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11 Oakwood Drive, Wading River
$685,000
4 Beds ⋅ 3 Baths ⋅ 999914 MLS
Welcome to this beautifully maintained and thoughtfully updated ranch, privately nestled on a lush oversized property surrounded by mature trees and serene natural views. From the moment you arrive, the home’s charming curb appeal shines with manicured landscaping, a welcoming front porch, and an well sized driveway offering ample parking. The main level features 3 decent sized bedrooms and 2 full bathrooms, complemented by a bright and open layout designed for both comfortable everyday living and effortless entertaining. Gleaming hardwood floors, recessed lighting, and abundant natural light create a warm and inviting atmosphere throughout. The oversized eat-in kitchen offers abundant cabinetry, granite countertops, stainless steel appliances, and direct access to the amzing rear deck—perfect for seamless indoor and outdoor gatherings. The inviting living room is filled with character and warmth, highlighted by a cozy wood-burning stove and oversized windows overlooking the picturesque property. The lower level features a legal accessory apartment complete with a bedroom, an office, and a full bathroom, offering its own updated living space and a kitchen with exceptional flexibility for extended family, guests, or potential rental income opportunities. This home has been extensively updated for peace of mind and modern comfort. Major improvements include a newer roof replaced in December 2021, all new windows and sliders installed by Renewal by Andersen in 2022 with a transferable warranty for the new owner, ductless A/C systems installed in 2022, newer gutter guards, and fencing added in 2022. Additional updates include a renovated accessory apartment bathroom completed in 2024, washer and dryer replaced in 2022, and a refrigerator approximately 5 years old. Step outside to your own private backyard retreat featuring a nice size deck, tranquil natural surroundings, storage sheds, fenced areas, and endless space to relax or entertain. Conveniently located near shopping, dining, parks, and major roadways while still offering exceptional privacy, this move-in-ready property perfectly blends comfort, functionality, and modern updates with peaceful suburban living. Waiting for you to move in and enjoy.

11 Oakwood Drive, Wading River

183 Dogwood Drive, Wading River
$679,000
3 Beds ⋅ 3 Baths ⋅ 996439 MLS
This sprawling and expanded Cape is set on an exceptional .75 acre property and offers a perfect blend of charm, space, and functionality. The home features an attached oversized two-car garage with heat, electricity, loft storage, and bonus rear storage space, ideal for car collectors, hobbyists, or workshop use, along with a long private blacktop driveway. The backyard is designed for entertaining, with custom rock retaining walls, cement patios, and multiple outdoor sitting areas creating a private and functional retreat. Inside, approximately 1,700 square feet of living space includes 3 bedrooms, 2 full bathrooms, and 1 half bath. Hardwood floors flow throughout much of the home, including a sun-filled formal living room with custom built-in bookshelves, a ceiling fan, and a brick fireplace with wood storage. The formal living room opens to an updated chef’s kitchen with white cabinetry, stainless steel GE appliances, a refrigerator with water and ice dispenser, herringbone tile backsplash, recessed lighting, dual ceiling fans, a large center island, and an eat-in dining area, while a mudroom provides direct garage access. The first floor also features an oversized primary suite created by combining two bedrooms, complete with hardwood floors, double closets, a ceiling fan, and a spa-like full bathroom with subway tile surround and white vanity. Upstairs are two generously sized bedrooms with hardwood floors and a hallway bath. Additional highlights include a full basement with heat, outside entrance, extra bathroom, and updated 200-amp electric service, offering space, charm, privacy, and endless possibilities both inside and out.

183 Dogwood Drive, Wading River

91 17th Street, Wading River
$665,000
4 Beds ⋅ 2 Baths ⋅ 988322 MLS
This four-bedroom, two-bathroom home features an open-concept kitchen and dining area that flows seamlessly into the living room, making it ideal for gatherings. The renovated kitchen is equipped with white quartz countertops and energy-efficient appliances. The main level includes hardwood floors, a separate laundry room with storage, and a full bathroom. 1st floor bedroom with ample closet space is available throughout the home. Recent 2026 upgrades include updates to the entire house, a new electric panel, and the installation of central air, fully fenced yard, and a full unfinished basement with endless potential Located near local beaches, the North Shore Rail Trail, shops, wineries, and restaurants, this property is perfect for year-round living or as a summer retreat. Ideal home for year round living or Summer home. (some photos digitally modified)

