Woodbury NY Real Estate & Homes for Sale

Welcome to 17 Irving Drive a stunningly updated ranch-style retreat nestled in the heart of prestigious Woodbury. This elegant 3-bedroom, 2.5-bathroom residence offers a seamless blend of luxurious details and everyday comfort in an open-concept layout designed to impress. Step inside this impeccably designed home with gleaming hardwood floors, and an abundance of natural light that pours through every room. The inviting entrance foyer leads to a gracious living room adorned with a cozy fireplace, perfect for relaxing or entertaining. The stylish eat-in kitchen and formal dining room provide ideal spaces for both casual meals and elegant gatherings. The serene primary suite features a spacious walk-in closet and a full ensuite bath. Two additional bedrooms share a beautifully updated hallway bath, complemented by a convenient half bath all on the main level. **Both main-level bathrooms feature radiant floor heating**, adding an extra layer of luxury and comfort to your daily routine. The fully finished lower level dramatically extends the living space with two additional rooms, a full bathroom, a spacious recreation area, cedar closets, and abundant storage ideal for guests, a home office, or a private gym. Outside, enjoy the peace and privacy of a beautifully landscaped yard, a private driveway, and an attached garage. Located in the acclaimed Syosset Central School District, this glamorous home is just moments from Trail View State Park, Stillwell Woods, and the charming Woodbury Village shopping area. 17 Irving Drive offers the perfect fusion of style, sophistication, and location welcome home.

Discover the potential at 17 Woodbury Road, Woodbury, NY! This property sits on a vast 2.02 acre lot, offering endless possibilities. With 1,798 square feet to work with, it's a blank slate for your dream home whether you choose to build new or renovate. Cash deals only & property being sold "AS IS."

Experience timeless elegance in this exquisite Hamptons-style colonial, ideally situated in the heart of Woodbury offering the perfect blend of serenity and convenience. This home showcases masterful craftsmanship, designer finishes, and state-of-the-art appliances, delivering an unparalleled standard of luxury. The heart of the home is an inviting open family room featuring custom cabinetry and a gas fireplace perfect for gathering and relaxing in style. The expansive primary suite is a true sanctuary, featuring dramatic vaulted ceilings, a charming window seat, and a spa-inspired bath. The beautifully appointed walk-in closet is a standout, complete with a center island and thoughtfully designed storage, creating a boutique dressing-room experience. A versatile bonus room nearby offers the ideal space for a home office, gym, or nursery. Step outside to a resort-style backyard designed for both leisure and entertaining. Gather under the custom-built pavilion to watch TV, unwind, or simply enjoy the shade in comfort. Just steps away, the built-in bar and fully equipped summer kitchen make outdoor cooking and hosting a breeze. Whether lounging by the sparkling pool, soaking in the hot tub, or enjoying the expansive, level lawn, this outdoor oasis offers something for everyone. This is an exceptional opportunity to own a turnkey home in one of Woodbury s most sought-after neighborhoods.

