Woodbury NY 3 Bedroom Real Estate, Homes, Condos 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

$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

$2,200,000

3 Beds ⋅ 4 Baths ⋅ 1019662 MLS

Welcome to The Sagamore at Mills Pond, an exclusive gated luxury townhome community in the heart of Woodbury, one of Long Island's most sought-after North Shore communities. Located within the award-winning Blue Ribbon Syosset School District, Woodbury offers an exceptional lifestyle with beautiful parks, golf courses, fine dining, upscale shopping, fitness clubs, and convenient access to Manhattan, the Hamptons, and major parkways. This exceptional end-unit residence is one of the community's most beautifully appointed offerings, thoughtfully upgraded with every premium finish and feature available. With three bedrooms, three full baths, and one half bath, the home combines elegant design, modern convenience, and low-maintenance luxury living. The main level is designed for both comfortable everyday living and effortless entertaining. A spacious living room with a fireplace flows seamlessly into the dining area and a beautifully crafted chef's kitchen featuring premium appliances, custom cabinetry, quartz countertops, an oversized sink, generous island seating, under-cabinet lighting, and designer finishes throughout. Rich hardwood floors, soaring ceilings, recessed LED lighting, upgraded moldings, solid-core doors, a Lutron lighting system, automatic shades, and refined architectural details elevate every space. The first-floor primary suite offers a private retreat with generous walk-in closet space (2) and a luxurious spa-inspired bath featuring radiant heated floors, a double vanity, oversized porcelain tile, a frameless glass shower, Kohler fixtures, and thoughtfully selected designer finishes. Upstairs, two spacious en-suite bedrooms and a versatile loft/den provide comfortable accommodations for family, guests, or a dedicated home office. The unfinished lower level adds exceptional flexibility for a personal gym, office, den, and abundant storage, creating the ideal space for today's lifestyle. Positioned on a desirable corner lot, this end-unit residence enjoys a level of privacy rarely found in townhome living. The professionally landscaped backyard features a spacious fenced deck for outdoor entertaining, while the expansive side yard provides an unusually large lawn and added separation from neighboring homes, creating an open, single-family feel. Additional highlights include high-efficiency two-zone heating and cooling, high basement ceilings, a two-car garage with private driveway parking, black-clad windows, carriage-style garage doors, architectural shingle-style exteriors, and low-maintenance siding and trim. Residents of The Sagamore enjoy a truly resort-inspired lifestyle with a 24-hour staffed gatehouse and an exceptional private clubhouse offering a fitness center, golf simulator, movie screening room, entertainment spaces, outdoor swimming pool, tennis court, putting green, outdoor kitchen, fire pit, and beautifully landscaped grounds. This is a rare opportunity to own one of the community's premier end-unit residences—an impeccably upgraded home that seamlessly combines timeless elegance, exceptional craftsmanship, and effortless luxury in one of Woodbury's most desirable gated communities.

115 Three Ponds Lane E, 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

$2,295,000

3 Beds ⋅ 5 Baths ⋅ 1009160 MLS

This elegant residence is set within the distinguished Sagamore at Mill Pond community in Woodbury, where residents enjoy the privacy and ease of a 24/7 gatehouse, along with a separate clubhouse featuring indoor entertainment space, a gym, screening room, golf simulator, and outdoor amenities including a tennis court, pool, outdoor kitchen, putting green, and community fire pit. Originally offered as the "Model Showcase" it is beautifully appointed with every bell and whistle the builder had to offer. This B-style model presents refined living with a thoughtful layout, quality finishes, and exceptional comfort across three levels. Designed for both everyday ease and gracious entertaining, the home blends convenience, privacy, and sophisticated low-maintenance living. The main level welcomes you with an open and inviting flow, where carefully selected details are showcased throughout. A spacious living room with fireplace, dining area, powder room, and beautifully designed kitchen with premium appliances, custom cabinetry, quartz countertops, an oversized sink, island seating, and elegant cabinet lighting create a polished and highly functional setting. Recessed LED lighting, hardwood floors, high ceilings, upgraded moldings, solid-core doors, a Lutron lighting system, automatic shades, and refined hardware further contribute to the home’s sophisticated feel. The first-floor primary suite serves as a private retreat with generous walk-in closet space and a luxurious bath featuring radiant heated floors, a double vanity, oversized porcelain tile, a frameless glass shower, Kohler fixtures, and designer-selected finishes. The second level includes two en-suite bedrooms and a den, providing flexible space for guests, work, or relaxation. The finished lower level expands the home’s living potential with a gym, office, den, powder room, and storage, creating excellent versatility for modern living. Set on a desirable corner property, the residence features a generous private backyard with a deck and professionally landscaped plantings. A spacious side yard with a large grassed area adds a rare sense of openness and separation between neighboring homes. Additional highlights include high-efficiency two-zone heating and cooling, high basement ceilings, architectural shingle-style exterior design, black-clad windows, low-maintenance siding and trim, carriage-style garage doors, a two-car garage, and private driveway parking. A rare opportunity within Sagamore at Woodbury, this residence combines luxury finishes, functional design, and low-maintenance living, all conveniently located near shopping, dining, and major highways while enjoying a prime North Shore setting.

