Refine Search
Sort by
$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

$1,488,888
4 Beds 3 Baths 1031203 MLS
Welcome to 20 Sagamore Way, Jericho — a beautifully appointed home offering comfort, space, and luxury living. This residence features 4 spacious bedrooms and 2.5 bathrooms. The first floor offers a private office room, perfect for working from home. Enjoy a chef’s kitchen equipped with stainless steel appliances, a pantry room, and ample cabinetry. The main level also includes a formal dining area, a cozy family room with fireplace, and a bright living room — ideal for both everyday living and entertaining. A stunning staircase with modern glass railing leads to the second floor, where you’ll find four generously sized bedrooms, all with spacious closets, along with a common full bathroom. The primary suite features his-and-her closets and an en-suite full bathroom for added comfort and privacy. Exterior highlights include a circular driveway, 2-car garage, and a spacious backyard perfect for summer grilling and entertaining friends and family. The property also boasts an in-ground pool, creating your own private outdoor oasis. Conveniently located near top-rated schools.

20 Sagamore Way S, Jericho

$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
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

$1,499,000
5 Beds 2 Baths 1028701 MLS
Discover the magic of this house the moment you step inside. Lovingly restored for today while honoring the craftsmanship of yesterday, this extraordinary home blends timeless character with today's modern comforts. Wide plank hardwood pine floors, exposed beams, custom millwork and five wood-burning fireplaces create a warmth and charm that simply cannot be duplicated. The beautifully crafted kitchen features custom Tiger Maple solid wood cabinetry, young windows and roof, central air conditioning, gas heat and thoughtful updates throughout allow you to simply move in and enjoy. Offering five bedrooms, two full baths and an extraordinary, detached garage with room for up to eight vehicles, this one-of-a-kind property is ideal for car enthusiasts, hobbyists or anyone in need of exceptional workspace. The beautifully landscaped grounds provide a peaceful setting, completing a home that is as distinctive as it is welcoming. This is more than a home—it is an experience that must be seen to be appreciated. For the buyer who appreciates craftsmanship, history, and authenticity, there is simply nothing like it. Come See!

211 Berry Hill Road, 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

$2,498,000
6 Beds 5 Baths 1024371 MLS
Located in the heart of Syosset this remarkable home has an unmatched combination of space, style and functionality. Meticulously updated and thoughtfully designed, this extraordinary residence is the perfect blend of luxury, comfort and versatility. This Home’s flexible floor plan is ideal for today’s lifestyle, featuring a handicap accessible main level living suite with a beautifully designed spa-inspired bath, perfect for multigenerational living, extended family, or guests. Offering six spacious bedrooms, beautifully, renovated bathrooms, and a breathtaking primary retreat that must be experienced to be appreciated. Every detail has been carefully curated. Your own private Staycation awaits you with a spectacular backyard featuring a saltwater in-ground pool, relaxing Jacuzzi, outdoor kitchen, expansive deck, spacious patio, and a fully fenced yard ideal for entertaining or enjoying peaceful days at home. Simply too many exceptional features to list. This is a must see property!!!!

