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Welcome to this exquisite estate nestled on a serene one-acre parcel inside the coveted Gates community of Woodbury. This luxurious property boasts unparalleled amenities and attention to detail, ensuring a one of a kind living experience. Upon entering, you are greeted by custom chandelier with moldings throughout, setting the tone for the elegance that awaits. The grand foyer leads to a sprawling layout that effortlessly combines sophistication with comfort. Luxury living extends to ever?y corner of this home, with custom cabinetry, eight-foot interior wood doors, and two custom finished master closets stretching over 400 sq ft! The heart of the home is the custom chef's kitchen, featuring top-of-the-line appliances, custom cabinetry, and oversized Island. Adjacent to the kitchen is a spacious pantry with cabinets and countertop. For ultimate convenience, an elevator provides access to all levels of the home, ensuring accessibility for all residents and guests. This home offers six bedrooms, including a luxurious master suite with its own balcony and a spa-like master bath featuring a balcony, perfect for enjoying morning coffee or evening relaxation. Additional highlights include a safe room with a bathroom, perfect for peace of mind during inclement weather or emergencies, as well as a laundry room equipped with multiple washers/dryers and a steam suit cleaner. Entertaining is a delight with the full outdoor kitchen and covered patio, measuring an impressive 20 x 40 feet, complete with heat and a TV. Whether hosting a summer barbecue or an intimate gathering, this ?outdoor space offers the perfect setting for any occasion. Along with the attached 2 car garage you also have a car collectors dream detached 4 car garage! This is one property you truly need to see to believe. Additional Information: Amenities:Guest Quarters,Marble Bath,ParkingFeatures:2 Car Attached,4+ Car Detached,

6 Beds ⋅ 7 Baths ⋅ H6300113 MLS

Welcome to this exquisite estate nestled on a serene one-acre parcel inside the coveted Gates community of Woodbury. This luxurious property boasts unparalleled amenities and attention to detail, ensuring a one of a kind living experience. Upon entering, you are greeted by custom chandelier with moldings throughout, setting the tone for the elegance that awaits. The grand foyer leads to a sprawling layout that effortlessly combines sophistication with comfort. Luxury living extends to ever?y corner of this home, with custom cabinetry, eight-foot interior wood doors, and two custom finished master closets stretching over 400 sq ft! The heart of the home is the custom chef's kitchen, featuring top-of-the-line appliances, custom cabinetry, and oversized Island. Adjacent to the kitchen is a spacious pantry with cabinets and countertop. For ultimate convenience, an elevator provides access to all levels of the home, ensuring accessibility for all residents and guests. This home offers six bedrooms, including a luxurious master suite with its own balcony and a spa-like master bath featuring a balcony, perfect for enjoying morning coffee or evening relaxation. Additional highlights include a safe room with a bathroom, perfect for peace of mind during inclement weather or emergencies, as well as a laundry room equipped with multiple washers/dryers and a steam suit cleaner. Entertaining is a delight with the full outdoor kitchen and covered patio, measuring an impressive 20 x 40 feet, complete with heat and a TV. Whether hosting a summer barbecue or an intimate gathering, this ?outdoor space offers the perfect setting for any occasion. Along with the attached 2 car garage you also have a car collectors dream detached 4 car garage! This is one property you truly need to see to believe. Additional Information: Amenities:Guest Quarters,Marble Bath,ParkingFeatures:2 Car Attached,4+ Car Detached,

18 Orchard Drive, Woodbury

$3,200,000

Private Appointments ONLY.... 2024 Renovated and Expanded Colonial with a " Mom" suite located in “The Castles” in WOODBURY! Set on a magnificent .63 acre property, this beautifully expanded Colonial offers exceptional space, privacy, and resort-style outdoor living — with room for Mom! Thoughtfully designed for both comfortable everyday living and impressive entertaining, this special home features a saltwater pool, sports court, outdoor entertainment area with a beautiful 30’ outdoor pavilion with outdoor fireplace and TV creates an inviting retreat entertaining guests or simply relaxing in the shade—adding charm and comfort to the home’s outdoor living space- also a fire pit and extensive outdoor speaker system. No Landscaper needed for backyard as the turf is no maintenance! Inside, quality details and sophisticated finishes are found throughout, including 3/4” white oak hardwood floors, a beautifully appointed kitchen with Fisher & Paykel 30” paneled refrigerator/freezer columns, 24” paneled dishwasher, and a Thermador cooktop. The inviting family room features ceiling speakers, creating the perfect setting for movie nights, gatherings, and relaxing. Total taxes ONLY $32,552 The outdoor space is truly an entertainer’s dream. Enjoy summer days around the saltwater pool, games on the sports court, and evenings gathered around the gas BBQ, fire pit, or outdoor fireplace. Additional highlights include a heated garage with electric radiant flooring, a stadium light illuminating the backyard from above the garage, and a 7-zone sprinkler system. Finished basement! A rare opportunity to enjoy the space and privacy of an expansive Syosset property with incredible indoor-outdoor amenities — and flexible living space perfect for extended family. Pool. Sports court. Entertaining spaces. Room for Mom. Finished basement. This is Syosset living at its best. Syosset Schools! Berry Hill Elementary, Southwoods Middle and Syosset High School

6 Beds ⋅ 6 Baths ⋅ 1048013 MLS

Private Appointments ONLY.... 2024 Renovated and Expanded Colonial with a " Mom" suite located in “The Castles” in WOODBURY! Set on a magnificent .63 acre property, this beautifully expanded Colonial offers exceptional space, privacy, and resort-style outdoor living — with room for Mom! Thoughtfully designed for both comfortable everyday living and impressive entertaining, this special home features a saltwater pool, sports court, outdoor entertainment area with a beautiful 30’ outdoor pavilion with outdoor fireplace and TV creates an inviting retreat entertaining guests or simply relaxing in the shade—adding charm and comfort to the home’s outdoor living space- also a fire pit and extensive outdoor speaker system. No Landscaper needed for backyard as the turf is no maintenance! Inside, quality details and sophisticated finishes are found throughout, including 3/4” white oak hardwood floors, a beautifully appointed kitchen with Fisher & Paykel 30” paneled refrigerator/freezer columns, 24” paneled dishwasher, and a Thermador cooktop. The inviting family room features ceiling speakers, creating the perfect setting for movie nights, gatherings, and relaxing. Total taxes ONLY $32,552 The outdoor space is truly an entertainer’s dream. Enjoy summer days around the saltwater pool, games on the sports court, and evenings gathered around the gas BBQ, fire pit, or outdoor fireplace. Additional highlights include a heated garage with electric radiant flooring, a stadium light illuminating the backyard from above the garage, and a 7-zone sprinkler system. Finished basement! A rare opportunity to enjoy the space and privacy of an expansive Syosset property with incredible indoor-outdoor amenities — and flexible living space perfect for extended family. Pool. Sports court. Entertaining spaces. Room for Mom. Finished basement. This is Syosset living at its best. Syosset Schools! Berry Hill Elementary, Southwoods Middle and Syosset High School

6 Castle Court, Woodbury

$2,998,000

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

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

$2,688,000

Experience the pinnacle of refined living at The Sagamore at Mills Pond, where exceptional craftsmanship, sophisticated design, and resort-style amenities come together in this extraordinary four-bedroom, 4.5-bath end-unit residence. Ideally positioned within the community, this fully customized home enjoys one of the most coveted settings, with unobstructed pond views and an exceptional sense of privacy. Designed for both luxurious everyday living and effortless entertaining, the residence spans three levels, all connected by a private elevator. The dramatic two-story great room creates an impressive focal point, while custom lighting, a Lutron smart-home system, and thoughtfully curated finishes elevate every space. The chef’s kitchen is exceptionally appointed with Thermador appliances, two wall ovens, gas cooktop, built-in microwave, wine refrigerator, and warming drawer. A dedicated pantry and main-level laundry room add both functionality and convenience. The adjacent dining room features a stunning custom built-in with refrigeration and freezer drawers—an ideal complement for entertaining. The main-level primary suite is a private retreat, offering dual walk-in closets and a luxurious bath with radiant heated flooring. Upstairs, two additional bedrooms each feature en-suite baths, while a custom built-in office overlooks the spectacular great room, creating an inspiring workspace with a view. The fully finished custom lower level is designed for entertaining, complete with bespoke built-ins, a serving area and wet bar. A two-car garage, EV charger, four-zone heating and central air provide modern comfort and convenience throughout. Step outside to an extraordinary private entertaining space overlooking the pond. The fully customized outdoor kitchen features a built-in barbecue and fire pit, creating the perfect setting for sophisticated summer entertaining or relaxed evenings at home. Residents of this exclusive gated community enjoy an exceptional collection of amenities, including a resort-style pool, tennis and pickleball courts, and an elegant clubhouse designed for entertaining and recreation. The clubhouse features a golf simulator, billiards room, library, movie room, and outdoor barbecue areas. Set in the highly regarded Syosset School District.

