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$3,598,000
5 Beds ⋅ 6 Baths ⋅ 1025444 MLS
Picture Perfect in the Heart of North Syosset! Welcome to this extraordinary new construction set on a private acre in one of North Syosset's most desirable tree-lined neighborhoods. This Hampton-style Center Hall Colonial blends timeless architecture with today's most sought-after luxury amenities. A dramatic two-story foyer creates a stunning first impression, while the custom stone and shake exterior delivers exceptional curb appeal. Inside sun-filled spaces, soaring ceilings, wide-plank White Oak floors, custom millwork, and designer finishes showcase impeccable craftsmanship throughout. The heart of the home is a banquet-sized chef's kitchen featuring premium appliances, spacious walk-in pantry and seamless flow into the spectacular great room with a modern linear gas fireplace flanked by floating built-ins. Designed for both entertaining and everyday living, the thoughtfully crafted floor plan offers five en-suite bedrooms all with walk-in closets, including a first-floor guest suite with private terrace access. The luxurious primary retreat features a spa-inspired bath with two premium custom walk-in closets. Step outside to your private resort-style backyard, complete with an infinity terrace, heated salt water pool with spa, sun shelf, and automatic retractable cover. Additional highlights include designer bathrooms, large mudroom, three-car garage, and a 10-foot basement with endless possibilities for customization. Located in the award-winning Syosset School District and just minutes from golf clubs, fine dining, shopping, and transportation, this exceptional residence offers the ultimate blend of luxury, comfort, and convenience! (virtually staged)

32 Pine Road, Syosset
$1,448,000
5 Beds ⋅ 5 Baths ⋅ 1029940 MLS
Set on a quiet cul-de-sac in Syosset's coveted Campus Estates, this spacious contemporary offers generous living space, with 5 bedrooms and 3.55 baths across an open floor plan. A two-story foyer welcomes you in, leading to a main level filled with natural light through vaulted ceilings and skylights. Hardwood floors and oversized rooms create a canvas ready for your personal vision. The eat-in kitchen flows easily into the den and dining room, while a built-in bar in the living room adds a stylish touch for entertaining. Sliding glass doors open to the back deck, ideal for indoor-outdoor living. The main level also includes a bedroom, two powder rooms, and first floor laundry. Upstairs, four bedrooms include an expansive primary suite with a spa-sized bath and ample closets, along with the three additional bedrooms and a full bath. The basement offers additional space to suit your needs. Conveniently located near the community's pool and tennis amenities, this is a rare opportunity to secure a spacious, well-positioned home in one of Syosset's most desirable enclaves and make it your own, being sold AS IS.

12 Princeton Drive, Syosset
$1,788,000
4 Beds ⋅ 3 Baths ⋅ 1024332 MLS
Welcome this Stunning sprawling ranch, gracefully positioned on a beautifully landscaped 1.06 acre corner property. Blending timeless design with a subtle contemporary flair, this beautiful home welcomes you with vaulted ceilings, an impressive circular front driveway and a two car attached garage. Designed for everyday elegant living, the home features a spacious formal living room with a striking dual-sided fireplace that seamlessly connects to the formal dining room. A separate den with sliding doors to the patio and yard provides for an additional gathering space. Dramatic floor to ceiling windows and skylights fill the home with an abundance of natural light, creating a bright and inviting atmosphere throughout. The eat-in-kitchen offers a generous amount of counterspace and is enhanced by quartz counter tops, stainless steel appliances, a peninsula, skylights and sliding glass doors providing effortless access to the patio and expansive backyard, making indoor-outdoor entertaining a breeze. The thoughtfully designed layout includes a private primary suite completed with its own full bathroom, along with three additional generously sized bedrooms and two additional full bathrooms offering flexibility and comfort. A dedicated laundry room that has an additional outside entrance adds to your everyday convenience. Spanning almost the entire footprint of the home, the expansive unfinished basement provides an incredible amount of storage space and houses the homes utilities. Whether you're envisioning a recreation room, home gym, media room, workshop, or more, this lower level offers endless possibilities to customize and make it your own. Perfectly situated on a beautifully manicured corner lot with lots of specimen plantings and privacy trees, this exceptional home combines spacious interiors, architectural character and a desirable setting to create an outstanding opportunity. This home is conveniently located in close proximity to the Berry Hill Elementary School, South Woods Middle School, Syosset High School, LIRR, shopping, Restaurants and more.

