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$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
$479,999
3 Beds ⋅ 3 Baths ⋅ 1049258 MLS
Welcome home to this beautifully custom-renovated 3-bedroom, 2.5-bath townhouse nestled on a quiet cul-de-sac in the highly sought-after Timber Ridge III community of Highland Mills. Offering approximately 1,963 square feet of living space, including the finished basement with an impressive oversized his-and-hers walk-in closet, this move-in-ready home combines modern style, comfort, and convenience. Step inside to a bright, open-concept layout featuring tasteful custom renovations and designer finishes throughout. The living, dining, and kitchen areas flow seamlessly together, creating an inviting space perfect for everyday living and entertaining. Upstairs, the spacious primary suite offers a private en-suite bath and an impressive oversized his-and-hers walk-in closet with abundant storage. Additional bedrooms provide plenty of space for family, guests, or a home office. Enjoy outdoor living on the private rear deck, perfect for morning coffee, relaxing in the sun, summer barbecues, and entertaining. Residents of Timber Ridge III also enjoy access to the community pool. Located in the Town of Woodbury, the home is approximately five minutes from Earl Reservoir Park, offering swimming, fishing, picnic areas, playgrounds, sports courts, and scenic walking paths. You'll also enjoy convenient access to Woodbury Common Premium Outlets, I-87, Route 17, commuter transportation, Harriman State Park, shopping, restaurants, and everyday conveniences. Located within the Monroe-Woodbury Central School District, 19 Helene Circle offers an exceptional combination of space, style, location, and Hudson Valley living. You will appreciate being located within the highly regarded Monroe-Woodbury Central School District, known for its strong academic programs, championship athletics, performing arts, Advanced Placement courses, and wide variety of extracurricular opportunities. Being sold As-Is. Refrigerator and chandeliers are excluded from the sale.

19 Helene Circle, Woodbury
$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
$1,478,000
4 Beds ⋅ 4 Baths ⋅ 1044755 MLS
Welcome to this beautifully renovated Aspen model in the highly desirable Woodbury Greens community. Completely opened and thoughtfully redesigned, this stunning home offers an exceptional blend of style, comfort, and modern living. The upper-level features a rare four spacious bedrooms, while the main living areas have been transformed into an inviting, open-concept space. The gorgeous chef’s kitchen flows seamlessly into the living and dining areas, creating the perfect setting for both everyday living and entertaining. The kitchen showcases top-of-the-line finishes, including a stunning center island with a dramatic waterfall quartz countertop and all the bells and whistles. The expansive entertainment space continues outdoors onto an extended Trex deck, providing the perfect spot for relaxing, dining, and enjoying the beautiful surroundings. Residents of Woodbury Greens enjoy an array of outstanding amenities, including a community pool, tennis courts, pickleball courts, and basketball courts. Ideally located near shopping, dining, major roadways, and everything the area has to offer, this exceptional home truly has it all. Meticulously renovated, stylishly designed, and perfectly located, this is Woodbury Greens living at its finest.

10 Pheasant Lane, Woodbury
$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
$1,599,999
4 Beds ⋅ 4 Baths ⋅ 1039520 MLS
Welcome to 9 The Preserve, a luxurious townhouse ideally located in the heart of Woodbury. This beautiful four-bedroom, four-bathroom home offers the perfect combination of elegance, comfort, and modern living. Situated within the prestigious Preserve community, the home features a dedicated home office and beautifully designed open-concept living spaces, ideal for both everyday living and entertaining. Large windows fill the home with an abundance of natural light, creating a bright and inviting atmosphere throughout. The backyard overlooks the scenic Preserve pond, providing a peaceful setting and beautiful views. Residents enjoy access to an impressive private clubhouse featuring a private theater, state-of-the-art fitness center, and spacious party room—perfect for gatherings and entertaining. Spacious, sophisticated, and thoughtfully designed, 9 The Preserve offers an exceptional opportunity to enjoy luxury living, beautiful surroundings, and outstanding amenities in one of Woodbury’s most desirable communities.