1 Geoffrey Avenue, Syosset

$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

$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

$1,378,000
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

$1,375,000
3 Beds 3 Baths 1016734 MLS
Nestled On Quiet Private Cul-De-Sac In Highly Desirable North Syosset, 1 Ryan Court Offers A Combination Of Privacy, Space, And Convenience. Set On A Beautifully Quarter-Acre Lot Within The Syosset School District, This 4-Bedroom, 2.5-bath Home Features Four Levels Of Thoughtfully Designed Living Space. Natural Light Pours Through Oversized Windows In The Living And Dining Rooms, Creating Bright, Welcoming Spaces Throughout The Home. Hardwood Floors Add Warmth And Character, While The Open, Functional Layout Provides An Effortless Flow Between The Main Living Areas. The Kitchen Is Well-Equipped With Premium Appliances, Including A Sub-Zero Refrigerator, A Gas Range With A vented Exhaust Hood, Abundant Cabinetry, And Sliding Glass Doors That Lead Directly To The Backyard, Creating A Seamless Connection Between Indoor And Outdoor Living. The Backyard Is A True Private Retreat, Designed For Both Relaxation And Entertaining. A Large In-Ground Pool Serves As The Centerpiece Of The Outdoor Space, Complemented By A Built-In BBQ Area, Multiple Seating And Dining Areas, And A Brand New Trex Deck. Just Built Custom Koi Pond With A Cascading Waterfall Adds A Tranquil Element, Creating A Setting That Feels Both Peaceful And Distinctive. Additional Features Include A Two-Car Garage, A Dedicated Laundry Area, Generous Closet Space, And Abundant Storage Throughout. Tucked Away On A Quiet Cul-De-Sac Yet Just Minutes From Syosset Village, Shopping, Dining, Parks, And The Long Island Rail Road Station, The Home Offers Easy Access To Everyday Conveniences And Commuting Options. Combining A Versatile Multi-Level Layout, Abundant Natural Light And Exceptional Outdoor Living, This Property Presents An Outstanding Opportunity To Enjoy Comfortable Living And Exceptional Amenities.

1 Ryan Court, 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

$3,995,000
5 Beds 6 Baths 1018900 MLS
There are homes that simply offer space, and there are homes that define a lifestyle. Perfectly positioned on almost two secluded acres within the Incorporated Village of Muttontown and served by the highly acclaimed Syosset School District, this exceptional Hamptons-inspired estate represents a rare opportunity to enjoy timeless architecture, modern technology, and effortless luxury in one of Long Island's most prestigious settings. Encompassing approximately 7,000 square feet, this five-bedroom, five-and-a-half-bath residence has been comprehensively reimagined from top to bottom. Every major component—from the electrical and mechanical systems to the roof, windows, and finishes—has been thoughtfully updated, creating a home that offers the confidence of new construction while preserving the warmth, character and durability that is lacking in todays new builds. Designed with today's lifestyle in mind, the interiors are equally suited for intimate evenings or grand-scale entertaining. Sunlit living spaces flow seamlessly from one room to the next, anchored by four fireplaces that add warmth and sophistication throughout. At the heart of the home is a showpiece chef's kitchen, crafted to inspire everyone from the accomplished home cook to the most discerning culinary enthusiast. A recent expansion rivals the finest of private clubs, featuring a state-of-the-art home theater with a custom bar, a dedicated fitness studio, and flexible recreation space designed for every generation. Outside, resort-style living unfolds across meticulously landscaped grounds. The heated saltwater pool with an expansive sun shelf invites relaxed afternoons, while the pavilion, outdoor kitchen, and multiple entertaining areas create the perfect setting for everything from summer gatherings to elegant evening celebrations. Integrated smart-home technology places lighting, climate, and audio, at your fingertips, delivering a level of convenience that complements today's connected lifestyle. For collectors and automotive enthusiasts, the heated four-car garage features soaring ceilings designed to accommodate vehicle lifts, offering exceptional flexibility for additional cars or a hobby space. Whether you're seeking room to grow, looking for a peaceful retreat with an easy commute to Manhattan, or searching for an elegant home where holidays become traditions and every visit feels like a destination, this remarkable estate offers the rare combination of privacy, sophistication, and enduring value. This is more than a residence—it's the home everyone will want to come back to.

