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Wading River Homes for Sale

$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
$689,000
4 Beds ⋅ 3 Baths ⋅ 1030137 MLS
NEWLY PRICED — A FRESH OPPORTUNITY TO ENJOY NORTH SHORE LIVING! Just moments from the beach, this spacious 4-bedroom, 2.5-bath home offers an exceptional combination of privacy, versatility, and relaxed coastal living—now at a newly improved price. Set on beautifully landscaped grounds surrounded by mature trees, the home welcomes you with bright, generous living spaces designed for both everyday comfort and entertaining. The updated kitchen flows easily into the dining area, while multiple living spaces offer flexibility for gathering, relaxing, or working from home. A sun-filled sunroom overlooking the private backyard creates the perfect setting for morning coffee or a quiet place to unwind. Thoughtful features throughout the home include radiant heated floors in the entry foyer and a cozy pellet stove in the living room, adding warmth and character during the cooler months. Outdoors, the property feels like its own private retreat. A large covered patio provides plenty of room for dining and entertaining, while the bocce court, mature landscaping, and expansive grounds make it easy to enjoy the outdoors throughout the seasons. Additional highlights include a roof just 3 years young, attached two-car garage, 200-amp electric service, central vacuum, and in-ground sprinklers. The home's spacious and flexible layout also offers potential for multi-generational living with proper permits. Ideally located close to beaches, parks, wineries, farm stands, and the many destinations of the North Fork, the property is also eligible for membership in the Hartwood on the Sound Beach Club, offering access to a private beach.

206 Cliff Road W, Wading River
$789,990
5 Beds ⋅ 4 Baths ⋅ 1022011 MLS
ALL Binders off- Ready for room to spread out? This generously proportioned five-bedroom, three-and-a-half-bath residence delivers 3,156 square feet of thoughtful living space, perfectly perched off a peaceful cul-de-sac block on a lush .70-acre parcel. A dramatic two-story entry foyer sets the stage, welcoming you into interiors freshly painted in soothing neutral tones. Warm wood floors extend throughout, while French doors connect the living room and great room, creating flexible for both quiet evenings and lively celebrations. A woodburning stone fireplace anchors the space, and the kitchen impresses with granite counters and a pantry Comfort comes standard, thanks to central air, First Floor laundry, Anderson windows, and an architectural roof. The Spacious primary bedroom comes equipped with a Ensuite Bathroom and Large Entry Closet. The Stylish, legal accessory apartment, offers great potential for guests or supplemental income. Just outside is your entertainer's deck, where summer barbecues and morning coffee feel equally at home. A charming front porch, shed, inground sprinklers, and an enormous driveway round out the exterior with practicality and curb appeal. Set within the highly regarded Shoreham-Wading River School District, this location keeps daily life delightfully convenient. Grab groceries at nearby King Kullen, unwind with friends at North Tavern, and enjoy easy access to beaches, wineries, and the natural beauty this coastal community is famous for. Homes this spacious and versatile rarely last long—come see everything this Wading River gem has to offer before someone else claims it.

67 Randall 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
Come make this recently renovated, move in ready, affordable home yours! 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 with unlimited potential.

2639 N Wading River Road, Wading River
$950,000
4 Beds ⋅ 3 Baths ⋅ 1021189 MLS
This Colonial Style Home Features 4 Bedrooms, 2.5 Baths, Formal Dining Room, Den & 2 Car Garage. The information provided is estimated to the best of our abilities at this time.

153 Sunset Boulevard, 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
$980,000
4 Beds ⋅ 3 Baths ⋅ 1001830 MLS
Endless Possibilities & Opportunities for Buyers Looking for an Updated Home with a Separate Guest Cottage for the Extended Family. There is also a Barn that could possibly be used for Horses and 1 1/2 Acres of Property that could be used as a Gentleman's Farm. The Barn can also be a Delight for Car Enthusiasts as it has a Working Car Lift and 2 Garage Doors, one is 12' high. The Main House has a Wide Covered Wrap Porch + 4 Bedrooms and 3 Full Baths. The Foyer has 2 pocket doors, one leading to a First Floor Small Bedroom or Office and the Other Door Invites You to a very Open, Spacious Living Room and Dining Room. The Other Bedrooms are all Upstairs. The Primary Bedroom (20' x 30') has an attached area (12 x 22) that can be used as a Walk In Closet, an Office, Nursery or Sitting Room. The Kitchen has Updated Cabinets, a Double Oven, Gas Cooktop & an Island that's Great for Snacks or Meal Prep. There are Crown & Base Moldings, Andersen Windows with Natural Trim and 2 Bay Windows Allowing for More Natural Light. The House has a Full Basement as well as a rear Deck and Brick Patio. The Updated Buderus Furnace Heats the Home with Natural Gas. There is Central Air and Ducts for Central Vac. There is also an over sized 2 Car Attached Garage (528 sq. ft.) The Private Guest Cottage (approx 780 Sq. Ft) has a Floor to Ceiling Window for a view of the patio & yard. It is set up as a Studio with High Ceilings that have Exposed Natural Pine Beams and a Ductless Heat & A/C Split System. The Spacious yard is Surrounded by Trees and Fencing so it has a private setting. This May Be Just What You Are Looking For in a Home and Property!

1799 Wading River Manor Road, Wading River
$799,000
4 Beds ⋅ 3 Baths ⋅ 1002153 MLS
This 4 bedroom, 2.5 bath Victorian home offers timeless elegance blended with modern comfort situated on 1.24 acres privately set back 200ft. Enjoy cool summer nights on the wrap-around porch and cozy winters snuggled in front of the fireplace. The interior boasts hardwood floors, raised panel doors, recessed lighting, Primary bedroom suite, family room , eat-in kitchen, formal dining room, main level laundry, full basement with 8ft ceilings, 2 car garage, sprinkler system and a beautiful backyard patio, just to name a few. This is a must see!

283 Route 25A, Wading River
$1,295,000
6 Beds ⋅ 5 Baths ⋅ 999623 MLS
Not a single detail of this Wading River estate is missing. From its construction and extension features to its unique interior touches, this home truly has it all. With 6 bedrooms and 5 full baths, it is perfect for multi-generational living. The spacious primary suite along with 2 additional bedroom suites, each have its own full bath and large walk-in closets. A separate flex room provides the perfect spot for a gym or home office. Downstairs, a dedicated space is ideal for guests. Convenience abounds with laundry rooms on every level. The fully finished basement includes a game room and billiard room. Outside, enjoy over an acre of beautifully landscaped property with a fenced-in salt water pool, deck, fruit-bearing specimen trees, and even a personal vineyard. It is the perfect oasis for relaxation and entertainment. The attached 3-car garage offers extra space for vehicles, hobbies, and even more storage. The front porch features a gazebo, lighting, and a built-in sound system. The family room that connects to the porch boasts a fireplace and a brick pizza oven. With so many more interior and exterior features to list...1509 Wading River Manorville Road is a must see!

1509 Wad Riv Mnrvl Road, 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
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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.