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$2,999,000
5 Beds 6 Baths 1005913 MLS
Welcome to Crest Hill! An extraordinary newly constructed luxury estate set on 2.02 private acres in the heart of prestigious Woodbury, New York. Quality construction built in 2024 and offered fully furnished and completely turnkey, this remarkable residence combines timeless elegance with modern sophistication for an unparalleled North Shore lifestyle. A grand mansion-style approach welcomes you home with an expansive front driveway framed by stately brick piers, already wired and prepared for iron security gates controlled directly from within the residence. Every detail has been thoughtfully designed to create a private sanctuary of luxury, comfort, and distinction. This magnificent 10-room Colonial offers 5 spacious bedrooms and 6 designer bathrooms, all flooded with natural sunlight through oversized windows and soaring architectural spaces. The dramatic sunlit entry foyer introduces the home with exquisite porcelain flooring and an impressive custom curved bridal staircase adorned with wrought iron and brass detailing. Designed for both elegant entertaining and everyday living, the open-concept layout seamlessly connects the gourmet kitchen to the grand great room featuring an elegant gas fireplace. The flow continues beautifully into the formal living room with a second gas fireplace toward the stunning double mahogany and glass entry doors that create a striking architectural statement. A first-floor guest or in-law suite provides ideal accommodations for extended family or visitors. Upstairs, the luxurious primary suite and second bedroom suite each feature private Juliet balconies overlooking the serene courtyard and surrounding natural landscape. Spa inspired designer baths throughout the home include premium finishes, with the principal bath featuring heated flooring for ultimate comfort. The fully finished lower level expands the home’s exceptional living space and includes a gym, two legal egresses, a media room wired and ready for a custom home theater, and endless possibilities for recreation, wellness, or private retreat spaces. Exterior features an outdoor kitchen with gas BBQ, sink, beverage cooler, storage and more. The double width driveway from top to bottom allows for passing another car and additional parking for parties. An extensive entertainment patio off the kitchen lends itself to another world of outdoor living. Permits are in place for an inground pool and lighting, approved by the town. The architecture of the home is complemented by concrete walls, special pathways, and a garden walk on the hillside. Crest Hill is truly an entertainer’s dream; a residence where luxury, privacy, and functionality exist in perfect harmony. Simply bring your designer bags and step into your own private world of sophistication. Ideally situated near the Long Island Rail Road, the Villages of Huntington and Cold Spring Harbor, and the renowned Woodbury shopping district, the location offers convenient access to elegant dining, boutique shopping, hiking trails, boating, fishing, and the very best of Long Island’s celebrated North Shore lifestyle. Beautiful Long Island beaches are just 15 minutes away by car. Crest Hill is more than a home, it is a statement of luxury living. Make this dream home your next stop! View 3d tour, click virtual tour link for video and more.

23 Woodbury Road, Woodbury

$2,299,999
6 Beds 5 Baths 1005538 MLS
Welcome to 119 Plainview Road — a place where elegance meets ease. This expansive 4,500-square-foot Colonial rests on over an acre of pondfront property in Woodbury, where every inch has been thoughtfully maintained to create a home that feels as effortless as it is impressive. Inside, six generous bedrooms and four and a half bathrooms offer space for family and guests alike, all finished with high-end appointments throughout. Every detail has been meticulously cared for, presenting in turn-key, move-in condition for the most discerning buyer. The true showpiece lies beyond the walls. Step outside to a country-club-caliber backyard where an inground pool anchors a private oasis overlooking serene pond views. Whether entertaining on a grand scale or enjoying a quiet morning by the water, the oversized lot delivers privacy and resort-style living rarely found this close to everything. Located within the prestigious Syosset School District and minutes from premier shopping, dining, and parkway access, this is a rare opportunity to own a true estate property on Long Island!