91 17th Street, Wading River

26 19th Street, Wading River
$650,000
4 Beds ⋅ 3 Baths ⋅ 992852 MLS
Charming curb appeal warmly welcomes you into this spacious four bedroom, three full bathroom home. The main living area features high ceilings and a cozy fireplace, creating an inviting space for both everyday living and entertaining. The kitchen offers ample storage, new appliances, vaulted ceilings, and abundant natural light, with French doors that open to the deck for seamless indoor outdoor enjoyment. The generous primary suite provides a relaxing retreat with a walk in closet, ensuite bath, and access to a large wraparound balcony overlooking the gardens. The lower level adds versatile living space with a new full bathroom, access to a lower deck, and a separate entrance. Additional highlights include a brand new roof and fresh interior paint, making the home truly move-in ready from day one. Plus, a prime location near beaches, parks, dining, and local wineries offers the perfect blend of comfort, convenience, and lifestyle.

26 19th Street, Wading River

136 Beach Road, Wading River
$630,000
3 Beds ⋅ 2 Baths ⋅ 957671 MLS
Welcome to 136 Beach Road in Wading River, a truly one-of-a-kind, year-round destination retreat nestled in the private sound front Beach community of Wildwood Shores Estates, just two doors from private beach access. Set on a picturesque lot, the property offers two driveways one paved in 2019 and one unpaved as well as an EV charging station. Surrounded by an abundance of specimen trees, native plantings, and mulched pathways, the grounds are designed for natural beauty and low maintenance living, featuring a private, no mow lawn. The exterior showcases newer board and batten siding, an updated storm door, and two inviting front patio areas complete with a retractable awning, perfect for relaxing outdoors. The wood windows and roof have been insulated and replaced, adding to the efficiency and comfort in this over 1,500 interior square foot home. Welcome inside this bright home greeted by its many windows, high ceilings throughout, original millwork, and architectural details that give the home its distinctive character. The vaulted living room & great room feature hardwood floors, original wood paneled walls, skylights, a ceiling fan, and a striking floor to ceiling wood burning fireplace crafted from rocks found along the shore of the Long Island Sound. Just off the living room is a cozy dining room that leads to the new kitchen, complete with granite countertops, white raised panel cabinetry, under cabinet lighting, and stainless steel appliances. The spacious primary bedroom offers a new black and white ensuite bath, a large walk-in-closet with laundry all tucked behind a repurposed barn door with direct outdoor access. Two additional bedrooms and a newly renovated hall bath complete the home, offering three bedrooms and two full bathrooms. An additional structure on the property presents an opportunity to be converted into a studio apartment or office for additional living space and/or additional potential income, which could expand the property to four bedrooms and three bathrooms. Wading River is a true gem, offering easy access to nearby beaches, top dining, golf, country clubs with close proximity to the East Wind Spa, Hotel and Shops, serving as the gateway to the beginning of the North Fork, East End vineyards and wineries. This home is also part of the Riverhead School District.

136 Beach Road, Wading River

54 Randall Road, Wading River
$615,000
3 Beds ⋅ 1 Baths ⋅ 1010879 MLS
Some homes simply feel special the moment you arrive, and 54 Randall Road-The Forever Ranch-is one of them! Lovingly cared for and meticulously maintained for 40+ years, The Forever Ranch offers the kind of warmth, comfort, and pride of ownership that is increasingly rare to find. Set on beautifully manicured grounds, the home welcomes you with inviting curb appeal and a sense that every detail has been thoughtfully attended to over time. Inside, you'll find spacious rooms, hardwood floors, and a comfortable layout designed for gathering, celebrating milestones, and enjoying everyday life all while enjoying the modern conveniences of central air conditioning, central vacuum, first-floor laundry, jacuzzi tub and a beautiful inground pool. Natural light fills the living spaces, creating an atmosphere that is both bright and welcoming. While The Forever Ranch is exceptionally cared for, what truly sets it apart is the feeling it evokes...a place where memories have been made, traditions have been celebrated, and every corner reflects years of care and stewardship. Now ready for its next chapter, 54 Randall Road-The Forever Ranch-offers a wonderful opportunity for someone new to appreciate all that makes this home so special. Homes cared for with this level of pride don't come along often. Don't miss this rare opportunity!

