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$5,000,000
5 Beds 6 Baths 1028542 MLS
A One-of-a-Kind Custom Estate A masterpiece of custom craftsmanship and timeless design, this extraordinary estate offers nearly 6,000 square feet of luxurious living space—exclusive of the basement and three-car garage. Conceived, designed, and meticulously built by its owners, every detail reflects an uncompromising commitment to quality, elegance, and enduring value. Exceptional Property Highlights Architectural Distinction – The home’s striking exterior is clad in exquisite natural Turkish stone, quarried in Turkey, precision-cut overseas, and imported by container exclusively for this residence, creating a timeless and distinguished façade rarely found in today’s luxury homes. Resort-Caliber Outdoor Living – A spectacular custom-designed swimming pool, completed in 2025, anchors an extraordinary outdoor oasis. Over $1.8 Million Invested Outdoors – The grounds have been transformed into a private resort with over $1.8 million invested in the backyard, featuring a luxury swimming pool and a professional multi-sport court designed for tennis, pickleball, and basketball. Complete Landscape & Engineering Transformation – Originally situated on a steep hillside, the entire backyard was professionally re-engineered, reconstructed, and regraded to create an expansive, level outdoor living space that seamlessly combines beauty, functionality, and exceptional usability. Comprehensive Drainage System – A professionally engineered French drain system extends throughout the property, ensuring superior drainage and long-term protection. Newly Constructed Grand Driveway – A beautifully designed driveway, completed in 2025, enhances the home’s impressive curb appeal and grand arrival. Three-Car Garage – A spacious three-car garage provides generous room for vehicles, storage, and everyday convenience. Grand Lower Level – The full basement boasts impressive 10-foot clear ceilings, offering exceptional scale and endless possibilities for additional living and entertainment space. It also includes a custom-built reinforced bomb/storm shelter, providing an added level of security and peace of mind. Sophisticated Interior Living Five generously proportioned bedrooms and five-and-a-half luxurious bathrooms, thoughtfully designed for both everyday living and elegant entertaining. Three private bedroom suites, each with its own full en-suite bathroom, offering exceptional comfort and privacy for family members or guests. Two additional en-suite bedrooms, creating a home where every bedroom enjoys the comfort and convenience of its own dedicated bath. Every inch of this remarkable residence was thoughtfully envisioned and custom crafted by its owners. From the imported natural stone exterior to the extensive structural enhancements and resort-inspired grounds, this is a home of exceptional quality, timeless elegance, and enduring craftsmanship—a truly rare offering in today’s luxury market.

8 Headley Way, Woodbury

$299,999
3 Beds 1 Baths NJGL2075962 MLS
Welcome to this 3-bedroom, 1-bath home that's full of potential and ready for your personal touch! Whether you're a first-time homebuyer or an investor looking for your next opportunity, this property offers endless possibilities to create the home you've been envisioning. A standout feature is the impressive 1,800 sq. ft. detached garage, perfect for hobbyists, contractors, mechanics, or anyone needing exceptional workspace and storage. The garage boasts a newer roof, a built-in service pit for convenient vehicle maintenance access, and a 220-volt electrical line ideal for operating a welding machine or other heavy-duty equipment. Conveniently located, you'll enjoy quick access to Deptford Mall, a wide variety of restaurants, shopping, and everyday conveniences just steps away. Commuters will appreciate the easy access to Route 55, Route 42, and the Atlantic City Expressway, making travel throughout South Jersey a breeze. Don't miss this opportunity to own a home with great bones, an incredible garage, and a location that puts everything within easy reach. Bring your vision and make this property your own!

