Refine Search
Map
Sort by
$1,288,000
4 Beds ⋅ 2 Baths ⋅ 1017959 MLS
Completely renovated and move-in ready! This stunning 4-bedroom, 3-bathroom home showcases a bright open floor plan with high-end finishes throughout. Features include a gorgeous new chef’s kitchen with quartz countertops, spacious living and dining areas, beautifully updated bathrooms, recessed lighting, hardwood floors, and a fully finished basement offering flexible living space. Located on a quiet street in the highly sought-after Syosset School District, with easy access to shopping, parks, restaurants, major roadways, and the LIRR. A rare opportunity to own a turnkey home in one of Woodbury’s most desirable neighborhoods.

17 Wren Drive, Woodbury
$1,699,999
6 Beds ⋅ 5 Baths ⋅ 1018262 MLS
Stunning Colonial home built in 2007, located in one of the most sought-after areas of Syosset. This spacious residence features 6 generously sized bedrooms and 5 full bathrooms. Enjoy an updated kitchen with granite countertops and modern cabinetry, along with beautifully renovated bathrooms. The home boasts hardwood floors throughout, recessed lighting (hi-hats), two cozy fireplaces, and a skylight that brings in an abundance of natural light. Solar panels are leased. Additional features include a roof and gas boiler both from 2007, central air conditioning plus one unit, and energy-efficient Pella windows. The fully finished basement offers extra living space, perfect for entertainment or guests. Step outside to a beautifully paved patio in the backyard—ideal for outdoor gatherings. A one-car garage adds convenience and storage. This home is move-in ready and a must-see. Don’t miss this incredible opportunity—it won’t last long!

6 Garden Circle, Syosset
$1,649,999
5 Beds ⋅ 4 Baths ⋅ 1018165 MLS
Brand New Construction at 26 Fieldstone – Luxury Living in North Syosset with Syosset Schools Welcome to this exceptional new construction residence located in the highly sought-after North Syosset area, within the prestigious Syosset School District. Designed with sophistication and modern living in mind, this stunning home offers 5 spacious bedrooms and 4 full bathrooms with an expansive, open-concept layout. The designer chef’s kitchen is the centerpiece of the home, featuring elegant quartz countertops, premium stainless steel appliances, and a seamless flow into the sun-drenched living and dining areas—perfect for both everyday living and upscale entertaining. Rich hardwood floors run throughout, while a stylish fireplace creates a warm and inviting ambiance. Retreat to the luxurious primary suite, complete with a spa-inspired en-suite bath and a generously sized walk-in closet. Every detail of this home showcases high-end craftsmanship and thoughtfully selected finishes. Additional highlights include a 1-car garage with electric doors and a beautifully designed interior that perfectly balances comfort and elegance. Ideally situated in North Syosset, close to shopping, dining, parks, and transportation, this home offers the perfect combination of luxury, location, and lifestyle. A rare opportunity to own a brand new, move-in ready home in one of Syosset’s most desirable neighborhoods.

26 Fieldstone Drive, Syosset
$2,140,000
5 Beds ⋅ 4 Baths ⋅ 1016366 MLS
NEW CONSTRUCTION Completion July 2026- A Stunning Residence Designed with Comfort and Functionality in Mind, Quality Craftsmanship and Finishes Reflects throughout this Five Bedroom Colonial. Offering Custom Millwork, Coffered Ceilings, 9' Ceilings, Tray Ceilings. Entry Foyer leading to Living Room & Dining Rm -Open Concept .An Expansive Open Kitchen & Family Room overlooking private backyard provides a Relaxing Atmosphere. The Thoughtfully Designed Primary Suite Combines Comfort, Elegance - Generous Space Includes Two Walk-in Closets, Bright Spa-Inspired Bathroom with a Soaking Tub, Custom Vanities. A Convenient 1st Fl Bedroom Suite provides much Flexibility & Versatile Space-such as Office Option , Playroom ,Fitness Room and Adds Long Term Value to this Well Built Home. Outside Entrance to Basement Provides for more Space and Flexibility. Please Note ALL Utilities Connections are Included. Close Convenience to All -Shops, Schools, Dining and Transportation

