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$599,000
8 Beds ⋅ 3 Baths ⋅ 1045215 MLS
Opportunity awaits in Wading River! This 3-bedroom, 3-bath home is situated on approximately .34 acres and offers tremendous potential for renovation. The property is being sold as-is and requires updating, providing the opportunity to renovate or reimagine the home to suit your vision. Conveniently located near beaches, vineyards, restaurants, shopping, and the beautiful North Fork. A great opportunity for those looking for a property with potential in a desirable Wading River location.

41 Shirley Street, Wading River
$389,900
1044587 MLS
Large vacant lot in Wading River. Health Department, Permit in Place and ready to build 5 bedrooms, Old Septic approval $7,500 cost not $35,000.

78 Karen Court, Wading River
$699,000
1 Beds ⋅ 1 Baths ⋅ 1043604 MLS
Gorgeous home on a secluded lot in the coveted community of Lewin Hills. The private beach, open floor plan, 25 ' ceilings and sauna make this your dream house. Relax on the spacious deck just outside the wall of windows, showering the home with natural light. The spectacular 2nd floor bedroom and loft overlook the living room and provide an atmostphere of grandeur.

5 Oakwood Drive, Wading River
$249,900
1042965 MLS
Great lot - Super quiet location - very private.

109 Fire Lane, Wading River
$999,000
5 Beds ⋅ 4 Baths ⋅ 1040318 MLS
Beyond the hills of Sound Avenue, where Long Island quietly fades into the North Fork, sits a 1948 Swiss chalet unlike anything else on the market — thoughtfully reimagined by its owners, both working designers, into a private wellness retreat. Set on a 0.55-acre double lot behind mature trees and a gravel motor court, the residence offers an unusual degree of privacy across three finished levels. The chalet's original silhouette and pitched rooflines have been preserved, while the interior has been reworked as a study in tactile, considered materials — Venetian plaster walls and ceilings, and a lime washed walls run throughout the main level. The great room is anchored by a sculptural Venetian plaster paint finished ceiling, and a hand-finished oxblood staircase serves as the home's central design gesture. Wide-plank white oak floors and custom millwork carry the material language upstairs, where the primary suite opens to a private balcony framed by the chalet's original heart-cutout balustrade. Outdoor living was built with the same intention. A freestanding sauna, a cold plunge, and a simple wood-built temperature-controlled outdoor tub — no jets, just heat and stillness — sit tucked into the garden, alongside a wood-fired pizza oven and dining pavilion designed for entertaining. A stone patio extends the living space outdoors, framed by mature plantings that create a fully private, screened setting. The current configuration offers 4/5 bedrooms and 2 Full 2 half baths across approximately 2,200 square feet. A third-floor guest level sits tucked beneath the chalet's original roofline, and a lower level offers additional flexible living space. Wander up the road to Big Rock Beach, where the North Fork does its version of a swim — quieter, rockier, and unbothered. Beyond it, the vineyards, farm stands, and harbor towns that define the North Fork are close at hand. The property is zoned for Riverhead School District. Sale includes the attached vacant lot, offering additional flexibility for the next owner. This is not simply a renovated house— it is a working portfolio piece for two designers, thoughtfully reimagined and ready for its next chapter. A rare category-of-one offering for a buyer seeking design pedigree.

Wading River
$849,000
4 Beds ⋅ 4 Baths ⋅ 1038639 MLS
Welcome to this gorgeous, fully updated North Shore residence, where refined modern contemporary elegance meets effortless comfort. Soaring vaulted ceilings and a stunning stone fireplace create an impressive yet inviting great room, while the beautifully appointed chef’s kitchen is designed to inspire everything from intimate dinners to grand entertaining. A formal dining room adds an elegant touch for hosting family and guests. Newly added wide-plank hardwood flooring flows throughout the home, creating a seamless sense of warmth, sophistication, and modern luxury. Thoughtfully remodeled bathrooms showcase luxurious finishes throughout, while the expansive primary suite offers a true private retreat complete with a stunning ensuite bath, sumptuous soaking tub, and separate glass shower. The home offers an abundance of storage and versatile living space, including additional accommodations perfect for extended family, complete with a private outside entrance. Step outside to a meticulously manicured backyard that provides the perfect setting for relaxing, entertaining, and enjoying the best of North Shore living. Beautifully updated, exceptionally spacious, and designed with both luxury and functionality in mind—this is a home that truly has it all.