This exceptional full-brick colonial sits on the very first and most coveted lot chosen in the entire development, also the largest lot in the exclusive 21-home community, offering unmatched privacy, scenic views, and a true sense of distinction. Set on 1.19 acres, this 7-bedroom, 6-bath residence spans 4,831 square feet of elegant living space. A grand two-story foyer with 17-foot ceilings and detailed moldings opens to a formal living room and a spacious family room featuring custom mahogany built-ins and a gas fireplace, all complemented by built-in speakers that continue into the eat-in chef s kitchen. The kitchen is outfitted with twin Sub-Zero refrigerators, double oven and stove (2023), warming drawer, granite countertops, a large center island, and custom maple cabinetry ideal for both everyday meals and entertaining. A formal dining room, two staircases, and hardwood floors with 9-foot ceilings throughout the first floor enhance the home s open, luxurious feel. For added convenience, the first floor also features a laundry room with washer and dryer. Upstairs, the second level makes a bold architectural statement with its soaring ceilings vaulted, tray, and cathedral designs create an impressive sense of volume and airiness throughout. This level includes a princess suite with a private bath and walk-in closet, three additional bedrooms with a stunning new hall bath (2023), and a spacious principal suite with a pristine, custom spa-inspired bath (2023) and his-and-hers walk-in closets. Two additional bedrooms are located on the main level, offering flexibility for guests, office space, or multi-generational living. Recent upgrades include three central AC systems (2022), a new driveway (2023), new water heater (2022), smart thermostats, and a central vacuum system. Additional features include a comprehensive security setup with exterior cameras and WiFi boosters for full coverage, even outdoors on the patio and near the pool. The home also includes a spacious three-car garage and a generously sized driveway, providing ample parking for multiple vehicles and guests. The resort-like backyard is a private oasis with lush landscaping, including an 80-foot hemlock tree line along the left side of the property and a peaceful pond bordering the right offering both privacy and natural beauty from every angle. A brick patio with built-in outdoor speakers throughout, TV entertainment, and a mini outdoor kitchen / BBQ setup with new appliances (2023) makes entertaining effortless. The gunite pool and spa are strategically positioned to capture optimum sunlight throughout the day and are complemented by a serving bar and cozy fire pit. The finished basement features 8-foot ceilings and includes a soundproof movie theater with surround sound, a shock-absorbing flooring system throughout the basement, a gym, play area, cedar closet, full bath, separate entrance, and potential nanny s quarters. Located within the Berry Hill Elementary School zone, this one-of-a-kind home blends timeless elegance, thoughtful updates, and truly exceptional outdoor living.

Located in the most desirable section of The Woodlands, this recently updated Cedarwood Model (largest model), is located within the highly sought after Syosset School District. Currently configured with 3 Bedrooms, but easily converted into a 4 Bedroom, with 2 car driveway, 1 car garage and more than ample parking. Enjoy Country Club living with Tennis Courts, Pickleball Courts, In Ground Pool, Gym, Clubhouse & Playground, this is one that you are not going to want to miss. Come quick, before it's gone.

Tucked away on a quiet private court in the sought-after Woodlands community, this beautifully maintained townhouse offers comfort, space, and modern elegance. Featuring a newly updated kitchen, this home combines contemporary finishes with timeless design. Gleaming hardwood and tile flooring flow throughout the main level, complemented by new railings and a dramatic double-height ceiling in the family room that floods the space with natural light. The thoughtful layout includes laundry on the main floor for added convenience, 3 spacious bedrooms upstairs, and 2.5 bathrooms, offering ample room for families or guests. The fully finished basement provides flexible living space ideal for a home office, gym, or entertainment area. Step outside to your private backyard patio, surrounded by mature landscaping that offers serenity and seclusion. Located just minutes from parks, shopping, and top-rated schools, this home is a rare find in a tranquil, established neighborhood. Don't miss this opportunity to own a turnkey property in one of Woodbury s most desirable communities! Located within the award winning Syosset School District.

Welcome to this exquisite, fully renovated in 2022 Briarwood Model located in the Woodbury Greens community. Thoughtfully redesigned with an open floor concept, this home offers luxurious living with high-end finishes throughout. The spacious main floor features a stunning primary suite for convenient one-level living. Upstairs, you'll find a versatile loft area perfect for a home office, library, or creative space. The walk-out lower level is an entertainer s dream, complete with a state-of-the-art theater, a full gym, a large family room, and a full bath. Enjoy access to top-tier amenities including a community pool, tennis courts, and pickleball all within the Syosset School District. Every inch of this home reflects quality, style, and comfort. Don t miss the opportunity to own this extraordinary property!

