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$1,799,000
5 Beds ⋅ 4 Baths ⋅ 999883 MLS
Welcome to 83 Joyce Lane in the highly sought after Woodbury Knolls. This beautifully expanded and renovated Farm Ranch offers approximately 4,200 square feet of thoughtfully designed living space. Expanded and renovated in 2023, this 5 bedroom, 4 bathroom home seamlessly blends modern luxury with comfortable everyday living. The sun filled interior features spacious open concept living areas, generously sized bedrooms, and beautifully updated finishes throughout. Designed for both entertaining and daily functionality, the home offers an effortless flow between the main living spaces and the private bedroom quarters. The primary suite features an oversized custom closet with built-in island, and a spacious primary bath with a large shower, double sink and free standing tub. The basement is finished with a large play area, home gym, bedroom, and full bath. Step outside to your own resort-style backyard retreat featuring a sparkling in-ground pool, expansive patio, and a built-in outdoor kitchen, perfect for summer entertaining and relaxing in complete privacy. Located in the heart of Woodbury and the award winning Syosset School District.

83 Joyce Lane, Woodbury
$1,299,000
5 Beds ⋅ 2 Baths ⋅ 992224 MLS
Welcome home to 193 Woodbury Road. This five-bedroom, one-and-a-half-bath Colonial built in 1908 has been exceptionally maintained and fully updated throughout. A large covered front porch and beautifully landscaped grounds set the tone the moment you arrive. Spanning three levels, the main level offers an open concept layout with generous living and dining areas, a completely updated kitchen, and an updated half bath. The second level features two bedrooms and a fully updated bath. The third level offers two additional bedrooms. The home has natural gas, a dedicated gas line to the grill, and Nest thermostats. A detached garage and just over one-third of an acre complete this move-in ready home

193 Woodbury Road, 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
$1,980,000
5 Beds ⋅ 7 Baths ⋅ 994262 MLS
A HUDSON VALLEY MINI ESTATE WITH 7,500+ SQFT | BACKING ONTO PROTECTED LAND AND FALKIRK GOLF COURSE | 50 MIN TO MANHATTAN === WHAT SETS THIS HOME APART — THE LARGEST HOME IN THE GREENS OF WOODBURY: 5,312 sqft above grade plus 2,200 sqft fully finished lower level. Only home in the community at this scale. — A PERMANENT VIEW: 0.76-acre lot backs onto Town of Woodbury preserve land and Falkirk golf course. No new construction possible behind the property. — 50 MIN TO MANHATTAN: 9 min to Harriman train (NJ Transit direct to Penn Station in ~1 hour). 50 min via I-87 to GWB. Commutable daily or hybrid. — YEARS OF RELENTLESS INVESTMENT: 2003 shell is original. Most of what defines the home today—iron-and-glass doors, chandeliers, hardwoods, the 2,200 sqft lower level, entire backyard—is the owner's work. — NO HOA: Unusual at this caliber. True ownership, no recurring fees. === WHAT THE OWNER HAS BUILT The 2003 shell was built by The Greens of Woodbury's original developer. Almost everything visible today reflects the current owner's continuous investment. Inside: hand-forged iron-and-glass entry doors with smart fingerprint access. Three new chandeliers, anchored by the signature five-tier jade-based crystal piece. New solid hardwood throughout second floor. Motorized window treatments. 2,200 sqft finished lower level with new AC—wood flooring, bar area, billiards and ping pong, sauna with en-suite bath, au pair suite with en-suite bath, multi-person whirlpool. Outside: 792 sqft heated pool with waterfall (2020). Extensive stone paver patio at entertaining scale. Three distinct outdoor entertaining zones: banquet-scale grilling station in the main yard, covered pavilion on its own balcony, propane fire pit lounge on a separate balcony. Multi-level planted terraces with retaining walls and integrated automated lighting. Ornamental iron fenced rear yard. Whole-house solar (2024). Every visible system reflects 2020s standards. The next owner inherits a finished asset, not a project. === THE HOME 5 bedrooms. Six full and one half baths. Three fireplaces. Solid hardwood throughout all three levels. Circular stone paver driveway lined with Bradford Pear trees. Hand-forged iron-and-glass double entry doors open to a two-story foyer—a prelude to a five-tier jade-based crystal chandelier in the glass-wrapped great room. Generously scaled dining room, family room, chef's kitchen flow seamlessly across the main level. Six-burner range with built-in indoor grill, granite counters, custom cabinetry, island, walk-in pantry. Main-floor in-law suite with private balcony access offers single-level living. Upstairs, expansive primary suite anchors the second floor with dual-aspect balcony, steam shower, whirlpool tub, two walk-in closets, and dedicated office/yoga room. Two additional en-suite bedrooms; one with a home office that converts back to a bedroom. Attached 1,482 sqft garage—one of the home's most useful features—offers true five-car capacity with substantial workspace. === SCHOOLS & LOCATION Monroe-Woodbury Central School District — strong athletic tradition with cross country state championships (2022-2024) and Class AA football finals appearances. School bus stop at the front. 5 min to Woodbury Common Premium Outlets (world's largest luxury designer outlet, 250+ stores) and I-87. 9 min to Harriman train (direct to Penn Station in ~1 hour). West Point 25 min, Bear Mountain 15, Legoland 20. Orange County orchards, wineries, and farm-to-table restaurants throughout the area. A commuter location with the lifestyle of a country estate.