70 Beach Road, Wading River
$699,996
4 Beds ⋅ 2 Baths ⋅ 1034015 MLS
Welcome To This Beautiful 4-Bedroom, 2-Full-Bath Colonial, Perfectly Situated On A Quiet Street In Wading River. Set On A Beautifully Landscaped .37-Acre Property, This Move-In-Ready Home Offers Exceptional Curb Appeal With Colorful Gardens, A Charming Covered Front Porch, And An Oversized Two-Car Garage. Step Inside To Discover A Bright, Open Floor Plan Designed For Today’s Lifestyle. The Spacious Kitchen Features Rich Cherry Cabinetry, Granite Countertops, Stainless Steel Appliances, And A Large Center Island With Seating That Flows Seamlessly Into The Main Living Areas—Ideal For Both Everyday Living And Entertaining. A Convenient Mudroom And First-Floor Laundry Add Functionality, And Generous Living Space Throughout. The Home Also Offers Spacious Bedrooms, An Updated Full Bath Filled With Natural Light, And A Partially Finished Basement, Perfect For A Recreation Room, Home Office, Or Gym. Outside, Enjoy Your Own Private Backyard. The Fully Fenced .37-Acre Property Offers Plenty Of Room For Entertaining, Outdoor Activities, Or Adding The Pool Of Your Dreams. Surrounded By Mature Landscaping, The Yard Provides The Perfect Combination Of Privacy And Tranquility. Ideally Located Just Minutes From Wading River’s Beautiful North Shore Beaches, Wineries, Farm Stands, Restaurants, Parks, And Shopping, This Exceptional Home Offers The Perfect Blend Of Peaceful Living And Modern Convenience. This Is A Great Opportunity To Own A Truly Move-In-Ready Home. Schedule Your Private Tour Today!

141 Fire Lane, Wading River
$589,900
3 Beds ⋅ 2 Baths ⋅ 1033537 MLS
Make this yours ! - Its an amazing - 3 bedrooms, 2 full baths, full basement, master on main floor, great layout with formal dining room, hardwood floors, CaC, LOW taxes! New heat & hot water. Washer & dryer hookups. Located in a private community with private beach access (only $200 a year). This super quiet location is a great fit for nearly all lifestyles. Terrific year round or summer home. Old pictures - new pictures coming!

80 Cedar Road, Wading River
$1,150,000
4 Beds ⋅ 3 Baths ⋅ 1030183 MLS
Welcome to 4 Apple Lane—Your Private Wading River Oasis Nestled in the quaint, sought-after town of Wading River, 4 Apple Lane offers a perfect blend of peaceful privacy and high-value modern upgrades. Spanning 3,300 square feet on an impressive 1.76 plush, park-like acres, this home is a true sanctuary designed for both comfortable daily living and effortless grand-scale entertaining. Sun-Drenched Living & Warm Architectural Details Step inside the welcoming foyer and immediately experience a remarkably bright, open, and airy ambiance filled with natural sunlight from an abundance of large windows. The main level flows effortlessly, offering a large formal living room, an expansive formal dining room, and an inviting den featuring rich, custom built-in cabinetry. Adding to the home's warmth and charm is a cozy wood-burning fireplace, perfect for relaxing on cool evenings. Chef’s Kitchen & Modern Upgrades At the heart of the main floor is the chef’s kitchen—a culinary haven designed for function and style. Upgraded for modern convenience, the kitchen features top-tier updates including a microwave updated in May 2023, a dishwasher and stove/oven replaced in 2022, and a brand-new refrigerator added in 2025. Serene Primary Suite & Renovated Baths Upstairs, the sprawling main bedroom serves as a true primary retreat—expansive, sunlit, and serene. It boasts a beautifully updated full main bathroom complete with a deep soaking tub and a sleek stand-up shower (remodeled in 2019/2020). The additional bedrooms offer generous proportions and easy access to thoughtfully renovated full baths (upstairs bath updated in 2019/2020, and the downstairs bath updated in 2021). Substantial Energy Savings & Future Potential Adding immense value, this home is powered by fully paid-off solar panels. Enjoy the luxury of living practically electric-free, with summer electric bills dropping as low as $19 per month! Downstairs, the full, unfinished basement boasts approx. 8-foot ceilings, offering incredible potential for customization, a home gym, or additional living space. A Resort-Style Backyard Sanctuary Step outside to your personal outdoor retreat featuring a charming side garden and a massive 1,000 sq. ft. cedar deck (20x50, built in 2020). Beyond the deck lies the star of the yard: an oversized 22x42 saltwater pool reaching depths of 9 feet, equipped with a 2018 liner, a 2020 pump, and full reconditioning in 2025. Two 12x14 storage sheds near the pool add effortless convenience. Complete with a brand-new roof (June 2025), an updated 200-amp electrical panel, washer/dryer (Nov 2021), a 3-car garage, and an oversized multi-car driveway, 4 Apple Lane is a turnkey Wading River gem waiting to welcome its next owner home!

