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Woodbury Knolls -Your next home is waiting for you. Perfectly located 5 bedroom Center Hall Colonial set on 1/3 of an acre. Circular drive way, great curb appeal, professionally landscaped, inground pool, new heating and central air conditioning systems. Designer eat in kitchen, gas fireplace, loads of storage, great home for entertaining and extremely comfortable living with over 2500 sq ft. Syosset School District. Must see.

5 Beds ⋅ 3 Baths ⋅ 972015 MLS

Woodbury Knolls -Your next home is waiting for you. Perfectly located 5 bedroom Center Hall Colonial set on 1/3 of an acre. Circular drive way, great curb appeal, professionally landscaped, inground pool, new heating and central air conditioning systems. Designer eat in kitchen, gas fireplace, loads of storage, great home for entertaining and extremely comfortable living with over 2500 sq ft. Syosset School District. Must see.

5 Jan Lane, Woodbury

$1,495,000

Just 2 hours from New York City, this exceptional lakefront retreat offers a rare blend of privacy, natural beauty & turnkey luxury. Tucked at the end of West Lake Rd and bordered by the protected woodlands of Flanders Nature Center Preserve, the property enjoys sweeping, unobstructed views across pristine Lake Quassapaug to historic Tranquillity Farm, designed by McKim, Mead & White. Lake Quassapaug is a private lake with no public access & a 10-mph speed limit, creating an ideal setting for boating, fishing, swimming & year-round recreation. Private beach & dock provide direct water access, while the renovated lakeside cabana offers flexible space for a home office, fitness studio or retreat. Outdoor KIT, BBQ area & multiple patios, including a waterfront terrace, are perfect for entertaining. Renovated in 2020, the home features a beautifully appointed gourmet KIT with premium finishes & seamless flow to inviting living spaces. One of only a select few lakefront homes in Woodbury, it benefits from the town's favorable tax structure while being minutes to historic Main St, acclaimed restaurants & antique shops. Town of Woodbury recognizes 112 West Lake Road and a few other neighboring properties as condominium units. All other homes on the Lake are in Middlebury CT. Rare opportunity to own a fully renovated waterfront home with exceptional privacy, spectacular views & an unparalleled lake lifestyle.

2 Beds ⋅ 2 Baths ⋅ 24185479 MLS ⋅ Woodlake BLDG.

Just 2 hours from New York City, this exceptional lakefront retreat offers a rare blend of privacy, natural beauty & turnkey luxury. Tucked at the end of West Lake Rd and bordered by the protected woodlands of Flanders Nature Center Preserve, the property enjoys sweeping, unobstructed views across pristine Lake Quassapaug to historic Tranquillity Farm, designed by McKim, Mead & White. Lake Quassapaug is a private lake with no public access & a 10-mph speed limit, creating an ideal setting for boating, fishing, swimming & year-round recreation. Private beach & dock provide direct water access, while the renovated lakeside cabana offers flexible space for a home office, fitness studio or retreat. Outdoor KIT, BBQ area & multiple patios, including a waterfront terrace, are perfect for entertaining. Renovated in 2020, the home features a beautifully appointed gourmet KIT with premium finishes & seamless flow to inviting living spaces. One of only a select few lakefront homes in Woodbury, it benefits from the town's favorable tax structure while being minutes to historic Main St, acclaimed restaurants & antique shops. Town of Woodbury recognizes 112 West Lake Road and a few other neighboring properties as condominium units. All other homes on the Lake are in Middlebury CT. Rare opportunity to own a fully renovated waterfront home with exceptional privacy, spectacular views & an unparalleled lake lifestyle.

112 W Lake Rd Unit 112, Woodbury

$1,490,000

Welcome Home to this Prime Updated Sterling Ridge 4 Bedroom 3.5 Bath Ranch. The Cedar Impression and Brick Exterior create Fabulous Curb Appeal but inside you will truly be Impressed. The Large, Light and Bright Entry Foyer Leads to a Thoughtful room flow with well proportioned living spaces that create warmth and functionality. The Stunning Kitchen was updated 2 years ago with Refaced White Shaker Cabinets, Granite counters and SS appliances including GE Profile 5 Burner Cooktop, Double Oven, Refrigerator with water and ice and microwave and Kitchenaide Dishwasher, The Vaulted Ceiling and Two Skylights add volume and natural light. The Family Room Offers a Wood Burning Fireplace. Wood Floors in every room as well as Crown moldings display a timeless elegance. The Full home Watertech Filtration System replaced in 2020 is a Full House water filtration in addition to the kitchens reverse osmosis drinking water system. The Mudroom off the Kitchen features Newer Whirlpool Duet W/D, Pull out Pantry and Powder Room Conveniently located with access to the Inground Heated Pool and Yard. All Andersen Windows and Pella Back Door. All the Bedrooms are Spacious with Ample Closets. The Primary Bedroom has a Walk in Closet and additional Closet, The Ensuite Primary Bathroom has a Granite Vanity, a Walk in Shower and the Main Hall Bathroom has a Double Granite Vanity and Tub/ Shower with New Toilet. This Homes Lower Level is Truly Special! A Huge Additional Family Room is Perfect for Entertaining or for Extended Family with a Wet Bar that includes a Sink, Refrigerator and Beverage Refrigerator, a Newer Bathroom with Jacuzzi tub, Office and/or 5th Bedroom, Gym, Cedar Closets and Additional Storage. The Lower Level offers a Full Walk out! 3 Zone Baseboard Heat, 1 Zone New CAC (2025), 4 Zone IGS, All LED recessed Lighting, 12 Year old Roof, 200 Amp Electric, 2 Car Garage, Above Ground Oil Tank, Gas Line In Front Of House As Per National Grid Too much to list! This is a MUST SEE!

4 Beds ⋅ 4 Baths ⋅ 964360 MLS

Welcome Home to this Prime Updated Sterling Ridge 4 Bedroom 3.5 Bath Ranch. The Cedar Impression and Brick Exterior create Fabulous Curb Appeal but inside you will truly be Impressed. The Large, Light and Bright Entry Foyer Leads to a Thoughtful room flow with well proportioned living spaces that create warmth and functionality. The Stunning Kitchen was updated 2 years ago with Refaced White Shaker Cabinets, Granite counters and SS appliances including GE Profile 5 Burner Cooktop, Double Oven, Refrigerator with water and ice and microwave and Kitchenaide Dishwasher, The Vaulted Ceiling and Two Skylights add volume and natural light. The Family Room Offers a Wood Burning Fireplace. Wood Floors in every room as well as Crown moldings display a timeless elegance. The Full home Watertech Filtration System replaced in 2020 is a Full House water filtration in addition to the kitchens reverse osmosis drinking water system. The Mudroom off the Kitchen features Newer Whirlpool Duet W/D, Pull out Pantry and Powder Room Conveniently located with access to the Inground Heated Pool and Yard. All Andersen Windows and Pella Back Door. All the Bedrooms are Spacious with Ample Closets. The Primary Bedroom has a Walk in Closet and additional Closet, The Ensuite Primary Bathroom has a Granite Vanity, a Walk in Shower and the Main Hall Bathroom has a Double Granite Vanity and Tub/ Shower with New Toilet. This Homes Lower Level is Truly Special! A Huge Additional Family Room is Perfect for Entertaining or for Extended Family with a Wet Bar that includes a Sink, Refrigerator and Beverage Refrigerator, a Newer Bathroom with Jacuzzi tub, Office and/or 5th Bedroom, Gym, Cedar Closets and Additional Storage. The Lower Level offers a Full Walk out! 3 Zone Baseboard Heat, 1 Zone New CAC (2025), 4 Zone IGS, All LED recessed Lighting, 12 Year old Roof, 200 Amp Electric, 2 Car Garage, Above Ground Oil Tank, Gas Line In Front Of House As Per National Grid Too much to list! This is a MUST SEE!

