Baiting Hollow Homes for Sale

Welcome to Baiting Hollow, a hidden gem nestled in the heart of Suffolk County, New York. This charming hamlet, located on the picturesque North Fork of Long Island, offers a unique blend of serene landscapes, rich history, and a tight-knit community. Baiting Hollow is known for its stunning vineyards, beautiful beaches, and lush farmland, making it an idyllic retreat for those seeking a peaceful lifestyle while still being close to urban conveniences.

With its scenic surroundings, Baiting Hollow is perfect for outdoor enthusiasts. Residents can enjoy hiking, biking, and exploring the beautiful coastline, or spend leisurely afternoons at the nearby beaches. The community is also home to several award-winning wineries, where you can savor local vintages and take in breathtaking views of the vineyards.

As for real estate, Baiting Hollow boasts a diverse array of homes for sale, catering to various tastes and budgets. From charming cottages and modern family homes to expansive estates with stunning waterfront views, there’s something for everyone. Whether you’re looking for a cozy retreat or a luxurious residence, the properties in Baiting Hollow offer the perfect blend of comfort and elegance.

Investing in a home in Baiting Hollow means embracing a lifestyle filled with natural beauty, community spirit, and a slower pace of life. With its welcoming atmosphere and vibrant local culture, this enchanting hamlet is ready to welcome you home. Explore the available homes for sale today and discover the perfect place to start your next chapter in Baiting Hollow!

Newest Baiting Hollow Homes for Sale

$747,000

3 Beds ⋅ 2 Baths ⋅ 1028176 MLS

Every so often a home comes along that checks every box, and then adds a few you didn't even know were on your wish list! The wait is over...because this is that home! Designed with an open, airy floor plan, this beautifully maintained ranch offers 3 spacious bedrooms and 2 full bathrooms. Vaulted ceilings soar above the living room, dining room, and eat-in kitchen, creating an inviting sense of space, while beautiful hardwood flooring flows throughout. Enjoy year-round comfort with Central Air, Oil heat, and the peace of mind of a Newer Roof. But, what truly sets this home apart is the Seller Owned SOLAR PANEL System, included FREE and CLEAR. No lease, No commitments, just the potential to produce all the electricity you'll need! New Paver Walkways welcome you home and lead to the oversized 2 plus-car garage, while a full, partially finished basement provides even more space to enjoy. Then step outside and prepare to fall in love. Whether you're relaxing on the back deck, entertaining on the patio, gathering around the fire pit for s'mores and star gazing beneath the stars, or dreaming of the pool you've always wanted, this incredible backyard offers the space to make it happen! Completely Fenced in Yard. Plenty of Room for Pool and more! Better yet, the property backs to over 15 protected acres with the development rights sold (DRS), providing a peaceful backdrop and a level of privacy that's becoming increasingly difficult to find. Homes may offer features...the special ones, offer a feeling! Come experience the difference for yourself! Location: Conveniently located at the start of the North Fork in Beautiful Baiting Hollow. You also have easy access to multiple town beaches on the Bay or Sound, with convenient access to Ocean beaches, County Parks and numerous Marinas and Golf Courses. Come enjoy the Beautiful North Fork, its Gourmet Restaurants, Vineyard Wineries, Breweries, Retail shopping and Outlets, nearby Farmstands & Agricultural Attractions, and the endless year-round opportunities The North Fork provides!

124 Donna Drive, Baiting Hollow

$125,000

2 Beds ⋅ 1 Baths ⋅ 1022350 MLS

Mid-season opportunity in Woodcliff Park! This updated 2-bedroom, 1-bath seasonal cottage offers an ideal beach retreat in a desirable beachfront community open from April 15th through October 15th. Sold fully furnished and ready to enjoy, the home features vaulted ceilings, a remodeled kitchen, a bright dining area, comfortable living room, a full bath with tub, and two bedrooms. Enjoy the outdoor lifestyle with a covered front deck, private fenced rear deck, and private driveway parking for 2–3 cars. Just a short walk to the beach and close to wineries, farm stands, golf, horseback riding, Tanger Outlets, Splish Splash, the Long Island Aquarium, parks, trails, and more. Cash sales only. Land lease is separate from the sale and is currently $8,335.34 annually.