192 Burtis Lane, Muttontown

$2,680,000
5 Beds 5 Baths 1018908 MLS
Welcome to 6 Clearmeadow Ct, located in Hunters Run a premier 24-hour gated community within the highly sought-after Woodbury enclave andthe Syosset School District. This residence, set on a beautifully landscaped .65-acre lot, seamlessly blends timeless charm with modern sophistication. Originally built in 1987 and updated in 2026, the home offers 5 bedrooms and 4.5 bathrooms. A grand foyer with soaring ceilings opens to expansive living and dining areas designed for natural light and effortless flow. The reimagined layout provides spacious entertaining areas, flexible room configurations, and seamless indoor-outdoor living with an updated pool, upgraded patio and lush landscaping. The main level has been thoughtfully designed to highlight 5” white oak hardwood floors throughout, complemented by a newly renovated chef’s kitchen featuring custom cabinetry, an oversized walk-in pantry, and a full Viking appliance suite. The second floor offers a serene primary suite with a spa-inspired bathroom, complete with a soaking tub, standalone shower, custom double vanity, and generous walk-in closets. Three additional bedrooms provide generous space and versatility, featuring one with a private en suite and two that share an oversized, elegantly designed hallway bathroom. Large ready to use basement. Exterior enhancements further elevate the home’s appeal, featuring Pella windows, Azek trim and soffits, new pool pavers liner and equipment, an expansive patio, and a two-car garage with a circular driveway. Ideally located near premier shopping, dining, parks, and major commuter routes, this residence offers the perfect balance of privacy, luxury, and convenience delivering refined living in one of Woodbury’s most desirable communities. SF includes basement.

6 Clearmeadow Court, Woodbury

$2,599,999
5 Beds 5 Baths 1015209 MLS
Welcome to 2 Greenwood Lane! A Massive Contemporary Estate situated on a premier, park-like acre within the prestigious Rolling Hills area of Syosset School District. This expansive 5-bedroom, 4.5-bathroom home offers an unparalleled combination of grand scale, structural integrity, and architectural warmth. From the moment you step into the soaring two-story center hall foyer, you are greeted by an inviting, open-concept layout that allows you to see the true expanse of the home. Designed for both grand entertaining and comfortable daily living, the main level features a sun-drenched formal living room, a gracious formal dining room, and a massive den off the kitchen complete with a custom bar—perfect for hosting gatherings. Upstairs, the sleeping quarters are remarkably spacious, highlighted by a sprawling primary suite featuring dual walk-in closets and a dedicated en-suite bath. A massive, full finished basement with high ceilings offers the perfect footprint for a home theater, gym, or recreation area. Step outside onto a trex deck and overlook your own private paradise. The meticulously landscaped, park-like yard features a sweeping patio surrounding a pristine in-ground pool—your private summer country club. This home has been meticulously maintained, it is the perfect opportunity to bring your own personal style and vision to a beautifully maintained estate. This is your chance to create a forever home of your own in one of Woodbury's most desirable neighborhoods. 3D Tour: https://my.matterport.com/show/?m=WmMqijM6QPP

2 Greenwood Lane, 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

$2,199,000
5 Beds 4 Baths 1011509 MLS
Welcome to 6 Polo Court, a beautifully maintained residence tucked away on a quiet cul-de-sac in desirable Woodbury. Set on an oversized lot, this spacious home offers an elegant layout designed for both comfortable everyday living and effortless entertaining. The home features 5 bedrooms, generous living and dining spaces, a bright eat-in kitchen, and multiple areas ideal for gathering, working, or relaxing. Large windows bring in natural light throughout, while the private backyard provides a wonderful setting for outdoor enjoyment, entertaining, or future customization. Located within the highly regarded Syosset Central School District, this home offers convenient access to shopping, dining, parks, major roadways, and nearby Long Island amenities. A rare opportunity to own a spacious Woodbury home in a prime location with exceptional potential. Note: ALL Photos are Virtually Polished.

