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5 Sutton Farm DriveChappaqua, NY 10514

For Sale

$3,699,000

Smart Buyer Rebate $36,990

Nestled on over 5 private, professionally landscaped acres in the exclusive cul-de-sac of Sutton Farm within Chappaqua’s esteemed Whippoorwill area, this custom-designed and custom-built Shingle Style home is a rare and refined first opportunity. Completed in 2008 by a renowned builder and architect, the 4+ bedroom home (lives like a 5/6) has been meticulously detailed with luxurious, high-end finishes that elevate every detail. A gracious covered front entry welcomes you to a dramatic two-story foyer with soaring ceilings, a sweeping curved staircase, and exquisite architectural detailing throughout. The shingle and stone facade exudes timeless curb appeal, while inside, craftsmanship and quality reign supreme. The thoughtfully designed open layout showcases wide-plank white oak floors and designer light fixtures from Holly Hunt, Visual Comfort, Jonathan Adler, and Boyd, imbuing each space with modern sophistication. At the heart of the home is a professionally appointed chef’s kitchen. A dual oven 6-burner range with grill by Wolf is accented by a custom-designed stainless steel hood. Built-in Subzero refrigeration features dual 36’ refrigerator freezers. Quartz and marble countertops, two dishwashers, and two sinks complete this exquisite space. Ideal for both entertaining and everyday living, the inviting breakfast area flows seamlessly into the sun-drenched family room with a custom masonry stone fireplace. The main level also includes a formal dining room with butler’s pantry, a gracious living room with a second masonry fireplace, a sunlit private office, and a well-equipped mudroom with back staircase. The second level includes a separate guest suite/bonus room and additional office space—ideal for multigenerational living or working from home. The luxurious primary suite offers a peaceful retreat with a tray ceiling, a dressing area, generous walk-in closets, and a spa-like bath. Three additional spacious bedrooms each feature en-suite baths. The finished walk-out lower level adds remarkable versatility with a large recreation room, game room, gym, full bath, guest/office suite, and abundant storage.The exterior grounds are truly an outdoor oasis: sweeping lawns, specimen trees, perennial gardens, and complete privacy. A newly paved Belgian block-lined driveway provides a grand entrance, while the expansive backyard features an oversized deck, perfect for entertaining, recreation, or serene relaxation. Additional highlights include a three-car, double-height garage, radiant heat, and whole-house generator—offering ultimate comfort, efficiency, and peace of mind. Located on once historic Sutton Farm, this one-of-a-kind home offers the best of both worlds: seclusion and serenity just minutes from Chappaqua, Armonk, schools, and train. Nature preserves are nearby for peaceful hikes. A rare and refined opportunity—perfection in every detail.

Listed by Cindy Glynn

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Compass Greater NY, LLC

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914-238-0676

Last updated September 03, 2025

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Source: OneKey #882415

Listing Facts

  • TypeSingle-family
  • NeighborhoodNew Castle
  • Bedrooms4
  • Bathrooms7
  • Days on Prevu64
  • HOA/Maint. Fees$400/annual
  • Taxes$77,082.65/year
  • Size7,708 sqft
  • Price per sqft$480

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning

Location

Mortgage Calculator

Listing History

09/02/2025
Status changed to Active
$3,699,000
08/05/2025
Status changed to Temporarily Off Market
$3,699,000
07/09/2025
Listed by Compass Greater NY, LLC
$3,699,000

Property Details for 5 Sutton Farm Drive

Association

Fees

  • Association Fee: $400.00 Annually
  • Association Fee Includes: Common Area Maintenance

Exterior

Construction

  • Window Features: Oversized Windows, Screens
  • Year Built: 2008
  • Architectural Style: Colonial, Estate
  • Construction Materials: Frame

Features

  • Patio And Porch Features: Deck, Patio

Measurements

  • Building Area Total: 7,708
  • Building Area Units: Square Feet
  • Lot Size Acres: 5.05
  • Lot Size Square Feet: 219,978

Financial

Taxes

  • Parcel Number: 3600-101-010-00001-000-0001-4
  • Tax Annual Amount: $77,082.65
  • Tax Assessed Value: $468,000.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Convection Oven, Cooktop, Dishwasher, Gas Cooktop, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer, Oil Water Heater, Wine Refrigerator
  • Fireplace Features: Family Room, Gas, Living Room, Wood Burning
  • Fireplace: Yes
  • Fireplaces Total: 2
  • Flooring: Hardwood
  • Interior Features: Built-in Features, Chefs Kitchen, Entrance Foyer, Formal Dining, High Ceilings, His And Hers Closets, Primary Bathroom, Open Floorplan, Pantry, Recessed Lighting, Smart Thermostat, Sound System, Stone Counters, Walk-In Closet(s)

Measurements

  • Living Area: 7,708
  • Living Area Source: Public Records

Rooms

  • Basement: Finished, Full, Walk-Out Access
  • Has Basement: Yes
  • Bathrooms Full: 5
  • Bathrooms Half: 2
  • Bathrooms Total Integer: 7
  • Bedrooms Total: 4
  • Rooms Total: 14

Parking

Parking

  • Garage Spaces: 3
  • Garage: Yes

Schools

Elementary School

  • Elementary School: Douglas G Grafflin School
  • Elementary School District: Chappaqua

High School

  • High School: Horace Greeley High School
  • High School District: Chappaqua

Middle or Junior School

  • Middle Or Junior School: Robert E Bell School
  • Middle Or Junior School District: Chappaqua

Utilities

Equipment

  • Cooling: Central Air
  • Heating: Hydro Air
  • Laundry Features: Laundry Room
  • Sewer: Septic Tank
  • Utilities: Cable Connected, Electricity Connected, Phone Connected, Propane, Trash Collection Public, Water Connected
  • Water Source: Public

The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey™ MLS. 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. This information is provided exclusively for consumers’ personal, non-commercial use. Information Copyright 2025, OneKey™ MLS. All Rights Reserved.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.