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

$998,999

3 Beds ⋅ 3 Baths ⋅ 1048912 MLS

Welcome to this beautiful residence offering 2,000 sq ft of bright, functional living space in the desirable Melville area. Situated on a level 0.18-acre lot, this 3-bedroom, 2.5-bathroom home combines stylish updates, energy efficiency, and low-maintenance outdoor living. Step through the welcoming entrance foyer featuring dark wood-style floors and recessed lighting into a dramatic open layout. Soaring vaulted/cathedral ceilings elevate the formal dining area and open-concept kitchen. Modernized with white cabinetry, glass-insert details, stainless steel ENERGY STAR qualified appliances (oven, dishwasher, refrigerator), decorative tile backsplash, dark wood-style flooring, and a large island/breakfast bar with seating. Enjoy a spacious, light-filled lower living room featuring recessed lighting, dark wood flooring, and French doors that lead directly outside. A flexible lower-level area also offers space for a playroom, home office, or extra storage. This house has 3 generous bedrooms with dark wood flooring, custom lighting, lofted ceiling details, and ample closet space. Accompanied by 2 full updated bathrooms—including a main bath with a double vanity and tiled shower—plus a main-level powder room. The fully vinyl-fenced backyard features a deck and patio area, manicured green lawn, and plenty of space for outdoor dining and entertaining. Outfitted with Central Air conditioning, natural gas forced-air heating, double-pane windows, a dedicated laundry room with washer/dryer, and owned solar panels for enhanced energy savings. Zoned for Half Hollow Hills School District. Close to local parks, shopping, public transit, and major roadways. Don't miss the opportunity to own this beautifully updated Melville home!

18 Catherwood Crescent, Melville

$1,049,999

4 Beds ⋅ 3 Baths ⋅ 1046178 MLS

Welcome to this spacious Ranch offering one-level living with plenty of room to entertain. The home features a Brick Exterior, 4 bedrooms, 3 full bathrooms, eat-in kitchen, living and dining rooms, a separate family room and Hardwood floors. A full basement with outside entrance provides additional space and endless possibilities with an ideal layout for extended family. New roof and new central air conditioning. Step outside and enjoy the covered outdoor living area, perfect for relaxing, dining, and entertaining. overlooking the private Flat, fully fenced in backyard with mature trees surrounding .

88 Dix Highway, Dix Hills

$1,200,000

4 Beds ⋅ 3 Baths ⋅ 1043601 MLS

An incredible opportunity to create the home of your dreams. Beautifully sized rooms lend to almost 3,000 sq. ft. of living space. The basement potentially adds an additional 1,400 sq. ft. The property is large, private and serene. The home is situated in a great location and the Half Hollow Hills school district. Notable features are updated A/C (2 yrs) and the roof (6 yrs). Do not miss your chance on this property.

44 E Half Hollow Road, Dix Hills

$1,375,000

4 Beds ⋅ 3 Baths ⋅ 1047921 MLS

Welcome to this beautiful 4-bedroom, 2.5-bath Victorian, lovingly maintained by its original owners and showcasing true pride of ownership throughout. A charming front porch and inviting curb appeal welcome you into a spacious two-story foyer featuring natural hardwood floors. The elegant formal dining room and sitting room each feature French doors, creating beautiful spaces for entertaining or relaxing. The antique-white eat-in kitchen offers granite countertops, a center island, and an open-concept design flowing seamlessly into the family room, complete with a stunning marble gas fireplace. A first-floor office with its own private entrance provides the perfect space for working from home. Upstairs, the spacious primary suite features a walk-in closet thoughtfully outfitted with a washer and dryer for added convenience. The luxurious primary bath includes a Jacuzzi tub, separate shower, double vanity, and linen closet. Three additional generously sized bedrooms and a guest bath complete the second floor. The full basement offers high ceilings and an abundance of versatile living and storage space, including a secluded media room, recreational area, closets, and ample storage. Extending the living space beautifully, the all-season room provides the perfect transition to the private backyard. Step outside to enjoy a kidney-shaped heated pool, expansive paved patio, and multiple leisure areas designed for relaxing and entertaining.