23 Greenwich Avenue, Woodbury
$2,798,000
5 Beds ⋅ 7 Baths ⋅ 993715 MLS
Welcome to this exceptional custom-built Colonial nestled in the highly sought-after Swan Lake development of Woodbury, located within the award-winning Syosset School District. Boasting approximately 6,000 square feet of thoughtfully designed living space, this magnificent residence offers 12 spacious rooms, including 5 generously sized bedrooms—each featuring its own walk-in closet—and 6 full bathrooms. Crafted with superior quality and attention to detail, this home features stunning marble and granite finishes throughout, creating a timeless and elegant atmosphere. The expansive layout offers seamless flow, ideal for both everyday living and entertaining on a grand scale. The fully finished basement with outside entrance provides versatile additional living space, perfect for recreation, guests, or extended family. Step outside to a beautifully level and private backyard, where luxury meets lifestyle. The outdoor kitchen area is a true showpiece, complete with a pizza oven imported directly from Italy—perfect for entertaining and creating unforgettable experiences. This one-of-a-kind residence is more than just a home—it’s a true oasis offering sophistication, comfort, and exceptional craftsmanship in one of Woodbury’s premier locations.

21 Chauncey Place, Woodbury
$2,899,999
6 Beds ⋅ 7 Baths ⋅ 989842 MLS
Welcome to this exceptional home offering the perfect blend of luxury, space, and modern living. Boasting 6 spacious bedrooms and 6.5 beautifully appointed bathrooms, this residence is thoughtfully designed for both everyday comfort and upscale entertaining. The first floor features a seamless open-concept layout anchored by a stunning kitchen that flows effortlessly into expansive living, dining, and family room spaces—ideal for gatherings of any size. A versatile first-floor bedroom provides flexibility for guests, a home office, or multigenerational living, complemented by a nearby full bathroom as well as an additional powder room for added convenience. Upstairs, you’ll find five generously sized bedrooms and four full bathrooms, including a luxurious primary suite. A striking open walkway overlooks the living room below, creating a dramatic sense of space and natural light throughout the home. The fully finished basement elevates the home’s entertainment potential, complete with a dedicated gym, wet bar, and ample room for recreation, media, or hosting. Car enthusiasts and eco-conscious buyers alike will appreciate the oversized 3-car garage equipped with multiple EV charging stations. Step outside to a backyard oasis that seamlessly connects to nature while offering endless possibilities for outdoor living. Featuring an outdoor kitchen and expansive grounds, there’s plenty of space to add a pool, tennis court, or custom retreat tailored to your lifestyle. This is a rare opportunity to own a home that truly has it all—space, style, and unmatched versatility.