23 Garden Circle, Syosset
$3,890,000
5 Beds ⋅ 6 Baths ⋅ 1016748 MLS
Top Syosset School District, Don't miss this wonderful better than new 5-bedroom home located in the gated community of Stone Hill Muttontown. Nestled within an exclusive private HOA community, zoned for pool,24 hour security, club house, indoor pool, tennis, lawn and snow removal. this luxurious estate provides the perfect blend of privacy, and modern comfort. Set on a sprawling 1.33 acre lot of elevated terrain, the home commands a stately presence with over 6661 square feet of refined living space. Upon entering, guests are greeted by soaring high ceilings that enhance the sense of openness and light throughout the home. Architectural details such as custom millwork, and expansive windows add sophistication and warmth to each room. The residence features 5 spacious bedrooms and 5.5 elegantly appointed bathrooms, each designed with high-end finishes, natural stone, and designer fixtures. The primary suite is a sanctuary of its own, complete with a sitting area, spa-inspired en-suite bath, and oversized walk-in closets. Living spaces are ideal for both entertaining and everyday luxury, including formal and casual living and dining areas, a chef’s kitchen with top-tier appliances and custom cabinetry, and a private home office. Outdoor living is just as impressive: lush landscaping surrounds the property, providing both beauty and seclusion. The elevated setting offers serene views and excellent drainage. There's ample space for a fish pond, outdoor kitchen, and garden retreats—perfect for enjoying the temperate climate in complete privacy. Backyard with BBQ area.

5 Westgate Road, Muttontown
$998,888
5 Beds ⋅ 2 Baths ⋅ 1012561 MLS
Welcome to this beautifully maintained sprawling ranch offering over 1,600 square feet of comfortable living space, perfectly blending charm, functionality, and convenience. Step inside to discover a warm and inviting open floor plan enhanced by hardwood floors and abundant natural light. The heart of the home is the fully renovated eat-in kitchen, featuring a spacious center island, ample cabinetry, and modern finishes—ideal for both everyday living and entertaining. Adjacent to the kitchen are the formal dining area and generous living room, creating a seamless flow throughout the main living spaces. This home offers four generously sized bedrooms, each providing comfort and ample closet space. In addition, the converted garage serves as a versatile bonus room or fifth bedroom, perfect for guests, a home office, gym, or playroom. Recent improvements include a brand-new driveway, adding both curb appeal and convenience. With its energy-efficient features, utility costs remain remarkably low, making homeownership even more affordable! Located within the highly acclaimed Syosset School District and benefiting from exceptionally low taxes, this property offering the perfect combination of comfort, style, and practicality, walking distance to shopping, dinning, LIRR and much more!

36 Richmond Street, Syosset
$2,398,000
4 Beds ⋅ 4 Baths ⋅ 1014197 MLS
Nestled at the end of a private cul-de-sac in prestigious Muttontown, New York, this magnificent four-bedroom, four-bathroom Colonial sits proudly on two lush, beautifully manicured acres within the Syosset School District. A long, scenic driveway framed by tall Green Giant hedging leads to a breathtaking grand foyer, custom archways, and exquisite ceiling details. The main floor features a dramatic, double-sided natural stone fireplace connecting the formal living room and cozy den, alongside a premium chef's kitchen equipped with a custom copper hood, gas cooktop, and warm radiant heated flooring. For maximum efficiency, a highly functional mudroom entrance offers an abundance of storage to match the deep closets throughout the layout. The upstairs layout is reserved for private relaxation, highlighting a dedicated second-floor laundry room and a luxurious primary bedroom suite boasting expansive walk-in closets and a custom steam shower with radiant heat. The expansive, fully finished basement features a dedicated home gym while still leaving massive additional space for recreation, a media area, or leisure, complete with a code-compliant egress window. The resort-style backyard is an entertainer's dream, featuring a heated in-ground pool with a propane heater, sprawling grounds with ample room for a tennis court, and a spectacular covered backyard portico. Premium infrastructure includes a whole-house Cummins generator, 4-zone climate control, an electric car charging port, buried utility lines, and a newer roof (less than two years old) that covers specifically the primary bedroom section and the backyard portico.

