Refine Search
Map
Sort by
$2,599,999
4 Beds ⋅ 4 Baths ⋅ 1049514 MLS
Welcome to 3 Aron Drive, a completely reimagined and fully renovated expanded Colonial in the highly desirable “Castle” section of Woodbury, within the sought-after Syosset School District. No expense was spared in transforming this exceptional 4-bedroom, 4-bath home, which showcases top-of-the-line materials, sophisticated finishes, and thoughtful craftsmanship throughout. Step inside to a fresh, modern interior filled with natural light and designed for today’s lifestyle. The beautifully redesigned living spaces offer an effortless flow for both everyday living and entertaining, while the stunning new kitchen serves as the heart of the home with high-end finishes, premium appliances, and a refined contemporary feel. Spacious living and dining areas provide the perfect setting for gatherings, while the inviting family room offers a comfortable place to unwind. Upstairs, four generously sized bedrooms provide ample space and storage, while the beautifully renovated bathrooms feature stylish, quality finishes. From the major systems to the smallest details, the home has been comprehensively updated to deliver modern comfort, functionality, and peace of mind. A full basement provides additional space and endless possibilities for a home gym, playroom, media room, office, or recreation area. Outside, the home sits on an oversized property of more than half an acre, offering a private, park-like backyard with plenty of room for entertaining, play, and outdoor enjoyment. Combining a premier Woodbury location, Syosset schools, expansive property, and a truly top-to-bottom renovation, 3 Aron Drive is a rare move-in-ready opportunity you will not want to miss. Make this extraordinary home your next home.

3 Aron Drive, Woodbury
$1,999,000
4 Beds ⋅ 3 Baths ⋅ 1042523 MLS
Welcome to this beautifully updated, multi-level home located in North Syosset, just minutes from the LIRR and Syosset schools. Inside, you’ll find an ideal layout designed for effortless everyday living and entertaining. The main level boasts soaring 10-foot ceilings, a spacious family room, an elegant living room, dining room, a cozy den, and a gorgeous chef’s kitchen. The upper level features four bedrooms and two renovated baths, highlighted by a primary suite with 18-foot cathedral ceilings, three walk-in closets, and a renovated en-suite with heated flooring. Everyday functionality is made simple with a second-floor laundry room and two pull-down attics for extra storage. Below, the full basement with 9-foot ceilings and a dedicated outside entrance offers flexible additional space. Outside, your own personal resort-style retreat awaits! The fully fenced backyard is built for ultimate relaxation and summer hosting, complete with a private deck, in-ground pool, hot tub, and custom stone surround. An inviting covered front porch, a multi-car driveway, and an updated garage with expansive upstairs storage complete this exceptional home.

59 Meadowbrook Road, Syosset
$3,200,000
6 Beds ⋅ 6 Baths ⋅ 1048013 MLS
Private Appointments ONLY.... 2024 Renovated and Expanded Colonial with a " Mom" suite located in “The Castles” in WOODBURY! Set on a magnificent .63 acre property, this beautifully expanded Colonial offers exceptional space, privacy, and resort-style outdoor living — with room for Mom! Thoughtfully designed for both comfortable everyday living and impressive entertaining, this special home features a saltwater pool, sports court, outdoor entertainment area with a beautiful 30’ outdoor pavilion with outdoor fireplace and TV creates an inviting retreat entertaining guests or simply relaxing in the shade—adding charm and comfort to the home’s outdoor living space- also a fire pit and extensive outdoor speaker system. No Landscaper needed for backyard as the turf is no maintenance! Inside, quality details and sophisticated finishes are found throughout, including 3/4” white oak hardwood floors, a beautifully appointed kitchen with Fisher & Paykel 30” paneled refrigerator/freezer columns, 24” paneled dishwasher, and a Thermador cooktop. The inviting family room features ceiling speakers, creating the perfect setting for movie nights, gatherings, and relaxing. Total taxes ONLY $32,552 The outdoor space is truly an entertainer’s dream. Enjoy summer days around the saltwater pool, games on the sports court, and evenings gathered around the gas BBQ, fire pit, or outdoor fireplace. Additional highlights include a heated garage with electric radiant flooring, a stadium light illuminating the backyard from above the garage, and a 7-zone sprinkler system. Finished basement! A rare opportunity to enjoy the space and privacy of an expansive Syosset property with incredible indoor-outdoor amenities — and flexible living space perfect for extended family. Pool. Sports court. Entertaining spaces. Room for Mom. Finished basement. This is Syosset living at its best. Syosset Schools! Berry Hill Elementary, Southwoods Middle and Syosset High School

