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$1,425,000
3 Beds ⋅ 3 Baths ⋅ 1031134 MLS
Nestled on the shores of the Long Island Sound in Jamesport, this beautifully rebuilt Soundfront home offers direct beach access and breathtaking water views from nearly every room. Originally built in 1935 and completely rebuilt by Gabrielson in 2007, the home perfectly blends timeless coastal charm with modern comfort and quality craftsmanship. Featuring 4 bedrooms and 3 full baths, the open-concept layout is ideal for relaxed waterfront living and entertaining alike. The granite and stainless steel kitchen with center island flows seamlessly into the dining area and living room, highlighted by hardwood floors, a wood-burning fireplace, and expansive views of the Sound. The primary bedroom features a private balcony overlooking the water, the perfect place to take in the spectacular sunsets. Maintenance-free Cedar Impressions siding adds to the home’s easy coastal lifestyle. Whether you're seeking a year-round residence or the perfect summer retreat, this exceptional property delivers. Additional features include a full basement, walk-up attic offering endless flexibility, and a spacious 2-car garage providing exceptional storage. A rare opportunity to enjoy effortless beachfront living on the North Fork.

900 Sound Shore Road, Jamesport
$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
$1,299,000
3 Beds ⋅ 4 Baths ⋅ 1019997 MLS
Nestled atop a private, secluded Lane in the heart of Jamesport, this stunning contemporary home offers the perfect blend of space, privacy, and endless potential. Set on 1.57 beautifully landscaped and wooded acres, this 3-bedroom, 3.5-bath residence boasts approximately 3,100 square feet of thoughtfully designed living space. The home features an inviting eat-in kitchen, formal dining room, and a spacious living room with a cozy fireplace, perfect for entertaining or relaxing. A den and dedicated home office provide flexibility for today’s lifestyle, while a huge laundry room and oversized mudroom add everyday convenience. The property is well-appointed with a full basement housing updated mechanicals, including a boiler, hot water heater, and oil tank just six years young. Modern comforts include two-zone central air conditioning, oil heat, propane for cooking and laundry, city water, and a separate well servicing the in-ground irrigation system. A standout feature is the detached 1.5-car garage with loft, offering a beautifully finished space complete with a full bathroom and independent heating and cooling—perfect for guests, a studio, or private retreat. An attached one-car garage adds to the home’s versatility. Outdoors, the estate truly shines with three expansive decks overlooking serene, natural surroundings. The property also includes a fenced dog run and offers ample space to accommodate equestrian use, a pool, tennis courts, or additional outdoor amenities. Surrounded by nature and abundant wildlife, yet moments from the best of the North Fork, this is a rare opportunity to own a private sanctuary in one of Jamesport’s most desirable settings.

81 Manor Lane, Jamesport
$1,490,000
3 Beds ⋅ 1 Baths ⋅ 1010553 MLS
Aquebogue Waterfront! Boaters Dream Location! Your own dock on a deepwater creek with access to Beautiful Bay inlet property with a 3 Bedroom home. Separate detached screened in room for entertaining or possible pool house. Features include fireplace, deck, granite kitchen countertops. Established gardens and outdoor shower! Reeves Creek dock to keep your boats, kayaks, paddleboards & jet skis. Zip right into the Bay!

12 Whites Lane, Aquebogue
$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
$849,000
4 Beds ⋅ 3 Baths ⋅ 1010096 MLS
North Fork Living at The Highlands Club at Aquebogue. Beautiful 3/4 Bedroom 2.5 Bath Post Modern (Prestigious Addison Model) 1st Floor Primary En-Suite with Tray Ceiling, Soaking Tub, Walk in Shower, Quartz Vanity W/Double Sink. Plenty of closets, and Pond / Fountain view. Open Concept Formal Dining Room and Great Room with Soaring Ceiling and Gorgeous Oak Flooring, Eat in Kitchen with Cherry Cabinets, Granite Counters, Stainless Steel Appliances and Gas Cooking. Second story has a versatile Loft / Sitting Area, 2 Bedrooms and Full Bathroom. Sliders from the Kitchen lead to the Sunroom and Sliders from the Great Room lead to the Trex Deck with Pond / Fountain View. Tremendous Unfinished Basement which is great for Storage. HOA Amenities include Clubhouse, /Game Room /Exercise Room, Heated IG Pool /Tennis / Pickle Ball and more, as per Tax Grievance Company taxes can be lowered by $2,480 per year!