9 The Preserve Unit #9, Woodbury
$2,688,000
4 Beds ⋅ 5 Baths ⋅ 1038912 MLS
Experience the pinnacle of refined living at The Sagamore at Mills Pond, where exceptional craftsmanship, sophisticated design, and resort-style amenities come together in this extraordinary four-bedroom, 4.5-bath end-unit residence. Ideally positioned within the community, this fully customized home enjoys one of the most coveted settings, with unobstructed pond views and an exceptional sense of privacy. Designed for both luxurious everyday living and effortless entertaining, the residence spans three levels, all connected by a private elevator. The dramatic two-story great room creates an impressive focal point, while custom lighting, a Lutron smart-home system, and thoughtfully curated finishes elevate every space. The chef’s kitchen is exceptionally appointed with Thermador appliances, two wall ovens, gas cooktop, built-in microwave, wine refrigerator, and warming drawer. A dedicated pantry and main-level laundry room add both functionality and convenience. The adjacent dining room features a stunning custom built-in with refrigeration and freezer drawers—an ideal complement for entertaining. The main-level primary suite is a private retreat, offering dual walk-in closets and a luxurious bath with radiant heated flooring. Upstairs, two additional bedrooms each feature en-suite baths, while a custom built-in office overlooks the spectacular great room, creating an inspiring workspace with a view. The fully finished custom lower level is designed for entertaining, complete with bespoke built-ins, a serving area and wet bar. A two-car garage, EV charger, four-zone heating and central air provide modern comfort and convenience throughout. Step outside to an extraordinary private entertaining space overlooking the pond. The fully customized outdoor kitchen features a built-in barbecue and fire pit, creating the perfect setting for sophisticated summer entertaining or relaxed evenings at home. Residents of this exclusive gated community enjoy an exceptional collection of amenities, including a resort-style pool, tennis and pickleball courts, and an elegant clubhouse designed for entertaining and recreation. The clubhouse features a golf simulator, billiards room, library, movie room, and outdoor barbecue areas. Set in the highly regarded Syosset School District.

78 Three Ponds Lane E, Woodbury
$799,999
3 Beds ⋅ 3 Baths ⋅ 1038513 MLS
Welcome to Woodland Pond, this updated and well-maintained 3-bedroom, 2.5-bathroom townhouse featuring a spacious layout with a formal dining room, central air conditioning, and a generously sized primary bedroom complete with a private en-suite bathroom. Enjoy outdoor living on the private brick patio, perfect for relaxing or entertaining. Residents of Woodland Pond enjoy an array of amenities, including swimming pool, tennis courts, a clubhouse, gym, and party room. Conveniently located and thoughtfully maintained, this townhouse offers comfortable living with an excellent selection of community amenities.

11 Clubhouse Court, Woodbury
$999,000
3 Beds ⋅ 3 Baths ⋅ 1037907 MLS
Welcome to this beautifully renovated and meticulously maintained condo in the heart of the prestigious Woodlands community. This impressive residence offers an open, airy layout with quality finishes and a fresh, modern feel throughout. The spacious eat-in kitchen features custom cabinetry, stainless steel appliances, quartz countertops, porcelain flooring and a center island that opens to the formal dining area - perfect for both everyday living and entertaining. The beautifully appointed primary suite offers a private en-suite bath and spacious walk-in closet. With three bathrooms in total, including two full baths, the home provides a thoughtful and functional layout. Additional highlights include hardwood floors, vaulted ceilings, skylights and a finished basement, providing additional living and recreational space. Enjoy the exceptional country club lifestyle The Woodlands has to offer, including a pool, tennis, pickleball, fitness room, playground and clubhouse. A wonderful opportunity to enjoy a beautifully appointed home, outstanding community amenities and an exceptional Woodbury location, Syosset Schools

