Half Hollow Hills Homes with Cul-De-Sac Lot features

Welcome to the enchanting community of Half Hollow Hills, located in the heart of Suffolk County, New York. Renowned for its exceptional school district, Half Hollow Hills offers families a nurturing environment that prioritizes education and holistic development. With a commitment to academic excellence, the district boasts numerous accolades, including high graduation rates and a wide array of extracurricular programs that cater to diverse interests. Parents can rest easy knowing their children are receiving a top-tier education, supported by dedicated teachers and innovative learning resources.

Beyond the academic opportunities, Half Hollow Hills is a picturesque suburban oasis. The neighborhood is characterized by its charming homes nestled in serene cul-de-sac lots, providing a safe and tranquil environment for families to thrive. These cul-de-sac properties not only enhance privacy but also foster a sense of community, where children can play freely and neighbors become lifelong friends. With tree-lined streets and well-maintained lawns, the aesthetic appeal of these homes is undeniable, offering a perfect blend of comfort and style.

Living in Half Hollow Hills means enjoying the best of both worlds—proximity to vibrant urban amenities and the peacefulness of suburban life. Residents have access to beautiful parks, recreational facilities, and a variety of shopping and dining options. Whether you're looking for a family-friendly neighborhood or a serene place to retire, Half Hollow Hills with its charming cul-de-sac homes is the perfect place to call home. Experience the warmth of community living and the excellence of education all in one remarkable location.

Newest Half Hollow Hills Homes with Cul-De-Sac Lot features

$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

$1,099,000

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

$1,699,000

6 Beds ⋅ 6 Baths ⋅ 1002859 MLS

Nestled on a quiet cul-de-sac in one of Melville's most desirable neighborhoods, 26 Tamara Court is a custom-expanded residence offering exceptional space, comfort, and resort-style living. A dramatic 2-story foyer, soaring ceilings, and an open floor plan create an impressive setting for both everyday living and entertaining. Offering 6 generously sized bedrooms, a private first-floor home office, and a 3-car garage, the home also features elegant formal living and dining rooms, a spacious great room with a fireplace, and a finished lower level complete with a home theater, recreation area, and half bath. The oversized primary suite offers a spacious en-suite bath and generous closet space. The spacious, well-appointed kitchen features granite countertops and an impressive collection of premium appliances, including a Bertazzoni gas range with six burners, Full Size Sub zero Fridge & Full Size Subzero Freezer,an integrated grill, a large oven and secondary oven, a separate full-size wall oven, and an additional two-burner electric cooktop, offering exceptional flexibility for everyday cooking and entertaining. The backyard is the true showpiece of the property—a private resort-style retreat designed for entertaining and enjoying the outdoors. Highlights include a recently marble-dusted gunite pool, a renovated tennis court, newly reconstructed retaining walls, and an outdoor kitchen featuring two built-in BBQ grills, a two-burner cooktop, and generous patio space for dining, relaxing, and hosting guests. Combining impressive scale, outstanding amenities, and an exceptional cul-de-sac location, 26 Tamara Court presents a rare opportunity to own a truly special home in the heart of Melville.

26 Tamara Court, Melville

$3,950,000

6 Beds ⋅ 7 Baths ⋅ 1021347 MLS

Welcome to Lot 5 in the prestigious Tiziana Estates where you can customize your dream home! This lot is the largest in the community and sits on 1.66 Acres in the flag-lot for absolute privacy. This home can have a grand 2 story entrance with a beautiful front door coming off of a covered porch, 9 - 12’ ceilings in living spaces, a 10’ basement ceiling with steel I-beams for versatile finishes, and a seamless blend of elegance and functionality. Home will follow the look and feel of Lot 1 and Lot 2 with your own specifications. The basement will be at least 3000 square feet and will have an outside entrance. Make this space your own as well. Don't forget about the 3 car garage! Every car lovers dream! Energy-efficient features include a Combi Navian Boiler (6 showers can be running at the same time and never run out of hot water), hydronic forced hot air, spray foam insulation, and Andersen 400 Series windows—the exterior dazzles with James Hardie siding, cultured stone accents, and GAF shingles. At Tiziana Estates, buyers can customize finishes and details to create their dream home. Excellent, trust-worthy, local builders. Don’t miss this exceptional opportunity—schedule your tour today! Taxes are estimated. Estimated time to build will be a year. Right now you can see Lot 2 as a model home.