1679 Almonesson Rd, Woodbury

$2,390,000
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

$2,288,888
6 Beds 6 Baths 1020613 MLS
Nestled on one private acre in the heart of Woodbury, this exceptional center hall Colonial offers the perfect blend of timeless elegance, modern updates, and outstanding versatility. Set on a beautifully landscaped one-acre property, the home provides a peaceful retreat while remaining just minutes from shopping, major parkways, the LIRR, and Syosset schools. The main residence features 5 bedrooms and 4.5 bathrooms, including a first-floor bedroom or office with an adjacent full bath, ideal for guests, extended family, or working from home. The gracious entry foyer welcomes you into a thoughtfully designed floor plan highlighted by hardwood floors, detailed millwork, and generously sized living spaces. The renovated eat-in kitchen is the heart of the home, showcasing custom white cabinetry, granite countertops, premium stainless steel appliances, a kitchen island with seating, and a bright breakfast area overlooking the private backyard. The kitchen flows seamlessly into the inviting family room with a wood-burning fireplace, while the formal dining room and elegant living room provide ideal spaces for entertaining. Just beyond the kitchen, a spacious elevated deck serves as a natural extension of the home's living space, featuring a built-in jacuzzi, multiple seating and lounge areas, and generous space for outdoor dining. Overlooking the resort-style pool and separate cabana/guest house, it provides the perfect setting for relaxing or entertaining while enjoying the privacy of the beautifully landscaped grounds. Upstairs, the spacious primary suite offers a walk-in closet and a beautifully updated en-suite bath. Three additional bedrooms share a well-appointed full hall bathroom. Adding tremendous value and flexibility is a separate pool cabana/guest house featuring a custom wet bar, bedroom, full bathroom, laundry, and its own attached two-car garage. Whether used for entertaining, multigenerational living, long-term guests, a private home office, or recreation, this detached space offers endless possibilities. The secluded backyard provides exceptional privacy with mature landscaping and ample room to relax, entertain, or enjoy the outdoors. A rare opportunity to own a meticulously maintained estate offering exceptional living space, unmatched versatility, and one of Woodbury's most desirable locations.

96 Plainview Road, Woodbury

$1,525,000
5 Beds 4 Baths 1025222 MLS
Expanded Splanch with Endless Possibilities in the Syosset School District! Offering approximately 3,170 square feet of versatile living space on .21 acres, this beautifully expanded Splanch is designed to accommodate today's evolving lifestyles. Featuring 5 spacious bedrooms and 3.5 baths, this exceptional home offers the flexibility of two primary bedroom suites—ideal for multi-generational living, extended guests, or the potential for rental income with proper permits. The heart of the home is the brand-new kitchen, thoughtfully updated with new cabinetry, countertops, backsplash, oven, dishwasher, microwave drawer, and cooktop exhaust, creating a stylish and functional space for everyday living and entertaining. A first-floor bedroom or home office adds even more versatility to the floor plan, while the finished basement provides valuable additional living space perfect for a recreation room, media room, gym, or play area. Completing the home is a 2-car garage with electric charger offering ample storage and convenience. Located in the Syosset School District, this exceptional home combines space, flexibility, and modern updates. Whether you're looking for room to grow, space for extended family, or a home with income potential, this property offers endless possibilities to fit your lifestyle.

10 Clemson Lane, Woodbury

$355,000
3 Beds 3 Baths NJGL2075440 MLS
Welcome to 33 Hopkins St, a beautifully updated and move-in-ready home featuring 3 bedrooms and 2.5 bathrooms. Everything has been updated, offering modern comfort and style throughout. Step inside to a bright and inviting interior featuring a beautiful kitchen with ample cabinetry, modern countertops, stainless steel appliances, recessed lighting, and plenty of space for cooking and entertaining. The comfortable and functional layout is perfect for everyday living and gatherings with family and friends. With tasteful updates throughout and nothing left to do but unpack and move in, this home is ready for its new owner. Conveniently located near shopping, dining, schools, and major roadways. Schedule your showing today and make 33 Hopkins St your new home!

33 Hopkins St, Woodbury

$329,999
3 Beds 1 Baths NJGL2074920 MLS
Welcome to this beautifully remodeled 3-bedroom, 1-bath rancher in desirable Deptford Township! This move-in-ready home has been thoughtfully updated from top to bottom, offering modern finishes and worry-free living. The stunning new kitchen features brand-new quartz countertops, stylish cabinetry, new appliances, and new flooring, creating the perfect space for cooking and entertaining. Throughout the home, all drywall has been replaced, providing a fresh and updated interior. The fully renovated bathroom showcases beautiful tile work and thoughtful design. Additional highlights include a spacious bonus room with a new window A/C unit, updated flooring throughout, and a functional single-level layout ideal for a variety of lifestyles. Conveniently located near shopping, dining, major highways, and local amenities, this turnkey home is ready for its next owner. Schedule your private tour today!

