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$1,749,888
4 Beds ⋅ 3 Baths ⋅ 1031591 MLS
Move right into this beautifully updated 4-bedroom, 3.5-bath Colonial set on a flat, landscaped .34-acre property in the Syosset School District. Designed for today's lifestyle, this light-filled home features an ideal layout with spacious rooms, hardwood floors, and seamless flow for everyday living and entertaining. The renovated eat-in kitchen, completed in 2017, showcases white cabinetry, quartz countertops, stainless steel appliances, and generous workspace for cooking and gathering. Family room with gas fireplace and sliders that lead to oversized patio. Updated bathrooms, a spacious primary suite with a large walk-in closet, and generously sized secondary bedrooms provide comfort and style throughout. The full finished basement offers exceptional bonus living space, while the private backyard is an entertainer's dream with a large patio, outdoor kitchen, bar area, sports court, and storage shed. Completing this exceptional home is a two-car garage and an unbeatable location close to shopping, parks, transportation, and all that Syosset/Woodbury has to offer.

30 Irving Drive, Woodbury
$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
$2,699,000
5 Beds ⋅ 4 Baths ⋅ 1029820 MLS
Step into a world of refined elegance at 4 Shannon Drive, a sprawling 4,095-square-foot home nestled in the heart of Woodbury. This residence features soaring ceilings and sun-drenched interiors which create an immediate sense of grandeur. Every inch of this home has been thoughtfully designed for those who appreciate expansive living and high-end finishes, offering four beautifully appointed bathrooms and versatile spaces that transition effortlessly from sophisticated entertaining to everyday comfort. The experience of luxury extends seamlessly outdoors to a private oasis designed for the ultimate summer lifestyle. The backyard serves as a secluded retreat, where lush greenery frames a magnificent pool that acts as the centerpiece for both high-energy entertaining and quiet relaxation. Whether you are hosting a vibrant afternoon gathering or enjoying a peaceful evening under the stars, the expansive patio and shimmering water create an atmosphere of a world-class resort. It is a space where memories are made, defined by privacy and an effortless flow between the indoors and the natural beauty of the grounds. Set in one of Long Island's most prestigious school district, this property offers a lifestyle defined by style, scale, and a premier North Shore location.

4 Shannon Drive, Woodbury
$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
$2,390,000
5 Beds ⋅ 5 Baths ⋅ 1025514 MLS
Tucked behind the gates with a guard on duty, in the Windemere community, this architecturally distinctive contemporary was designed around light, volume, and an effortless connection to nature. Soaring vaulted ceilings rise approximately 20 feet above the principal living areas, where walls of floor-to-ceiling windows overlook park-like grounds and fill the home with natural light from the moment you step through its one-of-a-kind handcrafted sculptural double entry doors. The dramatic living room, anchored by a grand architectural wood-burning fireplace, flows into a formal dining area, scaled for large gatherings. A sculptural spiral staircase ascends to a gallery library overlooking the living room, richly appointed with wood paneling and extensive custom-built bookcases — a true showpiece. Multi-zone audio carries music seamlessly throughout the whole home. The open, vaulted kitchen — outfitted with a Sub-Zero refrigerator, two Thermador wall ovens, and a Miele cooktop — connects directly to the family room and casual dining area, with a walk-in pantry and a laundry room with an additional Sub-Zero freezer. The main-level primary suite is a private retreat with a vaulted ceiling, floor-to-ceiling windows, and three walk-in closets. Its spa-inspired bath features a dry sauna, a walk-in shower with Schluter radiant heat in the floor, bench, and accent wall, a smart toilet in its own enclosed room, layered designer lighting, and a skylight overhead. A guest suite offers a marble bath and private outside entrance. Two additional bedrooms share a stunning, fully redone onyx Jack-and-Jill bath with radiant heated floors. Upstairs, a spacious loft makes an ideal teen retreat, office, or bonus room. The finished lower level adds a mirrored gym, hobby and recreation space, a room-size cedar closet, and multiple storage rooms. Outside, resort-style living awaits: a gas-heated saltwater pool, composite (Trex) deck accessed directly from the kitchen and living room, and tranquil pond views beyond the established landscaping. Community tennis and pickleball courts, a circular driveway, two-car garage, and the highly regarded Syosset SD complete this rare offering.