119 Plainview Road, Woodbury

$1,998,000
4 Beds 5 Baths 1005109 MLS
Welcome to this exceptional Hampton-style Colonial with your own gate, privately set on a flat 1 beautifully landscaped acre with heated pool and outdoor shower and powder room. An inviting oversized front porch overlooks lush emerald lawns, mature specimen trees, and beautifully landscaped grounds. A tranquil pond with a cascading waterfall, graceful Japanese maple, and vibrant seasonal blooms create a picturesque setting year-round. Stepping inside to discover oversized, sun-filled rooms and a seamless floor plan with beatiful wood floor and heated tile floor in multi areas. At the heart of the home is an extended chef's kitchen featuring granite countertop, high end appliances, custom cabinetry witha wine cooler, a breakfast nook, and a build in work station, all thoughtfully designed for entertaining. The family room with a wooden fireplace creates a warm and inviting gathering space, while large windows throughout the home frame picturesque views of the property. The 2nd floor has 4 spacious bedrooms with 3 full baths and the convenience of a laundry room. The luxurious primary suite offers a spa-inspired bath and an adjoining sitting area. A second en-suite bedroom provides additional flexibility for guests or multi-generational living with office/dressing room. The fully finished basement is an entertainer's dream, complete with a custom-built wet bar, recreation area and abundant storage. Step outside to your private backyard oasis featuring a heated in-ground pool, covered bluestone patio, outdoor kitchenette with gas grill, and a charming gazebo with skylight. There's a change room and powder room and outdoor shower next to the pool for convenience. Professionally landscaped grounds with mature trees, lush lawns, and elegant uplighting create a resort-like atmosphere. Located within the highly regarded Village Elementary School and South Woods Middle School boundaries, this home offering combines privacy, luxury, and convenience in one extraordinary setting, offering a lifestyle of elegance, tranquility, and year-round enjoyment. Otherhights including whole house water filtriation and central vacuum, gas cooking & heating, radiated floor for both primary bathrooms and the eat-in kitchen area. The ffenced property ensures privacy and security with gated access. Face to the famious the Town of Oyster Bay Golf Course and walking distance to the famious woodbury villiage for fine restarants and shopping and more! A rare and timeless Golden East Coast Gem!

316 S Woods Road, Woodbury

$3,995,000
5 Beds 6 Baths 1004527 MLS
Steeped in architectural pedigree and timeless elegance, this extraordinary Muttontown estate, on 3.84 bucolic acres, was designed by renowned architect Marion Sims Wyeth, celebrated for his iconic work on Mar-a-Lago in Palm Beach. Privately tucked behind an impeccably landscaped half mile-long drive off Route 106, the property unfolds as a secluded North Shore sanctuary of exceptional beauty and distinction. Set amidst sweeping lawns, manicured gardens, and picturesque equestrian grounds, the stately brick residence, crowned with a slate roof and introduced by a charming courtyard entry, exudes enduring sophistication. Inside, grand formal entertaining rooms showcase exquisite millwork, original hardwood floors, dramatic wrought-iron railings, and an abundance of French doors that flood the interiors with natural light while seamlessly connecting the home to its breathtaking surroundings. Offering five bedrooms and five-and-a-half baths, the home masterfully balances grandeur with comfort. The formal living room, complete with a fireplace and built-in wet bar, creates an inviting setting for entertaining, while the sunlit breakfast turret and updated chef’s kitchen, appointed with premium professional-grade appliances, provide effortless everyday functionality. A spacious family room and elegant powder room complete the main living spaces. The first-floor primary suite serves as a luxurious private retreat, featuring dual full baths, a fireplace, expansive walk-in closets, and an intimate sitting room. The upper level offers two generously proportioned bedrooms and a beautifully appointed full bath with a thoughtfully separated vanity and shower area. Completing the space is an expansive unfinished attic, presenting exceptional potential for storage or future customization. Additional highlights include a walk-out finished lower level with laundry, bedroom with full bathroom and direct access to the attached two-car garage. Designed for both gracious living and sophisticated entertaining, the residence boasts expansive slate terraces spanning the length of the home, overlooking the stone courtyard driveway, private gardens, charming pergola, and in-ground gunite pool - evoking the romance and refinement of a storybook North Shore estate. A true horse property, the fully fenced equestrian amenities are equally exceptional, featuring a pristine multi-stall barn built-by Morton, thoughtfully designed grazing paddocks, and scenic walking trails woven throughout the grounds. A truly rare offering, this remarkable estate presents an unparalleled opportunity to own a significant piece of Long Island history, all within the esteemed Syosset Central School District.

