Woodbury Real Estate

Woodbury Real Estate

Welcome to Woodbury, New York—a charming gem nestled in the heart of Orange County. Known for its picturesque landscapes and vibrant community, Woodbury offers a unique blend of suburban tranquility and urban convenience. With its prime location just an hour's drive from New York City, residents enjoy easy access to the bustling metropolis while basking in the serene ambiance of their hometown.

Woodbury is renowned for its rich history and a strong sense of community. The town is dotted with beautiful parks, scenic trails, and recreational facilities, making it an ideal place for families and outdoor enthusiasts. The Woodbury Common Premium Outlets, a shopping haven featuring over 200 stores, attracts visitors from near and far, adding to the town's lively atmosphere.

Education is a cornerstone of the Woodbury community, with highly-rated schools that prioritize academic excellence and personal growth. Families can take comfort in knowing that their children are receiving a top-notch education in a supportive environment.

Culinary enthusiasts will appreciate the diverse dining options available, from cozy cafes to fine dining establishments, showcasing both local flavors and international cuisines. The town also hosts various seasonal events and festivals, fostering a close-knit atmosphere where neighbors come together to celebrate.

Whether you’re drawn by the stunning natural beauty, the strong community spirit, or the convenient access to urban amenities, Woodbury is a place where you can truly feel at home. Come explore the possibilities and discover why so many choose to call this enchanting town their own!

Newest Listings in Woodbury

$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

$294,900
2 Beds 2 Baths NJGL2076458 MLS
Discover the charm of this contemporary townhouse nestled in the desirable Steeplechase community. With 1,434 square feet of thoughtfully designed living space, this home offers a perfect blend of comfort and style, ideal for those seeking a vibrant lifestyle. Many upgrades have been made such as a new roof in 2024, new kitchen appliances in 2023, a new washer in 2025, A/C and Heater in 2023, on top of a renovated kitchen with new countertops! Step inside to find a welcoming interior featuring two spacious bedrooms and two full bathrooms, including a luxurious primary bath complete with a soaking tub-perfect for unwinding after a long day. The heart of the home is the eat-in kitchen, equipped with upgraded countertops and stainless steel appliances, including a built-in range and self-cleaning oven. The living area is enhanced by an electric fireplace, creating a cozy ambiance for those chilly evenings. Lastly, head upstairs to your large and comfortable loft which could be used in a variety of ways. Presently set up as an additional living space, but could be another bedroom, a playroom, a game room, or whatever you desire! Ceiling fans throughout ensure a comfortable climate year-round, while the main floor laundry adds convenience to your daily routine. Step outside onto your private balcony, where you can enjoy morning coffee or evening sunsets. The exterior of the home is equally appealing, featuring low-maintenance vinyl siding and well-maintained landscaping. The community offers a wealth of amenities, including a clubhouse and a sparkling swimming pool, perfect for relaxation and socializing with neighbors. Living in Steeplechase means enjoying a vibrant community atmosphere. The neighborhood is known for its well-kept common areas, sidewalks, and street lighting, making it a safe and inviting place to stroll or bike. The association takes care of lawn maintenance, snow removal, and trash services, allowing you to spend more time enjoying your home and less time on upkeep. The local area is rich with amenities, including shopping, dining, and recreational facilities, ensuring that everything you need is just a short drive away. This townhouse is not just a home; it's a lifestyle choice in a community that values connection and convenience. Don't miss your chance to make this beautiful property your own and experience all that Steeplechase has to offer! Sale will be As-Is with inspections being for informational purposes only.

468 Steeplechase Ct, 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

$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

$439,900
4 Beds 3 Baths NJGL2076202 MLS
Rarely does a home offer this level of historic character, craftsmanship, and modern updating in one package. Built circa 1890 this stunning 4 bedroom, 2.5 bathroom Victorian home has been thoughtfully restored and enhanced with period inspired details throughout, including original hardwood floors, 9-foot ceilings, Victorian wainscotting, crystal door knobs with Victorian antique brass backplates, custom-stained solid wood doors, French doors, Victorian chandeliers, two walk-out bay windows, a custom Victorian fireplace mantel, gas fireplace and a wood burning stove located in the parlor. Behind the charm, major improvements provide peace of mind, including upgraded electrical, removal/upgrading of prior knob and tube wiring, upgraded plumbing, a newer HVAC system, hot water heater, added HVAC returns throughout, upgraded Victorian style supply return grates, and 38 vinyl replacement windows selected to complement the home's Victorian architecture. The oversized primary suite features glass French doors, a large walk in closet with wall safe, custom shoe closet and convenient second floor laundry. Both full baths offer heated tile floors, including a spacious primary bath finished in travertine with a champagne tub set on a custom walnut stained wood base, plus a large travertine shower with built in bench seat and deep niche. Second floor Laundry. Outside enjoy a recently painted exterior redone mahogany front porch, custom mahogany carriage style garage doors, and attached two car garage beneath the kitchen and a stained privacy fence. The basement offers impressive additional lifestyle space, currently arranged as a home gym with a Smith Machine, dumbbell rack, Sole treadmill, Sole elliptical and tanning bed, all of which may be negotiable with the sale. Full of warmth, detail and one of a kind design, this home delivers the character of a historic Victorian with the comfort, upgrades and versatility today's buyers want. Property is being Sold As-Is.

84 N Maple St, 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.