55 Wynn Court, Muttontown
$949,999
4 Beds ⋅ 2 Baths ⋅ 1012570 MLS
Super low taxes with walking distance to LIRR in Syosset! This spacious 4-bedroom, 2-full-bathroom charming home featuring high ceilings on every level, creating a bright and airy atmosphere throughout. The kitchen and bathrooms have been tastefully updated within the last five years, offering modern finishes and move-in-ready convenience. The full unfinished basement provides tremendous potential for additional living space, a recreation room, home office, gym, or abundant storage. Situated on an oversized 10,000+ sqft lot, this property offers exceptional opportunities for expansion, renovation, or new construction. Conveniently located near shopping, dining, parks, and transportation. A rare opportunity to own a versatile property with endless possibilities in a highly desirable location with Syosset SD!

7 Walters Avenue, Syosset
$2,100,000
6 Beds ⋅ 5 Baths ⋅ 1012793 MLS
5 Bedroom, 6 Bath, Colonial, Bright Open Floor Plan, Gourmet Eat In Kitchen, Hardwood Floors, CAC, Master Suite w/Walk in Closet, Family Room w/ Fireplace. Stunning Appointments And Eye Catching Millwork! Conveniently located in the Heart of North Syosset. Close to Shops, Restaurants, & Railroad.

37 Church Street, Syosset
$1,060,000
8 Beds ⋅ 3 Baths ⋅ 1011628 MLS
Welcome to this beautifully renovated 1 family home located in the Syosset School District, Long Island. Fully updated in 2025, this move-in ready residence offers modern upgrades and exceptional living space throughout. This spacious home features a total of 8 bedrooms, 3 full bathrooms. The property has been completely upgraded with brand-new windows, a new electric meter and electrical panel, a new heating system, new hot water system, as well as a new gas meter and gas system. The home also features a full attic and a full basement, offering abundant storage and additional potential living space. A rare highlight is the two-story double garage, along with an expansive driveway that can accommodate up to 7–8 vehicles—perfect for large households or guests. Ideally situated in a prime location, this property is close to the Syosset train station, making commuting effortless. Enjoy close proximity to beautiful golf courses, parks, shopping centers, restaurants, and all the conveniences the area has to offer.

31 Walters Avenue, Syosset
$2,199,000
5 Beds ⋅ 4 Baths ⋅ 1011509 MLS
Welcome to 6 Polo Court, a beautifully maintained residence tucked away on a quiet cul-de-sac in desirable Woodbury. Set on an oversized lot, this spacious home offers an elegant layout designed for both comfortable everyday living and effortless entertaining. The home features 5 bedrooms, generous living and dining spaces, a bright eat-in kitchen, and multiple areas ideal for gathering, working, or relaxing. Large windows bring in natural light throughout, while the private backyard provides a wonderful setting for outdoor enjoyment, entertaining, or future customization. Located within the highly regarded Syosset Central School District, this home offers convenient access to shopping, dining, parks, major roadways, and nearby Long Island amenities. A rare opportunity to own a spacious Woodbury home in a prime location with exceptional potential. Note: ALL Photos are Virtually Polished.