1780 Route 106 Unit #C, Muttontown

$1,220,000
3 Beds 3 Baths 1003312 MLS
Beautifully renovated sought-after Summit model in the prestigious gated condo community of Hidden Ridge in Syosset featuring a prime greenbelt location, 2-car garage, and full finished basement. This sun-drenched home showcases soaring vaulted ceilings with skylights, new windows, and a stunning wood and wrought iron banister. The spacious living room features a brick wood-burning fireplace, creating the perfect blend of warmth and elegance. The updated eat-in kitchen opens through a sliding glass door to a Trex deck overlooking the greenbelt — ideal for relaxing or entertaining while enjoying gorgeous western sunsets. This spacious layout offers 3 bedrooms and 2.5 baths, including a private primary suite situated on its own level. The full finished basement provides exceptional additional living space along with ample storage and closets. Enjoy resort-style living with community amenities including a pool, tennis courts, playground, and clubhouse. Conveniently located near shopping, restaurants, supermarkets, schools, library, LIRR, and major highways. Syosset School District (Willits Elementary, H.B. Thompson Middle School, and Syosset High School)

44 Hidden Ridge Drive, Syosset

$1,288,000
5 Beds 4 Baths 1000693 MLS
Welcome to This Oversized and Beautifully Renovated Home Located in the Prestigious Syosset Woods Section! Conveniently Situated Just 5 Minutes from the Syosset LIRR Station, This Stunning Property Offers the Perfect Combination of Space, Comfort, and Modern Upgrades. Featuring 5–6 Spacious Bedrooms and 4 Full Bathrooms, This Home Has Been Extensively Renovated Throughout. Updates Include a Brand-New Roof, New Heating and Cooling System, New Kitchen with Modern Appliances, Anderson Windows, and Hardwood Floors Throughout. The Exterior Has Also Been Thoughtfully Improved with a Brand-New Concrete Sidewalk, Huge Newly Paved Driveway with Ample Parking, and Professionally Updated In-Ground Swimming Pool. Additional Features Include a Ring Security Camera System Protecting the Entire Property and a Prime Location Close to Shopping, Dining, Parks, Schools, and Transportation. Move-In Ready and Truly a Rare Opportunity in One of Syosset’s Most Desirable Neighborhoods!

18 Park Drive E, Syosset

$1,325,000
4 Beds 3 Baths 993610 MLS
41 Roberts Circle, Syosset Now Offered at $1,325,000 A refined price presents a compelling opportunity to own this exceptional residence in the heart of Syosset. Thoughtfully designed for comfortable living and entertaining, this well-appointed home offers spacious interiors, hardwood floors and Italian tile throughout, a recently updated kitchen, and a beautifully renovated primary bathroom. Enjoy resort-style living with an in-ground pool and sauna, creating the perfect setting for relaxation and gatherings. Ideally situated in a desirable neighborhood with close proximity to the Syosset train station, as well as shopping, dining, parks, and schools, this home combines convenience with exceptional lifestyle amenities. With its blend of style, functionality, and value, 41 Roberts Circle is an opportunity not to be missed. Schedule a private showing.

41 Robert Circle, Syosset

$1,250,000
4 Beds 3 Baths 995494 MLS
Beautiful Colonial in Prime Syosset Location Well-maintained 4-bedroom, 2.5-bath Colonial set on a 10,000 sq ft lot in a highly sought-after area of Syosset. Features include an eat-in kitchen that flows seamlessly to the formal dining room, living room, and den—ideal for everyday living and entertaining. Second floor offers spacious bedrooms, including a primary suite. Finished basement with additional liesure space and dedicated laundry area. New gas hot water heater just installed Enjoy a picturesque backyard with an extensive deck, perfect for outdoor gatherings. Two-car garage and ample yard space complete the home. Located in the Syosset Central School District and close to parks, shopping, and transportation. Move right in and make it your own!