27 Windemere Way, Woodbury
$2,749,888
5 Beds ⋅ 4 Baths ⋅ 1022670 MLS
Welcome to 15 Tiber Road, located on a beautiful 2-acre property in Oyster Bay Estates and within the Syosset School District. This sprawling warm and inviting ranch offers exceptional space and functionality with generous room sizes and a thoughtful layout ideal for today’s lifestyle. The primary suite features an ensuite bath and closets, creating a private retreat within the home. 3 additional large bedrooms and a full bath. On the opposite side of the home is a separate office/bedroom with a full bath that provides the perfect setup for guests, extended family, or a private work-from-home space. The expansive walk-out basement spans the full length of the home, offering endless possibilities for recreation, entertaining, gym space, or additional living quarters. Step outside to an incredible property designed for entertaining and relaxation. Enjoy summers by the heated inground gunite pool, unwind by the fire pit, or host gatherings with ease thanks to the cabana and sports court. The beautifully designed outdoor space offers privacy and resort-style living right in your own backyard. A rare opportunity to own a true ranch retreat.

15 Tiber Road, Oyster Bay Cove
$2,350,000
4 Beds ⋅ 6 Baths ⋅ 1021074 MLS
A coveted corner F-Model at The Sagamore at Mill Pond — thoughtfully designed, beautifully finished, and ready to be called home. This is the one that stands out. Positioned as a corner unit facing South, the home gets exceptional natural light and a sense of privacy. Soaring ceilings and high-end finishes throughout make it clear this home was done to perfection. The living room, dining room, flow naturally together — great for entertaining but equally comfortable for everyday life. Beautiful custom finishes include wall coverings, upgraded wood floors, gas fireplace, mouldings, window treatments, lighting systems, and build-ins. Step outside to a private extended Trex deck with space for both outdoor dining and lounging, a seamless way to extend your living space. The upgraded kitchen is a true showstopper. Custom wood cabinetry extended to as wide and high as possible, marble countertops, and a large center island anchor the space, while the appliance lineup speaks for itself: a 6-burner Wolf cooktop, full Wolf oven, additional Wolf wall oven, Wolf microwave oven, Wolf warming drawer, and a Sub-Zero refrigerator/freezer, dishwasher, finished with a stainless steel hood. A separate fitted pantry and dedicated laundry room are right off the kitchen, keeping everything organized and out of sight. The primary suite on the main floor is a calm, comfortable retreat. Motorized Shades ensure privacy. Two fitted walk-in closets provide generous, well-organized storage. The bathroom features; double sinks, marble countertops, a marble shower, and a Toto washlet. Upstairs, there are two more bedrooms with en-suite baths, each with fitted walk-in closets. A large den/library complete with custom built ins round out the second floor, adding flexibility for a home office, reading room, playroom, or whatever your needs may be. Leaving no stone unturned, the two car garage is well-appointed featuring built-in storage solutions that complement the home's exceptional amenities. The lower level has a lot to offer: a dedicated exercise room, powder room, a bedroom with a full en-suite bathroom, a custom dog washing and grooming station, a spacious media room, and an additional flexible room that could easily become a recreation room, home office, or extra storage. There's genuine room to grow here. Club amenities include 24 hour security gatehouse, a clubhouse with a pool, tennis/pickleball court, golf simulator, 2 outdoor kitchens, putting green, fire pit and a screening room. Corner F-units at The Sagamore at Mill Pond don't come up often — and one finished at this level comes up even less. This is a special home.

63 Three Ponds Lane W, Woodbury
$2,398,000
4 Beds ⋅ 4 Baths ⋅ 1014197 MLS
Nestled at the end of a private cul-de-sac in prestigious Muttontown, New York, this magnificent four-bedroom, four-bathroom Colonial sits proudly on two lush, beautifully manicured acres within the Syosset School District. A long, scenic driveway framed by tall Green Giant hedging leads to a breathtaking grand foyer, custom archways, and exquisite ceiling details. The main floor features a dramatic, double-sided natural stone fireplace connecting the formal living room and cozy den, alongside a premium chef's kitchen equipped with a custom copper hood, gas cooktop, and warm radiant heated flooring. For maximum efficiency, a highly functional mudroom entrance offers an abundance of storage to match the deep closets throughout the layout. The upstairs layout is reserved for private relaxation, highlighting a dedicated second-floor laundry room and a luxurious primary bedroom suite boasting expansive walk-in closets and a custom steam shower with radiant heat. The expansive, fully finished basement features a dedicated home gym while still leaving massive additional space for recreation, a media area, or leisure, complete with a code-compliant egress window. The resort-style backyard is an entertainer's dream, featuring a heated in-ground pool with a propane heater, sprawling grounds with ample room for a tennis court, and a spectacular covered backyard portico. Premium infrastructure includes a whole-house Cummins generator, 4-zone climate control, an electric car charging port, buried utility lines, and a newer roof (less than two years old) that covers specifically the primary bedroom section and the backyard portico.

