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$9,750,000
6 Beds ⋅ 8 Baths ⋅ 1029073 MLS
Welcome to 778 Sleepy Hollow Road, an extraordinary custom Colonial estate nestled on 10.72 private acres in the heart of Briarcliff Manor. Originally built in 1996 and extensively renovated with uncompromising attention to detail, this exceptional residence seamlessly blends timeless elegance with today’s most sophisticated luxury amenities. The estate was also featured in Netflix’s The Diplomat, adding to its distinctive appeal and cinematic presence. Boasting 6 spacious bedrooms, 6 full bathrooms, and 2 half baths, this magnificent estate offers an unparalleled lifestyle. A grand approach leads to beautifully designed interiors featuring exquisite craftsmanship, sun-filled living spaces, and state-of-the-art technology throughout. The spectacular chef’s kitchen has been completely redesigned with premium finishes and top-of-the-line appliances, while every bathroom has been luxuriously remodeled, including elegant Japanese smart toilets. A distinguished mahogany-paneled study, featuring rich mahogany walls and ceiling, provides an elegant and sophisticated setting for work or private retreat. The stunning primary suite serves as a private sanctuary, complete with a breathtaking spa retreat featuring a hot tub on the terrace overlooking the iconic Manhattan skyline—creating the perfect setting to unwind while enjoying unforgettable sunsets. Designed for both grand-scale entertaining and everyday living, the home features a fully renovated lower level with an impressive entertainment lounge and custom bar, acoustically designed home theater, professional home gym, and beautifully updated mudroom. Five automatic Mendota fireplaces add warmth and ambiance throughout the residence. Outside, the resort-style grounds rival those of a private country club. Enjoy a spectacular swimming pool with pool house, tennis court, guest cottage, expansive terraces, and meticulously landscaped grounds offering complete privacy. A six-car garage provides abundant space for collectors and enthusiasts alike. No detail has been overlooked in the extensive capital improvements, which include a sophisticated Lutron lighting system, automatic custom draperies, a state-of-the-art Bowers & Wilkins sound system, Honeywell Vista 128 security system, 32-camera surveillance system, 2N Verso gated entry with keypad and vehicle camera monitoring, all-new windows and doors throughout the home, updated designer lighting, custom cast-iron staircase railings, new well water filtration system, and countless additional enhancements. An exceptional advantage of this remarkable property is its Mount Pleasant taxes while enjoying a prestigious Briarcliff Manor address, along with the unique opportunity to choose between the Pocantico Hills or Briarcliff Manor school districts. This is a rare offering where timeless architecture, cutting-edge technology, resort-caliber amenities, and one of Westchester County’s most desirable locations come together to create an estate unlike any other.

778 Sleepy Hollow Road, Briarcliff Manor
$949,000
3 Beds ⋅ 1 Baths ⋅ 1041980 MLS
Nestled in the heart of Pocantico Hills Hamlet, this special three bedroom home offers a truly magical setting, with direct access to the enchanting Rockefeller trails. Step outside and enjoy miles of trails perfect for walking, strollers, running, and exploring natue - right from your own backyard. Everyday life is wonderfully convenient, too. The Pocantico Hills School, swimming pool, and recreation facilities are just five minutes away. The school serves children from Pre-K for 3 & 4 year olds through eighth grade, with a choice of high schools in nearby Briarcliff Manor, Pleasantville, and Sleepy Hollow. The community’s recreation amenities include an Olympic-size swimming pool, baby pool, new pickleball courts, tennis courts, and basketball courts, along with summer camp programs for children. And then there is the setting itself. Life here has a distinctly storybook quality: hear the clip-clop of horses passing by, listen for the bells of the historic Union Church, and look across the yard to the breathtaking Chagall stained-glass windows glowing within the church. Enjoy the best of nearby Tarrytown, Sleepy Hollow, Briarcliff Manor, and Pleasantville, with easy access to wonderful parks, restaurants, shops, and everyday amenities, as well as all major parkways. Peaceful, connected to nature, rich in history - and wonderfully close to everything. This is a truly special place to call home. Don't miss it!

540 Bedford Road, Sleepy Hollow
$3,000,000
4 Beds ⋅ 4 Baths ⋅ 1038417 MLS
Custom build your dream home with ZappiCo, one of Westchester County's premier builders, offering a seamless and personalized design-build experience. Set on beautiful rolling land in close proximity to Sleepy Hollow Country Club, this exceptional to-be-built residence is ideally located in the highly sought after Pocantico Hills School District, combining modern luxury with the rare opportunity to tailor finishes to your personal style. The home will feature 4 spacious bedrooms and 3.5 bathrooms, thoughtfully designed with an open concept layout that balances everyday living and entertaining. The main level includes expansive living and dining areas, along with a chef's kitchen complete with premium cabinetry, quartz countertops, and a large center island. A separate family room provides additional flexibility, ideal for a home office, playroom, or quiet retreat. Upstairs, the primary suite offers a private sanctuary with a spa-inspired bath and generous walk-in closet, complemented by three additional bedrooms with ample storage. Additional highlights include hardwood flooring throughout, energy efficient systems, two-zone central air, and a partially finished basement offering versatile bonus space. Professionally designed landscaping is included, creating a turnkey outdoor setting. Conveniently located near Metro-North, major roadways, and the shops, restaurants, and parks of downtown Briarcliff, this home offers an ideal blend of luxury, customization, and commuter convenience. Photos are representative of previously built homes and may include options not included in the standard specification package. Buyer Incentive: Buyers who enter into a fully executed contract by September 7, 2026, will receive a $30,000 builder credit toward available options and upgrades.

