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$4,200,000
6 Beds 8 Baths 1043804 MLS
Welcome to 10 Laurel Woods Drive, an expansive 8,000+ square-foot residence privately situated on 5.45 park-like acres in Upper Brookville. Set behind wrought iron gates at the end of a quiet, tree-lined cul-de-sac, this impressive expanded ranch offers exceptional scale, privacy, and a true estate-like setting. The home features six bedrooms and eight bathrooms, including a spacious first-floor primary suite. Generously proportioned interiors are designed for both everyday living and large-scale entertaining, with formal living and dining rooms, a sitting room, and an expansive great room, all enhanced by new flooring. A newly renovated, state-of-the-art chef’s kitchen serves as the heart of the home, thoughtfully equipped with both gas and electric cooking stations. Just beyond, a dedicated mudroom provides direct access to the four-car garage, offering exceptional space for car enthusiasts, collectors, or additional storage. The fully finished lower level provides extensive additional living and entertaining space, complete with a dedicated theater room, wet bar, gym, and ample room for recreation, gatherings, and flexible use. Outside, the property unfolds as a private retreat. A newly repaved tennis court, updated gunite swimming pool with new equipment, and dedicated pool house are surrounded by sweeping lawns and mature landscaping. Meandering walking paths extend throughout the grounds, complemented by a fire pit and garden, creating numerous spaces to relax, entertain, and enjoy the remarkable natural setting. Offering substantial interior space, extensive amenities, and more than five acres of beautifully established grounds, 10 Laurel Woods Drive presents a rare opportunity to enjoy estate living in one of the North Shore’s most desirable villages

10 Laurel Woods Drive, Upper Brookville

$3,500,000
5 Beds 5 Baths 1018330 MLS
Dream homes do exist. Perfectly situated on 2+ private, meticulously landscaped acres on a winding country lane, this charming 5-bedroom residence offers an unparalleled lifestyle. Every sun-drenched room provides stunning, expansive views of lush lawns, specimen trees, and vibrant perennial gardens. Exquisite Craftsmanship & Main Level Living. The main level showcases exceptional millwork, fine moldings, and rich hardwood flooring. A vaulted foyer welcomes you, leading to an elegant music room, a spacious living room, and a handsome cherry library with custom built-ins. The gourmet kitchen features premium appliances and custom Wood-Mode cabinetry, overlooking your private backyard oasis. A thoughtfully placed butler’s bar with a Sub-Zero wine cooler connects the kitchen to the formal dining room for seamless entertaining. A first-floor bedroom with a private en-suite bath is ideal for guests or multi-generational living. The second level hosts four additional bedrooms. The serene primary suite features a luxurious en-suite bath. Two additional bedrooms boast private en-suite baths, while the fourth bedroom enjoys access to a well-appointed hall bath. Step outside to your private resort, featuring an expansive deck that overlooks a heated, saltwater gunite pool. The entire property is fully fenced, private, and beautifully framed by mature landscaping. Car enthusiasts and organizers will love the two separate garages: a convenient main-level attached garage near the mudroom/kitchen, plus a second 2-car garage/storage area at the basement level. A massive, unfinished basement offers endless customization potential and features a direct walk-out entrance to the pool area. Enjoy the perfect balance of privacy and convenience. Located just moments from the village, this home offers an excellent commute while placing you in the highly coveted North Shore School District.

61 Linden Lane, Upper Brookville

$5,295,000
6 Beds 9 Baths 1021182 MLS
Imagine an exclusive lifestyle redefined within a private HOA gated community, where absolute security meets unparalleled luxury on a flat, beautifully landscaped 2.53-acre parcel. This masterfully constructed 7,000-square-foot estate—boasting an impressive six bedrooms and seven bathrooms, each with their own private balcony—is defined by ultra-high-quality finishes throughout, including radiant heated floors, a central vacuum system, and a private elevator servicing all levels. The crown jewel of the residence is a first floor year-round indoor wellness spa complete with a pristine indoor pool, relaxing sauna, and steam room facilities. Designed for flexible multi-generational living, the home features dual (2) primary suites with private balconies and jacuzzi baths, a media room for grand entertainment, a designer eat-in chef’s kitchen anchored by a massive island, and a beautifully finished walk-out lower level. Entertain brilliantly on the expansive rear patio with outdoor kitchen and covered pavilion. Conveniently located just 11 minutes to the Long Island Expressway, this luxury home seamlessly blends elite architecture with a truly exceptional compound experience.

5 Farmwoods Lane, Upper Brookville

$5,250,000
6 Beds 8 Baths 985121 MLS
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.

45 Wolver Hollow Road, Upper Brookville

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.