Baiting Hollow Real Estate

Welcome to Baiting Hollow, a hidden gem nestled in the heart of Suffolk County, New York. This charming hamlet is part of the picturesque North Fork of Long Island, offering a perfect blend of serene landscapes and vibrant community life. Known for its stunning natural beauty, Baiting Hollow boasts lush vineyards, rolling hills, and breathtaking views of Long Island Sound, making it an idyllic retreat for nature lovers and wine enthusiasts alike.

Baiting Hollow is steeped in rich history, with roots dating back to the 17th century. Its quaint atmosphere is complemented by a warm community spirit, where neighbors become friends and every gathering feels like a celebration. The area is home to a variety of local businesses, from artisanal shops to cozy cafes, each contributing to the unique charm of this small town.

Outdoor enthusiasts will find plenty to love in Baiting Hollow. The nearby beaches and parks offer ample opportunities for hiking, biking, and picnicking, while the local wineries invite you to indulge in tastings and tours amidst picturesque vineyards. For those seeking a bit of adventure, the nearby Long Island Sound provides a playground for boating, fishing, and swimming.

Baiting Hollow is not just a place to live; it’s a lifestyle. With its blend of rural tranquility and access to urban conveniences, including shopping, dining, and cultural events in nearby towns, it’s no wonder that this charming hamlet is becoming a sought-after destination for homebuyers. Whether you’re looking for a weekend getaway or a permanent residence, Baiting Hollow welcomes you with open arms and endless possibilities. Come discover the magic of this enchanting community!

Newest Listings in Baiting Hollow

$375,000

2 Beds ⋅ 1 Baths ⋅ 1045674 MLS

NESTLED ON LONG ISLANDS NORTH SHORE BLUFF~ THIS LITTLE SLICE OF HEAVEN OFFERS THE TRANQUIL SOUND OF THE WATER WASHING ASHORE, UNOBSTRUCTED BREATHTAKING WATER-VIEWS AND BEACH VIEWS, This home was renovated in 2014 and additional Renovations done including Windows, & Sliders Added in 2023 to Accentuate THE WATERVIEWS. NEW ROOF, Updated Eat In kitchen W/White Cabinetry, Granite Counters, Subway Tile Back Splash, Updated Bathroom accented with Shiplap, Engineered Wide plank White Oak Floors, Vaulted Rustic Beamed Ceilings for the authentic cottage feel, Mini Split for Heat & air, Double SLIDERS to New entertainers Deck Also w/Wide Plank Boards, Stackable washer/Dryer, New Stove, New White Storage Cabinetry, 2 Sofas, & Captains Bed with Storage, Exterior Painted 2021 in a Soothing Blue Tone, Interior Freshly Painted 2024, Additional Tiered Deck Off Side for Sunbathing, Rose Bushes & Perennial Plantings offer charm & make it feel like home. Furnished & Ready to Use. Only 1 Hour & 15 Minutes to NYC. Jitney Bus is only 8 Minute Drive from Community. Community is Seasonal open April 15-October 15. Land is Leased at approximately $12,896 annually. Short term rentals Prohibited. Was two separate bedrooms but currently walls down and set up as Open Concept. Could be put back up., Additional information: Appearance:Mint

58 Hillcrest 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

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

$749,000

2 Beds ⋅ 2 Baths ⋅ 1019114 MLS

Rarely available, this exceptional top-floor, end-unit residence is perched atop the easternmost edge of Fox Hill, offering one of the community's most coveted locations. Nestled against peaceful woodlands with sweeping views of the Long Island Sound, it delivers an exceptional combination of privacy, natural beauty, and coastal living that few homes in the community can match. A striking bank of sliding glass doors seamlessly connects the expansive wraparound deck to the sun-drenched interior, where skylights fill the home with natural light. The open-concept design flows effortlessly from the living room, anchored by a warm wood-burning fireplace, to the dining area and into the beautifully updated kitchen featuring shaker-style cabinetry, quartz countertops, and stainless-steel appliances—creating an ideal layout for both everyday living and effortless entertaining. The spacious primary suite serves as a private coastal retreat, thoughtfully positioned to capture serene water views and refreshing sea breezes, and opens directly onto the secluded deck, where the home's location creates an intimate outdoor sanctuary. Begin each morning with the sun rising over the Long Island Sound and unwind each evening in complete privacy, immersed in the tranquility of your own waterfront escape. Fox Hill offers a resort-inspired lifestyle with private beach access along the Long Island Sound, an Olympic-size swimming pool, clubhouse, fitness center, tennis, pickleball, bocce courts, and immediate access to the renowned Baiting Hollow Golf Club. Just minutes from the North Fork's celebrated wineries, farm stands, waterfront restaurants, and beaches, this remarkable residence offers the perfect blend of privacy, coastal beauty, and convenience.

