Half Hollow Hills Real Estate

Welcome to the enchanting Half Hollow Hills School District, nestled in the heart of Suffolk County, New York. This vibrant community is not just known for its picturesque landscapes and charming neighborhoods, but also for its commitment to providing an exceptional educational experience for students of all ages.

The Half Hollow Hills School District is renowned for its high academic standards and a diverse array of programs that cater to the unique needs of every student. With a strong emphasis on both academic excellence and personal growth, the district boasts a robust curriculum that includes advanced placement courses, arts, and athletics, ensuring that students are well-prepared for college and beyond.

Parents will appreciate the dedicated and experienced faculty, who are committed to fostering a nurturing learning environment. The district’s schools are equipped with state-of-the-art facilities, promoting not only academic success but also encouraging creativity and critical thinking. The emphasis on technology integration further enriches the educational experience, preparing students for the demands of a rapidly changing world.

Beyond academics, Half Hollow Hills offers a range of extracurricular activities, from sports teams to clubs, allowing students to explore their interests and build lifelong friendships. The community is actively involved in supporting its schools, creating a strong partnership between families and educators.

Living in the Half Hollow Hills area means being part of a close-knit community that values education and invests in its future. With its beautiful parks, family-friendly amenities, and a strong sense of community, it’s no wonder families are drawn to this remarkable district. Explore your future in Half Hollow Hills, where education meets opportunity!

Newest Listings in Half Hollow Hills

$3,598,000

5 Beds ⋅ 6 Baths ⋅ 1032791 MLS

Welcome to Melville’s Newest Exclusive Development. A Private Cul-de-Sac Featuring Just Three New Luxury Homes and Ultimate Privacy. Offering Over 6,000 Square Feet of Meticulously Designed Living Space, This Exceptional Residence Blends Luxury, Comfort, and Functionality. The First Floor Welcomes You With an Open Foyer and a Fluid Floor Plan, Featuring a Beautifully Appointed Kitchen With Viking Professional Appliances, That Flows Seamlessly Into the Breakfast Area and TV Room. A Formal Living Room and Dining Room Are Connected by a Butler’s Pantry, Creating the Perfect Setting for Entertaining. Enjoy Convenient Access From the Driveway Into the Mudroom, Along With a First-Floor En-Suite Bedroom Ideal for Guests. The Second Floor Features Four Spacious Bedrooms, Including an Impressive Primary Suite With His and Her Closets and a Luxurious Spa-Inspired Bathroom Complete With a Steam Shower. Full Laundry Room Conveniently Located Upstairs. The Finished Lower Level Provides Additional Space for Recreation, Entertaining, a Home Gym, or More. Step Outside to Lush Landscaping and a Blank Canvas Ready to Become the Private Backyard Oasis of Your Dreams. With Over an Acre of Unparalleled Privacy, This Exceptional Property Is a Truly Rare Offering. Opportunities Like This Do Not Come Along Often. Don’t Miss Your Chance to Make It Yours!

2 D'Amico Court, Melville

$2,498,000

5 Beds ⋅ 6 Baths ⋅ 1024608 MLS

Stunning New construction home set on a beautiful landscaped flat acre with a circular driveway. A dramatic two-story foyer welcomes you into an expansive open-concept floor plan designed for modern living and effortless entertaining. Oversized rooms, custom ceiling details, designer lighting, and a spectacular fireplace with contemporary built-ins create an atmosphere of warmth and elegance. A first-floor junior suite with a private bath & terrace provides the perfect accommodation for guests or multigenerational living. At the heart of the home, the banquet-sized chef's kitchen is a showstopper, featuring custom cabinetry, premium Thermador appliances, natural gas cooking, designer lighting, and spacious pantry. The luxurious primary suite serves as a private sanctuary, complete with two custom walk-in closets and spa-inspired bath. Three additional en-suite bedrooms all with walk-in closets and a generously sized laundry room complete the second level. The full-footprint 9-foot walk-out basement offers incredible potential for a home theater, fitness center, wine cellar, or recreation space. With natural gas utilities, custom closets, and designer finishes this exceptional residence delivers the perfect balance of luxury, comfort, and lifestyle! (virtually staged)

654 Caledonia Road, Dix Hills

$869,000

3 Beds ⋅ 3 Baths ⋅ 1032254 MLS

Welcome to this beautiful newly renovated home located in the highly sought-after Half Hallow Hills school District. This charming property features 3 Spacious bedrooms and 3 full beautiful modern bathrooms.