15 Whalers Path, Baiting Hollow

$499,990

3 Beds ⋅ 1 Baths ⋅ 1021030 MLS

Welcome to 356 Oakleigh Ave #38, a modern coastal cottage nestled in the charming Baiting Hollow Cottages and Condominiums community. This unique property, completely rebuilt in 2023 from the ground up, marries the tranquility of beachfront living with the comforts of a contemporary home. The house features three spacious bedrooms, a versatile loft space perfect for an office or recreation room, and a well-appointed bathroom. The interior design is characterized by quality and style, from custom cabinetry and 3½-inch white oak flooring to Anderson 400 Series windows. Thoughtful details, such as sound-insulated walls, are just part of the Hi end construction. The heart of this home is a bright, open living space, where you can enjoy the modern, inviting atmosphere. The property boasts a new foundation, framing, electrical, plumbing, insulation, roof, and siding, offering the peace of mind of a newly constructed home, while preserving the charm of this unique beach community. Living in Baiting Hollow is about much more than just the house. This cottage is one of just 39 homes in a private waterfront community spread across approximately 16.9 acres of shared property. The community offers private beach access via stairs, leading to an impressive 913 linear feet of private beachfront. Residents also have access to community buildings, including a shower cottage and a recreation cottage, and a storage building. A playground and picnic area provide opportunities for outdoor fun, while the private roads ensure a sense of exclusivity and security. Ownership costs are surprisingly affordable, with property taxes of only $3,948 per year and community dues of approximately $2,300 per year. This makes it one of the most economical ways to enjoy waterfront community living on Long Island. Whether you're seeking a year-round residence, a weekend retreat, or a low-maintenance coastal home, this property offers a rare combination of quality construction, efficient living, and an exceptional beach lifestyle. Enjoy the breathtaking views of the Long Island Sound from your private beach, relax on your stunning porcelain patio, or store your essentials in the new shed on the property. Experience the peace and beauty of coastal living.

356 Oakleigh Avenue Unit #38, Baiting Hollow

$1,100,000

3 Beds ⋅ 3 Baths ⋅ 1010933 MLS

Located within Baiting Hollow Estates on Long Island's North Fork, this beautifully maintained 3-bedroom, 3-bath Colonial offers the perfect blend of comfort, privacy, and coastal living. Set on 1.11 private acres with a wooded backyard, this inviting home features a spacious layout designed for both everyday living and entertaining. A grand foyer welcomes you into the home, where you'll find a formal dining room, a first-floor office or potential fourth bedroom, and a spacious family room with a gas fireplace. The updated eat-in kitchen is the heart of the home, showcasing stainless steel appliances, a large center island, updated cabinetry, backsplash, and skylights that fill the space with natural light. Additional skylights can also be found in the living area and guest bath. The second level features a generous primary suite with a tray ceiling, walk-in closet, and large en-suite bath, along with two additional bedrooms and full bath. Wood floors run throughout the home, complemented by plantation shutters in the bedrooms and office. Additional amenities include a large laundry room, central vacuum, central air conditioning, two-zone heating and cooling, oil heat with a new burner and water heater, situated on a corner lot with tons of privacy and beautifully landscaped, a full unfinished walk-out basement, and an oversized two-plus-car garage with pull-down attic access. Outdoor living is equally impressive with an oversized rear deck, wraparound front porch, charming gazebo, in-ground sprinklers, and plenty of room to enjoy the peaceful surroundings. Baiting Hollow Estates is comprised of 15 homes that share a gated and maintained staircase to 150 feet of a private beach. HOA dues are just $750 per year and include beach access, gate and lock maintenance, and upkeep of the community landscape circles. Close proximity to the North Fork, Hamptons, golf, boating, vineyards, and so much more.