115 Woody Lane, Woodbury
$1,249,999
3 Beds ⋅ 4 Baths ⋅ 1035676 MLS
Perfectly situated in The Greens at Woodbury, this beautiful 3-bedroom, 3.5-bath Aspen model offers an exceptional location near the cul-de-sac and community pool, along with a private backyard setting. The sun-filled interior showcases a sleek, modern aesthetic with hardwood floors throughout. At the heart of the home is a brand-new designer eat-in kitchen featuring custom cabinetry, quartz countertops, all-new appliances, and contemporary finishes, seamlessly combining style and functionality for everyday living and entertaining. The spacious living room creates a warm and sophisticated atmosphere, while the private terrace opens to a new Trex deck—an ideal setting for relaxing, outdoor dining, and entertaining. The oversized primary suite offers exceptional comfort and privacy, complemented by two additional generously sized bedrooms. Each bedroom features a custom walk-in closet, providing an exceptional amount of storage throughout the home. A full finished basement provides versatile additional space for a recreation room, home office, gym, or guest area. Additional updates include a new washing machine and dryer. Further highlights include a two-car garage, low monthly HOA fees, and access to resort-style community amenities, including a pool and tennis courts. A rare opportunity to own a beautifully updated, move-in-ready home in one of The Greens at Woodbury’s most desirable locations.

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

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

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

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

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

27 Windemere Way, Woodbury
$2,288,888
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
$1,525,000
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
$728,000
3 Beds ⋅ 3 Baths ⋅ 1013801 MLS
Enjoy the Lifestyle of Woodbury Village, a sought after townhouse community in the Syosset School district offering exceptional amenities including a pool, tennis courts and playground. This 3 Bedroom(currently configured as 2 bedrooms plus a loft that can easily be converted back to 3rd bedroom), 2.5 Bath home features all New Flooring, New Primary Bathroom and Deck. The Main Level offers a Powder Room, an EIK with all SS Appliances, Granite Countertops and Abundant Cabinetry. The Sun filled Open Dining Room and Living Room is Ideal for Entertaining, Featuring a Striking Stone Fireplace and Sliding Glass Doors to the New Deck. Upstairs, the Spacious Primary Bedroom boasts 2 Closets and a Beautifully Renovated En-Suite Bath. A Second Bedroom, Versatile Loft/Bedroom, and a Full Bathroom complete the Second Level. Move Right in and enjoy comfortable, low maintenance living with resort style amenities in a prime location.

5 Pond Path Unit #13, Woodbury
$2,350,000
4 Beds ⋅ 6 Baths ⋅ 1021074 MLS
A coveted corner F-Model at The Sagamore at Mill Pond — thoughtfully designed, beautifully finished, and ready to be called home. This is the one that stands out. Positioned as a corner unit facing South, the home gets exceptional natural light and a sense of privacy. Soaring ceilings and high-end finishes throughout make it clear this home was done to perfection. The living room, dining room, flow naturally together — great for entertaining but equally comfortable for everyday life. Beautiful custom finishes include wall coverings, upgraded wood floors, gas fireplace, mouldings, window treatments, lighting systems, and build-ins. Step outside to a private extended Trex deck with space for both outdoor dining and lounging, a seamless way to extend your living space. The upgraded kitchen is a true showstopper. Custom wood cabinetry extended to as wide and high as possible, marble countertops, and a large center island anchor the space, while the appliance lineup speaks for itself: a 6-burner Wolf cooktop, full Wolf oven, additional Wolf wall oven, Wolf microwave oven, Wolf warming drawer, and a Sub-Zero refrigerator/freezer, dishwasher, finished with a stainless steel hood. A separate fitted pantry and dedicated laundry room are right off the kitchen, keeping everything organized and out of sight. The primary suite on the main floor is a calm, comfortable retreat. Motorized Shades ensure privacy. Two fitted walk-in closets provide generous, well-organized storage. The bathroom features; double sinks, marble countertops, a marble shower, and a Toto washlet. Upstairs, there are two more bedrooms with en-suite baths, each with fitted walk-in closets. A large den/library complete with custom built ins round out the second floor, adding flexibility for a home office, reading room, playroom, or whatever your needs may be. Leaving no stone unturned, the two car garage is well-appointed featuring built-in storage solutions that complement the home's exceptional amenities. The lower level has a lot to offer: a dedicated exercise room, powder room, a bedroom with a full en-suite bathroom, a custom dog washing and grooming station, a spacious media room, and an additional flexible room that could easily become a recreation room, home office, or extra storage. There's genuine room to grow here. Club amenities include 24 hour security gatehouse, a clubhouse with a pool, tennis/pickleball court, golf simulator, 2 outdoor kitchens, putting green, fire pit and a screening room. Corner F-units at The Sagamore at Mill Pond don't come up often — and one finished at this level comes up even less. This is a special home.