21 Colgate Lane, Woodbury

$1,400,000

Gloriously Peaceful, Private, Magnificent views...This exceptional residence among similar spectacular homes welcomes you with a dramatic two-story entry - designed for both refined entertaining and comfortable living. The heart of the home is a beautifully appointed chef's kitchen featuring porcelain countertops with waterfall island and slab backsplash. New 48' Sub-Zero refrigerator & a Sub-Zero 136-bottle wine fridge. Plus built-in professional expresso machine, a coffee-lover's dream! All Wolf appliance suite including a 6-burner gas cooktop, double ovens and microwave. The sun-filled breakfast nook flows effortlessly into the comfortable, inviting family room, where a striking marble fireplace and expansive bay window frame picturesque views of the property and distant hills. A set of sliders open to a large lawn-level deck for summer enjoyment and entertaining. The second floor is highlighted by an extraordinary primary suite designed as a private retreat. Luxurious space features a fireplace, an elegant sitting room, a spa-inspired bathroom with soaking tub, his & hers walk-in closets. Three additional bedrooms with en-suite bathrooms and a large Flex room complete upstairs. Dramatically transformed and enhanced to include all new 7" hardwood radiant floors. The spacious flat, fully fenced yard hosts a beautiful Gunite, heated, salt-water pool and hot-tub waterfall while enjoying the beautiful distant views. Extraordinary - Must See.

4 Beds ⋅ 5 Baths ⋅ 24168051 MLS

Gloriously Peaceful, Private, Magnificent views...This exceptional residence among similar spectacular homes welcomes you with a dramatic two-story entry - designed for both refined entertaining and comfortable living. The heart of the home is a beautifully appointed chef's kitchen featuring porcelain countertops with waterfall island and slab backsplash. New 48' Sub-Zero refrigerator & a Sub-Zero 136-bottle wine fridge. Plus built-in professional expresso machine, a coffee-lover's dream! All Wolf appliance suite including a 6-burner gas cooktop, double ovens and microwave. The sun-filled breakfast nook flows effortlessly into the comfortable, inviting family room, where a striking marble fireplace and expansive bay window frame picturesque views of the property and distant hills. A set of sliders open to a large lawn-level deck for summer enjoyment and entertaining. The second floor is highlighted by an extraordinary primary suite designed as a private retreat. Luxurious space features a fireplace, an elegant sitting room, a spa-inspired bathroom with soaking tub, his & hers walk-in closets. Three additional bedrooms with en-suite bathrooms and a large Flex room complete upstairs. Dramatically transformed and enhanced to include all new 7" hardwood radiant floors. The spacious flat, fully fenced yard hosts a beautiful Gunite, heated, salt-water pool and hot-tub waterfall while enjoying the beautiful distant views. Extraordinary - Must See.

48 Coach Light Dr, Woodbury

$1,400,000

Brand new roof and siding installed in 2025 with 10-year warranty Brand new windows throughout the entire house (2025) Fully upgraded brand-new plumbing and electrical systems throughout the home New 200-amp electrical panel Brand new central air system installed in 2025 High-quality white oak hardwood floors (2025) Newly finished basement Home is equipped with central air conditioning, with the basement enhanced by a newly installed 3-in-1 split system offering heating, cooling, and dehumidification.

4 Beds ⋅ 3 Baths ⋅ 953647 MLS

Brand new roof and siding installed in 2025 with 10-year warranty Brand new windows throughout the entire house (2025) Fully upgraded brand-new plumbing and electrical systems throughout the home New 200-amp electrical panel Brand new central air system installed in 2025 High-quality white oak hardwood floors (2025) Newly finished basement Home is equipped with central air conditioning, with the basement enhanced by a newly installed 3-in-1 split system offering heating, cooling, and dehumidification.

26 Roseanne Drive, Woodbury

$1,360,000

Welcome to this beautifully maintained Aspen model ideally situated mid-block in the highly desirable Woodbury Greens, offering serene views of the pond and fountain from your private terrace. This mint-condition residence features an updated wood and granite eat-in kitchen, thoughtfully designed with both style and functionality in mind. The spacious living room is anchored by a cozy fireplace, creating a warm and inviting setting for everyday living and entertaining. The oversized primary bedroom suite offers exceptional space, comfort, and privacy. A full finished basement provides flexible living options — perfect for a recreation room, home office, gym, or guest area. Additional highlights include a two-car garage, low monthly HOA fees, and access to outstanding community amenities including a pool and tennis courts. A rare opportunity to enjoy premier location, beautiful views, and turnkey condition — all in one of Woodbury Greens’ most sought-after settings.

3 Beds ⋅ 3 Baths ⋅ 960597 MLS

Welcome to this beautifully maintained Aspen model ideally situated mid-block in the highly desirable Woodbury Greens, offering serene views of the pond and fountain from your private terrace. This mint-condition residence features an updated wood and granite eat-in kitchen, thoughtfully designed with both style and functionality in mind. The spacious living room is anchored by a cozy fireplace, creating a warm and inviting setting for everyday living and entertaining. The oversized primary bedroom suite offers exceptional space, comfort, and privacy. A full finished basement provides flexible living options — perfect for a recreation room, home office, gym, or guest area. Additional highlights include a two-car garage, low monthly HOA fees, and access to outstanding community amenities including a pool and tennis courts. A rare opportunity to enjoy premier location, beautiful views, and turnkey condition — all in one of Woodbury Greens’ most sought-after settings.

53 Chestnut Lane, Woodbury

$1,350,000

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

5 Beds ⋅ 2 Baths ⋅ 992224 MLS

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

193 Woodbury Road, Woodbury

$1,305,000

Desirable Woodbury Greens Condo, featuring the sought-after Aspen model with approximately 2,182 sq. ft. of living space. Plus, a newly finished basement with high ceilings, perfect for additional living, recreation or home office space. The spacious living room offers sliding doors to an expanded deck overlooking the pond. Hardwood flooring throughout the main and second levels, including the stairs. Recent updates include a new heating system, central air conditioning, and a hot water heater, along with newer kitchen appliances, An open staircase with wood spindles leads to the second floor where all bedrooms are thoughtfully situated. French doors open to the impressive 25' X 14' primary suite, complete with tranquil pond views. Additional highlights include a 2 car garage and community amenities: IG Pool, tennis, pickleball and basketball courts. Landscaping & snow removal are included for low maintenance living. Water is included and private sanitation 3 times weekly. The perfect place to call home.

