Welcome to GRAY HORSE FARM – Just Updated & Renovated for 2025 luxury living! Recently transformed with a gut-renovated Top of the line chef’s kitchen with new cabinets, countertops, backsplash, floor, and high-end appliances. There are six new designer bathrooms, all-new recessed lighting throughout, upgraded 800-AMP electric and utility systems. This grand estate seamlessly blends timeless elegance with modern comforts. A truly iconic Georgian estate nestled in the heart of Upper Brookville, this 17,587 square feet of total living space, this sprawling residence features 9 bedrooms, 9.555+ bathrooms, 10 wood-burning fireplaces, and exquisite architectural details, including vintage millwork, antique hand-painted wallpaper, and Samuel Yellin wrought-iron gates from the JP Morgan estate. Designed in 1924 by renowned architect James W. O’Connor and landscape architect Robert Ludlow Fowler, Gray Horse Farm is where classic architecture meets nearly 9 acres of pristine, equestrian-ready grounds. Perfectly suited for multigenerational living, the estate includes three separate guest/staff quarters (two 1-bedrooms and one 3-bedroom), offering privacy while staying connected. For those who love to entertain and enjoy the outdoors, the estate features a 20′ x 55′ heated saltwater pool with a pool house that’s fully equipped, tennis and basketball courts, and a secret meditation garden you don’t want to miss. For the car enthusiast there’s a 7-car garage. Equestrian enthusiasts will appreciate the 3-stall stable, multiple paddocks, and run-in horse shed, all designed for top-tier country living. Additional highlights include a whole-house generator, —all just 27 miles from Manhattan. Whether you’re seeking a premier equestrian retreat or an expansive generational compound, Gray Horse Farm delivers an unmatched lifestyle of luxury, privacy, and prestige. A rare offering close to top universities,marinas, beaches, golf, museums and americana shopping!
A Private Oasis in Upper Brookville. Timeless elegance prevails in this custom-built, majestic brick 6-bedroom, 6.5-bath manor home in Upper Brookville. Masterfully set at the end of a cul-de-sac, a private driveway leads to a spacious courtyard and impressive, stately residence set on 6 prime, serene acres. For a qualified buyer, this is an exceptional opportunity. Many many features include: a two-story entryway, a luxurious primary suite on the main level, a free-form inground heated gunite pool with a waterfall, a covered outdoor kitchen, and a 3-car garage. Luxurious living with hidden privacy and easy access.
Step away from the everyday and into this gracious, light-filled ranch, where every room feels like an invitation to relax. Sun-drenched and spacious, the interconnected living areas create an effortless flow — warm, welcoming, and made for both quiet mornings and lively gatherings.
Built for entertaining, the home features a gourmet kitchen ready for your next dinner party, a formal dining room anchored by a cozy fireplace, a comfortable den, and an oversized living room with sweeping views of the beautifully landscaped grounds.
The private wing offers four bedrooms — two with en-suite baths — plus a shared full bathroom and a relaxed, informal den for everyday living. On the opposite side of the home, two additional bedrooms and a full bath offer flexibility and privacy for guests, family, or a home office setup.
Outside, the property is nothing short of breathtaking. A long, winding driveway sets the tone, leading past a charming gazebo, rolling lawns, and a private Gunite pool complete with a tranquil koi pond and cascading waterfall. The pool house rounds it all out with showers, a full bathroom, and a recreation room — perfect for summer days that never have to end.
This is more than a home — it’s a lifestyle.
OFFERS OF $7,000,000 OR GREATER RECEIVED ON OR BEFORE SEPTEMBER 21, 2026 TO BE CONSIDERED. ENTIRE PROPERTY WAS COMPLETELY RENOVATED FROM 2023 T0 2026.
Maison Blanche: An Architectural Icon in Upper Brookville
Experience the pinnacle of ultra-modern luxury at 31 Chestnut Hill Drive. Set on five flat, private acres at the crest of a premier cul-de-sac, this architectural sanctuary was originally designed by the renowned architect Gary Gallagher and redesigned by award-winning FAIA architect Stuart Narofsky, leading to an extensively renovated (2023–2026) masterpiece.
The residence features six bedrooms with en-suite bathrooms, four additional half-baths, to include an expansive first-floor primary suite. Architectural highlights include two custom floating staircases with glass railings, porcelain and white oak floors, and frameless full-bodied Belldinni doors. The chef’s kitchens in the main and guest houses are equipped with Wi-Fi-controlled Thermador appliances and specialty quartz islands.
Uniquely designed for wellness and entertainment, the second-floor features 3 bedrooms and a private gym and Finnish sauna, while the lower level boasts a Dolby-Atmos theater, wine tasting room, a yoga/massage spa, and a wet bar. Outside, a heated saline pool and spa are framed by a porcelain patio and an unobstructing glass railing, and an outdoor wet kitchen.
App-controlled for the modern age, the estate features smart management of the custom steel entry gate, five-zone HVAC, motorized shades, security, and a whole-house generator. This is the new standard of Gold Coast living.
An exceptional private brick estate compound set on approximately
7 meticulously manicured acres in Upper Brookville. This impressive residence
offers grand scale, timeless elegance, luxurious landscaping, and a true
lifestyle experience both inside and out. Filled with natural light, the home
features vaulted ceilings, oversized windows, sweeping property views,
6 spacious bedrooms with en-suite baths, 7.5 baths, large eat-in kitchen with
generous counter space and storage, and full finished basement.
Designed for both daily living and elevated entertaining, every space offers
comfort, presence, and functionality. The meticulously designed grounds
create a resort style setting with a custom 22,000 gallon koi pond, custom
lighting, newly resurfaced Har-Tru tennis court, heated gunite pool, 8-person
hot tub, pool house with kitchenette, full bath and changing room, custom
outdoor kitchen, and premium speaker system inside and out. Complete with
space for 10-cars, car lifts, and carport, this rare Upper Brookville estate
delivers privacy, scale, luxury, and an unmatched indoor and outdoor lifestyle.
A rare opportunity to own a private Upper Brookville estate with exceptional
amenities and beautifully maintained grounds.