1037 Monmouth Rd, Woodbury

$2,499,999
5 Beds 5 Baths 1015209 MLS
Welcome to 2 Greenwood Lane! A Massive Contemporary Estate situated on a premier, park-like acre within the prestigious Rolling Hills area of Syosset School District. This expansive 5-bedroom, 4.5-bathroom home offers an unparalleled combination of grand scale, structural integrity, and architectural warmth. From the moment you step into the soaring two-story center hall foyer, you are greeted by an inviting, open-concept layout that allows you to see the true expanse of the home. Designed for both grand entertaining and comfortable daily living, the main level features a sun-drenched formal living room, a gracious formal dining room, and a massive den off the kitchen complete with a custom bar—perfect for hosting gatherings. Upstairs, the sleeping quarters are remarkably spacious, highlighted by a sprawling primary suite featuring dual walk-in closets and a dedicated en-suite bath. A massive, full finished basement with high ceilings offers the perfect footprint for a home theater, gym, or recreation area. Step outside onto a trex deck and overlook your own private paradise. The meticulously landscaped, park-like yard features a sweeping patio surrounding a pristine in-ground pool—your private summer country club. This home has been meticulously maintained, it is the perfect opportunity to bring your own personal style and vision to a beautifully maintained estate. This is your chance to create a forever home of your own in one of Woodbury's most desirable neighborhoods. 3D Tour: https://my.matterport.com/show/?m=WmMqijM6QPP

2 Greenwood Lane, Woodbury

$4,450,000
8 Beds 9 Baths 000011 MLS
Introducing the most sought-after home in Woodbury, 5 Kodiak Drive. An epitome of contemporary luxury nestled in Syosset School District. This architectural masterpiece redefines opulence with its sleek design and an array of innovative amenities, ensuring a lifestyle of unparalleled comfort and sophistication. Situated on a sprawling one-acre lot, this estate seamlessly combines modernity with timeless elegance. As you step through the grand entrance, you're greeted by a fusion of sleek lines and luxurious materials, setting the stage for an exceptional living experience. Crafted for the most discerning homeowner, this residence boasts 8 bedrooms and 9 bathrooms, each meticulously designed with premium finishes and thoughtful details. Smart climate control systems, integrated sound, and lighting elevate the living experience to new heights. The main level is a haven for relaxation and entertainment. A stylish bar room invites you to unwind by the fireplace, while the formal dining room offers the perfect setting for intimate gatherings. The gourmet kitchen is a chef's dream, featuring top-of-the-line appliances, pizza oven, custom cabinetry, and a breakfast area overlooking the lush backyard. Outside, the expansive grounds offer a sanctuary for outdoor living. A private tennis court with overhead lighting provides endless opportunities for recreation, while the heated in-ground Gunite pool and cabana area offer a serene retreat for lazy afternoons and al fresco dining. The pool features an infinity edge and a mesmerizing water feature with multiple fire elements, creating a captivating ambiance. Upstairs, the primary suite is a luxurious escape, complete with a sitting area, private balcony, and spa-like ensuite bath featuring a soaking tub and steam shower. Four additional bedrooms, each with its own ensuite bathroom, provide ample space for family and guests. Downstairs, the lower level is a hub of activity, with a fitness room, billiards area, and home theater offering endless entertainment options. A three-car garage provides ample space for vehicles and storage, while smart home features ensure convenience and security. With its blend of contemporary design and timeless elegance, this estate sets a new standard for luxury living in Woodbury, NY, offering a lifestyle characterized by indulgence, sophistication, and unparalleled amenities.

