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$1,688,888
3 Beds ⋅ 3 Baths ⋅ 1022916 MLS
Welcome To This Beautifully Renovated Split Level Home Located In The Highly Sought After Community Of Woodbury Within the Award Winning Syosset Central School District.Perfectly Positioned On A Quiet Mid Block Location With Easy Access To Major Parkways And Transportation. This Exceptional Property Combines Luxury Comfort And Convenience.This Move In Ready Residence Features 3 Spacious Bedrooms, 2.5 Updated Bathrooms And A Fully Finished Basement Offering Versatile Living Space For Todays Lifestyle. The Heart Of The Homes Is The Stunning Gourmet Kitchen Thoughtfully Designed With Exquisite Cabinetry Granite Countertops And Hi End Stainless Steel Appliances Creating The Perfect Setting Fort Both Everyday Living And Entertaining.The Home Has Been Completely Updated And Boasts Recessed Lighting Throughout Central Air conditioning a High Efficiency Boiler Automatic Back Up Generator Security Camera System Climate Controlled 2 Car Garage with Built In Cabinets And In Ground Sprinkler System For Added Comfort And Peace Of Mind. The Inviting Den Features a Beautiful Gas Fireplace And A theatre Surround Sound System Creating The Ultimate Space For Relaxing Entertaining Or Enjoying Move Nights At Home.Step Outside Yo Your Private Backyard Oasis Situated On A Large Fenced In Property. Enjoy Days In The Sparkling In Ground Salt Water Heated Swimming Poll.Entertain Guests In The Outdoor Kitchen Or Simply Relax In The Beautifully Maintained Outdoor Space Designed For Year Round Enjoyment. Offering A Rare Combination Of Premium Upgrades Modern Amenities Exceptional Outdoor Living And a Prime Location This Home Presents An Outstanding Opportunity To Enjoy Luxury Living In One Of Long Islands Most Desirable Neighborhoods.

32 Lark Drive, Woodbury
$2,699,000
5 Beds ⋅ 4 Baths ⋅ 1029820 MLS
Welcome to 4 Shannon Drive, a sprawling 4,095-square-foot home located in the heart of Woodbury. A stunning post modern 5 bedroom Colonial showcasing exceptional craftsmanship and timeless design. This elegant residence offers a spacious and versatile layout, featuring oversized rooms, soaring ceilings and sun-drenched rooms, sweeping staircase, and seamless flow for entertaining. At the heart of the home is a large chef’s center island kitchen equipped with top-of-the-line appliances, radiant heated flooring and custom Wood Cabinetry, ideal for culinary enthusiasts and gatherings of any size. Tucked away from the main living areas, a main floor guest bedroom and fully renovated bathroom offers privacy and independence. The second floor primary suite is defined by vaulted ceilings and the cozy glow of a gas fireplace. This expansive retreat features a walk-in closet and flows seamlessly into a reimagined, spa-inspired ensuite. Designed for rejuvenation, the bathroom offers a sleek double vanity, a deep jacuzzi tub for indulgent soaks, and an oversized steam shower, creating a private haven of sophisticated comfort. Additional 3 generously sized bedrooms provide flexibility for extended living. Additional features a finished basement with ample storage, a first floor laundry room, gas heat, central vacuum, State of the Art security and camera system, whole house water filtration system, 3 car garage, CAC plus so much more! Set on an incredible .46-acre landscaped property with In Ground Heated Pool and built in professional BBQ, this special home offers fabulous outdoor entertaining possibilities. Set in one of Long Island's most prestigious school districts, and just minutes to shopping, dining, and the train station, this home perfectly balances a lifestyle defined by style, scale, and a premier North Shore location.

4 Shannon Drive, Woodbury
$1,088,000
3 Beds ⋅ 3 Baths ⋅ 1028929 MLS
The largest model in the highly sought-after Woodlands community, this beautifully renovated end-unit residence offers approximately 2,355 square feet of well-designed living space with an open floor plan, soaring two-story ceilings, and the privacy and abundant natural light of a desirable end-unit location. The spacious living and dining rooms flow effortlessly together and open through sliding glass doors to a private Trex deck, extending the living space outdoors to the backyard. A versatile den features a large walk-in storage closet plus an additional windowed alcove, ideal for a workspace or extra storage. The renovated kitchen opens to the main living areas, while the expanded primary suite includes a beautifully enlarged bath with a soaking tub, separate shower, and exceptional storage, a rare enhancement unique to this model. The oversized finished lower level offers exceptional flexibility with expansive recreation space, abundant storage, and a separate room ideal for a home office, gym, media room, or overnight guests. Ideally located in the heart of Woodbury, The Woodlands offers a convenient lifestyle just minutes from shopping, restaurants, parks, golf courses, the Long Island Rail Road, and major parkways, all within the award-winning Syosset Central School District. Residents also enjoy exceptional community amenities including a clubhouse with a fitness center, party room, card room, swimming pool, tennis and pickleball courts, basketball court, and playground.

