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8225 Jericho Turnpike, Woodbury
$6,800,000
864736 MLS
8225 Jericho Turnpike presents an exceptional investment opportunity through fee-simple ownership of a 4,400-square-foot, single-tenant retail building currently leased to Bank of America, one of the nation’s most recognized and creditworthy financial institutions. Strategically positioned at a signalized intersection along Jericho Turnpike (NY-25), the property serves as a high-visibility outparcel to the Woodbury Common Shopping Center, ensuring a strong flow of both vehicle and foot traffic. Located in the heart of Long Island’s prestigious “Gold Coast”, this site benefits from robust local demographics and excellent accessibility, making it a prime retail location. In summary, this offering delivers a highly secure and passive investment, supported by a national credit tenant, exceptional retail positioning, and favorable lease terms designed for consistent financial performance. Cap Rate 8.01%.

8225 Jericho Turnpike, Woodbury
32 Elm Street, Woodbury
$4,000,000
5 Beds ⋅ 4 Baths ⋅ 997030 MLS
A showpiece of craftsmanship, luxury, and timeless design—this extraordinary custom-built residence, completed in 2015 by Old World Quality Corp, was created with absolutely no expense spared and presents in pristine, like-new condition. Every detail was thoughtfully curated, blending impeccable construction with today’s most desired amenities. A grand interior unfolds with soaring 10-foot ceilings on the main level, elegant tray ceilings and 9-foot ceilings on the second floor, and a rare 9-foot finished lower level—creating an unmatched sense of scale and openness throughout. Exquisite custom millwork, designer finishes, radiant heat, hand-scraped hardwood flooring, integrated smart home technology, surround sound, and a full-house generator elevate everyday living to extraordinary. At the heart of the home, a spectacular chef’s kitchen is designed for both intimate gatherings and grand entertaining, flowing seamlessly into beautifully appointed living spaces. The luxurious primary suite is a true private retreat featuring a room-sized custom dressing closet and an indulgent spa-inspired bath. Every bedroom offers its own ensuite bath, delivering comfort, privacy, and sophistication for family and guests alike. The fully finished walk-out lower level is an exceptional extension of the home’s luxury living space offering 9-foot ceilings, multiple egress windows, a state-of-the-art gym, media lounge, full bath, and exceptional recreation space. Step outside to your own private resort—an extraordinary outdoor sanctuary designed for year-round enjoyment. Covered patio living, an outdoor kitchen with BBQ and bar seating, built-in firepit, pergola, expansive lawn, storage shed, and breathtaking specimen landscaping are complemented by exceptional stonework and masonry. The centerpiece: a stunning heated saltwater gunite pool with spa and cascading waterfall. Located within the Syosset Central School District, this one-of-a-kind home offers an uncompromising lifestyle where luxury, comfort, and craftsmanship converge. Too many extraordinary features to list—this is a home that must be experienced.

32 Elm Street, Woodbury
48 Westwood Court, Woodbury
$2,990,000
5 Beds ⋅ 4 Baths ⋅ 961467 MLS
Welcome to this stunning contemporary Colonial located in the Rolling Hills community, within the Syosset Central School District. Zoned for Walt Whitman Elementary School, H.B. Thompson Middle School, and Syosset High School, this exceptional home offers the perfect blend of style, comfort, and location. Completely redone within the last 5–10 years, this move-right-in residence showcases a sleek modern kitchen with clean lines and high-end finishes, beautifully updated bathrooms designed with today’s taste in mind, rich hardwood floors, and custom closets throughout. Designed for both everyday living and effortless entertaining, the home features a desirable, over-sized main-floor ensuite bedroom — ideal for multigenerational living or guests — in addition to a spacious primary bedroom suite and generously sized secondary bedrooms. A full basement offers endless possibilities for recreation, fitness, or additional living space. The two-car garage provides convenience and storage, while the expansive one-acre property offers privacy and room to enjoy the outdoors. Perfectly positioned on a quiet cul-de-sac in Rolling Hills, this home combines modern elegance with timeless colonial design.