12 Chauncey Place, Woodbury
$2,200,000
5 Beds ⋅ 5 Baths ⋅ 992528 MLS
Located within the prestigious gated community of The Gates in Woodbury, this exceptional 5 bedroom, 5 bath residence offers the perfect blend of elegance and everyday livability on a breathtaking one acre park-like setting. Designed with entertaining in mind, the home features spacious principal rooms that flow seamlessly from one to the next. The inviting den is a true showstopper, anchored by a cozy fireplace, warmed by radiant heated floors, and opening directly to the patio through walkout access, making indoor-outdoor living effortless. The primary suite is a private retreat, complete with a beautifully renovated en suite bath. Step outside and discover a lush, expansive acre with endless possibilities, ample room to add a pool or simply enjoy the serene, park-like grounds as they are. Syosset School District.

21 Kodiak Drive, Woodbury
$1,875,000
4 Beds ⋅ 3 Baths ⋅ 954217 MLS
Welcome to this spectacular ranch in the coveted Woodbury Estates. Impeccably maintained, this home exudes sophistication and architectural excellence. This stunning 4-bedroom, 3 bath home boasts an inviting open floor plan, ideal for both everyday living and entertaining. Situated on one acre of manicured property, this home provides the perfect blend of serenity and convenience. Upon entering, you are greeted by a large foyer with cathedral ceilings and a skylight. Double doors lead to the spacious den which offers a calm and inviting space for relaxing. The large living and dining room feature floor to ceiling windows that fill the house with an abundance of natural light. Recently renovated eat in kitchen kitchen features top-of-the-line appliances, granite countertops, center island & gas cooking. Large primary bedroom suite, 3 additional bedrooms and 2 full baths. Retreat to the private backyard oasis with multi tiered decking, making it an entertainer's delight. Additional amenities include hi-hats throughout, gas fireplace, custom moldings, 2-car garage, full basement and professional landscaping. Conveniently located near schools, shops, dinning, parks, and highways. Award-winning Syosset school district, Walt Whitman Elem/Thompson Middle School. Dont miss this remarkable home.

2 Yukon Drive, 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
$2,895,000
6 Beds ⋅ 6 Baths ⋅ 989712 MLS
Welcome to this stunning, fully gut-renovated Contemporary nestled on one of the largest lots in the prestigious gated community of Windemere — a rare 1.26-acre private cul-de-sac setting with room for a pool and endless possibilities. From the moment you arrive via the elegant circular driveway, this 5-bedroom, 5.5-bath showpiece makes an unforgettable impression. Thoughtfully designed with soaring ceiling heights and an open-concept layout, walls of glass and sliders flood every room with natural light, creating a bright, airy atmosphere throughout. The designer kitchen is a true centerpiece, featuring high-end appliances and seamlessly flowing into a sun-drenched sunroom and a massive great room — perfect for everyday living and effortless entertaining. A wet bar and sleek linear fireplace add sophistication to the living spaces, while the upstairs loft offers flexible additional living space. The main-floor primary suite is a private sanctuary unto itself, complete with sliding glass doors opening to the expansive Trex deck, floating stairs, a custom walk-in closet, and a spa-inspired bath boasting radiant heat flooring, a built-in towel warmer, and a freestanding soaking tub. Step outside to your own resort-style backyard retreat — a massive Trex deck with a full outdoor kitchen and multiple lounge and dining areas, with stairs leading down to the sprawling backyard. The full finished walk-out basement adds tremendous additional living and entertaining space, completing this exceptional offering. A truly rare opportunity in one of the area's most sought-after communities.

