Half Hollow Hills Homes with Estate Style

Welcome to the enchanting community of Half Hollow Hills, nestled in the heart of Suffolk County, New York. Renowned for its exceptional school district, Half Hollow Hills offers an educational experience that is second to none. With a commitment to academic excellence, this district is consistently recognized for its outstanding schools, dedicated faculty, and a wide array of extracurricular programs that nurture students' talents and interests. Families here appreciate the emphasis on a well-rounded education, ensuring that children not only excel academically but also develop socially and emotionally.

In addition to its stellar educational offerings, Half Hollow Hills is home to a stunning array of estate-style homes that embody elegance and sophistication. These properties are designed with both luxury and comfort in mind, featuring spacious layouts, manicured lawns, and state-of-the-art amenities. Whether you’re looking for a grand estate with sprawling grounds or a modern home with contemporary finishes, the real estate options in this area cater to diverse tastes and lifestyles.

Living in Half Hollow Hills means enjoying a serene suburban atmosphere, while still being conveniently located near vibrant shopping districts, fine dining, and recreational facilities. The community’s lush parks and scenic trails provide ample opportunities for outdoor activities, making it a perfect place for families to thrive.

If you’re seeking a place that combines top-tier education with luxurious living, look no further than Half Hollow Hills. Discover your dream home in this idyllic community today!

Newest Half Hollow Hills Homes with Estate Style

$5,999,999

6 Beds ⋅ 9 Baths ⋅ 1031747 MLS

Poised behind private gates atop one of Long Island's highest elevations, this extraordinary all-brick manor estate is a masterwork of timeless architecture and uncompromising luxury. Encompassing six lavish bedroom suites, six full baths, and three elegant powder rooms, the residence is surrounded by picturesque English gardens and acres of lush parkland, offering an unrivaled sense of serenity, privacy, and grandeur. Bordering an extensive network of scenic hiking and horseback riding trails, the estate offers a seamless connection to nature, creating an exceptional setting for outdoor recreation and equestrian pursuits. A true trophy estate, this one-of-a-kind property boasts its own FAA-recognized private helipad, providing the rare privilege of effortless helicopter access to Manhattan, the Hamptons, and beyond—transforming travel into an experience of unparalleled convenience. Every inch of this magnificent residence reflects exceptional craftsmanship and meticulous attention to detail. Rich custom millwork, exotic quarter-sawn hardwood floors, and imported marble finishes create an atmosphere of refined elegance, while state-of-the-art geothermal heating and cooling, radiant heated floors throughout, and advanced energy-efficient systems provide modern comfort without compromise. Designed for both everyday luxury and grand-scale entertaining, the estate features a spectacular gourmet eat-in chef's kitchen, an opulent primary suite worthy of a five-star resort, expansive guest or extended-family accommodations, four stately fireplaces, intricate bespoke ornamental ironwork, a comprehensive security system, and a heated driveway. The resort-inspired grounds are nothing short of extraordinary, showcasing a heated saltwater swimming pool and spa enhanced by cascading waterfalls, creating a private oasis of relaxation. Inside, an exceptional array of amenities awaits, including a starlit home theater, indoor squash court, full basketball court, professional-grade fitness center, game room, workshop, and beautifully appointed guest quarters. A residence of this caliber is exceptionally rare—where architectural excellence, cutting-edge innovation, and world-class amenities converge to create one of Long Island's most distinguished private estates. Additional Features: Energy-efficient insulated doors, elegant formal living and dining rooms, exquisite marble baths, generously appointed guest quarters, abundant storage and utility spaces, and an uncompromising commitment to craftsmanship, luxury, and enduring quality. This remarkable estate offers an unparalleled lifestyle where privacy, prestige, and sophisticated living exist in perfect harmony, presenting a once-in-a-generation opportunity to own one of Long Island's most iconic legacy properties.