4 Beds ⋅ 5 Baths ⋅ 1038912 MLS

Experience the pinnacle of refined living at The Sagamore at Mills Pond, where exceptional craftsmanship, sophisticated design, and resort-style amenities come together in this extraordinary four-bedroom, 4.5-bath end-unit residence. Ideally positioned within the community, this fully customized home enjoys one of the most coveted settings, with unobstructed pond views and an exceptional sense of privacy. Designed for both luxurious everyday living and effortless entertaining, the residence spans three levels, all connected by a private elevator. The dramatic two-story great room creates an impressive focal point, while custom lighting, a Lutron smart-home system, and thoughtfully curated finishes elevate every space. The chef’s kitchen is exceptionally appointed with Thermador appliances, two wall ovens, gas cooktop, built-in microwave, wine refrigerator, and warming drawer. A dedicated pantry and main-level laundry room add both functionality and convenience. The adjacent dining room features a stunning custom built-in with refrigeration and freezer drawers—an ideal complement for entertaining. The main-level primary suite is a private retreat, offering dual walk-in closets and a luxurious bath with radiant heated flooring. Upstairs, two additional bedrooms each feature en-suite baths, while a custom built-in office overlooks the spectacular great room, creating an inspiring workspace with a view. The fully finished custom lower level is designed for entertaining, complete with bespoke built-ins, a serving area and wet bar. A two-car garage, EV charger, four-zone heating and central air provide modern comfort and convenience throughout. Step outside to an extraordinary private entertaining space overlooking the pond. The fully customized outdoor kitchen features a built-in barbecue and fire pit, creating the perfect setting for sophisticated summer entertaining or relaxed evenings at home. Residents of this exclusive gated community enjoy an exceptional collection of amenities, including a resort-style pool, tennis and pickleball courts, and an elegant clubhouse designed for entertaining and recreation. The clubhouse features a golf simulator, billiards room, library, movie room, and outdoor barbecue areas. Set in the highly regarded Syosset School District.

78 Three Ponds Lane E, Woodbury

$2,390,000

Tucked behind the gates with a guard on duty, in the Windemere community, this architecturally distinctive contemporary was designed around light, volume, and an effortless connection to nature. Soaring vaulted ceilings rise approximately 20 feet above the principal living areas, where walls of floor-to-ceiling windows overlook park-like grounds and fill the home with natural light from the moment you step through its one-of-a-kind handcrafted sculptural double entry doors. The dramatic living room, anchored by a grand architectural wood-burning fireplace, flows into a formal dining area, scaled for large gatherings. A sculptural spiral staircase ascends to a gallery library overlooking the living room, richly appointed with wood paneling and extensive custom-built bookcases — a true showpiece. Multi-zone audio carries music seamlessly throughout the whole home. The open, vaulted kitchen — outfitted with a Sub-Zero refrigerator, two Thermador wall ovens, and a Miele cooktop — connects directly to the family room and casual dining area, with a walk-in pantry and a laundry room with an additional Sub-Zero freezer. The main-level primary suite is a private retreat with a vaulted ceiling, floor-to-ceiling windows, and three walk-in closets. Its spa-inspired bath features a dry sauna, a walk-in shower with Schluter radiant heat in the floor, bench, and accent wall, a smart toilet in its own enclosed room, layered designer lighting, and a skylight overhead. A guest suite offers a marble bath and private outside entrance. Two additional bedrooms share a stunning, fully redone onyx Jack-and-Jill bath with radiant heated floors. Upstairs, a spacious loft makes an ideal teen retreat, office, or bonus room. The finished lower level adds a mirrored gym, hobby and recreation space, a room-size cedar closet, and multiple storage rooms. Outside, resort-style living awaits: a gas-heated saltwater pool, composite (Trex) deck accessed directly from the kitchen and living room, and tranquil pond views beyond the established landscaping. Community tennis and pickleball courts, a circular driveway, two-car garage, and the highly regarded Syosset SD complete this rare offering.

5 Beds ⋅ 5 Baths ⋅ 1025514 MLS

Tucked behind the gates with a guard on duty, in the Windemere community, this architecturally distinctive contemporary was designed around light, volume, and an effortless connection to nature. Soaring vaulted ceilings rise approximately 20 feet above the principal living areas, where walls of floor-to-ceiling windows overlook park-like grounds and fill the home with natural light from the moment you step through its one-of-a-kind handcrafted sculptural double entry doors. The dramatic living room, anchored by a grand architectural wood-burning fireplace, flows into a formal dining area, scaled for large gatherings. A sculptural spiral staircase ascends to a gallery library overlooking the living room, richly appointed with wood paneling and extensive custom-built bookcases — a true showpiece. Multi-zone audio carries music seamlessly throughout the whole home. The open, vaulted kitchen — outfitted with a Sub-Zero refrigerator, two Thermador wall ovens, and a Miele cooktop — connects directly to the family room and casual dining area, with a walk-in pantry and a laundry room with an additional Sub-Zero freezer. The main-level primary suite is a private retreat with a vaulted ceiling, floor-to-ceiling windows, and three walk-in closets. Its spa-inspired bath features a dry sauna, a walk-in shower with Schluter radiant heat in the floor, bench, and accent wall, a smart toilet in its own enclosed room, layered designer lighting, and a skylight overhead. A guest suite offers a marble bath and private outside entrance. Two additional bedrooms share a stunning, fully redone onyx Jack-and-Jill bath with radiant heated floors. Upstairs, a spacious loft makes an ideal teen retreat, office, or bonus room. The finished lower level adds a mirrored gym, hobby and recreation space, a room-size cedar closet, and multiple storage rooms. Outside, resort-style living awaits: a gas-heated saltwater pool, composite (Trex) deck accessed directly from the kitchen and living room, and tranquil pond views beyond the established landscaping. Community tennis and pickleball courts, a circular driveway, two-car garage, and the highly regarded Syosset SD complete this rare offering.

27 Windemere Way, Woodbury

$2,295,000

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

3 Beds ⋅ 5 Baths ⋅ 1009160 MLS

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

102 Three Ponds Lane E, Woodbury

$2,199,000

Welcome to 251 Baird Court, nestled in the heart of Woodbury. This spacious 6-bedroom, 3.5-bathroom home offers the perfect blend of comfort, functionality, and outdoor living. Inside, you'll find a thoughtfully designed layout featuring a welcoming eat-in kitchen, a formal dining room ideal for entertaining, and generously sized bedrooms that provide ample space for family and guests. Additional value comes from the home's solar panel system, adding to the property's modern features and efficiency. The true highlight of this home is the exceptional backyard oasis. Just in time for the summer season, enjoy your own tropical-inspired retreat complete with an expansive deck and patio, shaded seating areas, and overhead fans to keep you comfortable on even the hottest days. When it's time to cool off, take a refreshing dip in the sparkling pool and enjoy the resort-style atmosphere right in your own backyard. Whether you're hosting large gatherings, enjoying family barbecues, or simply unwinding after a long day, this property offers endless entertaining possibilities and year-round enjoyment. A rare opportunity to own a beautifully appointed home with spacious living, solar panels, and an incredible outdoor lifestyle in one of Woodbury's most sought-after neighborhoods.