7 Windemere Crest, Woodbury
$2,499,999
6 Beds ⋅ 4 Baths ⋅ 987944 MLS
Sun-drenched and beautifully designed, this 6 bedroom, 4 full bath, 4670 square foot contemporary home offers an expansive open floor plan with soaring ceilings and an effortless flow for both everyday living and entertaining. Generous room sizes throughout are complemented by a striking living room featuring a stacked stone accent wall with a gas fireplace. The updated, state-of-the-art eat-in kitchen is equipped with stainless steel appliances and Silestone countertops, blending style and functionality. The spacious primary suite offers a true retreat, complete with a luxurious oversized bath. The second floor includes an additional flexible space ideal as a sixth bedroom or den. The fully finished basement provides exceptional bonus space with a playroom, theater, gym, and abundant storage. Set on a beautifully landscaped .73-acre property, the backyard features a newer in-ground gunite pool, perfect for outdoor enjoyment. Located within the private, gated community of Windemere, residents enjoy access to tennis and a scenic lake. All within the Syosset School District.

18 Windemere Way, 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
$2,349,999
4 Beds ⋅ 6 Baths ⋅ 987761 MLS
Welcome to 14 Pine Drive, a stately 4-bedroom, 6-bathroom residence nestled in the prestigious Hunting Hill community of Woodbury. Set on over an acre of flat, beautifully manicured land, this home offers an incredible lifestyle with a private tennis court and expansive outdoor space perfect for entertaining or relaxing in total privacy. Inside, the home opens with a grand entry foyer leading to a spacious formal living room and elegant dining room, ideal for hosting. The large, open-concept kitchen flows into a cozy den with views of the stunning backyard. The first floor also boasts two convenient half bathrooms and a luxurious primary suite featuring sliding doors that open to a private deck, along with a spa-like ensuite bathroom and generous walk-in closets. Upstairs, you'll find three additional bedrooms with excellent closet space and two full bathrooms, offering plenty of room for guests. The finished basement provides impressive recreation space, ideal for a media room, gym, or game area and a private room perfect for guests Located in one of Woodbury’s most sought-after neighborhoods, 14 Pine Drive offers privacy, space, and amenities that rarely come to market. Don’t miss this incredible opportunity.

14 Pine Drive, Woodbury
$2,299,000
4 Beds ⋅ 3 Baths ⋅ 986777 MLS
Privately set on a beautifully landscaped acre, this exceptional four bedroom ranch is approached by a long driveway, offering both privacy and a striking first impression. This beautiful home blends timeless architecture with modern updates, highlighted by soaring ceilings, walls of glass, skylights, and wide-plank white oak flooring that create a light-filled, open atmosphere throughout. A welcoming skylit entry introduces expansive living spaces designed for both comfortable living and elegant entertaining. The formal dining room flows effortlessly into a well-appointed butler’s pantry with custom cabinetry. The chef’s kitchen is the heart of the home, featuring custom floor-to-ceiling cabinetry, quartz countertops, a large center island with seating, premium stainless steel appliances including a double oven and cooktop, under-cabinet lighting, and polished concrete flooring. The adjacent breakfast area opens through sliding doors to the rear property, creating a seamless indoor-outdoor connection. A spacious great room space, with an open-concept setting offers exceptional flexibility in layout and design, featuring a soaring cathedral ceiling, multiple skylights that fill the space with natural light, a cozy gas fireplace, and expansive windows. Seamlessly connected to the formal living room, it provides endless possibilities for arranging and customizing the space to suit both everyday living and entertaining. The primary suite is a true retreat, offering a spacious sitting area, automated window treatments, multiple exposures for natural light, and a custom walk-in closet. The spa-inspired bath features radiant heated floors, a frameless glass shower, soaking tub, double floating vanity, and ample storage. Three additional bedrooms are generously sized with large closets and oversized windows. The finished lower level provides additional versatility for play space, a home office, recreation area ideal for today’s flexible lifestyle. The outdoor setting is equally impressive, featuring a fully fenced, park-like property with mature specimen trees and lush perennial gardens. A newly reconstructed heated saltwater pool with a waterfall feature is surrounded by custom concrete and maintenance-free decking, complemented by smart LED lighting for effortless ambiance. Additional highlights include new Andersen windows and doors, updated roofing and stucco exterior, gas heating, alarm system with remote access, underground sprinklers, new carpeting, radiant heat, and premium finishes throughout.