4 Apple Lane, Wading River
$96,000
2 Beds ⋅ 1 Baths ⋅ 1029860 MLS
Embrace the North Shore getaway with this delightful nicely updated two-bedroom, one bath seasonal cottage located in the desirable Hulse Landing Cottages community in Wading River. Designed for carefree living from April - October, this cozy retreat features an inviting layout with comfortable living spaces including plenty of of space for outdoor barbecues, and beach rights, making it an ideal seasonal escape or weekend sanctuary. Conveniently situated moments from local amenities, you are close to scenic trails of Wildwood Park, local farm stands, and popular dining spots like the renowned waterfront La Plage Restaurant and Watermark of Wading River. The property also places you within easy reach of the North Fork's famous wineries, local shops, and recreational escapes. Please note that the land is leased with the lot fee $5,600 includes taxes, garbage removal, water, leaf removal. Cash-only transaction.

30 Hulse Landing Road, Wading River
$429,000
2 Beds ⋅ 2 Baths ⋅ 1026277 MLS
Welcome to 104 21st Street in Wading River, where thoughtful updates, a rare double lot, and an unbeatable location come together. Situated on .29 acres with room for future expansion, this move-in ready home features hardwood floors throughout, a bright living room and dining room combination, and a beautifully updated interior. The walk-out lower level offers excellent flexibility with the potential for an accessory apartment with the proper permits, making it ideal for extended living arrangements, guests, or additional living space. Major improvements include a newer electrical service, newer heating system, newer windows, and a roof approximately 10 years young, providing peace of mind for years to come. Outside, enjoy a fully fenced backyard, a paver driveway and patio, and an oversized one-car garage with plenty of storage. Just a short walk to the private beach and scenic nature trails, this exceptional property offers the perfect balance of comfort, outdoor space, and coastal living. With two included lots totaling .29 acres and endless potential, this is a unique opportunity you won't want to miss.

104 21st Street, Wading River
$625,000
3 Beds ⋅ 2 Baths ⋅ 1024392 MLS
Just 5 years young since renovated this classic Wading River Location is ready for you to call it home. Flexible space on the second level can potentially be a 4th bedroom, play room, home office etc. A large eat in kitchen with beautiful white shaker kitchen cabinets and quarts counters with a walk in pantry make this home even more appealing. Both full bathrooms were also fully renovated. Updated 200amp electric and CAC and flooring throughout. Eight foot ceilings in the full basement give unlimited potential for more living space. The yard offers beautiful landscaping with stone retailing walls and a paver patio with over an half acre of property. Come call this home before the summer is over, nothing to do but move in.