3 Beds ⋅ 3 Baths ⋅ 982223 MLS

Desirable Woodbury Greens Condo, featuring the sought-after Aspen model with approximately 2,182 sq. ft. of living space. Plus, a newly finished basement with high ceilings, perfect for additional living, recreation or home office space. The spacious living room offers sliding doors to an expanded deck overlooking the pond. Hardwood flooring throughout the main and second levels, including the stairs. Recent updates include a new heating system, central air conditioning, and a hot water heater, along with newer kitchen appliances, An open staircase with wood spindles leads to the second floor where all bedrooms are thoughtfully situated. French doors open to the impressive 25' X 14' primary suite, complete with tranquil pond views. Additional highlights include a 2 car garage and community amenities: IG Pool, tennis, pickleball and basketball courts. Landscaping & snow removal are included for low maintenance living. Water is included and private sanitation 3 times weekly. The perfect place to call home.

35 Chestnut Lane, Woodbury

$1,280,000

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

$1,275,000

Beautifully updated and impeccably maintained, this custom Colonial offers timeless New England charm in a private setting with gorgeous views of a picturesque waterfall and babbling brook. Set on beautifully landscaped grounds with an additional lot included, the home features wide-board hardwood floors, crown molding, custom built-ins, plantation shutters, French doors, and three fireplaces. The eat-in kitchen offers granite countertops, premium appliances, and opens to warm, inviting living spaces including formal living and dining rooms, a family room with fireplace, private den/office, and screened porch. The spacious primary suite includes a fireplace, walk-in closet, and ensuite bath, with three additional bedrooms and updated bathrooms. The finished walk-out lower level provides flexible space for a recreation room, gym, media room, or guests. Outdoor living is exceptional with a wraparound porch, Trex deck, extensive stone patios, mature landscaping, scenic trails, and the soothing sights and sounds of the cascading waterfall. A rare offering combining privacy, elegance, upgrades, and natural beauty just minutes from town.

4 Beds ⋅ 4 Baths ⋅ 24188752 MLS

Beautifully updated and impeccably maintained, this custom Colonial offers timeless New England charm in a private setting with gorgeous views of a picturesque waterfall and babbling brook. Set on beautifully landscaped grounds with an additional lot included, the home features wide-board hardwood floors, crown molding, custom built-ins, plantation shutters, French doors, and three fireplaces. The eat-in kitchen offers granite countertops, premium appliances, and opens to warm, inviting living spaces including formal living and dining rooms, a family room with fireplace, private den/office, and screened porch. The spacious primary suite includes a fireplace, walk-in closet, and ensuite bath, with three additional bedrooms and updated bathrooms. The finished walk-out lower level provides flexible space for a recreation room, gym, media room, or guests. Outdoor living is exceptional with a wraparound porch, Trex deck, extensive stone patios, mature landscaping, scenic trails, and the soothing sights and sounds of the cascading waterfall. A rare offering combining privacy, elegance, upgrades, and natural beauty just minutes from town.

46 Grassy Hill Rd, Woodbury

$1,190,000

Welcome to this spacious split-level home located in the highly sought-after Syosset School District. Offering generous living spaces throughout, this home features 3 bedrooms and 3.5 bathrooms, including a primary bedroom ensuite for added comfort and privacy. The oversized dining room is perfect for entertaining, while the inviting living areas showcase beautiful hardwood floors, two fireplaces and abundant natural light enhanced by skylights. The updated kitchen is equipped with stainless steel appliances, granite countertops, natural gas cooking and convenient access to an outdoor deck—ideal for everyday living and gatherings. Additional highlights include a whole-house generator, a new Navien boiler, Andersen windows and new vinyl siding for peace of mind. The home also offers a 2-car garage, a basement with an additional bathroom and sliders leading to a paved patio for outdoor enjoyment. Perfectly situated near highways, schools, shopping and restaurants, this home combines comfort, functionality, and an unbeatable location.

3 Beds ⋅ 4 Baths ⋅ 974203 MLS

Welcome to this spacious split-level home located in the highly sought-after Syosset School District. Offering generous living spaces throughout, this home features 3 bedrooms and 3.5 bathrooms, including a primary bedroom ensuite for added comfort and privacy. The oversized dining room is perfect for entertaining, while the inviting living areas showcase beautiful hardwood floors, two fireplaces and abundant natural light enhanced by skylights. The updated kitchen is equipped with stainless steel appliances, granite countertops, natural gas cooking and convenient access to an outdoor deck—ideal for everyday living and gatherings. Additional highlights include a whole-house generator, a new Navien boiler, Andersen windows and new vinyl siding for peace of mind. The home also offers a 2-car garage, a basement with an additional bathroom and sliders leading to a paved patio for outdoor enjoyment. Perfectly situated near highways, schools, shopping and restaurants, this home combines comfort, functionality, and an unbeatable location.

6 Wren Drive, Woodbury

$1,120,000

Welcome home to 203 Woodbury Road! This expansive 5-bedroom, 3-full-bathroom Hi-Ranch offers over 2,600 square feet of versatile living space. Built in 1988, this incredible property has been lovingly maintained by its original owners and pride of ownership truly shines throughout. A standout feature of this home is the highly desirable main-level layout. It boasts a spacious first-floor bedroom complete with a separate entrance and a full bathroom—making it the perfect setup for extended family, guests, or a private home office. The main level also features a welcoming family room, an additional bedroom (currently set up as a home gym!), and convenient access to the attached 2-car garage. Upstairs, the bright and airy main floor features a spacious living room, a formal dining room, and a kitchen ready for your personal touch. This level also hosts the primary bedroom alongside two additional bedrooms and two full baths. A unique find for this home is the unfinished basement! This incredible bonus area provides an abundance of extra storage space or a blank canvas for your future needs. Additional features: Updated kitchen, baths, roof, gutters and more. Don't miss this rare opportunity to make this cherished house your new home!

5 Beds ⋅ 3 Baths ⋅ 966319 MLS

Welcome home to 203 Woodbury Road! This expansive 5-bedroom, 3-full-bathroom Hi-Ranch offers over 2,600 square feet of versatile living space. Built in 1988, this incredible property has been lovingly maintained by its original owners and pride of ownership truly shines throughout. A standout feature of this home is the highly desirable main-level layout. It boasts a spacious first-floor bedroom complete with a separate entrance and a full bathroom—making it the perfect setup for extended family, guests, or a private home office. The main level also features a welcoming family room, an additional bedroom (currently set up as a home gym!), and convenient access to the attached 2-car garage. Upstairs, the bright and airy main floor features a spacious living room, a formal dining room, and a kitchen ready for your personal touch. This level also hosts the primary bedroom alongside two additional bedrooms and two full baths. A unique find for this home is the unfinished basement! This incredible bonus area provides an abundance of extra storage space or a blank canvas for your future needs. Additional features: Updated kitchen, baths, roof, gutters and more. Don't miss this rare opportunity to make this cherished house your new home!

