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301 Whippoorwill Road

Chappaqua, NY 10514

$3,599,000 $15,173/Mo

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Overview

Bed

Bath

10,594

Sqft

4.39

Acres(Lot)

Description

Timeless elegance meets exceptional craftsmanship in this spectacular brick and stone estate, privately set behind gates on 4+ acres in one of Chappaqua's prestigious Whippoorwill neighborhoods. Designed by acclaimed architect Carol Kurth and masterfully built in 2003 by renowned builder Robert Torre, this extraordinary 5-bedroom, 6 full, 1 half bath residence offers over 10,000 square feet of impeccably crafted living space, where timeless architecture, luxurious finishes, and modern comfort come together seamlessly. A long private drive leads to a grand arrival. Inside, a dramatic two-story foyer with a sweeping circular staircase sets the tone for the home's impressive scale and refined design. Every room features soaring 10-ft ceilings, while the entry foyer and formal living room rise to over 20 feet, filling the home with light and volume. Rich hardwood floors, exquisite custom millwork, recessed lighting, and four fireplaces enhance the warmth and sophistication throughout. Designed for both grand entertaining and comfortable everyday living, the main level flows effortlessly from room to room. A spectacular formal living room with walls of windows opens to a gracious dining room, while the designer chef's kitchen features custom cabinetry, honed natural limestone floors, an oversized island with seating, breakfast area, abundant prep space, and premium stainless appliances including a 48" Wolf range, 30" Wolf convection oven, Thermador microwave, separate 36" Sub-Zero refrigerator and freezer, and 2 Bosch dishwashers. A butler's pantry enhances entertaining, and French doors lead to an expansive stone terrace overlooking the pool and grounds. Adjacent to the kitchen, the family room is anchored by a striking stone fireplace. The 1st floor also includes a spacious guest suite with a private bath, a back hall with pool bath, and access to the heated epoxy-finished three-car garage with room for up to five vehicles using lifts—a dream for the automobile enthusiast. Between 1st and 2nd floors is a private office and below a wine tasting room. The luxurious primary suite offers a dressing room, two oversized walk-in closets, a private balcony overlooking the backyard, and a spa-inspired bath with radiant heated floors, whirlpool tub, and steam shower. Three additional en-suite bedrooms, an expansive recreation room, and a 2nd floor laundry complete the upper level, while an additional 1st floor laundry room adds convenience. An enormous unfinished lower level offers exceptional potential for a home theater, fitness center, wine cellar, golf simulator, or additional recreation space. The outdoor setting is equally impressive. Beautifully landscaped grounds designed by acclaimed landscape architect Louis Fusco feature sprawling level lawns, specimen plantings, curated gardens, classic stone walls, and a magnificent Cardillo saltwater pool with a new filtration system and electric safety cover. An expansive stone patio and charming gazebo provide exceptional spaces for entertaining and relaxation. Bordering the Glazier Arboretum and backing to forever protected land, the property enjoys extraordinary privacy, tranquility, and picturesque natural surroundings. Additional amenities include a whole-house generator, electric vehicle charger, Elan smart home system for lighting, thermostats, and security. Just minutes from downtown Chappaqua, award-winning schools, and Metro-North for an approximately 50- minute commute to Manhattan, this remarkable Whippoorwill estate represents a rare opportunity to own one of Chappaqua's premier luxury properties.

Property Details

Property Type : Residential

Price : $3,599,000

AD Id : 87843858

MLS Id : H6333127

Beds : 5

Lot Size : 4.39 Acres

Living Area Size : 10,594

Year Built : 2003

Garage : 3

County : Westchester

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Features

Bedroom Information

Total beds: 5

Bathroom Information

Total Baths: 7 Full Baths: 6 Half Baths: 1

Room Information

Rooms Total: 15 Basement: Full, Unfinished, Walk-Out Access
Flooring Information

Hardwood
Interior Features

Appliances: Cooktop, Dishwasher, Dryer, Gas Cooktop, Microwave, Refrigerator, Stainless Steel Appliance(s), Washer Laundry Features: Laundry Room, Multiple Locations
Heating & Cooling

Has Heating: Yes Heating: Oil Has Cooling: Yes Cooling: Central Air

Building Information

Year Built: 2003 Construction Materials: Brick, Stone Patio And Porch Features: Deck, Patio Pool Features: In Ground, Pool Cover, Pool/Spa Combo, Salt Water, Private Private Pool: Yes
Exterior Features

Exterior Features: Balcony, Garden, Gas Grill, Lighting

Lot Information

Main Square Feet: 4.39 Lot Size Acres: 4.39 Lot Size Square Feet: 191228

Listing Price Information

Listing Price: $3599000

Tax Information

Parcel Number: 3600-101-014-00001-000-0007 Annual Tax: $90893

Parking Information

Parking Total: 5 Driveway, Electric Vehicle Charging Station(s), Garage, Garage Door Opener, Heated Garage

Garage Information

Has Garage: Yes Garage Space: 3

School Information

Elementary School: Douglas G Grafflin School

Junior High School: Robert E Bell School

Senior High School: Horace Greeley High School
Utility Information

Cable Connected, Electricity Connected, Water Connected
Location Information

WaterSource: Public Security Features: Security Lights, Security System, Smoke Detector(s)

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Nearby Home Value

Address	Estimate	Bed	Bath	Sq. Ft	Lot Size
4 Old House Lane, Chappaqua, NY, 10514	$1,998,999	4	4	3,124	3,124 SqFt
150 Old Farm Road, Chappaqua, NY, 10514	$4,500,000	5	7	7,608	7,608 SqFt
73 S Bedford Road, Chappaqua, NY, 10514	$809,000	4	3	1,584	1,584 SqFt
58 Maple Avenue, Chappaqua, NY, 10514	$549,000	2	1	711	711 SqFt
22 Garey Drive, Chappaqua, NY, 10514	$1,399,000	3	4	3,140	3,140 SqFt
40 Hamilton Drive, Chappaqua, NY, 10514	$2,699,000	4	5	5,918	5,918 SqFt
249 Mill River Road, Chappaqua, NY, 10514	$895,000	4	2	2,100	2,100 SqFt
220 Mill River Road, Chappaqua, NY, 10514	$790,000	3	2	1,538	1,538 SqFt
50 Ludlow Drive, Chappaqua, NY, 10514	$1,575,000	4	4	2,715	2,715 SqFt
131 Douglas Road, Chappaqua, NY, 10514	$1,590,000	3	3	2,690	2,690 SqFt

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301 Whippoorwill Road

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