Baiting Hollow Homes under $500,000

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Newest Baiting Hollow Homes under $500,000

$89,990

2 Beds ⋅ 1 Baths ⋅ 1059569 MLS

Adorable and priced to move quickly! This cottage is offers 2 bedrooms with vaulted ceilings open living room to kitchen, spacious screened in room, Trex deck and back deck offer additional space to hang out and use the BBQ, plenty of parking with a fully paved driveway and additional spot in front, and great storage in your shed accented with crows nest accent. Enjoy the numerous local attractions including Wineries, farm stands, horseback riding, outlet shopping, beach, splash splash water park, golfing, & More. Just an hour and 15 minutes to NYC. LAND IS LEASED at APPROX $8,335 annually AND NOT INCLUDED IN SALE. Community is seasonal only open April 15-October 15. Cash only sales...

46 Anchor Path, Baiting Hollow

$209,000

2 Beds ⋅ 1 Baths ⋅ 1052160 MLS

Welcome to this seasonal 2 bedroom, adorable, peaceful & centrally-located beach home. Close to all the North Fork of LI has to offer; wineries, farm stands, lavender farms, pick your own pastures, multiple beaches, fine dining and shopping & many entertainment options. A short drive to the Hamptons! Walk just one small block to the community’s own private beach! This home has the largest sq ft in the community (900 sq. ft.) . New fridge, stove, high speed WIFI, two AC units, air purifier, new 75 inch TV & new outdoor shower. Enjoy peekaboo water views from the spacious outdoor deck perfect for entertaining! New Weber grill and outdoor furniture included in the price. New roof. Upgraded electric and plumbing. Washer and dryer hookup completed, ready for install. With the enclosed sunroom, the home boasts 900 square feet and the property is situated at the top of the cliff and is one of the largest in the community. Respectable amount of distance between the neighbors. Parking spot on the road and space for 2-3 spots on the cliff. Breathtaking panoramic views. This quaint and peaceful beachside community is full of friendly neighbors, a basketball court, a clubhouse & of course, the beach! Enjoy your own private beach area where you can keep all your essentials to avoid lugging everything down each time. Every home has one! Beach is clean and private. Perfect for sunsets, swimming, water sports and paddle boarding. Nantucket on the Cliff is Pet friendly! Many dogs in the neighborhood! Ample options for walking and hiking. Home is fully stocked, need to bring only your toothbrush!

10 E Way Path, Baiting Hollow

$234,000

4 Beds ⋅ 2 Baths ⋅ 1052527 MLS

This Cottage Will Impress you from start to finish. Located in Desirable Seasonally Only community of Woodcliff Park open April 15-October 15. Land is Leased at approx $8,335 annually. Tastefully decorated throughout coupled with the fact that this particular cottage is set up like a Duplex with 2 bedrooms up with a kitchen, living room, and full bath & 2 bedrooms down also with a living room, bathroom, & kitchen lends to numerous possibilities. Upstairs has Vaulted ceilings, with lots of natural sunlight, Woodburning Stove, Spacious kitchen W/Sliders to Deck. The Entire cottage is move in condition & ready to enjoy. This Snowbird or Vacation home is ideal to share ownership with a relative or friend or rent our lower level to offset your land lease. Numerous attractions include: Beach, Golfing, Outlet shopping, Horseback riding, Splish Splash water park, Aquarium, & More!! Just 1 hour and 15 minutes to NYC. Hampton Jitney just 5 Minutes from park. The Ideal Getaway.