WOODBURY. Welcome to this exquisite Mediterranean-style residence, perfectly situated on over 2 acres of sprawling, gated property that blends timeless sophistication with resort-style living. Beyond the impressive circular driveway and formal hedging, the home s classic stucco façade, iron balconies, and terracotta rooflines evoke the charm of a European villa. Inside, grand-scale living spaces are designed for both everyday comfort and elegant entertaining. This home offers space, style, and versatility, with 6 bedrooms, 3 full baths, and 3 half baths, high ceilings, arched entries, and abundant natural light enhancing the home's warm and welcoming atmosphere. Featuring grand formal and casual living spaces, including a family room with fireplace, a closed-in sunroom, and an expansive formal dining room perfect for grand scale. At the heart of the home is a spectacular kitchen featuring a large center island, sunny breakfast nook with built-in coffee station, and a pub-style lounge area complete with wet bar, fireplace, built-in seating, and TV. A dedicated office with its own private entrance offers the perfect setup for remote work or client meetings. Additional highlights include radiant heated floors throughout and both a 2-car attached garage and 2-car detached garage tucked beneath the pool house. Step outside to discover an entertainer s dream and backyard oasis. The meticulously landscaped backyard features a resort-style swimming pool framed by dual fire bowls, expansive patios for dining and lounging, multiple pergolas for shade and ambiance, and a full pool house all set against a backdrop of mature trees offering privacy and tranquility. This is not just a home it s a lifestyle!

Feast your eyes on this beauty. One of a kind Hampton Style Colonial. This spectacular home features 5 bedrooms, 4.5 baths, 3 car garage on 1 acre of tranquility. This Home Also Features A Gourmet Eat In Kitchen, Formal Living Room & Formal Dining Room, Oversized Family Room W/Fireplace & Sliders To A Rear Yard That Is An Entertainer's Dream! Soak In The Beautiful Acre Of Privacy, Nature. Radiant Heated Flooring In Master Bath, 3 Car Garage, 10' Basement Ceiling, Unfinished W/ Outside Entrance! Guest Suite On The1st Floor Can Be Anything You Wish...Home Office, Additional Fam Room, Library, Guest Quarters ...There Is No Need To Leave This Home For Entertainment! Plenty Of Room For A Pool & Firepit! Exterior Landscape Lighting.

Elegant Estate Living on Over an Acre in a Premier Cul-de-Sac Setting Introducing a masterfully renovated 6-bedroom, 5.5-bath residence offering refined luxury on over an acre of flat, professionally landscaped grounds. Perfectly situated at the end of a tranquil cul-de-sac, this exceptional home blends timeless sophistication with today s most desired upgrades. The resort-style backyard is a private sanctuary, featuring a newly lined heated pool (2022), designer pergola, smart landscape lighting, and full fencing for privacy and elegance. Indoors, an expansive layout boasts grand-sized bedrooms, including two private ensuite retreats, a fully finished lower level with soaring ceilings, a restaurant-style bar area, and a striking gas fireplace ideal for upscale entertaining and elevated everyday living. Every element has been meticulously updated between 2020-2025: new roof, siding, gutters (2022), new boiler (2023), pool filter (2021), high-end appliances, custom window treatments, and elegant stair runners. A 3-car garage with Tesla charger and new openers (2023) offers modern convenience, while the newly installed paver walkway and front steps add striking curb appeal. Zoned for sought-after Berry Hill Elementary and just a short distance to the high school, this residence offers prestige, privacy, and proximity to the area's finest dining, shopping, and amenities. Annual tax grievance already in place ensures enduring value. This is not just a home it s an extraordinary lifestyle.

