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$605,000
2 Beds 1 Baths 1031020 MLS
Lovingly maintained by the same family for decades, this charming 1950s Cape Cod offers timeless character, thoughtful updates, and exciting potential for future expansion. The home features an updated kitchen with classic white cabinetry, granite counters and stainless steel appliances, an updated bath, and newer heating and central air conditioning for year-round comfort. A bright, enclosed sunroom provides the perfect place to relax. The walk-up attic presents an excellent opportunity to expand the living space, with the potential to create two additional bedrooms and a bath, a home office, or a bonus room (with proper permits). Combining classic Cape Cod charm with modern updates and room to grow, this lovingly cared-for home is ready for its next chapter. A wonderful opportunity to make it your own and enjoy it for years to come.

277 Howell Avenue, Riverhead

$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

$239,999
2 Beds 2 Baths 1024299 MLS
This Lovely Home is Located in The Sought After 55 & Over Manufactured Home Community, Glenwood Village. Offering a 49 Year Lease Starting at $800 per month. Includes Water, Garbage Pick up, Cesspool Maintenance, Curbside Mail Delivery, Use of Outdoor Pool, Park & Clubhouse, Snow Removal (Streets & Common Area Only)- 233 Glynwood Offers A Freshly Painted interior - 2 Bedrooms, 2 Updated Baths, At Opposite Ends of Home. It Boasts 2 Covered Decks, A Carport, 12x20 Sunroom, Updated Kitchen with A Movable Island, & A Nicely Sized Living Room The Owners Have Put in So Many Upgrades Both Inside & Out - You’ll Be Pleasantly Surprised. Shed, CAC, Sprinkler System, Fully Landscaped, Along with Concrete Walkways.

1661 Old Country Road Unit #233, Riverhead

$1,499,999
6 Beds 5 Baths 1006261 MLS
New to the Market! Experience exceptional craftsmanship and timeless luxury in this exquisite custom builder's home, thoughtfully designed with the finest finishes throughout. Offering approximately 5,900 square feet of beautifully appointed living space, this spectacular residence features 5 spacious bedrooms, 4.5 luxurious bathrooms, plus a legal one-bedroom apartment with its own private entrance. Ideal for extended family, guests, or rental income. The heart of the home is a stunning chef's kitchen, complete with custom cabinetry, premium high-end appliances, expansive countertops, and abundant space for both everyday living and effortless entertaining. The elegant formal living room with gas fireplace and stone mantle offers plenty of natural light from oversized windows that perfectly frame the resort-style backyard. Step outside to your private oasis featuring an in-ground swimming pool, covered deck, and inviting fire pit creating the perfect setting for relaxing or entertaining family and friends. The luxurious primary suite is a true retreat, offering a spa-inspired ensuite with a spacious walk-in shower, oversized soaking tub, dual vanities, and a private water closet. French doors provide direct access to the covered deck and pool, allowing you to enjoy seamless indoor-outdoor living. The home offers four additional beautifully appointed bedrooms, including a private guest suite with its own full bath, thoughtfully situated away from the other bedrooms to provide exceptional privacy and comfort. It's the perfect retreat for overnight guests, extended family, or multigenerational living. The beautifully finished lower level is fully legal and thoughtfully designed with exceptional attention to detail. Offering an abundance of flexible living space, it is ideal as a recreation room, home theater, fitness studio, game room, or additional family living area. Whether you're entertaining, relaxing, or creating the space you've always envisioned, the possibilities are endless. Designed with comfort, sophistication, and quality in mind, this remarkable home offers the perfect balance of elegant living and everyday functionality. Enjoy this Ranch with three car attached side load garage. A rare opportunity to own a one-of-a-kind luxury residence that truly has it all.

58 South Path, Calverton

$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

$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
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

$1,195,000
3 Beds 2 Baths 000132 MLS
Fabulous Sunsets from All Rooms Including Expansive 92-Foot Private Deck. Located 2 Minutes from Beach & Perched on a Hill on Quiet Cul-De-Sac Street. The Main Level Features Spacious LR & FDR w/Impressive Wall of Windows, Sliding Andersen Doors to 92 Ft Deck & Hot Tub, Beautiful Vaulted Ceilings, and Anchored by a Dramatic Stone Fireplace. Modern Eat-in Chefs Kitchen with a Large Granite Island. Spacious 3 Bedrooms, Den /Office, 2 Full Baths (& Jacuzzi). Spacious Lower (Walk Out) Level with Very High Ceilings & Windows, Laundry, & Access to 2 Car Garage & Long Private Driveway. Many Upgrades Include Radiant Heated Floors, Central Vac & Central Air Conditioning. Best Location and Beach 2 Minutes Away, Vineyards, Boating, Golf, and the Best of the North Fork and Hamptons Lifestyle!