7 Weinmann Boulevard, Melville

$849,999

3 Beds ⋅ 3 Baths ⋅ 1031057 MLS

A 3-bedroom, 2.5-bath Expanded Ranch in Dix Hills, with living space spread across a spacious main level and a full basement. The main level features a formal living room and dining area with hardwood floors. The kitchen includes oak cabinetry, tile backsplash, granite counters, a center island with a breakfast bar, and an overhead skylight. A massive family room extension with vaulted ceilings and skylights connects to a convenient powder room. Three bedrooms round out this level, including a primary suite with a private full bath. Outside, a paver patio, in-ground swimming pool, and fully fenced yard create a private outdoor oasis. Close to major highways, shopping, and zoned for Half Hollow Hills schools.

51 Longworth Avenue, Dix Hills

$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

$2,450,000

5 Beds ⋅ 4 Baths ⋅ 1029677 MLS

Dix Hills Stunner! Set On a Beautifully Landscaped Acre, This Spectacular 5 Bedroom 4 Bath Expanded Colonial Offers The Perfect Blend Of Luxury, Comfort And Timeless Elegance. Thoughtfully Designed Throughout Featuring A Dramatic Two-Story Grand Entry Foyer, Vaulted Ceilings, First Floor Guest Quarters, Custom Chef's Kitchen And A State-Of-The-Art Media Room. Luxury Finishes And Premium Upgrades Throughout Include Rich Hardwood Flooring, Custom Mouldings, Radiant Heat Flooring, Remote Controlled Hunter Douglas Blinds, A Whole House Generator, Advanced Air Purification And Whole-House Water Filtration Systems. Designed For Both Everyday Living And Unforgettable Entertaining, This Exceptional Home Features A Heated 24x44 Saltwater Pool, An Impressive Outdoor Cabana And Professionally Designed Landscape Lighting That Beautifully Illuminates Both The Front And Rear Grounds. Every Detail Has Been Thoughtfully Curated To Create An Exceptional Home Both Inside And Out. This One-Of-A-Kind Private Retreat Is The Perfect Place To Call Home. Conveniently Located Close To Highways, Schools, Parks & Shops

1 Winston Court, Dix Hills

$1,849,000

5 Beds ⋅ 4 Baths ⋅ 1031517 MLS

Welcome to this exceptional brand new home at 333 Concord Court in Dix Hills. Set on a private 1 acre property, this custom-built 5-bedroom, 3.5-bathroom residence offers approximately 3,915 square feet of thoughtfully designed living space, combining timeless craftsmanship with modern luxury. The open floor plan is highlighted by a 2 story entry foyer, extensive custom millwork, and designer finishes throughout. The gourmet kitchen flows seamlessly into the spacious dining and living areas, creating the perfect setting for everyday living and effortless entertaining. A beautiful gas fireplace surrounded by custom built-in cabinetry and a 65” TV anchors the rec room, adding warmth and character year-round. The luxurious primary suite serves as a private retreat, featuring a spa-inspired bathroom and an oversized walk-in closet. Four additional bedrooms provide exceptional flexibility for guests, or a home office, while the home’s beautifully appointed bathrooms showcase premium finishes and meticulous attention to detail. The finished basement offers valuable additional living space, ideal for a recreation room, home gym, media room, or home office. An attached garage provides convenience and ample storage. The exterior is equally impressive, featuring premium Maibec cedar siding that delivers timeless curb appeal and lasting durability. The expansive property is professionally landscaped, sodded and serviced by an underground sprinkler system. There is a very large rear deck, as well as a large and private rear yard for entertaining, recreation, or the future addition of a pool and outdoor living areas. Located in the highly desirable Dix Hills community, this exceptional new construction home offers the perfect blend of luxury, privacy, and modern living in one of Long Island’s most sought-after neighborhoods. Estimated 2026/2027 real estate taxes (12/1/26 – 11/30/27) - $10,500. Estimated 2027/2028 real estate taxes (12/1/27 – 11/30/28) - $26,000 (this estimate is based on the most current tax rate available, and does not include the Basic Star Program)