20 Evon Drive, Syosset

$2,798,000
5 Beds 7 Baths 993715 MLS
Welcome to this exceptional custom-built Colonial nestled in the highly sought-after Swan Lake development of Woodbury, located within the award-winning Syosset School District. Boasting approximately 6,000 square feet of thoughtfully designed living space, this magnificent residence offers 12 spacious rooms, including 5 generously sized bedrooms—each featuring its own walk-in closet—and 6 full bathrooms. Crafted with superior quality and attention to detail, this home features stunning marble and granite finishes throughout, creating a timeless and elegant atmosphere. The expansive layout offers seamless flow, ideal for both everyday living and entertaining on a grand scale. The fully finished basement with outside entrance provides versatile additional living space, perfect for recreation, guests, or extended family. Step outside to a beautifully level and private backyard, where luxury meets lifestyle. The outdoor kitchen area is a true showpiece, complete with a pizza oven imported directly from Italy—perfect for entertaining and creating unforgettable experiences. This one-of-a-kind residence is more than just a home—it’s a true oasis offering sophistication, comfort, and exceptional craftsmanship in one of Woodbury’s premier locations.

21 Chauncey Place, Woodbury

$2,799,000
6 Beds 7 Baths 989842 MLS
Welcome to this exceptional home offering the perfect blend of luxury, space, and modern living. Boasting 6 spacious bedrooms and 6.5 beautifully appointed bathrooms, this residence is thoughtfully designed for both everyday comfort and upscale entertaining. The first floor features a seamless open-concept layout anchored by a stunning kitchen that flows effortlessly into expansive living, dining, and family room spaces—ideal for gatherings of any size. A versatile first-floor bedroom provides flexibility for guests, a home office, or multigenerational living, complemented by a nearby full bathroom as well as an additional powder room for added convenience. Upstairs, you’ll find five generously sized bedrooms and four full bathrooms, including a luxurious primary suite. A striking open walkway overlooks the living room below, creating a dramatic sense of space and natural light throughout the home. The fully finished basement elevates the home’s entertainment potential, complete with a dedicated gym, wet bar, and ample room for recreation, media, or hosting. Car enthusiasts and eco-conscious buyers alike will appreciate the oversized 3-car garage equipped with multiple EV charging stations. Step outside to a backyard oasis that seamlessly connects to nature while offering endless possibilities for outdoor living. Featuring an outdoor kitchen and expansive grounds, there’s plenty of space to add a pool, tennis court, or custom retreat tailored to your lifestyle. This is a rare opportunity to own a home that truly has it all—space, style, and unmatched versatility.

12 Chauncey Place, Woodbury

$2,895,000
6 Beds 6 Baths 989712 MLS
Welcome to this stunning, fully gut-renovated Contemporary nestled on one of the largest lots in the prestigious gated community of Windemere — a rare 1.26-acre private cul-de-sac setting with room for a pool and endless possibilities. From the moment you arrive via the elegant circular driveway, this 5-bedroom, 5.5-bath showpiece makes an unforgettable impression. Thoughtfully designed with soaring ceiling heights and an open-concept layout, walls of glass and sliders flood every room with natural light, creating a bright, airy atmosphere throughout. The designer kitchen is a true centerpiece, featuring high-end appliances and seamlessly flowing into a sun-drenched sunroom and a massive great room — perfect for everyday living and effortless entertaining. A wet bar and sleek linear fireplace add sophistication to the living spaces, while the upstairs loft offers flexible additional living space. The main-floor primary suite is a private sanctuary unto itself, complete with sliding glass doors opening to the expansive Trex deck, floating stairs, a custom walk-in closet, and a spa-inspired bath boasting radiant heat flooring, a built-in towel warmer, and a freestanding soaking tub. Step outside to your own resort-style backyard retreat — a massive Trex deck with a full outdoor kitchen and multiple lounge and dining areas, with stairs leading down to the sprawling backyard. The full finished walk-out basement adds tremendous additional living and entertaining space, completing this exceptional offering. A truly rare opportunity in one of the area's most sought-after communities.