5 Tiziana Court, Dix Hills

$1,750,000

5 Beds ⋅ 3 Baths ⋅ 1019611 MLS

Welcome to this Beautifully Maintained Sun-Drenched Sprawling Ranch Boasting 4500 Square Feet of Living Space Featuring an Open Eat In Kitchen w/Center Island and Vaulted Ceilings, Formal Dining Room, Living Room w/Wood Burning Fireplace, Light and Bright Great Room w/Vaulted Ceilings, 5 Generous Sized Bedrooms, 3 Full Baths, Master Suite, In-Ground Pool with 2 Year Young Liner, 3 Car Garage , 3 Central Air Units, 10 Zone Front and Back Sprinklers all Set on 1 Acre of Parklike Property in a Beautiful Neighborhood of Melville. Don't Miss This Opportunity to own This Beautiful Home!!!

6 Twilight Court, Melville

$1,750,000

5 Beds ⋅ 4 Baths ⋅ 1016328 MLS

Welcome To 4 Laurelwood Circle, A Rare Opportunity To Own A Truly Exceptional Original-Owner Contemporary Residence Nestled Within One Of Dix Hills’ Most Exclusive Estate Cul-De-Sac Locations. Perched Upon The Community’s Premier Elevated Homesite—Originally Selected As The Most Desirable And Highest-Elevation Lot Offered—This Magnificent Property Spans Three-Quarters Of An Acre Of Private, Level Grounds Designed For Both Refined Living And Resort-Style Entertaining. Beyond Its Striking Exterior, The Home Unveils A Sophisticated Open-Concept Interior Enhanced By Soaring Vaulted Ceilings With Skylights, Walls Of Glass, And An Abundance Of Natural Light. At The Heart Of The Home, A Dramatic Floor-To-Ceiling Double-Sided Gas Fireplace Showcases Contemporary Stone And Wood Accents, Creating A Stunning Architectural Focal Point. Rich Oak Hardwood Floors, Recessed Lighting Throughout, And Custom Window Treatments Further Elevate The Home’s Modern Elegance. The Expansive Updated Kitchen Is Designed To Impress, Featuring Quartz Countertops, Stainless Steel Appliances, Generous Preparation Space, And Seamless Flow Into The Home’s Principal Living And Entertaining Areas. A Rare Builder-Upgraded First-Floor Bedroom Suite, Accompanied By An Updated Full Bath And Additional Living Space, Offers Exceptional Flexibility For Extended Family, Guests, A Private In-Law Arrangement, Or Au Pair Accommodations. The Luxurious Primary Suite Serves As A Private Retreat, Offering Multiple Closets Including A Walk-In, A Dedicated Dressing Area, And An Impressive Spa-Inspired Four-Piece Bathroom Encompassing Nearly 200 Square Feet. Three Additional Oversized Bedrooms Provide Excellent Closet Space And Share A Spacious Full Bathroom And Secondary Staircase For Enhanced Privacy. Outdoors, The Resort-Caliber Backyard Is A Private Sanctuary Featuring A Heated Saltwater In-Ground Pool, Expansive Entertaining Patio, And Multiple Areas Of Mature Specimen Plantings That Create A Tranquil And Picturesque Setting. Additional Highlights Include An Updated Architectural Roof, Central Air Conditioning, 200-Amp Electric Service, Two-Car Garage, Walk-In Attic Storage, And An Expansive 2,000+ Square Foot Basement Offering Unlimited Potential To Create The Ultimate Home Theater, Fitness Studio, Wine Cellar, Recreation Space, Or Custom Retreat. All Ideally Located Within The Highly Acclaimed Half Hollow Hills School District, This Exceptional Estate Property Combines Timeless Design, Rare Privacy, And An Unparalleled Setting To Create A Truly Extraordinary Place To Call Home.