56 Foxglove Row, Aquebogue
$1,864,000
3 Beds ⋅ 3 Baths ⋅ 1003959 MLS
Waterfront living designed for effortless coastal comfort, ideally situated on Meeting House Creek, this boater’s dream home features a private deepwater dock equipped to accommodate a large yacht, additional watercraft, and offers quick access to Peconic Bay. This updated 3-bedroom, 3-bath contemporary residence showcases water views, spectacular sunsets, and seamless indoor-outdoor living. The light-filled main level offers an open floor plan that flows directly to the outdoor oasis, complete with a splendid heated saltwater pool with automatic cover, expansive bluestone patio, fire pit with built-in seating, luxurious mahogany outdoor shower, and a fully equipped outdoor kitchen featuring Blaze marine-grade storage cabinets, slate countertops, beverage refrigerator, and sink with hot and cold water. Generous dining and lounge areas create the perfect setting for entertaining or relaxing while enjoying breathtaking sunsets over the water. Large windows throughout the home invite in natural light and capture the stunning waterfront scenery, creating a bright and airy atmosphere. The open-concept main floor also features a chef’s kitchen with quartz countertops, high-end stainless-steel appliances, Viking range, dining area, and living room with wood-burning fireplace and hardwood oak floors throughout. A guest suite with renovated full bath , a second full bath, and a laundry room complete the first level. The second floor offers a serene primary suite with a private balcony overlooking the water, renovated spa-like bath, and additional guest bedroom. Additional amenities include radiant heated floors in the kitchen, laundry room, and all three bathrooms, a 1.5-car attached garage with ample storage room above, a Level 2 EV charger, and custom cedar fencing. A private neighborhood beach is just moments away. A truly turnkey waterfront retreat offering luxury, comfort, spectacular sunsets, and the very best of North Fork living.

81 Beach Road, Aquebogue
$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
$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
$400,000
992745 MLS
Fantastic opportunity to build your desired Commercial Enterprise or Residence on this Rare, Riverfront, Commercial-zoned 1.5 Acre Parcel! Possible Subdivision. Dream big and bold with your ideas and vision! Potential opportunities may be a Multi-Family dwelling, Country Bed and Breakfast, Deli or Restaurant, or Waterfront Recreational endeavor, (kayaking, canoeing, paddleboarding), the options are many, and you just need to bring your plans to the Town for approval. The scenic, Peconic River is right out your backyard, for many riverfront sporting pleasures, and the Peconic Riverfront Pedestrian Walk is only moments away, where you may enjoy the pedestrian boardwalk and public parkspace to unwind and relax, at any time during the day. The location is ideal, within close proximity to downtown Riverhead, with its plentiful stores, restaurants, offices, and medical facilities, as well as to the ever-popular Tanger Outlets, to ensure your shopping pleasure! This location is a Gateway to both the Hamptons and the North Fork, further enhancing its appeal. Must See!

1011-1021 W Main Street, Riverhead
$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
$329,000
2 Beds ⋅ 2 Baths ⋅ 984696 MLS
Welcome to Glenwood Village - a 55 & Over Community Offering a 49 Year Lease starting at $800 per month. This Ranch Style Home features One Level Living at its finest! 2 Lovely Appointed Bedrooms and 2 Baths - Open Kitchen, Dining & Living Room Area - Laundry Room is Located off the Kitchen and makes its way out to A Covered Deck Overlooking a Pond. Carport, CAC, Shed & Spinkler System. Community Offers an Outdoor Park, Swimming Pool, Clubhouse with a State of the Art Gym, Library, Billiard Pool Room, Dance Hall & Full-Size Kitchen.

1661 Old Country Road Unit #417, Riverhead
$199,000
984552 MLS
Build your waterfront home on the scenic Peconic River. Located in (RFC) Riverfront Corridor. Lots of privacy. Many options and possibilities on this spectacular .60 acre lot.

1217 W Main Street, Riverhead
$1,900,000
3 Beds ⋅ 2 Baths ⋅ 980299 MLS
A rare and remarkable opportunity to own 22 sprawling acres on highly sought-after Sound Avenue in Riverhead. This unique property features a historic homestead dating back to the 1800s, offering timeless character and endless potential. Surrounded by the natural beauty of the North Fork, the expansive land which extends to Sound Shore Road, provides the perfect setting for agricultural use, or an opportunity to own your own farm/winery. The existing home showcases classic charm with original details, ready to be restored, expanded, or reimagined to suit your vision. With wide open fields and prime frontage along Sound Avenue, this property delivers both privacy and convenience—just moments from local farms, wineries, beaches, and all that Riverhead and the North Fork have to offer. Whether you’re looking to create a legacy property, invest in land, or embrace the North Fork lifestyle, this is a truly exceptional offering with limitless possibilities.

5528 Sound Avenue, Riverhead
$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

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.