5 Kodiak Drive, Woodbury

$445,000
4 Beds 3 Baths NJGL2073872 MLS
Wonderfully spacious 4 bedroom, 2.5 bath center hall colonial with so much to offer! Beautiful new front door with matching side lights leads to a lovely open foyer with mirrored coat closet and luxury vinyl plank flooring that flows throughout the main level. To the right of the foyer is a generous living room with Andersen bay window, brick wood-burning fireplace and some built-in shelving. Off the living room is a fantastic enclosed side porch with 12 newer vinyl tilt windows. A spacious Dining room, to the left of the foyer, also with an Andersen bay window, leads to the kitchen with new white shaker cabinetry, quartz countertops, pantry storage, wide undermount stainless sink with black gooseneck faucet, subway tile backsplash, stainless gas range, built-in microwave plus a new sliding glass door leading to a lovely screened porch. A step down family room with very large double closet has direct access to the side 15 x 10 deck. This, along with an updated half bath, completes the main level. Upstairs find 4 bedrooms & 2 full baths. Oversized primary bedroom with 2 double sliding door closets plus updated primary bath. Secondary bedrooms, all with new double hung windows, plus convenient access to the updated hall bath with new window as well. Additional features include fresh paint throughout, hall linen closet, new carpet on staircase and upper level, walk up attic, newer hot water, HVAC and electric panel. Fantastic .43/acre lot, with views of Woodbury Creek, extends all the way to N Davis Street, offering private additional parking or garage potential. Quiet street yet close to shopping, restaurants and major roadways. A wonderful opportunity to make this your dream home!

246 Briar Hill Ln, Woodbury

$2,999,000
5 Beds 6 Baths 1005913 MLS
Welcome to Crest Hill! An extraordinary newly constructed luxury estate set on 2.02 private acres in the heart of prestigious Woodbury, New York. Quality construction built in 2024 and offered fully furnished and completely turnkey, this remarkable residence combines timeless elegance with modern sophistication for an unparalleled North Shore lifestyle. A grand mansion-style approach welcomes you home with an expansive front driveway framed by stately brick piers, already wired and prepared for iron security gates controlled directly from within the residence. Every detail has been thoughtfully designed to create a private sanctuary of luxury, comfort, and distinction. This magnificent 10-room Colonial offers 5 spacious bedrooms and 6 designer bathrooms, all flooded with natural sunlight through oversized windows and soaring architectural spaces. The dramatic sunlit entry foyer introduces the home with exquisite porcelain flooring and an impressive custom curved bridal staircase adorned with wrought iron and brass detailing. Designed for both elegant entertaining and everyday living, the open-concept layout seamlessly connects the gourmet kitchen to the grand great room featuring an elegant gas fireplace. The flow continues beautifully into the formal living room with a second gas fireplace toward the stunning double mahogany and glass entry doors that create a striking architectural statement. A first-floor guest or in-law suite provides ideal accommodations for extended family or visitors. Upstairs, the luxurious primary suite and second bedroom suite each feature private Juliet balconies overlooking the serene courtyard and surrounding natural landscape. Spa inspired designer baths throughout the home include premium finishes, with the principal bath featuring heated flooring for ultimate comfort. The fully finished lower level expands the home’s exceptional living space and includes a gym, two legal egresses, a media room wired and ready for a custom home theater, and endless possibilities for recreation, wellness, or private retreat spaces. Exterior features an outdoor kitchen with gas BBQ, sink, beverage cooler, storage and more. The double width driveway from top to bottom allows for passing another car and additional parking for parties. An extensive entertainment patio off the kitchen lends itself to another world of outdoor living. Permits are in place for an inground pool and lighting, approved by the town. The architecture of the home is complemented by concrete walls, special pathways, and a garden walk on the hillside. Crest Hill is truly an entertainer’s dream; a residence where luxury, privacy, and functionality exist in perfect harmony. Simply bring your designer bags and step into your own private world of sophistication. Ideally situated near the Long Island Rail Road, the Villages of Huntington and Cold Spring Harbor, and the renowned Woodbury shopping district, the location offers convenient access to elegant dining, boutique shopping, hiking trails, boating, fishing, and the very best of Long Island’s celebrated North Shore lifestyle. Beautiful Long Island beaches are just 15 minutes away by car. Crest Hill is more than a home, it is a statement of luxury living. Make this dream home your next stop! View 3d tour, click virtual tour link for video and more.