Move-In Ready Colonial Backing a Nature Preserve in Woodbury - Low Taxes, Syosset Schools! Step into this beautifully updated Colonial nestled on an expansive property that backs directly onto a tranquil nature preserve offering privacy, space, and serenity. Located in the sought-after Syosset School District (Walt Whitman Elementary / HB Thompson Middle), this 4-bedroom, 2.5-bath gem combines classic charm with modern luxury. Inside, you ll find sun-drenched rooms with oversized Andersen windows, gleaming hardwood floors throughout both levels, and a spacious, fully finished basement with direct access to the backyard perfect for play, work, or relaxation. The renovated eat-in kitchen boasts granite countertops, custom cabinetry, and updated stainless steel appliances ideal for everyday living and entertaining. The oversized primary suite features a walk-in closet and a stylish private bath, while three additional large bedrooms offer generous space for family, guests, or a home office. Recent upgrades include new siding, boiler, electric, and more truly a turnkey home with nothing to do but unpack. Outside, lush landscaping surrounds the peaceful yard, creating a perfect outdoor retreat. All this just minutes from parks, shopping, dining, hiking trails, and convenient transportation.

A/O Welcome to 5 Fox Meadow Drive, a charming semi -attached townhouse nestled in the peaceful and picturesque community of Highland Mills. Located within the Woodbury School District, this home is in proximity to Central Valley Elementary, Monroe-Woodbury Middle, and Monroe-Woodbury High School. The community's amenities and the home's features make it an excellent choice for families seeking a balanced lifestyle. This beautiful 3 bedroom, 3.5 bathrooms in a well-maintained community, offers the perfect blend of comfort, convenience, and natural beauty. Step inside to find a warm and cozy living space. A dining area off the kitchen onto a private deck, perfect for morning coffee. The kitchen is fully equipped with like new appliances and a brand-new microwave. A first-floor bedroom which can be used for office or guest room with a full bathroom. Upper level welcomes you with 2 large bedrooms including a master suite with walk-in closet and each bedroom with their own in suite bathroom. Mother/daughter style / finished basement including three rooms and bathroom. Boasting 1,505 sq ft of living space, equipped with a brand-new central air conditioning system, new hot water heater. A new roof was installed one year ago, so all your major expenses have already been replaced to new status. A semi-attached 2-car garage with additional driveway space. Residents have access to the Town of Woodbury's recreational facilities, including parks, pools, reservoirs, and walking trails. If this is not enough, enjoy Timber Ridge Trail, many restaurants in close proximity, minutes from West Point, easy commute to NYC via Metro-North and minutes away from express bus to NYC. This amazing home might be the one for you so please do not let this one pass you by!

Amazing Opportunity To Live In Woodbury's Finest Acre of Pure Tranquility. Breathtaking Yard With In-Ground Pool, Deck, Outdoor Fireplace, Built in Brick BBQ And Separate Cabana With Full Bath And Storage. A Spectacular Home For Someone Who Appreciates Park-Like Property With Custom Landscaping. Enjoy The Sunshine And Privacy In a Glass Enclosed Sun Room And Gym--Both Overlooking The Huge Yard. This 5 Bedroom, 3 Bathroom Home Has a Beautifully Updated Kitchen, Baths And Exterior, Plus A Spacious Three Car Garage, Generator and Circular Driveway. Wood Floors Throughout. Work From Home With The Perfect Area For An In-Home Office. Enjoy Living On This Private, Quiet Cul-de-Sac. Situated On A Flat, One-Acre Property Within The Syosset School District, This Unique Home Is Waiting For You!

Prime Land Opportunity in Nassau County!! Discover this exceptional residential compound located in Woodbury, one of the LAST LARGE PIECES of property in the Syosset School District, recognized as one of the premier school districts on Long Island. This remarkable property spans over 9 acres of serene, beautiful land and features three structures. 9.96 acres located in the town of Oyster Bay. R-1-2a zoning district (2 acre zoning). Currently generating positive rental income, this property includes 2 houses, barns and a corral, making it an ideal investment. It s also a fantastic horse property, perfect for equestrian enthusiasts looking to create their dream facility. Don t miss out on this incredible opportunity! Call for more details today!