10 Silver Beech Lane, Wading River

$775,000
2 Beds 2 Baths 991855 MLS
ESCAPE TO THE NORTH FORK, APPROXIMATELY 90 MINUTES FROM NEW YORK, into this beautifully renovated 2-bedroom, 2-bathroom condominium, perfectly situated in the sought-after community of Baiting Hollow. Just minutes from acclaimed wineries, farm stands, and pristine Sound beaches, this turnkey residence offers the rare combination of luxury, location, and lifestyle. Step inside to discover a home where every detail has already been attended to. The designer kitchen features premium cabinetry, upscale countertops, and coordinated appliances, opening seamlessly into a bright and inviting living space. Both bathrooms have been beautifully appointed with spa-inspired finishes, while updated flooring, fresh paint, and custom lighting carry the same level of quality throughout the home. This is a residence built for unwinding — whether it's morning coffee on your outdoor deck, an afternoon at a nearby vineyard, or an evening watching the sky turn gold over the North Fork. With major systems updated and no projects left to tackle, THIS HOME OFFERS TRUE LOCK-AND LEAVE EASE FOR A PRIMARY RESIDENCE, OR WEEKEND RETREAT. Located within easy reach of Riverhead, the Hamptons, and the North Fork's wine trail, 605 Fox Hill Drive offers a peaceful, private setting without sacrificing convenience. This is the North Fork escape buyers have been searching for — completely updated, beautifully finished, and ready for its next chapter. Don't miss this rare opportunity to own a fully upgraded condominium in one of Long Island's most desirable hidden gems.

605 Fox Hill Drive, Baiting Hollow

$1,425,000
3 Beds 2 Baths 993305 MLS
Charming 1879 Farmhouse with Waterfront Opportunity Set across 2 acres in Wading River, this beautifully preserved 1879 farmhouse offers a rare pairing of historic character and coastal lifestyle. The residence sits on .95 acres, complemented by a separate 1-acre Soundfront parcel with beach access and breathtaking views, completing this exceptional offering. Timeless details define the home, including a warm and inviting living room with wood-burning fireplace and custom built-ins. A thoughtfully designed 2012 addition introduces an open-concept kitchen, dining area, and sunlit den, creating a natural gathering space for both everyday living and entertaining. Wrapped in windows, the enclosed sunroom is a serene, light-filled retreat that invites quiet mornings, afternoon reading, or simply taking in the beauty of the surrounding property throughout the seasons, sure to become a favorite. The home offers 3 bedrooms and abundant natural light throughout. A detached 2-car garage is complemented by a versatile studio above, where a large picture window captures views of the Sound, ideal for an artist’s retreat or home office. A rare blend of historic charm, modern comfort, and coastal lifestyle.

2850 & 2856 N Wading River Road, Wading River

$1,195,000
3 Beds 2 Baths 992997 MLS
Fabulous Sunsets from All Rooms Including Expansive 92-Foot Private Deck. Located 2 Minutes from Beach & Perched on a Hill on Quiet Cul-De-Sac Street. The Main Level Features Spacious LR & FDR w/Impressive Wall of Windows, Sliding Andersen Doors to 92 Ft Deck & Hot Tub, Beautiful Vaulted Ceilings, and Anchored by a Dramatic Stone Fireplace. Modern Eat-in Chefs Kitchen with a Large Granite Island. Spacious 3 Bedrooms, Den /Office, 2 Full Baths (& Jacuzzi). Spacious Lower (Walk Out) Level with Very High Ceilings & Windows, Laundry, & Access to 2 Car Garage & Long Private Driveway. Many Upgrades Include Radiant Heated Floors, Central Vac & Central Air Conditioning. Best Location and Beach 2 Minutes Away, Vineyards, Boating, Golf, and the Best of the North Fork and Hamptons Lifestyle!