23 Woodbury Road, Woodbury

$2,099,999
6 Beds 5 Baths 1005538 MLS
Welcome to 119 Plainview Road — a place where elegance meets ease. This expansive 4,500-square-foot Colonial rests on over an acre of pondfront property in Woodbury, where every inch has been thoughtfully maintained to create a home that feels as effortless as it is impressive. Inside, six generous bedrooms and four and a half bathrooms offer space for family and guests alike, all finished with high-end appointments throughout. Every detail has been meticulously cared for, presenting in turn-key, move-in condition for the most discerning buyer. The true showpiece lies beyond the walls. Step outside to a country-club-caliber backyard where an inground pool anchors a private oasis overlooking serene pond views. Whether entertaining on a grand scale or enjoying a quiet morning by the water, the oversized lot delivers privacy and resort-style living rarely found this close to everything. Located within the prestigious Syosset School District and minutes from premier shopping, dining, and parkway access, this is a rare opportunity to own a true estate property on Long Island!

119 Plainview Road, Woodbury

$250,000
2 Beds 2 Baths NJGL2073594 MLS
Welcome to 601 Oak in desirable Woodbury, NJ! Situated on a spacious corner lot within the sought-after Deptford Township School District, this charming 2-bedroom, 2-bath bungalow offers comfort, character, and opportunity. Step inside to find an inviting eat-in kitchen perfect for casual dining and everyday living. Relax and unwind on the welcoming front porch, ideal for enjoying your morning coffee or evening breeze. The home also features an unfinished basement offering ample storage space or potential for future expansion. Conveniently located near shopping, dining, major highways, and local parks, this property is a wonderful opportunity for homeowners and investors alike. Don’t miss your chance to make this cozy bungalow your own!Short sale subject to third-party approval. This is a strictly as-is sale.

601 Oak, Woodbury

$1,898,000
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

$1,980,000
5 Beds 7 Baths 994262 MLS
The Hudson Valley remains one of the New York metropolitan area's most overlooked suburban opportunities—a true hidden gem for buyers seeking more space, privacy, natural beauty, and quality of life without giving up practical access to New York City. While many buyers begin in Westchester, Northern New Jersey, Long Island, or Connecticut, the Hudson Valley offers a compelling alternative: lower-density communities, mountains, parks, orchards, wineries, and dramatically more property for the money. For buyers willing to look beyond the most familiar suburban markets, the difference in lifestyle and value can be substantial. Woodbury is particularly well positioned, with I-87, Harriman train station, Woodbury Common Premium Outlets, Bear Mountain, West Point, and the broader Hudson Valley all easily accessible. The property is in the Monroe-Woodbury Central School District. Monroe-Woodbury High School is rated A- by Niche and ranks relatively high among New York public high schools on SchoolDigger. The district also has a strong athletic tradition, including recent state championship success in cross country and deep Class AA football playoff runs. Against that backdrop, 23 Greenwich Ave stands out as an exceptional Hudson Valley mini estate. Set on 0.76 acre in The Greens of Woodbury, the home offers more than 7,500 square feet of finished living space, a heated pool, true five-car garage, extensive outdoor entertaining areas, and remarkable privacy. The rear borders protected Town of Woodbury land and Falkirk Golf Course, creating a permanent open backdrop with no future residential construction directly behind the home. The residence includes 5,312 square feet above grade plus approximately 2,200 square feet of fully finished lower-level living space, making it the largest home in The Greens of Woodbury. Years of substantial owner investment have transformed the original 2003 structure with hand-forged iron-and-glass entry doors, statement chandeliers, solid hardwood flooring, motorized window treatments, extensive landscaping and hardscaping, and whole-house solar installed in 2024. Inside, generous living and entertaining spaces include a dramatic two-story foyer, glass-wrapped great room, formal dining room, family room, chef's kitchen, and main-floor in-law suite with private balcony access. Upstairs, the expansive primary suite features a dual-aspect balcony, steam shower, whirlpool tub, two walk-in closets, and dedicated office or yoga space, along with additional en-suite bedrooms. The finished lower level adds approximately 2,200 square feet of recreation and guest space, including a bar area, billiards and ping pong areas, sauna with adjoining full bath, au pair or guest suite with en-suite bath, and multi-person whirlpool. Outside, a 792-square-foot heated pool with waterfall is surrounded by expansive stone-paver terraces and multiple entertaining areas, including a large grilling station, covered pavilion, and separate fire-pit lounge. Multi-level planted terraces, automated landscape lighting, retaining walls, and ornamental iron fencing complete the private setting. The approximately 1,482-square-foot attached garage provides true five-car capacity plus substantial workspace. There is no HOA. Woodbury Common and I-87 are about five minutes away, Harriman train station about nine minutes, Bear Mountain about 15 minutes, Legoland about 20 minutes, and West Point about 25 minutes. Manhattan is reachable by car in roughly 50 minutes under favorable traffic conditions. With five bedrooms, six full and one half baths, three fireplaces, more than 7,500 square feet of finished space, heated pool, five-car garage, protected rear views, and genuine privacy, 23 Greenwich Ave captures exactly what makes the Hudson Valley such a compelling hidden gem: substantially more home, land, amenities, and lifestyle for the money—within reach of New York City.

