Woodbury Homes under $1.5 million

Welcome to Woodbury, New York – a hidden gem nestled in the picturesque Hudson Valley. Known for its lush landscapes, vibrant community, and convenient access to both nature and urban amenities, Woodbury offers a unique blend of suburban tranquility and modern living. Just a short drive from New York City, this charming town provides an ideal escape for those seeking a serene lifestyle without sacrificing proximity to the hustle and bustle of city life.

Woodbury is celebrated for its family-friendly atmosphere, excellent schools, and diverse recreational opportunities. Residents can enjoy activities such as hiking in the nearby Harriman State Park, exploring the scenic Woodbury Common Premium Outlets for shopping, or indulging in the local dining scene that features a variety of cuisines. The town is also home to numerous parks and community events, fostering a strong sense of belonging among its residents.

For those considering a move to this delightful area, Woodbury offers an impressive selection of homes priced under $1.5 million. From charming single-family residences to modern townhouses, there’s something for everyone in this vibrant community. Many of these homes boast spacious layouts, beautiful yards, and contemporary amenities, making them perfect for families or anyone looking to enjoy the comforts of suburban living.

Whether you’re drawn by the scenic beauty, the welcoming community, or the fantastic real estate options, Woodbury is a place where you can truly feel at home. Come discover the charm of Woodbury, where your dream home awaits!

Newest Woodbury Homes under $1.5 million

$999,000

3 Beds ⋅ 3 Baths ⋅ 1044983 MLS

Welcome to this charming split-level home nestled in the heart of Woodbury, located in the Syosset School District. Situated on an oversized 85'x150' lot, property offers plenty of space for entertaining, relaxing, and enjoying outdoor living. The beautifully established grounds feature mature specimen plantings adding privacy, character and natural beauty to the property. The home features 3 spacious bedrooms, 2.5 baths, and hardwood flooring throughout all bedrooms. A large den provides additional space for gatherings and everyday living. The 2-car garage offers ample parking and storage. Additional highlights include a gas heating system and a newer roof. Ideally located on a dead-end street within a cul-de-sac, this home offers both privacy and convenience. Enjoy close proximity to shopping, school, houses of worship and other local amenities. A wonderful opportunity to own a spacious home on a beautiful oversized property in desirable Woodbury location within the Syosset School District.

20 Canterbury Road, Woodbury

$1,200,000

2 Beds ⋅ 3 Baths ⋅ 1056673 MLS

Welcome to 93 Eagle Chase, an exceptional 2-bedroom, 2.5-bath townhouse nestled within the prestigious gated community of Eagle Chase in Woodbury. Set against a beautiful tranquil pond, this sophisticated home immediately welcomes you with soaring ceilings and an airy, open atmosphere. From the moment you step inside, the sense of space, natural light, and effortless flow creates an inviting feeling throughout. At the heart of the home is a completely remodeled open-concept kitchen, beautifully designed for both everyday living and entertaining. Featuring elegant quartz countertops, high-end appliances, and induction cooking, the kitchen seamlessly connects to the surrounding living and dining spaces, creating a modern and sophisticated gathering area. The spacious living room features a fireplace, adding warmth and character to the soaring, light-filled space. Abundant natural light and peaceful pond views create a beautiful backdrop, while the open layout offers an ideal balance of elegance and comfort for both entertaining and everyday living. The primary suite is a true private retreat, featuring its own balcony overlooking the beautiful pond. The suite is complemented by a beautifully remodeled en-suite bathroom with a double vanity and oversized shower. The second bedroom offers comfortable accommodations for family, guests, or a home office, while the additional half bath provides convenience for everyday living and entertaining. The fully finished basement offers valuable additional living space along with abundant storage, providing plenty of room for a recreation area, home office, media room, gym, or whatever best suits your lifestyle. A two-car garage with an epoxy floor adds convenience, functionality, and additional storage, while providing a polished and well-maintained space for your vehicles. Step outside to the pond-facing patio with a Trex deck, an inviting outdoor space designed for relaxing and entertaining while enjoying the peaceful water views. Enjoy a country club lifestyle, with an exceptional array of amenities including a clubhouse, fitness center, swimming pool, tennis, basketball, and pickleball courts. The gated community also offers 24-hour security, professional landscaping, and exterior maintenance, allowing you to enjoy a carefree lifestyle with resort-style amenities right outside your door. Conveniently located in Woodbury near major parkways, shopping, and dining. Syosset School District.

93 Eagle Chase, Woodbury

$330,000

2 Beds ⋅ 2 Baths ⋅ 1056467 MLS

Welcome to 1108 Evergreen Court in Woodbury! This desirable end-unit condo offers added privacy and a great location next to the community pool. Enter through the foyer before heading upstairs to the main living area, where you’ll find a bright and inviting layout. The living room opens to a private deck, providing a great spot to relax and enjoy the outdoors. The galley-style kitchen offers convenient seating and opens to a separate dining area, perfect for everyday meals or entertaining. A detached garage with electric provides additional parking and storage, plus there is plenty of unassigned parking for residents and guests. Enjoy low-maintenance living with community amenities and convenient access to shopping, dining, recreation, and major roadways. With its end-unit location, deck, garage, ample parking, and proximity to the pool, 1108 Evergreen Court has plenty to offer!

