Baiting Hollow Real Estate

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 bustling attractions of Long Island. With its picturesque landscapes, Baiting Hollow is renowned for its stunning vineyards, beautiful beaches, and lush parks, making it an idyllic spot for nature lovers and those seeking a tranquil lifestyle.

One of the standout features of Baiting Hollow is its proximity to the Long Island Sound, where residents can enjoy a variety of water activities, from sailing to fishing. The hamlet is also home to the enchanting Baiting Hollow Farm Vineyard, where you can sip on exquisite local wines while taking in breathtaking views of the surrounding countryside.

Families will appreciate the community's friendly atmosphere and access to quality schools, ensuring a nurturing environment for children. Baiting Hollow’s charming rural feel is complemented by its close-knit community, where neighbors become friends and local events bring everyone together.

For those who enjoy outdoor adventures, nearby parks and nature reserves offer a plethora of hiking and biking trails. Whether you’re exploring the scenic beauty of the area or indulging in the local culinary scene, Baiting Hollow provides a lifestyle that harmonizes relaxation and recreation.

With its rich history, vibrant community, and stunning natural surroundings, Baiting Hollow is more than just a place to live; it’s a place to call home. Come discover the magic of Baiting Hollow and experience the perfect blend of tranquility and charm that this enchanting hamlet has to offer!

Newest Listings in Baiting Hollow

$699,000

3 Beds ⋅ 2 Baths ⋅ 1062284 MLS

Rare 3-Bedroom, 2-Bath Waterfront Condo with Long Island Sound Views at The Bluffs in Baiting Hollow Live on the water year-round in this move-in-ready 3-bedroom, 2-full-bath condo at The Bluffs, one of the most sought-after beachfront communities on Long Island’s North Fork. The home has 1,310 square feet of living space. From your private balcony you get panoramic, unobstructed views of the Long Island Sound and sunsets over the water every evening. The bright, open floor plan centers on a fireplace and flows into the dining area and kitchen, so it works for quiet nights in and for entertaining. Three-bedroom layouts are rare in The Bluffs. The primary suite is a private retreat with an updated full bathroom that has a jacuzzi tub and a separate walk-in shower. A second full bath serves the other two bedrooms, and the third bedroom can be a home office, guest room, or studio. Community amenities: • Private beach access on the Long Island Sound • Swimming pool • Tennis and pickleball courts • Bocce court • Clubhouse and fitness center • Pet-friendly community The HOA fee covers all amenities, plus landscaping and grounds maintenance, for true low-maintenance living. Location: You’re minutes from North Fork wineries, farm stands, golf courses, and Riverhead shopping and dining, with easy access to the Long Island Expressway, Peconic Bay, and the Hamptons. This condo works as a full-time waterfront home, a second home, or a North Fork weekend getaway. Seller Credit at closing for six months of HOA fees

606 Fox Hill Drive, Baiting Hollow

$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

$2,690,000

5 Beds ⋅ 6 Baths ⋅ 1047229 MLS

Secluded Bluff-Top Retreat on the Long Island Sound Set 242 feet above the Long Island Sound behind a newly gated entrance and new stone pillars, 3172 Sound Avenue offers rare privacy, wide-open water views and its own stairs down to a deeded beach beach rights to a secluded beach. The approach located 1/2 mile from Sound Ave down Terry Farm Road with a raised tree canopy, the approach to the house feels magical. The Mediterranean-style stucco villa sits among manicured lawns and mature woods, with arched windows, wrought-iron balconies, covered loggias and wraparound Ipe decks on both levels facing west for sunsets over the water. Inside, the two-story great room is built around an indoor pool under a wall of arched clerestory windows. Enjoy a workout in the gym with an amazing waterview. The open kitchen has an oversized granite island, custom cabinetry, a Sub-Zero refrigerator and a restored BlueStar range, with a fireside sitting area and a dining area that looks straight out over the Sound. To wind the day down enjoy the Media Room for Movie Night, which features a new short-throw projector and a 120-inch home theater screen.The first-floor primary suite has its own sitting room and French doors to a private water-view deck. There are two more first-floor bedrooms and a bath. Upstairs there are an additional two bedrooms and two baths to give family and guests their own space. On the finished lower level there is a recreation room with a full bath and 2 additional living spaces. A three-floor elevator, recently rebuilt and serviced, serves every level. Over the past two years the home has been renovated top to bottom. Outside: a new 30-year architectural roof, refinished Ipe decks with new retractable awnings, improved new landscaping and hardscape, and a double pea-gravel drive. The house is built to run extremely efficiently. A 52-panel solar array works alongside four Bosch electric heat pumps with Wi-Fi thermostats and UV air purification, an on-demand water heater, radiant floor heat, and a fully foam-insulated, climate-controlled attic that houses the upstairs AC equipment and adds generous storage. Ceramic window tint cuts heat and glare, the pool runs on a Pentair ozone and UV system with an inline heater and robotic cleaner, and new electric fireplaces replace the old propane units. For peace of mind there is a whole-house Generac generator on a 2,000-gallon buried propane tank, a refurbished gas furnace, updated plumbing throughout, a new steam shower and new central Vacuflo. 2 tesla chargers. A greener and cleaner luxury turnkey waterfront home on the North Fork ready to move right in.