Welcome to this bright and airy 5 bedroom 2 full bathroom home located in the highly regarded Syosset School District. Open floor concept featuring large living room, dining room and updated kitchen,3 bedrooms on the upper level, 2 additional bedrooms on the lower level, full bath, laundry room with plenty of storage and spacious den with sliders leading out to a parklike backyard. Perfect for entertaining! You will not want to miss the opportunity to call this your home yours!

Nestled on a peaceful cul-de-sac in Highland Mills, this spacious colonial offers both comfort and convenience. The main floor features two kitchens, perfect for multi-generational living or hosting guests, along with a first-floor bedroom and bath, creating a mini-suite for added privacy. Upstairs, you'll find a large primary bedroom with an en-suite bathroom, along with three additional well-sized bedrooms. The finished basement provides ample space for recreation, home office, or additional storage, making it an ideal flexible living area. Recent updates include fresh paint, new appliances, and several other improvements, ensuring the home is move-in ready. The property sits on a generous lot, perfect for entertaining, gardening, or simply relaxing in a serene outdoor space. Located close to a variety of outdoor recreational activities, sports, and major highways, this home offers the perfect blend of tranquility and accessibility. Don't miss the chance to make this Highland Mills gem your own!

This beautiful 2,900 sq. ft. Colonial is perfectly located and meticulously maintained! This diamond-condition home boasts 4 bedrooms, 3 full bathrooms, vaulted ceilings, and hardwood floors throughout. When you step into the open-concept first floor, it featurs a spacious living room, family room, and a large eat-in kitchen with updated appliances. The dining room adds flexibility to the space. Upstairs, a bright and airy loft provides the perfect area for a home office or lounge. The master suite is a true retreat, complete with a spa-like newly updated master bathroom featuring radiant heat, a soaking tub, double sinks, a bidet, a luxurious rain shower and Bluetooth connectivity. Upstairs laundry room is an added bonus. There are three additional generously sized bedrooms and an additional full bathroom. Perfect for entertaining, the full finished basement offers additional living space, while the private yard, surrounded by a preserve boasts an in-ground pool and new landscape lighting. Other highlights include new in-ground sprinklers and a two-car garage. Located in the highly sought-after Syosset School District, this home truly has it all!

You still have time to customize a few areas of this extraordinary new construction colonial in the prestigious hamlet of Woodbury, NY. This residence seamlessly blends timeless elegance with modern luxury, featuring 4 spacious bedrooms (Room for 5th bedroom), 3.5 meticulously crafted bathrooms (Room for 4th bathroom), and stunning white oak floors throughout. Enter through a custom 8-foot glass door framed in sleek metal, leading into a grand foyer highlighted by an impressive 18-foot ceiling. The main floor unfolds with a large formal living room, a refined dining area that opens onto a private balcony, and a comfortable family room featuring a gas fireplace with a custom quartzite mantel. The gourmet kitchen is a chef's dream, the upper level hosts a primary suite together with an amazing balcony, a spa like ensuite, and generous walk-in-closets. This home also features a 2 car garage, surround sound throughout, and bonus living space in the lower level. With unparalleled craftsmanship, this Woodbury colonial redefines luxury living.

Move right into this expanded ranch. This beautiful house is loaded with lots of updates. All 3 bathrooms are newly renovated. Wood floors throughout the house along with fresh paint. modern light fixtures. Stainless Steel appliances Blue pearl kitchen with cherrywood cabinets. Living room has 2 remote controlled skylights and vaulted ceiling. Spacious basement with lots of storage. Separate laundry area equipped with new washer & dryer. Trek deck and gazebo with recess lights and lot more to offer., Additional information: Appearance:Mint,Interior Features:Lr/Dr,Separate Hotwater Heater:Y