6 Castle Court
$1,699,999
6 Beds ⋅ 5 Baths ⋅ 1043257 MLS
Stunning Colonial home built in 2006, located in one of the most sought-after areas of Syosset. This spacious residence features 6 generously sized bedrooms and 5 full bathrooms. Enjoy an updated kitchen with granite countertops and modern cabinetry, along with beautifully renovated bathrooms. The home boasts hardwood floors throughout, recessed lighting (hi-hats), two cozy fireplaces, and a skylight that brings in an abundance of natural light. Solar panels are leased. Additional features include a roof and gas boiler both from 2006, central air conditioning plus one unit, and energy-efficient Pella windows. The fully finished basement offers extra living space, perfect for entertainment or guests. Step outside to a beautifully paved patio in the backyard—ideal for outdoor gatherings. A one-car garage adds convenience and storage. This home is move-in ready and a must-see. Don’t miss this incredible opportunity—it won’t last long!

6 Garden Circle, Syosset
$1,999,888
6 Beds ⋅ 5 Baths ⋅ 1039543 MLS
Experience exceptional luxury in this beautifully crafted 4,333 sq ft New Construction, ideally situated on a private half-acre in the heart of Woodbury and located within the highly regarded Syosset School District. Designed with both sophistication and everyday living in mind, this custom home showcases high-end finishes, thoughtful craftsmanship, and impressive attention to detail throughout. The sun-filled, open-concept main level features a spectacular eat-in kitchen with an oversized center island, premium Sub-Zero and Wolf appliance package, custom cabinetry, and elegant designer finishes. The kitchen flows seamlessly into the spacious living areas, including a dramatic living room with a sleek see-through fireplace, a generous formal dining room, a warm and inviting den with an additional fireplace, and a flexible first-floor office or guest bedroom. Upstairs, the grand primary suite offers a private retreat with soaring ceilings, multiple walk-in closets, and a spa-like bathroom featuring luxurious fixtures and finishes. Three additional bedrooms provide plenty of space, including a Jack-and-Jill bath and a private en-suite. The fully finished basement adds tremendous additional living space with multiple egress windows, a bedroom, full bathroom, and endless possibilities for a home gym, media room, recreation area, or additional guest space. Modern technology and energy efficiency are seamlessly incorporated with owned solar panels, a Tesla Powerwall energy storage system, built-in speakers throughout, and numerous additional upgrades. A rare opportunity to own a sophisticated, move-in-ready new construction home in one of Long Island's most sought-after communities. Luxury, comfort, and modern convenience come together beautifully in this exceptional Woodbury residence.

44 Plainview Road, Woodbury
$1,599,000
5 Beds ⋅ 4 Baths ⋅ 1040122 MLS
Welcome to 22 Forest Drive, a spacious detached residence situated in Jericho. Offering approximately 2,960 square feet of living space on an approximately 9,000-square-foot lot, this home features 5 bedrooms, 3.5 bathrooms, and a flexible layout designed for comfortable everyday living and entertaining. The home offers central air conditioning, natural gas, a partial unfinished basement with additional storage potential, a one-car garage, and private driveway parking. Conveniently located near shopping, dining, parks, major roadways, and the LIRR. A wonderful opportunity to make this generously sized home your own.

