Half Hollow Hills Homes for Sale

Welcome to Half Hollow Hills, a charming and vibrant community nestled in the heart of Suffolk County, New York. Renowned for its exceptional school district, Half Hollow Hills is a place where education and community spirit thrive. The district has consistently received accolades for its commitment to academic excellence, innovative programs, and a supportive environment for both students and families. With a strong emphasis on fostering creativity and critical thinking, Half Hollow Hills prepares its students for success in a rapidly changing world.

Living in Half Hollow Hills means enjoying access to top-rated schools, which are complemented by a wealth of extracurricular activities, advanced placement courses, and dedicated educators. Families are drawn to this community not just for its educational opportunities but also for its beautiful parks, recreational facilities, and a strong sense of community pride.

As you explore the homes for sale in this desirable area, you’ll find a diverse selection of properties ranging from charming single-family homes to modern townhouses, all designed to meet the needs of today’s families. Whether you’re seeking a cozy retreat or a spacious family home, the real estate market in Half Hollow Hills offers something for everyone.

With its picturesque neighborhoods and close-knit community, Half Hollow Hills is not just a place to live; it’s a place to thrive. Discover your dream home in this idyllic setting and experience the perfect blend of quality education, community engagement, and beautiful living spaces. Your new life awaits in Half Hollow Hills!

Newest Half Hollow Hills Homes for Sale

$899,000

5 Beds ⋅ 4 Baths ⋅ 1051429 MLS

Welcome to this beautiful 5-bedroom, 3-full-bath Colonial! This spacious Colonial offers over 2,500 square feet of living space and plenty of room to make it your dream home. As you enter the foyer, you’ll appreciate the open layout and inviting oversized living room featuring a fireplace. The main level also offers a formal dining room, kitchen, and large family room with sliding doors leading to the backyard—perfect for entertaining, relaxing, and enjoying outdoor living. The second-floor features 5 bedrooms, including a spacious primary bedroom with its own full private bath and plenty of closet space. Additional features include a finished basement, large driveway, and covered front porch. With its spacious layout, generous bedroom count, and additional living space, this home offers plenty of potential to accommodate your lifestyle. Come see all that this beautiful Colonial has to offer and make it your own!

38 Waterford Drive, Wheatley Heights

$1,279,000

4 Beds ⋅ 4 Baths ⋅ 1051210 MLS

SPRAWLING DIX HILLS RANCH ON ONE ACRE | HALF HOLLOW HILLS SCHOOLS Welcome to this spacious and versatile ranch set on approximately one acre in desirable Dix Hills, within the Half Hollow Hills School District. Offering four bedrooms, three full bathrooms, and one half bathroom, this expansive home combines comfortable living with exceptional space and flexibility. The main level features an updated kitchen with an open sightline to the generously sized living room, creating an inviting setting for everyday living and entertaining. A separate den with a brick wood-burning fireplace provides a warm and welcoming retreat for relaxing or gathering with guests. The full basement, approximately the same size as the first floor, offers tremendous additional space and versatility. With a private outside entrance and five separate rooms, the lower level can accommodate a variety of uses, including recreation, hobbies, office space, storage, or extended guest accommodations, subject to proper use and any required approvals. Outside, enjoy the privacy and possibilities of the expansive one-acre property. A beautiful in-ground pool, surrounded by pavers and equipped with a Loop-Loc safety cover, creates the perfect setting for summer entertaining, relaxation, and outdoor enjoyment. The generous grounds provide ample room for gatherings, recreation, and future possibilities. With its sprawling layout, versatile basement, updated kitchen, wood-burning fireplace, in-ground pool, one-acre lot, and highly regarded Half Hollow Hills schools, this property offers a rare combination of space, comfort, and opportunity in Dix Hills. A must-see home with room to live, entertain, and make it your own.

274 Marlin Street, Dix Hills

$1,077,777

4 Beds ⋅ 3 Baths ⋅ 1051006 MLS

Welcome to this beautifully expanded 4 Bedroom, 3 Bath home located in a tree-lined residential Dix Hills neighborhood within Half Hollow Hills School District. This residence offers an ideal blend of thoughtful design and flexible layout options. The main level features gleaming hardwood flooring throughout and a modern kitchen updated in 2018 with elegant white countertops paired with contemporary matte black appliances. The home boasts 4 spacious bedrooms and 3 full bathrooms, highlighted by a massive 20x20 primary suite wing built over the attached 2-car garage. This primary retreat features soaring vaulted ceilings, a large walk-in closet, and a spa-like bathroom complete with a deep jacuzzi-style tub and separate glass shower. Designed for versatile living, the lower level offers excellent space for extended family, a dedicated home office, or potential rental income with proper permits. Step outside into your private, fully fenced, flat, shy 3/4 acre backyard featuring a 2-year-young composite Trex-style deck leading down to a custom paver patio and a free-form in-ground pool. Many other updates and amenities. Low Taxes!!

37 Euclid Avenue, Dix Hills

$2,800,000

5 Beds ⋅ 6 Baths ⋅ 1049045 MLS

Grand in scale and timeless in character, this stately custom-built colonial is privately set behind gates in prestigious Loft Estates. This exceptional North Dix Hills residence offers the elegance, craftsmanship and privacy of a true estate home. From the moment you enter the dramatic two-story foyer, the home reveals its impressive scale and timeless architectural character. Soaring ceilings, rich stone floors, an extraordinary grand staircase and refined millwork set the tone for this one of kind home. Designed for gracious living and effortless entertaining, the floor plan moves beautifully from one space to the next. The well appointed chef's kitchen opens to a fabulous great room with inviting fireplace. French doors lead you to an elegant living area with additional sitting area in the round.The butler’s pantry leads directly to a banquet-sized dining room perfect for hosting any event. A main-level guest bedroom/home office adds flexibility. Convenient second staircase brings you to the upstairs living area. The expansive primary suite creates a true retreat, while every additional bedroom enjoys its own private bath. A spacious loft and gigantic bonus room provide exceptional flexibility for recreation, work, guests or future needs.The home is completely heated by radiant heat. The enormous unfinished basement with high ceilings offers endless opportunities. Multiple sets of sliding doors bring you to the lush country club property.Set within the sought after neighborhood of Loft Estates, this is an estate home in the truest sense—grand yet gracious, richly detailed yet timeless, with the scale and presence designed for today's living.

15 Peppermill Lane, Dix Hills

$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

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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.