48 Westwood Court, Woodbury
26 Windemere Way, Woodbury
$2,775,000
6 Beds ⋅ 6 Baths ⋅ 949830 MLS
Welcome to 26 Windemere Way, a spectacular luxury residence offering over 5,000 square feet of open floor plan living, where elegance meets modern convenience. This fully renovated 6 bedroom, 6 bathroom home is a masterpiece of architectural design, featuring soaring 25 foot ceilings that seamlessly flow from the grand entry foyer through the oversized great room and into the primary suite, located conveniently on the main floor. The custom chef's kitchen is a culinary dream, equipped with top of the line appliances and exquisite finishes, perfect for both everyday living and entertaining. The great room is the social hub of the home, featuring a stunning stone fireplace and a built in bar that enhances the space's allure for hosting gatherings. Upstairs find 4 large bedrooms, 2 full bathrooms and a convenient separate laundry closet. Set on a scenic community pond, this property offers serene views and a peaceful ambiance, making it a perfect escape from the hustle and bustle of daily life. Don't miss your chance to make this extraordinary home yours. Syosset School District, Walt Whitman Elementary.

26 Windemere Way, Woodbury
30 Orchard Drive, Woodbury
$2,650,000
4 Beds ⋅ 5 Baths ⋅ 000081 MLS
Set on a magnificent landscaped 1 acre, perfect location in The Gates of Woodbury. This completely expanded and redesigned 4-bedroom, 4.5-bath Farm Ranch offers the perfect blend of classic elegance and modern luxury. Bathed in exceptional natural light, this stunning home is defined by dramatic walls of windows creating a bright, airy ambiance throughout. Impeccably renovated with exceptional attention to detail, the home showcases sophisticated design, soaring ceilings, and an effortless open flow ideal for both everyday living and grand-scale entertaining. Rich hardwood floors extend throughout the entire home, enhancing the warmth and refinement of every space. The stunning white custom chef’s kitchen is the centerpiece of the home, featuring premium Thermador appliances, gas cooking, radiant heated floors, and a dramatic Carrera marble center island that opens seamlessly to an expansive family room with vaulted ceilings & fireplace with sliders out to Trex deck overlooking the serene backyard. The luxurious primary suite is a true private retreat, featuring soaring ceilings, a fireplace, two fully outfitted walk-in closets, and an additional wall of custom closets. The oversized spa-inspired primary bath offers radiant heated floors, a relaxing spa tub, oversized shower, and double marble-topped vanities with a dedicated makeup area, creating the ultimate sanctuary. Three fireplaces throughout the home add warmth and architectural character, while additional highlights include a full finished basement, whole-house generator, generously proportioned rooms, and refined custom details throughout. Outdoor living is equally impressive with an expansive Trex deck with electric roll out awning and brick patio overlooking the professionally manicured grounds, providing the perfect backdrop for relaxing or entertaining in complete privacy. A truly extraordinary residence that combines impeccable craftsmanship, modern comfort, and an elevated lifestyle beyond compare. 2 Car garage with epoxy floors. Located in the Syosset School District.

30 Orchard Drive, Woodbury
6 Clearmeadow Court, Woodbury
$2,590,000
5 Beds ⋅ 5 Baths ⋅ 1018908 MLS
Welcome to 6 Clearmeadow Ct, located in Hunters Run a premier 24-hour gated community within the highly sought-after Woodbury enclave andthe Syosset School District. This residence, set on a beautifully landscaped .65-acre lot, seamlessly blends timeless charm with modern sophistication. Originally built in 1987 and updated in 2026, the home offers 5 bedrooms and 4.5 bathrooms. A grand foyer with soaring ceilings opens to expansive living and dining areas designed for natural light and effortless flow. The reimagined layout provides spacious entertaining areas, flexible room configurations, and seamless indoor-outdoor living with an updated pool, upgraded patio and lush landscaping. The main level has been thoughtfully designed to highlight 5” white oak hardwood floors throughout, complemented by a newly renovated chef’s kitchen featuring custom cabinetry, an oversized walk-in pantry, and a full Viking appliance suite. The second floor offers a serene primary suite with a spa-inspired bathroom, complete with a soaking tub, standalone shower, custom double vanity, and generous walk-in closets. Three additional bedrooms provide generous space and versatility, featuring one with a private en suite and two that share an oversized, elegantly designed hallway bathroom. Large ready to use basement. Exterior enhancements further elevate the home’s appeal, featuring Pella windows, Azek trim and soffits, new pool pavers liner and equipment, an expansive patio, and a two-car garage with a circular driveway. Ideally located near premier shopping, dining, parks, and major commuter routes, this residence offers the perfect balance of privacy, luxury, and convenience delivering refined living in one of Woodbury’s most desirable communities. SF includes basement.