23 Greenwich Avenue, Woodbury

$2,548,000
5 Beds 7 Baths 993715 MLS
Welcome to this exceptional custom-built Colonial nestled in the highly sought-after Swan Lake development of Woodbury, located within the award-winning Syosset School District. Boasting approximately 6,000 square feet of thoughtfully designed living space, this magnificent residence offers 12 spacious rooms, including 5 generously sized bedrooms—each featuring its own walk-in closet—and 6 full bathrooms. Crafted with superior quality and attention to detail, this home features stunning marble and granite finishes throughout, creating a timeless and elegant atmosphere. The expansive layout offers seamless flow, ideal for both everyday living and entertaining on a grand scale. The fully finished basement with outside entrance provides versatile additional living space, perfect for recreation, guests, or extended family. Step outside to a beautifully level and private backyard, where luxury meets lifestyle. The outdoor kitchen area is a true showpiece, complete with a pizza oven imported directly from Italy—perfect for entertaining and creating unforgettable experiences. This one-of-a-kind residence is more than just a home—it’s a true oasis offering sophistication, comfort, and exceptional craftsmanship in one of Woodbury’s premier locations.

21 Chauncey Place, Woodbury

$2,799,000
6 Beds 7 Baths 989842 MLS
Welcome to this exceptional home offering the perfect blend of luxury, space, and modern living. Boasting 6 spacious bedrooms and 6.5 beautifully appointed bathrooms, this residence is thoughtfully designed for both everyday comfort and upscale entertaining. The first floor features a seamless open-concept layout anchored by a stunning kitchen that flows effortlessly into expansive living, dining, and family room spaces—ideal for gatherings of any size. A versatile first-floor bedroom provides flexibility for guests, a home office, or multigenerational living, complemented by a nearby full bathroom as well as an additional powder room for added convenience. Upstairs, you’ll find five generously sized bedrooms and four full bathrooms, including a luxurious primary suite. A striking open walkway overlooks the living room below, creating a dramatic sense of space and natural light throughout the home. The fully finished basement elevates the home’s entertainment potential, complete with a dedicated gym, wet bar, and ample room for recreation, media, or hosting. Car enthusiasts and eco-conscious buyers alike will appreciate the oversized 3-car garage equipped with multiple EV charging stations. Step outside to a backyard oasis that seamlessly connects to nature while offering endless possibilities for outdoor living. Featuring an outdoor kitchen and expansive grounds, there’s plenty of space to add a pool, tennis court, or custom retreat tailored to your lifestyle. This is a rare opportunity to own a home that truly has it all—space, style, and unmatched versatility.

12 Chauncey Place, Woodbury

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

21 Kodiak Drive, Woodbury

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

7 Windemere Crest, Woodbury

$1,379,000
3 Beds 3 Baths 966567 MLS
An Exceptional Woodbury Retreat with Incredible Outdoor Living... Welcome to 49 Canterbury Road, a beautifully maintained expanded split-level home in Woodbury, NY, located within the Syosset School District and offering convenient access to Syosset, major highways, the Long Island Rail Road, shopping, dining, and nearby community parks. At the heart of the home is a beautifully updated, spacious eat-in kitchen featuring stainless steel appliances, an island, abundant cabinetry, generous prep space, and views overlooking the spectacular backyard. Sun-filled living and dining spaces flow effortlessly throughout the home, while two natural gas fireplaces bring warmth and character to the living and family rooms. The flexible floor plan features three generously sized bedrooms, two and a half bathrooms, and additional living space ideal for a home office, den, media room, playroom, or guest space. The finished lower level provides even more versatility and room to make the home your own. Step outside and discover what truly sets 49 Canterbury apart. The beautifully landscaped backyard creates an exceptional setting for outdoor living and entertaining, featuring an in-ground heated pool and generous areas for dining, gathering, relaxing, and enjoying the outdoors. Additional highlights include central air conditioning, generous storage, and a home that has been thoughtfully maintained over the years. Enjoy the updated kitchen, spacious layout, spectacular outdoor setting, and the opportunity to bring your own vision to select interior spaces over time. For buyers searching for a home in Woodbury or the Syosset School District, 49 Canterbury offers an exceptional combination of location, space, outdoor amenities, accessibility, and the opportunity to personalize a home to your own style. Experience the lifestyle, setting, and possibilities of 49 Canterbury Road—a distinctive Woodbury home with convenient access to everything the Syosset-Woodbury area has to offer.