26 Jennings Lane, Woodbury
$1,898,000
4 Beds ⋅ 4 Baths ⋅ 1029134 MLS
Under Construction! Stunning Center Hall Colonial Ideally Located Within the Syosset School District. Respected Developer with Over 30 Years of Experience Building Homes on Long Island. Boasting 4/5 Bedrooms, 4 Full Bathrooms. Prepare to be Impressed with The Grand Two-Story Entrance and Gleaming Hardwood Floors Throughout. Designed With an Open Concept Floor Plan, the Lucky Buyers Will Enjoy a Spacious Chefs Kitchen, Quartz Center Island and An Adjoining Family Room/Den Showcasing a Welcoming Fireplace. Second Floor features a Luxurious Primary Ensuite, Junior Suite and additional 2 bedrooms plus family bath. The Laundry Room is Conveniently Located on the Second Floor, and you can Access the Attic with Pull-Down Steps. Outside Separate Entrance that leads to The Basement. The Photos Attached are Not Actual Photos of The Home, but 3D renderings. Scheduled Completion in Time for school year. Hurry up before this home is sold. Buyer is Responsible for Transfer Tax, Water/Sewer, Gas Hookups, and Final Survey.

134 Colony Lane, Syosset
$5,000,000
5 Beds ⋅ 6 Baths ⋅ 1028542 MLS
A One-of-a-Kind Custom Estate A masterpiece of custom craftsmanship and timeless design, this extraordinary estate offers nearly 6,000 square feet of luxurious living space—exclusive of the basement and three-car garage. Conceived, designed, and meticulously built by its owners, every detail reflects an uncompromising commitment to quality, elegance, and enduring value. Exceptional Property Highlights Architectural Distinction – The home’s striking exterior is clad in exquisite natural Turkish stone, quarried in Turkey, precision-cut overseas, and imported by container exclusively for this residence, creating a timeless and distinguished façade rarely found in today’s luxury homes. Resort-Caliber Outdoor Living – A spectacular custom-designed swimming pool, completed in 2025, anchors an extraordinary outdoor oasis. Over $1.8 Million Invested Outdoors – The grounds have been transformed into a private resort with over $1.8 million invested in the backyard, featuring a luxury swimming pool and a professional multi-sport court designed for tennis, pickleball, and basketball. Complete Landscape & Engineering Transformation – Originally situated on a steep hillside, the entire backyard was professionally re-engineered, reconstructed, and regraded to create an expansive, level outdoor living space that seamlessly combines beauty, functionality, and exceptional usability. Comprehensive Drainage System – A professionally engineered French drain system extends throughout the property, ensuring superior drainage and long-term protection. Newly Constructed Grand Driveway – A beautifully designed driveway, completed in 2025, enhances the home’s impressive curb appeal and grand arrival. Three-Car Garage – A spacious three-car garage provides generous room for vehicles, storage, and everyday convenience. Grand Lower Level – The full basement boasts impressive 10-foot clear ceilings, offering exceptional scale and endless possibilities for additional living and entertainment space. It also includes a custom-built reinforced bomb/storm shelter, providing an added level of security and peace of mind. Sophisticated Interior Living Five generously proportioned bedrooms and five-and-a-half luxurious bathrooms, thoughtfully designed for both everyday living and elegant entertaining. Three private bedroom suites, each with its own full en-suite bathroom, offering exceptional comfort and privacy for family members or guests. Two additional en-suite bedrooms, creating a home where every bedroom enjoys the comfort and convenience of its own dedicated bath. Every inch of this remarkable residence was thoughtfully envisioned and custom crafted by its owners. From the imported natural stone exterior to the extensive structural enhancements and resort-inspired grounds, this is a home of exceptional quality, timeless elegance, and enduring craftsmanship—a truly rare offering in today’s luxury market.