18 Gwynne Road, Melville

$3,999,999

6 Beds ⋅ 7 Baths ⋅ 1005867 MLS

New Construction!! Pictures are from a previously built home showcasing the builder's craftsmanship. A rare and extraordinary opportunity to create your dream estate on an acre of flat property in the prestigious North Dix Hills/Longwood Estates enclave. This spectacular French Chateau-inspired masterpiece by a renowned luxury builder will redefine sophisticated living with approximately 8,520 square feet of masterfully designed interiors, timeless architectural elegance, and unparalleled craftsmanship throughout. This grand custom residence is thoughtfully designed for both luxurious everyday living and exceptional entertaining, offering 6 expansive bedrooms, 6.5 spa-inspired designer baths. From the moment you enter, the home is envisioned to impress with soaring ceilings, dramatic architectural details, bespoke millwork, and refined finishes. The elegant exterior showcases classic French Chateau styling complemented by striking Juliet balconies, stately rooflines, and an oversized covered patio with a spacious second-level balcony overlooking the breathtaking resort-style grounds. The outdoor setting is designed for ultimate privacy and relaxation with ample space for custom landscaping, outdoor living areas, and entertaining. The first floor offers an exceptional layout tailored for modern luxury living, including a private executive office, expansive entertaining spaces, and a designer chef’s kitchen complemented by a separate spice/prep kitchen. A stunning 2-story foyer welcomes you into a bright, open layout that seamlessly connects formal living and dining rooms with an expansive great room featuring a fireplace. The second level features generously appointed bedroom suites along with a versatile loft area perfect for a secondary lounge, study space, or media retreat. Additional luxury options include the ability to add a 3-level elevator for effortless access throughout the home. Buyers will also have the opportunity to customise interior finishes, materials, and landscaping to reflect their personal vision and lifestyle. Every inch of this remarkable estate is being crafted with uncompromising quality, superior attention to detail, and the finest level of construction. An unparalleled offering combining grandeur, elegance, and customisation in one of Long Island’s most coveted neighborhoods. Half Hollow SD. Centrally located to all.

26 Buckingham Drive, Dix Hills

$4,100,000

6 Beds ⋅ 6 Baths ⋅ 979613 MLS

Another exceptional creation by Piazza Custom Builders, this brand-new approx. 6,400 sq ft luxury residence showcases impeccable craftsmanship, thoughtful design, and high-end finishes throughout. Featuring 6 bedrooms, 5.5 baths, and 10-foot ceilings on every level—including the basement—this home offers both grandeur and comfort. A stunning 22-foot foyer welcomes you into a bright, open layout that seamlessly connects formal living and dining rooms with an expansive great room featuring a fireplace. The chef’s kitchen is a true centerpiece, appointed with custom white oak cabinetry, quartzite countertops, premium Thermador appliances, an oversized island, and a butler’s pantry. The first floor includes a private guest suite with its own entrance—ideal for visitors. Elegant custom wall paneling, white oak engineered flooring, oversized windows, and sleek glass railings elevate the home’s sophisticated aesthetic. Convenience meets functionality with a mudroom just off the attached three-car garage. Upstairs, the luxurious primary suite serves as a private retreat, complete with a spa-inspired bath featuring radiant heated floors. Two additional bedrooms include private en-suites, while two more share a well-appointed full bath. A second-floor laundry room adds everyday ease. The home also boasts a full walk-out basement with 10-foot ceilings and a full-height attic providing abundant storage. Located in one of Dix Hills’ most sought-after neighborhoods, this remarkable residence presents a rare opportunity to own a meticulously built, move-in-ready luxury home designed with both elegance and practicality in mind.

6 Highfield Drive, Dix Hills

$6,399,000

5 Beds ⋅ 7 Baths ⋅ 957362 MLS

Elevate your lifestyle at 24 Landview Drive, a New Construction Estate that defines Luxury Living in desirable Dix Hills! This new custom-built offers 8,880 sq ft of living space with an additional 3,320 sq ft of unfinished lower level, and features exquisite detail and masterful design throughout. Flawlessly built by TELIA Contracting and artfully designed by BESS DECOR, this Estate is perfection for grand entertaining and family living! Enjoy a Chef's dream gourmet kitchen with Subzero & Wolf appliances, a butler's pantry with wet bar, 5 oversized en-suite bedrooms, 6.5 baths, a luxury library/home office with speakeasy dry bar and a heated legal 4 car garage. This estate features soaring high coffered ceilings, custom moldings, paneling and millwork throughout, 4 gas fireplaces, custom built-ins and vanities, marble tile and slabs throughout, quartz countertops, radiant heat, custom iron railings, two staircases and an elevator spanning from the basement to the 3rd floor walk-in attic. The estate offers 7 heating/cooling zones, a full unfinished basement (prepped for home theater, wine cellar, wet bar and bathroom) with walkout access, central vac, Buderus boiler and full house generator. The palatial rooms, craftmanship and attention to detail in every corner within this estate truly characterizes it as a luxurious masterpiece of unmatched aura that perfectly transitions into the outdoor living space as well. Multiple french doors lead into the majestic backyard which features an incredible outdoor living experience with covered heated patios, oversized second floor balconies from the bedrooms, full outdoor kitchen, outdoor fireplace with lounge/cigar area, full outdoor bathroom with shower, a private fire pit sitting area, along with a 30x50 gunite saltwater heated pool with built-in hot tub spa, fire feature, waterfall feature and sun deck. Entire estate is pre-wired for audio/video and security system. If you are ready to enjoy unparalleled luxury living, then this distinguished estate that seamlessly blends timeless architecture with modern sophistication is ready to offer you the ultimate living experience!!!

24 Landview Drive, Dix Hills

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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.