Half Hollow Hills Homes with Vanderbilt Elementary School Elementary school

Welcome to the enchanting community of Half Hollow Hills, nestled in the heart of Suffolk County, New York. This vibrant neighborhood is not only known for its picturesque landscapes and welcoming atmosphere but also for its exceptional educational opportunities. Families seeking a nurturing environment for their children will find that the Half Hollow Hills School District stands out as a beacon of academic excellence.

At the heart of this remarkable district is Vanderbilt Elementary School, a cherished institution that plays a pivotal role in shaping young minds. With a dedicated faculty and a comprehensive curriculum, Vanderbilt Elementary fosters a love for learning, creativity, and personal growth. The school’s commitment to nurturing each child's unique talents ensures that every student feels valued and supported on their educational journey.

Living in the Half Hollow Hills area means you’re just a stone’s throw away from Vanderbilt Elementary School, making morning drop-offs and after-school activities a breeze. The nearby homes are not only beautifully designed but also offer a sense of community that is hard to find elsewhere. Families can enjoy spacious backyards, modern amenities, and proximity to parks and recreational facilities, creating the perfect backdrop for family gatherings and outdoor fun.

As you explore the real estate options in Half Hollow Hills, you’ll discover a variety of charming homes that cater to diverse lifestyles. Whether you’re a first-time buyer or looking to upgrade, the blend of quality education and a warm community makes this area an ideal choice for families. Come and experience the magic of Half Hollow Hills, where education and community thrive hand in hand.

Newest Half Hollow Hills Homes with Vanderbilt Elementary School Elementary school

$1,899,000

5 Beds ⋅ 5 Baths ⋅ 1060650 MLS

Expansive 5-bedroom, 4.5-bathroom Contemporary home on a cul-de-sac, nestled on over an acre of property with a first-floor bedroom and private full bath. A grand two-story entry opens to a formal living room with vaulted ceilings and skylights. The main level features hardwood floors, recessed lighting, a large den with a gas fireplace, and a beautiful granite and stainless steel kitchen. Dual staircases lead upstairs to four bedrooms, including a sprawling primary suite with a private bath and two large walk-in closets. Large finished basement with large recreation room plus bonus rooms, wet bar and lots of storage. In ground swimming pool and a large deck perfect for entertaining with family and friends. This is a MUST SEE to enjoy all the splendors if offers!

17 Scenic View Court W, Dix Hills

$2,999,999

5 Beds ⋅ 6 Baths ⋅ 1062528 MLS

Welcome to this beautifully reimagined Dix Hills residence, extensively renovated with modern finishes and thoughtful upgrades throughout. Offering approximately 5,300 sq. ft. of living space, this impressive home features 5 bedrooms and 5.5 bathrooms and is situated on approximately 1 acre. The interior showcases new 7-inch white oak wood flooring throughout, creating a bright, sophisticated and timeless look. Extensive improvements include updated electrical and plumbing, a brand-new roof, new driveway, new front pavers, and structural support improvements. At the heart of the home is a stunning new designer kitchen featuring Taj Mahal stone countertops and Viking appliances, thoughtfully designed for both everyday living and entertaining. The newly finished basement provides additional versatile living and recreational space and includes a full bathroom. The home is also pre-wired for sound and smart-home technology, offering the foundation for today's connected lifestyle. Step outside to enjoy an impressive outdoor setting featuring an in-ground pool, half basketball court, **brand-new deck**, new pavers, and approximately 1 acre of property with plenty of space for recreation, relaxation, and entertaining. With extensive renovations, high-end finishes, substantial indoor and outdoor space, and modern upgrades throughout, this Dix Hills residence offers an exceptional opportunity for luxury living.