7 Windemere Crest, Woodbury

$938,888
3 Beds 2 Baths 988226 MLS
Move right into this warm and inviting home featuring a bright, spacious living room with a wood-burning fireplace—perfect for both relaxing and entertaining. The French doors lead to a beautiful patio and backyard, creating a seamless indoor-outdoor living experience. The first floor offers 2 bedrooms and a full bath for everyday convenience, while the private second-floor primary room with a full bath provides a comfortable retreat. A partial finished walk-out basement with open space and a bonus room adds valuable extra living space—ideal for a home office, gym, or recreation area. Additional highlights include gas heating and a whole-house water filtration system. Located just minutes from shopping, dining, and major highways, this home offers the perfect combination of comfort, convenience with Syosset SD! Perfect for starters or investors!

49 Beatrice Avenue, Syosset

$2,349,999
4 Beds 6 Baths 987761 MLS
Welcome to 14 Pine Drive, a stately 4-bedroom, 6-bathroom residence nestled in the prestigious Hunting Hill community of Woodbury. Set on over an acre of flat, beautifully manicured land, this home offers an incredible lifestyle with a private tennis court and expansive outdoor space perfect for entertaining or relaxing in total privacy. Inside, the home opens with a grand entry foyer leading to a spacious formal living room and elegant dining room, ideal for hosting. The large, open-concept kitchen flows into a cozy den with views of the stunning backyard. The first floor also boasts two convenient half bathrooms and a luxurious primary suite featuring sliding doors that open to a private deck, along with a spa-like ensuite bathroom and generous walk-in closets. Upstairs, you'll find three additional bedrooms with excellent closet space and two full bathrooms, offering plenty of room for guests. The finished basement provides impressive recreation space, ideal for a media room, gym, or game area and a private room perfect for guests Located in one of Woodbury’s most sought-after neighborhoods, 14 Pine Drive offers privacy, space, and amenities that rarely come to market. Don’t miss this incredible opportunity.

14 Pine Drive, Woodbury

$1,299,000
3 Beds 2 Baths 988247 MLS
Welcome to this beautifully maintained 3-bedroom, 2-bath split-level home nestled in the heart of Syosset. Offering a perfect blend of comfort and functionality, this home features a spacious layout ideal for both everyday living and entertaining. The main level boasts a large, sun-filled living room and formal dining room, seamlessly connected to a generous eat-in kitchen that overlooks the backyard—perfect for keeping an eye on outdoor activities or enjoying peaceful views while cooking. On the lower level, you’ll find a sizable den area, ideal for entertaining guests, hosting movie nights, or creating a cozy retreat. This level flows into a fully finished, expansive basement, providing additional versatile space for recreation, a home office, gym, or storage. Set on a fully fenced property, the home offers excellent privacy and a secure outdoor space for relaxation or gatherings. Conveniently located close to major highways, shopping, dining, and everyday essentials, this property combines suburban tranquility with easy access to everything you need. Don’t miss the opportunity to make this inviting and well-appointed home your own!

310 Southwood Circle, Syosset

$1,208,000
4 Beds 2 Baths 986059 MLS
Welcome to this beautifully located home in the highly sought-after East Birchwood neighborhood of Jericho. Nestled on a quiet, relaxing tree-lined street, this property offers the perfect blend of suburban tranquility and convenience. Ideally located, this home offers convenient access to everyday essentials and lifestyle amenities, including Life Time Fitness, shopping malls, dining, and more. Commuters will appreciate being just 45 minutes from the Hicksville LIRR Station, providing direct service to Grand Central Terminal in NYC. Situated within the Syosset Central School District. The house is in turnkey condition. 4 yr old Premium Roof with 2 New Skylights and Newer Gutters and Chimney Crowning, 1 yr old Hot Water Heater, 7 yrs old CAC, 2022 New Sewer System, 2 yrs old insulated Entrance Door, Most Newer & Energy Stars appliances. Close to Whole Foods, Trader Joe, Hmart, Apna Bazar. GAS line on the street. TEXT BROKER. Don't miss the exceptional opportunity and schedule a private tour now! This won't last!

