Baiting Hollow Real Estate

Welcome to Baiting Hollow, a hidden gem nestled in the heart of Suffolk County, New York! This picturesque hamlet, located on the North Fork of Long Island, offers a unique blend of serene countryside charm and coastal allure, making it an ideal place to call home.

Baiting Hollow is renowned for its stunning landscapes, featuring lush vineyards, rolling hills, and breathtaking views of the Long Island Sound. The area is steeped in history, with roots dating back to the 17th century, and it boasts a warm, tight-knit community that welcomes newcomers with open arms. Residents enjoy a slower pace of life, where the beauty of nature is just outside their doorstep, and local farms and markets provide fresh produce year-round.

For outdoor enthusiasts, Baiting Hollow offers a plethora of recreational activities. Spend your weekends exploring the nearby beaches, hiking trails, or indulging in wine tastings at the local wineries. The area's rich agricultural heritage is celebrated through seasonal festivals and events, making it easy to connect with neighbors and immerse yourself in the local culture.

Conveniently located just a short drive from the vibrant towns of Riverhead and Mattituck, Baiting Hollow provides easy access to shopping, dining, and entertainment while maintaining its tranquil ambiance. With its unique blend of rural charm and coastal beauty, Baiting Hollow is not just a place to live; it’s a lifestyle waiting to be embraced. Discover your dream home in this enchanting community, where every day feels like a getaway!

Newest Listings in 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. 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

$649,000

2 Beds ⋅ 2 Baths ⋅ 1050868 MLS

Escape to your perfect weekend getaway with this spacious two-bedroom, two-bath condo offering spectacular, unobstructed views of the Long Island Sound, the North Fork coastline, and Connecticut in the distance. Designed for low-maintenance comfort and effortless entertaining, this home features an open floor plan bathed in natural light from skylights, giving you a private front-row seat to nature's daily spectacle. Gather around the cozy fireplace in the living room, or step through sliding glass doors onto your deck to watch breathtaking sunsets over the water. Everyday conveniences abound, including an eat-in kitchen, in-unit washer and dryer, a spacious primary bath, excellent closet space, and an attic for additional storage. As part of the pet-friendly Bluffs community, you will enjoy direct private access to a secluded beach. The community offers an array of active recreational facilities, including a huge swimming pool, three tennis courts, bocce courts, a clubhouse, and a dedicated workout room. Enthusiasts will appreciate the welcoming pickleball community centered around four active courts, accommodating players of all skill levels. For golfers, the property sits adjacent to the best in class Baiting Hollow Golf Club with a course designed by Robert Trent Jones. Situated at the entrance to North Fork Wine Country, this home puts you convenient to world-class wineries, dining, and shopping. Enjoy quick and easy access to the Hamptons while remaining just a 90-minute drive from New York City.

318 Fox Hill Drive, Baiting Hollow

$714,900

4 Beds ⋅ 3 Baths ⋅ 1044389 MLS

Spacious 4-bedroom, 2.5-bath Colonial offering approximately 2,265 square feet of living space on a generous half-acre lot. A bright, welcoming floor plan offers abundant natural light and plenty of room to gather and entertain. The main level features a formal dining room, spacious living room with fireplace, large kitchen with an abundance of cabinetry and storage, convenient half bath, and direct access to the attached two-car garage. Upstairs are three well-proportioned bedrooms with a full hall bath, along with a spacious primary bedroom featuring a private en-suite bath. A large unfinished basement provides excellent additional storage and possibilities for future use. Outside, enjoy a large, open backyard with plenty of space for entertaining and recreation. Set in a quiet residential neighborhood with convenient access to Riverhead and the North Fork's popular vineyards, farm stands, restaurants and local attractions. Property is being sold as-is.

63 Nicholas Way, Baiting Hollow

$689,999

2 Beds ⋅ 2 Baths ⋅ 1042397 MLS

Luxury. Location. Lifestyle. Your North Fork escape starts here. An ultra-rare 2-bedroom, 2-bathroom ground-floor corner residence in one of the North Fork Wine Trail’s most desirable waterfront communities. Enjoy expanded outdoor living space, water views, exceptional proximity to the private beach, and the added privacy of a corner unit in one of the quietest buildings in the community—all while being perfectly positioned to enjoy everything the North Fork has to offer. Enjoy relaxing nights by the fire or listening to records in the chic living room. Immerse yourself in the feel of a luxury hotel in your primary bedroom with a designer-quality ensuite bath complete with spa tub. Work in style or be the ultimate host with a secondary room that is easily convertible between office and guest quarters. Watch TV on the lanai, classic North Fork sunsets from the patio, and the abundance of wildlife in your backyard during cozy fall evenings. The amenities make every day feel like a getaway, with a private beach, swimming pool, tennis courts, pickleball courts, and fitness center right at your fingertips. Offered fully furnished and ready from Day 1 – this is a TRUE TURNKEY retreat equally suited as your full-time North Fork home, vacation escape, or a potential rental opportunity. Thoughtfully designed with an elevated coastal aesthetic and unmistakable North Fork flair, this is more than a home—it’s an opportunity to start living the lifestyle you’ve been waiting for.

401 Fox Hill Drive Unit #401, 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

$869,000

4 Beds ⋅ 3 Baths ⋅ 1037778 MLS

Turnkey North Fork living just moments from the Long Island Sound. This beautifully renovated 4-bedroom, 3-bath home offers 2,378 sq. ft. of thoughtfully designed living space, featuring an open kitchen with quartz countertops and stainless steel appliances, hardwood floors, a fireplace, and a spacious primary suite. Set on nearly a third of an acre with a two-car garage and access to Edwards Beach, the home is ideally positioned to enjoy the best of Baiting Hollow—just minutes from North Fork wineries, farm stands, dining, and local attractions. Move right in and enjoy the North Fork lifestyle year-round or as the perfect weekend retreat.

1871 Edwards Avenue, Baiting Hollow

$795,999

3 Beds ⋅ 3 Baths ⋅ 1037404 MLS

Welcome home.This charming, tranquil home set on approximately 1.05 acres in desirable Baiting Hollow. Offering 3 bedrooms, two full bathrooms. This property combines comfortable living with the privacy and space of a generous lot. Full finished basement with private office and tons of storage. This is a must see home. The home's practical layout provides flexibility for everyday living, entertaining, or working from home. Outside, the expansive grounds offer plenty of room for recreation, gardening, and creating your ideal outdoor retreat. Conveniently situated near the North Fork's beaches, vineyards, farms, golf courses, shopping, and dining, this home presents an excellent opportunity to enjoy the relaxed East End lifestyle.

71 Triangle Lane, 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

$239,990

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

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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.