6 Polo Court, Woodbury
$2,050,000
5 Beds ⋅ 4 Baths ⋅ 1006370 MLS
Perfectly positioned on a coveted mid-block location within The Gates of Woodbury, this impressive Center Hall Colonial is set on a beautiful one-acre property and offers an exceptional blend of space, comfort, and timeless design. Thoughtfully crafted for both everyday living and entertaining, the home features generously proportioned rooms, a classic and highly functional floor plan, and seamless flow throughout. A full basement provides abundant storage and potential for additional living or recreational space, and the attached two-car garage adds everyday convenience. Located within the Syosset School District

19 Seward Drive, Woodbury
$1,888,000
5 Beds ⋅ 4 Baths ⋅ 1006505 MLS
Enjoy suburban calmness with city accessibility in the top-rated Syosset School District. Commuting is effortless with the Syosset LIRR station just minutes away, providing under 55-minute express service to Penn Station and Grand Central Madison. This secure, quiet home features a full ADT security system and underwent comprehensive renovations in 2018, including new infrastructure (roof, siding, windows, electric, and plumbing). The property offers five bedrooms, four bathrooms, and a light-filled kitchen with cozy radiant heat flooring. Expansive front and back decks perfect for outdoor family entertaining. Offering the perfect blend of lower taxes and unparalleled convenience, this home has it all. Must see. It won't last long!!

249 Cold Spring Road, Syosset
$3,488,000
4 Beds ⋅ 4 Baths ⋅ 1004056 MLS
Exceptional 2009 Custom built Colonial set on a flat 2.4-acre property in the Syosset School District. Designed with timeless curb appeal, this stucco and brick residence offers a bright, open layout with floor-to-ceiling windows, generous natural light, and elegant architectural detail throughout. 10 foot ceiling height on the main level, 9 foot ceiling on second floor. The home features a desirable main-level primary suite wing, offering privacy, comfort, and convenience. Two walk-in closets and a luxurious spa-like bath. An additional office on the main level with front to back fireplace and french doors to sweeping outdoor veranda, provides the perfect space for working from home, a library, or flexible guest space. Formal Living room with walls of glass, front to back fireplace, Formal dining room, powder room, gourmet chef's kitchen with gas cooking, breakfast nook, and family room. First floor also features a mudroom and pantry and access to 3 car garage. Second floor features an additional ensuite bedroom with balcony overlooking 2.4 acre park-like property and full bath. Additional 2 bedrooms with bathroom. Access to large attic space that can be finished for bonus room. Additional highlights include a 3-car garage, radiant heat in bathrooms, a heated circular driveway, and an expansive unfinished basement with 10-foot ceilings, offering incredible potential for future living, recreation, gym, theater, or storage space. Gas heat, gas cooking. A rare combination of acreage, luxury, location, and flexibility — all within the sought-after Syosset School District.

1960 Midlane S, Muttontown
$2,299,999
6 Beds ⋅ 5 Baths ⋅ 1005538 MLS
Welcome to 119 Plainview Road — a place where elegance meets ease. This expansive 4,500-square-foot Colonial rests on over an acre of pondfront property in Woodbury, where every inch has been thoughtfully maintained to create a home that feels as effortless as it is impressive. Inside, six generous bedrooms and four and a half bathrooms offer space for family and guests alike, all finished with high-end appointments throughout. Every detail has been meticulously cared for, presenting in turn-key, move-in condition for the most discerning buyer. The true showpiece lies beyond the walls. Step outside to a country-club-caliber backyard where an inground pool anchors a private oasis overlooking serene pond views. Whether entertaining on a grand scale or enjoying a quiet morning by the water, the oversized lot delivers privacy and resort-style living rarely found this close to everything. Located within the prestigious Syosset School District and minutes from premier shopping, dining, and parkway access, this is a rare opportunity to own a true estate property on Long Island!