7 Ona Avenue, Dix Hills

$1,149,999

5 Beds ⋅ 4 Baths ⋅ 1048056 MLS

Welcome to 136 Cranberry Court, a beautiful 5-bedroom, 3.5-bath Colonial nestled in the desirable gated community of Country Pointe Melville. Built by Beechwood homes in 1998, this Saratoga model home offers spacious living, modern comfort, and an exceptional lifestyle, this home is an ideal opportunity for those looking for room to grow in a highly sought-after neighborhood. The thoughtfully designed interior features hardwood floors, central air conditioning, and gas cooking. The fully finished basement provides valuable additional living space, perfect for a recreation room, home office, gym, media area, or guest space. With five bedrooms and three-and-a-half bathrooms, there is plenty of flexibility for everyday living and entertaining. Enjoy outdoor living on the spacious Trex deck, complete with a relaxing hot tub—perfect for entertaining, unwinding, or enjoying your private outdoor space. A convenient 2-car garage provides ample parking and storage. Located within the highly regarded Half Hollow Hills School District, this home combines comfort and convenience with access to exceptional community amenities. Residents enjoy a resort-like lifestyle with a community pool, tennis courts, pickleball courts, basketball court, playground, and clubhouse. The gated community also offers 24-hour security for added peace of mind. Additional highlights include IGS, central A/C, gas cooking, hardwood flooring, a full finished basement, 2-car garage, Trex deck, and hot tub. The HOA fee is just $419 per month, providing outstanding value for the extensive amenities, security, and community lifestyle offered. Come experience all that 136 Cranberry Court and this exceptional Melville community have to offer!

136 Cranberry Court, Melville

$775,000

6 Beds ⋅ 2 Baths ⋅ 1047037 MLS

Welcome to this beautifully maintained split-level home in Wheatley Heights, located within the Half Hollow Hills School District. The upper level features gleaming hardwood floors, a bright living room, dining area, spacious eat-in kitchen with electric cooking, three bedrooms, and one full bathroom. The versatile lower level offers a comfortable den, additional kitchen, two bedrooms, and one full bathroom—providing excellent potential for a mother-daughter setup with proper permits. Enjoy sitting on the back patio overlooking the enormous backyard, perfect for summer barbecues, parties, and outdoor entertaining. Additional highlights include a beautifully maintained front lawn, new boiler, new chimney, new sprinkler system, two heating zones, baseboard heating, garage, and a three-car driveway. Conveniently located near the LIRR, public transportation, shopping, dining, and major roadways. This possible mother-daughter home, with proper permits, is a must-see!

12 Bennington Place, Wheatley Heights

$1,300,000

4 Beds ⋅ 4 Baths ⋅ 1047498 MLS

Welcome to this exquisite Hi-Ranch, where modern luxury meets exceptional comfort. Situated on a beautifully maintained property, this stunning residence offers the convenience of two private driveways, including a dedicated electric vehicle charging station located on the right-side driveway. A gracious entryway welcomes you into the heart of the home, where you'll find a spectacular chef's kitchen designed to impress. Featuring premium stainless steel appliances, elegant quartz countertops, and abundant workspace, this kitchen is both sophisticated and functional, making it ideal for everyday living and entertaining alike. The home is further enhanced with a built-in surround sound system, creating the perfect ambiance for entertaining guests or enjoying a movie night in style. The impressive primary suite serves as a private retreat, offering an unusually spacious layout, a large walk-in closet, and the added convenience of a washer and dryer hookup. The spa-inspired ensuite bath is beautifully appointed with a luxurious soaking tub and a separate glass-enclosed shower, creating the perfect setting for relaxation and rejuvenation. Three additional generously sized bedrooms provide ample space for family, guests, or a home office, ensuring comfort and flexibility for a variety of lifestyles. Step outside to your own backyard oasis, designed for effortless entertaining and summer enjoyment. The sparkling in-ground pool serves as the centerpiece of this resort-style outdoor space, while a dedicated outdoor bathroom with a shower offers the ultimate convenience for rinsing off after a swim and keeping the home pristine. While this beauty combines thoughtful design, upscale finishes, and exceptional amenities, it also offers a mother daughter opportunity. A rare opportunity to enjoy luxury living at its finest while offering the flexibility to accommodate a variety of living arrangements.

15 Dillon Drive, Dix Hills

$2,500,000

4 Beds ⋅ 4 Baths ⋅ 1045281 MLS

Rare opportunity To Own This Beautifully Maintained, First Time On Market, Original Owner Home. Formal Living Room And Dining Room. Den With Coffered Ceiling And Fireplace. Large Eat In Kitchen With Island. Maid Quarters With Rear Staircase For Privacy. Upstairs Large Master Suite With Dressing Area, Additional Seating Area, Walk In Closet, Fireplace And Master Bathroom. Upstairs Also Has 3 Other Nice Size Bedrooms And Additional Full Bathroom In Hallway. Full Finished Basement With Outside Entrance Featuring Wet Bar, Dance Floor With Lighting, DJ Booth With Top Of The Line Equipment As Well As Another Den. Outside A 20x40 Gunite Pool With A 18x20 Cabana With Full Bath. The information above has been obtained from sources believed reliable. While we do not doubt its accuracy, we have not verified it and make no guarantee, warranty or representation about it. It is your responsibility to independently confirm its accuracy and completeness.