49 Canterbury Road, Woodbury

$1,488,000
4 Beds 3 Baths 982967 MLS
Welcome to a rare opportunity in the heart of Woodbury. This 4 bedroom, 2.5 bath Splanch style home is perfectly situated mid-block on a picturesque, tree-lined street. Step inside to discover a beautiful home with natural light and hardwood floors. The first floor features a renovated eat-in kitchen with stainless steel appliances, granite countertops and a formal dining room for entertaining. For colder nights, enjoy the family room with a wood burning fireplace. Also includes radiant floor heating The large primary bedroom features a wall of closets and a renovated en suite bathroom. Two additional bedrooms and hall bath complete the upstairs living. Designed for modern living, the home boasts a dedicated home office for remote work and a spacious mudroom with convenient main-floor laundry. The two-car garage includes an electric charger for sustainable living. Retreat to your private backyard oasis, framed by mature privacy trees. The highlight is the in-ground heated pool, complemented by a large brick patio, creating the perfect setting for summer entertaining and relaxation. This exceptional property is ready to be your forever home

3 Clemson Lane, Woodbury

$439,000
3 Beds 3 Baths NJGL2070680 MLS
Welcome to Farmhouse style stunning new construction in the most convenient location of Woodbury, NJ. This home has 3 Bed and 2.5 bath, 2 car garage and unfinished basement. Main floor offers Great room, Family/Dining, Kitchen . Attached 2 car garage. Second floor features one Master with attached full bath and walk in closet. 2 bedrooms with closets and one common full bath. PLEASE NOTE: This is home not constructed yet. Pictures are renderings of the Architectural layout. We are in the permit process with township. There are some options and upgrades available including basement finish. Located in Woodbury, NJ, this property offers proximity to a variety of attractions. Explore the Deptford Mall, a hub for shopping and dining, or enjoy the outdoors at Fasola Park, a local favorite for recreation. For history enthusiasts, the Museum of American History provides a fascinating glimpse into the past. Plus, you're just a short drive from Philadelphia airport and Philadelphia's iconic landmarks, including Independence Hall and the National Constitution Center.

59 Packard Ave, Woodbury

$370,000
3 Beds 2 Baths NJGL2069874 MLS
Home Sweet Home awaits you in this fully renovated home situated on a quiet street in desirable Woodbury. This gorgeous home offers beautiful curb appeal. The stunning front door gracefully leads you into this upscale country home. Enter through the great three-season front porch. Then enter the large formal living room with an awesome electric fireplace, surrounded by large picture windows. This leads you into the large dining room with wainscotting, built-in corner china cabinet. The house has beautifully maintained hardwood floors throughout. Continuing through to the beautiful cook's kitchen with 42" cabinets, solid cherry wood, to delight those looking for fine details. The Kitchen is upgraded with quartz counter-tops and a subway tile backslash which is complemented by the included appliances. Find a large pantry right off the kitchen. Additionally, find a large bedroom on the first floor and a beautifully remodeled full bathroom. The upper floor has two additional bedrooms down the hallway, along with their shared fully renovated bathroom and a large walk-in linen closet. The full basement has ample additional space for the home gym, game room, mancave; the possibilities are endless. There is off-street parking at the back of the home. The property is conveniently located near schools, medical facilities, restaurants, and close to highways to both Philadelphia and the shore points. This is one you need to see for yourself. It won’t be on the market for long!

50 Lupton Ave, Woodbury

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