54 Randall Road, Wading River

14 Sylvester Road, Wading River
$610,000
3 Beds ⋅ 3 Baths ⋅ 1004968 MLS
Unique Contemporary Home situated on a Private .69 acres in a Wonderful Neighborhood in "The Hills of Wading River" The Home Boasts: an Open Floor Plan with 2,373 sq ft of living space. Large Living Room with Cathedral Ceilings. Large Dining room for Family gatherings with French Doors leading out to Trex Deck. Hardwood Flooring Throughout. Kitchen with 3 Ovens, Terra Cotta Flooring and a Pantry. Huge Open Master Bedroom with Cathedral Ceilings, 2 Skylights, 3 Closets and a Loft. Master Bath with Tub and Stand up Shower and Skylight. The Bottom Floor has 2 Bedrooms and a Jack and Jill Bathroom with Updated Tile Flooring. Walk out Attic over Car Port. Mostly Andersen Windows throughout. Oil Burner (2 Years old). Roof, Windows and Siding (Updated 14 Years). Must See!

14 Sylvester Road, Wading River

200 N Side Road, Wading River
$590,000
3 Beds ⋅ 1 Baths ⋅ 951735 MLS
Beautifully updated ranch offering true North Shore coastal living in Wading River, with immediate proximity to acres of private beach access. Positioned just one block from the shoreline, this home delivers a rare lifestyle opportunity ideal for both year-round living and seasonal enjoyment. The interior features a bright, open layout anchored by a well-designed kitchen with KraftMaid cabinetry, granite countertops, stainless steel appliances, and a breakfast bar for everyday living and entertaining. Three comfortable bedrooms and a fully renovated full bathroom complete the main level. Recent improvements include newer windows, recessed lighting, custom moldings, updated insulation and Sheetrock, modern flooring, a newer roof and central air system, approximately 3 years old, upgraded 200-amp electrical service with sub-panel, and low-maintenance gutter covers. A full basement provides excellent storage or future potential, while the oversized two-car garage features new garage doors. Set on a shy half-acre near Wildwood State Park, beaches, shopping, dining, farm stands, and North Fork wineries. Enjoy easy access to fishing, kayaking, paddleboarding, and breathtaking sunsets from one of Long Island’s most sought-after North Shore communities.

200 N Side Road, Wading River

84 Cedar Road, Wading River
$575,000
3 Beds ⋅ 1 Baths ⋅ 948389 MLS
This 3-bedroom home is located very close to a private beach. A Home that's perfect for people just starting out, as a retirement home, a summer house, or just a great spot to call your home. Clean, neat, well maintained and ready to move right in! Reasonable taxes, prime location make it an excellent investment property. Enjoy the detached garage for all your things - lots of summer beach things - or for the car buff. Additionally, a full basement is so useful and offers potential future living space if you decide to finish it. Trex deck for grilling and outdoor entertaining is off the kitchen for easy serving. Hardwood floors, new bath, updated kitchen, IG sprinklers, Oil heat, wood stove, its a must see. Call today for your private viewing it won't last.

84 Cedar Road, Wading River

11 6th Street, Wading River
$505,000
2 Beds ⋅ 1 Baths ⋅ 968677 MLS
Welcome to 11 6th Street: Move right into this beautiful turnkey cottage blending timeless charm with thoughtful modern upgrades. The welcoming covered front porch creates a relaxing space for morning coffee and the inviting living area is highlighted by a cozy wood-burning stove, perfect for those cold winter days. For those hot summer days, enjoy a new central air system, with transferable warranty for peace of mind. The bright, airy kitchen is designed for both function and style, featuring a kitchen island and new double oven. Step outside your sliding glass doors onto your Trex-style deck, surrounded by nature and beautiful plantings. A free standing pergola covers the deck for a perfect balance of sun and shade, making it ideal for relaxation or entertaining. Off the deck you’ll find a fire pit for gathering under the stars or roasting marshmallows. A large shed provides ample storage space for patio furniture, tools and equipment. The property also offers the convenience of two concrete driveways, supplying generous parking for guests, boats, or recreational vehicles. Underground sprinklers lend ease during the hotter, dryer months and a versatile bonus structure offers endless possibilities as a man cave, she shed, art studio, home office, gym or potential third bedroom, adding valuable flexible space. Located on a quiet dead-end street with no thru traffic, you’ll be close to Wildwood State Park, Andrew’s Farm, Lewin’s Farm and all the North Fork has to offer. Private beach access included for neighborhood residents. Don’t wait on this rare opportunity to own a move-in-ready home abundant with curb appeal, charm, convenience and functionality.

