Wading River Homes with Pool

Welcome to Wading River, a hidden gem nestled in the heart of Suffolk County, New York. This charming community is renowned for its picturesque landscapes, serene atmosphere, and a perfect blend of suburban tranquility and vibrant local culture. Wading River is bordered by the stunning Long Island Sound, offering residents access to beautiful beaches, scenic parks, and outdoor recreational activities that make it an ideal place for families and nature lovers alike.

One of the standout features of Wading River is its stunning homes, many of which boast private pools that provide a refreshing retreat during the warm summer months. Imagine hosting barbecues with friends and family in your backyard oasis or enjoying a quiet evening under the stars, all while taking a dip in the comfort of your own pool. These properties often come with expansive outdoor spaces, perfect for gardening, entertaining, or simply basking in the sun.

In addition to the allure of homes with pools, Wading River offers a rich tapestry of local amenities, including charming shops, delicious dining options, and renowned wineries that capture the essence of Long Island living. The community is also known for its excellent schools, making it a great choice for families looking to settle down in a nurturing environment.

Whether you’re seeking a peaceful retreat or an active lifestyle, Wading River has something for everyone. Explore the diverse range of homes with pools available in this enchanting town and discover why so many are proud to call Wading River home. Your dream oasis awaits!

Newest Wading River Homes with Pool

$990,000

4 Beds ⋅ 3 Baths ⋅ 1043616 MLS

Beautifully situated on 1.29 private acres north of Route 25A, this exceptional home offers the perfect combination of privacy, comfort and resort-style living. Tucked away on Admiral, a private road that has recently been repaved, this property is made for those who want to enjoy a true staycation lifestyle all summer long. The magnificent backyard is an entertainer’s dream, featuring stone retaining walls, a heated in-ground saltwater pool, hot tub, expansive stone patios and walkways, and a storage shed. Professionally landscaped grounds with lush garden beds enhance the curb appeal, while the welcoming covered front porch with low-maintenance composite-style decking is the perfect place to relax. Inside, you’ll find hardwood floors, a new Biasi heating system and newer central air approximately 3–5 years old. The desirable primary suite easily accommodates a king-size bed and features a walk-in closet and beautifully updated private bath with a soaking tub, oversized shower and double vanity. Three additional guest bedrooms and a full guest bath provide plenty of space for family and visitors. A full basement offers excellent storage with great potential for future recreation or additional finished space. And then there’s the location. Wading River offers a unique North Shore lifestyle with a relaxed, semi-rural feel while still being convenient to everyday necessities. Enjoy nearby Long Island Sound beaches, local farms, farm stands, wineries, golf courses, Parks, shops and restaurants.

2835 N Wading River Road, Wading River

$999,999

4 Beds ⋅ 3 Baths ⋅ 1038904 MLS

Welcome to 143 Meadow Path! A thoughtfully custom-built home with all of the bells and whistles, where quality craftsmanship, generous space, and year-round comfort come together beautifully. Built in 2004 and offering approximately 4,241 square feet, this impressive residence features four upstairs bedrooms, three full bathrooms, soaring ceilings, spacious rooms, and the everyday convenience of second-floor laundry. Set on 0.60 acre, the home was designed with lasting quality in mind. Andersen 400 Series windows, hand-cut stone, custom masonry, 50-year architectural shingles, and extensive recessed lighting showcase the attention to detail throughout. Three soapstone wood-burning stoves, supported by a three-flue chimney design, bring warmth and character to the home, because one cozy fireplace simply wasn’t enough. Comfort is covered in every season with three-zone heating and central air, a Buderus boiler with a rapid-recovery water heater, whole-house humidification and air filtration, a double-wall oil tank, and a built-in central vacuum system. A full unfinished basement offers substantial storage and exciting potential for additional finished space, with plumbing and connections already in place for a future bathroom. Outside is the 8-foot-deep pool, while the attached garage adds convenience throughout the year. From its carefully selected mechanical systems to its custom architectural details, 143 Meadow Path is anything but ordinary. This is a home built to be enjoyed today, with the space and flexibility to evolve for years to come.

143 Meadow Path, Wading River

$1,795,000

4 Beds ⋅ 5 Baths ⋅ 1036567 MLS

Privately positioned behind a long, tree-lined driveway on 0.98 acres, 1481 North Country Road is a substantial Wading River residence offering exceptional scale, craftsmanship, and versatility. Spanning approximately 4,000 square feet across two levels, the residence features 4-bedrooms and 4.5 bathrooms, complemented by an approximately 1,700-square-foot walkout lower level offering extensive bonus space and an additional approximately 725 square feet of finished space with a full bathroom above the detached garage. The property also accommodates five vehicles between an attached two-car garage and a separate three-car detached garage. Built in 2008 by JNS Homes as their own personal residence, the home reflects a level of quality and attention to detail evident throughout. Nine-foot ceilings enhance the sense of volume, while the formal dining room is distinguished by elegant coffered ceilings. Generously proportioned living and entertaining areas provide the space to comfortably host large gatherings while remaining equally suited for everyday living. The walkout lower level dramatically expands the home's possibilities, with abundant space for recreation, a home gym, media area, office, storage, or multiple uses. Outdoors, a heated in-ground saltwater pool extends the entertaining space, while the first floor of the detached garage can function as a pool house or provide substantial pool storage. The finished upper level with full bathroom offers yet another flexible space for an office, studio, recreation area, or private retreat. Surrounded by mature landscaping and set well back from the road, the residence is shielded from view, creating a remarkably private setting with ample room to gather, entertain, and spread out both indoors and out. Located within the Town of Riverhead and the Shoreham-Wading River School District, the property is just 1.2 miles from Wading River Beach and approximately 0.3 miles from local shops, restaurants, and the Wading River Duck Pond. With its substantial scale, quality construction, expansive indoor and outdoor entertaining spaces, heated saltwater pool, five-car garaging, and exceptional privacy, 1481 North Country Road offers a rare opportunity to live and entertain on a grander scale in Wading River.

1481 N Country Road, Wading River

$1,299,000

5 Beds ⋅ 6 Baths ⋅ 1031590 MLS

This gorgeous home on a beautifully landscaped .72 acres located on a cul-de-sac is a must-see!. Enter the grand foyer and take in the 2-story atrium open to the living room, formal dining room and family room with fireplace and 9 ft ceilings. The spacious center-island kitchen with granite countertops and stainless steel appliances boasts a large eating area with sliding doors that welcome you to your backyard retreat. Expansive decking leads to an L-shaped inground pool, separate basketball court, play area, yard and shed. Upstairs is your primary suite with both separate sitting room with fireplace and appropriately outfitted bath. Two additional en-suite bedrooms, a full bath and another bedroom surround the second story landing with stairs to both the kitchen and main living areas. The lower level is a real treat; plan your screenings for the 12-seat movie theater with reclining chairs and system set for streaming. So much more, come take a look!,

7 Brookline Court, 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

$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

$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

$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

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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.