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$2,395,000
6 Beds 6 Baths 1020613 MLS
Nestled on one private acre in the heart of Woodbury, this exceptional center hall Colonial offers the perfect blend of timeless elegance, modern updates, and outstanding versatility. Set on a beautifully landscaped one-acre property, the home provides a peaceful retreat while remaining just minutes from shopping, major parkways, the LIRR, and Syosset schools. The main residence features 5 bedrooms and 4.5 bathrooms, including a first-floor bedroom or office with an adjacent full bath, ideal for guests, extended family, or working from home. The gracious entry foyer welcomes you into a thoughtfully designed floor plan highlighted by hardwood floors, detailed millwork, and generously sized living spaces. The renovated eat-in kitchen is the heart of the home, showcasing custom white cabinetry, granite countertops, premium stainless steel appliances, a kitchen island with seating, and a bright breakfast area overlooking the private backyard. The kitchen flows seamlessly into the inviting family room with a wood-burning fireplace, while the formal dining room and elegant living room provide ideal spaces for entertaining. Just beyond the kitchen, a spacious elevated deck serves as a natural extension of the home's living space, featuring a built-in jacuzzi, multiple seating and lounge areas, and generous space for outdoor dining. Overlooking the resort-style pool and separate cabana/guest house, it provides the perfect setting for relaxing or entertaining while enjoying the privacy of the beautifully landscaped grounds. Upstairs, the spacious primary suite offers a walk-in closet and a beautifully updated en-suite bath. Three additional bedrooms share a well-appointed full hall bathroom. Adding tremendous value and flexibility is a separate pool cabana/guest house featuring a custom wet bar, bedroom, full bathroom, laundry, and its own attached two-car garage. Whether used for entertaining, multigenerational living, long-term guests, a private home office, or recreation, this detached space offers endless possibilities. The secluded backyard provides exceptional privacy with mature landscaping and ample room to relax, entertain, or enjoy the outdoors. A rare opportunity to own a meticulously maintained estate offering exceptional living space, unmatched versatility, and one of Woodbury's most desirable locations.

96 Plainview Road, Woodbury

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

10 Clemson Lane, Woodbury

$1,548,000
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

$1,998,000
4 Beds 5 Baths 1005109 MLS
Welcome to this exceptional Hampton-style Colonial with your own gate, privately set on a flat 1 beautifully landscaped acre with heated pool and outdoor shower and powder room. An inviting oversized front porch overlooks lush emerald lawns, mature specimen trees, and beautifully landscaped grounds. A tranquil pond with a cascading waterfall, graceful Japanese maple, and vibrant seasonal blooms create a picturesque setting year-round. Stepping inside to discover oversized, sun-filled rooms and a seamless floor plan with beatiful wood floor and heated tile floor in multi areas. At the heart of the home is an extended chef's kitchen featuring granite countertop, high end appliances, custom cabinetry witha wine cooler, a breakfast nook, and a build in work station, all thoughtfully designed for entertaining. The family room with a wooden fireplace creates a warm and inviting gathering space, while large windows throughout the home frame picturesque views of the property. The 2nd floor has 4 spacious bedrooms with 3 full baths and the convenience of a laundry room. The luxurious primary suite offers a spa-inspired bath and an adjoining sitting area. A second en-suite bedroom provides additional flexibility for guests or multi-generational living with office/dressing room. The fully finished basement is an entertainer's dream, complete with a custom-built wet bar, recreation area and abundant storage. Step outside to your private backyard oasis featuring a heated in-ground pool, covered bluestone patio, outdoor kitchenette with gas grill, and a charming gazebo with skylight. There's a change room and powder room and outdoor shower next to the pool for convenience. Professionally landscaped grounds with mature trees, lush lawns, and elegant uplighting create a resort-like atmosphere. Located within the highly regarded Village Elementary School and South Woods Middle School boundaries, this home offering combines privacy, luxury, and convenience in one extraordinary setting, offering a lifestyle of elegance, tranquility, and year-round enjoyment. Otherhights including whole house water filtriation and central vacuum, gas cooking & heating, radiated floor for both primary bathrooms and the eat-in kitchen area. The ffenced property ensures privacy and security with gated access. Face to the famious the Town of Oyster Bay Golf Course and walking distance to the famious woodbury villiage for fine restarants and shopping and more! A rare and timeless Golden East Coast Gem!