119 Plainview Road, Woodbury
$3,995,000
5 Beds ⋅ 6 Baths ⋅ 1004527 MLS
Steeped in architectural pedigree and timeless elegance, this extraordinary Muttontown estate, on 3.84 bucolic acres, was designed by renowned architect Marion Sims Wyeth, celebrated for his iconic work on Mar-a-Lago in Palm Beach. Privately tucked behind an impeccably landscaped half mile-long drive off Route 106, the property unfolds as a secluded North Shore sanctuary of exceptional beauty and distinction. Set amidst sweeping lawns, manicured gardens, and picturesque equestrian grounds, the stately brick residence, crowned with a slate roof and introduced by a charming courtyard entry, exudes enduring sophistication. Inside, grand formal entertaining rooms showcase exquisite millwork, original hardwood floors, dramatic wrought-iron railings, and an abundance of French doors that flood the interiors with natural light while seamlessly connecting the home to its breathtaking surroundings. Offering five bedrooms and five-and-a-half baths, the home masterfully balances grandeur with comfort. The formal living room, complete with a fireplace and built-in wet bar, creates an inviting setting for entertaining, while the sunlit breakfast turret and updated chef’s kitchen, appointed with premium professional-grade appliances, provide effortless everyday functionality. A spacious family room and elegant powder room complete the main living spaces. The first-floor primary suite serves as a luxurious private retreat, featuring dual full baths, a fireplace, expansive walk-in closets, and an intimate sitting room. The upper level offers two generously proportioned bedrooms and a beautifully appointed full bath with a thoughtfully separated vanity and shower area. Completing the space is an expansive unfinished attic, presenting exceptional potential for storage or future customization. Additional highlights include a walk-out finished lower level with laundry, bedroom with full bathroom and direct access to the attached two-car garage. Designed for both gracious living and sophisticated entertaining, the residence boasts expansive slate terraces spanning the length of the home, overlooking the stone courtyard driveway, private gardens, charming pergola, and in-ground gunite pool - evoking the romance and refinement of a storybook North Shore estate. A true horse property, the fully fenced equestrian amenities are equally exceptional, featuring a pristine multi-stall barn built-by Morton, thoughtfully designed grazing paddocks, and scenic walking trails woven throughout the grounds. A truly rare offering, this remarkable estate presents an unparalleled opportunity to own a significant piece of Long Island history, all within the esteemed Syosset Central School District.

1780 Route 106 Unit #C, Muttontown
$1,220,000
3 Beds ⋅ 3 Baths ⋅ 1003312 MLS
Beautifully renovated sought-after Summit model in the prestigious gated condo community of Hidden Ridge in Syosset featuring a prime greenbelt location, 2-car garage, and full finished basement. This sun-drenched home showcases soaring vaulted ceilings with skylights, new windows, and a stunning wood and wrought iron banister. The spacious living room features a brick wood-burning fireplace, creating the perfect blend of warmth and elegance. The updated eat-in kitchen opens through a sliding glass door to a Trex deck overlooking the greenbelt — ideal for relaxing or entertaining while enjoying gorgeous western sunsets. This spacious layout offers 3 bedrooms and 2.5 baths, including a private primary suite situated on its own level. The full finished basement provides exceptional additional living space along with ample storage and closets. Enjoy resort-style living with community amenities including a pool, tennis courts, playground, and clubhouse. Conveniently located near shopping, restaurants, supermarkets, schools, library, LIRR, and major highways. Syosset School District (Willits Elementary, H.B. Thompson Middle School, and Syosset High School)

44 Hidden Ridge Drive, Syosset
$5,649,000
7 Beds ⋅ 8 Baths ⋅ 1001796 MLS
OYSTER BAY COVE. Set at the end of a serene cul-de-sac, this 9,400 sq. ft. estate blends modern luxury with European-inspired elegance on magnificent resort-style grounds offering exceptional privacy. A grand circular cobblestone driveway with fountain sets the tone for this impressive residence featuring soaring ceilings, sun-drenched interiors, expansive windows, and a dramatic open layout designed for both grand entertaining and comfortable living. The home offers 7 bedrooms and 7.5 baths with exquisite architectural details throughout. The chef’s kitchen features top-of-the-line appliances, custom cabinetry, and an oversized island. Elegant living spaces include a formal dining room, grand living room, billiard room, and private home office. The lower level is a true retreat with a basketball court, home theater, full bar, lounge, and wet & dry saunas. Outdoors, enjoy a heated gunite pool, spa, private tennis court, multiple balconies, and beautifully manicured grounds with multiple entertaining areas. A rare offering complete with a three-car garage, delivering resort-style living and unmatched privacy in a one-of-a-kind luxury estate.