55 Wynn Court, Muttontown
$2,050,000
5 Beds ⋅ 4 Baths ⋅ 1006370 MLS
Perfectly positioned on a coveted mid-block location within The Gates of Woodbury, this impressive Center Hall Colonial is set on a beautiful one-acre property and offers an exceptional blend of space, comfort, and timeless design. Thoughtfully crafted for both everyday living and entertaining, the home features generously proportioned rooms, a classic and highly functional floor plan, and seamless flow throughout. A full basement provides abundant storage and potential for additional living or recreational space, and the attached two-car garage adds everyday convenience. Located within the Syosset School District

19 Seward Drive, Woodbury
$3,488,000
4 Beds ⋅ 4 Baths ⋅ 1004056 MLS
Exceptional 2009 Custom built Colonial set on a flat 2.4-acre property in the Syosset School District. Designed with timeless curb appeal, this stucco and brick residence offers a bright, open layout with floor-to-ceiling windows, generous natural light, and elegant architectural detail throughout. 10 foot ceiling height on the main level, 9 foot ceiling on second floor. The home features a desirable main-level primary suite wing, offering privacy, comfort, and convenience. Two walk-in closets and a luxurious spa-like bath. An additional office on the main level with front to back fireplace and french doors to sweeping outdoor veranda, provides the perfect space for working from home, a library, or flexible guest space. Formal Living room with walls of glass, front to back fireplace, Formal dining room, powder room, gourmet chef's kitchen with gas cooking, breakfast nook, and family room. First floor also features a mudroom and pantry and access to 3 car garage. Second floor features an additional ensuite bedroom with balcony overlooking 2.4 acre park-like property and full bath. Additional 2 bedrooms with bathroom. Access to large attic space that can be finished for bonus room. Additional highlights include a 3-car garage, radiant heat in bathrooms, a heated circular driveway, and an expansive unfinished basement with 10-foot ceilings, offering incredible potential for future living, recreation, gym, theater, or storage space. Gas heat, gas cooking. A rare combination of acreage, luxury, location, and flexibility — all within the sought-after Syosset School District.

1960 Midlane S, Muttontown
$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
$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
$1,250,000
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
$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
$5,498,000
7 Beds ⋅ 8 Baths ⋅ 945621 MLS
An Exceptional New Construction Estate in Muttontown, located within the renowned Syosset School District. 'The Diamond' sets a striking new benchmark for refined living. This exquisite 8,000-square-foot residence offers seven bedrooms, 15 rooms and a fresh, contemporary layout designed for today’s most elevated lifestyles. Meticulously envisioned, 'The Diamond' reflects an extraordinary level of craftsmanship and an aesthetic precision that blends seamlessly with classic architectural detailing. Expansive sweeping light-filled interiors create a home that is both sophisticated and welcoming. Generous ceiling heights, dramatic walls of glass, and a seamless flow between indoor and outdoor spaces define the mansion. A grand courtyard entrance leads to custom-crafted oversized iron doors that dramatically unveil a breathtaking two-story entry foyer. The formal dining room features a connoisseur’s wine center with smoky glass accents that shimmer with understated drama, and a serving buffet crowned by a sculptural hanging etagere. The grand living room is anchored by a commanding two-sided modern fireplace that offers open views of the lush 2 acre property. The bespoke chef’s kitchen serves as a true centerpiece, equipped with premium Wolf and Sub-Zero appliances, custom cabinetry, and a spacious layout ideal for both everyday living and large gatherings. A fully equipped scullery kitchen adds an additional layer of convenience and sophistication for those who entertain on a grand scale. The main level further unfolds with guest quarters, a private study, state-of-the-art media room, and a secondary staircase. Ascending to the primary suite is to enter a private world of luxury: a serene balcony overlooking the property, a spa-inspired bath, a private sitting room, and multiple expansive walk-in closets befitting the most discerning wardrobe collections. The second level continues with a spacious lounge and four additional en-suite bedrooms, each a haven of comfort and privacy. Outdoor living is equally impressive, with fully approved plans to consider upgrades for a resort-style spa pool and an open-air pavilion complete with its own kitchen creating an alfresco realm of unparalleled leisure. The 10-foot lower level also stands ready to fulfill any vision. 'The Diamond' is not merely a home, it is a residence designed for the discerning, where high-style luxury meets the ease and functionality of everyday living. Construction has commenced on this singular masterpiece. Ready Spring 2027 Time To Customize!

50 Cecilia Drive, Muttontown
$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

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.