2639 N Wading River Road, Wading River
$619,996
3 Beds ⋅ 2 Baths ⋅ 1015466 MLS
Location, location! Nestled in a highly desirable beachside community, this sun-drenched and fully updated 3-bedroom, 2-bath split ranch offers the perfect blend of coastal charm and modern luxury—with private access to the water just a stones throw away. Make this your year round or weekend getaway. Step inside to an open-concept main level featuring soaring ceilings, gleaming hardwood floors, and a spacious living and dining area. The beautifully renovated eat-in kitchen is a showstopper, with crisp white cabinetry, quartz countertops, a glass tile backsplash, stainless steel appliances, and a stunning center island with seating—ideal for entertaining. Custom blinds and recessed lighting add a refined touch throughout. Both bathrooms have been thoughtfully updated with modern ceramic tile and high-end finishes. The lower level offers a den with sliding doors to the outside and a full bath—perfect for guests, a home office, or extended living space. An additional third bedroom or entertainment area awaits on the lowest level, providing flexible space for gatherings, game nights. All of this, located just minutes from award-winning wineries, top-rated restaurants, and outlet shopping. This beachside beauty won’t last—don’t miss your chance to own a piece of paradise on Long Island’s North Shore!

25 Cherry Lane, Wading River
$769,000
2 Beds ⋅ 2 Baths ⋅ 1015247 MLS
Welcome to life on the North Shore, at the gateway to Long Island's renowned Wine Country. Nestled within a desirable Wading River beach community, this beautifully updated home is truly move-in ready and offers the perfect blend of comfort, style, and functionality. The heart of the home is the stunning eat-in kitchen, completely renovated within the last year and featuring high-end appliances, custom finishes, and an inviting atmosphere that makes dining at home a pleasure. Should you decide to venture out, the acclaimed La Plage French-American restaurant is just a short walk away. The bathrooms have been thoughtfully designed to create a spa-like retreat, featuring elegant vanities, stylish fixtures, and heated floors that provide comfort during the colder months. Throughout the home, hardwood and engineered flooring create a modern aesthetic while offering durability and practicality for everyday living. The spacious primary suite is a private sanctuary featuring abundant natural light, a custom walk-in closet, and a beautifully appointed ensuite bathroom. It's the kind of space that encourages you to linger a little longer on your days off. Year-round comfort is provided by four split-unit systems offering both heating and air conditioning. The home also features oil-fired baseboard heat, professionally maintained annually, along with a wood-burning fireplace that creates a warm and cozy atmosphere on chilly evenings. For peace of mind, the home is equipped with a Vivint security system that includes both interior and exterior voice and video monitoring. In addition, a 50-amp generator hookup ensures you're prepared when power outages occur. The exterior is equally impressive. Featuring vinyl siding and Leaf-Gaurd Gutters that are only two years old, the property has been meticulously maintained. A custom cedar fence encloses the entire backyard, creating privacy and enhancing the outdoor living experience. The two-year-old brick patio, combined with thoughtfully placed outdoor lighting in both the front and rear yards, transforms the property into a beautiful nighttime retreat. The backyard is centered around a heated pool that is only two years old, making it the perfect place to relax and entertain. A convenient cabana sits poolside, allowing guests to change without entering the home. Garden enthusiasts will appreciate the drip irrigation lines installed throughout the landscaping, while the abundance of outdoor electrical outlets ensures convenience for all your outdoor needs. Additional storage is plentiful with three sheds located on the property. This exceptional home offers the lifestyle many dream of—close to your very own Private Beach, wineries, fine dining, and all that the North Shore has to offer. It is a property that truly must be experienced in person to appreciate everything it has to offer. We look forward to welcoming you home.

337 N Side Road, Wading River
$549,999
2 Beds ⋅ 2 Baths ⋅ 1011351 MLS
Updated 2 bedroom, 2 full bath home located in a highly desirable beachside community in the heart of Wading River—just one block from the beach! Perfect as a year-round residence, summer getaway, or potential short-term rental investment. This move-in ready home offers a prime location close to shopping, dining, wineries, and local attractions. Recent updates include the roof, flooring, kitchen, bathrooms, and boiler, providing modern comfort and peace of mind. The home features a finished basement with direct garage access, offering additional living space, storage, and a convenient laundry area. Enjoy a dedicated dining area, generous storage throughout, and sliding doors leading to a rear deck overlooking the flat, open backyard, ideal for entertaining or relaxing outdoors. An adorable front porch with a retractable awning provides the perfect spot to relax and enjoy the coastal breeze. Conveniently located near all that the North Shore has to offer. Don’t miss this opportunity to own a beachside retreat in sought-after Wading River!

