Riverhead Homes with Cottage Style

Welcome to Riverhead, New York, a charming town nestled in the heart of Suffolk County. Known for its rich history and vibrant community, Riverhead is not just a place to live; it’s a place to thrive. One of the highlights of this beautiful region is its highly regarded school district. The Riverhead Central School District is dedicated to fostering a nurturing and stimulating environment for students. With a strong commitment to academic excellence, innovative programs, and a variety of extracurricular activities, families can feel confident that their children are receiving a top-notch education. The district prides itself on its dedicated educators and supportive community, making it a wonderful place for young minds to grow.

As you explore Riverhead, you’ll discover an array of charming homes, particularly those with delightful cottage-style architecture. These homes exude character and warmth, featuring picturesque designs that often include cozy front porches, inviting gardens, and unique architectural details. Imagine sipping your morning coffee on a sun-drenched patio or hosting friends in a quaint living room filled with charm. The cottage-style homes in Riverhead not only offer aesthetic appeal but also provide a sense of community and comfort, making them perfect for families and individuals alike.

Living in Riverhead means embracing a lifestyle that balances the tranquility of suburban living with the excitement of nearby attractions. From stunning beaches to award-winning wineries, there’s always something to explore. Discover the perfect blend of education, charm, and community in Riverhead—where your dream cottage home awaits!

Newest Riverhead Homes with Cottage Style

$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

$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

$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

$5,750,000

13 Beds ⋅ 7 Baths ⋅ 1029909 MLS

LISTING IS FOR 6 HOMES AND .77 VACANT LAND! An exceptional opportunity to own a one-of-a-kind waterfront estate featuring 6 income-producing residences plus an adjoining nearly one-acre buildable lot, offering tremendous potential to expand the rental portfolio or create a spectacular multigenerational compound. The property includes two Bayfront homes—one offering 4 bedrooms and 3 bathrooms, the other has 3 bedrooms and 1.5 bathrooms—along with four additional cottages, including two 2-bedroom cottages and two 1-bedroom cottages. The adjacent buildable parcel presents endless possibilities, whether for a custom waterfront residence, additional income-producing opportunities, or the ultimate private estate. A rare investment with multiple revenue streams, redevelopment potential, and breathtaking waterfront setting. Please do not go on the property without a scheduled appointment.

18 Smith Lane, Jamesport

$549,000

1 Beds ⋅ 1 Baths ⋅ 1004148 MLS

Charming cottage nestled in the desirable Hoccabauk Park waterfront community of Aquebogue, offering the perfect North Fork retreat. Fresh, bright, and full of character, this delightful home features 1 bedroom, 1 full bath with stackable washer and dryer, a cozy living room, kitchen, and dining area, walk-up attic, and a full basement providing additional storage and flexibility. Enjoy access to the private community beach just around the corner, while restaurants, vineyards, farm stands, marinas, and the Hampton Jitney stop are all conveniently nearby. Whether you are seeking a relaxing seasonal escape or a comfortable year-round residence, this inviting cottage offers the ideal opportunity to enjoy all the charm and lifestyle the North Fork has to offer.

83 Beach Road, Aquebogue

$369,990

1 Beds ⋅ 2 Baths ⋅ 998240 MLS

Located in the highly sought-after Oakwood on the Sound community, this unique one-of-a-kind custom-built log home is just steps from a private beach with breathtaking views and unbelievable sunsets. This stunning home offers the perfect blend of rustic charm and coastal living, featuring spacious interiors, custom wood craftsmanship, and an inviting open-concept layout designed for comfort and entertaining. Enjoy serene surroundings, abundant natural light, and a peaceful lifestyle in one of the area’s most desirable locations. This exceptional unit features a wrap-around porch perfect for relaxing or entertaining, an outdoor shower for easy beach living, and a lower level with a walk-out entrance offering additional living and entertaining space. The luxurious primary bedroom includes its own private en-suite bath and walk-out balcony overlooking a serene private setting — the perfect retreat to enjoy peaceful mornings and spectacular sunsets. This seasonal home comes with a wealth of community amenities, including a private beach, engaging community activities, and more! Plus, you'll be just a stone’s throw away from local vineyards, delightful restaurants, and boutique shops. Don’t miss the chance to own this piece of paradise! Seasonal occupancy typically runs from April through November, depending on the year.

