Interior
-
Living Area:4199
-
Total Rooms:10
-
Interior Features:Built-in Features, Chefs Kitchen, Crown Molding, Eat-in Kitchen, Entertainment Cabinets, Entrance Foyer, His and Hers Closets, Kitchen Island, Primary Bathroom, Original Details, Pantry, Recessed Lighting, Smart Thermostat, Soaking Tub, Speakers, Stone Counters, Storage
-
Fireplace Features:Wood Burning
-
Fireplaces Total:2
-
Fireplace:true
-
Flooring:Hardwood
Financial & Terms
-
Lease Considered:false
The Property
-
Fencing:Electric
-
Lot Size Acres:1.04
-
Parcel Number:3600-092-017-00001-000-0034
-
Property Type:Residential
-
Property Subtype:Single Family Residence
-
Lot Size SqFt:45,302 Sqft
-
Property Attached:false
-
Additional Parcels:false
-
Waterfront:false
-
Other Equipment:Generator
Listing Agent
- Contact info:
- Agent phone:
- (914) 329-6964
- Office phone:
- (914) 723-8877
Taxes
-
Tax Year:2025
-
Tax Source:Municipality
-
Tax Annual Amount:42970.3
-
Included In Taxes:Sewer,Trash
Beds
-
Total Bedrooms:4
Baths
-
Full Baths:3
-
Half Baths:1
-
Total Baths:4
The Listing
-
Special Listing Conditions:None
Heating & Cooling
-
Heating:Oil, Steam
-
Cooling:Central Air
-
# of Heating Zones:4
Utilities
-
Sewer:Septic Tank
-
Utilities:See Remarks
-
Water Source:Public
-
Electric Company:Con Edison
Appliances
-
Appliances:Dishwasher, Exhaust Fan, Freezer, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater
Schools
-
High School:Horace Greeley High School
-
Elementary School:Roaring Brook
-
High School District:Chappaqua
-
Middle School:Robert E Bell School
The Community
-
Association:false
-
Senior Community:false
Parking
-
Parking Features:Attached, Driveway
-
Garage:true
-
Garage Spaces:2
-
Carport:false
Monthly cost estimate

Asking price
$1,875,000
Expense | Monthly cost |
---|---|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$10,040
|
Taxes | $3,580 |
Insurance | $515 |
Utilities | $531 See report |
Total | $14,666/mo.* |
*This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Sale history
Date | Event | Source | Price | % Change |
---|---|---|---|---|
5/6/25
May 6, 2025
|
Pending | ONEKEY | $1,875,000 | |
4/24/25
Apr 24, 2025
|
Listed / Active | ONEKEY | $1,875,000 | 37.9% (6.2% / YR) |
3/6/19
Mar 6, 2019
|
ONEKEY | $1,360,000 |