6 Cherry Lane E, Syosset
$1,379,000
4 Beds ⋅ 3 Baths ⋅ 1027591 MLS
Room for MOM! First floor Primary Suite or have a second great room off the kitchen!! The 26'x25' addition is versatile and ideal as a first-floor primary suite, guest quarters, or an exceptional entertainment area, complete with a full bath and a second washer and dryer. Step inside to a dramatic open-concept layout with a bright and welcoming atmosphere. The chefs kitchen is an open concept with a door leading to trex landing and stairs to backyard. Recent updates include new interior handrails, new flooring in the den with new full bath & new finished basement, adding style and value throughout. Additional highlights include: Two pull-down attics providing abundant storage, 2 sets of washers and dryers for added convenience, 200-amp electric service, custom shelving in the basement and garage! Flexible floor plan with generous living space for today’s lifestyle. Situated on an oversized 80’ x 124’ property, this home features a new 12’ x 8’ storage shed. This expanded home offers exceptional space, functionality, and a prime location—an outstanding opportunity you won’t want to miss. Pride of ownership - this Expanded Split Level home has been owned only by 2 owners since it was built! Call now as it will not last!! Ideally located close to shopping, restaurants, and the railroad, offering the perfect blend of convenience and comfort.

95 Miller Boulevard, Syosset
$2,395,000
6 Beds ⋅ 6 Baths ⋅ 1020613 MLS
Nestled on one private acre in the heart of Woodbury, this exceptional center hall Colonial offers the perfect blend of timeless elegance, modern updates, and outstanding versatility. Set on a beautifully landscaped one-acre property, the home provides a peaceful retreat while remaining just minutes from shopping, major parkways, the LIRR, and Syosset schools. The main residence features 5 bedrooms and 4.5 bathrooms, including a first-floor bedroom or office with an adjacent full bath, ideal for guests, extended family, or working from home. The gracious entry foyer welcomes you into a thoughtfully designed floor plan highlighted by hardwood floors, detailed millwork, and generously sized living spaces. The renovated eat-in kitchen is the heart of the home, showcasing custom white cabinetry, granite countertops, premium stainless steel appliances, a kitchen island with seating, and a bright breakfast area overlooking the private backyard. The kitchen flows seamlessly into the inviting family room with a wood-burning fireplace, while the formal dining room and elegant living room provide ideal spaces for entertaining. Just beyond the kitchen, a spacious elevated deck serves as a natural extension of the home's living space, featuring a built-in jacuzzi, multiple seating and lounge areas, and generous space for outdoor dining. Overlooking the resort-style pool and separate cabana/guest house, it provides the perfect setting for relaxing or entertaining while enjoying the privacy of the beautifully landscaped grounds. Upstairs, the spacious primary suite offers a walk-in closet and a beautifully updated en-suite bath. Three additional bedrooms share a well-appointed full hall bathroom. Adding tremendous value and flexibility is a separate pool cabana/guest house featuring a custom wet bar, bedroom, full bathroom, laundry, and its own attached two-car garage. Whether used for entertaining, multigenerational living, long-term guests, a private home office, or recreation, this detached space offers endless possibilities. The secluded backyard provides exceptional privacy with mature landscaping and ample room to relax, entertain, or enjoy the outdoors. A rare opportunity to own a meticulously maintained estate offering exceptional living space, unmatched versatility, and one of Woodbury's most desirable locations.

96 Plainview Road, Woodbury
$1,348,000
4 Beds ⋅ 3 Baths ⋅ 1023692 MLS
Welcome to this beautifully renovated 4-bedroom, 2.5-bath Colonial that perfectly blends timeless charm with modern updates. The heart of the home is the stunning white renovated eat-in kitchen, featuring a large center island, stylish finishes, and plenty of space for cooking, gathering, and entertaining. The main level offers a spacious and functional layout with a welcoming family room, formal living room, and elegant dining room, providing the perfect setting for both everyday living and special occasions. Upstairs, you’ll find four generously sized bedrooms, including a comfortable primary suite with full bathroom and an additional full hallway bathroom. The fully finished basement adds valuable living space ideal for a recreation room, home office, gym, or playroom. Additional highlights include a one-car garage, double-wide driveway for ample parking, and a nicely sized backyard with plenty of room to relax, entertain, or play. Move right in and enjoy all this beautifully updated home has to offer!

