Browse All Woodbury NY Condo Listings for Sale

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

$728,000

3 Beds ⋅ 3 Baths ⋅ 1013801 MLS

Enjoy the Lifestyle of Woodbury Village, a sought after townhouse community in the Syosset School district offering exceptional amenities including a pool, tennis courts and playground. This 3 Bedroom(currently configured as 2 bedrooms plus a loft that can easily be converted back to 3rd bedroom), 2.5 Bath home features all New Flooring, New Primary Bathroom and Deck. The Main Level offers a Powder Room, an EIK with all SS Appliances, Granite Countertops and Abundant Cabinetry. The Sun filled Open Dining Room and Living Room is Ideal for Entertaining, Featuring a Striking Stone Fireplace and Sliding Glass Doors to the New Deck. Upstairs, the Spacious Primary Bedroom boasts 2 Closets and a Beautifully Renovated En-Suite Bath. A Second Bedroom, Versatile Loft/Bedroom, and a Full Bathroom complete the Second Level. Move Right in and enjoy comfortable, low maintenance living with resort style amenities in a prime location.

5 Pond Path Unit #13, Woodbury

$2,350,000

4 Beds ⋅ 6 Baths ⋅ 1021074 MLS

A coveted corner F-Model at The Sagamore at Mill Pond — thoughtfully designed, beautifully finished, and ready to be called home. This is the one that stands out. Positioned as a corner unit facing South, the home gets exceptional natural light and a sense of privacy. Soaring ceilings and high-end finishes throughout make it clear this home was done to perfection. The living room, dining room, flow naturally together — great for entertaining but equally comfortable for everyday life. Beautiful custom finishes include wall coverings, upgraded wood floors, gas fireplace, mouldings, window treatments, lighting systems, and build-ins. Step outside to a private extended Trex deck with space for both outdoor dining and lounging, a seamless way to extend your living space. The upgraded kitchen is a true showstopper. Custom wood cabinetry extended to as wide and high as possible, marble countertops, and a large center island anchor the space, while the appliance lineup speaks for itself: a 6-burner Wolf cooktop, full Wolf oven, additional Wolf wall oven, Wolf microwave oven, Wolf warming drawer, and a Sub-Zero refrigerator/freezer, dishwasher, finished with a stainless steel hood. A separate fitted pantry and dedicated laundry room are right off the kitchen, keeping everything organized and out of sight. The primary suite on the main floor is a calm, comfortable retreat. Motorized Shades ensure privacy. Two fitted walk-in closets provide generous, well-organized storage. The bathroom features; double sinks, marble countertops, a marble shower, and a Toto washlet. Upstairs, there are two more bedrooms with en-suite baths, each with fitted walk-in closets. A large den/library complete with custom built ins round out the second floor, adding flexibility for a home office, reading room, playroom, or whatever your needs may be. Leaving no stone unturned, the two car garage is well-appointed featuring built-in storage solutions that complement the home's exceptional amenities. The lower level has a lot to offer: a dedicated exercise room, powder room, a bedroom with a full en-suite bathroom, a custom dog washing and grooming station, a spacious media room, and an additional flexible room that could easily become a recreation room, home office, or extra storage. There's genuine room to grow here. Club amenities include 24 hour security gatehouse, a clubhouse with a pool, tennis/pickleball court, golf simulator, 2 outdoor kitchens, putting green, fire pit and a screening room. Corner F-units at The Sagamore at Mill Pond don't come up often — and one finished at this level comes up even less. This is a special home.

63 Three Ponds Lane W, Woodbury

$899,999

3 Beds ⋅ 3 Baths ⋅ 1020633 MLS

Enjoy Country Club Living with amenities galore.This Updated Condo in Desirable Woodland Pond Convenient to all Features A Newer Stainless Steel Granite Eat in Kitchen with Excessive White cabinetry,3 Updated Bathrooms,Hard Wood Floors,Beautiful Mill work,Large Formal Dining Room,Step Down Living Room/Den with Ose to Trex Deck,Vaulted Ceiling,Skylight.Minutes to Shopping ,Restaurants,Public Transportation .Too Much to Mention. Amenities include Swimming Pools,Tennis Courts,Clubhouse,gym,party room Etc. A Must See!