6 Clearmeadow Court, Woodbury
4 Shannon Drive, Woodbury
$2,575,000
5 Beds ⋅ 4 Baths ⋅ 1029820 MLS
Welcome to 4 Shannon Drive, a sprawling 4,095-square-foot home located in the heart of Woodbury. A stunning post modern 5 bedroom Colonial showcasing exceptional craftsmanship and timeless design. This elegant residence offers a spacious and versatile layout, featuring oversized rooms, soaring ceilings and sun-drenched rooms, sweeping staircase, and seamless flow for entertaining. At the heart of the home is a large chef’s center island kitchen equipped with top-of-the-line appliances, radiant heated flooring and custom Wood Cabinetry, ideal for culinary enthusiasts and gatherings of any size. Tucked away from the main living areas, a main floor guest bedroom and fully renovated bathroom offers privacy and independence. The second floor primary suite is defined by vaulted ceilings and the cozy glow of a gas fireplace. This expansive retreat features a walk-in closet and flows seamlessly into a reimagined, spa-inspired ensuite. Designed for rejuvenation, the bathroom offers a sleek double vanity, a deep jacuzzi tub for indulgent soaks, and an oversized steam shower, creating a private haven of sophisticated comfort. Additional 3 generously sized bedrooms provide flexibility for extended living. Additional features a finished basement with ample storage, a first floor laundry room, gas heat, central vacuum, State of the Art security and camera system, whole house water filtration system, 3 car garage, CAC plus so much more! Set on an incredible .46-acre landscaped property with In Ground Heated Pool and built in professional BBQ, this special home offers fabulous outdoor entertaining possibilities. Set in one of Long Island's most prestigious school districts, and just minutes to shopping, dining, and the train station, this home perfectly balances a lifestyle defined by style, scale, and a premier North Shore location.

4 Shannon Drive, Woodbury
63 Three Ponds Lane W, Woodbury
$2,500,000
4 Beds ⋅ 6 Baths ⋅ 1021074 MLS
A coveted corner F-Model at The Sagamore at Mill Pond — thoughtfully designed, beautifully finished, and ready to be called home. This is the one that stands out. Positioned as a corner unit facing South, the home gets exceptional natural light and a sense of privacy. Soaring ceilings and high-end finishes throughout make it clear this home was done to perfection. The living room, dining room, flow naturally together — great for entertaining but equally comfortable for everyday life. Beautiful custom finishes include wall coverings, upgraded wood floors, gas fireplace, mouldings, window treatments, lighting systems, and build-ins. Step outside to a private extended Trex deck with space for both outdoor dining and lounging, a seamless way to extend your living space. The upgraded kitchen is a true showstopper. Custom wood cabinetry extended to as wide and high as possible, marble countertops, and a large center island anchor the space, while the appliance lineup speaks for itself: a 6-burner Wolf cooktop, full Wolf oven, additional Wolf wall oven, Wolf microwave oven, Wolf warming drawer, and a Sub-Zero refrigerator/freezer, dishwasher, finished with a stainless steel hood. A separate fitted pantry and dedicated laundry room are right off the kitchen, keeping everything organized and out of sight. The primary suite on the main floor is a calm, comfortable retreat. Motorized Shades ensure privacy. Two fitted walk-in closets provide generous, well-organized storage. The bathroom features; double sinks, marble countertops, a marble shower, and a Toto washlet. Upstairs, there are two more bedrooms with en-suite baths, each with fitted walk-in closets. A large den/library complete with custom built ins round out the second floor, adding flexibility for a home office, reading room, playroom, or whatever your needs may be. Leaving no stone unturned, the two car garage is well-appointed featuring built-in storage solutions that complement the home's exceptional amenities. The lower level has a lot to offer: a dedicated exercise room, powder room, a bedroom with a full en-suite bathroom, a custom dog washing and grooming station, a spacious media room, and an additional flexible room that could easily become a recreation room, home office, or extra storage. There's genuine room to grow here. Club amenities include 24 hour security gatehouse, a clubhouse with a pool, tennis/pickleball court, golf simulator, 2 outdoor kitchens, putting green, fire pit and a screening room. Corner F-units at The Sagamore at Mill Pond don't come up often — and one finished at this level comes up even less. This is a special home.