19 Evon Drive, Syosset
$1,199,000
4 Beds ⋅ 3 Baths ⋅ 1023281 MLS
Nestled in the sought-after Syosset Woods neighborhood, this beautifully maintained and expanded ranch offers 4 bedrooms, including 3 on the main level, and 2.5 baths. The updated kitchen features quartz countertops, stainless steel appliances, and ample cabinetry, flowing into bright living and dining spaces with hardwood floors throughout. The second-floor bedroom provides a private retreat with a walk-in closet and full bath. The finished basement adds valuable living space with a recreation room, office, laundry area, and plenty of storage. Enjoy the private backyard with room for entertaining, gardening, or relaxing, along with the charm of an inviting front porch. Conveniently located near parks, shopping, restaurants, and transportation. Don't miss your chance to own this move in ready home!

9 Stuart Drive, Syosset
$3,650,000
4 Beds ⋅ 5 Baths ⋅ 1016622 MLS
Experience refined luxury in the exclusive gated community of Stone Hill, where exceptional craftsmanship, resort-style amenities, and carefree living come together in one of Muttontown's most sought-after private enclaves. Set on over ¾ of an acre, this beautifully designed 5,000-square-foot residence offers 4 bedrooms+, 4.5 baths, and an impeccable blend of timeless elegance and modern comfort. A dramatic double-height foyer opens to a breathtaking great room with soaring ceilings, a wall of floor-to-ceiling windows, custom millwork, built-ins, and a striking double-sided stone gas fireplace. The chef's kitchen is beautifully appointed with premium appliances, custom cabinetry, an oversized center island, separate pantry, and architectural detailing, while the elegant dining room with a coffered ceiling is ideal for entertaining. The main-level primary suite offers a luxurious retreat with a spa-inspired bath featuring a Jacuzzi, sauna, double-sided gas fireplace, and oversized closet. Two additional bedrooms complete the first floor, while the second level offers a fourth bedroom and spacious bonus room. The expansive finished lower level with 10-foot ceilings and outside entrance provides abundant space for recreation, fitness, or entertaining. Outside, the private backyard offers ample room for a pool and the ultimate outdoor retreat. Additional highlights include radiant heated floors throughout, wide-plank hardwood floors, whole-house generator, whole-house water filtration system, central vacuum, and fine custom finishes throughout. Residents enjoy 24-hour gated security, a full-service clubhouse with an indoor pool, fitness center, tennis courts, and social room, along with lawn care and snow removal through the HOA. Located in the award-winning Syosset School District, this home offers an unparalleled lifestyle in one of Long Island's premier private communities.

5 Buckingham Court, Muttontown
$4,450,000
8 Beds ⋅ 9 Baths ⋅ 000011 MLS
Introducing the most sought-after home in Woodbury, 5 Kodiak Drive. An epitome of contemporary luxury nestled in Syosset School District. This architectural masterpiece redefines opulence with its sleek design and an array of innovative amenities, ensuring a lifestyle of unparalleled comfort and sophistication. Situated on a sprawling one-acre lot, this estate seamlessly combines modernity with timeless elegance. As you step through the grand entrance, you're greeted by a fusion of sleek lines and luxurious materials, setting the stage for an exceptional living experience. Crafted for the most discerning homeowner, this residence boasts 8 bedrooms and 9 bathrooms, each meticulously designed with premium finishes and thoughtful details. Smart climate control systems, integrated sound, and lighting elevate the living experience to new heights. The main level is a haven for relaxation and entertainment. A stylish bar room invites you to unwind by the fireplace, while the formal dining room offers the perfect setting for intimate gatherings. The gourmet kitchen is a chef's dream, featuring top-of-the-line appliances, pizza oven, custom cabinetry, and a breakfast area overlooking the lush backyard. Outside, the expansive grounds offer a sanctuary for outdoor living. A private tennis court with overhead lighting provides endless opportunities for recreation, while the heated in-ground Gunite pool and cabana area offer a serene retreat for lazy afternoons and al fresco dining. The pool features an infinity edge and a mesmerizing water feature with multiple fire elements, creating a captivating ambiance. Upstairs, the primary suite is a luxurious escape, complete with a sitting area, private balcony, and spa-like ensuite bath featuring a soaking tub and steam shower. Four additional bedrooms, each with its own ensuite bathroom, provide ample space for family and guests. Downstairs, the lower level is a hub of activity, with a fitness room, billiards area, and home theater offering endless entertainment options. A three-car garage provides ample space for vehicles and storage, while smart home features ensure convenience and security. With its blend of contemporary design and timeless elegance, this estate sets a new standard for luxury living in Woodbury, NY, offering a lifestyle characterized by indulgence, sophistication, and unparalleled amenities.