6 Beds ⋅ 4 Baths ⋅ 1007122 MLS

Welcome to 251 Baird Court, nestled in the heart of Woodbury. This spacious 6-bedroom, 3.5-bathroom home offers the perfect blend of comfort, functionality, and outdoor living. Inside, you'll find a thoughtfully designed layout featuring a welcoming eat-in kitchen, a formal dining room ideal for entertaining, and generously sized bedrooms that provide ample space for family and guests. Additional value comes from the home's solar panel system, adding to the property's modern features and efficiency. The true highlight of this home is the exceptional backyard oasis. Just in time for the summer season, enjoy your own tropical-inspired retreat complete with an expansive deck and patio, shaded seating areas, and overhead fans to keep you comfortable on even the hottest days. When it's time to cool off, take a refreshing dip in the sparkling pool and enjoy the resort-style atmosphere right in your own backyard. Whether you're hosting large gatherings, enjoying family barbecues, or simply unwinding after a long day, this property offers endless entertaining possibilities and year-round enjoyment. A rare opportunity to own a beautifully appointed home with spacious living, solar panels, and an incredible outdoor lifestyle in one of Woodbury's most sought-after neighborhoods.

251 Baird Court, Woodbury

$2,050,000

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

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

$1,898,000

Welcome to this exceptional Hampton-style Colonial with your own gate, privately set on a flat 1 beautifully landscaped acre with heated pool and outdoor shower and powder room. An inviting oversized front porch overlooks lush emerald lawns, mature specimen trees, and beautifully landscaped grounds. A tranquil pond with a cascading waterfall, graceful Japanese maple, and vibrant seasonal blooms create a picturesque setting year-round. Stepping inside to discover oversized, sun-filled rooms and a seamless floor plan with beatiful wood floor and heated tile floor in multi areas. At the heart of the home is an extended chef's kitchen featuring granite countertop, high end appliances, custom cabinetry witha wine cooler, a breakfast nook, and a build in work station, all thoughtfully designed for entertaining. The family room with a wooden fireplace creates a warm and inviting gathering space, while large windows throughout the home frame picturesque views of the property. The 2nd floor has 4 spacious bedrooms with 3 full baths and the convenience of a laundry room. The luxurious primary suite offers a spa-inspired bath and an adjoining sitting area. A second en-suite bedroom provides additional flexibility for guests or multi-generational living with office/dressing room. The fully finished basement is an entertainer's dream, complete with a custom-built wet bar, recreation area and abundant storage. Step outside to your private backyard oasis featuring a heated in-ground pool, covered bluestone patio, outdoor kitchenette with gas grill, and a charming gazebo with skylight. There's a change room and powder room and outdoor shower next to the pool for convenience. Professionally landscaped grounds with mature trees, lush lawns, and elegant uplighting create a resort-like atmosphere. Located within the highly regarded Village Elementary School and South Woods Middle School boundaries, this home offering combines privacy, luxury, and convenience in one extraordinary setting, offering a lifestyle of elegance, tranquility, and year-round enjoyment. Otherhights including whole house water filtriation and central vacuum, gas cooking & heating, radiated floor for both primary bathrooms and the eat-in kitchen area. The ffenced property ensures privacy and security with gated access. Face to the famious the Town of Oyster Bay Golf Course and walking distance to the famious woodbury villiage for fine restarants and shopping and more! A rare and timeless Golden East Coast Gem!

4 Beds ⋅ 5 Baths ⋅ 1005109 MLS

Welcome to this exceptional Hampton-style Colonial with your own gate, privately set on a flat 1 beautifully landscaped acre with heated pool and outdoor shower and powder room. An inviting oversized front porch overlooks lush emerald lawns, mature specimen trees, and beautifully landscaped grounds. A tranquil pond with a cascading waterfall, graceful Japanese maple, and vibrant seasonal blooms create a picturesque setting year-round. Stepping inside to discover oversized, sun-filled rooms and a seamless floor plan with beatiful wood floor and heated tile floor in multi areas. At the heart of the home is an extended chef's kitchen featuring granite countertop, high end appliances, custom cabinetry witha wine cooler, a breakfast nook, and a build in work station, all thoughtfully designed for entertaining. The family room with a wooden fireplace creates a warm and inviting gathering space, while large windows throughout the home frame picturesque views of the property. The 2nd floor has 4 spacious bedrooms with 3 full baths and the convenience of a laundry room. The luxurious primary suite offers a spa-inspired bath and an adjoining sitting area. A second en-suite bedroom provides additional flexibility for guests or multi-generational living with office/dressing room. The fully finished basement is an entertainer's dream, complete with a custom-built wet bar, recreation area and abundant storage. Step outside to your private backyard oasis featuring a heated in-ground pool, covered bluestone patio, outdoor kitchenette with gas grill, and a charming gazebo with skylight. There's a change room and powder room and outdoor shower next to the pool for convenience. Professionally landscaped grounds with mature trees, lush lawns, and elegant uplighting create a resort-like atmosphere. Located within the highly regarded Village Elementary School and South Woods Middle School boundaries, this home offering combines privacy, luxury, and convenience in one extraordinary setting, offering a lifestyle of elegance, tranquility, and year-round enjoyment. Otherhights including whole house water filtriation and central vacuum, gas cooking & heating, radiated floor for both primary bathrooms and the eat-in kitchen area. The ffenced property ensures privacy and security with gated access. Face to the famious the Town of Oyster Bay Golf Course and walking distance to the famious woodbury villiage for fine restarants and shopping and more! A rare and timeless Golden East Coast Gem!

316 S Woods Road, Woodbury

$1,749,888

Move right into this beautifully updated 4-bedroom, 3.5-bath Colonial set on a flat, landscaped .34-acre property in the Syosset School District. Designed for today's lifestyle, this light-filled home features an ideal layout with spacious rooms, hardwood floors, and seamless flow for everyday living and entertaining. The renovated eat-in kitchen, completed in 2017, showcases white cabinetry, quartz countertops, stainless steel appliances, and generous workspace for cooking and gathering. Family room with gas fireplace and sliders that lead to oversized patio. Updated bathrooms, a spacious primary suite with a large walk-in closet, and generously sized secondary bedrooms provide comfort and style throughout. The full finished basement offers exceptional bonus living space, while the private backyard is an entertainer's dream with a large patio, outdoor kitchen, bar area, sports court, and storage shed. Completing this exceptional home is a two-car garage and an unbeatable location close to shopping, parks, transportation, and all that Syosset/Woodbury has to offer.

4 Beds ⋅ 3 Baths ⋅ 1031591 MLS

Move right into this beautifully updated 4-bedroom, 3.5-bath Colonial set on a flat, landscaped .34-acre property in the Syosset School District. Designed for today's lifestyle, this light-filled home features an ideal layout with spacious rooms, hardwood floors, and seamless flow for everyday living and entertaining. The renovated eat-in kitchen, completed in 2017, showcases white cabinetry, quartz countertops, stainless steel appliances, and generous workspace for cooking and gathering. Family room with gas fireplace and sliders that lead to oversized patio. Updated bathrooms, a spacious primary suite with a large walk-in closet, and generously sized secondary bedrooms provide comfort and style throughout. The full finished basement offers exceptional bonus living space, while the private backyard is an entertainer's dream with a large patio, outdoor kitchen, bar area, sports court, and storage shed. Completing this exceptional home is a two-car garage and an unbeatable location close to shopping, parks, transportation, and all that Syosset/Woodbury has to offer.