55 Coves Run, Oyster Bay Cove
$1,738,888
5 Beds ⋅ 4 Baths ⋅ 1001913 MLS
Brand New Construction in Process! Step into luxury with this brand new Center Hall Colonial, nestled in a center block location. Crafted by a builder renowned for his impeccable design and craftsmanship, this home is a gem in the making. From the moment you walk through the grand two-story entryway, you’ll be swept away by the elegance and attention to detail. The home features 5 spacious bedrooms, 4 full bathrooms, and gleaming hardwood floors throughout. The state-of-the-art kitchen is a chef’s dream, complete with stainless steel appliances. The den/family room, with its cozy gas fireplace, is perfect for relaxing or entertaining. And let’s not forget the full basement with its own outside entrance – the possibilities are endless. The home also features stunning tray and coffered ceilings add an extra layer of sophistication and charm. Buyer is responsible for transfer tax, water/sewer and gas hookups($7,500), final survey($950), and transfer tax. Get ready to live in style, comfort, and class! Pictures are representation of the builders design and quality from another one of their projects. CO to be issued around August 1, 2026. Come view this property!

76 Wyoming Court, Syosset
$979,000
3 Beds ⋅ 2 Baths ⋅ 999850 MLS
Welcome to this beautifully updated expanded Cape nestled in the heart of Syosset. This well-maintained 3-bedroom home offers an inviting layout with generous living space, including a bright and airy living room, elegant dining area, and a modern eat-in kitchen outfitted with Energy Star stainless steel appliances and stylish finishes throughout. The oversized primary bedroom is conveniently located on the main floor alongside a dedicated laundry area for everyday ease. Rich hardwood flooring flows throughout the home, complemented by renovated bathrooms, efficient gas heating, and central air conditioning for year-round comfort. A 1.5-car attached garage adds additional storage and convenience. Step outside to a private, fully fenced backyard featuring underground sprinklers and plenty of room for entertaining, gatherings, or quiet outdoor enjoyment. Set on a 6,500 sq. ft. property along a peaceful, tree-lined street, this home is ideally located near Berry Hill Elementary School, the LIRR, shopping centers, restaurants, and major parkways for an easy commute. A perfect blend of modern updates, functional living space, and prime Syosset location — this move-in ready home is an exceptional opportunity.

6 Arizona Avenue, Syosset
$1,325,000
4 Beds ⋅ 3 Baths ⋅ 993610 MLS
41 Roberts Circle, Syosset Now Offered at $1,325,000 A refined price presents a compelling opportunity to own this exceptional residence in the heart of Syosset. Thoughtfully designed for comfortable living and entertaining, this well-appointed home offers spacious interiors, hardwood floors and Italian tile throughout, a recently updated kitchen, and a beautifully renovated primary bathroom. Enjoy resort-style living with an in-ground pool and sauna, creating the perfect setting for relaxation and gatherings. Ideally situated in a desirable neighborhood with close proximity to the Syosset train station, as well as shopping, dining, parks, and schools, this home combines convenience with exceptional lifestyle amenities. With its blend of style, functionality, and value, 41 Roberts Circle is an opportunity not to be missed. Schedule a private showing.