5 Surfway S, Baiting Hollow

$379,000

2 Beds ⋅ 1 Baths ⋅ 1050270 MLS

You Dreamed it & Now you can Own It! Note: Cottage was 2 Bedrooms and is currently set up as an Open Floor Plan Studio Style however can easily be put back to two bedrooms with a couple walls. Set high on a bluff in Woodcliff Park, this fully furnished cottage offers unobstructed water views and a relaxed seasonal retreat by the shore. The beachfront community is open from April 15 through October 15, making this an inviting destination for spring, summer, and early fall escapes. Inside, 486 square feet are arranged with efficiency and character. A vaulted ceiling with exposed wood beams creates an airy sense of space, while oak floors add warmth throughout. The kitchen was updated in 2014, and a 12,000 Btu air conditioner provides welcome comfort on hot summer days. A new 40-gallon hot water heater was installed in 2024. Updated wood siding and a roof, both approximately four years old, add practical value. Outdoor living takes center stage on the entertainer’s deck, where expansive views provide a memorable backdrop for morning coffee, casual meals, and evening gatherings. A patio offers another place to relax, while the full unfinished basement supplies useful storage for bicycles, beach equipment, and seasonal belongings. Surrounding area offers wineries, farm stands, golf, horseback riding, Splish Splash Water Park, and outlet shopping. Riverhead train station is nearby, and New York City is approximately one hour and 15 minutes away. Land is leased at $13,012 annually, and this is a cash-only purchase. Make this bluffside cottage your seasonal getaway—schedule a private tour today..

36 Beach Hill Drive, Baiting Hollow

$159,990

2 Beds ⋅ 1 Baths ⋅ 1050271 MLS

The Seaglass Cottage is One of a Kind! This charming home away from home offers a quaint picket fenced in front yard, living room with vaulted ceiling and fireplace, Vinyl wood-like flooring, Eik, Updated bathroom with subway tile, 2 bedrooms, a shed finished into additional recreational space with your choice on how to use it, Entertainers deck, outside shower, washer/dryer, shed & More! Fully Furnished and decorated to charm your fussiest buyer. Nestled in seasonal Beachfront community of Woodcliff Park open April 15-October 15. Cash Only sale. Land is leased and not included in the sale. Local Attractions include: Wineries, Splash Splash, Atlantis Aquarium, Golfing, Fishing or Sunbathing at beach, Horseback Riding, Farm Stands, & More!! Just an hour & 15 minutes from NYC....

30 Neptune Place, Baiting Hollow

$159,990

2 Beds ⋅ 1 Baths ⋅ 1042120 MLS

Ever Dreamed of Owning a Vacation Home on Long Island? Now you can. This Charming Well Maintained Cottage offers Numerous Recent Updates Including Updated Electric, Plumbing, Washer & Dryer in New Cedar Enclosure, Custom Cedar Outdoor Shower With Sleek Black Stone Accents & Fixtures, New Retaining Walls, Parking for 2-3 Vehicles, Ample Outdoor Entertaining Area on your Covered Porch. Inside You will find Clean White Cabinetry, & an Open & Airy Living Space along with Two Bedrooms & a Full Bath w/Shower Stall. Private Beach access is just around the corner. Just an hour & 15 minutes from the NYC & With no shortage of Local Activities you will not be disappointed in with this Location. Located inside Desirable Seasonal Beachfront Community of Woodcliff park open April 15 -October 15. Cash Sales Only. Land is leased and not included in sale. Local attractions include: Beach, Golfing, Horseback Riding, Farm Stands, Wineries, Splash Splash Water Park, Aquarium, Outlet Shopping, & More!

15 Cottage Road, Baiting Hollow

$399,990

6 Beds ⋅ 3 Baths ⋅ 1037783 MLS

SEASONAL ONLY COMMUNITY OPEN APRIL 15-OCTOBER 15. Picture waking to shimmering water views, coffee in hand, on a covered deck perched inside the beachfront community of Woodcliff Park. This six-bedroom, three-bath duplex delivers rare flexibility, comfort, and a genuinely smart financial angle all in one breezy North Fork package. Land lease for 2026 is $9,578.77 The clever layout features three bedrooms and a full bath upstairs, plus three more bedrooms and another full bath below. Two complete kitchens one of which comes with Viking appliances mean everyone gets their own space, while soaring vaulted ceilings add drama overhead. A built-in fish tank brings unexpected personality, and a Viking grill turns backyard cooking into a proper event. Here's the part your accountant will love: renting the lower level covers all annual expenses. Translation? Your upper retreat essentially pays for itself, making this an ideal snowbird escape or carefree vacation getaway. Outdoor living shines with a wraparound blend of covered deck, open deck, and welcoming porch, plus a handy garage for beach gear and toys. Adventure sits right outside the community. Sip local pours at Baiting Hollow Farm Vineyard, dine at the charming Cooperage Inn, splash the day away at Splish Splash Water Park, or chase bargains at Tanger Outlets Riverhead. Please note: land is leased and this is a cash-only opportunity. Ready to trade ordinary summers for something unforgettable? Schedule your private showing before the season slips away.

