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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, 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

$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

$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

$2,999,000
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

$1,180,000
3 Beds 3 Baths 991676 MLS
Welcome to 71 Eagle Chase, a beautiful home in the prestigious 24-hour gated Eagle Chase community, featuring 3 bedrooms and 2.5 bathrooms. Enter through grand double doors into a bright, open-concept layout with soaring vaulted ceilings and a skylight that fills the space with natural light. The main level includes a guest bedroom with a private balcony, a home office, and a powder room. The eat-in kitchen flows seamlessly into the formal dining area and spacious living room, highlighted by a cathedral ceiling and a cozy wood-burning fireplace. Sliding doors lead to a deck patio, perfect for outdoor entertaining. Upstairs, the primary suite offers a vaulted ceiling, private balcony, two walk-in closets, and an en-suite bath with a soaking tub and separate shower. A third bedroom features two large closets, a balcony, and access to a full bath. An open landing provides space for a sitting area or reading nook, along with a conveniently located washer and dryer. Enjoy resort-style living with a newly renovated clubhouse featuring a gym, lounge, kitchen, locker rooms, pool, tennis, and pickleball. Located in the highly desirable Syosset School District. Short Sale Subject to Lenders Approval.

71 Eagle Chase, Woodbury

$1,488,878
3 Beds 3 Baths 953870 MLS
Back on market! Showstopping and better than new, this completely gutted and fully renovated 3-bedroom, 2.5-bath Aspen model with a full basement showcases ultra-luxurious finishes throughout, seamlessly blending sleek modern design with the comfort of living in the highly desirable Woodbury Greens community. The home features radiant heated floors throughout, rich hardwood flooring, all-new insulation, and abundant natural light enhanced by skylights for both style and energy efficiency. At the heart of the home is a chef’s kitchen, thoughtfully designed with high-end finishes and functionality ideal for both everyday living and entertaining. The finished lower level is a true standout, offering a private sauna, media room, and home gym—creating an exceptional resort-style living experience. The primary suite is a serene retreat, complete with a spa-like bathroom featuring a luxurious steam shower. Additional highlights include a whole-home water filtration system, electric access to the finished attic, and a two-car garage for added convenience. Community amenities include a pool, tennis, pickleball, and basketball courts, delivering an elevated lifestyle in a premier setting.

24 Chestnut Lane, Woodbury

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