24 Locust Road, Wading River
$1,249,000
5 Beds ⋅ 7 Baths ⋅ 1010804 MLS
Welcome to 66 Canterbury Drive, a magnificent custom residence that perfectly blends elegance, comfort, and exceptional living space. A welcoming front porch sets the tone, offering the perfect place to relax and enjoy peaceful surroundings. Designed for both everyday living and grand-scale entertaining, this impressive home features an oversized gourmet kitchen, a spacious formal living room, elegant dining room, cozy den with a fireplace, bright sunroom, and a convenient powder room on the main level. A beautiful double staircase adds both style and functionality within the home. The luxurious second-floor primary suite is a private retreat, complete with a sitting area and fireplace, en-suite bathroom, and two generous walk-in closets. This level also features two additional en-suite bedrooms, a fourth bedroom, and a fourth full bath. The additional upper level offers a private fifth bedroom with a full bath, ideal for guests, extended family, or an au pair suite. The expansive finished walkout basement provides an abundance of additional living space, featuring a full bath and multiple bonus rooms perfect for a recreation area, home theater, fitness room, office, or playroom. Situated on a sprawling property, the fully enclosed backyard offers endless possibilities to create your own outdoor oasis, perfect for entertaining, relaxing, and enjoying the outdoors. This extraordinary home showcases timeless design, impressive proportions, and unmatched versatility, making it a rare opportunity not to be missed.

66 Canterbury Drive, Wading River
$1,195,000
3 Beds ⋅ 2 Baths ⋅ 000132 MLS
Fabulous Sunsets from All Rooms Including Expansive 92-Foot Private Deck. Located 2 Minutes from Beach & Perched on a Hill on Quiet Cul-De-Sac Street. The Main Level Features Spacious LR & FDR w/Impressive Wall of Windows, Sliding Andersen Doors to 92 Ft Deck & Hot Tub, Beautiful Vaulted Ceilings, and Anchored by a Dramatic Stone Fireplace. Modern Eat-in Chefs Kitchen with a Large Granite Island. Spacious 3 Bedrooms, Den /Office, 2 Full Baths (& Jacuzzi). Spacious Lower (Walk Out) Level with Very High Ceilings & Windows, Laundry, & Access to 2 Car Garage & Long Private Driveway. Many Upgrades Include Radiant Heated Floors, Central Vac & Central Air Conditioning. Best Location and Beach 2 Minutes Away, Fantastic Vineyards, Splish Splash, Farms, Boating, Golf, and the Best of the North Fork and Hamptons Lifestyle!

10 Silver Beech Lane, Wading River
$739,000
3 Beds ⋅ 3 Baths ⋅ 998001 MLS
Welcome to this beautifully maintained Colonial-style home, offering a perfect blend of classic charm and modern updates. The main level features a spacious formal dining room, a bright and inviting living room, and a cozy den highlighted by a stunning fireplace—ideal for relaxing or entertaining. The eat-in kitchen provides ample space for casual dining and everyday living, while a conveniently located main-floor laundry area adds to the home’s practicality. Upstairs, the primary suite offers a comfortable retreat with dual entry to the primary bathroom. Two additional generously sized bedrooms complete the second floor. The home also boasts a fully finished basement, providing versatile space for recreation, a home office, or additional living needs. Set on an expansive property, the outdoor space is perfect for entertaining or unwinding, featuring an above-ground pool for seasonal enjoyment. Recent upgrades include a new roof and propane gas systems servicing the heating, dryer, stove, and water heater—offering efficiency and peace of mind. This exceptional property combines space, comfort, and thoughtful updates—ready to welcome its next owner.