216 Landing Lane, Baiting Hollow

$959,900

4 Beds ⋅ 4 Baths ⋅ 1009184 MLS

Beautifully appointed contemporary home with refined transitional style, set on a private flag lot in Baiting Hollow. Tucked away from the road and surrounded by picturesque farm views, this light-filled residence offers a perfect blend of comfort, elegance, and privacy with a quiet ambience throughout. Vaulted ceilings, skylights, recessed lighting, maple hardwood floors, and crown molding enhance the home’s open and airy feel, making it ideal for both everyday living and entertaining. Past the foyer, the kitchen offers generous cabinetry, a center island, quartz countertops, and a stone backsplash, opening to the formal dining room and living room anchored by a propane ribbon fireplace with a wood mantel and natural stone surround. The lower level also adds exceptional versatility with a second sitting area, a flexible den or home office, hidden laundry space, and half bath—perfect for work, guests, or relaxation. Upstairs, you’ll find four spacious bedrooms, including a well-appointed primary suite featuring radiant heated floors, an oversized walk-in shower, spa tub, and a custom walk-in closet. A second ensuite bedroom offers added privacy and convenience. The hall bathroom includes a separate soaker tub, providing an additional spa-like retreat. All bathrooms throughout the home are enhanced with rain head showers, marble tile, glass shower enclosures, and thoughtfully designed built-in benches. Designed for indoor-outdoor living, the home opens to an expansive, low-maintenance Trex deck overlooking a secluded, professionally landscaped acre with sweeping sunset views and built -n fire pit Additional features include a two-car attached garage, in-ground sprinkler system, and an oversized storage shed. Ideally located near North Fork wineries, farms, shopping, golf courses, and beaches, this move-in-ready home delivers style, space, and serenity in a highly desirable setting, just minutes from major highways and transportation.

117 Southfield Road, Baiting Hollow

$699,999

3 Beds ⋅ 2 Baths ⋅ 1010341 MLS

Welcome to 100 Donna Drive in the desirable Village Green community of Baiting Hollow! This beautifully maintained 3-bedroom, 2-bath ranch, built in 1993, offers comfortable one-level living with exceptional indoor and outdoor entertaining spaces. Step onto the inviting front porch and into a spacious floor plan featuring an oversized living room, a generously sized kitchen, and large bedrooms, including a primary suite with a private ensuite bath. The home also boasts a full basement with an outside separate entrance (OSE), providing abundant storage and excellent potential for extended living, recreational space, home office, or guest accommodations (subject to applicable permits). Outside, the property truly shines. The fully fenced backyard is a private retreat featuring a rear deck, patio, stunning in-ground saltwater pool, charming gazebo, and mature professional landscaping that creates a peaceful, park-like setting perfect for entertaining or relaxing. Additional highlights include a one-car attached garage, ample parking, oversized bedrooms, and meticulous pride of ownership throughout. Conveniently located near beaches, golf courses, vineyards, farm stands, shopping, dining, and all that the North Fork has to offer, this exceptional home combines privacy, comfort, and lifestyle in one beautiful package.

100 Donna Drive, Baiting Hollow

$2,250,000

4 Beds ⋅ 4 Baths ⋅ 977813 MLS

Introducing 35 Club Drive at The Estates at Baiting Hollow, a beautifully appointed residence offering 4 bedrooms, 3.5 baths, and thoughtfully designed spaces that elevate everyday living. A gracious floor plan unfolds with refined finishes, highlighted by a striking fireplace that serves as the heart of the home, an elegant butler's pantry ideal for seamless entertaining, and versatile bonus rooms that can be tailored to your lifestyle. The expansive outdoors offer plenty of room for a pool for relaxation and leisure activities. Designed with both sophistication and comfort in mind, this exceptional home provides the perfect balance of luxury, functionality, and timeless style within one of the North Fork's most desirable new communities. The Estates at Baiting Hollow is more than a collection of homes- it is a thoughtfully planned luxury community designed to embrace the North Fork lifestyle. Overlooking the renowned Baiting Hollow Club, residents enjoy sweeping golf course, farmland, and sunset views in a private and picturesque setting. The community blends sophisticated design, smart-home technology, and energy-efficient construction with proximity to the North Fork’s celebrated wineries, beaches, boating, farm-to-table restaurants, and local attractions.

