Baiting Hollow Homes for Sale

Welcome to Baiting Hollow, a hidden gem nestled in the heart of Suffolk County, New York. This picturesque hamlet, bordered by the shimmering waters of Long Island Sound, offers a serene escape from the hustle and bustle of city life. With its charming landscapes, rolling vineyards, and quaint neighborhoods, Baiting Hollow is the perfect place for those seeking a tranquil yet vibrant community.

Baiting Hollow is renowned for its natural beauty, featuring lush parks and scenic beaches that beckon residents and visitors alike. The area is home to some of Long Island's finest wineries, making it a haven for wine enthusiasts and those who appreciate the finer things in life. Whether you’re enjoying a leisurely afternoon at a local vineyard or taking a stroll along the coastline, Baiting Hollow invites you to embrace the beauty of nature.

For those considering a move, Baiting Hollow offers a diverse array of homes for sale, each with its own unique charm. From cozy cottages to spacious family homes, there’s something to suit every lifestyle and budget. Many properties boast stunning views and easy access to outdoor activities, ensuring that residents can fully enjoy the idyllic surroundings.

With a close-knit community feel, excellent schools, and a wealth of recreational opportunities, Baiting Hollow is not just a place to live; it’s a place to thrive. Explore the current homes for sale in this enchanting hamlet and discover your dream home in Baiting Hollow, where a vibrant lifestyle awaits you!

Newest Baiting Hollow Homes for Sale

$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

$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 with updated flooring, is h 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

$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

$2,990,000

5 Beds ⋅ 6 Baths ⋅ 1001373 MLS

SIGNIFICANT $300K PRICE DROP! PRICED TO SELL!! 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

$749,999

4 Beds ⋅ 3 Baths ⋅ 993678 MLS

Built in 2004 and thoughtfully updated, this stunning 4-bedroom colonial is nestled in the exclusive Oak Hills private community - offering the perfect blend of timeless charm and modern convenience just steps from the shoreline. Inside, enjoy a formal living room with a cozy wood-burning fireplace and gleaming hardwood floors throughout. The renovated kitchen features new cabinetry, granite counter tops, and stainless steel appliances. Three beautifully updated bathrooms provide comfort and style while a full finished basement adds valuable living space for a family room, home office, or guest suite. The professionally landscaped yard is an entertainer's dream, complete with two new Trex decks, a charming gazebo, and a brand-new sprinkler system. Additional exterior upgrades include a new driveway, a 1-car garage, a new outdoor shed, and new fencing - wood along the back and side yards and decorative metal in the front for added curb appeal. A new hot water heater and 2 new mini split A/C and heat system ensures modern efficiency and peace of mind. With exclusive access to Oak Hills private beach, this move-in-ready home offers a rare opportunity to enjoy coastal living at its finest. Schedule your private showing today!

64 Glen Road, Baiting Hollow

$1,495,000

3 Beds ⋅ 3 Baths ⋅ 977769 MLS

Introducing The Estates at Baiting Hollow-an exclusive community of luxury residences set within a private enclave overlooking the renowned Baiting Hollow Country Club. Perfectly situated at the gateway to the North Fork, this exceptional community offers effortless access to the region’s celebrated farms, vineyards, beaches, and major routes to New York City. As the area’s first thoughtfully designed sustainable development, The Estates at Baiting Hollow integrates advanced smart home systems and cutting-edge energy-efficient technologies, with the potential to achieve Net Zero energy consumption. Set on approximately .58 acres, 25 Club Drive enjoys sweeping golf course and pastoral farmland views. The property allows for a generous rear yard, offering the opportunity to create a custom outdoor retreat, including an in-ground pool or additional amenities. The Fairway Model presents refined one-level living with a modern farmhouse aesthetic. The open-concept great room serves as a central gathering space, soaring 10-foot ceilings. The chef’s kitchen is beautifully appointed with high-end appliances, large center island, custom millwork, quartz countertops, and a walk-in pantry with prep space. Designed for seamless indoor-outdoor living, the dining area opens to a spacious mahogany-covered porch-ideal for both relaxed and alfresco entertaining. The primary suite is a private sanctuary, complete with a generous walk-in closet and a spa-inspired bathroom featuring dual vanities, a soaking tub, separate shower, water closet, and heated floors. Two additional bedrooms are thoughtfully positioned on the opposite wing, complemented by a full bath and a conveniently located powder room. A well-designed laundry and mudroom with custom built-ins provides direct access to the garage for everyday ease. With a focus on sustainability and innovation, available features include solar panels, all-electric systems, high-performance building materials, EV charging capability, battery backup ready, and stormwater management. Additional upgrade options allow for further customization. This distinctive offering blends modern luxury with natural beauty, creating a lifestyle defined by tranquility, convenience, and year-round enjoyment. The complete offering terms for the association are in a CPS-7 Application available from the Sponsor. HO22-0002.

25 Club Drive, Baiting Hollow

$230,000

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/MOTIVATED SELLER

15 E Way Path, Baiting Hollow

Start Your Search

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.