5 Kodiak Drive, Woodbury
$1,888,000
5 Beds ⋅ 4 Baths ⋅ 1006505 MLS
Enjoy suburban calmness with city accessibility in the top-rated Syosset School District. Commuting is effortless with the Syosset LIRR station just minutes away, providing under 55-minute express service to Penn Station and Grand Central Madison. This secure, quiet home features a full ADT security system and underwent comprehensive renovations in 2018, including new infrastructure (roof, siding, windows, electric, and plumbing). The property offers five bedrooms, four bathrooms, and a light-filled kitchen with cozy radiant heat flooring. Expansive front and back decks perfect for outdoor family entertaining. Offering the perfect blend of lower taxes and unparalleled convenience, this home has it all. Must see. It won't last long!!

249 Cold Spring Road, Syosset
$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
$1,180,000
3 Beds ⋅ 3 Baths ⋅ 991676 MLS
Welcome to 71 Eagle Chase, a beautiful home in the prestigious 24-hour gated Eagle Chase community, featuring 3 bedrooms and 2.5 bathrooms. Enter through grand double doors into a bright, open-concept layout with soaring vaulted ceilings and a skylight that fills the space with natural light. The main level includes a guest bedroom with a private balcony, a home office, and a powder room. The eat-in kitchen flows seamlessly into the formal dining area and spacious living room, highlighted by a cathedral ceiling and a cozy wood-burning fireplace. Sliding doors lead to a deck patio, perfect for outdoor entertaining. Upstairs, the primary suite offers a vaulted ceiling, private balcony, two walk-in closets, and an en-suite bath with a soaking tub and separate shower. A third bedroom features two large closets, a balcony, and access to a full bath. An open landing provides space for a sitting area or reading nook, along with a conveniently located washer and dryer. Enjoy resort-style living with a newly renovated clubhouse featuring a gym, lounge, kitchen, locker rooms, pool, tennis, and pickleball. Located in the highly desirable Syosset School District. Short Sale Subject to Lenders Approval.

71 Eagle Chase, Woodbury
$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
$3,800,000
5 Beds ⋅ 6 Baths ⋅ 983376 MLS
Enjoy the splendor and many amenities of your private country estate just an hour from Manhattan. This gorgeous property sits nestled in historic Oyster Bay Cove, the home of President Theodore Roosevelt’s Sagamore Hill. The home features 5 bedrooms and 6 baths and sits on an exquisitely landscaped nearly 4 acre parcel. Inside, sweeping staircases, cathedral ceilings and fine woodworking and cabinetry frame a perfect oasis for the family. Outside, among the wooded expanse are a swimming pool, tennis court and putting green. The home also boasts a gourmet kitchen, formal dining room, home theater, large office and 3 fireplaces.

10 Redmond Lane, Oyster Bay
$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
$1,150,000
3 Beds ⋅ 2 Baths ⋅ 964825 MLS
Got it — here's the updated version with a price correction callout but no actual number: FIRST OPEN HOUSE | NEW PRICE — Don't Miss Your Chance! Newly priced and open for the very first time — this 3-bedroom, 2-full-bath home is now available for immediate occupancy at closing. Come see it in person before it's gone. Inside, you'll find a spacious layout featuring a primary suite with private en-suite bath and walk-in closet. The home has been well cared for and offers excellent long-term value. The backyard is the true showstopper — a fully paved outdoor entertaining space complete with a heated pool, hot tub, and built-in BBQ (natural gas). These are amenities rarely found together and highly sought after in today's market.

24 Willets Avenue, 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

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.