333 Concord Court, Dix Hills

$1,920,000

5 Beds ⋅ 4 Baths ⋅ 1030819 MLS

Welcome to this exceptional Center Hall Colonial, where timeless sophistication meets modern luxury. Nestled on more than one acre of beautifully maintained, level property in a private cul-de-sac setting, this impressive residence offers over-the-top comfort, space, and amenities designed for today's discerning buyer. Boasting 5 spacious bedrooms, 3.5 bathrooms, and a full basement, the home features an expansive floor plan with soaring 10-foot ceilings, a dramatic cathedral-style entry, and elegant hardwood floors throughout much of the main level. Formal living and dining rooms showcase crown moldings and refined architectural details, while a versatile first-floor office/library and spacious first floor bedroom and full bathroom provide the flexibility today's lifestyle demands. The heart of the home is the oversized gourmet eat-in kitchen, complete with a center island, custom off-white cabinetry, striking black granite countertops and backsplash, and premium stainless-steel appliances, including a Sub-Zero refrigerator, double Thermador ovens, Thermador gas cooktop, Bosch dishwasher, and Bosch microwave. The adjoining family room is larger than standard Whitney models and features a cozy wood-burning fireplace, creating the perfect gathering space. The home has a three car garage and a second front service entrance. Sliders from the Kitchen bring you to an expansive Cambridge paving stone patio with outdoor kitchen that features BBQ, sink 2 burners and a refrigerator. The Fully Fenced Flat property has IGS and offers versatility for endless outdoor entertaining options with a sport court and putting green. The shed has both water and electric hookups. The Chandelier operates on a key lift. The lifetime architectural roof is 14 years young, the Dual hot water heaters are under 2 years old, there is three zone gas heat with Rheem professional grade HVAC systems and 3 zone CAC. The home has 300 Amp electric, Alarm system, central vac, Andersen windows, custom window treatments and Newer front door, driveway and front walk way. The second floor primary bedroom is every homeowners dream space. This wonderful space has a tray ceiling in the oversized primary, a separate sitting room with a gas fireplace. His and Her walk in closets and a spa like bathroom with a walk in shower, jacuzzi tub and double vanity with granite counters and vaulted ceiling. There are three additional large bedrooms all with ample closets and a full bathroom with double vanity and a combination tub/ shower. This home offers everything a discerning buyer is looking for. HHH SD feeding to Signal Hill ES, West Hollow Middle School and HHH HS East. Too much to list- come see for yourself and be wowed!

56 Sage Hollow Court, Dix Hills

$2,495,000

6 Beds ⋅ 4 Baths ⋅ 1030573 MLS

Welcome to an extraordinary residence where timeless elegance meets modern sophistication. Perfectly positioned in one of Dix Hills' most prestigious neighborhoods, this impeccably reimagined and spacious 6-bedroom, 4-bathroom estate has been completely renovated with uncompromising attention to detail, offering the ultimate turnkey luxury lifestyle. Thoughtfully rebuilt from the inside out, the home features all-new electrical and plumbing systems, a 200-amp electrical service, brand new CAC units and exceptional craftsmanship throughout. Rich custom millwork, intricate crown moldings, and designer finishes elevate every space, creating an atmosphere of refined elegance. At the heart of the home is a spectacular chef's kitchen, designed to impress with premium finishes, custom cabinetry, luxury appliances, and an effortless flow for both everyday living and grand entertaining. Beautiful hardwood flooring extends throughout the home, leading to spacious living areas centered around a classic wood-burning fireplace that adds warmth and timeless charm. The fully finished basement provides exceptional flexibility, perfect for a fitness studio, recreation lounge or executive office. The attached garage showcases a professionally finished epoxy floor, delivering a sleek, showroom-quality appearance. Outside, the meticulously maintained and professionally landscaped grounds create an inviting setting for outdoor entertaining, relaxation, and year-round enjoyment. From its flawless renovations to its luxurious finishes and exceptional attention to detail, this home is a rare offering that seamlessly blends elegance, comfort, and modern convenience.