30 Irving Drive, Woodbury

$1,599,999

Welcome to 9 The Preserve, a luxurious townhouse ideally located in the heart of Woodbury. This beautiful four-bedroom, four-bathroom home offers the perfect combination of elegance, comfort, and modern living. Situated within the prestigious Preserve community, the home features a dedicated home office and beautifully designed open-concept living spaces, ideal for both everyday living and entertaining. Large windows fill the home with an abundance of natural light, creating a bright and inviting atmosphere throughout. The backyard overlooks the scenic Preserve pond, providing a peaceful setting and beautiful views. Residents enjoy access to an impressive private clubhouse featuring a private theater, state-of-the-art fitness center, and spacious party room—perfect for gatherings and entertaining. Spacious, sophisticated, and thoughtfully designed, 9 The Preserve offers an exceptional opportunity to enjoy luxury living, beautiful surroundings, and outstanding amenities in one of Woodbury’s most desirable communities.

4 Beds ⋅ 4 Baths ⋅ 1039520 MLS

Welcome to 9 The Preserve, a luxurious townhouse ideally located in the heart of Woodbury. This beautiful four-bedroom, four-bathroom home offers the perfect combination of elegance, comfort, and modern living. Situated within the prestigious Preserve community, the home features a dedicated home office and beautifully designed open-concept living spaces, ideal for both everyday living and entertaining. Large windows fill the home with an abundance of natural light, creating a bright and inviting atmosphere throughout. The backyard overlooks the scenic Preserve pond, providing a peaceful setting and beautiful views. Residents enjoy access to an impressive private clubhouse featuring a private theater, state-of-the-art fitness center, and spacious party room—perfect for gatherings and entertaining. Spacious, sophisticated, and thoughtfully designed, 9 The Preserve offers an exceptional opportunity to enjoy luxury living, beautiful surroundings, and outstanding amenities in one of Woodbury’s most desirable communities.

9 The Preserve Unit #9, Woodbury

$1,478,000

Welcome to this beautifully renovated Aspen model in the highly desirable Woodbury Greens community. Completely opened and thoughtfully redesigned, this stunning home offers an exceptional blend of style, comfort, and modern living. The upper-level features a rare four spacious bedrooms, while the main living areas have been transformed into an inviting, open-concept space. The gorgeous chef’s kitchen flows seamlessly into the living and dining areas, creating the perfect setting for both everyday living and entertaining. The kitchen showcases top-of-the-line finishes, including a stunning center island with a dramatic waterfall quartz countertop and all the bells and whistles. The expansive entertainment space continues outdoors onto an extended Trex deck, providing the perfect spot for relaxing, dining, and enjoying the beautiful surroundings. Residents of Woodbury Greens enjoy an array of outstanding amenities, including a community pool, tennis courts, pickleball courts, and basketball courts. Ideally located near shopping, dining, major roadways, and everything the area has to offer, this exceptional home truly has it all. Meticulously renovated, stylishly designed, and perfectly located, this is Woodbury Greens living at its finest.

4 Beds ⋅ 3 Baths ⋅ 1044755 MLS

Welcome to this beautifully renovated Aspen model in the highly desirable Woodbury Greens community. Completely opened and thoughtfully redesigned, this stunning home offers an exceptional blend of style, comfort, and modern living. The upper-level features a rare four spacious bedrooms, while the main living areas have been transformed into an inviting, open-concept space. The gorgeous chef’s kitchen flows seamlessly into the living and dining areas, creating the perfect setting for both everyday living and entertaining. The kitchen showcases top-of-the-line finishes, including a stunning center island with a dramatic waterfall quartz countertop and all the bells and whistles. The expansive entertainment space continues outdoors onto an extended Trex deck, providing the perfect spot for relaxing, dining, and enjoying the beautiful surroundings. Residents of Woodbury Greens enjoy an array of outstanding amenities, including a community pool, tennis courts, pickleball courts, and basketball courts. Ideally located near shopping, dining, major roadways, and everything the area has to offer, this exceptional home truly has it all. Meticulously renovated, stylishly designed, and perfectly located, this is Woodbury Greens living at its finest.

10 Pheasant Lane, Woodbury

$1,350,000

Prime commercial opportunity on Main Street South in Woodbury, adjacent to the well-known 1754 House restaurant. Formerly the longtime home of Agway/Green Acres, this versatile property features a spacious retail layout with a large open display floor, multiple additional rooms, and on-site restrooms. The site also includes a sizable parking area and covered outdoor display space, making it well suited for a wide range of commercial uses. With excellent visibility, strong traffic exposure, and a sought-after location, this property offers exceptional potential. Set on 7 acres, the parcel provides ample room for storage, additional outbuildings, or future expansion. It also presents a rare opportunity for mixed-use development, with possibilities for both commercial and residential use. All mapping and soil testing have already been completed, adding further value for future planning and development.

1 Baths ⋅ 24161266 MLS

Prime commercial opportunity on Main Street South in Woodbury, adjacent to the well-known 1754 House restaurant. Formerly the longtime home of Agway/Green Acres, this versatile property features a spacious retail layout with a large open display floor, multiple additional rooms, and on-site restrooms. The site also includes a sizable parking area and covered outdoor display space, making it well suited for a wide range of commercial uses. With excellent visibility, strong traffic exposure, and a sought-after location, this property offers exceptional potential. Set on 7 acres, the parcel provides ample room for storage, additional outbuildings, or future expansion. It also presents a rare opportunity for mixed-use development, with possibilities for both commercial and residential use. All mapping and soil testing have already been completed, adding further value for future planning and development.

524 Main St S, Woodbury

$1,298,000

Move right into this beautifully updated 3-bedroom, 3 bath split-level home located within the Syosset School District, offering luxury finishes, generous living space, and true move-in readiness. A bright, open floor plan with gleaming hardwood floors and abundant natural light sets the tone for this exceptional home. The main level features a formal living room, spacious dining area with crystal chandelier, and seamless flow into an expansive great room with a wall of windows, and a charming window seat overlooking the backyard. At the heart of the home is a brand new open kitchen complete with quartz countertops, a large center island, stainless steel appliances, floor-to-ceiling cabinetry, a skylight, and a glass-paned door providing easy access to the home's outdoor living spaces — perfect for both everyday living and entertaining. Upstairs, the spacious primary suite offers a private en-suite bathroom and his and her closets. Two additional generously sized bedrooms provide ample closet space. A renovated main bathroom impresses with a double vanity featuring quartz countertops, a vaulted ceiling, skylight and stylish finishes. The lower level provides a large, yet cozy, den with a wood-burning stove, a powder room, and sliding glass doors leading outside, enhancing the home's indoor-outdoor flow. The basement features a laundry area with new washer/dryer and extensive storage. Outdoor living is equally impressive with a brand-new Trex deck featuring illuminated steps and posts, plus a large patio and beautifully landscaped yard. Additional highlights include a two-car garage, brand-new digital HVAC and central air system, in-ground sprinklers, security system, Ring doorbell/camera, storage shed, and more. A truly turnkey home combining modern upgrades, comfort, and exceptional functionality throughout.