800 Sleepy Hollow Road, Briarcliff Manor
$1,100,000
3 Beds ⋅ 4 Baths ⋅ 1023729 MLS
Newly Refreshed and Improved - Now is your opportunity to get into a pretty home in Briarcliff School District! Located in desirable Briarcliff Manor in the heart of Westchester, this spacious home includes open and versatile spaces that are perfect for gathering with friends and relatives. Set back from a quiet sought-after street, this home sits pleasantly on a beautiful professionally landscaped acre of property that includes Pool, decking, open lawn and fabulous old rock walls. The interior has been Freshly Painted and Quality Hardwood Floors have been refinished to reveal the gorgeous wood grain. Built in 1957, the home's sprawling design uses minimal stairs. Featuring 3 Bedrooms (lives like a 4BR), 3 Full Bathrooms and one half bath, the bedroom level is just a few steps up from the sunny Main Level. You'll enjoy useful open spaces including: Large foyer, Eat-in-Kitchen, Dining Room, Office/Den, Living Room with Fireplace, open Great Room with high Cathedral Soaring Ceiling plus Sunroom/Greenhouse with sliders to outdoors - just steps to the private, tucked-away Pool area (refurbished in 2019). Down from the Main Level is a charming space with attached half bathroom, second fireplace and sunny window seat - ideal for a number of options: Guests, In-Law or Au Pair, Playroom/Gaming/Exercise/Office. And Still More Flex-Space! One more level features a large open room suitable for playroom/gaming/theater/exercise/office. Plus Sauna (like new, recently re-done), laundry, fantastic storage, shelving, closets and mechanicals. About 8 minutes to Scarborough Train Station for a 50 minute Scenic ride along the beautiful Hudson River to Grand Central Station. Close to the Village, Schools, Library, Village Pool, Camps, Tennis, Paddle, Pickleball and other Recreation; also close to the Hudson River, Rockefeller State Park, Championship Golf, shopping, music, film and more. Briarcliff Manor Schools & Recreation. Come see our changes before it's gone!

120 Cedar Drive E, Briarcliff Manor
$1,995,000
3 Beds ⋅ 5 Baths ⋅ 993248 MLS
A rare opportunity to own a beautifully maintained Cape Cod Colonial in the Briarcliff School District, with serene views overlooking the 6th and 7th holes of the prestigious Sleepy Hollow Country Club. Set behind stone walls on expansive, beautifully landscaped grounds, this special home offers a distinctive blend of classic character, modern comfort, privacy, and an exceptional indoor outdoor lifestyle. Sun filled rooms, gleaming hardwood floors, two fireplaces, and picturesque views from nearly every window create a warm and inviting setting. The updated chef’s kitchen features granite countertops, a center island with breakfast bar, stainless steel appliances, beverage refrigerator, reverse osmosis water filtration, and greenhouse window, and flows naturally into the spacious family room. The luxurious primary suite provides a peaceful retreat, while multiple home office options and convenient second floor laundry complement today’s lifestyle. The walk out lower level adds 608 square feet of finished living space, offering exceptional flexibility for recreation, guests, or entertaining, with a second summer kitchen. French doors open to a private patio with hot tub, while the rear Trex deck provides an inviting setting for outdoor dining and taking in the tranquil surroundings. Thoughtfully updated and exceptionally well cared for, the home features newer windows and roof, updated mechanicals, a whole house generator, updated baths, and numerous improvements for comfortable year round living. Owned propane tanks serve the kitchen range, outdoor grill, and generator. Enjoy the best of both worlds: a peaceful, picturesque setting beside one of Westchester’s most renowned private golf clubs, yet just minutes from Metro North’s Scarborough Station, local villages, shopping, dining, and everyday conveniences. A truly exceptional opportunity in one of the area’s most sought after locations.

107 Tower Hill Road, Briarcliff Manor
$3,498,000
5 Beds ⋅ 6 Baths ⋅ 956150 MLS
Experience refined new construction living at 50 Austin Place, a thoughtfully designed to-be-built 2026 Colonial estate set on 11.22 private acres in the heart of Briarcliff Manor. Offering 5,775 square feet of elevated living space, this 5-bedroom, 5.5-bath residence seamlessly blends timeless architecture with modern functionality. Estimated completion Winter 2026. A dramatic double-height foyer sets the tone upon entry, complemented by custom millwork, oversized windows, and 7-inch white oak flooring that extends throughout the home. The main level features 9-foot ceilings and a seamless, open flow designed for both everyday living and elevated entertaining. Anchoring the home is a chef’s kitchen outfitted with premium GE Monogram appliances, quartz countertops, custom cabinetry, an oversized island with seating for five, a butler’s pantry, and a fully equipped wet bar with beverage and wine refrigeration. The upper level offers 8-foot ceilings and well-appointed bedrooms, including a luxurious primary suite designed as a true retreat. Highlights include tray ceilings, dual walk-in closets, and a spa-inspired bath featuring a soaking tub, glass-enclosed shower, double vanity, and designer finishes with porcelain and marble tile throughout. Each additional bedroom is complemented by its own en-suite bathroom with custom vanities, walk-in closets and high-end finishes. The lower level features 10-foot ceilings and a walk-out design, providing exceptional flexibility for future living space. A 3-car attached garage offers ample storage and convenience. Set far back from the road, a long private driveway leads to this secluded, wooded estate setting, offering unmatched privacy and tranquility. The expansive 11.22-acre property is site-approved for a pool and presents endless possibilities for outdoor living and recreation. Built with energy efficiency in mind, the home includes multi-zone HVAC, high-end windows, and spray foam insulation, delivering both comfort and long-term value. A rare opportunity to own new construction with scale, privacy, and craftsmanship in one of Briarcliff Manor’s most sought-after locations.

50 Austin Place, Briarcliff Manor

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . 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.