8 Headley Way, Woodbury
$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
$1,280,000
3 Beds ⋅ 3 Baths ⋅ 997943 MLS
Move right into this beautifully renovated, spacious home, where a custom European front door creates a stunning first impression and sets the tone for the thoughtful design found throughout. The main level welcomes you with an inviting entry foyer, with skylight, and an updated eat-in kitchen with a vaulted ceiling, featuring a GAS stove, crisp white cabinetry, granite countertops, and stainless-steel appliances. A formal dining room and sun-filled living room create an effortless flow for everyday living and entertaining. The upper level offers three generously sized bedrooms, including a primary suite with a walk-in closet and a luxuriously renovated primary bathroom featuring a premium bidet. Two additional bedrooms are complemented by a renovated hall bathroom with designer finishes. The lower level provides a warm and inviting den, complete with a fireplace and built-in entertainment center, creating the perfect space to relax or gather with guests. This level also includes a renovated half bath and direct access to the two-car garage. Sliding glass doors lead to a fully fenced backyard and a private outdoor retreat featuring a deck, patio, and a resort-style heated saltwater in-ground pool, creating the perfect setting for outdoor living. The basement offers additional flexible living space, a laundry room, and abundant storage. Additional highlights include hardwood floors, central air conditioning, GAS heating, motorized shades in all bedrooms and in-ground sprinklers. Every detail has been carefully considered, from the custom Italian doors throughout the home to the exquisite renovations, allowing you to simply move in and enjoy this exceptional mid-block home surrounded by beautiful mature trees and located in the Syosset School District. Conveniently close to shopping, dining, parks, train stations, and major highways. This one will not last!

11 Sunbeam Road, Syosset
$1,378,000
3 Beds ⋅ 3 Baths ⋅ 1024168 MLS
Welcome to this beautifully expanded home featuring a spectacular 23’ x 24’ great room with a cozy fireplace and picturesque views of the private backyard with an inground vinyl pool ( pool liner less than 3 years old). The formal living room, elegant dining room, and spacious light & bright 1 year old kitchen with natural gas/ New Samsung Refrigerator with smart touch and Quartz countertops flow seamlessly into the great room, creating the perfect layout for both everyday living and entertaining. Sliding glass doors provide easy access to the backyard oasis. Three bedrooms upstairs with 2 new baths offer luxury and space. Additional living space includes a comfortable den with half bath, a finished basement w/ cedar closet ideal for recreation or a home office, and an attached two-car garage, offering exceptional versatility and convenience. 2 zone CAC. Famed Syosset School District. Some pics with furniture are AI generated.

30 Harriet Drive, Syosset
$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
$2,688,000
5 Beds ⋅ 6 Baths ⋅ 1020663 MLS
Discover the perfect blend of comfort, style, and functionality in this exceptional expanded Ranch, where a charming front porch welcomes you home and sets the stage for the warm, inviting living spaces within, all located in the Syosset School District. Thoughtfully designed with spacious sun-filled interiors, soaring ceilings, skylights, and dramatic walls of windows. An open layout connecting the dining and living room spaces features an impressive cathedral ceiling, exposed wood beam accents, custom built-ins and expansive windows. Filled with natural light and timeless architectural details, this inviting space is perfect for everyday living and entertaining. The gourmet eat-in kitchen is the heart of the home, featuring premium appliances, granite countertops, a generous center island, and abundant workspace for gathering with family and friends. The luxurious first-floor primary suite provides a private retreat with a cozy fireplace, spa-inspired bath, oversized room size closet, home office, and direct access to the backyard deck. Three additional bedrooms and two full baths complete the main level, while a private, spacious second-floor guest suite/playroom with its own bath offers the perfect space for extended family or visitors. The finished lower level expands the living space with a media room featuring a fireplace, fitness area, full bath, and outside entrance, creating endless possibilities for work, recreation, or multi-generational living. Designed for year-round comfort, this home also includes radiant heat, a whole-house generator, and a heated two-car garage with epoxy flooring. Step outside to your own backyard retreat with an expansive deck overlooking the heated inground gunite pool, surrounded by mature landscaping that provides beauty and privacy. Offering an incredible combination of space, quality, and amenities in one of Long Island’s most sought-after communities, this is an exceptional opportunity to own a truly special home just minutes from shopping, parks, transportation, and everything Syosset has to offer.

