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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
$3,700,000
4 Beds ⋅ 6 Baths ⋅ 1045731 MLS
This elegantly appointed, new construction Colonial, built by noted local builder, is set on 1.45 landscaped acres in a newly created Briarcliff Manor cul-de-sac. A dramatic two-story foyer with herringbone floors and finely crafted millwork introduces light-filled interiors designed for gracious entertaining and effortless everyday living. The expansive living room, anchored by a sleek fireplace, flows seamlessly into the spectacular chef’s kitchen, where an oversized waterfall-edge island, custom cabinetry, professional-style appliances and a generous pantry create a striking culinary centerpiece. A formal dining room, private office and first-floor en suite bedroom complete the main level. Upstairs, the serene primary suite is a luxurious retreat with fireplace, custom dressing room and spa bath featuring a freestanding soaking tub, double vanity, water closet, and an oversized glass shower. Two additional en suite bedrooms, a spacious loft with bonus room and well-equipped laundry room offer exceptional comfort and flexibility. The finished lower level provides an impressive recreation room, full bath and additional space for a gym, media room or guest accommodations, while a vast walk-up attic offers further possibilities. Outdoors, broad lawns, plantings and a stone patio invite relaxed gatherings. Geothermal heating and cooling, a generator and attached two-car garage complete this remarkable new home in the acclaimed Briarcliff Manor school district.

361 Long Hill Road E, Briarcliff Manor
$2,000,000
14 Beds ⋅ 8 Baths ⋅ 969595 MLS
A special opportunity to own and continue the story of a living piece of history. This magnificent 15,000 SF estate, set on 8 pristine acres, was built as the private residence for Walter Law, the founder of Briarcliff Manor and a titan of industry at the turn of the 20th century. The moment you enter the grounds you instantly feel the grandeur and charm of the property. A sweeping driveway flanked by stately stone pillars, each crowned with a lion statue, sets the tone for the regal character that defines this property. The lion motif carries throughout the house & grounds as a cohesive architectural signature. The exterior is a masterpiece of natural stone craftsmanship, crowned by an original slate roof and wrap-around front porch. Statues, walking paths, and multiple water features are woven throughout the landscape, all elements of a design vision conceived with the assistance of the Olmsted Brothers, the illustrious and world-renowned architects of New York City’s Central Park. Breathtaking waterfalls, hand-laid retaining walls, gazebos, and gardens still grace the grounds as a testament to their enduring artistry. Inside, the home is nothing short of extraordinary. Intricate hand-laid mosaics, sweeping marble floors, and rich hardwood flooring, installed with the precision of true master craftsmen speak to the uncompromising quality of the original construction. Over a dozen bedrooms, 7.5 baths, and an entertainment hall complete with a rich wood crafted bar and glass atrium along with an indoor pool provides endless possibilities. The 14 fireplaces anchor the grand interior spaces, while walls dressed in wood paneling imported from the Baxter church in England have been carefully preserved, offering a warmth and authenticity that simply cannot be replicated. This estate is the crown jewel of Briarcliff Manor, built without compromise and designed to endure. The property creates the opportunity to restore the rich architecture and history and elevate it to the 21st century. A purchaser with a vision will create a space that will respect its history, bring it into the modern era and allow future generations to experience and enjoy. The asking price recognizes the cost of this undertaking (over $1.5m+ in renovations) and presents the opportunity to enhance the value of the estate and also own something that is truly priceless. A building and estate of this provenance, scale, and heritage is a once in a lifetime moment. This is your chance to give your legacy a home. *Taxes will come down based on sales price*

139 Scarborough Road, Briarcliff Manor
$2,995,000
5 Beds ⋅ 7 Baths ⋅ 986239 MLS
There are homes… and then there are places that feel quietly set apart from the world around them. Tucked behind a gentle approach, on nearly four private acres in the heart of Briarcliff Manor, 36 Revolutionary Road reveals itself slowly, intentionally… like a secret meant only for those who understand what true luxury feels like. This is not just a home. This is a legacy estate. Set perfectly between the Hudson River and Sleepy Hollow Country Club, the location offers the rare balance today’s buyers search for privacy, proximity, and prestige. Minutes to Metro North, fine dining, boutique shopping, and everything that defines Westchester luxury living… yet once you arrive, the outside world seems to soften. There is a stillness here. You feel it walking the grounds, where mature trees frame rolling lawns and sunlight filters through in that unmistakable golden way. There is a rhythm to the property… the kind that invites long mornings on the porch, quiet afternoons by the pool, and evenings that stretch just a little longer than planned. And somewhere within it all… life quietly thrives. Bees drift from bloom to bloom, tending to the landscape in a way that feels both timeless and grounding… a subtle reminder that this estate is not just maintained, it is alive. Inside, the home unfolds with a level of craftsmanship and scale rarely seen today. Five ensuite bedrooms offer both privacy and comfort, anchored by a truly exceptional primary suite with its own fireplace, spa like bath, expansive dressing room, and a private sleeping porch… a nod to a more romantic era of living, where fresh air and slow mornings were part of everyday life. The kitchen is designed not just for cooking, but for gathering… a chef’s workspace complemented by a generous butler’s pantry, ideal for seamless entertaining. It flows effortlessly into a formal dining room that feels pulled from the pages of a design magazine, where hand printed Zuber wallpaper and a fireplace create a setting that is both refined and deeply inviting. Every room tells a story. A wood paneled office with its own fireplace opens to the front porch, offering a work from home experience that feels anything but ordinary. The living room, wrapped in double walls of French doors, blurs the line between indoors and out, filling the space with natural light throughout the day. Nearby, the sunroom becomes its own retreat… a place to pause, unwind, and simply take in the beauty of the property. Step outside, and the estate continues to reveal itself. A gunite pool set within manicured grounds. Multiple porches designed for every mood and moment. A historic Lord and Burnham greenhouse… a rare and remarkable feature that speaks to the property’s heritage. And a four plus car garage with a private apartment above, offering flexibility for guests, extended stays, or staff. This is Westchester luxury real estate at its finest, where historic architecture meets modern lifestyle, where privacy meets convenience, and where every detail has been thoughtfully considered. Because the truth is… You can always renovate a home. But you cannot recreate land like this. You cannot replicate this setting. And you cannot manufacture the feeling this property gives you the moment you arrive. 36 Revolutionary Road is not just being listed. It is being offered.

36 Revolutionary 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.