104 W Woodlake Drive, Woodbury

$1,499,000

2 Beds ⋅ 2 Baths ⋅ 1018917 MLS

A rare opportunity to own a beautifully appointed Churchill Model in the sought-after 55+ gated community of Kensington Estates in Woodbury. Just four years young, this desirable main-level residence offers the ease of single-level living paired with premium finishes and thoughtful design.The spacial open-concept floor plan features a stately center-island kitchen and dining area, seamlessly flowing into the great room accented with gas fireplace and double French doors open to an expanded patio—perfect for relaxing or entertaining. The home offers a generously sized primary ensuite with two closets, a full bath with a relaxing soaking tub and double-sink vanity, a guest bedroom, full guest bath, convenient laundry room, custom closets and pantry, and an attached apoxy-finished one-car garage pre-wired for an EV charger, a full, unfinished basement with legal egress, providing abundant storage and endless possibilities for future living space. Quality finishes and upgrades abound, including hardwood flooring and crown molding throughout, Wolf six-burner gas range, Sub-Zero refrigerator, surround sound in the great room, custom closets, smart light switches, Ecobee smart thermostat, remote-controlled cellular shades, plantation shutters, SkyBell video doorbell, whole-house surge protector, additonal 100 amp service in basement, kitchen faucet water filtration system, natural gas cooking, heating and hot water, and central alarm system. The recently developed 80-unit enclave allows residents to enjoy a relaxed lifestyle that includes a beautifully appointed clubhouse featuring a welcoming fireplace lounge, card room, billiards, library and catering kitchen, gym, outdoor pool with comfortable seating areas for sun and shade, and tennis/pickleball courts. Ideally situated within the Township of Huntington on the Suffolk/Nassau border, Kensington Estates offers the privacy of a gated community while remaining conveniently close to the Northern State Parkway, the Long Island Expressway, the Cold Spring Harbor train station, local shopping and dining in Huntington, Cold Spring Harbor, and Plainview. If you've been searching for the convenience of main-level living without sacrificing space, storage, or outdoor enjoyment, this exceptional home is not to be missed.

227 Coach Drive, Woodbury

$2,100,000

3 Beds ⋅ 4 Baths ⋅ 1009418 MLS

This Ascot End Unit is the largest unit situated in an over 18 acres community in Woodbury, Kensington Estates a 24 Hour Gated boutique development offers a carefree luxury-lifestyle for residents 55 and over. Experience effortless luxury living in this stunning two-story townhome, thoughtfully designed with elegance, comfort, and convenience in mind. A dramatic double-height entry welcomes you with soaring floor-to-ceiling windows that flood the home with natural sunlight, creating a bright and airy atmosphere throughout. The open-concept floor plan is ideal for both everyday living and entertaining, featuring a spacious living room with a gas fireplace, an inviting dining area, and a beautifully appointed eat-in kitchen complete with a large center island and abundant workspace. Sliding doors lead to a private rear patio, seamlessly blending indoor and outdoor living. The expansive first-floor primary suite offers the ultimate retreat with multiple walk-in closets and a luxurious spa-inspired bath featuring dual vanities and generous storage. A convenient main-level laundry room and private elevator providing access to all floors add to the home’s exceptional functionality. Upstairs, you’ll find two generously sized bedrooms, each with its own en-suite bath, along with a versatile loft space that can easily serve as a fourth bedroom, home office, or media room. Additional highlights include a two-car garage and a full unfinished basement offering endless possibilities for future expansion, recreation space, storage, or customization. This exclusive community includes 80 planned residences near the villages of Cold Spring Harbor, Huntington, and Syosset. High end Luxury condominiums with, green space, pool, tennis, fitness center, pond and private clubhouse. Additional information: Min Age:55

238 Coach Drive Unit #56, Woodbury

$799,999

3 Beds ⋅ 3 Baths ⋅ 1007979 MLS

You don't want to miss this 3 Bedroom, 2.5 Bathroom Townhouse Condo, located within the highly sought after Syosset School District. The unit consists of a reconfigured and modernized Kitchen, electrical wiring in place for electric vehicle charger, with driveway and garage. Turnkey Opportunity, just in time for the new school year.

95 Aspen Drive E, Woodbury

$719,000

3 Beds ⋅ 3 Baths ⋅ 1004934 MLS

Enjoy a country club lifestyle in the desirable Woodbury Village Community with Syosset Schools! Summer fun can be found in the outdoor pool, tennis, pickleball courts & playground! Move-In Ready, this spacious 2–3 bedroom, 2.5 bath townhouse features an eat in granite kitchen with stainless steel appliances & abundant cabinetry, kitchen bay window, vaulted ceilings & skylights. The open-concept sun-drenched L-shaped living/dining room has crown molding, wood-burning fireplace and sliders that open onto the lovely brick patio for outdoor entertaining. The primary suite includes a private bath & two oversized closets. A large second bedroom has a private hall bath. The open loft/office can easily be converted into a third bedroom. Additional storage is available in the pull-down attic. Ample closets, guest half bath on first floor & laundry in the unit complete this perfect home. Conveniently located near shopping, dining, LIRR, and hiking trails!