22 Forest Drive, Jericho
$3,199,000
6 Beds ⋅ 6 Baths ⋅ 1036182 MLS
This Stately Colonial In Muttontown,Totally Renovated,Offers A Perfect Blend Of Classic Curb Appeal And Modern, And Thoughtful Updates Throughout.From The moment You Step Into The Soaring Two-Story Entry, The Home Feels Bright,Airy,And Impeccably Maintained. The Main Level Flows Effortlessly, Highlighted By A spacious Kitchen With Gas Cooking. One Of The Standout Features Of This Home Is The Sunroom That Invites The Outdoors In Year-Round Leading Directly To A Sprawling Newly Built 2 tier 1320 Sq ft Patio For Outdoor Living With Huge Gas Fire Pit And Layered Lighting Throughout And A 15x22 sq ft Sunken And Lit Pergola, Creating A Seamless Transition For Entertaining Or Relaxing! Upstairs You Will Find Generously Sized Bedrooms That Offer Plenty Of Personal Space And Comfort For All. The Lower Level Is Fully Finished Providing A Versatile Area For A Gym/office And 1/2 Bath. With The Added Benefits Of Low Taxes, This Home represents An Incredible Opportunity To Enjoy A Great Lifestyle. A Move In Ready Gem! Syosset Schools.

20 Stirrup Lane, Muttontown
$2,200,000
4 Beds ⋅ 4 Baths ⋅ 1038506 MLS
Welcome to 4 Corin Court, Syosset — a beautifully renovated brick home offering the perfect blend of luxury, space, and modern comfort. This stunning residence features 4 spacious bedrooms and 3 beautifully designed bathrooms, finished with top-of-the-line materials and exceptional attention to detail throughout. The newly renovated kitchen is equipped with high-end appliances, premium finishes, and quality craftsmanship. With its spacious layout, elegant upgrades, and solid brick construction, this move-in-ready home offers sophisticated living in one of Syosset’s most desirable areas.

4 Corin Court, Syosset
$2,498,998
7 Beds ⋅ 4 Baths ⋅ 1037686 MLS
Welcome to North Syosset and the 34 Lisa Ct!! An Impressive Center Hall Colonial Offering Exceptional Space, Privacy, and Endless Possibilities. Set on Two Private Acres At The End of An Intimate Cul-de-sac, This Spacious Home Provides Room For Everyone & An Incredible Opportunity to Make it Truly Your Own. The First Floor Features a Formal Living Room and a Dinning Room A Spacious Eat In Kitchen a Private Guest Room, Dedicated Office and An Expansive Family Room with a Fireplace. First Floor Laundry , Powder Room and Full Bath Completes The First Floor . Upstairs You’ll Find Five Generously Size Bedrooms Sharing a Very Spacious Bathroom With A Possibility Of Adding A Second One. The Primary Suite Enjoys Its Own Wing, Creating a Wonderful Sense of Separation and Privacy. This Property Offers Endless Possibilities For Creating Your Own Outdoor Retreat. Surrounded by Mature Landscaping and Abundant Space The Grounds Provide a Beautiful Space For Entertaining, Relaxing & Enjoying The Privacy Of This Exceptional Setting. With its Versatile Layout and Remarkable Location This Home Presents a Rare Opportunity To Create The Home You’ve Been Envisioning. Within Walking Distance to the LIRR A Must See!!

34 Lisa Court, Syosset
$3,598,000
5 Beds ⋅ 6 Baths ⋅ 1025444 MLS
Luxury living exactly where you want to be! Set on a private acre in one of North Syosset's most desirable tree-lined neighborhoods, this picture perfect new construction features sun drenched spaces, timeless architecture and 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 provides endless possibilities for customization. Located in the award-winning Syosset School District and just minutes from golf clubs, fine dining, shopping, and transportation, this exceptional residence offers the ultimate blend of luxury, comfort, and convenience! (virtually staged)