63 Three Ponds Lane W, Woodbury
4 Northwood Court, Woodbury
$2,400,000
5 Beds ⋅ 5 Baths ⋅ 955219 MLS
Totally Redesigned and Renovated this magnificent, expanded ranch with beautifully scaled rooms that create a seamless flow, located in highly sought after location, Hunting Hills community. Premier Cul de Sac setting. Enter through new brick pillars with new custom lighting and redone long driveway with ample space to park, double door entry with portico, completely renovated interiors and exteriors, every detail is new with pristine finishes, desirable first floor primary bedroom suite, this natural sun filled home that features an open floor plan with a spacious entrance foyer with large guest closet and powder room, living room with pocket doors for privacy, a fireplace all white oak flooring throughout the home, the east wing formal dining room with ample seating adorned with 3 pendant lights and recessed lighting throughout,, Den with fireplace, custom oak cabinetry and sliding doors to the new deck, great for entertaining, Eat in chefs kitchen all new stainless steel appliances, custom cabinetry, also sliding doors out to the deck with gas BBQ, large Trex deck for Alfresco dining, The eat in kitchen has access to the first laundry room, and the 3 car garage with storage above that completes the homes impressive amenities, an office suite / bedroom suite with private entrance, The west wing with a Primary suite with large custom closets and a lovely custom primary bath with a walk in large shower plus rain shower head and a hand held shower head and ample seating, 2 vanities, 3 bedrooms with custom closets, hardwood floors and two custom full baths, large lower level great for entertaining a walk out lower level second laundry room, full Bath plus open floor plan with recreation rooms, egress window, also storage so much more, one acre on flat private property, Generator, 3 zone heating. amidst multi-million dollar homes, Syosset school district.

4 Northwood Court, Woodbury
2 Arthur Place, Woodbury
$2,400,000
4 Beds ⋅ 4 Baths ⋅ 898180 MLS
Exceptional new construction colonial nestled in the prestigious hamlet of Woodbury, NY. Blending classic charm with modern luxury. It offers 4 spacious bedrooms (possible 5th), 3.5 carefully designed bathrooms (possible 4th), and elegant white oak floors throughout. Enter through a custom 8-foot glass door into a grand foyer with an impressive 18-foot ceiling. The main floor has 9ft ceiling and includes a large living room, a stylish dining area opening to a private balcony, and a cozy family room with a gas fireplace custom mantel, and a the chef's kitchen you dream about. Upstairs features a master suite with a large balcony, a spa-like bathroom with a soaking tub, and large walk-in closets. Three other spacious bedrooms. Mechanical Shades through top floor. Walk in level / basement Designer CHIP Epoxy Floors Throughout and include a 2-car garage, bonus space, wine cellar, laundry and media room. Stone paver area in yard for a elegant backyard touch Extras include: Apron 4000 sq ft, White Oak Hardwood Floors, Cursor Bianco Impala Quartzite Mantel, 2 Balconies, 2 car Garage, Azek Trim & Soffits, 7” Hardie Board Siding, Pella Doors & Windows, 8 Full Coverage Appliances Warranty. Seller will add an inground pool w/pavers, patio and another full bath at an additional cost. Come and see this Ultra Custom Home