35 Club Drive, Baiting Hollow

$855,000

4 Beds ⋅ 3 Baths ⋅ 1008371 MLS

Welcome to this stunning 4-bedroom home, nestled on a professionally landscaped 0.94-acre lot in a serene cul-de-sac. The airy, open-concept floor plan is perfect for effortless living. The chef’s kitchen boasts Corian countertops, a dedicated wine cooler, and a spacious pantry, making meal prep a joy. A central vacuum system with an automatic sweep-in dustpan adds modern convenience. Upstairs, the primary suite offers a private retreat with an en-suite bath, alongside three generously sized bedrooms. The full basement provides endless options for entertainment, storage, or extra living space, complete with an electric transfer switch for easy generator hookup. Step outside to discover the magnificent Mahogany deck, featuring a custom gazebo with electricity and a ceiling fan—ideal for entertaining. The fully fenced yard is an outdoor paradise, complete with custom paver walkways, enchanting inground lighting, a 13-zone sprinkler system, and plenty of room for a future pool. Additional features include a 2-car garage with a utility sink and pull-down attic storage. This exceptional gem is just moments from world-class wineries, local farms, pristine beaches, shopping, and golf courses. Don’t miss your chance to own this remarkable home! With its stunning features and prime location, it offers the perfect blend of comfort and style. Act fast to secure this incredible opportunity before it's gone! Your dream home awaits!

77 N Woods Road, Baiting Hollow

$719,000

4 Beds ⋅ 3 Baths ⋅ 1009113 MLS

Built in 1997 discover the Northfork at its finest with this thoughtfully and lovingly maintained, beautiful 4 bedroom, 2.5 bath Colonial which is nestled in the heart of Baiting Hollow. This home features the perfect blend of comfort, convenience, and character. The main levvel boasts a sun drenched, open and airy layout which offers a large Foyer, .5 bath, spacioue EIK which flows seamlessly into the living room, formal dining room and den. On the second level you'll find an expansive Primary bedroom w/ensuite and vaulted ceiling, WIC, 3 additional bedrooms and full bath in the hall, lots of closets and an attic for added storage space. While the basement houses the utilites it also provides an unfinished versatile space for an extra room, office or home gym, the possibilities are endless. 1 car garage w/storage space above, 100 AMP electrical service, roof is 7 years young and burner is 4. 4 zone underground sprinklers. Step out into your private backyard oasis which is the ultimate and tranquil setting for relaxing or hosting bbq's, with loved ones and friends. Located close to Long Island sound, beaches, vineyards, parks Greenbelt trails, farmstands, shopping, restaurants and golf. Don't let this hidden gem pass you by.

125 Northgate Circle, Baiting Hollow

$669,000

3 Beds ⋅ 2 Baths ⋅ 1005568 MLS

Lovely well kept 3 bedroom 2 full bathroom Ranch. Sits on a level, landscaped, manicured, fully fenced in lot. This home has been updated and is in excellent, move in ready condition. Easy living with room for everyone. Gleaming oak hardwood floors. Vaulted Cathedral Living Room Ceiling, Formal Dinning room with sliders to outside Deck. Primary Bedroom contains walk-in closet and private, tiled en suite Bathroom. Two additional bedrooms with a full house bathroom. Enormous, dry basement with an 8' ceiling. Motorized canopied deck. Fully attached one car garage with expansive driveway that accomidates 6 vehicles. Easy access to beach and vineyards.

