Half Hollow Hills Homes for Sale

Welcome to the enchanting world of Half Hollow Hills, a highly sought-after school district nestled in the picturesque Suffolk County of New York. Known for its commitment to academic excellence and a nurturing environment, Half Hollow Hills School District has earned a stellar reputation that attracts families from all walks of life. With a diverse curriculum, dedicated educators, and a plethora of extracurricular activities, students here are not just prepared for college but are also encouraged to develop into well-rounded individuals.

The district boasts several top-rated schools, offering state-of-the-art facilities and innovative programs that cater to the unique needs of every student. From advanced placement courses to vibrant arts and athletics, Half Hollow Hills is dedicated to fostering a love for learning while ensuring that each child thrives in a supportive community.

As you explore the charm of this captivating area, you’ll find an array of homes for sale that perfectly complement the lifestyle of families drawn to this exceptional school district. Whether you’re seeking a cozy suburban retreat or a spacious family home, Half Hollow Hills offers a diverse selection of properties to suit your needs. With tree-lined streets, beautiful parks, and a welcoming atmosphere, this community is perfect for raising children and creating lifelong memories.

Discover your dream home in Half Hollow Hills today, where excellent education meets an inviting community, and enjoy the perfect blend of suburban tranquility and vibrant living. Your family's future begins here!

Newest Half Hollow Hills Homes for Sale

$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

$699,999

4 Beds ⋅ 2 Baths ⋅ 1028826 MLS

Welcome to 26 Dartmouth Drive, A meticulously maintained 4 bedroom 2 Bath Hi Ranch located in the Half Hollow School District. This move in ready home features a Beautifully updated Kitchen with modern finishes, Stainless Steel appliances, Granite Counters, Island with seating and storage...off the kitchen relax and enjoy the Sun deck or the Enclosed Porch overlooking the backyard, then unwind in the spacious Master Suite.. This home has Gas Cooking and Heating as well as CAC...Brand New Water Heater...also has in-ground Sprinklers the Roof is 8 years old, Furnace/CAC 4 years old. This home faces an open green space with a peaceful park-like setting, all this with the convenience of being just minutes from the LIRR, shopping, restaurants, and major roadways. A wonderful opportunity to own a beautifully cared-for home in a prime location!

26 Dartmouth Drive, Deer Park

$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

$1,599,000

6 Beds ⋅ 4 Baths ⋅ 1027405 MLS

Welcome to this exceptional brand-new custom-built home in Melville, thoughtfully designed with qualitycraftsmanship and elegant finishes throughout. This 6-bedroom, 4-bathroom residence features a spaciousopen-concept layout connecting the living room, dining area, and beautifully appointed kitchen with premiumcabinetry—perfect for everyday living and entertaining. The versatile floor plan offers generous living space, radiant heated bathroom floors, and a finished lower level ideal for a home theater, gym, office, playroom, or recreation room. Additional highlights include a privategated entrance, fully fenced property, attached garage, rear deck, Navien high-efficiency system, two-zoneheating, and central air conditioning. A rare opportunity to own a beautifully crafted newhome in Melville

204 Old Country Road, Melville

$869,000

4 Beds ⋅ 3 Baths ⋅ 1028407 MLS

Move right into this beautifully maintained 4-bedroom, 2.5-bath Hi-Ranch located in Half Hollow Hills School District #5. This spacious home features central air conditioning, gas heat, recessed lighting, gleaming oak hardwood floors, and soaring vaulted ceilings that create a bright, open feel. The upper level offers a formal living room, a dining room with sliding glass doors leading to a large deck—perfect for entertaining—and an updated kitchen with granite countertops and stainless steel appliances. You’ll also find three generously sized bedrooms, including a primary suite with a private bath and a large walk-in closet. The lower level provides exceptional versatility with a fourth bedroom, a warm and inviting den with direct access to the backyard, a half bath, laundry room, and interior access to the attached garage. Situated on an oversized 84’ x 174’ lot on a wide, quiet street in one of Deer Park’s most desirable neighborhoods, this home offers the perfect combination of privacy and convenience, with easy access to major highways, shopping, dining, and more. Don’t miss this incredible opportunity to own a beautiful move-in-ready home!