6 Polo Court, Woodbury

$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

$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

$1,168,000
4 Beds 3 Baths 1002579 MLS
Located in the desirable Locust Grove section of Syosset, this beautifully maintained home sits on a generous 10,000 sq. ft. lot and offers a perfect blend of charm and comfort within the highly regarded Syosset School District. Featuring 4 bedrooms and 3 full bathrooms, the home showcases hardwood flooring throughout, abundant natural light, skylights, and premium Pella windows in the kitchen. The inviting interior features two distinctive fireplaces (one in the living room and one in the dining room) adding warmth and character throughout the home. The kitchen is appointed with marble countertops and solid wood cabinetry, while a laundry area is conveniently located in the basement. The home also includes a furnished basement with an entertainment room made for family time. Enjoy beautifully landscaped front and back yards with lush greenery, including a stunning Japanese maple tree in the backyard. Outdoor amenities include an in-ground pool surrounded by pavers, along with a spacious deck, creating an ideal setting for relaxation and entertaining. Completing the property is an oversized detached 2-car garage and a welcoming front porch.

7 Dawes Avenue, Syosset

$5,649,000
7 Beds 8 Baths 1001796 MLS
OYSTER BAY COVE. Set at the end of a serene cul-de-sac, this 9,400 sq. ft. estate blends modern luxury with European-inspired elegance on magnificent resort-style grounds offering exceptional privacy. A grand circular cobblestone driveway with fountain sets the tone for this impressive residence featuring soaring ceilings, sun-drenched interiors, expansive windows, and a dramatic open layout designed for both grand entertaining and comfortable living. The home offers 7 bedrooms and 7.5 baths with exquisite architectural details throughout. The chef’s kitchen features top-of-the-line appliances, custom cabinetry, and an oversized island. Elegant living spaces include a formal dining room, grand living room, billiard room, and private home office. The lower level is a true retreat with a basketball court, home theater, full bar, lounge, and wet & dry saunas. Outdoors, enjoy a heated gunite pool, spa, private tennis court, multiple balconies, and beautifully manicured grounds with multiple entertaining areas. A rare offering complete with a three-car garage, delivering resort-style living and unmatched privacy in a one-of-a-kind luxury estate.

55 Coves Run, Oyster Bay Cove

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

18 Park Drive E, Syosset

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

41 Robert Circle, Syosset

$1,379,000
3 Beds 3 Baths 966567 MLS
49 Canterbury, A RESORT STYLE RETREAT ... where sophisticated living meets effortless entertaining in one of Woodbury's most desirable neighborhoods! Privately set on beautifully landscaped grounds, this expanded split-level residence offers the perfect balance of elegance, comfort, and exceptional outdoor living. Thoughtfully maintained and impeccably cared for, every space reflects pride of ownership and timeless appeal. Inside, sun-filled living spaces flow seamlessly throughout the home, creating an inviting atmosphere for both everyday living and memorable gatherings. Two natural gas fireplaces anchor the living and family rooms, adding warmth, character, and year-round ambiance. The new modern spacious eat-in kitchen serves as the heart of the home, featuring stainless steel appliances, a center island, abundant storage, and views overlooking the spectacular backyard—allowing indoor and outdoor entertaining to blend effortlessly. Offering three generously sized bedrooms and three full bathrooms, the home's flexible floor plan also includes an additional living area ideal for a private home office, media room, library, or playroom, while the finished lower level provides even more versatile space for recreation, fitness, guests, or today's evolving lifestyle. The true showpiece awaits outdoors. Designed as a private backyard retreat, the resort-inspired property features a heated in-ground pool with a cascading waterfall, a recently installed liner, expansive patio and deck areas, and professionally landscaped grounds that create an atmosphere of complete privacy. Whether hosting elegant summer soirées, relaxing poolside, or enjoying quiet evenings under the stars, this outdoor sanctuary is designed to be enjoyed in every season. Perfectly located near award-winning Syosset schools, parks, shopping, fine dining, and convenient commuter routes, this exceptional residence delivers the lifestyle today's discerning buyers seek. This home is for you if you appreciate quality, privacy, and a home designed for both refined living and unforgettable entertaining, 49 Canterbury presents a rare opportunity to own a move-in-ready property in one of Woodbury's most coveted communities.

49 Canterbury Road, 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.