1108 Evergreen Court Unit #65, Woodbury

$899,000

3 Beds ⋅ 3 Baths ⋅ 1054251 MLS

Welcome to 2 Woodtree Drive at The Woodlands. This turnkey, DIAMOND-condition, 3-bedroom, 2.5-bathroom home awaits. This corner unit, gut-renovated in 2018, features top-of-the-line finishes, custom millwork, and a bright, open layout while maintaining a cozy feel throughout. Upon entry, you'll find a beautiful kitchen with stainless steel Bosch appliances, wooden cabinetry, and a bright double slider to the patio. The laundry area is conveniently located between the kitchen and the generously sized den/living room, with an adjacent dining room. This level also features a tastefully appointed half bathroom. Upstairs, the primary bed and bath are generously sized, with two additional bedrooms and one additional bathroom. Additionally, it has reverse osmosis drinking water, a full-house filtration system, and a Nest thermostat. This is easy living at its finest, with amenities including a clubhouse, tennis courts, a pool, and beautiful grounds. Minutes from trails and nature paths. Extremely close to the LIRR at both Cold Spring Harbor and Syosset stations. Syosset School District. **Parking lot is the first right when you come into The Woodlands - Park in any of the spots**

2 Woodtree Drive, Woodbury

$1,249,000

4 Beds ⋅ 4 Baths ⋅ 1051323 MLS

Perfectly Located on the Greenbelt, this Rare updated Briarwood has all the bells and whistles. Newer Kitchen and Baths! Timeless elegance includes Brazilian Cherry Flooring, Detailed Moldings, Updated Marvin Windows, Solid Wood Doors, Wrought Iron and Wood Railings, Woodburning FP in Great Room, Custom Top of the Line Chefs Kitchen with Soft Close German designed Cabinetry System, Granite counters and Back Splash, High end SS appliances (Kitchenaide French Door refrigerator, Bosch Double Oven with Vented Hood, Bosch Convection Cooktop, Bosch DW) including GE Profile wine frig, Newer 3 zone Heating and CAC, CVAC, Newer LG Washer/Dryer, Cedar Closet. Trex Deck off Dining Room, Paver Patio off lower level Family Room, Lower Level with Separate Office/ Bedroom, Full Bathroom, New W/D in Laundry room and Cedar Closet. Tons of LED high hats. Pool and tennis/pickle ball and basketball.

60 Chestnut Lane, 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

$999,000

3 Beds ⋅ 3 Baths ⋅ 1037907 MLS

Welcome to this beautifully renovated and meticulously maintained condo in the heart of the prestigious Woodlands community. This impressive residence offers an open, airy layout with quality finishes and a fresh, modern feel throughout. The spacious eat-in kitchen features custom cabinetry, stainless steel appliances, quartz countertops, porcelain flooring and a center island that opens to the formal dining area - perfect for both everyday living and entertaining. The beautifully appointed primary suite offers a private en-suite bath and spacious walk-in closet. With three bathrooms in total, including two full baths, the home provides a thoughtful and functional layout. Additional highlights include hardwood floors, vaulted ceilings, skylights and a finished basement, providing additional living and recreational space. Enjoy the exceptional country club lifestyle The Woodlands has to offer, including a pool, tennis, pickleball, fitness room, playground and clubhouse. A wonderful opportunity to enjoy a beautifully appointed home, outstanding community amenities and an exceptional Woodbury location, Syosset Schools

115 Woody Lane, Woodbury

$899,900

4 Beds ⋅ 3 Baths ⋅ 1020349 MLS

Come and See this Oversized Colonial with 4 beds and 2.5 bath located in Syosset school district. Plenty of room for extended family. Close to shopping, transportation and major roadways.

216 Woodbury 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

$1,379,000

3 Beds ⋅ 3 Baths ⋅ 966567 MLS

An Exceptional Woodbury Retreat with Incredible Outdoor Living... Welcome to 49 Canterbury Road, a beautifully maintained expanded split-level home in Woodbury, NY, located within the Syosset School District and offering convenient access to Syosset, major highways, the Long Island Rail Road, shopping, dining, and nearby community parks. At the heart of the home is a beautifully updated, spacious eat-in kitchen featuring stainless steel appliances, an island, abundant cabinetry, generous prep space, and views overlooking the spectacular backyard. Sun-filled living and dining spaces flow effortlessly throughout the home, while two natural gas fireplaces bring warmth and character to the living and family rooms. The flexible floor plan features three generously sized bedrooms, two and a half bathrooms, and additional living space ideal for a home office, den, media room, playroom, or guest space. The finished lower level provides even more versatility and room to make the home your own. Step outside and discover what truly sets 49 Canterbury apart. The beautifully landscaped backyard creates an exceptional setting for outdoor living and entertaining, featuring an in-ground heated pool and generous areas for dining, gathering, relaxing, and enjoying the outdoors. Additional highlights include central air conditioning, generous storage, and a home that has been thoughtfully maintained over the years. Enjoy the updated kitchen, spacious layout, spectacular outdoor setting, and the opportunity to bring your own vision to select interior spaces over time. For buyers searching for a home in Woodbury or the Syosset School District, 49 Canterbury offers an exceptional combination of location, space, outdoor amenities, accessibility, and the opportunity to personalize a home to your own style. Experience the lifestyle, setting, and possibilities of 49 Canterbury Road—a distinctive Woodbury home with convenient access to everything the Syosset-Woodbury area has to offer.

49 Canterbury 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

$1,488,878

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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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.