Baiting Hollow Homes under $600,000

Welcome to Baiting Hollow, a hidden gem nestled in the heart of Suffolk County, New York. This charming hamlet offers a perfect blend of serene countryside living and convenient access to the vibrant attractions of Long Island. Known for its picturesque landscapes, Baiting Hollow features lush vineyards, rolling hills, and stunning views of the Long Island Sound, making it an ideal spot for those seeking tranquility without sacrificing modern amenities.

Baiting Hollow is not just about its breathtaking scenery; it’s also a community rich in history and culture. With a quaint, small-town atmosphere, residents enjoy a close-knit community that celebrates local events and traditions. The nearby beaches, parks, and recreational areas provide ample opportunities for outdoor activities, whether it’s a day of fishing, hiking, or simply soaking up the sun.

For homebuyers looking for affordability, Baiting Hollow offers a variety of charming homes priced under $600,000. These properties range from cozy cottages to spacious family homes, each exuding character and warmth. With the potential for beautiful gardens and outdoor spaces, these homes provide a wonderful opportunity to create your own private oasis.

In addition to its affordable housing options, Baiting Hollow is conveniently located near major roadways, making commuting to nearby towns and cities a breeze. With its unique blend of natural beauty, community spirit, and affordability, Baiting Hollow is truly a place where dreams can take root. Discover your perfect home in this enchanting hamlet and experience the best of Long Island living!

Newest Baiting Hollow Homes under $600,000

$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. 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

$599,000

2 Beds ⋅ 2 Baths ⋅ 1010214 MLS

Rarely available for sale, golf course views with 2 bedrooms and 2 baths. community features include but not limited to Tennis, Pickleball courts, pool, exercise facilities and access to beautiful Long Island Sound for residents. This unit has been lightly used since purchase...priced to sell!

4102 Fox Hill Drive, 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

$114,000

2 Beds ⋅ 1 Baths ⋅ 848607 MLS

Welcome to your Vacation Home Located in Desirable SEASONAL ONLY (no year-round living) Beachfront Community of Woodcliff Park Open April 15-October 15. This inviting Cottage boasts 2 Bedrooms and 1 Bathroom, Living Room W/Vaulted Ceilings, Window AC, Attic Space for Storage, some many updates in 2021, painted, Floating Floor, front and back deck ideal for relaxed atmosphere, fence, outdoor shower, lights and more, comes furnished and ready for Immediate Enjoyment just bring your towels! just minutes from numerous Local attractions such as Splish Splash, Long Island Aquarium, Golfing, Farm Stands, Tanger outlets, wineries & more. Don't miss this beautiful cottage ideal summer getaways with beach rights included, land is leased at $8,335.34 per year and not included in sale. CASH SALES ONLY: Appearance:Exc

9 Whalers Path, Baiting Hollow

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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.