102 Three Ponds Lane E, 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

$1,379,000

3 Beds ⋅ 3 Baths ⋅ 966567 MLS

49 Canterbury, A RESORT STYLE RETREAT ... where sophisticated living meets effortless entertaining in one of Woodbury's most desirable neighborhoods! Privately set on beautifully landscaped grounds, this expanded split-level residence offers the perfect balance of elegance, comfort, and exceptional outdoor living. Thoughtfully maintained and impeccably cared for, every space reflects pride of ownership and timeless appeal. Inside, sun-filled living spaces flow seamlessly throughout the home, creating an inviting atmosphere for both everyday living and memorable gatherings. Two natural gas fireplaces anchor the living and family rooms, adding warmth, character, and year-round ambiance. The new modern spacious eat-in kitchen serves as the heart of the home, featuring stainless steel appliances, a center island, abundant storage, and views overlooking the spectacular backyard—allowing indoor and outdoor entertaining to blend effortlessly. Offering three generously sized bedrooms and three full bathrooms, the home's flexible floor plan also includes an additional living area ideal for a private home office, media room, library, or playroom, while the finished lower level provides even more versatile space for recreation, fitness, guests, or today's evolving lifestyle. The true showpiece awaits outdoors. Designed as a private backyard retreat, the resort-inspired property features a heated in-ground pool with a cascading waterfall, a recently installed liner, expansive patio and deck areas, and professionally landscaped grounds that create an atmosphere of complete privacy. Whether hosting elegant summer soirées, relaxing poolside, or enjoying quiet evenings under the stars, this outdoor sanctuary is designed to be enjoyed in every season. Perfectly located near award-winning Syosset schools, parks, shopping, fine dining, and convenient commuter routes, this exceptional residence delivers the lifestyle today's discerning buyers seek. This home is for you if you appreciate quality, privacy, and a home designed for both refined living and unforgettable entertaining, 49 Canterbury presents a rare opportunity to own a move-in-ready property in one of Woodbury's most coveted communities.

49 Canterbury Road, Woodbury

$1,699,888

3 Beds ⋅ 3 Baths ⋅ 985829 MLS

Welcome to this beautifully renovated luxury home located in the highly sought-after Syosset School District,located in the prestigious Woodbury community. Situated on an expansive 2-acre lot, this exceptional property offers privacy, space, and refined modern living. The main level features approximately 1,798 sq ft of thoughtfully designed living space, showcasing premium solid hardwood flooring throughout and a bright, open layout filled with natural light. The home has been fully updated with high-end materials and modern finishes, blending elegance with everyday functionality. This residence offers 3 spacious bedrooms and 3 full bathrooms, all tastefully designed with quality craftsmanship and contemporary style. A two-car garage adds convenience and functionality to this already impressive home. The fully finished basement adds approximately 1,500 sq ft of additional living space, perfect for a recreation area, home office, gym, or guest suite. Enjoy a prime location just minutes from Cold Spring Harbor LIRR station, providing a convenient commute to Manhattan in three stops. Elementary, middle, and high schools are all within a short 5–8 minute drive. A rare opportunity to own a move-in ready luxury home with expansive land, modern upgrades, and unbeatable convenience.

17 Woodbury Road, 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

$1,200,000

3 Beds ⋅ 4 Baths ⋅ 942967 MLS

Welcome to this charming split-level home, offering three spacious bedrooms, three full bathrooms and a half bath. The open concept living area boasts gleaming wood floors and an abundance of natural light. The kitchen is a chef's dream, featuring a large island, quartz counters, SS appliances and a vaulted ceiling with skylights. A dedicated playroom and a full finished basement provide ample space for recreation and storage. Outside, enjoy the expansive backyard with a patio, perfect for entertaining and a large deck for relaxing. Nestled on a peaceful dead-end street this property ensures privacy and tranquility on a generous lot.

26 Canterbury Road, Woodbury

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