316 S Woods Road, Woodbury

$2,599,000
4 Beds 5 Baths 000081 MLS
Set on a magnificent landscaped 1 acre, perfect location in The Gates of Woodbury. This completely expanded and redesigned 4-bedroom, 4.5-bath Farm Ranch offers the perfect blend of classic elegance and modern luxury. Bathed in exceptional natural light, this stunning home is defined by dramatic walls of windows creating a bright, airy ambiance throughout. Impeccably renovated with exceptional attention to detail, the home showcases sophisticated design, soaring ceilings, and an effortless open flow ideal for both everyday living and grand-scale entertaining. Rich hardwood floors extend throughout the entire home, enhancing the warmth and refinement of every space. The stunning white custom chef’s kitchen is the centerpiece of the home, featuring premium Thermador appliances, gas cooking, radiant heated floors, and a dramatic Carrera marble center island that opens seamlessly to an expansive family room with vaulted ceilings & fireplace with sliders out to Trex deck overlooking the serene backyard. The luxurious primary suite is a true private retreat, featuring soaring ceilings, a fireplace, two fully outfitted walk-in closets, and an additional wall of custom closets. The oversized spa-inspired primary bath offers radiant heated floors, a relaxing spa tub, oversized shower, and double marble-topped vanities with a dedicated makeup area, creating the ultimate sanctuary. Three fireplaces throughout the home add warmth and architectural character, while additional highlights include a full finished basement, whole-house generator, generously proportioned rooms, and refined custom details throughout. Outdoor living is equally impressive with an expansive Trex deck with electric roll out awning and brick patio overlooking the professionally manicured grounds, providing the perfect backdrop for relaxing or entertaining in complete privacy. A truly extraordinary residence that combines impeccable craftsmanship, modern comfort, and an elevated lifestyle beyond compare. 2 Car garage with epoxy floors. Located in the Syosset School District.

30 Orchard Drive, Woodbury

$1,799,000
5 Beds 4 Baths 999883 MLS
Welcome to 83 Joyce Lane in the highly sought after Woodbury Knolls. This beautifully expanded and renovated Farm Ranch offers approximately 4,200 square feet of thoughtfully designed living space. Expanded and renovated in 2023, this 5 bedroom, 4 bathroom home seamlessly blends modern luxury with comfortable everyday living. The sun filled interior features spacious open concept living areas, generously sized bedrooms, and beautifully updated finishes throughout. Designed for both entertaining and daily functionality, the home offers an effortless flow between the main living spaces and the private bedroom quarters. The primary suite features an oversized custom closet with built-in island, and a spacious primary bath with a large shower, double sink and free standing tub. The basement is finished with a large play area, home gym, bedroom, and full bath. Step outside to your own resort-style backyard retreat featuring a sparkling in-ground pool, expansive patio, and a built-in outdoor kitchen, perfect for summer entertaining and relaxing in complete privacy. Located in the heart of Woodbury and the award winning Syosset School District.

83 Joyce Lane, Woodbury

$2,200,000
5 Beds 5 Baths 992528 MLS
Located within the prestigious gated community of The Gates in Woodbury, this exceptional 5 bedroom, 5 bath residence offers the perfect blend of elegance and everyday livability on a breathtaking one acre park-like setting. Designed with entertaining in mind, the home features spacious principal rooms that flow seamlessly from one to the next. The inviting den is a true showstopper, anchored by a cozy fireplace, warmed by radiant heated floors, and opening directly to the patio through walkout access, making indoor-outdoor living effortless. The primary suite is a private retreat, complete with a beautifully renovated en suite bath. Step outside and discover a lush, expansive acre with endless possibilities, ample room to add a pool or simply enjoy the serene, park-like grounds as they are. Syosset School District.

21 Kodiak Drive, Woodbury

$1,875,000
4 Beds 3 Baths 954217 MLS
Welcome to this spectacular ranch in the coveted Woodbury Estates. Impeccably maintained, this home exudes sophistication and architectural excellence. This stunning 4-bedroom, 3 bath home boasts an inviting open floor plan, ideal for both everyday living and entertaining. Situated on one acre of manicured property, this home provides the perfect blend of serenity and convenience. Upon entering, you are greeted by a large foyer with cathedral ceilings and a skylight. Double doors lead to the spacious den which offers a calm and inviting space for relaxing. The large living and dining room feature floor to ceiling windows that fill the house with an abundance of natural light. Recently renovated eat in kitchen kitchen features top-of-the-line appliances, granite countertops, center island & gas cooking. Large primary bedroom suite, 3 additional bedrooms and 2 full baths. Retreat to the private backyard oasis with multi tiered decking, making it an entertainer's delight. Additional amenities include hi-hats throughout, gas fireplace, custom moldings, 2-car garage, full basement and professional landscaping. Conveniently located near schools, shops, dinning, parks, and highways. Award-winning Syosset school district, Walt Whitman Elem/Thompson Middle School. Dont miss this remarkable home.