10 Silver Beech Lane, Calverton

$1,225,000
5 Beds 2 Baths 970683 MLS
Soak up days on the Peconic Bay! Deeded boat slip and bay beach included! Tucked away in the coastal enclave of BayWoods in Aquebogue, on Long Island's North Fork this home is all about easy coastal living. Set on a peaceful, saltwater tidal pond, it's the serene setting boasting 5 spacious bedrooms, 2 of which are on the main floor. Formal dining room, sun room/den all with prime southern exposure brimming with natural light. The property includes a deeded boat slip and private bay beach access, so days on the water and sunset beach walks are a part of everyday life. Located in close proximity to North Fork wineries, restaurants, local farm stands, and charming villages. This is a welcoming retreat where nature, boating, and beach life come together perfectly. Updates: Propane heating system (2023); On-demand hot water (2019); CAC Condensers (2025); Interior of home painted (2026)

55 Leafy Way, Aquebogue

$2,675,000
4 Beds 6 Baths 918775 MLS
Introducing 110 Crescent Court: a newly completed architectural gem where timeless elegance meets modern sophistication. Perfectly situated within the exclusive Crescent on the Sound enclave, this coastal retreat offers private deeded water access and breathtaking views of the Long Island Sound, just moments from fine dining, golf, and year-round East End amenities. Privately set behind upgraded fencing and lush, irrigated landscaping, the residence welcomes with a custom driveway and exceptional exterior craftsmanship, showcasing some of the finest materials available today. Expansive wraparound porches and a private terrace off the primary suite frame sweeping water vistas, while oversized 9-foot sliding glass doors open to the approved site of a future oversized gunite pool: seamlessly blending indoor and outdoor living. Inside, the home is defined by its superior build quality and refined finishes, including six-inch rift and quartered white oak floors, sunlit open spaces, and bespoke architectural detailing throughout. The chef’s kitchen serves as a true centerpiece, featuring handcrafted white oak cabinetry, striking granite surfaces, and top-tier Thermador appliances. Bedrooms are thoughtfully positioned to capture water views, highlighted by a serene primary suite with a custom-built dressing room and a spa-level bath appointed with oak vanities and curated designer lighting. A three-car garage with advanced LiftMaster side-mount openers completes this offering, delivering modern functionality to match its elevated design. From its premier construction and exceptional finishes to its private water access and approved pool plan, 110 Crescent Court represents a rare opportunity to own a truly distinguished coastal residence in one of Long Island’s most coveted enclaves.

110 Crescent Court, Wading River

$1,895,000
4 Beds 4 Baths 854138 MLS
JAMESPORT BAYSIDE - 2025 New Construction - Offering Includes a Private Two-Slip Dock with Direct Bay Access, Sandy Bay Beaches, and a Beautiful Inground Pool on Nearly One Acre Stunning new construction in the heart of Wine Country. This modern farmhouse offers approximately 4,650 square feet in total, nearly 3000 square feet of living space. The home features four bedrooms and three and a half baths, providing generous comfort and convenience. A two-car side-entry garage and both upper and lower laundry areas enhance everyday functionality. The open-concept kitchen is a chef's dream, featuring quartz countertops, a center island with seating, shaker cabinetry, and 9' ceilings. The spacious floor plan flows seamlessly from the kitchen into a dining room with a vaulted, wood-beamed ceiling, and onward into a large great room with a gas fireplace. The first-floor primary en-suite offers a spa-like bath with direct access to a large closet and dressing area. A second en-suite bedroom on the main level provides flexibility for use as an office or media room. The upper level includes a loft, two additional bedrooms, a full bath, a large bonus room, and an additional laundry area-ideal for guests or multi-generational living. Outdoor living is exceptional, with covered front and rear bluestone porches and a saltwater pool. For water enthusiasts, the property includes deeded bay beach access approximately a five-minute walk away, as well as separate deeded waterfront land with a private two-slip dock offering direct access to Peconic Bay's outstanding fishing and water sports. This property is a rare blend of luxury and practicality, designed for those who appreciate both style and substance. Located on the south side of Jamesport, the residence is ideally positioned near local farmstands, sandy beaches, golf courses, and the region's acclaimed vineyards and restaurants. Come experience the epidemy of North Fork living!

33 Lagoon Court, South Jamesport

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.