3010 Hulse Landing Unit #C-19, Wading River

$129,990

2 Beds ⋅ 1 Baths ⋅ 973367 MLS

CHARMING COTTAGE ON THE NORTH SHORE NESTLED INSIDE OF DESIRABLE WOODCLIFF PARK SEASONAL BEACHFRONT COMMUNITY OPEN APRIL 15-OCTOBER 15. PERFECT VACATION HOME OR SNOW BIRD LOCATION. NEW WINDOWS, UPDATED BATHROOM, VINYL FLOORING, ELECTRIC, HOT WATER HEATER & STOVE JUST 4 YEARS YOUNG, COVERED SIDE DECK AND OPEN FRONT DECK FOR YOUR CHOICE OF OUT DOOR ENTERTAINING SPACES, PRIVATE DRIVEWAY, SHED & MORE. BEACH PATH IS AROUND THE CORNER FOR ACCESS TO BEAUTIFUL BEACH WHERE YOU CAN COLLECT SEA SHELLS, FISH, SUNBATHE, & MORE! BAITING HOLLOW VINEYARD, CIDER HOUSE, SPLISH SPLASH WATER PARK, OUTLET SHOPPING, AQUARIUM, GOLFING, FRESH FARM STANDS, HORSEBACK RIDING ALL WITHIN MINUTES FROM THIS COMMUNITY. HAMPTONS JUST 30 MINUTES AWAY IF YOU WANT THE WAVES. JUST AN HOUR AND 15 MINUTES FROM NYC MAKES THIS A CONVENIENT PLACE AWAY FROM IT ALL BUT YET CLOSE ENOUGH TO ENJOY. HAMPTON JITNEY DROP OFF JUST 10 MINUTES FROM PARK. LAND IS LEASED AND NOT INCLUDED IN THE SALE AT APPROX $8,335 ANNUALLY. CASH SALES ONLY...

21 Cottage Road, Baiting Hollow

$444,900

3 Beds ⋅ 2 Baths ⋅ 969723 MLS

Spacious 4 season mother/daughter setup cottage (2 bedrooms upstairs and 1 bedroom downstairs) in a lovely scenic beachfront community of 38 cottages with character and private feel! Located in a small culdesac with no cars driving by. Deeded private beach rights with resident only access - beach entrance is just steps away! Enjoy today's amenities with the charm of yesteryear. Playground, picnic area, clubhouse, rooftop terrace with waterviews! Entertainers delight with a formal dining room, patio and large deck! Lower level has a sauna and new egress windows in addition to a separate outside entrance. Younger roof (2015) and boiler (2012) , 3 new skylights, new deck and patio, upgraded 200 amp electric, new oil tank with a service contract, washer and dryer, new stove, new electric fireplace, 2 dedicated parking spots plus visitor parking! Cottage is usable year round and eligible for mortgage financing. Pet friendly (breed restrictions). Near Wineries, Golf, Zoo, Aquarium, Farm Stands, Outlets, Horse Farms, Splish Splash, Restaurants, Hamptons. Please note that this is NOT a land lease and NOT Woodcliff Park! Community does NOT have age restrictions and pets and renting are allowed, subject to house rules. Land under the cottage and under the deck is included in the sale. Peconic land tax applies - payable by the buyer. Leasing is allowed for 30 days minimum as per Riverhead township ordinance.

356 Oakleigh Avenue Unit #17, Baiting Hollow

$89,990

2 Beds ⋅ 1 Baths ⋅ 966693 MLS

Nestled in the heart of Seasonal Only Beachfront Community of Woodcliff Park & close proximity to Private Beach & Kiddie Park you will find this adorable Home Away from Home! Features include a large front Deck for outdoor relaxation, Large Open concept Living Room/Kitchen Area with Vaulted Ceilings & Wide plank Easy to clean Vinyl Flooring. The Kitchen offers ample counter space, The large Bathroom includes a Shower Stall & Charming built in Draws for storage, Window Air Conditioning, 2 Bedrooms both equipped with double beds, complete the inside. Private driveway parking at the rear of cottage. This cottage has the rustic yet comfortable feel to it. No shortage of local attractions such as Splish Splash water park, Atlantis Aquarium, Golfing, Horseback Riding, Fresh Local Farm Stands, Tanger Outlet Shopping, Wineries, & of Course the main attraction is the Beach! NYC only 1 Hour & 15 Minute Ride makes this the ideal vacation spot on Long Island. Land is leased at $8,335.34 per year. Cash Sales Only!!

28 Anchor Path, Baiting Hollow

$79,999

2 Beds ⋅ 1 Baths ⋅ 947024 MLS

Enjoy the best of East End living in this charming seasonal duplex cottage nestled within the Woodcliff Park community. Available from April 15th through October 15th, this retreat offers a spacious deck perfect for morning coffee, summer gatherings, and relaxing evenings. Land is leased. Ideally located just minutes from beaches, dining, wineries, and all the coastal attractions Long Island’s East End is known for—your perfect seasonal escape awaits. Cash Only Sales

56 Woodcliff Trail, Baiting Hollow

$114,000

2 Beds ⋅ 1 Baths ⋅ 848607 MLS

Welcome to your Vacation Home Located in Desirable SEASONAL ONLY (no year-round living) Beachfront Community of Woodcliff Park Open April 15-October 15. This inviting Cottage boasts 2 Bedrooms and 1 Bathroom, Living Room W/Vaulted Ceilings, Window AC, Attic Space for Storage, some many updates in 2021, painted, Floating Floor, front and back deck ideal for relaxed atmosphere, fence, outdoor shower, lights and more, comes furnished and ready for Immediate Enjoyment just bring your towels! just minutes from numerous Local attractions such as Splish Splash, Long Island Aquarium, Golfing, Farm Stands, Tanger outlets, wineries & more. Don't miss this beautiful cottage ideal summer getaways with beach rights included, land is leased at $8,335.34 per year and not included in sale. CASH SALES ONLY: Appearance:Exc

9 Whalers Path, 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.