Half Hollow Hills Homes with Colonial Style

Welcome to the picturesque community of Half Hollow Hills, nestled in the heart of Suffolk County, New York. Known for its exceptional quality of life, this vibrant school district is renowned for its commitment to academic excellence and comprehensive student development. With a plethora of educational programs, highly qualified teachers, and a strong emphasis on extracurricular activities, Half Hollow Hills School District consistently ranks among the top in the state. Families are drawn to the district not only for its stellar academic reputation but also for its rich sense of community and support for students’ diverse interests.

As you explore the charming neighborhoods of Half Hollow Hills, you’ll discover an array of stunning homes, particularly those with classic Colonial architecture. These timeless residences boast elegant facades, spacious interiors, and meticulously landscaped yards, creating a warm and inviting atmosphere. The Colonial-style homes in this area often feature traditional elements such as grand entryways, detailed moldings, and cozy fireplaces, perfect for family gatherings and entertaining friends.

Living in Half Hollow Hills means you are not just investing in a home, but also in a lifestyle enriched by top-notch education and a welcoming community. With easy access to parks, shopping, and recreational facilities, residents enjoy a perfect blend of suburban tranquility and vibrant local culture. Whether you’re raising a family or looking for a peaceful retreat, Half Hollow Hills offers the perfect backdrop for your new beginning. Come and experience the charm of this delightful community and find your dream Colonial home today!

Newest Half Hollow Hills Homes with Colonial Style

$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

$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

$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

$995,000

5 Beds ⋅ 3 Baths ⋅ 1027204 MLS

Welcome to 2 Fairhaven Drive, Wheatley Heights, an exceptional colonial style home located in the highly sought-after Half Hollow Hills School District, offering luxury living, outstanding energy efficiency, and an incredible indoor-outdoor lifestyle. The exterior of this beautifully maintained 2 level home showcases outstanding curb appeal with manicured landscaping, water features, and a welcoming presence. The beautiful and private backyard offers an in-ground swimming pool, a basketball 1/2 court, a custom wood-burning fire pit seating, creating the perfect setting for entertaining or relaxing with family and friends. The home's owned solar panels, combined with its Pearl Energy Certification and enhanced attic, wall, and basement insulation, contribute to remarkably low electric costs and exceptional year-round efficiency and savings. Coupled with its very low property taxes, the new roof & new windows, this home offers tremendous long-term value. In addition, the home’s reverse osmosis water filtration system provides added convenience and peace of mind. The 1st floor offers a spacious and inviting eat-in kitchen with abundant cabinetry & generous counter space. Adjacent to the kitchen is the oversized family room complete with a wood-burning fireplace that can warm the entire home and sliders to the back yard. Hardwood floors flow throughout the home. The spacious living room features a beautiful coffered ceiling and offers sliding door access to backyard patio. The formal dining room and a beautifully updated 1/2 bath complete the 1st level of this home. The second level features 5 generously sized bedrooms w/ hardwood flooring throughout. The spacious primary suite offers privacy and luxury with its spa-like bathroom and oversized custom California-style walk-in closet. The finished lower level adds incredible versatility and lifestyle appeal, offering a home gym, an elegant wine cellar, and a relaxing sauna, creating the ultimate in-home wellness experience. Ideally situated close to shopping, dining, parks, and major transportation routes, this exceptional property offers the rare opportunity to enjoy luxury amenities, energy efficiency, and a convenient location all within one of the area's most desirable school districts.

2 Fairhaven Drive, Wheatley Heights

$1,488,000

5 Beds ⋅ 5 Baths ⋅ 1026259 MLS

Welcome to 94 Bagatelle Road, Melville, a beautifully renovated home set on approximately .93 acres of private, wooded property in one of Melville's most desirable neighborhoods. This move-in-ready residence features a bright, open floor plan designed for comfortable living and entertaining. The gourmet chef's kitchen offers premium appliances, sleek cabinetry, and flows seamlessly into the expansive living and dining areas. Step outside to a private backyard with an expansive patio and plenty of room to relax or entertain. Additional highlights include a two-car garage, oversized driveway, and a prime location close to parks, shopping, dining, and major parkways. Located within the Half Hollow Hills School District, this is a rare opportunity to own an exceptional home.