21 Hart Place Unit #B, Dix Hills

$1,400,000

8 Beds ⋅ 8 Baths ⋅ 1062339 MLS

**Bring your vision By Appointment only. — 260 Deforest Road North, Dix Hills. ** Plans Approved. See Attachment. This is the one buyer dream about: a sprawling Colonial on a private, tree-ringed acre in the Half Hollow Hills School District, offered mid-transformation so you can finish it exactly the way you want. Studded wall, subfloors, and roughed-in plumbing and electrical throughout — which means the next owner chooses the finishes, the layout details, and the final character of the home. Endless possibilities. Key Features & Updates: - 2 gas meters and 2 electric meters installed - 2 separate boilers and 2 separate water heaters -2 Living rooms, Dining room - Den/Bar/Lounge, Circular driveway, Large Patio -Possible Mother-Daughter with proper permits. Bring your vision, bring your contractor, and make this Dix Hills standout your own. Cash/ Rehab Loan Only!!! Sold As-Is Condition.

260 Deforest Road N, Dix Hills

$1,150,000

3 Beds ⋅ 2 Baths ⋅ 1062036 MLS

Welcome to 27 Willoughby Path, a sprawling ranch tucked away on a quiet cul-de-sac in desirable East Northport within the award winning Half Hollow Hills School District. Set on an expansive 1.33-acre private lot, this property offers generous space, a peaceful setting, and exceptional potential for outdoor enjoyment. Inside, the spacious layout features three bedrooms and two bathrooms, with bright, open rooms enhanced by large windows and multiple skylights that fill the home with natural light. The chef's kitchen features a gas stove and ample space for cooking and gathering. Unwind by the fireplace or retreat to the oversized primary bedroom suite, complete with an en-suite bathroom featuring a soaking tub and a separate luxury shower. A full basement provides additional space for storage, recreation, or future possibilities. Outside, the expansive grounds offer a private backyard with room to create your ideal outdoor retreat, whether envisioning a pool, custom patio, gardens, or recreational space. This property combines privacy, generous indoor and outdoor space, and the tranquility of a cul-de-sac setting. Discover the possibilities this unique ranch has to offer.

27 Willoughby Path, E. Northport

$1,300,000

3 Beds ⋅ 3 Baths ⋅ 1055308 MLS

New To Market - Recently Renovated to Perfection - This house must be seen to appreciate - The one you have been waiting for! Open and Spacious -Flat manicured 1+ Acres - Country Club Yard - Heated in-ground 20 x 40 salt water swimming pool - extensive patio/pavers - Cul-de-sac - Gas Heat - Central A/C- Gourmet Center Island Kitchen - Designer Bathrooms - and so much more!!

5 Corwin Court, Dix Hills

$1,899,999

7 Beds ⋅ 5 Baths ⋅ 1058916 MLS

Welcome to 442 Wolf Hill Road, an impressive approximately 5,100-square-foot home in the heart of Dix Hills offering exceptional space, flexibility, and privacy. Designed for both everyday living and entertaining, this expansive residence features generously sized rooms throughout, including oversized bedrooms with plenty of space to create comfortable private retreats. One of the home's standout features is its separate private wing, offering incredible versatility for extended family, guests, a home office, or additional living space. The thoughtful layout provides multiple areas to gather, work, relax, and entertain while still allowing everyone to have their own space. With over 5,000 square feet to make your own, this is a rare opportunity for buyers looking for size, flexibility, and a home that can adapt to their lifestyle in desirable Dix Hills.

442 Wolf Hill Road, Dix Hills

$1,425,000

5 Beds ⋅ 4 Baths ⋅ 1054397 MLS

**Space. Scale. Setting. Move-In Ready.** Set on a private acre in the prestigious Pebble Notch Development, 27 Winter Lane delivers the rare combination of impressive scale and style, with an exceptional setting. Freshly painted for 2026, with refinished and buffed wood floors, updated electrical, and new designer lighting, the home has been thoughtfully refreshed and is ready to enjoy from day one. The main level offers an effortless flow for both everyday living and entertaining. Expansive living and dining rooms are complemented by a separate den with sliding doors opening to the rear yard. The bright, light-filled eat-in kitchen offers generous proportions, a center island, and abundant storage with direct access to the dining room. A convenient rear entry and garage access, together with the existing laundry area, provide an opportunity to create a beautifully organized first-floor mudroom. Upstairs, the expansive primary suite is joined by three generously sized bedrooms, all with hardwood floors and ample closets. Three walk-in closets provide exceptional storage, while three full baths and an oversized powder room offer the space and flexibility today's lifestyle demands. Notable features include Anderson insulated windows, gas hot-water two-zone heating, central air conditioning, basement waterproofing with French drain, two skylights, a double garage with automatic lifts, and irrigation system. Surrounded by established greenery, 27 Winter Lane offers an extraordinary canvas for outdoor living, entertaining, recreation, or simply enjoying the luxury of privacy and space. **The property is surrounded by substantial homes and higher-value residences, reinforcing the desirability and long-term appeal of this established Pebble Notch setting.** Ideally located with quick access to both parkway and expressway but still on a very quiet street. Approximately three minutes from the Half Hollow Hills Community Library, with public school bus pickup directly in front of the property.