203 Woodbury Road, Woodbury

$1,100,000

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

$1,069,900

Exceptional Colonial in one of Woodbury's finest developments, beautifully set among similar distinguished homes at the end of Silver Brook Lane. Thoughtfully updated over the past five years with high-quality materials and careful attention to detail, this 4,000+ square foot residence offers an ideal blend of elegance, comfort, and modern convenience. The heart of the home is the stunning remodeled eat-in kitchen, complete with a large center island and all the features expected in a gourmet kitchen. The kitchen opens seamlessly to a generous family room with fireplace, coffered ceiling, and access to the rear level deck, creating a wonderful flow for everyday living and entertaining. The main level also includes a private office, formal living room, and formal dining room, all enhanced by hardwood floors and moldings. Upstairs, the luxurious primary suite features a dressing room or office, two walk-in closets, a soaking tub, and a custom tiled shower. Three additional bedrooms complete the upper level, including two with en-suite baths and one with an open stairway leading to a third floor sleeping area.

4 Beds ⋅ 4 Baths ⋅ 24177448 MLS

Exceptional Colonial in one of Woodbury's finest developments, beautifully set among similar distinguished homes at the end of Silver Brook Lane. Thoughtfully updated over the past five years with high-quality materials and careful attention to detail, this 4,000+ square foot residence offers an ideal blend of elegance, comfort, and modern convenience. The heart of the home is the stunning remodeled eat-in kitchen, complete with a large center island and all the features expected in a gourmet kitchen. The kitchen opens seamlessly to a generous family room with fireplace, coffered ceiling, and access to the rear level deck, creating a wonderful flow for everyday living and entertaining. The main level also includes a private office, formal living room, and formal dining room, all enhanced by hardwood floors and moldings. Upstairs, the luxurious primary suite features a dressing room or office, two walk-in closets, a soaking tub, and a custom tiled shower. Three additional bedrooms complete the upper level, including two with en-suite baths and one with an open stairway leading to a third floor sleeping area.

61 Silver Brook Ln, Woodbury

$1,040,000

Magnificent, spacious and beautifully updated, this rare 4 Bedroom | 3 Full Bath Woodlands Condo offers comfortable, move-in ready living in one of Woodbury’s most sought-after communities. The home features a luxurious open floor plan highlighted by a renovated eat-in kitchen with quartzite countertops, designer tile backsplash, updated flooring, and LED lighting throughout. A first-floor full bath with shower adds convenience and flexibility for guests or extended living. The sun-filled dining area flows seamlessly to a private outdoor setting, creating the perfect space for relaxing or entertaining. The generously sized primary suite offers a thoughtful layout, privacy, and ample storage. Updates completed within the most recent 3–4 years include refreshed vanities, modern appliances, mechanical improvements including boiler and tank, and continued interior enhancements that reflect pride of ownership. Residents enjoy The Woodlands lifestyle with resort-style amenities including tennis, pickleball, pool, clubhouse with racquetball, gym, playground, and beautifully maintained grounds. Spacious, updated, and ideally located — this exceptional home offers low-maintenance living with the feel of a private residence. Appearance: Diamond

4 Beds ⋅ 3 Baths ⋅ 965549 MLS

Magnificent, spacious and beautifully updated, this rare 4 Bedroom | 3 Full Bath Woodlands Condo offers comfortable, move-in ready living in one of Woodbury’s most sought-after communities. The home features a luxurious open floor plan highlighted by a renovated eat-in kitchen with quartzite countertops, designer tile backsplash, updated flooring, and LED lighting throughout. A first-floor full bath with shower adds convenience and flexibility for guests or extended living. The sun-filled dining area flows seamlessly to a private outdoor setting, creating the perfect space for relaxing or entertaining. The generously sized primary suite offers a thoughtful layout, privacy, and ample storage. Updates completed within the most recent 3–4 years include refreshed vanities, modern appliances, mechanical improvements including boiler and tank, and continued interior enhancements that reflect pride of ownership. Residents enjoy The Woodlands lifestyle with resort-style amenities including tennis, pickleball, pool, clubhouse with racquetball, gym, playground, and beautifully maintained grounds. Spacious, updated, and ideally located — this exceptional home offers low-maintenance living with the feel of a private residence. Appearance: Diamond

54 Estate Court Unit #54, Woodbury

$999,000

ALL UPDATED - CEDARWOOD MODEL IN WOODLAND POND - SYOSSET SCHOOLS. Welcome to your next chapter in the highly sought-after Woodland Pond community—with community pool, tennis, clubhouse & more. This beautifully updated townhome has it all, featuring a private 2-car driveway and spacious 2-car garage. Inside, you’ll immediately notice the rich, new floors that flow seamlessly across the main level, paired with thoughtfully chosen modern finishes completed within the last 1–3 years—so you can simply unpack and start living. Imagine preparing meals in your fully updated eat-in kitchen, equipped with new stainless steel appliances, sleek Quartz countertops, and updated fixtures that make everyday living feel elevated. The open layout and hi-hat lighting throughout create a bright, inviting atmosphere. Upstairs, retreat to your spacious primary suite—a calming sanctuary with a full bath and generous closet space and extra storage. Two additional bedrooms, a full bath, and a sunlit loft with skylight offer flexibility for guests, a home office, a cozy reading nook, or even an upstairs playroom. Step outside through sliding glass doors to your private Trex deck, framed by lush privacy plantings—an ideal setting for entertaining or simply unwinding at the end of the day. Every detail has been thoughtfully upgraded for peace of mind and modern convenience, including new flooring, updated baths, washer/dryer, alarm system, upgraded heating system, and a new boiler. As part of Woodland Pond, you’ll enjoy resort-style amenities—tennis courts, basketball court, heated outdoor pool, and a newly renovated clubhouse with fitness center, card rooms, and event spaces—enhancing your lifestyle year-round. Located within the acclaimed Syosset School District, this home offers not just a place to live, but a lifestyle to love. Homes like this—fully updated, move-in ready, and perfectly positioned—don’t come along often. Experience it for yourself before it’s gone. (More pix coming soon)