1 Jason Court, Dix Hills

$2,899,999

6 Beds ⋅ 6 Baths ⋅ 1046462 MLS

Introducing the Knickerbocker model, one of only two in the neighborhood, offering a rare opportunity to own a distinctive residence in the highly desirable community of The Legends. With open spaces and high-end finishes throughout, the home exudes a sense of prestige and sophistication. Featuring 6 spacious bedrooms and 6 bathrooms, this residence is thoughtfully designed to offer both comfort and elegance. At the heart of the home is a stunning chef’s kitchen with high-end finishes, premium appliances, and an expansive open-concept layout that flows seamlessly into the main living and entertaining spaces, making it ideal for both everyday living and hosting on any scale. The home offers generously sized bedrooms throughout, while the expansive primary en-suite serves as a true retreat, complete with a fireplace, creating the perfect space to unwind and relax. The space does not end there. Head downstairs to the fully finished basement, offering the perfect extension of the home for both entertaining and everyday enjoyment. Featuring a built-in bar and entertaining area, along with a separate playroom and TV area for everyone to enjoy, this level provides endless flexibility for gatherings, movie nights, and family fun. Step outside to a backyard built for enjoyment, featuring a resort-style pool area enhanced by Sonos rock speakers and a stunning waterfall feature that comes to life with the switch of a button. Opposite the pool area, a separate shaded cabana-style seating area offers the perfect place to relax and unwind on those hot summer days. Thoughtful upgrades throughout include a whole-house generator, surround sound, a Fido fence, and an impressive stand-up attic with generous storage potential. Whether hosting guests, relaxing poolside, or enjoying quiet evenings at home, this exceptional property offers a truly one-of-a-kind lifestyle you will not find anywhere else.

37 Legends Circle, Melville

$1,599,000

5 Beds ⋅ 3 Baths ⋅ 1046193 MLS

Location, location, location! Expanded colonial in the heart of Dix Hills. This is a beautiful home that is professionally landscaped on .87 acres. Of course there is a porch! The center hall offers a double coat closet. The large livinig room has new wood flooring and picture window. The designer dining room also features new wood flooring and a picture window. The family room is large and features a brick, woodburning fireplace. It flows into the kitchen for easy entertaining. The kitchen features wood cabinets and a fabulous center island with granite counters. The appliances are stainless steel. The guest quarters features a bedroom and a separate full bathroom. The laundry is in this area as well. The garage is a 1.5 car and has room for storage. The primary bedroom was expanded and has cathedral ceilings. There is a sitting area that can also be an office. The room is big and has two walk-in-closets and an ensuite bathroom. The other 3 bedrooms are all nice sizes and the bathroom is oversized. There is a full basement that is half finished and half for storage. The finished half is very nice with a den and a bedroom with an egress window. The utilities are in the unfinished area. The backyard has a beautiful paver patio and an in-ground pool. The yard is fully fenced and the pool is fenced separately. The pool has a brand new liner and is a 20 x 40 chlorine pool with a diving board and a slide. The filter is 8 years old. There is a pool house for storage. There is plenty of lawn for activities. Sprinklers in back and front with 5 zones. Roof 19 years, Cesspool 18 years with overflow and pumped 2 years ago. Boiler 20 years and 4 zones, HWH 6 years, NATURAL GAS HOUSE! French drain around house. no water issues. CAC 15 years and 1 Zone. Chandelier in the dining room is excluded.

14 Tree Hollow Lane, Dix Hills

$1,695,000

5 Beds ⋅ 4 Baths ⋅ 1045222 MLS

Welcome to this lovely open floor plan Contempory offering 5 bedrooms, 3.5 Baths located in a Cul-De-Sac on almost 3/4 of an acre. This home offers gas heat, gas cooking and a duel gas fireplace. The Kitchen offers new quartz countertops and updated stainless steel appliances. There is a first floor bedroom and full bath perfect for extended family. Second floor offers Primary En-Suite with full Bath, 3 additional bedrooms and a Full Bath. Full unfinished basement. The beautifully manicured property has in ground sprinklers and a salt water vinyl lined in ground pool. Some of the updated features are Roof 4 years, pool liner 7 years, heating system 3 years, 2 zone CAC is 2 years and hot water heater is 4 years old. Perfect for entertaining.

4 Laurelwood Court, Dix Hills

$649,900

4 Beds ⋅ 2 Baths ⋅ 1027242 MLS

Welcome to this spacious high ranch located in the highly sought-after Half Hollow Hills School District. This 4-bedroom, 2-bath home offers a bright and open floor plan with hardwood floors, an updated kitchen featuring granite countertops, stainless steel appliances, a center island, and an adjoining dining area that flows seamlessly into the spacious living room. The upper level includes three generously sized bedrooms and an updated full bathroom. The lower level offers additional living space with a fourth bedroom, full bath, bonus room, laundry area, and separate outside entrance, providing a flexible layout for a variety of uses. Additional features include an attached two-car garage, private backyard, and the versatile layout that makes high ranch homes so desirable. Enjoy being just minutes from many of Long Island's well-known summer camps, including the Henry Kaufmann Campgrounds, along with parks, golf courses, hiking trails, shopping, dining, and entertainment. With its spacious layout, updated interior, and exceptional location, this home offers a wonderful opportunity to enjoy everything the area has to offer.

36 Clearview Drive, Wyandanch

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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.