3 Beds ⋅ 3 Baths ⋅ 1031980 MLS

Move right into this beautifully updated 3-bedroom, 3 bath split-level home located within the Syosset School District, offering luxury finishes, generous living space, and true move-in readiness. A bright, open floor plan with gleaming hardwood floors and abundant natural light sets the tone for this exceptional home. The main level features a formal living room, spacious dining area with crystal chandelier, and seamless flow into an expansive great room with a wall of windows, and a charming window seat overlooking the backyard. At the heart of the home is a brand new open kitchen complete with quartz countertops, a large center island, stainless steel appliances, floor-to-ceiling cabinetry, a skylight, and a glass-paned door providing easy access to the home's outdoor living spaces — perfect for both everyday living and entertaining. Upstairs, the spacious primary suite offers a private en-suite bathroom and his and her closets. Two additional generously sized bedrooms provide ample closet space. A renovated main bathroom impresses with a double vanity featuring quartz countertops, a vaulted ceiling, skylight and stylish finishes. The lower level provides a large, yet cozy, den with a wood-burning stove, a powder room, and sliding glass doors leading outside, enhancing the home's indoor-outdoor flow. The basement features a laundry area with new washer/dryer and extensive storage. Outdoor living is equally impressive with a brand-new Trex deck featuring illuminated steps and posts, plus a large patio and beautifully landscaped yard. Additional highlights include a two-car garage, brand-new digital HVAC and central air system, in-ground sprinklers, security system, Ring doorbell/camera, storage shed, and more. A truly turnkey home combining modern upgrades, comfort, and exceptional functionality throughout.

7 Wren Drive, Woodbury

$1,249,999

Perfectly situated in The Greens at Woodbury, this beautiful 3-bedroom, 3.5-bath Aspen model offers an exceptional location near the cul-de-sac and community pool, along with a private backyard setting. The sun-filled interior showcases a sleek, modern aesthetic with hardwood floors throughout. At the heart of the home is a brand-new designer eat-in kitchen featuring custom cabinetry, quartz countertops, all-new appliances, and contemporary finishes, seamlessly combining style and functionality for everyday living and entertaining. The spacious living room creates a warm and sophisticated atmosphere, while the private terrace opens to a new Trex deck—an ideal setting for relaxing, outdoor dining, and entertaining. The oversized primary suite offers exceptional comfort and privacy, complemented by two additional generously sized bedrooms. Each bedroom features a custom walk-in closet, providing an exceptional amount of storage throughout the home. A full finished basement provides versatile additional space for a recreation room, home office, gym, or guest area. Additional updates include a new washing machine and dryer. Further highlights include a two-car garage, low monthly HOA fees, and access to resort-style community amenities, including a pool and tennis courts. A rare opportunity to own a beautifully updated, move-in-ready home in one of The Greens at Woodbury’s most desirable locations.

3 Beds ⋅ 4 Baths ⋅ 1035676 MLS

Perfectly situated in The Greens at Woodbury, this beautiful 3-bedroom, 3.5-bath Aspen model offers an exceptional location near the cul-de-sac and community pool, along with a private backyard setting. The sun-filled interior showcases a sleek, modern aesthetic with hardwood floors throughout. At the heart of the home is a brand-new designer eat-in kitchen featuring custom cabinetry, quartz countertops, all-new appliances, and contemporary finishes, seamlessly combining style and functionality for everyday living and entertaining. The spacious living room creates a warm and sophisticated atmosphere, while the private terrace opens to a new Trex deck—an ideal setting for relaxing, outdoor dining, and entertaining. The oversized primary suite offers exceptional comfort and privacy, complemented by two additional generously sized bedrooms. Each bedroom features a custom walk-in closet, providing an exceptional amount of storage throughout the home. A full finished basement provides versatile additional space for a recreation room, home office, gym, or guest area. Additional updates include a new washing machine and dryer. Further highlights include a two-car garage, low monthly HOA fees, and access to resort-style community amenities, including a pool and tennis courts. A rare opportunity to own a beautifully updated, move-in-ready home in one of The Greens at Woodbury’s most desirable locations.

48 Chestnut Lane, Woodbury

$1,088,000

The largest model in the highly sought-after Woodlands community, this beautifully renovated end-unit residence offers approximately 2,355 square feet of well-designed living space with an open floor plan, soaring two-story ceilings, and the privacy and abundant natural light of a desirable end-unit location. The spacious living and dining rooms flow effortlessly together and open through sliding glass doors to a private Trex deck, extending the living space outdoors to the backyard. A versatile den features a large walk-in storage closet plus an additional windowed alcove, ideal for a workspace or extra storage. The renovated kitchen opens to the main living areas, while the expanded primary suite includes a beautifully enlarged bath with a soaking tub, separate shower, and exceptional storage, a rare enhancement unique to this model. The oversized finished lower level offers exceptional flexibility with expansive recreation space, abundant storage, and a separate room ideal for a home office, gym, media room, or overnight guests. Ideally located in the heart of Woodbury, The Woodlands offers a convenient lifestyle just minutes from shopping, restaurants, parks, golf courses, the Long Island Rail Road, and major parkways, all within the award-winning Syosset Central School District. Residents also enjoy exceptional community amenities including a clubhouse with a fitness center, party room, card room, swimming pool, tennis and pickleball courts, basketball court, and playground.

3 Beds ⋅ 3 Baths ⋅ 1028929 MLS

The largest model in the highly sought-after Woodlands community, this beautifully renovated end-unit residence offers approximately 2,355 square feet of well-designed living space with an open floor plan, soaring two-story ceilings, and the privacy and abundant natural light of a desirable end-unit location. The spacious living and dining rooms flow effortlessly together and open through sliding glass doors to a private Trex deck, extending the living space outdoors to the backyard. A versatile den features a large walk-in storage closet plus an additional windowed alcove, ideal for a workspace or extra storage. The renovated kitchen opens to the main living areas, while the expanded primary suite includes a beautifully enlarged bath with a soaking tub, separate shower, and exceptional storage, a rare enhancement unique to this model. The oversized finished lower level offers exceptional flexibility with expansive recreation space, abundant storage, and a separate room ideal for a home office, gym, media room, or overnight guests. Ideally located in the heart of Woodbury, The Woodlands offers a convenient lifestyle just minutes from shopping, restaurants, parks, golf courses, the Long Island Rail Road, and major parkways, all within the award-winning Syosset Central School District. Residents also enjoy exceptional community amenities including a clubhouse with a fitness center, party room, card room, swimming pool, tennis and pickleball courts, basketball court, and playground.

26 Jennings Lane, Woodbury

$1,020,000

Set within the highly sought after Woodland Pond Community, this exquisite Cedarwood model (largest) is perfectly positioned as a desirable end unit overlooking a serene and picturesque pond. Enjoy tranquil pond views with fountain and botanical setting. This exceptional residence combines elegance, comfort and timeless design. Meticulously maintained, this home showcases sophisticated finishes and artfully curated living spaces throughout. The living room features a beautiful fireplace, textured walls for gallery style art display and cathedral vaulted ceiling with skylight. The dining room is graciously set with French style patio doors offering easy access to private patio with stunning views of the tree lined shore of pond and beyond. Chef's kitchen offers stainless steel appliances, large pantry, convenient laundry room and garage access. The thoughtfully designed floor plan offers a spacious primary suite upstairs with a wall of windows overlooking the pond with large "spa" style bath with bidet and large walk in closet. Additionally, there is a second bedroom with an ensuite full bath and walk-in closet. The full finished basement provides abundant storage and endless possibilities for recreation, fitness, home office or game room. A two-car garage adds to the home's exceptional functionality. Woodland Pond offers resort-style amenities including tennis courts, basketball court, heated outdoor pool, kiddie pool, playground and a newly renovated clubhouse with fitness center, card rooms and event space. Minutes to shopping, restaurants, highways and trains. Syosset School District