3 Beds ⋅ 3 Baths ⋅ 995603 MLS

ALL UPDATED - CEDARWOOD MODEL IN WOODLAND POND - SYOSSET SCHOOLS. Welcome to your next chapter in the highly sought-after Woodland Pond community—with community pool, tennis, clubhouse & more. This beautifully updated townhome has it all, featuring a private 2-car driveway and spacious 2-car garage. Inside, you’ll immediately notice the rich, new floors that flow seamlessly across the main level, paired with thoughtfully chosen modern finishes completed within the last 1–3 years—so you can simply unpack and start living. Imagine preparing meals in your fully updated eat-in kitchen, equipped with new stainless steel appliances, sleek Quartz countertops, and updated fixtures that make everyday living feel elevated. The open layout and hi-hat lighting throughout create a bright, inviting atmosphere. Upstairs, retreat to your spacious primary suite—a calming sanctuary with a full bath and generous closet space and extra storage. Two additional bedrooms, a full bath, and a sunlit loft with skylight offer flexibility for guests, a home office, a cozy reading nook, or even an upstairs playroom. Step outside through sliding glass doors to your private Trex deck, framed by lush privacy plantings—an ideal setting for entertaining or simply unwinding at the end of the day. Every detail has been thoughtfully upgraded for peace of mind and modern convenience, including new flooring, updated baths, washer/dryer, alarm system, upgraded heating system, and a new boiler. As part of Woodland Pond, you’ll enjoy resort-style amenities—tennis courts, basketball court, heated outdoor pool, and a newly renovated clubhouse with fitness center, card rooms, and event spaces—enhancing your lifestyle year-round. Located within the acclaimed Syosset School District, this home offers not just a place to live, but a lifestyle to love. Homes like this—fully updated, move-in ready, and perfectly positioned—don’t come along often. Experience it for yourself before it’s gone. (More pix coming soon)

52 Holiday Drive Unit #52, Woodbury

$967,000

Welcome to this beautifully updated 4-bedroom, 2.5-bath condo in the highly desirable Woodlands community. This home offers more than 2,000 square feet of living space and wood floors throughout. The kitchen offers plenty of cabinet space and opens to the dining area, which features sliders that lead to a private deck—ideal for entertaining or simply enjoying some fresh air. A skylight brings in natural light, adding to the airy feel of the home. Major updates include a new HVAC system and condenser, washer and dryer, and hot water heater. The home is also equipped with a first-floor laundry room and an alarm system connected to a central station. Parking is easy with a 2-car driveway and a 1-car garage. The Woodlands is a pet-friendly community with an HOA that covers snow removal, landscaping, and pool maintenance. Residents also enjoy access to tennis and pickleball courts, making it easy to stay active and connected. Some photos are virtually staged.

4 Beds ⋅ 3 Baths ⋅ 954567 MLS

Welcome to this beautifully updated 4-bedroom, 2.5-bath condo in the highly desirable Woodlands community. This home offers more than 2,000 square feet of living space and wood floors throughout. The kitchen offers plenty of cabinet space and opens to the dining area, which features sliders that lead to a private deck—ideal for entertaining or simply enjoying some fresh air. A skylight brings in natural light, adding to the airy feel of the home. Major updates include a new HVAC system and condenser, washer and dryer, and hot water heater. The home is also equipped with a first-floor laundry room and an alarm system connected to a central station. Parking is easy with a 2-car driveway and a 1-car garage. The Woodlands is a pet-friendly community with an HOA that covers snow removal, landscaping, and pool maintenance. Residents also enjoy access to tennis and pickleball courts, making it easy to stay active and connected. Some photos are virtually staged.

84 Aspen Drive W, Woodbury

$940,000

Light & bright, Mint Cedarwood (largest model) w/ 2 Car Garage Featuring: Brand new Eat In kitchen, w/ Open Floor Plan, Stainless Steel Appliances, top of the line cabinetry, granite countertops & great island with waterfall counters. Formal Dining Room, Large living Room w/ High Ceilings, Skylights & Sliders to Spacious Patio W/ Pavers. Large Master Bedroom w/ Full Updated Bath & W/I Closet. Two Other Big Bedrooms , 2.5 Updated Baths w/ Designer Delight Tiles And Marble Counters. Brand New Hardwood Floors Throughout, Glass Railing - Community Pool, Tennis & Clubhouse. Close To Shops, Restaurants & Major Highways.

3 Beds ⋅ 3 Baths ⋅ 977277 MLS

Light & bright, Mint Cedarwood (largest model) w/ 2 Car Garage Featuring: Brand new Eat In kitchen, w/ Open Floor Plan, Stainless Steel Appliances, top of the line cabinetry, granite countertops & great island with waterfall counters. Formal Dining Room, Large living Room w/ High Ceilings, Skylights & Sliders to Spacious Patio W/ Pavers. Large Master Bedroom w/ Full Updated Bath & W/I Closet. Two Other Big Bedrooms , 2.5 Updated Baths w/ Designer Delight Tiles And Marble Counters. Brand New Hardwood Floors Throughout, Glass Railing - Community Pool, Tennis & Clubhouse. Close To Shops, Restaurants & Major Highways.

95 Woodlake Drive W Unit #95, Woodbury

$938,000

Set in the desirable Woodland Pond community in Woodbury, this well-maintained, move-in ready 3-bedroom, 2.5-bath townhouse offers easy living within the top-rated Syosset School District. The home features a bright, open floor plan with sliding glass doors that fill the main level with natural light. A private driveway, attached garage, and full basement—features not found in every unit—add exceptional convenience and value. Upstairs includes a primary en-suite, two additional well-sized bedrooms, and a full hallway bath. The basement provides flexible recreational space, ideal for a playroom, home office, or gym. Enjoy resort-style amenities including tennis, pickleball, and basketball courts, a fitness center, clubhouse with party and card rooms, in-ground pool, kiddie pool, and playground. Conveniently located minutes from shopping, dining, major highways, and the train.

3 Beds ⋅ 3 Baths ⋅ 957499 MLS

Set in the desirable Woodland Pond community in Woodbury, this well-maintained, move-in ready 3-bedroom, 2.5-bath townhouse offers easy living within the top-rated Syosset School District. The home features a bright, open floor plan with sliding glass doors that fill the main level with natural light. A private driveway, attached garage, and full basement—features not found in every unit—add exceptional convenience and value. Upstairs includes a primary en-suite, two additional well-sized bedrooms, and a full hallway bath. The basement provides flexible recreational space, ideal for a playroom, home office, or gym. Enjoy resort-style amenities including tennis, pickleball, and basketball courts, a fitness center, clubhouse with party and card rooms, in-ground pool, kiddie pool, and playground. Conveniently located minutes from shopping, dining, major highways, and the train.

137 Woodlake Drive W, Woodbury

$885,000

Welcome to Upper Grassy Hill Living!

4 Beds ⋅ 4 Baths ⋅ 24158380 MLS

Welcome to Upper Grassy Hill Living!

557 Upper Grassy Hill, Woodbury

$858,000

You don't want to miss this 3 Bedroom, 2.5 Bathroom Townhouse Condo, located within the highly sought after Syosset School District. The unit consists of a reconfigured and modernized Kitchen, electrical wiring in place for electric vehicle charger, with driveway and garage. Turnkey Opportunity, just in time for the new school year.

3 Beds ⋅ 3 Baths ⋅ 1007979 MLS

You don't want to miss this 3 Bedroom, 2.5 Bathroom Townhouse Condo, located within the highly sought after Syosset School District. The unit consists of a reconfigured and modernized Kitchen, electrical wiring in place for electric vehicle charger, with driveway and garage. Turnkey Opportunity, just in time for the new school year.