161 Yukon Drive, 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
$1,488,000
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
$2,650,000
7 Beds ⋅ 6 Baths ⋅ 979421 MLS
Syosset School District, Private Lake, there is a band new swimming pool in the backyard and a fish pond in the front yard, New A/C, Kitchen with underfloor heating, home theater in the basement

117 Plainview Road, Woodbury
$2,150,000
6 Beds ⋅ 4 Baths ⋅ 977793 MLS
Welcome to the former Model home in the gated community of Hunters Run. Unique in architecture and design. This wonderful traditional Contemporary has the potential for 6 bedrooms! Elegant entertaining space. Kitchen & main living areas featured in Home magazine and were designed by a well known interior designer. An Anderson sliding door in the kitchen leads out to spacious .57 acre with outdoor kitchen that uses propane for cooking, hot tub, spectacular entertaining space and specimen landscaping. Entry to home has 2 story entry, room for grand piano, powder room and spacious closet. Living room with gas fireplace, picture windows, hi hat lighting, and beverage center with wet bar. Den has surround sound and large picture windows. Oversized dining room includes surround sound and room for large furniture. Primary bedroom with spacious bath with oversized Jacuzzi tub, separate shower and smart toilet is located on the first floor Upstairs 3 bedrooms with the possibility of the bonus room ( gym/ playroom) as additional bedroom. The basement has a potential for a bedroom / bath, office with egress windows, large room for pool table, wonderful storage and sound proof room for musicians. 3 Car Garage including 220 - port EV charging station, full house generator, 9 zone heating & cooling system, IGS, alarmed, and CVAC. Syosset School District

9 The Grasslands, Woodbury
$1,899,000
4 Beds ⋅ 5 Baths ⋅ 968244 MLS
Discover the perfect blend of mid-century elegance and expansive potential at 1 The Brae. Nestled on a sprawling 1.00-acre lot in one of Woodbury’s most coveted neighborhoods, this 4-bedroom, 5-bathroom residence offers a rare sanctuary of privacy and grace. Built in 1958 and spanning 2,707 square feet across two levels, the home features a thoughtful layout with a cozy fireplace and a versatile floor plan ready for your personal touch. Whether you envision a modern renovation or moving right into its classic charm, this property provides a lush, park-like setting perfect for grand-scale entertaining

1 The Brae, Woodbury
$1,899,999
5 Beds ⋅ 5 Baths ⋅ 971942 MLS
Beautiful Colonial Home on 1 Acre with Modern Upgrades & Resort-Style Amenities Spacious 5-bedroom, 3 full bath, 2 half bath Colonial with inground pool set on a private 1-acre lot. Updated kitchen features granite countertops and stainless steel appliances. This well-maintained home includes numerous recent upgrades: newer gas boiler (2 zones), brand-new hot water heater, and central air with updated ductwork. Owned solar panels provide energy efficiency. Enjoy outdoor living with a stunning in-ground pool (approx. 44x25) with a new heater, Deck, Patio, Porch along with an in-ground sprinkler system and a French drain for proper drainage. Additional features include EV charging capability, generator hookup, and a roof that is approximately 8 years old. Interior highlights include updated electrical (200 amps) and recessed lighting throughout. Exterior amenities include a 3-car garage and a circular driveway for ample parking, Generator hook up, Tesla Eva Charger. Approximately 3,400 sq ft of living space.