3172 Sound Avenue, Baiting Hollow

$1,795,000

3 Beds ⋅ 3 Baths ⋅ 977826 MLS

Discover effortless luxury at 45 Club Drive in The Estates at Baiting Hollow, a private enclave overlooking Baiting Hollow Country Club at the gateway to the North Fork. Set on approximately .58 acres with sweeping golf course and farmland views, this modified Fairway Model blends modern farmhouse style with refined one-level living. An open great room with 10-foot ceilings and a fireplace flows into a chef’s kitchen featuring premium appliances, custom millwork, quartz countertops, a large island, and a finished butler’s pantry. A covered mahogany porch invites relaxed outdoor entertaining, while the generous rear yard offers room for a pool. The primary suite features a walk-in closet and spa-inspired bath with heated floors, dual vanities, a soaking tub, and a separate shower. Two additional bedrooms, a full bath, powder room, and laundry/mudroom complete the main level. There are two versatile bonus areas, including a dormered space above the garage, offering potential for a home office, studio, gym, or guest retreat, subject to required approvals. Smart home technology and available energy-efficient upgrades enhance everyday comfort, with farms, vineyards, and beaches nearby. The complete offering terms for the association are in a CPS-7 Application available from the Sponsor. HO22-0002.

45 Club Drive, Baiting Hollow

$659,000

2 Beds ⋅ 2 Baths ⋅ 1055561 MLS

Take a look at this condo in The Knolls of Fox Hill, in Baiting Hollow, and you'll be in for a treat. As you approach the front door, the salty sea air conjures memories of those long days spent at the beach as a kid. You'll notice a welcoming covered balcony that overlooks the Sound and those jaw-dropping North Fork sunsets. Once inside, the word "swanky" might come to mind. The flow between the living room, dining area and kitchen; seamless. The tasteful design choices will have you feeling warm and luxurious. The Kitchen, is just your style with high end appliances. Not only are the design choices so rich, but there's plenty of storage too. Wait until you see the bathrooms - both gorgeous! The primary will have you saying "wow", and both bedrooms have access to a rear balcony which is super cool. As if the vibe and surroundings aren't enough, you'll have a place for that fancy new car of yours in the attached 1.5 car garage, plus there's an additional really big storage area. On top of all of that, are the amenities: tennis, pickleball, bocci, a huge swimming pool, a clubhouse, fitness center, access to the beach and you're so close to a nearby golf course. Literally, you're going to feel like you're living at a resort!

3103 Bluffs Drive S, Baiting Hollow

$949,000

4 Beds ⋅ 4 Baths ⋅ 1055787 MLS

Tucked away on a private flag lot in Baiting Hollow, this beautifully appointed home delivers something increasingly rare on the North Fork: space, serenity, and sophisticated style on a secluded acre with sweeping farm and sunset views. Venture inside and natural light takes over. Vaulted ceilings and skylights create an airy sense of volume, while maple hardwood floors, crown molding, and recessed lighting bring warmth and refinement throughout. At the heart of the home, an expansive kitchen with quartz countertops, generous cabinetry, center island, and stone backsplash flows effortlessly into the formal dining and living areas, where a striking propane fireplace framed by natural stone creates a dramatic focal point. The lower level adds another dimension of living with a second sitting area, flexible den or home office, concealed laundry station, and half bath, creating valuable space for work, guests, or simply getting away. Upstairs, four generous bedrooms offer room for everyone. The primary suite becomes its own private sanctuary with radiant heated floors in the bath, custom walk-in closet, oversized walk-in shower, and spa tub. A second ensuite provides added privacy, while the hall bath features its own separate soaking tub. Rain-head showers, marble tile, glass enclosures, and built-in shower benches elevate the bathrooms with a decidedly spa-inspired feel. An expansive Trex deck opens to a professionally landscaped, secluded acre designed for long summer afternoons and unforgettable evenings. Gather around the built-in fire pit as the sun drops over the surrounding farmland, entertain beneath the open sky, or simply enjoy the silence and privacy of a property that feels worlds away. A two-car attached garage, in-ground irrigation, and oversized storage shed complete the package. All of this sits just minutes from the wineries, farm stands, beaches, golf, shopping, and the unmistakable lifestyle of the North Fork, with convenient access to major transportation routes.

117 Southfield Road, Baiting Hollow

$785,999

3 Beds ⋅ 3 Baths ⋅ 1056644 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

$649,000

2 Beds ⋅ 2 Baths ⋅ 1053153 MLS

This premium top-floor condo, will WOW you! The open concept, vaulted ceilings and skylights scream luxury. The view is spectacular. Inside, an updated kitchen with gorgeous appliances, hardwood flooring throughout, a cozy fireplace, renovated bathrooms and you'll love the well-appointed laundry room. Both the spacious primary bedroom and guest bedroom have access to a rear balcony. Large baseboard & crown molding, California closets, tasteful light fixtures, room darkening drapes & pull down attic stairs too. Another amazing feature is the garage and additional storage space. Last but not least are the community amenities: a huge swimming pool, multiple tennis and pickelball courts, bocce, playground, club house, fitness center and access to the beach. You've got to see it for yourself and make this home your reality!

3104 Bluffs Drive S, 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

401 Fox Hill Drive Unit #401, Baiting Hollow

$649,999

2 Beds ⋅ 2 Baths ⋅ 1042397 MLS

EXCEPTIONAL VALUE!! FULLY FURNISHED 100% turnkey North Fork Wine Trail escape that gets you waterfront views of Long Island Sound with the closest access to private beach. This corner end unit offers expanded outdoor living space in the serenity of the quietest building in the community, peacefully distanced from catering hall events. This dog-friendly neighborhood welcomes up to 2 dogs, while you enjoy private pool, tennis, pickleball, gym, and playground amenities. Styled in North Fork-chic and ready to use Day 1. Private showings only. Full inclusion list provided at showing. Live the North Fork lifestyle now.

401 Fox Hill Drive Unit #401, 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.