41 Robert Circle, Syosset
$1,988,000
5 Beds ⋅ 4 Baths ⋅ 996474 MLS
Brand New Colonial to be completed by June 2026. Perfectly Located in the prime area of Syosset. Spacious Open Floor Plan with Hard Wood Floors Throughout. Modern Kitchen with Gas Cooking, Center Island, Quartz Counters, Fabuwood Cabinets All Flowing into Bright & Spacious Family Room with Stunning Fireplace, Main Level Bedroom with Full Bathroom Perfect for Guest Bedroom or Home Office. Access To Spacious Garage with double driveway. 4 Generous Sized Bedrooms Upstairs Primary Suite Complete with Luxurious Bathroom with Soaking Tub and Spa Shower! All Complete with Walk in Closets. Convenient Upstairs Laundry Room. Full Basement with Outside Entrance. Central AC. High-End Brand Appliance. The house is equipped with a pre-installed chandelier lift. All Built with Attention to Details. One Of The Best School District.

9 Gary Road, Syosset
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 995494 MLS
Beautiful Colonial in Prime Syosset Location Well-maintained 4-bedroom, 2.5-bath Colonial set on a 10,000 sq ft lot in a highly sought-after area of Syosset. Features include an eat-in kitchen that flows seamlessly to the formal dining room, living room, and den—ideal for everyday living and entertaining. Second floor offers spacious bedrooms, including a primary suite. Finished basement with additional liesure space and dedicated laundry area. New gas hot water heater just installed Enjoy a picturesque backyard with an extensive deck, perfect for outdoor gatherings. Two-car garage and ample yard space complete the home. Located in the Syosset Central School District and close to parks, shopping, and transportation. Move right in and make it your own!

20 Evon Drive, Syosset
$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
$949,000
4 Beds ⋅ 2 Baths ⋅ 991908 MLS
Nestled in the heart of the highly coveted North Syosset community, this quintessential 4-bedroom, 2-bathroom Colonial offers a rare and enviable lifestyle. Perfectly blending suburban tranquility with urban accessibility, this home is situated just 0.25 miles from the Syosset LIRR station, making it a dream for commuters seeking a seamless "walking distance" connection to Manhattan. Spanning approximately 1,872 square feet of living space, the home’s thoughtful layout features seven spacious rooms designed for both comfortable daily living and elegant entertaining. The heart of the home is an updated kitchen that should? delight any chef, complete with modern appliances, and a dishwasher Throughout the residence, classic architectural details and warm finishes create a timeless atmosphere that is move-in ready.The exterior is equally impressive, set on a level 0.13-acre lot that serves as a private sanctuary. The backyard is fully enclosed with vinyl fencing and features professional landscaping,?and? a paved patio, providing the perfect backdrop for summer BBQs and outdoor gatherings. Practical needs are easily met with a private 3-car driveway, and? a 1-car attached garage? for additional storage.? Positioned within the Syosset School District—specifically zoned for Village Elementary, South Woods Middle School, and Syosset High School—this property offers more than just a house; it offers a place in one of Long Island’s most desirable hamlets. With immediate proximity to local boutiques, gourmet dining, and community parks, experience the perfect balance of classic charm and modern conveniences.

14 Greenway Circle N, Syosset
$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
$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
$938,888
3 Beds ⋅ 2 Baths ⋅ 988226 MLS
Move right into this warm and inviting home featuring a bright, spacious living room with a wood-burning fireplace—perfect for both relaxing and entertaining. The French doors lead to a beautiful patio and backyard, creating a seamless indoor-outdoor living experience. The first floor offers 2 bedrooms and a full bath for everyday convenience, while the private second-floor primary room with a full bath provides a comfortable retreat. A partial finished walk-out basement with open space and a bonus room adds valuable extra living space—ideal for a home office, gym, or recreation area. Additional highlights include gas heating and a whole-house water filtration system. Located just minutes from shopping, dining, and major highways, this home offers the perfect combination of comfort, convenience with Syosset SD! Perfect for starters or investors!

49 Beatrice Avenue, Syosset

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.