11 6th Street, Wading River

1 3rd Street, Wading River
$489,000
3 Beds ⋅ 2 Baths ⋅ 950563 MLS
Experience the perfect blend of coastal serenity and modern comfort in this delightful Colonial, perfectly tucked away on a quiet cul-de-sac within the sought-after Wildwood Beach Association. Framed by a classic white picket fence, this home offers the quintessential North Fork lifestyle. The bright living room flows seamlessly into the kitchen, featuring beautiful hardwood flooring, elegant crown molding, and modern recessed lighting (hi-hats). The kitchen has been updated with rich maple cabinetry, sleek solid surface countertops, and stainless appliances accents—including a deep stainless sink and new faucet. There is a lovely first-floor powder room with a pedestal sink and a newly renovated second-floor full bath completed by Bath Fitters. The full-size washer and dryer is conveniently located on the second floor near the bedrooms. For energy efficiency the home is outfitted with newer windows, new baseboard heating, and new interior doors , new full glass storm doors, and exterior door. There is ample storage space with a full attic accessible via pull-down stairs and a functional outdoor shed. Low-maintenance exterior with vinyl siding ensures you spend your weekends at the beach, not painting the house. Relax on your rear deck within a fully fenced property, perfect for summer BBQs. Located just moments away from beaches, renowned North Fork wineries, and scenic trails, this home is the ultimate gateway to everything the East End has to offer.

1 3rd Street, Wading River

188 W Woodland Drive, Wading River
$475,000
5 Beds ⋅ 4 Baths ⋅ 979655 MLS
Welcome to a rare opportunity to create your dream home. This spacious five-bedroom, four-bathroom Colonial offers a true blank canvas for your vision and personal style. Set on an expansive .78-acre lot, the property provides ample space for outdoor living, entertaining, or future enhancements. Featuring a classic layout with generous room sizes, a full basement, and an attached garage, this home is ready for transformation. Whether you’re an investor, builder, or end-user looking to customize every detail, the possibilities here are endless. This is your chance to bring your imagination and finish this home spectacularly—tailored exactly to your taste. With its size, setting, and potential, this property is a standout opportunity you won’t want to miss.

188 W Woodland Drive, Wading River

14 7th Street, Wading River
$425,000
2 Beds ⋅ 1 Baths ⋅ 985390 MLS
Welcome to this Cozy Inline ranch ideally situated just four doors from private beach access, perfect for year-round living or a relaxing summer retreat. Enter through a convenient mudroom into a cozy den featuring classic chair rail moldings. The home offers two spacious bedrooms and an updated full bathroom. The kitchen is outfitted with stainless steel appliances, built-in corner shelves, pantries, and elegant wainscoting (chair rail moldings). A door off the kitchen leads to a second mudroom with access to the backyard, and a shed that has electric, complete with a fenced property line for added privacy. Additional features include a walk-up attic for storage or potential expansion, updated plumbing (2018), Serviced cesspool 6 month ago, and a hot water heater (2007). The home is equipped with 100-amp electric service. A full basement with walk-out access provides ample space for storage, recreation, or future finishing. Conveniently located near East End farms, wineries, restaurants, and shopping-all just 10 minutes away-this home offers the perfect blend of coastal charm and accessibility.

14 7th Street, Wading River

75 Herod Point Road, Wading River
$420,000
2 Beds ⋅ 1 Baths ⋅ 967940 MLS
Make your dream of owning a cottage near the beach a reality. This property is located minutes from Wading River’s historic district and Wildwood Park, which offers miles of nature trails. At the end of the street, residents have access to a private deeded beach area. Built in the 1930s, the home features hardwood floors in the living room and bedrooms, along with a wood-burning stove that adds warmth and character. The kitchen opens to a deck suitable for outdoor dining and relaxation. Recent updates include the roof, most windows, the deck, interior doors, the heating system, and the hot water storage tank. For those seeking a workspace, studio, or workshop separate from the main living area, the partial basement offers walkout access and an egress window, providing additional flexibility. This cottage offers an opportunity to update and customize features to suit your style. This home is located within the Herod Point Civic Association neighborhood, where homeowners enjoy access to a deeded private beach. The annual HOA fee is $125.00 and covers taxes, insurance, and ongoing maintenance of the beach and surrounding grounds. This home is being sold "As Is".

75 Herod Point Road, Wading River

30 Hulse Landing Road, Wading River
$85,000
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

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.

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