10 Hunting Hill Road, Woodbury
$1,450,000
4 Beds ⋅ 3 Baths ⋅ 973139 MLS
Welcome to this meticulously maintained ~2,900sqft Colonial in the heart of Woodbury, located within the award-winning Syosset Central School District. Positioned at the end of the block and bordering a nature preserve, with mature green giants lining the property for added privacy. This move-in ready home features 4 bedrooms, 3 full bathrooms, an open layout, and hardwood floors throughout. The main level is thoughtfully designed with scale and flow, featuring soaring ceilings, a spacious living room, formal dining room, and a formal family room. The centerpiece of the home is the brand-new beautifully appointed kitchen with updated appliances, extensive cabinetry, and a newly installed center island. Upstairs, a bright loft provides a versatile space for a home office or additional living area. The primary suite features soaring vaulted ceilings, a fully renovated spa-style bathroom with radiant heated floors, soaking tub, double vanity, bidet, oversized rain shower, and integrated Bluetooth. Three additional bedrooms are generously sized and complemented by a full bathroom. A washer and dryer are conveniently located on the second level. The full finished basement with a separate side entrance offers expansive, highly usable living space—ideal for a media room, gym, playroom, or additional entertaining area. The backyard is designed for entertaining, featuring pavers, a semi-inground pool, and mature landscaping. Additional highlights include new appliances, in-ground sprinklers, an above-ground oil tank, a well-maintained boiler and roof, and a two-car garage. A well-maintained, move-in ready home offering space, privacy, and location in one of Woodbury’s most desirable neighborhoods.

4 2nd Street, Woodbury
$2,998,000
5 Beds ⋅ 5 Baths ⋅ 966093 MLS
Architecturally distinguished and extensively updated, this stately custom Colonial set on nearly one acre of private cul-de-sac property in the heart of Woodbury. Offering 5,181 square feet of refined living space, this residence reflects timeless design, superior craftsmanship, and meticulous attention to detail. The home presents with a fresh, like-new aesthetic, highlighted by a fully renovated gourmet kitchen and 5 bathrooms redesigned and completed in 2022. A dramatic two-story foyer introduces 9-foot ceilings and a gracious floor plan designed for both elegant entertaining and comfortable everyday living. The gourmet chef’s kitchen, appointed with high-end appliances and quartz countertops, opens seamlessly to the breakfast area and flows through a fully equipped butler’s pantry featuring a bar sink, wine refrigerator, and additional under-counter refrigeration. The main level also features a formal dining room, family room, living room with fireplace, beautifully appointed bonus room with fireplace, ideal as a private library, executive office, or refined den, first-floor bedroom for extended family or nanny quarters, laundry room, powder room, and an additional full bath. Three fireplaces throughout the home provide warmth and architectural presence. The primary suite is a private sanctuary, offering a sitting retreat with shared gas fireplace with bedroom, an expansive walk-in closet, built-in dressing vanity, and a beautifully renovated spa-inspired bath (2022). A princess suite includes its own newly redesigned en-suite bath, while two additional bedrooms share a renovated Jack & Jill bath. Trey ceilings in bedrooms and vaulted ceilings in bathrooms enhance the home’s architectural character. Outdoor living is equally impressive with an expansive covered deck off the kitchen, large brick patio, and a gunite pool with heater (2018), all surrounded by mature landscaping that provides exceptional privacy. Additional highlights include a three-car garage, two staircases, radiant heat in bathrooms, 5-zone heating, 5-zone central air (2019), roof (2017), hot water heater (2018), garage doors (2018), and full-house water filtration system. Ideally located near transportation, shopping, and dining, and within the highly regarded Syosset School District, including Berry Hill Elementary, this exceptional Woodbury residence offers scale, privacy, and turnkey luxury in one of the area’s most desirable locations