2 Arthur Place, Woodbury
18 Windemere Way, Woodbury
$2,373,000
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
161 Yukon Drive, Woodbury
$2,240,000
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
115 Three Ponds Lane E, 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
238 Coach Drive Unit #56, Woodbury
$2,180,000
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
9 The Grasslands, Woodbury
$2,100,000
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
382 Weekeepeemee Rd, Woodbury
$2,050,000
4 Beds ⋅ 4 Baths ⋅ 24159893 MLS
The Jesse Peck Lambert Homestead, built in 1805 & thoughtfully restored, provides a seamless blend of historic charm & modern comfort. Set on 6.42 acres in Northern Woodbury on the Washington border just 2 hours from NYC, this 4-bedroom/3.5-bath home provides a serene escape with timeless appeal. The newly designed kitchen is a chef's dream, featuring custom rift-sawn white oak cabinets, oiled soapstone counters, a Sub-Zero fridge, Wolf 6-burner range & burnished nickel Waterworks fixtures. Every detail has been carefully curated, from soft-close drawers to premium finishes. Historic touches abound, including heartwood floors, an open hearth fireplace with a beehive oven & original millwork with hand-forged cast iron hardware. The primary bath is a spa-like retreat with a cast iron soaking tub, stone surround & custom vanity, while modern updates enhance the other baths with style & practicality. All new custom Anderson 400 Series windows flood every room with light while preserving the home's historic proportions. The large flat property invites outdoor enjoyment with a tranquil pond, mature 200-year-old trees & fenced-in vegetable garden. A restored English barn with a loft, 11-foot custom insulated steel barn doors, insulated and propane-heated garage, floor drains & updated electrical systems provide space for projects, storage, or entertaining.

382 Weekeepeemee Rd, Woodbury
6 Polo Court, Woodbury
$1,900,000
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
10 Hunting Hill Road, Woodbury
$1,900,000
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
2 Yukon Drive, Woodbury
$1,840,000
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
83 Joyce Lane, Woodbury
$1,818,018
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
Lot 33E Three Ponds Lane Unit #33, Woodbury
$1,800,000
3 Beds ⋅ 4 Baths ⋅ L3519070 MLS
The Sagamore At Mills Pond is an amenity driven luxury townhome community located in Woodbury, Long Island. Woodbury is a suburban hamlet in Nassau County on the renowned North Shore Gold Coast of Long Island just 25 miles to Manhattan and 50 miles to The Hamptons. This is a new townhome community in the Award Winning Blue-Ribbon Syosset School District. Woodbury has beautiful parks, a golf course, numerous fine restaurants, gyms and incredible shopping. The Sagamore has gated, beautifully landscaped grounds and includes a private Clubhouse with outstanding resort style amenities. Enjoy an effortless and extraordinary lifestyle.

Lot 33E Three Ponds Lane Unit #33, Woodbury
28 Elm Street, Woodbury
$1,770,000
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
1 The Brae, Woodbury
$1,711,000
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
17 Woodbury Road, Woodbury
$1,681,000
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
65 Avery Road, Woodbury
$1,675,000
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
2 Bristol Drive, Woodbury
$1,660,000
4 Beds ⋅ 4 Baths ⋅ 898303 MLS
Discover this stunning 4-bedroom, 3.5-bath contemporary ranch set on a picturesque, partially wooded acre. From the moment you enter, you're greeted by soaring ceilings, natural light, and a seamless blend of comfort and sophistication. The gourmet kitchen features a large granite island, high-end appliances, and custom cabinetry -- perfect for everyday living and entertaining. Enjoy year-round views from the sunroom, overlooking lush gardens and mature trees. Step outside to a backyard built for gatherings, complete with a composite deck, built-in grill, granite cooking island, and a refreshing in-ground pool. A true retreat in the heart of Woodbury Estates.