287 Birchwood Park Drive, Syosset

$1,488,000
4 Beds 3 Baths 982967 MLS
Welcome to a rare opportunity in the heart of Woodbury. This 4 bedroom, 2.5 bath Splanch style home is perfectly situated mid-block on a picturesque, tree-lined street. Step inside to discover a beautiful home with natural light and hardwood floors. The first floor features a renovated eat-in kitchen with stainless steel appliances, granite countertops and a formal dining room for entertaining. For colder nights, enjoy the family room with a wood burning fireplace. Also includes radiant floor heating The large primary bedroom features a wall of closets and a renovated en suite bathroom. Two additional bedrooms and hall bath complete the upstairs living. Designed for modern living, the home boasts a dedicated home office for remote work and a spacious mudroom with convenient main-floor laundry. The two-car garage includes an electric charger for sustainable living. Retreat to your private backyard oasis, framed by mature privacy trees. The highlight is the in-ground heated pool, complemented by a large brick patio, creating the perfect setting for summer entertaining and relaxation. This exceptional property is ready to be your forever home

3 Clemson Lane, Woodbury

$4,888,888
6 Beds 7 Baths 978425 MLS
Discover one of North Syosset’s most exceptional new construction residences. Privately situated at the end of a cul-de-sac, backing untouched preserve and surrounded by nearly two secluded acres, this home offers a rare combination of privacy, architectural scale, and modern luxury. Offering approximately 10,800 total square feet, including a full finished basement, with 7,800 square feet above grade, every detail has been thoughtfully designed for both everyday living and grand entertaining. Features include: • 6 Bedrooms • 6.5 Bathrooms • Full Finished Basement • Multiple Laundry Rooms • 4-Car Garage At the heart of the home is a spectacular sun-filled great room, thoughtfully designed for both elegant entertaining and comfortable every day living, with peaceful views of the surrounding natural landscape. A rare opportunity to own a newly constructed home in one of Long Island’s most sought-after communities. Proof of funds required

541 Split Rock Road, Syosset

$1,488,878
3 Beds 3 Baths 953870 MLS
Back on market! Showstopping and better than new, this completely gutted and fully renovated 3-bedroom, 2.5-bath Aspen model with a full basement showcases ultra-luxurious finishes throughout, seamlessly blending sleek modern design with the comfort of living in the highly desirable Woodbury Greens community. The home features radiant heated floors throughout, rich hardwood flooring, all-new insulation, and abundant natural light enhanced by skylights for both style and energy efficiency. At the heart of the home is a chef’s kitchen, thoughtfully designed with high-end finishes and functionality ideal for both everyday living and entertaining. The finished lower level is a true standout, offering a private sauna, media room, and home gym—creating an exceptional resort-style living experience. The primary suite is a serene retreat, complete with a spa-like bathroom featuring a luxurious steam shower. Additional highlights include a whole-home water filtration system, electric access to the finished attic, and a two-car garage for added convenience. Community amenities include a pool, tennis, pickleball, and basketball courts, delivering an elevated lifestyle in a premier setting.

24 Chestnut Lane, Woodbury

$1,298,000
3 Beds 3 Baths 911695 MLS
Welcome to this Exquisite End-Unit Vale Model in the Prestigious Guard-Gated Community of Hidden Ridge! This beautifully renovated residence offers 3 spacious bedrooms, 2.5 updated baths, a finished basement, and a 2-car garage with a private driveway. The updated kitchen features quartz countertops and stainless-steel appliances—designed with quality and attention to detail. The expansive primary suite includes a large walk-in closet and a renovated spa-like bath with a double vanity, soaking tub, and walk-in shower. The finished basement provides exceptional additional living space, complete with an air ventilation system and a custom wine cellar—ideal for both entertaining and everyday comfort. Additional highlights include gleaming hardwood floors, surround sound in the living room and a cozy fireplace. Step outside to your gated deck overlooking a lush greenbelt oasis—perfect for entertaining or simply relaxing in total privacy. Hidden Ridge offers resort-style amenities including a pool, tennis courts, clubhouse, and playground—delivering the ultimate country club lifestyle. Conveniently located near major highways, shopping, dining, parks, schools, and the LIRR. Prestigious Syosset School District (AP Willits Elementary, HB Thompson Middle, Syosset High School). Move right in and enjoy your own private oasis with luxury living at its finest! Seller financing available.

154 Hidden Ridge Drive, Syosset

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.