15 Pironi Court, Woodbury
$1,699,000
5 Beds ⋅ 4 Baths ⋅ 957701 MLS
Privately set on over one acre in Woodbury’s prestigious Hunting Hills, this elegant center hall Colonial blends timeless architecture with modern comfort in the Syosset School District. Offering over 3,000 square feet, the home includes five bedrooms and 3.5 baths, with a sought-after first-floor guest suite. A marble foyer welcomes you into sun-drenched living spaces perfect for everyday living and entertaining. The custom chef's kitchen features radiant heated floors, Sub-Zero refrigerator and freezer, dual Bosch wall ovens, and opens to a bright sunroom with breakfast area. The formal dining room showcases custom built-ins, while the den with a wood-burning fireplace offers serene views of the resort-style grounds. Outside, enjoy a private retreat complete with a heated gunite pool, patio, pergola, and a cabana with full bath, changing area, and kitchenette. The finished basement provides additional lifestyle space with a home gym, pantry, cedar closet, and laundry. Completing the home are hardwood and porcelain floors, custom closets, Andersen windows, energy-efficient systems, multi-zone irrigation, and a two-car attached garage with interior access, a truly special offering in one of Woodbury’s most desirable neighborhoods.

65 Avery 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
$4,988,000
6 Beds ⋅ 7 Baths ⋅ 935692 MLS
Modern Luxury to be built in The Gates of Woodbury. Welcome to 7 The Rise, a breathtaking custom-designed residence located in one of Woodbury’s most prestigious and sought-after neighborhoods. Set on a full one-acre property, this custom built masterpiece offers exceptional craftsmanship, refined architectural detail, and a lifestyle of elevated comfort. Inside, you’ll find soaring ceilings, expansive sun-filled living spaces, and 6 spacious en-suite bedrooms, each designed with sophistication and privacy in mind. The heart of the home features meticulously curated custom luxury finishes, from the chef’s kitchen to the spa-inspired baths, creating an atmosphere of effortless elegance throughout. Whether you’re entertaining or enjoying quiet moments at home, the seamless indoor-outdoor flow is unparalleled. The lush, landscaped property showcases a stunning gunite pool, perfect for summer relaxation and gatherings. Additional highlights include a 3-car garage, premium materials, and thoughtfully designed spaces ideal for both everyday living and grand-scale hosting. A rare opportunity to customize a truly extraordinary new construction home by on of Long Island's most distinguished luxury home builders. Located in the award winning Syosset School District.

7 The Rise, Woodbury
$1,750,000
5 Beds ⋅ 4 Baths ⋅ 932057 MLS
Elegant Move-In-Ready Ranch with Pool, Office, and Full Finished Basement in the Syosset School District. Welcome to 28 Elm Street, a beautifully renovated five-bedroom, three-bath ranch offering the perfect combination of modern design, functionality, and timeless comfort. Located on a quiet, tree-lined street in one of Woodbury’s most desirable neighborhoods, this home is ideal for everyday living and entertaining alike. Step inside to a sun-filled open layout 5 bedroom ranch with finished basement: Featuring a spacious living room, den, dining area, and chef’s kitchen with custom cabinetry, quartz countertops, and premium stainless-steel appliances. A separate home office provides the perfect space for work or study and gym. The main level offers five generous bedrooms, including a serene primary suite with an elegant ensuite bath. The fully finished lower level extends the living space with a guest bedroom, full bath, full attic with HVAC, recreation area, and gym—ideal for extended family or guests. Step outside to your private backyard oasis featuring a sparkling in-ground pool, expansive patio, and beautifully landscaped grounds—perfect for relaxing or hosting gatherings. Highlights: Five bedrooms + home office | Three full baths. Full finished basement with bedroom and bath. In-ground pool and private landscaped yard. Designer kitchen with quartz counters and premium appliances. Hardwood floors and recessed lighting throughout. Attached two-car garage and spacious driveway. Award-winning Syosset School District. Perfectly located near parks, shopping, and fine dining, 28 Elm Street combines luxury living with everyday comfort in the heart of Woodbury.

28 Elm Street, Woodbury
$59,000
847785 MLS
Wonderful vacant lot in a developed community with CORNWALL SCHOOLS. The wooded lot has outstanding mountain views and is similar in size to the other lots in the neighborhood. Builders can take advantage of nearby municipal water and sewer. Make an offer today.

11 Olympus Road, Woodbury

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