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, is renowned for its stunning natural beauty, rich history, and a vibrant community spirit that makes it a perfect place to call home.

Baiting Hollow boasts a charming blend of rural tranquility and coastal allure, with its scenic landscapes featuring lush vineyards, beautiful beaches, and rolling hills. The area is well-known for its thriving wine country, offering a delightful selection of local wineries where you can savor exquisite wines while enjoying breathtaking views of the vineyards. The nearby Long Island Sound provides ample opportunities for outdoor activities, including boating, fishing, and swimming, making it an ideal destination for nature lovers and outdoor enthusiasts.

In addition to its natural attractions, Baiting Hollow is steeped in history, with several historic sites and charming homes that reflect the area’s storied past. The community is tight-knit, with local events and festivals that bring residents together, fostering a warm and welcoming atmosphere.

Families will appreciate the excellent schools and the array of recreational activities available, from local parks to sports leagues. With its serene surroundings and a strong sense of community, Baiting Hollow offers a peaceful retreat while still being conveniently located near the bustling towns of Riverhead and Greenport.

Whether you’re looking for a vacation home or a permanent residence, Baiting Hollow is a place where you can truly enjoy the best of Long Island living. Come explore the charm and beauty of this enchanting hamlet—you may just find your dream home here!

Newest Listings in Baiting Hollow

$715,000

3 Beds ⋅ 3 Baths ⋅ 1026327 MLS

Welcome to the spacious 3 bedroom, 2.5 Bathroom Townhouse in the Golf Villas in Baiting Hollow located in the Sound Front Community of Fox Hill. This beautifully maintained and updated home offers an open concept living with vaulted ceilings, 2 skylights and multiple sliding doors allowing for plenty of light leading to a private patio, great for entertaining. Enjoy your favorite beverage or book on a small balcony off the bedroom upstairs while enjoying the sights and sounds of nature. The kitchen features newly painted cabinets, quartz countertops, tiled backsplash, stainless steel appliances including a Bosch dishwasher, Viking gas range, new LED lighting, ceramic tiled floors in the kitchen and living areas, laundry area is equipped with a Maytag washer and dryer. All baths have been updated. Primary bedroom is located on the main level with an updated ensuite. Second level includes a den, great for a home office or extra guest space, an updated full bath and two spacious bedrooms, one offering a private balcony overlooking the patio. There is a finished storage/bonus area and a pull-down attic. Some other features of the home include 4 new ceiling fans, a newer gas hot water tank, a smart Nest thermostat and Smart Lock. Roof, siding, gutters, and deck are 5 years old. All blinds/curtains will remain. Residents at Fox Hill enjoy an abundance of amenities with include: a large community swimming pool, 4 Pickleball courts, 3 tennis courts, Bocci, playground and a pool house with a gym/exercise room, private sound front access for residents and their guests (yearly fee 125.00). This beautiful home is optimally located in the heart of the North Fork, minutes from many well-known wineries, excellent restaurants, farm stands, shopping, beaches and offers an abundance of recreational opportunities for everyone. Several golf courses, including Indian Island, Cherry Creek, and The Woods National are located minutes away. Experience the North Fork and all it offers in this move-in-ready Golf Villas Condominium

4010 The Fairway, 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

$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

$664,900

2 Beds ⋅ 2 Baths ⋅ 1016145 MLS

Elevated Living at Fox Hill – Where Every Sunset is a Masterpiece. Perched at the highest point in the community, this exquisitely renovated 2-bedroom, 2-bath condo offers unparalleled views of the Long Island Sound and the North Fork coastline. Watch the sun melt into the shimmering sound from your spacious deck – your private front-row seat to nature's daily spectacle. Step inside to discover the skylight-illuminated living space with beautiful wood floors and a wood burning fireplace. The gourmet eat-in kitchen features granite counters and stainless-steel appliances. The sumptuous primary suite features a walk-in, rainfall shower. Every detail in this top floor unit has been thoughtfully designed with an eye to sophisticated living. Recent upgrades include new high-efficiency central air conditioning and gas heat, plus a new water heater, which will provide comfort and efficiency for years to come. The Fox Hill lifestyle offers a resort-style pool, 3 tennis courts, 4 pickleball courts, bocce, clubhouse, workout room, and private beach access. Adjacent to the world-class Baiting Hollow golf club with a course designed by Robert Trent Jones. Convenient to the best wineries, dining and shopping on the North Fork. And only 90 minutes to NYC. This isn't just a home – it's your elevated escape.

215 Fox Hill Drive, Baiting Hollow

$769,999

3 Beds ⋅ 2 Baths ⋅ 1015883 MLS

North Fork living awaits at The Bluffs at Fox Hill. Welcome to this beautifully updated top floor residence offering the perfect blend of relaxed luxury and resort style amenities in one of Baiting Hollow’s most sought after waterfront communities. Enjoy breathtaking water views, peaceful surroundings, and effortless living in this spacious condo featuring a layout designed for both everyday comfort and entertaining. The bright living area is anchored by a cozy fireplace and flows seamlessly into the dining space and kitchen creating an inviting atmosphere throughout. The condo offers 3 generously sized bedrooms, including a private primary suite with an updated bathroom with jacuzzi tub and separate shower. One of only a few units that offer the 3rd bedroom which is perfect for guests or an even a home office. Step outside onto your balcony and embrace the lifestyle with amazing views of the Long Island Sound, fresh coastal breezes and unforgettable sunsets. Residents of The Bluffs enjoy exceptional amenities including a pool, clubhouse with fitness center, pickleball and tennis courts, bocce, and private beach access. Ideally located just minutes from North Fork wineries, farm stands, golf, shopping, and dining with convenient access to Peconic Bay and the Hamptons. A rare opportunity to enjoy year round living or the perfect North Fork escape!

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

$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

$599,000

2 Beds ⋅ 2 Baths ⋅ 1010214 MLS

Rarely available for sale, golf course views with 2 bedrooms and 2 baths. community features include but not limited to Tennis, Pickleball courts, pool, exercise facilities and access to beautiful Long Island Sound for residents. This unit has been lightly used since purchase...priced to sell!

4102 Fox Hill Drive, 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

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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.