63 Three Ponds Lane W, Woodbury
$869,999
3 Beds ⋅ 3 Baths ⋅ 1020633 MLS
Enjoy Country Club Living with amenities galore.This Updated Condo in Desirable Woodland Pond Convenient to all Features A Newer Stainless Steel Granite Eat in Kitchen with Excessive White cabinetry,3 Updated Bathrooms,Hard Wood Floors,Beautiful Mill work,Large Formal Dining Room,Step Down Living Room/Den with Ose to Trex Deck,Vaulted Ceiling,Skylight.Minutes to Shopping ,Restaurants,Public Transportation .Too Much to Mention. Amenities include Swimming Pools,Tennis Courts,Clubhouse,gym,party room Etc. Major Price Improvement

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

6 Clearmeadow Court, Woodbury
$1,288,000
4 Beds ⋅ 2 Baths ⋅ 1017959 MLS
Completely renovated and move-in ready! This stunning 4-bedroom, 3-bathroom home showcases a bright open floor plan with high-end finishes throughout. Features include a gorgeous new chef’s kitchen with quartz countertops, spacious living and dining areas, beautifully updated bathrooms, recessed lighting, hardwood floors, and a fully finished basement offering flexible living space. Located on a quiet street in the highly sought-after Syosset School District, with easy access to shopping, parks, restaurants, major roadways, and the LIRR. A rare opportunity to own a turnkey home in one of Woodbury’s most desirable neighborhoods.

17 Wren Drive, Woodbury
$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
$1,548,000
4 Beds ⋅ 3 Baths ⋅ 1013196 MLS
Nestled on a quiet cul-de-sac in the heart of Woodbury, this exceptional opportunity offers a beautifully maintained 4-bedroom, 2.5-bath home set on an oversized property within the highly acclaimed Syosset School District. Designed for both everyday living and entertaining, the home features spacious rooms, abundant natural light, and a seamless flow throughout. The chef's kitchen is equipped with premium appliances, ample cabinetry, and generous workspace, making it the heart of the home. Step outside to the expansive backyard, where the oversized lot provides endless possibilities for outdoor enjoyment, entertaining, recreation, or creating your own private retreat. Ideally located near shopping, dining, parks, golf courses, major parkways, and the Long Island Rail Road, this property offers an exceptional combination of location, space, and convenience. A rare opportunity to make this wonderful Woodbury home your own.

15 Joyce Court, Woodbury
$1,020,000
2 Beds ⋅ 3 Baths ⋅ 1011780 MLS
Set within the highly sought after Woodland Pond Community, this exquisite Cedarwood model (largest) is perfectly positioned as a desirable end unit overlooking a serene and picturesque pond. Enjoy tranquil pond views with fountain and botanical setting. This exceptional residence combines elegance, comfort and timeless design. Meticulously maintained, this home showcases sophisticated finishes and artfully curated living spaces throughout. The living room features a beautiful fireplace, textured walls for gallery style art display and cathedral vaulted ceiling with skylight. The dining room is graciously set with French style patio doors offering easy access to private patio with stunning views of the tree lined shore of pond and beyond. Chef's kitchen offers stainless steel appliances, large pantry, convenient laundry room and garage access. The thoughtfully designed floor plan offers a spacious primary suite upstairs with a wall of windows overlooking the pond with large "spa" style bath with bidet and large walk in closet. Additionally, there is a second bedroom with an ensuite full bath and walk-in closet. The full finished basement provides abundant storage and endless possibilities for recreation, fitness, home office or game room. A two-car garage adds to the home's exceptional functionality. Woodland Pond offers resort-style amenities including tennis courts, basketball court, heated outdoor pool, kiddie pool, playground and a newly renovated clubhouse with fitness center, card rooms and event space. Minutes to shopping, restaurants, highways and trains. Syosset School District

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

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

5 Kodiak Drive, Woodbury

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