4 Laurelwood Court, Dix Hills

$1,769,000

4 Beds ⋅ 3 Baths ⋅ 1011606 MLS

Like new and under $2 million. Rare opportunity to own a completely renovated home situated on 1.5 flat, private acres at the end of a cul-de-sac, offering exceptional privacy and a serene setting. This move-in ready residence has been thoughtfully updated from top to bottom using premium, low-maintenance materials and designer finishes throughout. Features include light oak hardwood flooring, modern glass staircase railings, fresh paint, and a stunning eat-in kitchen with custom light oak cabinetry, quartz countertops, stainless steel appliances, a statement hood, and views of the expansive backyard. The spacious family room offers a wood-burning fireplace, while a designated mudroom area provides convenient access to the oversized 2-car garage. The private primary suite is set apart from the additional bedrooms and features vaulted ceilings, a newly renovated bath, and a custom oversized closet. Two additional bathrooms have also been beautifully renovated. Extensive improvements include new heating and cooling systems, Hardie Board siding with premium Azek exterior trim, a new roof, gutters, driveway, all new solid doors throughout, Lutron lighting technology, 200-amp electric service, and in-ground sprinklers in both the front and rear yards. Mature landscaping has been enhanced with new plantings, creating a picturesque outdoor setting. Truly nothing to do but unpack and enjoy this meticulously updated home where quality craftsmanship and premium, low-maintenance materials were thoughtfully selected throughout. Don’t miss this rare offering!

6 Washington Avenue, Dix Hills

$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

$2,299,000

6 Beds ⋅ 5 Baths ⋅ 970033 MLS

This six-bedroom, four-and-a-half-bath Colonial home is nestled in The Country Pointe prestigious gated community in Dix Hills offering a perfect blend of classic charm and modern luxury. Situated on a beautifully landscaped lot, this home boasts impressive curb appeal with a stately brick or stone facade, elegant columns, and a welcoming front porch. Inside, the grand foyer features soaring ceilings, a sweeping staircase, and gleaming hardwood floors that flow throughout the main living areas. The spacious formal living and dining rooms provide an ideal setting for entertaining, while the gourmet kitchen is a chef’s dream, complete with high-end stainless steel appliances, granite countertops, a large center island, and a breakfast nook with scenic views. The family room is a warm and inviting space, featuring a cozy fireplace and large windows that allow for plenty of natural light. A private study or home office or bedroom with a full bath provides the perfect space for remote work or guest. Upstairs, the luxurious primary suite is a true retreat, boasting a spa-like ensuite bath with a soaking tub, walk-in shower, dual vanities, and an oversized walk-in closet. Four additional generously sized bedrooms provide ample space for guests, with well-appointed bathrooms offering both style and convenience. The fully unfinished basement offers a versatile space for a media room, game room, or fitness center. Outside, the backyard is a private oasis featuring a spacious patio, perfect for outdoor gatherings, comes with an Outside Kitchen and Inground Pool The lush landscaping and mature trees create a serene setting within the secure confines of the gated community, which offers exclusive amenities such as a clubhouse, pool, fitness center, tennis , golf, restaurant and even an indoor pool. With its blend of timeless elegance the modern Colonial home is an exceptional opportunity for luxurious living. Photos are Virtually Brushed & Staged.

22 Turnberry Court, Dix Hills

$1,199,000

840306 MLS

Exceptional opportunity to build your custom dream home on this flat, picturesque 1.08 acre parcel located at the end of a quiet cul-de-sac in one of Dix Hills' most desirable neighborhoods! Situated within the award-winning Half Hollow Hills School District and just minutes to major highways & the L.I.R.R. This property offers privacy & convenience in a premier location. This offering is for vacant land only. Preliminary architectural drawings for an approximately 4,500 sq foot residence are about 90% completed & available for purchase separately, providing a potential starting point for buyers. Buyers also have the option to engage their own architect & design a residence tailored to their specific vision. A rare opportunity to create a custom home in a premier Dix Hills location.

9 Jeanine Court, 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.