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

$1,298,000
3 Beds 3 Baths 1031980 MLS
Move right into this beautifully updated 3-bedroom, 3 bath split-level home offering luxury finishes, generous living space, and true move-in readiness. A bright, open floor plan with gleaming hardwood floors and abundant natural light sets the tone for this exceptional home. The main level features a formal living room, spacious dining area with crystal chandelier, and seamless flow into an expansive great room with a wall of windows, and a charming window seat overlooking the backyard. At the heart of the home is a brand new open kitchen complete with quartz countertops, a large center island, stainless steel appliances, floor-to-ceiling cabinetry, a skylight, and a glass-paned door providing easy access to the home's outdoor living spaces — perfect for both everyday living and entertaining. The spacious primary suite offers a private en-suite bathroom and his and her closets. Two additional generously sized bedrooms provide ample closet space. A renovated main bathroom impresses with a double vanity featuring quartz countertops, a vaulted ceiling, skylight and stylish finishes. The lower level provides a large, yet cozy, den with a wood-burning stove, a powder room, and sliding glass doors leading outside, enhancing the home's indoor-outdoor flow. The basement features a laundry area with new washer/dryer and extensive storage. Outdoor living is equally impressive with a brand-new Trex deck featuring illuminated steps and posts, plus a large patio and beautifully landscaped yard. Additional highlights include a two-car garage, brand-new digital HVAC and central air system, in-ground sprinklers, Slomin’s security system, Ring doorbell/camera, storage shed, and more. A truly turnkey home combining modern upgrades, comfort, and exceptional functionality throughout.

7 Wren Drive, Woodbury

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

32 Pine Road, Syosset

$2,699,000
5 Beds 4 Baths 1029820 MLS
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

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

12 Princeton Drive, Syosset

$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

$830,000
3 Beds 3 Baths 1025118 MLS
Most sought after gated condo in the Syosset area with owners suite on main floor. This 3 bedroom 3 bath sundrencehd home enhanced with generous high ceilings and skylights is a truly remarkable residence. Stone fireplace, huge deck and walk out lower level with a second deck that leads to a lush green private park like setting. Enjoy country club living in your own back yard. Hidden Ridge is a gated community that offers lighted tennis courts, basketball, playground, club house, heated pool and much more. Approx 1/8 mile to railroad station with plenty of shopping and restaurants to enjoy. Best complex, best location more than the mind can ever imagine ensuring you fee right at home from day one. You get a harmonious blend of tranquility and sophistication with an open floor plan. Don't miss this once in a lifetime opportunity to reside in Hidden Ridge resort style living. Syosset schools

175 The Vale, Syosset

$1,550,000
5 Beds 4 Baths 1025222 MLS
Expanded Splanch with Endless Possibilities in the Syosset School District! Offering approximately 3,170 square feet of versatile living space on .21 acres, this beautifully expanded Splanch is designed to accommodate today's evolving lifestyles. Featuring 5 spacious bedrooms and 3.5 baths, this exceptional home offers the flexibility of two primary bedroom suites—ideal for multi-generational living, extended guests, or the potential for rental income with proper permits. The heart of the home is the brand-new kitchen, thoughtfully updated with new cabinetry, countertops, backsplash, oven, dishwasher, microwave drawer, and cooktop exhaust, creating a stylish and functional space for everyday living and entertaining. A first-floor bedroom or home office adds even more versatility to the floor plan, while the finished basement provides valuable additional living space perfect for a recreation room, media room, gym, or play area. Completing the home is a 2-car garage with electric charger offering ample storage and convenience. Located in the Syosset School District, this exceptional home combines space, flexibility, and modern updates. Whether you're looking for room to grow, space for extended family, or a home with income potential, this property offers endless possibilities to fit your lifestyle.

10 Clemson Lane, 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

$999,000
4 Beds 3 Baths 1020752 MLS
Expanded Ranch in the heart of Clearview Village, located in the award-winning Syosset School District! Only a few blocks to supermarkets, shopping, Syosset Library, and local transportation. This spacious mid-block home offers numerous updates and a desirable layout for today's lifestyle. The oversized updated eat-in kitchen is the heart of the home, perfect for everyday living and entertaining. Enjoy the convenience of ALL GAS utilities, including gas heat and cooking, plus first-floor laundry, and all hardwood floors. The main level features three bedrooms and two full baths, while the second floor offers a spacious fourth bedroom with a private office, and an additional full bath—ideal for guests, or a work-from-home setup. The full finished basement provides exceptional bonus living space, perfect for a playroom, recreation room, home theater, or entertaining. An oversized backyard offers plenty of room for outdoor enjoyment, and a detached two-car garage completes this exceptional property. Conveniently located near parks, shopping, dining, supermarkets and major transportation. Move right in and enjoy all that Syosset has to offer!

41 Cambria Road, 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

$2,140,000
5 Beds 4 Baths 1016366 MLS
NEW CONSTRUCTION Completion July 2026- A Stunning Residence Designed with Comfort and Functionality in Mind, Quality Craftsmanship and Finishes Reflects throughout this Five Bedroom Colonial. Offering Custom Millwork, Coffered Ceilings, 9' Ceilings, Tray Ceilings. Entry Foyer leading to Living Room & Dining Rm -Open Concept .An Expansive Open Kitchen & Family Room overlooking private backyard provides a Relaxing Atmosphere. The Thoughtfully Designed Primary Suite Combines Comfort, Elegance - Generous Space Includes Two Walk-in Closets, Bright Spa-Inspired Bathroom with a Soaking Tub, Custom Vanities. A Convenient 1st Fl Bedroom Suite provides much Flexibility & Versatile Space-such as Office Option , Playroom ,Fitness Room and Adds Long Term Value to this Well Built Home. Outside Entrance to Basement Provides for more Space and Flexibility. Please Note ALL Utilities Connections are Included. Close Convenience to All -Shops, Schools, Dining and Transportation

23 Garden Circle, Syosset

$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

$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

$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

$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

$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

$1,738,888
5 Beds 4 Baths 1001913 MLS
Brand New Construction in Process! Step into luxury with this brand new Center Hall Colonial, nestled in a center block location. Crafted by a builder renowned for his impeccable design and craftsmanship, this home is a gem in the making. From the moment you walk through the grand two-story entryway, you’ll be swept away by the elegance and attention to detail. The home features 5 spacious bedrooms, 4 full bathrooms, and gleaming hardwood floors throughout. The state-of-the-art kitchen is a chef’s dream, complete with stainless steel appliances. The den/family room, with its cozy gas fireplace, is perfect for relaxing or entertaining. And let’s not forget the full basement with its own outside entrance – the possibilities are endless. The home also features stunning tray and coffered ceilings add an extra layer of sophistication and charm. Buyer is responsible for transfer tax, water/sewer and gas hookups($7,500), final survey($950), and transfer tax. Get ready to live in style, comfort, and class! Pictures are representation of the builders design and quality from another one of their projects. CO to be issued around August 1, 2026. Come view this property!

76 Wyoming Court, 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.