32 Pine Road, Syosset
$1,350,000
5 Beds ⋅ 2 Baths ⋅ 1028701 MLS
Historic Home Meets Modern Lifestyle. Built in 1838, this incredible home has stood the test of time- and still offers the comforts and amenities today's buyers are looking for! Imagine the possibilities of blending this homes historic character and original charm with fresh modern style. 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. Wideboard pine flooring, 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 5 bedrooms, 2 full baths and an oversized detached garage, ideal for car enthusiasts, hobbyists or anyone in need of exceptional workspace. Imagine the possibilities! Historic details. Timeless character, Modern comfort.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. Would you keep the historic style, go completly modern, or create a mix of both? 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
$2,090,000
5 Beds ⋅ 4 Baths ⋅ 1025506 MLS
New luxury construction in Syosset. Experience exceptional craftsmanship and modern luxury in this stunning new construction home, thoughtfully designed with today’s lifestyle in mind. Offering five spacious bedrooms and four full bathrooms. This home seamlessly blends elegant finishes with functional living space. The main level features a desirable first floor bedroom and full bath, ideal for guests, extended family, or private home office. The heart of the home is a chef inspired gourmet kitchen beautifully appointed with top-of-the-line appliances, custom cabinetry, designer lighting and an open layout perfect for entertaining. The sun filled living and dining area flow effortlessly together with convenient access to the attached garage Upstairs retreat to the luxurious primary suite featuring a spacious walk-in closet and a spa like bath, complete with a soaking tub, oversized walk-in shower and premium finishes. A junior en-suite offers its own private full bath with a walk-in shower while two additional generously sized bedrooms share a beautiful appointed full bath. A conveniently located second floor laundry room completes the upper level. Every detail has been carefully selected from the designer lighting and elegant fixtures to the high-quality craftsmanship found throughout. Simply unpack, add your personal style and enjoy effortless luxury. Perfectly situated within the Syosset school district this exceptional home is just minutes from major highways, the Syosset library, parks, shopping, dining and everything the community has to offer. A rare opportunity to own a brand new luxury home in one of Long Island’s most sought after neighborhoods. This is truly one you don’t want to miss!

31 Underhill Avenue, Syosset
$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
$2,288,888
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
$919,900
4 Beds ⋅ 3 Baths ⋅ 1020349 MLS
Come and See this Oversized Colonial with 4 beds and 2.5 bath located in Syosset school district. Plenty of room for extended family. Close to shopping, transportation and major roadways.

216 Woodbury Road, Woodbury
$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
$1,649,999
5 Beds ⋅ 4 Baths ⋅ 1018165 MLS
Brand New Construction at 26 Fieldstone – Luxury Living in North Syosset with Syosset Schools Welcome to this exceptional new construction residence located in the highly sought-after North Syosset area, within the prestigious Syosset School District. Designed with sophistication and modern living in mind, this stunning home offers 5 spacious bedrooms and 4 full bathrooms with an expansive, open-concept layout. The designer chef’s kitchen is the centerpiece of the home, featuring elegant quartz countertops, premium stainless steel appliances, and a seamless flow into the sun-drenched living and dining areas—perfect for both everyday living and upscale entertaining. Rich hardwood floors run throughout, while a stylish fireplace creates a warm and inviting ambiance. Retreat to the luxurious primary suite, complete with a spa-inspired en-suite bath and a generously sized walk-in closet. Every detail of this home showcases high-end craftsmanship and thoughtfully selected finishes. Additional highlights include a 1-car garage with electric doors and a beautifully designed interior that perfectly balances comfort and elegance. Ideally situated in North Syosset, close to shopping, dining, parks, and transportation, this home offers the perfect combination of luxury, location, and lifestyle. A rare opportunity to own a brand new, move-in ready home in one of Syosset’s most desirable neighborhoods.

26 Fieldstone Drive, Syosset
$2,100,000
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
$3,680,000
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
$2,499,999
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
$2,100,000
6 Beds ⋅ 5 Baths ⋅ 1012793 MLS
5 Bedroom, 6 Bath, Colonial, Bright Open Floor Plan, Gourmet Eat In Kitchen, Hardwood Floors, CAC, Master Suite w/Walk in Closet, Family Room w/ Fireplace. Stunning Appointments And Eye Catching Millwork! Conveniently located in the Heart of North Syosset. Close to Shops, Restaurants, & Railroad.