95 Aspen Drive E, Woodbury

$850,000

Enjoy Country Club Living with amenities galore.This Updated Condo in Desirable Woodland Pond Convenient to all Features A Newer Stainless Steel Granite Eat in Kitchen with Excessive White cabinetry,3 Updated Bathrooms,Hard Wood Floors,Beautiful Mill work,Large Formal Dining Room,Step Down Living Room/Den with Ose to Trex Deck,Vaulted Ceiling,Skylight.Minutes to Shopping ,Restaurants,Public Transportation .Too Much to Mention. Amenities include Swimming Pools,Tennis Courts,Clubhouse,gym,party room Etc. Major Price Improvement

3 Beds ⋅ 3 Baths ⋅ 1020633 MLS

Enjoy Country Club Living with amenities galore.This Updated Condo in Desirable Woodland Pond Convenient to all Features A Newer Stainless Steel Granite Eat in Kitchen with Excessive White cabinetry,3 Updated Bathrooms,Hard Wood Floors,Beautiful Mill work,Large Formal Dining Room,Step Down Living Room/Den with Ose to Trex Deck,Vaulted Ceiling,Skylight.Minutes to Shopping ,Restaurants,Public Transportation .Too Much to Mention. Amenities include Swimming Pools,Tennis Courts,Clubhouse,gym,party room Etc. Major Price Improvement

104 W Woodlake Drive, Woodbury

$850,000

Tucked away in a private and peaceful setting, this beautifully appointed Colonial offers an exceptional blend of comfort, style and functionality. Hardwood floors and custom millwork are showcased throughout, creating a warm and refined atmosphere. A dramatic two-story foyer welcomes you and is flanked by a first-floor office with transom-topped French doors for privacy. Opposite, a double opening with a transom window leads to the formal dining room, which flows seamlessly into the formal living room-ideal for entertaining. The spacious eat-in kitchen is thoughtfully designed with stainless steel appliances, granite countertops, a center island, and a dining area with sliders leading to a large patio-perfect for effortless indoor-outdoor living and entertaining. The kitchen opens to a generous family room featuring a fireplace and custom built-in bookcases, creating a comfortable and inviting gathering space. A half bath and convenient mudroom complete the main level. Upstairs, the home offers four bedrooms, all with wall-to-wall carpeting, including a spacious primary suite with tray ceiling and a full bath with double vanities, a soaking tub, and a walk-in shower. A dedicated laundry room enhances everyday convenience. The unfinished lower level provides excellent potential for future living space, allowing the next owner to tailor it to their needs. Enjoy a large, level yard ideal for recreation, gardening or gatherings.. Your peaceful retreat awaits!

4 Beds ⋅ 3 Baths ⋅ 24138603 MLS

Tucked away in a private and peaceful setting, this beautifully appointed Colonial offers an exceptional blend of comfort, style and functionality. Hardwood floors and custom millwork are showcased throughout, creating a warm and refined atmosphere. A dramatic two-story foyer welcomes you and is flanked by a first-floor office with transom-topped French doors for privacy. Opposite, a double opening with a transom window leads to the formal dining room, which flows seamlessly into the formal living room-ideal for entertaining. The spacious eat-in kitchen is thoughtfully designed with stainless steel appliances, granite countertops, a center island, and a dining area with sliders leading to a large patio-perfect for effortless indoor-outdoor living and entertaining. The kitchen opens to a generous family room featuring a fireplace and custom built-in bookcases, creating a comfortable and inviting gathering space. A half bath and convenient mudroom complete the main level. Upstairs, the home offers four bedrooms, all with wall-to-wall carpeting, including a spacious primary suite with tray ceiling and a full bath with double vanities, a soaking tub, and a walk-in shower. A dedicated laundry room enhances everyday convenience. The unfinished lower level provides excellent potential for future living space, allowing the next owner to tailor it to their needs. Enjoy a large, level yard ideal for recreation, gardening or gatherings.. Your peaceful retreat awaits!

99 Plumb Brook Rd, Woodbury

$825,000

Welcome to 17 Curtiss Road! This one-of-a-kind 1.8-acre property offers the perfect blend of historic charm and modern convenience, featuring a well-maintained 1900 single-family home, an attached 2-car garage, and an impressive detached 24' x 50' heated 3-car garage built in 2022. Step inside the home and be welcomed by a charming foyer leading to wide-board hardwood floors and six mini-split systems (2019) that provide efficient heating and cooling throughout. The inviting living room features custom built-ins and flows seamlessly into the spacious kitchen, complete with stainless steel appliances, ample cabinetry, recessed lighting, a pantry closet, and basement access. Just off the kitchen is an updated half bath with tile flooring and laundry hookups. Off the kitchen the elegant dining room offers crown molding and plenty of space for entertaining. Completing the main level is a spacious primary suite with double closets and a beautifully updated full bath boasting heated tile floors, a skylight, recessed lighting, chair rail molding, and a linen closet. An adjoining den with custom built-ins provides the perfect space for a home office, reading room, etc. Upstairs, you'll find two generously sized bedrooms, each with walk-in closets and shared access to a Jack-and-Jill bathroom featuring a dual-sink marble vanity. The basement includes 200-amp electrical service, Energy Star hot water heater, well tank (2018), and additional laundry hookups. Outside, enjoy

3 Beds ⋅ 3 Baths ⋅ 24192675 MLS

Welcome to 17 Curtiss Road! This one-of-a-kind 1.8-acre property offers the perfect blend of historic charm and modern convenience, featuring a well-maintained 1900 single-family home, an attached 2-car garage, and an impressive detached 24' x 50' heated 3-car garage built in 2022. Step inside the home and be welcomed by a charming foyer leading to wide-board hardwood floors and six mini-split systems (2019) that provide efficient heating and cooling throughout. The inviting living room features custom built-ins and flows seamlessly into the spacious kitchen, complete with stainless steel appliances, ample cabinetry, recessed lighting, a pantry closet, and basement access. Just off the kitchen is an updated half bath with tile flooring and laundry hookups. Off the kitchen the elegant dining room offers crown molding and plenty of space for entertaining. Completing the main level is a spacious primary suite with double closets and a beautifully updated full bath boasting heated tile floors, a skylight, recessed lighting, chair rail molding, and a linen closet. An adjoining den with custom built-ins provides the perfect space for a home office, reading room, etc. Upstairs, you'll find two generously sized bedrooms, each with walk-in closets and shared access to a Jack-and-Jill bathroom featuring a dual-sink marble vanity. The basement includes 200-amp electrical service, Energy Star hot water heater, well tank (2018), and additional laundry hookups. Outside, enjoy

17 Curtiss Rd, Woodbury

$820,000

Welcome to this beautifully maintained condo located in the highly sought-after Woodlands community in Woodbury. Offering the perfect blend of comfort, space, and convenience, this 3-bedroom, 2.5-bath home is designed for both everyday living and effortless entertaining!! The main level features a generously sized bedroom and bathroom that provide flexibility for guests or a home office! Enjoy meals in the eat-in kitchen or host gatherings in the formal dining room! Additional highlights include a washer and dryer, abundant closet space, and access to a full basement complete with a cozy fireplace—ideal for a recreation room or additional living space! A bright and inviting living room is complemented by natural light and high ceilings that enhance the home’s airy feel!! Upstairs, you’ll find two well-appointed bedrooms, including a spacious primary suite with its own en-suite bathroom, walk-in closets, and excellent storage! An additional full bathroom serves the second bedroom, offering comfort and privacy for all!! Sliding glass doors lead to your own private backyard area—perfect for relaxing or entertaining guests in a peaceful setting! Residents of The Woodlands enjoy a private, resort-style lifestyle with exceptional amenities, including an in-ground pool, tennis and pickleball courts, a playground, clubhouse with lounge, card room, fitness center, and meeting spaces!! Don’t miss the opportunity to make this bright, spacious, and amenity-rich home your own!!!