39 Cherry Lane, 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
$3,890,000
5 Beds ⋅ 6 Baths ⋅ 1016748 MLS
Top Syosset School District, Don't miss this wonderful better than new 5-bedroom home located in the gated community of Stone Hill Muttontown. Nestled within an exclusive private HOA community, zoned for pool,24 hour security, club house, indoor pool, tennis, lawn and snow removal. this luxurious estate provides the perfect blend of privacy, and modern comfort. Set on a sprawling 1.33 acre lot of elevated terrain, the home commands a stately presence with over 6661 square feet of refined living space. Upon entering, guests are greeted by soaring high ceilings that enhance the sense of openness and light throughout the home. Architectural details such as custom millwork, and expansive windows add sophistication and warmth to each room. The residence features 5 spacious bedrooms and 5.5 elegantly appointed bathrooms, each designed with high-end finishes, natural stone, and designer fixtures. The primary suite is a sanctuary of its own, complete with a sitting area, spa-inspired en-suite bath, and oversized walk-in closets. Living spaces are ideal for both entertaining and everyday luxury, including formal and casual living and dining areas, a chef’s kitchen with top-tier appliances and custom cabinetry, and a private home office. Outdoor living is just as impressive: lush landscaping surrounds the property, providing both beauty and seclusion. The elevated setting offers serene views and excellent drainage. There's ample space for a fish pond, outdoor kitchen, and garden retreats—perfect for enjoying the temperate climate in complete privacy. Backyard with BBQ area.

5 Westgate Road, Muttontown
$939,000
3 Beds ⋅ 3 Baths ⋅ 1015791 MLS
Welcome to this beautifully expanded ranch nestled on a serene Syosset block. An open floor plan draws you from the updated kitchen—boasting quartz countertops and stainless-steel appliances—into spacious living and dining areas filled with natural light and rich hardwood floors. The home features 3 bedrooms and 3 full baths, highlighted by a generous primary suite complete with a granite spa bath, Jacuzzi tub, and separate shower. French doors open to a fully fenced backyard oasis with a brand-new patio and firepit—perfect for entertaining or unwinding. The full basement mirrors the home's entire footprint and delivers exceptional versatility with a recreation room, playroom, full bath, additional bedroom, laundry room, and abundant storage. Central air, central vacuum, and a detached garage round out an impressive list of amenities. Conveniently located near Syosset-Woodbury Community Park, local favorite Mongo's Coffee, top shopping, dining, and the LIRR for effortless commuting.

5 Willets Drive, Syosset
$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
$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
$2,999,000
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
$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
$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
$2,895,000
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
$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
$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
$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
$1,488,000
5 Beds ⋅ 3 Baths ⋅ 966235 MLS
Premier Syosset builder proudly presents this stunning new construction Colonial. This beautifully designed 5-bedroom, 3-bath home offers a bright, open floor plan perfect for today’s lifestyle and will be ready in the early Summer, June/July. The gourmet eat-in kitchen flows seamlessly into the spacious family room with a fireplace, creating the ideal setting for everyday living and entertaining. Hardwood floors, central air conditioning, and exceptional craftsmanship are showcased throughout. A main-level guest suite or bedroom with a full bath provides flexibility for extended family or visitors. The luxurious primary suite features a walk-in closet and a beautifully appointed bath. Eye-catching millwork and high-end finishes elevate every space. Additional highlights include a charming front porch and a detached garage. Conveniently located near shops and the train.

51 Willis Avenue, Syosset
$2,275,000
5 Beds ⋅ 5 Baths ⋅ 960455 MLS
Spectacular New Construction – To Be Built! Create your dream home with our team of experts and enjoy the opportunity to fully customize every detail. This stunning 5-bedroom, 4.5-bath residence will feature luxury finishes and exceptional craftsmanship throughout. Highlights include white oak flooring, exquisite trim work, and a cozy gas fireplace. The gourmet eat-in kitchen boasts high-end stainless steel appliances, a spacious center island, and a pantry. The home also offers a grand vaulted foyer, oversized rooms, formal living and dining areas, convenient laundry room, full basement, and a detached one-car garage. Designed for both everyday comfort and effortless entertaining, this home perfectly blends style, space, and sophistication. Rendering details are not always exact and changes to plans may vary, Photos for Workmanship Only~ NOT Exact.

9 Van Sise Court, Syosset
$2,275,000
5 Beds ⋅ 4 Baths ⋅ 935388 MLS
Spectacular New Construction – To Be Built! Create your dream home with our team of experts and enjoy the opportunity to fully customize every detail. This stunning 5-bedroom, 4-bath residence will feature luxury finishes and exceptional craftsmanship throughout. Highlights include white oak flooring, exquisite trim work, and a cozy gas fireplace. The gourmet eat-in kitchen boasts high-end stainless steel appliances, a spacious center island, and a pantry. The home also offers a grand vaulted foyer, oversized rooms, formal living and dining areas, convenient laundry room, full basement, and an attached one-car garage. Designed for both everyday comfort and effortless entertaining, this home perfectly blends style, space, and sophistication.

24 Patricia Lane, 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.