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

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

19 Seward Drive, Woodbury
$1,848,000
5 Beds ⋅ 4 Baths ⋅ 1006505 MLS
Enjoy suburban calmness with city accessibility in the top-rated Syosset School District. Commuting is effortless with the Syosset LIRR station just minutes away, providing under 55-minute express service to Penn Station and Grand Central Madison. This secure, quiet home features a full ADT security system and underwent comprehensive renovations in 2018, including new infrastructure (roof, siding, windows, electric, and plumbing). The property offers five bedrooms, four bathrooms, and a light-filled kitchen with cozy radiant heat flooring. Expansive front and back decks perfect for outdoor family entertaining. Offering the perfect blend of lower taxes and unparalleled convenience, this home has it all. With expansive land available, you can extend your property to your desired size and enjoy endless possibilities for outdoor activities. Must see!!

249 Cold Spring Road, Syosset
$2,999,000
5 Beds ⋅ 6 Baths ⋅ 1005913 MLS
Welcome to Crest Hill! An extraordinary newly constructed luxury estate set on 2.02 private acres in the heart of prestigious Woodbury, New York. Quality construction built in 2024 and offered fully furnished and completely turnkey, this remarkable residence combines timeless elegance with modern sophistication for an unparalleled North Shore lifestyle. A grand mansion-style approach welcomes you home with an expansive front driveway framed by stately brick piers, already wired and prepared for iron security gates controlled directly from within the residence. Every detail has been thoughtfully designed to create a private sanctuary of luxury, comfort, and distinction. This magnificent 10-room Colonial offers 5 spacious bedrooms and 6 designer bathrooms, all flooded with natural sunlight through oversized windows and soaring architectural spaces. The dramatic sunlit entry foyer introduces the home with exquisite porcelain flooring and an impressive custom curved bridal staircase adorned with wrought iron and brass detailing. Designed for both elegant entertaining and everyday living, the open-concept layout seamlessly connects the gourmet kitchen to the grand great room featuring an elegant gas fireplace. The flow continues beautifully into the formal living room with a second gas fireplace toward the stunning double mahogany and glass entry doors that create a striking architectural statement. A first-floor guest or in-law suite provides ideal accommodations for extended family or visitors. Upstairs, the luxurious primary suite and second bedroom suite each feature private Juliet balconies overlooking the serene courtyard and surrounding natural landscape. Spa inspired designer baths throughout the home include premium finishes, with the principal bath featuring heated flooring for ultimate comfort. The fully finished lower level expands the home’s exceptional living space and includes a gym, two legal egresses, a media room wired and ready for a custom home theater, and endless possibilities for recreation, wellness, or private retreat spaces. Exterior features an outdoor kitchen with gas BBQ, sink, beverage cooler, storage and more. The double width driveway from top to bottom allows for passing another car and additional parking for parties. An extensive entertainment patio off the kitchen lends itself to another world of outdoor living. Permits are in place for an inground pool and lighting, approved by the town. The architecture of the home is complemented by concrete walls, special pathways, and a garden walk on the hillside. Crest Hill is truly an entertainer’s dream; a residence where luxury, privacy, and functionality exist in perfect harmony. Simply bring your designer bags and step into your own private world of sophistication. Ideally situated near the Long Island Rail Road, the Villages of Huntington and Cold Spring Harbor, and the renowned Woodbury shopping district, the location offers convenient access to elegant dining, boutique shopping, hiking trails, boating, fishing, and the very best of Long Island’s celebrated North Shore lifestyle. Beautiful Long Island beaches are just 15 minutes away by car. Crest Hill is more than a home, it is a statement of luxury living. Make this dream home your next stop! View 3d tour, click virtual tour link for video and more.

23 Woodbury Road, Woodbury
$2,099,999
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
$1,898,000
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
$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

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.