369 Sleepy Hollow Road Briarcliff Manor, NY 10510
Listing by: ONEKEY / William Raveis-New York, LLC / Coldwell Banker Realty / JanPierre "JP" Chavez - Contact:  914-238-0505

  369 Sleepy Hollow Road Briarcliff Manor, NY 10510

Active
$2,100,000
5
BED
6
BATH
3,981
SQFT

Description

Like a masterly crafted engaging jewel this grand 1927 Colonial farmhouse reveals delightful surprises at every turn. After nearly a century of stately gracious living the property has been luxuriously updated for the 21st century while preserving its timeless charm and refined architectural details. Whether hosting holiday gatherings, summer soirees or more intimate moments this sumptuous Colonial transforms every day into a special occasion. The heart of the house features an enormous gourmet kitchen designed with space for everyone to gather. Stunning from top to bottom with tin ceiling, Venetian tile flooring, reclaimed barn wood center island and top-shelf appliances from Wolf, Sub-Zero and Bosch. A traditional front-corner dining room accommodates a more formal setting. The front-facing living room with built-ins adjoins a spectacular wood-paneled screened porch with soaring beamed ceiling, ceiling fan, massive stone fireplace and beautiful stone flooring creating a perfect three-season retreat. The inviting family room picture window with sidelights and built-in window bench captures warm afternoon light. French pocket doors separate the formal front rooms from the entry hall with its wide straight staircase ascending to the upper levels. Like a sanctuary perched above it all the sumptuous primary suite begins with a two-story windowed entry with French door to a private balcony. The loft-like sleeping chamber warmed by a cozy gas fireplace, glows with golden afternoon and soft sunset light. A dedicated dressing room houses stacked LG washer/dryer, while the spa-like ensuite bath boasts a standalone clawfoot soaking tub and steam shower with bench, in-wall jets and a handheld. Two comfortable upstairs bedrooms share an updated hall bath. A third upstairs bedroom enjoys its own dressing room and a private ensuite bath featuring a steam shower. One main-level bedroom accesses the main-level full bath. A welcoming main-level mudroom with beamed ceiling and clerestory windows offers lockers, benches, a wash basin plus built-ins for pets. Amusements continue downstairs in an entertaining stone-lined game room with comfortable lounge area, set atop radiant-heated Venetian stone tiling. A private wine cellar adjoins for the perfect pairing. Additional lower-level amenities include a home office with convenient door to the motor court, an exercise room/dance studio with mirrored wall, full bath with shower and a complete laundry room featuring Miele washer and dryer. The resort-style outdoor living spaces showcase a movie-star worthy in-ground gunite pool with electronic cover, diving board, waterfall, and elegant bluestone coping surrounded by stone decking. A separate spa for ultimate relaxation and rejuvenation is smartly positioned just outside the uber cool pool house featuring French door entry, round clerestory window, soaring wood-paneled ceiling with recessed lighting and fan, a striking stone accent wall with in-laid wood-burning fireplace, stone flooring, half bath and outdoor shower. Cater to a crowd from the separate deluxe summer kitchen cabana outfitted with full-size refrigerator, Bosch dishwasher, stainless steel sink, Sub-Zero wine fridge, built-in ice maker and glass-front display cabinetry and an outdoor Wolf gas grill with separate burner set in a stone countertop. Swing away lazy afternoons with cool drinks in hand, listening to music from the indoor/outdoor audio system on the grand stately front porch. Sway through the stunning, professionally landscaped grounds with mature and established landscaping, specimen plantings and thoughtful stone pathways creating a park-like setting enhanced by exterior landscape lighting and a patriotic flagpole. Other notable characteristics include a stone lined bocce court, an automatic backup generator, perimeter fencing and a 2-car detached garage with electric heater and attic storage fronted by a gated, cobblestone motor court. One-of-a-kind.

MLS #:
904715
Taxes
$48,671(2025)
Lot Size
1.05 acres
Type
Single-Family Home
Year Built
1927
Style
Colonial, Farmhouse
School District
Briarcliff Manor
County
Westchester County

Listed By

Stacy Levey, Chappaqua, Contact: 914-238-0505
JanPierre "JP" Chavez, Coldwell Banker Realty
Source
ONEKEY as distributed by MLS Grid
Last checked Sep 19 2025 at 4:06 AM GMT+0000
Bathroom Details
  • Full Bathrooms: 5
  • Half Bathroom: 1
Interior Features
  • Eat-In Kitchen
  • Entrance Foyer
  • Walk-In Closet(s)
  • Wet Bar
  • Smart Thermostat
  • Laundry: In Basement
  • Chefs Kitchen
  • High Speed Internet
  • Kitchen Island
  • Soaking Tub
  • Original Details
  • First Floor Bedroom
  • Formal Dining
  • First Floor Full Bath
  • Ceiling Fan(s)
  • Beamed Ceilings
  • Built-In Features
  • Crown Molding
  • Primary Bathroom
  • Natural Woodwork
  • Recessed Lighting
  • Stone Counters
  • Wired for Sound
  • Speakers
  • Laundry: Multiple Locations
  • Sound System
Kitchen
  • Dishwasher
  • Dryer
  • Freezer
  • Microwave
  • Refrigerator
  • Washer
  • Indirect Water Heater
  • Exhaust Fan
  • Gas Cooktop
  • Wine Refrigerator
  • Convection Oven
Lot Information
  • Level
  • Corner Lot
  • Stone/Brick Wall
  • Garden
  • Sprinklers In Front
  • Sprinklers In Rear
  • Back Yard
  • Front Yard
  • Landscaped
  • Near Golf Course
Property Features
  • Fireplace: Gas
  • Fireplace: Living Room
  • Fireplace: Wood Burning
  • Fireplace: Bedroom
  • Foundation: Stone
Heating and Cooling
  • Natural Gas
  • Radiant
  • Hot Air
  • Radiant Floor
  • Central Air
Basement Information
  • Full
  • Finished
  • Walk-Out Access
Pool Information
  • In Ground
  • Outdoor Pool
  • Pool Cover
  • Diving Board
Flooring
  • Hardwood
  • Tile
Utility Information
  • Utilities: Trash Collection Public, Electricity Connected, Natural Gas Connected, Sewer Connected, Water Connected, Cable Connected, Phone Connected
  • Sewer: Public Sewer
School Information
  • Elementary School: Todd Elementary School
  • Middle School: Briarcliff Middle School
  • High School: Briarcliff High School
Living Area
  • 3,981 sqft
Additional Information: Chappaqua | 914-238-0505
Location
   
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Disclaimer: LISTINGS COURTESY OF ONEKEY MLS AS DISTRIBUTED BY MLSGRID. Based on information submitted to the MLS GRID as of 9/18/25 21:06. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.