27 Winter Lane, Dix Hills

$2,050,000

6 Beds ⋅ 4 Baths ⋅ 1057484 MLS

Don’t Judge a Book by Its Cover — This Expansive Ranch Will Surprise and Delight Step inside this deceptively spacious ranch and discover a home that truly has it all. The sprawling layout offers a seamless blend of luxury, comfort, and resort-style living — perfect for both entertaining and everyday relaxation. The primary en-suite is a true retreat, featuring a spa-like bathroom with a freestanding soaking tub, oversized shower with multiple body jets, and direct access to your private backyard oasis. Outside, enjoy a country club setting with an in-ground, heated saltwater pool complete with a retractable safety cover, a fully equipped pool house with its own bathroom and shower as well as tons of storage, outside wood burning fireplace and beautifully manicured grounds designed for year-round enjoyment. With six total bedrooms and three and a half bathrooms, there’s space for everyone. The home also includes a grand formal living room with soaring cathedral ceilings and an art gallery ambiance, a formal dining room with direct yard access, and a cozy den with a remote-controlled gas fireplace and vaulted ceilings. The gourmet kitchen is a chef’s dream — featuring high-end stainless steel appliances, gas cooking, and custom finishes throughout. The fully finished basement offers an abundance of additional living space, including a sauna, wet bar, second laundry room, tons of storage, and outside entry — ideal for extended guests or multigenerational living. With 350-amp electric, this home is built to handle anything your lifestyle demands. This is not just a home — it’s an experience. Must see to believe. Too much to list!

21 Buttonwood Drive, Dix Hills

$5,899,000

5 Beds ⋅ 6 Baths ⋅ 1054317 MLS

A true one of one in Dix Hills. Perfectly situated mid-block on a tree-lined street in one of the area’s most exclusive and sought-after enclaves, this fully gated, approximately 9,900-square-foot modern masterpiece is set on a magnificent one-acre property within the award-winning Half Hollow Hills School District. Created for the buyer who refuses to compromise, this exceptional residence delivers the scale, privacy, design and resort-style lifestyle rarely found in a single home on Long Island. The interior is equally impressive, offering five bedrooms and five baths surrounded by designer finishes, custom millwork, bespoke cabinetry and dramatic architectural details. A custom white oak staircase with glass railing, linear vents, an integrated whole-home sound system and a whole-house water filtration system further elevate the residence. At the heart of the home is an expansive chef’s kitchen with a fully equipped pantry, designed for both everyday living and large-scale entertaining. Additional spaces include a private office, family room with linear gas fireplace, oversized finished lower level with a temperature-controlled wine room and bonus entertaining space above the three-car garage. Outside, the property transforms into a private resort built to be enjoyed year-round. The oversized heated saltwater pool features a waterfall and expansive spa, while the grounds also offer a sunken fire pit, basketball and sports court, putting green, sunken trampoline, covered outdoor living area, massive outdoor kitchen and an incredible pool house with a full bar, restroom and dedicated hot tub for the cooler months. More than $150,000 in lush, mature landscaping surrounds the property, creating a level of privacy and atmosphere that feels more like a private retreat than a suburban residence. The primary suite opens to its own balcony overlooking the grounds, offering a peaceful escape within an already extraordinary home. Every detail throughout the property was carefully considered, from the craftsmanship and cabinetry to the outdoor entertaining spaces and overall flow. Located a short distance from New York City while offering the space and amenities of a true private estate, this is more than a luxury home. It is a lifestyle, a statement and an opportunity that is exceptionally difficult to replicate. No expense was spared, no detail was overlooked and homes of this caliber simply do not come to market often. There is truly nothing else like it. Call to schedule qualified private showings.