3 Beds ⋅ 3 Baths ⋅ 975866 MLS

Welcome to this beautifully maintained condo located in the highly sought-after Woodlands community in Woodbury. Offering the perfect blend of comfort, space, and convenience, this 3-bedroom, 2.5-bath home is designed for both everyday living and effortless entertaining!! The main level features a generously sized bedroom and bathroom that provide flexibility for guests or a home office! Enjoy meals in the eat-in kitchen or host gatherings in the formal dining room! Additional highlights include a washer and dryer, abundant closet space, and access to a full basement complete with a cozy fireplace—ideal for a recreation room or additional living space! A bright and inviting living room is complemented by natural light and high ceilings that enhance the home’s airy feel!! Upstairs, you’ll find two well-appointed bedrooms, including a spacious primary suite with its own en-suite bathroom, walk-in closets, and excellent storage! An additional full bathroom serves the second bedroom, offering comfort and privacy for all!! Sliding glass doors lead to your own private backyard area—perfect for relaxing or entertaining guests in a peaceful setting! Residents of The Woodlands enjoy a private, resort-style lifestyle with exceptional amenities, including an in-ground pool, tennis and pickleball courts, a playground, clubhouse with lounge, card room, fitness center, and meeting spaces!! Don’t miss the opportunity to make this bright, spacious, and amenity-rich home your own!!!

37 Aspen Drive W Unit #37, Woodbury

$810,000

Country Living Abounds with this unique custom built one of a kind Cape nestled on 5 secluded acres. This home features an open floor plan with post and beam construction, beamed ceilings, oak floors, Plaster Walls, fully applianced Kitchen with breakfast bar, a spacious Family Room with brick fireplace, built-ins, & slider leading to back deck. The Living Room with fireplace is adjacent to a spacious Dining Room area & slider leading to large deck with access to side yard. Enjoy some quiet time in the cozy Library with fireplace and built-ins. First floor also has an Office as well as a full Bathroom. As you ascend the stairs to the second floor you will marvel at the unique lighted brick archway. Second floor boasts of a lovely Primary Bedroom Suite with brick fireplace & raised hearth, walk-in closets, Full Bath with tub, shower & vanities, and slider leading to balcony, and Two other large Bedrooms with skylights, Full hallway Bathroom, & Laundry Room with utility sink. With In-law/apartment the total living space is 3882 sqft. This home is convenient to Woodbury's town center, shops, top restaurants, antiquing, and recreation with hiking trails & nearby lake. This property has so much to offer!

3 Beds ⋅ 4 Baths ⋅ 24149131 MLS

Country Living Abounds with this unique custom built one of a kind Cape nestled on 5 secluded acres. This home features an open floor plan with post and beam construction, beamed ceilings, oak floors, Plaster Walls, fully applianced Kitchen with breakfast bar, a spacious Family Room with brick fireplace, built-ins, & slider leading to back deck. The Living Room with fireplace is adjacent to a spacious Dining Room area & slider leading to large deck with access to side yard. Enjoy some quiet time in the cozy Library with fireplace and built-ins. First floor also has an Office as well as a full Bathroom. As you ascend the stairs to the second floor you will marvel at the unique lighted brick archway. Second floor boasts of a lovely Primary Bedroom Suite with brick fireplace & raised hearth, walk-in closets, Full Bath with tub, shower & vanities, and slider leading to balcony, and Two other large Bedrooms with skylights, Full hallway Bathroom, & Laundry Room with utility sink. With In-law/apartment the total living space is 3882 sqft. This home is convenient to Woodbury's town center, shops, top restaurants, antiquing, and recreation with hiking trails & nearby lake. This property has so much to offer!

148 Flanders Rd, Woodbury

$800,000

Welcome to a rare opportunity in the highly sought-after Woodlands community! This 3-bedroom, 2.5-bath townhouse offers space, light, and potential in a prime Syosset location within the top-rated Syosset School District, serving Baylis Elementary and H.B. Thompson Middle School. Offered in original condition, this home presents a rare opportunity to bring your vision to life and create a space tailored to your personal style. With great bones, a spacious layout, and abundant natural light, the potential is undeniable. The main level features an airy, open floor plan with soaring ceilings in the living room and sliding glass doors in both the living room and dining room leading to a private deck—ideal for seamless indoor-outdoor living and entertaining. A formal dining room and generously sized eat-in kitchen provide flexibility for both everyday living and hosting. The kitchen also offers direct access from the garage and includes a convenient laundry area. A standout feature is the expanded den, a versatile finished space offering additional living area that was converted by the Sponsor when the community was built. A conveniently located half bath completes this level. Upstairs, the home offers a primary en-suite with a large walk-in closet, two well-proportioned bedrooms, and a full hall bath. A spacious landing and hallway overlook the living room below, enhancing the home’s open and airy feel. The basement adds even more versatility, perfect for a recreation room, home office, gym, or additional storage. Additional highlights include a new HVAC system, an attached garage, and a private driveway with side-by-side parking for two vehicles. Enjoy resort-style living in this highly sought-after, amenity-rich pet-friendly community featuring tennis, pickleball, and basketball courts, a fitness center, clubhouse with social spaces, in-ground pool, kiddie pool, and playground. Conveniently located just minutes from shopping, dining, major highways, and the Town of Oyster Bay Golf Course. Bring your imagination and unlock the full potential of this exceptional home!

