55 Deepwood Drive, Chappaqua, NY, 10514 | $1,875,000

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!

Features

  • Rooms: 10
  • Bedrooms: 4
  • Baths: 3 full / 1 half
  • Style: Colonial
  • Year Built: 1927
  • Garage: 2-car
  • Heating: Oil, Steam
  • Cooling: Central Air
  • Approx Sq. Feet: 4,199
  • Acreage: 1.04
  • Est. Taxes: $42,970
  • Elem. School: Roaring Brook
  • Middle School: Robert E Bell School
  • High School: Horace Greeley High School
  • School District: Chappaqua
  • Appliances: Dishwasher, Exhaust Fan, Freezer, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater
  • MLS#: 851223
  • Days on Market: 7 days
  • Website: https://www.raveis.com
    /eprop/851223/55deepwooddrive_chappaqua_ny?source=qrflyer
Listing information has been assembled from various sources of varying degrees of reliability. Any information critical to the buying decision should be independently verified.Listing courtesy of Houlihan Lawrence Inc.   Phone: 914-723-8877

William Raveis Family of Services

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888.699.8876

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Brian ShahwanVP, Mortgage Banker, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 2166562

302.293.7433

Brian.Shahwan@raveis.com

Our Executive Mortgage Banker:

  • Is available to meet with you in our office, your home or office, evenings or weekends
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Joel FanjoyRegional SVP Insurance Sales, William Raveis Insurance

617.320.5687

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Our Insurance Division:

  • Will Provide a home insurance quote within 24 hours
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    Encompass, Travelers, Fireman's Fund, Middleoak Mutual, One Beacon and American Reliable

55 Deepwood Drive, Chappaqua, NY, 10514

$1,875,000

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Brian Shahwan

VP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 302.293.7433

Brian.Shahwan@raveis.com

NMLS Mortgage Loan Originator ID 2166562

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $1,500,000 $1,500,000 $1,500,000
Term 360 months 360 months 180 months
Initial Interest Rate** 5.625% 6.625% 6.125%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.663% 6.751% 6.309%
Monthly Tax Payment $3,581 $3,581 $3,581
H/O Insurance Payment $125 $125 $125
Initial Principal & Interest Pmt $8,635 $9,605 $12,759
Total Monthly Payment $12,341 $13,311 $16,465

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.