2 Beds ⋅ 3 Baths ⋅ 1011780 MLS

Set within the highly sought after Woodland Pond Community, this exquisite Cedarwood model (largest) is perfectly positioned as a desirable end unit overlooking a serene and picturesque pond. Enjoy tranquil pond views with fountain and botanical setting. This exceptional residence combines elegance, comfort and timeless design. Meticulously maintained, this home showcases sophisticated finishes and artfully curated living spaces throughout. The living room features a beautiful fireplace, textured walls for gallery style art display and cathedral vaulted ceiling with skylight. The dining room is graciously set with French style patio doors offering easy access to private patio with stunning views of the tree lined shore of pond and beyond. Chef's kitchen offers stainless steel appliances, large pantry, convenient laundry room and garage access. The thoughtfully designed floor plan offers a spacious primary suite upstairs with a wall of windows overlooking the pond with large "spa" style bath with bidet and large walk in closet. Additionally, there is a second bedroom with an ensuite full bath and walk-in closet. The full finished basement provides abundant storage and endless possibilities for recreation, fitness, home office or game room. A two-car garage adds to the home's exceptional functionality. Woodland Pond offers resort-style amenities including tennis courts, basketball court, heated outdoor pool, kiddie pool, playground and a newly renovated clubhouse with fitness center, card rooms and event space. Minutes to shopping, restaurants, highways and trains. Syosset School District

84 Woodlake Drive W, Woodbury

$999,900

Discover the charm of this beautiful antique home in the heart of Woodbury! Nestled on the serene Middle Quarter Road, this vintage gem is being restored by the current owner and is just a 2-minute stroll from coffee shops, top-notch restaurants, and the historic Main Street. The home will be meticulously updated from the ground up, featuring wide board antique flooring, a stunning great room with a cathedral ceiling and fireplace, and formal living and dining rooms, each with its own fireplace. Upstairs, the primary suite boasts a vaulted ceiling with exposed beams, accompanied by two additional bedrooms and a walk-up attic. This will be a brand new house when complete; new mechanicals, new insulation, new wiring, new plumbing, new kitchen and baths - a new home with the charm of old. The exterior could be equally impressive, offering two post-and-beam barns, and a beautifully landscaped level lot. The Middle Quarter zoning adds extra versatility, allowing you to run a business from home and even expand the living space into the barns. This is truly one of the best locations in Woodbury!

3 Beds ⋅ 3 Baths ⋅ 24146826 MLS

Discover the charm of this beautiful antique home in the heart of Woodbury! Nestled on the serene Middle Quarter Road, this vintage gem is being restored by the current owner and is just a 2-minute stroll from coffee shops, top-notch restaurants, and the historic Main Street. The home will be meticulously updated from the ground up, featuring wide board antique flooring, a stunning great room with a cathedral ceiling and fireplace, and formal living and dining rooms, each with its own fireplace. Upstairs, the primary suite boasts a vaulted ceiling with exposed beams, accompanied by two additional bedrooms and a walk-up attic. This will be a brand new house when complete; new mechanicals, new insulation, new wiring, new plumbing, new kitchen and baths - a new home with the charm of old. The exterior could be equally impressive, offering two post-and-beam barns, and a beautifully landscaped level lot. The Middle Quarter zoning adds extra versatility, allowing you to run a business from home and even expand the living space into the barns. This is truly one of the best locations in Woodbury!

27 Middle Quarter Rd, Woodbury

$990,000

To be built Modern style home with gorgeous southern views and privacy from your neighbors. Enjoy the wall of glass overlooking a bluestone patio, and beautiful views above Main Street North! Just a few minutes from Woodbury's town center, this home provides an open floor with a kitchen/great room, a cathedral ceiling, and a floor-to-ceiling masonry fireplace. The first floor includes a primary suite and two other bedrooms while the upper level offers an office and a loft, both with a cathedral ceiling and views to the outside.

3 Beds ⋅ 2 Baths ⋅ 24086595 MLS

To be built Modern style home with gorgeous southern views and privacy from your neighbors. Enjoy the wall of glass overlooking a bluestone patio, and beautiful views above Main Street North! Just a few minutes from Woodbury's town center, this home provides an open floor with a kitchen/great room, a cathedral ceiling, and a floor-to-ceiling masonry fireplace. The first floor includes a primary suite and two other bedrooms while the upper level offers an office and a loft, both with a cathedral ceiling and views to the outside.

523 Main St N, Woodbury

$875,000

Set on 3.29 picturesque acres bordering conservation land, this beautifully maintained and thoughtfully remodeled country Cape is filled with character, custom craftsmanship and modern amenities. The estate-like grounds and versatile floor plan offer privacy, comfort and functionality, including options for multigenerational living. At the heart of the home, the custom country kitchen features granite countertops, a farmhouse sink, stainless steel appliances and handcrafted cabinetry, opening to a sun-filled sitting/living room with a propane fireplace/stove. The generously sized dining room has its own fireplace, distinctive checkerboard wood floors and a bay window, with the versatility to serve as another living area if desired. The main level includes a primary bedroom with private full bath, a second bedroom, remodeled powder room and separate office or craft room. At the rear, the mudroom incorporates laundry and antique chestnut cabinetry, one of the many details that give this home its individual character. Upstairs are two spacious bedrooms, an updated full bath, built-in storage and a large walk-in attic with the potential for future finished space. The walk-out finished lower level adds another dimension to the home, with a fireplace and antique reclaimed pine cupboards and built-ins. This comfortable area lends itself to recreation, a home office or simply relaxing. A substantial unfinished basement provides abundant storage. The grounds are equally impressive.

4 Beds ⋅ 3 Baths ⋅ 24202477 MLS

Set on 3.29 picturesque acres bordering conservation land, this beautifully maintained and thoughtfully remodeled country Cape is filled with character, custom craftsmanship and modern amenities. The estate-like grounds and versatile floor plan offer privacy, comfort and functionality, including options for multigenerational living. At the heart of the home, the custom country kitchen features granite countertops, a farmhouse sink, stainless steel appliances and handcrafted cabinetry, opening to a sun-filled sitting/living room with a propane fireplace/stove. The generously sized dining room has its own fireplace, distinctive checkerboard wood floors and a bay window, with the versatility to serve as another living area if desired. The main level includes a primary bedroom with private full bath, a second bedroom, remodeled powder room and separate office or craft room. At the rear, the mudroom incorporates laundry and antique chestnut cabinetry, one of the many details that give this home its individual character. Upstairs are two spacious bedrooms, an updated full bath, built-in storage and a large walk-in attic with the potential for future finished space. The walk-out finished lower level adds another dimension to the home, with a fireplace and antique reclaimed pine cupboards and built-ins. This comfortable area lends itself to recreation, a home office or simply relaxing. A substantial unfinished basement provides abundant storage. The grounds are equally impressive.

385 Middle Road Tpke, Woodbury

$874,900

Beautiful Colonial set on a private 3+ acre lot in sought-after Curtiss Meadows, ideally located on the southern end of Woodbury abutting the Southbury line. Set back from the cul-de-sac entryway, this well-cared-for home offers a wonderful blend of privacy, comfort, convenience, and thoughtful updates. The level, light-filled driveway provides easy access, while the peaceful setting creates a true sense of retreat just minutes from Woodbury and Southbury town centers, commuting routes, and everyday amenities. Offering 3,865 sq. ft. of finished living space on the main two levels, plus an additional 550 sq. ft. recreation room in the walkout lower level, this spacious home provides plenty of room to live, work, and entertain. The first floor features a gourmet kitchen with granite countertops and a large center island perfect for gathering, a spacious great room with cathedral ceiling, formal living and dining rooms, and a cozy den with fireplace. Upstairs, an open foyer/sitting area leads to a comfortable primary suite and three generously sized bedrooms. The exterior is beautifully maintained and includes a privacy fence, rear patio, and three-car garage. Recent improvements add even more value, including a new HVAC and central air conditioning system installed in March 2026, along with solar panels added by the owners to help curb rising energy costs. The two fireplaces give wonderful comfort and warmth.