5 Woodcliff Trail, Baiting Hollow

$219,000

3 Beds ⋅ 1 Baths ⋅ 1037498 MLS

Imagine trading everyday stress for lazy summer mornings in a completely renovated three-bedroom cottage that brings genuine Hamptons flair to the North Shore. This turnkey charmer proves that vacation living doesn't have to be complicated. Every inch has been thoughtfully reimagined. Wide plank wood-like laminate floors flow beneath recessed lighting, all controlled by dimmers and motorized shades for the perfect ambiance. White cedar impression siding and Anderson black windows deliver crisp curb appeal, while insulated walls and a mini split keep things comfortable in any weather. The kitchen shines with quartz counters and a five-burner gas stove, and the oversize shower dazzles with shiplap-accented walls and sleek black fixtures. New plumbing throughout means worry-free stays. Best of all, it arrives fully furnished with quality pieces, so you can simply unpack and relax. Outside Enjoy a brand-new front sitting area anchored by a fire pit, plus an outdoor shower for rinsing off after beach adventures. A pebble driveway, electric vehicle charger, washer, dryer, and a handy basement round out the practical perks. Set in a coveted beachfront seasonal community open April fifteenth through October fifteenth, this spot puts vineyards, farm stands, outlet shopping, Splish Splash Water Park, the Long Island Aquarium, and horseback riding all within easy reach. Please note: land is leased and this is a cash-only purchase. Whether you crave a snowbird escape or a summer getaway, seize this rare opportunity and schedule your private tour today. Land lease is $8,335.34 for 2026.

25 Cottage Road, Baiting Hollow

$274,990

2 Beds ⋅ 2 Baths ⋅ 1037418 MLS

Come Vacation On Long Islands North Shore of Baiting Hollow in Desirable Seasonal Beachfront Community of Woodcliff Park open April 15-October 15. Land Lease is approx $9,737.77/2026. Breathtaking Waterviews Exude from numerous locations throughout this home. living Room Accented with Wood ceiling panels charm this home, oversized slider to screened in deck with FULL UNOBSTRUCTED VIEWS, The Kitchen has white cabinetry, You will enjoy doing dishes for the first time as you stare out at the water from your picture window purposely positioned above the sink, Primary & guest bedroom are nice size and both have closets, The second bathroom is just 6 Years Young & offers a Jetted Tub that is also nestled below another picture window, Laundry, Attic storage Flagstone outdoor patio area add to this homes features. Street has only handful of homes on it so it is more private than other locations in park. ONLY home with View on market!! Numerous Local Attractions:Splish Splash water park, Golfing, Farm Stands, Atlantis Aquarium, Beaches, Horseback Riding, Outlet Shopping, & Wine Country. Land is leased and Not included in sale. Cottage comes furnished. Cash Only Sales, Additional information: Appearance:Mint