38 Elizabeth Drive, Wading River
$369,990
1 Beds ⋅ 2 Baths ⋅ 998240 MLS
Located in the highly sought-after Oakwood on the Sound community, this unique one-of-a-kind custom-built log home is just steps from a private beach with breathtaking views and unbelievable sunsets. This stunning home offers the perfect blend of rustic charm and coastal living, featuring spacious interiors, custom wood craftsmanship, and an inviting open-concept layout designed for comfort and entertaining. Enjoy serene surroundings, abundant natural light, and a peaceful lifestyle in one of the area’s most desirable locations. This exceptional unit features a wrap-around porch perfect for relaxing or entertaining, an outdoor shower for easy beach living, and a lower level with a walk-out entrance offering additional living and entertaining space. The luxurious primary bedroom includes its own private en-suite bath and walk-out balcony overlooking a serene private setting — the perfect retreat to enjoy peaceful mornings and spectacular sunsets. This seasonal home comes with a wealth of community amenities, including a private beach, engaging community activities, and more! Plus, you'll be just a stone’s throw away from local vineyards, delightful restaurants, and boutique shops. Don’t miss the chance to own this piece of paradise! Seasonal occupancy typically runs from April through November, depending on the year.

3010 Hulse Landing Unit #C-19, Wading River
$1,425,000
3 Beds ⋅ 2 Baths ⋅ 993305 MLS
Charming 1879 Farmhouse with Waterfront Opportunity Set across 2 acres in Wading River, this beautifully preserved 1879 farmhouse offers a rare pairing of historic character and coastal lifestyle. The residence sits on .95 acres, complemented by a separate 1-acre Soundfront parcel with beach access and breathtaking views, completing this exceptional offering. Timeless details define the home, including a warm and inviting living room with wood-burning fireplace and custom built-ins. A thoughtfully designed 2012 addition introduces an open-concept kitchen, dining area, and sunlit den, creating a natural gathering space for both everyday living and entertaining. Wrapped in windows, the enclosed sunroom is a serene, light-filled retreat that invites quiet mornings, afternoon reading, or simply taking in the beauty of the surrounding property throughout the seasons, sure to become a favorite. The home offers 3 bedrooms and abundant natural light throughout. A detached 2-car garage is complemented by a versatile studio above, where a large picture window captures views of the Sound, ideal for an artist’s retreat or home office. A rare blend of historic charm, modern comfort, and coastal lifestyle.

2850 & 2856 N Wading River Road, Wading River
$2,675,000
4 Beds ⋅ 6 Baths ⋅ 918775 MLS
Introducing 110 Crescent Court: a newly completed architectural gem where timeless elegance meets modern sophistication. Perfectly situated within the exclusive Crescent on the Sound enclave, this coastal retreat offers private deeded water access and breathtaking views of the Long Island Sound, just moments from fine dining, golf, and year-round East End amenities. Privately set behind upgraded fencing and lush, irrigated landscaping, the residence welcomes with a custom driveway and exceptional exterior craftsmanship, showcasing some of the finest materials available today. Expansive wraparound porches and a private terrace off the primary suite frame sweeping water vistas, while oversized 9-foot sliding glass doors open to the approved site of a future oversized gunite pool: seamlessly blending indoor and outdoor living. Inside, the home is defined by its superior build quality and refined finishes, including six-inch rift and quartered white oak floors, sunlit open spaces, and bespoke architectural detailing throughout. The chef’s kitchen serves as a true centerpiece, featuring handcrafted white oak cabinetry, striking granite surfaces, and top-tier Thermador appliances. Bedrooms are thoughtfully positioned to capture water views, highlighted by a serene primary suite with a custom-built dressing room and a spa-level bath appointed with oak vanities and curated designer lighting. A three-car garage with advanced LiftMaster side-mount openers completes this offering, delivering modern functionality to match its elevated design. From its premier construction and exceptional finishes to its private water access and approved pool plan, 110 Crescent Court represents a rare opportunity to own a truly distinguished coastal residence in one of Long Island’s most coveted enclaves.

110 Crescent Court, Wading River

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.