103 Fox Hill Drive, Baiting Hollow

$729,000

3 Beds ⋅ 2 Baths ⋅ 1015883 MLS

Rare 3 Bedroom Waterfront Condo with Resort Amenities & Panoramic Sound Views. Experience the pinnacle of effortless coastal living in one of Baiting Hollow’s most sought after waterfront communities. Perched within The Bluffs, this spacious, move-in ready condo delivers breathtaking, unobstructed water views of the Long Island Sound and unforgettable nightly sunsets. The bright, open concept living area is anchored by a cozy fireplace, flowing seamlessly into the dining space and kitchen to create an inviting atmosphere built for both everyday comfort and seamless entertaining. This property features a highly coveted, rare layout boasting three generously sized bedrooms. The private primary suite serves as a serene retreat, complete with an updated bathroom featuring a luxurious jacuzzi tub and a separate walk-in shower. The versatile third bedroom is perfectly suited for a dedicated home office, creative studio, or comfortable guest accommodations. Step outside onto your private balcony to embrace a true resort lifestyle filled with fresh coastal breezes and uninterrupted water vistas. Luxury Resort-Style Amenities & Community Features: Private Beach Access Steps from the shoreline for peaceful beach walks and waterfront relaxation. Clubhouse & Fitness Center fully equipped facilities for year round health, wellness, and social gatherings. Pool & Sports Courts full access to a swimming pool, tennis and pickleball courts, and bocce ball. Prime North Fork Location just minutes from world class North Fork wineries, local farm stands, championship golf courses, premier shopping, and fine dining. Conveniently located with straightforward transit to Peconic Bay and the Hamptons. Whether you are seeking a permanent year round waterfront residence or the ultimate North Fork weekend escape, this rare property offers a flawless combination of luxury, location, and lifestyle.

606 Fox Hill Drive, Baiting Hollow

$799,000

3 Beds ⋅ 2 Baths ⋅ 1014667 MLS

Turn the key and unpack! Welcome to this beautifully renovated three-bedroom, two-and-a-half-bath townhouse in the highly sought-after Golf Villas in Baiting Hollow, located within the prestigious Fox Hill Community. Thoughtfully updated with exceptional craftsmanship and premium finishes, this home offers the perfect blend of luxury, comfort, and convenience. Recent renovations include top-of-the-line finishes throughout, LED lighting, elegant crown molding, new interior doors, custom chefs kitchen, Graber plantation shutters, Levolor shades, hardwood and tile flooring, and ceiling fans. The designer kitchen features custom Plato cabinetry, stunning quartz countertops, and high-end finishes that will delight any home chef. The open-concept living and dining areas boast soaring cathedral ceilings, creating a bright, airy atmosphere with seamless access to the oversized stone patio—perfect for entertaining or relaxing outdoors. The first-floor primary suite offers the ease of one-level living and features a spacious bedroom and a beautifully appointed spa-like ensuite bath. Upstairs, you’ll find two additional bedrooms, including one with a private balcony overlooking the golf course and offering panoramic views. A finished bonus room provides the ideal space for a home office, den, or hobby room. Residents of Fox Hill enjoy an outstanding array of amenities, including: Community swimming pool, Pickleball and tennis courts, Bocce courts, Fitness center Private Sound-front beach access for residents and their guests Ideally situated in the heart of the North Fork, this exceptional home is just minutes from renowned wineries, farm stands, acclaimed restaurants, boutique shopping, beaches, and countless recreational opportunities. Several local golf courses are within 15 min of this home, including Cherry Creek, The Woods National and Indian Island. Experience luxury North Fork living at its finest in this move-in-ready Golf Villas condominium.

4004 The Fairway, 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.