5 Hemingway Drive, Dix Hills

$999,000

4 Beds ⋅ 2 Baths ⋅ 1029801 MLS

Welcome to 15 Dix Circle in Dix Hills, where comfort meets convenience. The thoughtful layout provides generous living space ideal for both everyday life and entertaining. Located in a highly desirable neighborhood, near award-winning schools, this home also offers easy access to shopping, parks, and major roadways. Move right in and enjoy all this exceptional Dix Hills property has to offer.

15 Dix Circle, Dix Hills

$1,099,000

2 Beds ⋅ 3 Baths ⋅ 1025617 MLS

The Greens at Half Hollow! Country Club Living at its finest! Nestled in a cul-de-sac within Long Island’s most coveted 55+ gated enclave, this extraordinary Medici Model commands a premium private location— featuring stunning, lush green landscaping and picturesque views of the nearby Gazebo that create a serene out-door retreat! A grand two-story entry sets the tone, opening to a bright, free-flowing interior, with up to 16' dramatic soaring ceilings and abundance of natural light. The stunning Living Room, Dining room and Kitchen spaces, all boast views of the green outdoors, in addition to the private walk-out patio with motorized awning. In the spectacular, renovated gourmet eat-in kitchen, striking custom cabinetry, polished granite surfaces, and a full suite of professional-grade stainless-steel appliances — elevate every culinary experience. An advantageous center island invites conversation and connection. There is a convenient first floor powder room and large walk-in pantry/storage closet. The 1st floor primary ensuite is a private sanctuary of sophistication, adorned custom-fitted dual walk-in closets, laundry area and a spa-inspired bathroom featuring double vanities, soaking hot tub and separate frame-less glass shower. The 2nd level features very spacious loft area for relaxing or provide perfect guest/bonus space, with a generous bedroom and elegant Full Bathroom. Refined details abound — striking, updated wide-plank wood floors, custom woodwork and moldings, recessed lighting, plus ample closets for storage and a one-car garage with abundance of storage. Beyond the home itself, The Greens at Half Hollow elevates every moment of life. The private clubhouse is a world unto itself — offering a fine-dining restaurant, lounges, fitness center, indoor and outdoor pools, tennis courts, game rooms, a vibrant calendar of social and cultural clubs and Golf Membership (additional fee). Security is assured with 24/7 gated and attended entrances. Relax and unwind while enjoying breathtaking park-like manicured grounds that enhance the property's peaceful setting! Your search for exceptional luxury living inside and outside ends here!

742 Verona Drive, Melville

$1,425,000

5 Beds ⋅ 5 Baths ⋅ 1009376 MLS

Welcome to 3 Naomi Court, an exceptional Center Hall Colonial located on a quiet cul-de-sac in Melville within the highly acclaimed Half Hollow Hills School District, consistently ranked among the top districts in Suffolk County. Set on 1.19 beautifully landscaped, flat acres, this impressive 5-bedroom, 4.5-bath residence offers the perfect blend of timelessness, modern updates, and resort-style outdoor potential. A modern open floor plan showcases pristine hardwood floors and seamlessly connects the sun-drenched great room with a fireplace to the oversized eat-in kitchen, featuring a center island, a spacious walk-in pantry, and newer appliances. The dining room with a butler's pantry flows effortlessly into the expansive living room, creating an ideal open-floor concept for both everyday living and entertaining. Designed for exceptional indoor-outdoor living, sliding glass doors open to a spacious deck overlooking the park-like backyard, an expansive private retreat with ample room for a luxurious pool, tennis court, or both. A separate first-floor guest wing with a private bedroom, full bath, and dedicated laundry room provides the perfect accommodations for extended family or visitors. The second level features a generously sized primary suite with dual walk-in closets and a spa-inspired en-suite bath complete with a soaking tub, separate shower, and double vanity. Three additional spacious bedrooms and a full bath complete the upper level. The newly finished lower level adds exceptional living space, offering a full bath, bonus room, built-in bar, new Mohawk flooring, abundant storage, and endless possibilities for recreation, fitness, or entertaining. Additional highlights include zoned central air conditioning, an updated gas heating system (approximately two years old), newer water heater, Belgian block-lined driveway, and an attached oversized 2-car garage with impressive 13-foot ceilings, providing exceptional storage and flexibility. This remarkable Melville residence combines sophistication, thoughtful updates, generous-sized rooms, and an extraordinary property in one of Long Island's most sought-after communities.

3 Naomi Court, Melville

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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.