4 Beds ⋅ 5 Baths ⋅ 24172449 MLS

Beautiful Colonial set on a private 3+ acre lot in sought-after Curtiss Meadows, ideally located on the southern end of Woodbury abutting the Southbury line. Set back from the cul-de-sac entryway, this well-cared-for home offers a wonderful blend of privacy, comfort, convenience, and thoughtful updates. The level, light-filled driveway provides easy access, while the peaceful setting creates a true sense of retreat just minutes from Woodbury and Southbury town centers, commuting routes, and everyday amenities. Offering 3,865 sq. ft. of finished living space on the main two levels, plus an additional 550 sq. ft. recreation room in the walkout lower level, this spacious home provides plenty of room to live, work, and entertain. The first floor features a gourmet kitchen with granite countertops and a large center island perfect for gathering, a spacious great room with cathedral ceiling, formal living and dining rooms, and a cozy den with fireplace. Upstairs, an open foyer/sitting area leads to a comfortable primary suite and three generously sized bedrooms. The exterior is beautifully maintained and includes a privacy fence, rear patio, and three-car garage. Recent improvements add even more value, including a new HVAC and central air conditioning system installed in March 2026, along with solar panels added by the owners to help curb rising energy costs. The two fireplaces give wonderful comfort and warmth.

8 Curtiss Mdws, Woodbury

$819,888

This Updated 3 Bedroom, 2.5 Bath Townhouse with a Full Finished Basement is located in The Woodlands Community within the Syosset School District! IT IS MOVE IN READY WITH A LOVELY SERENE LOCATION FACING THE BACK! The home has many upgrades such as Oak Hardwood Flooring and Recessed Lighting Throughout. The Eat in Kitchen has Granite Countertops, a Granite Island and Stainless-Steel Appliances. Continuing on the main level is a Pantry Closet, Half Bath, Washer/Dryer, Dining Room and a Living Room with a wood burning Fireplace. Upstairs is the Primary Bedroom featuring an En-Suite Bathroom and a large Walk in Closet. The 2nd and 3rd Bedroom as well as a Full Hallway Bathroom complete the upper level. The Lower Level features a Full Finished Basement and room for extra storage! Amenities include a Community Pool, Tennis, Basketball and Play Area. Enjoy all that this Community has to offer!

3 Beds ⋅ 3 Baths ⋅ 990859 MLS

This Updated 3 Bedroom, 2.5 Bath Townhouse with a Full Finished Basement is located in The Woodlands Community within the Syosset School District! IT IS MOVE IN READY WITH A LOVELY SERENE LOCATION FACING THE BACK! The home has many upgrades such as Oak Hardwood Flooring and Recessed Lighting Throughout. The Eat in Kitchen has Granite Countertops, a Granite Island and Stainless-Steel Appliances. Continuing on the main level is a Pantry Closet, Half Bath, Washer/Dryer, Dining Room and a Living Room with a wood burning Fireplace. Upstairs is the Primary Bedroom featuring an En-Suite Bathroom and a large Walk in Closet. The 2nd and 3rd Bedroom as well as a Full Hallway Bathroom complete the upper level. The Lower Level features a Full Finished Basement and room for extra storage! Amenities include a Community Pool, Tennis, Basketball and Play Area. Enjoy all that this Community has to offer!

109 Aspen Drive E, Woodbury

$799,999

Welcome to Woodland Pond, this updated and well-maintained 3-bedroom, 2.5-bathroom townhouse featuring a spacious layout with a formal dining room, central air conditioning, and a generously sized primary bedroom complete with a private en-suite bathroom. Enjoy outdoor living on the private brick patio, perfect for relaxing or entertaining. Residents of Woodland Pond enjoy an array of amenities, including swimming pool, tennis courts, a clubhouse, gym, and party room. Conveniently located and thoughtfully maintained, this townhouse offers comfortable living with an excellent selection of community amenities.

3 Beds ⋅ 3 Baths ⋅ 1038513 MLS

Welcome to Woodland Pond, this updated and well-maintained 3-bedroom, 2.5-bathroom townhouse featuring a spacious layout with a formal dining room, central air conditioning, and a generously sized primary bedroom complete with a private en-suite bathroom. Enjoy outdoor living on the private brick patio, perfect for relaxing or entertaining. Residents of Woodland Pond enjoy an array of amenities, including swimming pool, tennis courts, a clubhouse, gym, and party room. Conveniently located and thoughtfully maintained, this townhouse offers comfortable living with an excellent selection of community amenities.

11 Clubhouse Court, Woodbury

$600,000

Rare mixed-use investment opportunity on over an acre along Woodbury's desirable Main Street South. This unique property features a seven-unit residential building, a detached garage with an additional apartment above, and a separate commercial building offering approximately 2,000 square feet with its own dedicated entrance and access. Three of the residential units are currently occupied, while the remaining units present an opportunity for renovation and value-add potential. The separate commercial building offers flexibility for a variety of business, office, or retail uses, creating multiple income opportunities on a single property. Properties offering this combination of residential and commercial space in such a prime Woodbury location rarely become available. Whether you're looking to expand your investment portfolio or reimagine a mixed-use property with significant upside, this is an opportunity not to be missed. Property is being sold as-is.

9 Beds ⋅ 8 Baths ⋅ 24195107 MLS

Rare mixed-use investment opportunity on over an acre along Woodbury's desirable Main Street South. This unique property features a seven-unit residential building, a detached garage with an additional apartment above, and a separate commercial building offering approximately 2,000 square feet with its own dedicated entrance and access. Three of the residential units are currently occupied, while the remaining units present an opportunity for renovation and value-add potential. The separate commercial building offers flexibility for a variety of business, office, or retail uses, creating multiple income opportunities on a single property. Properties offering this combination of residential and commercial space in such a prime Woodbury location rarely become available. Whether you're looking to expand your investment portfolio or reimagine a mixed-use property with significant upside, this is an opportunity not to be missed. Property is being sold as-is.

137 & 141 Main St S, Woodbury

$555,000

BACK ON THE MARKET with a NEW SEPTIC being installed, NEW WELL, and MORE. This generous 5-bedroom home offers a generous footprint to put your personal touches on. Boasting wood flooring and newer windows throughout, the main level features a spacious living room, formal dining room, an eat-in kitchen, a cozy family room with fireplace, a private home office, and a full bathroom. Upstairs, you'll find five sizable bedrooms, including a primary suite complete with a walk-in closet and en-suite bath. The remaining four bedrooms share a large full bathroom equipped with a double vanity. The expansive walk-out lower level adds incredible value with over 1,000 square feet of finished, heated living space. It includes a den with fireplace, a possible game room or in-law suite as light streams through a large picture window with views of the backyard. This finished area includes an additional guest room and half-bath. Outside, a circular driveway frames the property amidst mature, private landscaping, while the back deck is primed for summer grilling. Complete with an oversized two-car garage featuring a dedicated work area and abundant storage closets. Bring your design ideas and unlock this gem's full potential.

5 Beds ⋅ 3 Baths ⋅ 24206024 MLS

BACK ON THE MARKET with a NEW SEPTIC being installed, NEW WELL, and MORE. This generous 5-bedroom home offers a generous footprint to put your personal touches on. Boasting wood flooring and newer windows throughout, the main level features a spacious living room, formal dining room, an eat-in kitchen, a cozy family room with fireplace, a private home office, and a full bathroom. Upstairs, you'll find five sizable bedrooms, including a primary suite complete with a walk-in closet and en-suite bath. The remaining four bedrooms share a large full bathroom equipped with a double vanity. The expansive walk-out lower level adds incredible value with over 1,000 square feet of finished, heated living space. It includes a den with fireplace, a possible game room or in-law suite as light streams through a large picture window with views of the backyard. This finished area includes an additional guest room and half-bath. Outside, a circular driveway frames the property amidst mature, private landscaping, while the back deck is primed for summer grilling. Complete with an oversized two-car garage featuring a dedicated work area and abundant storage closets. Bring your design ideas and unlock this gem's full potential.