94 Ellensue Drive, Deer Park

$1,425,000

4 Beds ⋅ 3 Baths ⋅ 1028257 MLS

Set on 1.25 private acres in Melville, this expansive ranch offers a rare combination of space, flexibility, and lifestyle in the coveted Half Hollow Hills School District. Featuring 4 bedrooms and a seamless indoor outdoor flow, the home is perfectly suited for everyday living and comfortable entertaining. The resort style backyard is surrounded by mature landscaping and features an inground salt water pool, creating a peaceful and private setting ideal for relaxation and outdoor enjoyment. A tremendous lower level with 9 foot ceilings and the full footprint of the home offers endless possibilities for recreational space, a gym, media room, guest area, or additional amenities tailored to your needs. With separate access and a versatile layout, the home may be well suited for a private office, guest suite, or flexible living arrangement. Conveniently located near major highways, shopping, dining, parks, and community amenities, this property combines privacy, accessibility, and outstanding value in one of Melville’s most sought after locations. Low taxes complete this incredible opportunity.

54 Dix Woods Drive, Melville

$1,150,000

3 Beds ⋅ 3 Baths ⋅ 1027949 MLS

Beautiful End Unit Townhouse in The Gated Villages at Huntington -Don't miss this beautifully maintained 3-bedroom, 2.5 bathrooms. This spacious Townhouse offers a large side and backyard providing extra privacy and outdoor space for relaxing or entertaining. Inside you will find a stunning new gorgeous kitchen, renovated bathrooms, and large primary suite designed for comfort. This is truly move in ready condition. Villages at Huntington Gated Community has beautiful landscaped, clean streets, and the very low monthly maintenance buys outstanding community amenities including a swimming pool, tennis court, pickle-ball, basketball, playground, clubhouse keyed bathrooms, and 24 hour manned security gate entrances. Conveniently located just 7 minutes from Walt Whitman Shops, Whole foods, Uncle G's, and White Post Farms, the LIRR and major highways, this home offers the perfect combination of luxury, convenience, and lifestyle. This exceptional Townhouse wont last long.

2 Herrels Circle, Melville

$1,600,000

5 Beds ⋅ 4 Baths ⋅ 1016292 MLS

Welcome to this well-maintained Center Hall Colonial situated on just over one private, level acre in Dix Hills. Offering more than 3,500 square feet of interior living space, this spacious home features 5 bedrooms, 3.5 bathrooms, a full finished basement, a 2-car garage, and an extended driveway. Enjoy a private backyard setting perfect for relaxing and outdoor entertaining. Designed for comfortable living, this home offers generously sized rooms, newer hardwood flooring throughout the first and second levels, and an open-concept flow between the custom kitchen and inviting den. The kitchen, renovated in 2017, features wood cabinetry, granite countertops, a center island with custom exhaust hood, double ovens, and access to the backyard deck. The den features a wood-burning fireplace, creating a warm and comfortable space for everyday enjoyment or gatherings while maintaining an open connection to the kitchen and main living areas. The outdoor living space offers a fully fenced, private backyard with mature landscaping, a spacious deck, and a propane-heated gunite in-ground pool with a marble dust finish completed in 2022—ideal for enjoying summer days. The second level features a spacious primary suite with a walk-in closet and an updated en-suite bath (2020) offering radiant heated flooring, a whirlpool tub with temperature control, and quality finishes. Four additional bedrooms and a full hall bath complete the upper level. The full finished basement provides additional recreation space, a full bathroom, and abundant storage. Additional updates include a new roof (2025), gas conversion and heating system (2024), Andersen windows (2024), gutters with leaf protection system, 200-amp electrical service, generator hookup, and an 8-zone irrigation system (not represented). Cesspool pumped in 2020. A wonderful opportunity to own a spacious, well-maintained home in Dix Hills offering privacy, generous living space, and desirable outdoor amenities. Conveniently located near shopping, restaurants, parks, public transportation, and major highways and parkways for easy access to surrounding areas and commuting destinations.

17 Calumet Drive, Dix Hills

Start Your Search

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.