Woodbury Homes for Sale

Woodbury Homes for Sale

Welcome to Woodbury, New York – a picturesque gem nestled in the heart of Orange County. Known for its stunning landscapes and vibrant community spirit, Woodbury offers a harmonious blend of suburban tranquility and easy access to urban amenities. With its charming neighborhoods, top-rated schools, and an array of recreational opportunities, it’s no wonder that families and professionals alike are drawn to this idyllic locale.

Woodbury boasts a rich tapestry of history, complemented by modern conveniences. Residents enjoy a wealth of outdoor activities, from hiking the scenic trails of the nearby Hudson Highlands to picnicking in one of the many beautiful parks. The city is also home to Woodbury Common Premium Outlets, a shopping paradise that attracts visitors from all over, making it a fantastic place for both residents and tourists.

When it comes to real estate, Woodbury has something for everyone. The homes for sale in this area range from charming single-family residences to luxurious estates, catering to diverse lifestyles and budgets. Each property reflects the unique character of the community, with many featuring spacious yards, modern amenities, and stunning views of the surrounding landscape. Whether you are a first-time homebuyer or looking to upgrade, the real estate market in Woodbury is thriving, offering a wealth of opportunities to find your dream home.

Discover the beauty and community spirit of Woodbury, NY. With its inviting atmosphere and exceptional homes for sale, it’s time to make this enchanting city your new home!

Newest Woodbury Homes for Sale

$399,000
3 Beds 1 Baths NJGL2076498 MLS
Don't miss this fantastic opportunity to own a well-maintained ranch situated on a beautiful lot of just under one-half acre in desirable Deptford Township! Offering 3 bedrooms, 1 full bath, and a spacious, functional layout, this home provides the perfect blend of comfort today and the opportunity to add your own personal touches over time. Step inside to find a separate living room and a welcoming family room with a wood-burning fireplace, conveniently located just off the kitchen and dining area—ideal for everyday living and entertaining. Recent improvements include a new roof (2018), an impressive $7,000 bay window, new carpeting, fresh paint throughout, a new front entry door, new kitchen flooring, and an updated bathroom featuring a new tub enclosure, toilet, and flooring. The home also offers a one-car attached garage and an expansive walk-out basement, providing exceptional storage space and endless possibilities for future finishing, a workshop, home gym, or recreation area. Enjoy the outdoors from the inviting front deck or unwind in the screened-in rear porch overlooking the large backyard with plenty of room for gardening, entertaining, or play. While some updating and TLC will allow the next owner to truly make this home their own, many of the major improvements have already been completed. Conveniently located near shopping, restaurants, parks, schools, and major commuter routes including Routes 55, 42, and I-295, this property offers outstanding value, space, and potential. Schedule your private showing today and imagine the possibilities!

1180 Bennett Dr, 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 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. 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, Slomin’s 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

$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

$258,000
3 Beds 2 Baths NJGL2076332 MLS
Unique, Spacious & Full of Character! Welcome home to this one-of-a-kind 3-bedroom, 2-bath home tucked away on a quiet street in desirable Deptford Township. From the moment you step inside, you'll appreciate the soaring cathedral ceilings with exposed wood beams, skylights that flood the home with natural light, and beautiful hardwood flooring throughout much of the main living space. The heart of the home is the oversized kitchen featuring an abundance of cabinetry, expansive tiled countertops, and an incredible center island with seating—perfect for entertaining, holiday gatherings, or everyday living. The adjoining dining area opens to the backyard while the spacious living room offers warmth and charm with a striking exposed brick chimney and wood-burning stove. A flexible floor plan includes three bedrooms plus a dedicated office, ideal for working from home, hobbies, or guest space. The primary bath features a relaxing whirlpool soaking tub. Step outside to your own backyard retreat complete with an in-ground swimming pool, pool bar with electric, storage shed, and plenty of space to enjoy summer with family and friends. Additional highlights include: New roof being installed the week of July 27 Hardwood flooring Cathedral ceilings with skylights Exposed wood beams Large kitchen with oversized center island Pool bar with electric Additional storage shed Quiet residential street Property is being sold strictly AS IS. Buyer is responsible for obtaining all inspections, certifications, and any lender or township-required repairs. Showings through Friday 7/31. Best and final Saturday 8/1 at noon.

816 Indian Trl, 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

Start Your Search
board logo

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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.