2 Yukon Drive, Woodbury

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

49 Canterbury Road, Woodbury

$2,349,999
4 Beds 6 Baths 987761 MLS
Welcome to 14 Pine Drive, a stately 4-bedroom, 6-bathroom residence nestled in the prestigious Hunting Hill community of Woodbury. Set on over an acre of flat, beautifully manicured land, this home offers an incredible lifestyle with a private tennis court and expansive outdoor space perfect for entertaining or relaxing in total privacy. Inside, the home opens with a grand entry foyer leading to a spacious formal living room and elegant dining room, ideal for hosting. The large, open-concept kitchen flows into a cozy den with views of the stunning backyard. The first floor also boasts two convenient half bathrooms and a luxurious primary suite featuring sliding doors that open to a private deck, along with a spa-like ensuite bathroom and generous walk-in closets. Upstairs, you'll find three additional bedrooms with excellent closet space and two full bathrooms, offering plenty of room for guests. The finished basement provides impressive recreation space, ideal for a media room, gym, or game area and a private room perfect for guests Located in one of Woodbury’s most sought-after neighborhoods, 14 Pine Drive offers privacy, space, and amenities that rarely come to market. Don’t miss this incredible opportunity.

14 Pine Drive, Woodbury

$1,699,888
3 Beds 3 Baths 985829 MLS
Welcome to this beautifully renovated luxury home located in the highly sought-after Syosset School District,located in the prestigious Woodbury community. Situated on an expansive 2-acre lot, this exceptional property offers privacy, space, and refined modern living. The main level features approximately 1,798 sq ft of thoughtfully designed living space, showcasing premium solid hardwood flooring throughout and a bright, open layout filled with natural light. The home has been fully updated with high-end materials and modern finishes, blending elegance with everyday functionality. This residence offers 3 spacious bedrooms and 3 full bathrooms, all tastefully designed with quality craftsmanship and contemporary style. A two-car garage adds convenience and functionality to this already impressive home. The fully finished basement adds approximately 1,500 sq ft of additional living space, perfect for a recreation area, home office, gym, or guest suite. Enjoy a prime location just minutes from Cold Spring Harbor LIRR station, providing a convenient commute to Manhattan in three stops. Elementary, middle, and high schools are all within a short 5–8 minute drive. A rare opportunity to own a move-in ready luxury home with expansive land, modern upgrades, and unbeatable convenience.

17 Woodbury Road, Woodbury

$1,488,000
4 Beds 3 Baths 982967 MLS
Welcome to a rare opportunity in the heart of Woodbury. This 4 bedroom, 2.5 bath Splanch style home is perfectly situated mid-block on a picturesque, tree-lined street. Step inside to discover a beautiful home with natural light and hardwood floors. The first floor features a renovated eat-in kitchen with stainless steel appliances, granite countertops and a formal dining room for entertaining. For colder nights, enjoy the family room with a wood burning fireplace. Also includes radiant floor heating The large primary bedroom features a wall of closets and a renovated en suite bathroom. Two additional bedrooms and hall bath complete the upstairs living. Designed for modern living, the home boasts a dedicated home office for remote work and a spacious mudroom with convenient main-floor laundry. The two-car garage includes an electric charger for sustainable living. Retreat to your private backyard oasis, framed by mature privacy trees. The highlight is the in-ground heated pool, complemented by a large brick patio, creating the perfect setting for summer entertaining and relaxation. This exceptional property is ready to be your forever home

3 Clemson Lane, Woodbury

$1,899,999
5 Beds 5 Baths 971942 MLS
Beautiful Colonial Home on 1 Acre with Modern Upgrades & Resort-Style Amenities Spacious 5-bedroom, 3 full bath, 2 half bath Colonial with inground pool set on a private 1-acre lot. Updated kitchen features granite countertops and stainless steel appliances. This well-maintained home includes numerous recent upgrades: newer gas boiler (2 zones), brand-new hot water heater, and central air with updated ductwork. Owned solar panels provide energy efficiency. Enjoy outdoor living with a stunning in-ground pool (approx. 44x25) with a new heater, Deck, Patio, Porch along with an in-ground sprinkler system and a French drain for proper drainage. Additional features include EV charging capability, generator hookup, and a roof that is approximately 8 years old. Interior highlights include updated electrical (200 amps) and recessed lighting throughout. Exterior amenities include a 3-car garage and a circular driveway for ample parking, Generator hook up, Tesla Eva Charger. Approximately 3,400 sq ft of living space.