BEST LOCATION IN THE GATES OF WOODBURY. Extraordinary Home at 21 Kodiak Drive, Woodbury, NY 11797. Discover a meticulously maintained home situated in the prestigious Gates of Woodbury neighborhood, this remarkable full-acre gated property offers exceptional living experience on a tranquil cul-de-sac within Nassau County's most desirable community. Enjoy A BRAND NEW MODERN PRIMARY EN-SUITE BATHROOM. Benefiting from Woodbury's renowowned security, the highly acclaimed Syosset Schools and proximity to outstanding amenities, the home provides an ideal blend of suburban serenity and convenient access to world-class dining, country clubs/public golf courses, and transportation. The Syosset Train Station on the Long Island's Rail Road's Oyster Bay Branch and the LIE (Long Island Expressway 8 min drive away) offer easy commuting options, to New York City or Eastern Long Island/ and CT, the home represents a rare opportunity for buyers seeking a sophisticated suburban lifestyle with urban convenience at their fingertips. The combination of natural beauty, location, and community excellence makes this property a standout in one of Long Island's most sought -after residential destinations. Priced to Sell. This home offers a versatile lower level living space with private access through the sliding door of the den or the two car garage without passing or entering through the main entrance. Ideal for guests, home office, or multi generational living. The flexible space adds both convenience and privacy. The home boasts a bright, welcoming foyer with an abundance of natural light, renovated eat- in kitchen. The top floor features the primary En- Suite, with newly renovated modern bathroom, completed by two additional well appointed bedrooms and a second bathroom. On the lower level, discover a generously sized den featuring a working fireplace, radiant heated floors, and expansive bay windows that open to a meticulously maintanted gated backyard-perfect for indoor- outdoor entertaining. Completing this space are two additional renovated bedrooms and a full bathroom. Step outside onto the pristine 1-acre fully gated property, where the meticulous landscaping enhances the curb appeal. The brick patio becomes an extension of the home, providing an idyllic setting for al-fresco dining and entertaining. The house is all natural gas, roof replaced in 2017 with 5/8 top of the line plywood and new shingles, and attic insulation by national grid with three feet of insulation, completed in 2023. The HVAC/ compressor/ furnace, all new 2017. Pella windows throughout the home, installed in 2016. Weather controlled sprinkler system with 11 zones and updated in 2020. Top of the line applicances, New boiler installed 2024. The house is very well maintained and in move -in -condition. Don't miss the opportunity to call this your home YOURS. Enjoy Swimming at the Syosset- Woodbury Community Pool or the Crest Hollow Country Club. 21 Kodiak Drive, Woodbury, NY located in the Town of Oyster Bay offering access to the Best Beaches on Long Island, including Tobey, Jones Beach, and Tappan Beach Marina with a Saltwater Pool, Playground and Park. This is YOUR chance to own and Live in the Best Location in The GATES of WOODBURY. Very LOW TAXES

The Sagamore At Mills Pond is an amenity driven luxury townhome community located in Woodbury, Long Island. Woodbury is a suburban hamlet in Nassau County on the renowned North Shore Gold Coast of Long Island just 25 miles to Manhattan and 50 miles to The Hamptons. This is a new townhome community in the Award Winning Blue-Ribbon Syosset School District. Woodbury has beautiful parks, a golf course, numerous fine restaurants, gyms and incredible shopping. The Sagamore has gated, beautifully landscaped grounds and includes a private Clubhouse with outstanding resort style amenities. Enjoy an effortless and extraordinary lifestyle.

The Sagamore At Mills Pond is an amenity driven luxury townhome community located in Woodbury, Long Island. Woodbury is a suburban hamlet in Nassau County on the renowned North Shore Gold Coast of Long Island just 25 miles to Manhattan and 50 miles to The Hamptons. This is a new townhome community in the Award Winning Blue-Ribbon Syosset School District. Woodbury has beautiful parks, a golf course, numerous fine restaurants, gyms and incredible shopping. The Sagamore has gated, beautifully landscaped grounds and includes a private Clubhouse with outstanding resort style amenities. Enjoy an effortless and extraordinary lifestyle.