312 Riley Avenue, Baiting Hollow

$899,000

4 Beds ⋅ 3 Baths ⋅ 1003559 MLS

Magnificent Baiting Hollow Sanctuary – Custom Gendot-Built Victorian Enjoy unmatched peace and privacy in this stunning 4-bedroom, 2.5-bath Center Hall Victorian, thoughtfully designed by renowned Gendot Builders with no front or rear neighbors. Key Highlights: Flexible Layout: Spacious main level with potential space for a 5th bedroom, home office, or guest room. Interior Features: Soaring 2-story entry foyer, pristine oak hardwood floors throughout, custom woodwork, and a wood-burning mantled fireplace. Gourmet Kitchen: Updated with elegant coffered ceilings, brand-new stainless steel appliances, and high-performance Andersen windows. Exterior & Grounds: Brand-new 40-year architectural roof, 2-car side-entry garage with an oversized driveway, full basement, and a fully fenced, dog-friendly backyard. Prime Location: Minutes from local schools, the historic Cooperage Inn, scenic beaches, and premier golf courses. (Riverhead Town CPF transfer tax applies)

506 Twomey Avenue, Baiting Hollow

$3,290,000

5 Beds ⋅ 6 Baths ⋅ 1001373 MLS

Paradise Found on the Long Island Sound!! Welcome to 3172 Sound Avenue, a luxurious Oasis nestled high above the bluffs on the Long Island Sound. This spacious, 5 Bedroom, 6 Bathroom Residence has been completely updated within the past few years and is turn-key, just awaiting its next fortuitous owner! The home is accessed off Sound Avenue by a long, private road, in a pastoral setting with horses roaming free, surrounded by vast, hundreds of acres of Preserved land and Park land. Nearby golf courses include Friar's Head and the Baiting Hollow Club. In addition, the property features an easement with access to the Long Island Sound. Some of the many improvements include a new Architectural 30 year roof, a new Solar System with 52 panels, newly refinished synthetic stucco to the exterior of the home, a new back-up Generac generator, two Tesla charging stations, a new Pentair pool filtration system, (utilizing Ozone and UV to purify the water), updated HVAC with Wi-Fi controls and a new, on-demand hot water heater. For modern convenience, the home also boasts a fully-updated and security serviced elevator serving all three levels. Inside, the Residence includes an expansive wall of windows and glass sliders in the Living Room, showcasing the magnificent blue water and Connecticut Coastline, leading to an outside, wrap-around IPE deck overlooking the dazzling Sound and grounds. The Living Room also features a fireplace, to add an extra touch of ambience and serenity. The atmosphere is light and bright throughout the entire home, an Entertainer's Delight! The Professional Chef's Kitchen features an oversized Island with granite countertops and boasts dual ovens, dual dishwashers, an eight-burner gas stove with pot filler, a beverage cooler, as well as multiple refrigeration units. The spacious Dining Area off the kitchen sports water views and is ideal for hosting festive gatherings. After a wonderful meal, make your way to the Media Room for Movie Night, which features a new short-throw projector and a 120-inch home theater screen. Or, perhaps, the desire is to take a swim in the Indoor Pool, and afterwards enjoy a relaxing and therapeutic steam shower. The Residence features 2 Bedrooms on the Second Floor, one with its own private balcony and deck. There are an additional 3 Bedrooms on the First Floor, including the sumptuous Primary Suite, with its own fireplace and large sitting room with sliders, leading to another wrap-around IPE Deck with a Garden Swing, to take full advantage of the captivating water and sunset views! The Exercise Room is also located on the first floor, with another wall of windows on either side, both Pool-side and Sound-side. The Lower Level with walk-out features a Recreation Room with a Billiard’s table, additional Living Space, Full Bath, Laundry Room and Storage. Lastly, the property boasts new landscaping and is fully-irrigated, with a new pea gravel driveway, new entrance Pillars and a gated entry. This Residence is as smart as it is beautiful, and offers so much more than just luxury--it offers a Coastal Lifestyle that most can only dream about. Embrace the opportunity to make this dream your reality!

3172 Sound Avenue, 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.