94 Bagatelle Road, Melville

$1,995,000

6 Beds ⋅ 4 Baths ⋅ 1025383 MLS

Set on a beautifully landscaped, level acre in the Half Hollow Hills School District, 76 Wildwood Drive is a stately 3,803-square-foot Colonial offering an exceptional combination of architectural presence, refined interiors and resort-style outdoor living. An impressive stucco façade framed by grand double columns creates a distinguished arrival, while magnificent eight-foot cherrywood and leaded-glass double entry doors introduce a home designed for both elegant entertaining and comfortable everyday living. Inside, a gracious entry foyer opens to formal living and dining rooms appointed with rich oak flooring, crown molding and abundant natural light from Andersen architectural windows. The thoughtfully designed six-bedroom layout includes two versatile first-floor bedrooms or offices and a full bath, providing ideal accommodations for guests, extended family or working from home. The inviting family room is centered around a fireplace, while cathedral and tray ceilings, chandeliers, Hunter Douglas window treatments and quality Masonite doors add character and sophistication throughout. At the heart of the home is an extraordinary chef’s kitchen showcasing the craftsmanship of custom Snaidero Italian cabinetry, granite countertops, a glass-tile backsplash and a generous center island. An exceptional collection of professional-grade appliances includes a Sub-Zero triple-compartment refrigerator and freezer, separate Sub-Zero ice maker, Thermador six-burner gas cooktop with island hood, GE Café French-door double wall ovens, Thermador warming drawer, Bosch dishwasher and Ca’Lefort wine cooler. A double sink, additional prep and bar sink, pantry, wet bar and dry bar make the space exceptionally well suited for entertaining on any scale. The second level is highlighted by a spacious primary suite featuring two walk-in closets and a beautifully renovated private bath featuring a wide standup shower with bench, double vanity, premium finishes and radiant heated flooring. Three additional bedrooms and another renovated full bath complete the upper level. In total, the home offers three full and one half baths, all newly renovated with contemporary materials, timeless design and frameless glass enclosures. A remarkable 560-square-foot recreation room with soaring 10-foot ceilings and dramatic walls of glass provides a sun-filled setting for entertaining, fitness, recreation or relaxation. The newly renovated, partially finished basement offers additional flexible living space, along with a dedicated laundry and utility area. Outdoors, the private, fenced grounds create a true backyard retreat, centered around an impressive 40,000-gallon saltwater swimming pool and expansive patio. Additional features include a 2.5-car garage, three-zone central air conditioning, four-zone heating, radiant bathroom floors, natural gas, exterior motion lighting and a comprehensive SimpliSafe security system. With its commanding architecture, beautifully renovated interiors, extraordinary kitchen, flexible living spaces and exceptional one-acre setting, 76 Wildwood Drive presents a rare opportunity to enjoy sophisticated living in the heart of Dix Hills.

76 Wildwood Drive, Dix Hills

$1,050,000

5 Beds ⋅ 3 Baths ⋅ 1024922 MLS

Endless possibilities await in this spacious 5-bedroom, 2.5-bath home! Offering an expansive floor plan with remarkably large rooms throughout, this home provides the space and flexibility today’s buyers are looking for. Hardwood floors add warmth and character, while the basement offers additional storage. Step outside and enjoy the in-ground saltwater pool featuring a new liner and new saltwater system installed in 2024,creating the perfect setting for relaxing or entertaining. Additional highlights include natural gas cooking, an in-ground sprinkler system, and the potential for an accessory apartment with proper permits. Whether you’re looking to create your dream home or invest in a property with exceptional potential, this is an opportunity you won’t want to miss.

12 Princeton Drive, Dix Hills

$2,999,000

5 Beds ⋅ 6 Baths ⋅ 1021458 MLS

NEW CONSTRUCTION | Custom Luxury Home Available for occupancy Sept 2026 Welcome to 14 Wilmington Drive, a stunning newly built custom home where timeless design meets modern luxury. Thoughtfully designed with exceptional craftsmanship and high-end finishes throughout, this home offers the perfect balance of elegance, comfort, and everyday functionality. A circular driveway and impressive front columns create a grand first impression. Inside, you’ll find 10-foot ceilings, glass railings, custom millwork, crown moldings, designer wainscoting, and wide-plank hardwood floors throughout the first and second levels. The open floor plan is ideal for both entertaining and everyday living. At the heart of the home is a spectacular chef’s kitchen featuring custom cabinetry, premium Thermador appliances, a built-in 36-inch refrigerator and 36-inch freezer, two oversized waterfall islands, and a butler’s pantry. The kitchen opens seamlessly into the spacious great room with custom built-ins and large sliding glass doors leading to a covered patio and beautifully designed outdoor living space. The expansive, level backyard offers endless possibilities to create your own private retreat with room for a pool, tennis or sport court, outdoor kitchen, and professionally landscaped entertaining areas. The home features five spacious bedroom suites and five-and-a-half bathrooms, including a first-floor en-suite that’s perfect for guests or extended family. A flexible bonus room can be used as a home office, playroom, media room, or den. Upstairs, a convenient second-floor laundry room adds to the home’s thoughtful design, while every bedroom includes a walk-in closet and its own private bathroom. The primary suite is a true retreat with soaring ceilings, a large walk-through his-and-her dressing room, and a spa-inspired bathroom featuring dual vanities, an oversized walk-in shower, and designer finishes. The approximately 3,000-square-foot basement provides endless opportunities to create a home theater, gym, golf simulator, wine cellar, recreation room, or additional living space. Additional features include three-zone central air conditioning with three condensers, sewer service, and a full pull-down attic for extra storage. Built with exceptional quality and designed for modern living, 14 Wilmington Drive offers a rare opportunity to own an outstanding new construction home in one of the area’s most desirable locations. Expected Completion: September 2026.

14 Wilmington Drive, Melville

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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.