10 Hunting Hill Road, Woodbury

$1,450,000
4 Beds 3 Baths 973139 MLS
Welcome to this meticulously maintained ~2,900sqft Colonial in the heart of Woodbury, located within the award-winning Syosset Central School District. Positioned at the end of the block and bordering a nature preserve, with mature green giants lining the property for added privacy. This move-in ready home features 4 bedrooms, 3 full bathrooms, an open layout, and hardwood floors throughout. The main level is thoughtfully designed with scale and flow, featuring soaring ceilings, a spacious living room, formal dining room, and a formal family room. The centerpiece of the home is the brand-new beautifully appointed kitchen with updated appliances, extensive cabinetry, and a newly installed center island. Upstairs, a bright loft provides a versatile space for a home office or additional living area. The primary suite features soaring vaulted ceilings, a fully renovated spa-style bathroom with radiant heated floors, soaking tub, double vanity, bidet, oversized rain shower, and integrated Bluetooth. Three additional bedrooms are generously sized and complemented by a full bathroom. A washer and dryer are conveniently located on the second level. The full finished basement with a separate side entrance offers expansive, highly usable living space—ideal for a media room, gym, playroom, or additional entertaining area. The backyard is designed for entertaining, featuring pavers, a semi-inground pool, and mature landscaping. Additional highlights include new appliances, in-ground sprinklers, an above-ground oil tank, a well-maintained boiler and roof, and a two-car garage. A well-maintained, move-in ready home offering space, privacy, and location in one of Woodbury’s most desirable neighborhoods.

4 2nd Street, Woodbury

$1,699,000
5 Beds 4 Baths 957701 MLS
Privately set on over one acre in Woodbury’s prestigious Hunting Hills, this elegant center hall Colonial blends timeless architecture with modern comfort in the Syosset School District. Offering over 3,000 square feet, the home includes five bedrooms and 3.5 baths, with a sought-after first-floor guest suite. A marble foyer welcomes you into sun-drenched living spaces perfect for everyday living and entertaining. The custom chef's kitchen features radiant heated floors, Sub-Zero refrigerator and freezer, dual Bosch wall ovens, and opens to a bright sunroom with breakfast area. The formal dining room showcases custom built-ins, while the den with a wood-burning fireplace offers serene views of the resort-style grounds. Outside, enjoy a private retreat complete with a heated gunite pool, patio, pergola, and a cabana with full bath, changing area, and kitchenette. The finished basement provides additional lifestyle space with a home gym, pantry, cedar closet, and laundry. Completing the home are hardwood and porcelain floors, custom closets, Andersen windows, energy-efficient systems, multi-zone irrigation, and a two-car attached garage with interior access, a truly special offering in one of Woodbury’s most desirable neighborhoods.

65 Avery Road, Woodbury

$1,750,000
5 Beds 4 Baths 932057 MLS
Elegant Move-In-Ready Ranch with Pool, Office, and Full Finished Basement in the Syosset School District. Welcome to 28 Elm Street, a beautifully renovated five-bedroom, three-bath ranch offering the perfect combination of modern design, functionality, and timeless comfort. Located on a quiet, tree-lined street in one of Woodbury’s most desirable neighborhoods, this home is ideal for everyday living and entertaining alike. Step inside to a sun-filled open layout 5 bedroom ranch with finished basement: Featuring a spacious living room, den, dining area, and chef’s kitchen with custom cabinetry, quartz countertops, and premium stainless-steel appliances. A separate home office provides the perfect space for work or study and gym. The main level offers five generous bedrooms, including a serene primary suite with an elegant ensuite bath. The fully finished lower level extends the living space with a guest bedroom, full bath, full attic with HVAC, recreation area, and gym—ideal for extended family or guests. Step outside to your private backyard oasis featuring a sparkling in-ground pool, expansive patio, and beautifully landscaped grounds—perfect for relaxing or hosting gatherings. Highlights: Five bedrooms + home office | Three full baths. Full finished basement with bedroom and bath. In-ground pool and private landscaped yard. Designer kitchen with quartz counters and premium appliances. Hardwood floors and recessed lighting throughout. Attached two-car garage and spacious driveway. Award-winning Syosset School District. Perfectly located near parks, shopping, and fine dining, 28 Elm Street combines luxury living with everyday comfort in the heart of Woodbury.

28 Elm Street, Woodbury

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.