12 Hampton Way, Woodbury

$975,000

3 Beds ⋅ 3 Baths ⋅ 995603 MLS

ALL UPDATED - CEDARWOOD MODEL IN WOODLAND POND - SYOSSET SCHOOLS. Welcome to your next chapter in the highly sought-after Woodland Pond community—with community pool, tennis, clubhouse & more. This beautifully updated townhome has it all, featuring a private 2-car driveway and spacious 2-car garage. Inside, you’ll immediately notice the rich, new floors that flow seamlessly across the main level, paired with thoughtfully chosen modern finishes completed within the last 1–3 years—so you can simply unpack and start living. Imagine preparing meals in your fully updated eat-in kitchen, equipped with new stainless steel appliances, sleek Quartz countertops, and updated fixtures that make everyday living feel elevated. The open layout and hi-hat lighting throughout create a bright, inviting atmosphere. Upstairs, retreat to your spacious primary suite—a calming sanctuary with a full bath and generous closet space and extra storage. Two additional bedrooms, a full bath, and a sunlit loft with skylight offer flexibility for guests, a home office, a cozy reading nook, or even an upstairs playroom. Step outside through sliding glass doors to your private Trex deck, framed by lush privacy plantings—an ideal setting for entertaining or simply unwinding at the end of the day. Every detail has been thoughtfully upgraded for peace of mind and modern convenience, including new flooring, updated baths, washer/dryer, alarm system, upgraded heating system, and a new boiler. As part of Woodland Pond, you’ll enjoy resort-style amenities—tennis courts, basketball court, heated outdoor pool, and a newly renovated clubhouse with fitness center, card rooms, and event spaces—enhancing your lifestyle year-round. Located within the acclaimed Syosset School District, this home offers not just a place to live, but a lifestyle to love. Homes like this—fully updated, move-in ready, and perfectly positioned—don’t come along often. Experience it for yourself before it’s gone. (More pix coming soon)

52 Holiday Drive Unit #52, 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

$868,000

3 Beds ⋅ 3 Baths ⋅ 990054 MLS

Welcome to a rare opportunity in the highly sought-after Woodlands community! This 3-bedroom, 2.5-bath townhouse offers space, light, and potential in a prime Syosset location within the top-rated Syosset School District, serving Baylis Elementary and H.B. Thompson Middle School. Offered in original condition, this home presents a rare opportunity to bring your vision to life and create a space tailored to your personal style. With great bones, a spacious layout, and abundant natural light, the potential is undeniable. The main level features an airy, open floor plan with soaring ceilings in the living room and sliding glass doors in both the living room and dining room leading to a private deck—ideal for seamless indoor-outdoor living and entertaining. A formal dining room and generously sized eat-in kitchen provide flexibility for both everyday living and hosting. The kitchen also offers direct access from the garage and includes a convenient laundry area. A standout feature is the expanded den, a versatile finished space offering additional living area that was converted by the Sponsor when the community was built. A conveniently located half bath completes this level. Upstairs, the home offers a primary en-suite with a large walk-in closet, two well-proportioned bedrooms, and a full hall bath. A spacious landing and hallway overlook the living room below, enhancing the home’s open and airy feel. The basement adds even more versatility, perfect for a recreation room, home office, gym, or additional storage. Additional highlights include a new HVAC system, an attached garage, and a private driveway with side-by-side parking for two vehicles. Enjoy resort-style living in this highly sought-after, amenity-rich pet-friendly community featuring tennis, pickleball, and basketball courts, a fitness center, clubhouse with social spaces, in-ground pool, kiddie pool, and playground. Conveniently located just minutes from shopping, dining, major highways, and the Town of Oyster Bay Golf Course. Bring your imagination and unlock the full potential of this exceptional home!

29 Jennings Lane, Woodbury

$1,069,000

4 Beds ⋅ 3 Baths ⋅ 965549 MLS

Magnificent, spacious and beautifully updated, this rare 4 Bedroom | 3 Full Bath Woodlands Condo offers comfortable, move-in ready living in one of Woodbury’s most sought-after communities. The home features a luxurious open floor plan highlighted by a renovated eat-in kitchen with quartzite countertops, designer tile backsplash, updated flooring, and LED lighting throughout. A first-floor full bath with shower adds convenience and flexibility for guests or extended living. The sun-filled dining area flows seamlessly to a private outdoor setting, creating the perfect space for relaxing or entertaining. The generously sized primary suite offers a thoughtful layout, privacy, and ample storage. Updates completed within the most recent 3–4 years include refreshed vanities, modern appliances, mechanical improvements including boiler and tank, and continued interior enhancements that reflect pride of ownership. Residents enjoy The Woodlands lifestyle with resort-style amenities including tennis, pickleball, pool, clubhouse with racquetball, gym, playground, and beautifully maintained grounds. Spacious, updated, and ideally located — this exceptional home offers low-maintenance living with the feel of a private residence. Appearance: Diamond

54 Estate Court Unit #54, 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.

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