13 Sleepy Hollow Lane, Dix Hills

$3,900,000

6 Beds ⋅ 7 Baths ⋅ 1034137 MLS

BRAND NEW CONSTRUCTION- to be completed in October. Welcome to this breathtaking Modern French Chateau, ideally situated in the heart of Dix Hills. Built by renowned luxury builder, this exceptional 9371 sq.ft. estate offers 6 bedrooms, 7 baths, including fully finished Basement and 800 sq.ft of 3 car garage. A dramatic 22-foot front-to-back foyer sets the tone, while 10-foot ceilings throughout enhance the home's scale and flow. The chef's kitchen features premium Thermador appliances, custom oak cabinetry, a Miele coffee station, oversized island, and a fully equipped butler's pantry-designed for seamless everyday living and entertaining. Expansive 12-foot bifold doors open to a covered patio and a sprawling backyard with endless potential for a resort-style setting. The layout includes a private first-floor guest suite with separate entrance. Upstairs, the secluded primary suite offers fully customized oversized closet, and a spa-like bath. all bedrooms feature en-suite baths, with additional conveniences including a second-floor laundry room. A full walk-out basement with 10-foot ceilings and direct backyard access provides incredible flexibility for recreation or wellness space. Additional highlights include Gas stove, European windows, spray foam insulation, custom millwork and vanities, integrated speaker system, central vacuum. This exceptional home offers the perfect blend of design, function, and luxury in one of Dix Hills' most desirable locations.

4 Woods End Road, Dix Hills

$1,500,000

5 Beds ⋅ 5 Baths ⋅ 1054141 MLS

Welcome to 26 Candlewood Path, a spacious five bedroom, four and a half-bath home set on one full acre in Dix Hills. Across two main levels and a newly renovated lower level, the home offers generous room proportions, abundant natural light and a layout that feels open while still giving each room its own sense of purpose. A welcoming foyer opens to the main level, where 12-foot ceilings, hardwood floors, skylights, and with eastern and western exposures create a bright, airy setting throughout the day. The living room, formal dining room, eat-in kitchen, den, playroom and additional gathering spaces connect naturally, making the home equally comfortable for everyday living and entertaining. The eat-in kitchen offers extensive cabinetry, generous counter space, pantry storage, a dishwasher and a window that brings in additional natural light. Nearby, the formal dining room provides a dedicated setting for larger meals and occasions, while a built-in bar creates another inviting place to gather. Also on the first floor is a private office set apart from the main living areas, along with a separate laundry room equipped with an LG washer and dryer. The den and playroom add further flexibility for work, recreation, or more casual day-to-day use. The primary bedroom is spacious and well appointed with a walk-in closet, dressing area, and en-suite bathroom featuring dual sinks, a separate stall shower, and whirlpool tub. Four additional bedrooms are well proportioned and offer privacy, natural light and ample closet space for guests, or other flexible uses. The newly renovated lower level adds even more usable space to the home, with an open layout that can accommodate a media area, home gym, playroom, recreation space, storage, or a combination of uses. Additional features include central cooling, double-pane windows, hardwood flooring, skylights, garage parking, extensive storage, and a basement. Outside, the property opens to a private full-acre setting with a large rear deck and expansive yard. The deck provides an easy extension of the exterior living spaces for outdoor dining and gatherings, while the surrounding grounds offer room for recreation, and landscaping. Located in Dix Hills, you'll find yourself conveniently close to parks, boutique shops, and delightful dining options, making everyday living both convenient and enjoyable. This spectacular home is well-suited to those seeking a harmonious blend of style and comfort and it won't last long on the market. Schedule a showing today to experience all that 26 Candlewood Path has to offer and envision the fulfilling life that awaits!

26 Candlewood Path, Dix Hills

$750,000

3 Beds ⋅ 1 Baths ⋅ 1053712 MLS

House is on a large plot with plenty of room for expansion.

822 Deer Park Road, 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.