10 Acorn Path, Baiting Hollow

$215,000

2 Beds ⋅ 1 Baths ⋅ 978343 MLS

Rare opportunity to own a completely renovated, turnkey charming seasonal cottage in the Woodcliff beachfront community (open April 15 -October 15). This exceptional property blends character, and an unbeatable coastal location. Close to beach on Long Island Sound, this is one of the few cottages in the community offering water views. Knows as "The Ponderosa", the home sits on a nicely sized lot in a quiet, private court-perfect for a peaceful seaside retreat. Fully and thoughtfully renovated, the home features a brand-new kitchen with modern appliances and the beautifully updated bathroom with custom shower, along with upgrades including the roof, siding, and an oversized cesspool. The inviting 192-square-foot enclosed porch with tongue-and groove cedar walls provides flexible living space filled with with natural light can easily serve as a spacious additional bedroom, home office, or cozy guest retreat-offering flexibility to fit your lifestyle. Whether you are looking for extra room to relax or accommodate visitors, this bonus area adds both comfort and usable area of the house to 864 -square-foot. Inside, the convenience of a brand new stackable washer and dryer, and a well-designed layout including a primary bedroom with large closet. Outdoor living is a standout feature-enjoy an oversized deck with built-in bench seating and water views, ideal for entertaining. A dedicated barbecue area creates the perfect setting for dinners and summer gatherings. Short distance to the beach access and numerous local attractions: North Fork Wineries, top rated dinning, Horseback Riding, Golfing, Atlantis Aquarium, Splish Splash water park, Pumpkin Farms and much more. With two-car parking and location just moments from the beach, this move-in-ready, key-ready property delivers the perfect blend of modern and coastal charm. CASH ONLY SALE -LAND LEASE-$8650.35/PRICE NEGOTIABLE/VERY MOTIVATED SELLER

15 E Way Path, Baiting Hollow

$129,990

2 Beds ⋅ 1 Baths ⋅ 973367 MLS

CHARMING COTTAGE ON THE NORTH SHORE NESTLED INSIDE OF DESIRABLE WOODCLIFF PARK SEASONAL BEACHFRONT COMMUNITY OPEN APRIL 15-OCTOBER 15. PERFECT VACATION HOME OR SNOW BIRD LOCATION. NEW WINDOWS, UPDATED BATHROOM, VINYL FLOORING, ELECTRIC, HOT WATER HEATER & STOVE JUST 4 YEARS YOUNG, COVERED SIDE DECK AND OPEN FRONT DECK FOR YOUR CHOICE OF OUT DOOR ENTERTAINING SPACES, PRIVATE DRIVEWAY, SHED & MORE. BEACH PATH IS AROUND THE CORNER FOR ACCESS TO BEAUTIFUL BEACH WHERE YOU CAN COLLECT SEA SHELLS, FISH, SUNBATHE, & MORE! BAITING HOLLOW VINEYARD, CIDER HOUSE, SPLISH SPLASH WATER PARK, OUTLET SHOPPING, AQUARIUM, GOLFING, FRESH FARM STANDS, HORSEBACK RIDING ALL WITHIN MINUTES FROM THIS COMMUNITY. HAMPTONS JUST 30 MINUTES AWAY IF YOU WANT THE WAVES. JUST AN HOUR AND 15 MINUTES FROM NYC MAKES THIS A CONVENIENT PLACE AWAY FROM IT ALL BUT YET CLOSE ENOUGH TO ENJOY. HAMPTON JITNEY DROP OFF JUST 10 MINUTES FROM PARK. LAND IS LEASED AND NOT INCLUDED IN THE SALE AT APPROX $8,335 ANNUALLY. CASH SALES ONLY...

21 Cottage Road, Baiting Hollow

$89,990

2 Beds ⋅ 1 Baths ⋅ 966693 MLS

Nestled in the heart of Seasonal Only Beachfront Community of Woodcliff Park & close proximity to Private Beach & Kiddie Park you will find this adorable Home Away from Home! Features include a large front Deck for outdoor relaxation, Large Open concept Living Room/Kitchen Area with Vaulted Ceilings & Wide plank Easy to clean Vinyl Flooring. The Kitchen offers ample counter space, The large Bathroom includes a Shower Stall & Charming built in Draws for storage, Window Air Conditioning, 2 Bedrooms both equipped with double beds, complete the inside. Private driveway parking at the rear of cottage. This cottage has the rustic yet comfortable feel to it. No shortage of local attractions such as Splish Splash water park, Atlantis Aquarium, Golfing, Horseback Riding, Fresh Local Farm Stands, Tanger Outlet Shopping, Wineries, & of Course the main attraction is the Beach! NYC only 1 Hour & 15 Minute Ride makes this the ideal vacation spot on Long Island. Land is leased at $8,335.34 per year. Cash Sales Only!!

28 Anchor Path, Baiting Hollow

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Baiting Hollow Homes under $500,000

Newest Baiting Hollow Homes under $500,000

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