2 Bristol Drive, Woodbury
4 2nd Street, Woodbury
$1,555,000
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
15 Joyce Court, Woodbury
$1,548,000
4 Beds ⋅ 3 Baths ⋅ 1013196 MLS
Nestled on a quiet cul-de-sac in the heart of Woodbury, this exceptional opportunity offers a beautifully maintained 4-bedroom, 2.5-bath home set on an oversized property within the highly acclaimed Syosset School District. Designed for both everyday living and entertaining, the home features spacious rooms, abundant natural light, and a seamless flow throughout. The chef's kitchen is equipped with premium appliances, ample cabinetry, and generous workspace, making it the heart of the home. Step outside to the expansive backyard, where the oversized lot provides endless possibilities for outdoor enjoyment, entertaining, recreation, or creating your own private retreat. Ideally located near shopping, dining, parks, golf courses, major parkways, and the Long Island Rail Road, this property offers an exceptional combination of location, space, and convenience. A rare opportunity to make this wonderful Woodbury home your own.

15 Joyce Court, Woodbury
227 Coach Drive, Woodbury
$1,529,000
2 Beds ⋅ 2 Baths ⋅ 1018917 MLS
A rare opportunity to own a beautifully appointed Churchill Model in the sought-after 55+ gated community of Kensington Estates in Woodbury. Just four years young, this desirable main-level residence offers the ease of single-level living paired with premium finishes and thoughtful design.The spacial open-concept floor plan features a stately center-island kitchen and dining area, seamlessly flowing into the great room accented with gas fireplace and double French doors open to an expanded patio—perfect for relaxing or entertaining. The home offers a generously sized primary ensuite with two closets, a full bath with a relaxing soaking tub and double-sink vanity, a guest bedroom, full guest bath, convenient laundry room, custom closets and pantry, and an attached apoxy-finished one-car garage pre-wired for an EV charger, a full, unfinished basement with legal egress, providing abundant storage and endless possibilities for future living space. Quality finishes and upgrades abound, including hardwood flooring and crown molding throughout, Wolf six-burner gas range, Sub-Zero refrigerator, surround sound in the great room, custom closets, smart light switches, Ecobee smart thermostat, remote-controlled cellular shades, plantation shutters, SkyBell video doorbell, whole-house surge protector, additonal 100 amp service in basement, kitchen faucet water filtration system, natural gas cooking, heating and hot water, and central alarm system. The recently developed 80-unit enclave allows residents to enjoy a relaxed lifestyle that includes a beautifully appointed clubhouse featuring a welcoming fireplace lounge, card room, billiards, library and catering kitchen, gym, outdoor pool with comfortable seating areas for sun and shade, and tennis/pickleball courts. Ideally situated within the Township of Huntington on the Suffolk/Nassau border, Kensington Estates offers the privacy of a gated community while remaining conveniently close to the Northern State Parkway, the Long Island Expressway, the Cold Spring Harbor train station, local shopping and dining in Huntington, Cold Spring Harbor, and Plainview. If you've been searching for the convenience of main-level living without sacrificing space, storage, or outdoor enjoyment, this exceptional home is not to be missed.

227 Coach Drive, Woodbury
76 Cowles Rd, Woodbury
$1,500,000
3 Beds ⋅ 3 Baths ⋅ 24160616 MLS
Rare opportunity to own a spectacular 40-acre estate designed for exceptional horse care, training, and country living-while also offering the flexibility to create a private escape tucked away from it all. This remarkable property features a 150' x 80' indoor riding arena with excellent lighting and three overhead doors, along with an immaculate 9-stall barn complete with concrete floors and mats, stall windows, mounted hay racks, a hay chute, three cross-tie areas, and convenient hay storage with a conveyor system. Additional equestrian amenities include an outdoor wash stall, a 200' x 150' outdoor riding arena with stadium jumps, cross-country jumps woven throughout the property, and a 130' x 65' dressage arena. Five paddocks, 13 outdoor stalls, and ample room for expansion make this an exceptional setup for horse enthusiasts, trainers, or boarding operations. Thoughtfully sited to capture breathtaking views, the custom-built home overlooks the picturesque grounds from a stunning 90-foot wraparound deck. Inside, the cathedral-ceiling great room with a cozy wood stove flows into the kitchen, dining area, and bright sunroom, with French doors opening to the expansive deck for seamless indoor-outdoor living. The main level includes a bedroom and full bath, while the second-floor primary suite offers a walk-in closet and spa-like bath featuring a clawfoot soaking tub.

76 Cowles Rd, Woodbury

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