3 Beds ⋅ 3 Baths ⋅ 990054 MLS

Welcome to a rare opportunity in the highly sought-after Woodlands community! This 3-bedroom, 2.5-bath townhouse offers space, light, and potential in a prime Syosset location within the top-rated Syosset School District, serving Baylis Elementary and H.B. Thompson Middle School. Offered in original condition, this home presents a rare opportunity to bring your vision to life and create a space tailored to your personal style. With great bones, a spacious layout, and abundant natural light, the potential is undeniable. The main level features an airy, open floor plan with soaring ceilings in the living room and sliding glass doors in both the living room and dining room leading to a private deck—ideal for seamless indoor-outdoor living and entertaining. A formal dining room and generously sized eat-in kitchen provide flexibility for both everyday living and hosting. The kitchen also offers direct access from the garage and includes a convenient laundry area. A standout feature is the expanded den, a versatile finished space offering additional living area that was converted by the Sponsor when the community was built. A conveniently located half bath completes this level. Upstairs, the home offers a primary en-suite with a large walk-in closet, two well-proportioned bedrooms, and a full hall bath. A spacious landing and hallway overlook the living room below, enhancing the home’s open and airy feel. The basement adds even more versatility, perfect for a recreation room, home office, gym, or additional storage. Additional highlights include a new HVAC system, an attached garage, and a private driveway with side-by-side parking for two vehicles. Enjoy resort-style living in this highly sought-after, amenity-rich pet-friendly community featuring tennis, pickleball, and basketball courts, a fitness center, clubhouse with social spaces, in-ground pool, kiddie pool, and playground. Conveniently located just minutes from shopping, dining, major highways, and the Town of Oyster Bay Golf Course. Bring your imagination and unlock the full potential of this exceptional home!

29 Jennings Lane, Woodbury

$775,000

This Completely updated townhouse in the desirable Woodbury Village offers low-maintenance, stress free living and is convenient to all. The first floor features a floating hardwood floor throughout and a customized eat-in kitchen with abundant custom cabinetry with quartz counter tops, and stainless steel appliances. The open-concept dining room and living room area includes crown molding, a wood-burning fireplace with cultured-stone surround creating a warm and inviting space accented by a stylish feature wall. Upstairs are two spacious bedrooms, each with its own updated full bathroom. The primary bedroom offers two large closets and a skylight, and its bathroom includes a tub/shower combo with subway-tile walls. The second bedroom features an en-suite bath with a standing shower, porcelain-tile walls, and porcelain-tile floor. Additional storage is available in the pull-down attic in the hallway. Woodbury Village residents enjoy on-site amenities including a pool and tennis courts. There is truly nothing left to do but unpack—this home is a must-see! Price Improvement.

2 Beds ⋅ 3 Baths ⋅ 955733 MLS

This Completely updated townhouse in the desirable Woodbury Village offers low-maintenance, stress free living and is convenient to all. The first floor features a floating hardwood floor throughout and a customized eat-in kitchen with abundant custom cabinetry with quartz counter tops, and stainless steel appliances. The open-concept dining room and living room area includes crown molding, a wood-burning fireplace with cultured-stone surround creating a warm and inviting space accented by a stylish feature wall. Upstairs are two spacious bedrooms, each with its own updated full bathroom. The primary bedroom offers two large closets and a skylight, and its bathroom includes a tub/shower combo with subway-tile walls. The second bedroom features an en-suite bath with a standing shower, porcelain-tile walls, and porcelain-tile floor. Additional storage is available in the pull-down attic in the hallway. Woodbury Village residents enjoy on-site amenities including a pool and tennis courts. There is truly nothing left to do but unpack—this home is a must-see! Price Improvement.

6 Cold Harbour Lane, Woodbury

$770,000

Bright and inviting 2–3 bedroom condo with FULL FINISHED BASEMENT in desirable Woodbury, ideally located near highways, shops, and restaurants — and zoned for Award winning Syosset schools. This 1488 sq ft home offers a sun-filled living room with a cozy fireplace and sliding doors leading to a spacious deck, perfect for entertaining or relaxing outdoors. The eat-in kitchen provides comfortable daily living, while the den can be easily converted into a third bedroom for added flexibility. A major bonus is the fun, fully finished basement, ideal for a playroom, home gym, or media space — plus ample storage to keep everything organized. Enjoy community amenities including a pool and tennis / pickleball courts and a playground all within a convenient location close to major highways, shopping, restaurants, and everyday necessities. Perfect for anyone looking for space, comfort, and convenience in Woodbury.

3 Beds ⋅ 3 Baths ⋅ 947355 MLS

Bright and inviting 2–3 bedroom condo with FULL FINISHED BASEMENT in desirable Woodbury, ideally located near highways, shops, and restaurants — and zoned for Award winning Syosset schools. This 1488 sq ft home offers a sun-filled living room with a cozy fireplace and sliding doors leading to a spacious deck, perfect for entertaining or relaxing outdoors. The eat-in kitchen provides comfortable daily living, while the den can be easily converted into a third bedroom for added flexibility. A major bonus is the fun, fully finished basement, ideal for a playroom, home gym, or media space — plus ample storage to keep everything organized. Enjoy community amenities including a pool and tennis / pickleball courts and a playground all within a convenient location close to major highways, shopping, restaurants, and everyday necessities. Perfect for anyone looking for space, comfort, and convenience in Woodbury.

7 Village Lane, Woodbury

$765,000

Beautifully renovated 4-bedroom, 2.5-bath ranch set on a spacious corner lot in one of Woodbury's most desirable locations. Just two streets from Woodbury's nationally recognized Main Street, this home offers the perfect combination of modern updates, comfortable living, and exceptional outdoor entertaining. The complete interior renovation began in 2023 and has recently been completed, creating a truly move-in-ready home. At the heart of the property is a stunning open-concept kitchen featuring stylish finishes and thoughtful design, seamlessly flowing into the dining area and living room-ideal for both everyday living and hosting family and friends. The private primary suite offers beautiful views of the backyard retreat, while three additional generously sized bedrooms and a fully renovated full bathroom provide plenty of space for family and guests. Every bathroom in the home has been tastefully updated, complementing the home's fresh, modern feel. Step outside to your own backyard oasis. The expansive outdoor space features a large in-ground swimming pool, dedicated BBQ area, and ample lawn space for entertaining, yard games, and summer gatherings. Whether you're hosting a crowd or enjoying a quiet evening at home, this outdoor setting is sure to impress. Adding even more versatility is the separate pool house, complete with accommodations that offer endless possibilities for guests, extended family, a home office, or private retreat.

4 Beds ⋅ 3 Baths ⋅ 24185801 MLS

Beautifully renovated 4-bedroom, 2.5-bath ranch set on a spacious corner lot in one of Woodbury's most desirable locations. Just two streets from Woodbury's nationally recognized Main Street, this home offers the perfect combination of modern updates, comfortable living, and exceptional outdoor entertaining. The complete interior renovation began in 2023 and has recently been completed, creating a truly move-in-ready home. At the heart of the property is a stunning open-concept kitchen featuring stylish finishes and thoughtful design, seamlessly flowing into the dining area and living room-ideal for both everyday living and hosting family and friends. The private primary suite offers beautiful views of the backyard retreat, while three additional generously sized bedrooms and a fully renovated full bathroom provide plenty of space for family and guests. Every bathroom in the home has been tastefully updated, complementing the home's fresh, modern feel. Step outside to your own backyard oasis. The expansive outdoor space features a large in-ground swimming pool, dedicated BBQ area, and ample lawn space for entertaining, yard games, and summer gatherings. Whether you're hosting a crowd or enjoying a quiet evening at home, this outdoor setting is sure to impress. Adding even more versatility is the separate pool house, complete with accommodations that offer endless possibilities for guests, extended family, a home office, or private retreat.

62 Heritage Dr, Woodbury

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