33 Hurds Hill Rd, Woodbury

$550,000

LARGE COLONIAL HOME ON A 4+ ACRE PRIVATE LOT- THIS HOME OFFERS A FULLY APPL KITCHEN WITH CENTER ISLAND- DINING RM THAT OPENS TO A FORMAL LIVING RM- MAIN FLOOR FAMILY RM WITH BRICK FIREPLACE- MAIN FLOOR OFFICE OR WORKOUT RM- 3 HUGE BEDROOMS WITH THE PRIMARY HAVING IT'S OWN BRICK FIREPLACE, FULL BATH WITH JACUZZI TUB & WALK IN CLOSET- 2.5 BATHS- 2 CAR GARAGE WITH AN ADDIOTIONAL GARAGE IN THE BASEMENT- NEWER ROOF & WINDOWS IN 2012- BEAUTIFUL WOOD FLOORS THROUGHOUT- LARGE DECK-

3 Beds ⋅ 3 Baths ⋅ 24210602 MLS

LARGE COLONIAL HOME ON A 4+ ACRE PRIVATE LOT- THIS HOME OFFERS A FULLY APPL KITCHEN WITH CENTER ISLAND- DINING RM THAT OPENS TO A FORMAL LIVING RM- MAIN FLOOR FAMILY RM WITH BRICK FIREPLACE- MAIN FLOOR OFFICE OR WORKOUT RM- 3 HUGE BEDROOMS WITH THE PRIMARY HAVING IT'S OWN BRICK FIREPLACE, FULL BATH WITH JACUZZI TUB & WALK IN CLOSET- 2.5 BATHS- 2 CAR GARAGE WITH AN ADDIOTIONAL GARAGE IN THE BASEMENT- NEWER ROOF & WINDOWS IN 2012- BEAUTIFUL WOOD FLOORS THROUGHOUT- LARGE DECK-

164 Quanopaug Trl, Woodbury

$479,999

Welcome home to this beautifully custom-renovated 3-bedroom, 2.5-bath townhouse nestled on a quiet cul-de-sac in the highly sought-after Timber Ridge III community of Highland Mills. Offering approximately 1,963 square feet of living space, including the finished basement with an impressive oversized his-and-hers walk-in closet, this move-in-ready home combines modern style, comfort, and convenience. Step inside to a bright, open-concept layout featuring tasteful custom renovations and designer finishes throughout. The living, dining, and kitchen areas flow seamlessly together, creating an inviting space perfect for everyday living and entertaining. Upstairs, the spacious primary suite offers a private en-suite bath and an impressive oversized his-and-hers walk-in closet with abundant storage. Additional bedrooms provide plenty of space for family, guests, or a home office. Enjoy outdoor living on the private rear deck, perfect for morning coffee, relaxing in the sun, summer barbecues, and entertaining. Residents of Timber Ridge III also enjoy access to the community pool. Located in the Town of Woodbury, the home is approximately five minutes from Earl Reservoir Park, offering swimming, fishing, picnic areas, playgrounds, sports courts, and scenic walking paths. You'll also enjoy convenient access to Woodbury Common Premium Outlets, I-87, Route 17, commuter transportation, Harriman State Park, shopping, restaurants, and everyday conveniences. Located within the Monroe-Woodbury Central School District, 19 Helene Circle offers an exceptional combination of space, style, location, and Hudson Valley living. You will appreciate being located within the highly regarded Monroe-Woodbury Central School District, known for its strong academic programs, championship athletics, performing arts, Advanced Placement courses, and wide variety of extracurricular opportunities. Being sold As-Is. Refrigerator and chandeliers are excluded from the sale.

3 Beds ⋅ 3 Baths ⋅ 1049258 MLS

Welcome home to this beautifully custom-renovated 3-bedroom, 2.5-bath townhouse nestled on a quiet cul-de-sac in the highly sought-after Timber Ridge III community of Highland Mills. Offering approximately 1,963 square feet of living space, including the finished basement with an impressive oversized his-and-hers walk-in closet, this move-in-ready home combines modern style, comfort, and convenience. Step inside to a bright, open-concept layout featuring tasteful custom renovations and designer finishes throughout. The living, dining, and kitchen areas flow seamlessly together, creating an inviting space perfect for everyday living and entertaining. Upstairs, the spacious primary suite offers a private en-suite bath and an impressive oversized his-and-hers walk-in closet with abundant storage. Additional bedrooms provide plenty of space for family, guests, or a home office. Enjoy outdoor living on the private rear deck, perfect for morning coffee, relaxing in the sun, summer barbecues, and entertaining. Residents of Timber Ridge III also enjoy access to the community pool. Located in the Town of Woodbury, the home is approximately five minutes from Earl Reservoir Park, offering swimming, fishing, picnic areas, playgrounds, sports courts, and scenic walking paths. You'll also enjoy convenient access to Woodbury Common Premium Outlets, I-87, Route 17, commuter transportation, Harriman State Park, shopping, restaurants, and everyday conveniences. Located within the Monroe-Woodbury Central School District, 19 Helene Circle offers an exceptional combination of space, style, location, and Hudson Valley living. You will appreciate being located within the highly regarded Monroe-Woodbury Central School District, known for its strong academic programs, championship athletics, performing arts, Advanced Placement courses, and wide variety of extracurricular opportunities. Being sold As-Is. Refrigerator and chandeliers are excluded from the sale.

19 Helene Circle, Woodbury

$349,500

Welcome to Woodlake! Move right in and enjoy the space, comfort, and lifestyle this beautifully maintained 3-bedroom, 2.5-bath townhouse has to offer. The light-filled and flexible floor plan includes spacious main-level living, 2 generous upstairs bedrooms, and a huge finished walkout lower level with an additional room perfect for a home office, gym, or hobby space. Updates and improvements are too numerous to mention. Highlights include an electric fireplace insert, a cozy wood stove, and a beautifully renovated upstairs bath with a jetted tub. (Ask your Realtor for a full list.) A large unfinished basement area provides abundant storage. Outside, enjoy a meal or coffee on your private deck, and you'll even enjoy the short scenic walk from your car (1 carport and 1 assigned parking spot!) to your front door. Life at Woodlake is about more than the home. Enjoy walking trails, a tranquil pond for canoeing, picnic areas, a playground, and a peaceful setting surrounded by nature. Just minutes away, historic Woodbury offers exceptional restaurants, charming shops, antique stores, New Morning Market, Flanders Nature Center, Earth Tones Native Plant Nursery, and easy access to I-84, giving you the perfect blend of country charm and everyday convenience. As an added bonus, Woodlake is FHA-approved and pet-friendly. Schedule your private showing today and experience everything Woodlake has to offer.

3 Beds ⋅ 3 Baths ⋅ 24191489 MLS ⋅ Woodlake BLDG.

Welcome to Woodlake! Move right in and enjoy the space, comfort, and lifestyle this beautifully maintained 3-bedroom, 2.5-bath townhouse has to offer. The light-filled and flexible floor plan includes spacious main-level living, 2 generous upstairs bedrooms, and a huge finished walkout lower level with an additional room perfect for a home office, gym, or hobby space. Updates and improvements are too numerous to mention. Highlights include an electric fireplace insert, a cozy wood stove, and a beautifully renovated upstairs bath with a jetted tub. (Ask your Realtor for a full list.) A large unfinished basement area provides abundant storage. Outside, enjoy a meal or coffee on your private deck, and you'll even enjoy the short scenic walk from your car (1 carport and 1 assigned parking spot!) to your front door. Life at Woodlake is about more than the home. Enjoy walking trails, a tranquil pond for canoeing, picnic areas, a playground, and a peaceful setting surrounded by nature. Just minutes away, historic Woodbury offers exceptional restaurants, charming shops, antique stores, New Morning Market, Flanders Nature Center, Earth Tones Native Plant Nursery, and easy access to I-84, giving you the perfect blend of country charm and everyday convenience. As an added bonus, Woodlake is FHA-approved and pet-friendly. Schedule your private showing today and experience everything Woodlake has to offer.

4 Alder Court, Unit 4, Woodbury

$59,000

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.

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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