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49 Dunlookin Lane, South Jamesport
$6,000,000
6 Beds ⋅ 6 Baths ⋅ 1006826 MLS
Experience the ultimate North Fork waterfront lifestyle in this stunning custom bayfront home, originally built in 2016 and beautifully renovated in 2025–2026. Thoughtfully designed to showcase breathtaking panoramic water views from nearly every room, this exceptional property offers 227 feet of bulkhead, a spacious sandy beach, and direct access to the bay. Crafted with the highest quality materials and finishes, the home features top-of-the-line appliances and plumbing fixtures, smart-home technology, and integrated sound, video, and security systems throughout. Newly painted exterior and interior, brand new floors, new tile in showers, brand new light fixtures. Gas heat and cooking, Central Air, Central Vacuum, Sound system, wired security and camera system. The first floor offers an expansive primary suite with decorative high ceilings, walls of glass, additional sitting area, luxurious spa bath with high ceilings, and private deck access. The main level open-concept layout is ideal for entertaining, featuring a chef’s kitchen with Thermador appliances, ice maker, double oven, gas cooking, expansive center island, dining room with coffered ceiling, family room with custom wood-burning fireplace, powder room, one of 2 laundry rooms with new cabinetry, pantry, full audio/visual equipment closet, and multiple access points to the outdoors. The second floor features three additional primary suites overlooking the Peconic Bay, two more bedrooms with a shared bath, a second laundry room with new flooring and custom cabinets, and a large multipurpose room with sweeping panoramic water views. Outdoor living is equally impressive, with multi-tiered balconies, a large waterfront deck, outdoor shower, outdoor powder room, whole-house generator, gas barbecue line, and a spacious sandy beach perfect for relaxing, entertaining, and enjoying the North Fork lifestyle. A rare blend of luxury, privacy, and coastal ease — this is truly one of the North Fork’s most exceptional bayfront offerings.

49 Dunlookin Lane, South Jamesport

97 Club Drive N, Baiting Hollow
$3,064,500
4 Beds ⋅ 4 Baths ⋅ 844466 MLS
Welcome to your breathtaking new construction home in the prestigious Estates at Baiting Hollow. This sophisticated, modern farmhouse is perfectly positioned, offering serene views of the picturesque pond and golf course, with effortless access to the finest offerings of North Fork living. The thoughtfully-designed homes within this community are not only visually stunning but also engineered to achieve net-zero energy efficiency and are fully equipped for smart home functionality, incorporating the latest in advanced technology. This exceptional expanded Fairway floor plan delivers expansive, open-concept living, combining modern elegance with unparalleled comfort. Featuring four spacious bedrooms, four luxurious bathrooms, and a two-car garage, this home provides an ideal setting for both relaxation and entertaining. The great room, a remarkable focal point of the home, showcases a striking fireplace and soaring ceilings, with expansive sliding glass doors that open to a rear porch offering captivating views. The designer kitchen is a chef’s dream, featuring a grand center island perfect for entertaining, custom cabinetry, and a generous walk-in butler’s pantry. French doors lead to a light-filled home office, offering a peaceful and productive workspace. The primary suite is a true retreat, featuring a spacious walk-in closet and a spa-inspired bathroom, complete with dual vanities, a luxurious soaking tub, and an oversized, indulgent shower. The well-appointed laundry area and mudroom, thoughtfully located near the garage, offer built-in storage solutions for added convenience. Step outside to discover a large covered porch and expansive yard, providing the perfect foundation for creating your dream backyard oasis. This is a home that combines beauty, innovation, and function – a true masterpiece awaiting your arrival.

97 Club Drive N, Baiting Hollow

321 Sandpiper Drive, Riverhead
$2,900,000
4 Beds ⋅ 5 Baths ⋅ 864609 MLS
Imagine your own private oasis on the North Fork. This one-of-a-kind custom 4,500 sq ft Sound front home offers sweeping water views and sits on 2.4 acres of lush with an in-ground pool & spa surrounded by lush landscaping. A long, private driveway welcomes you, enhanced by the serene sound of a waterfall at the entrance. Step inside this meticulously maintained home to discover an open floor plan designed for grand entertaining. The waterside living room boasts a vaulted coffered ceiling and a cozy fireplace, while the huge kitchen is a chef's dream with its Sub-Zero refrigerator, Wolf range, and waterside breakfast area. A butler's pantry/wet bar connects the great room and dining room, making hosting effortless. Experience seamless indoor-outdoor living as waterside rooms open to an expansive deck that gracefully transitions into stone patios and seating areas near the pool. Closer to the water, you'll find an outdoor cooking area, bar, and fire pit, perfect for enjoying the breathtaking surroundings. This home offers ultimate comfort with a first-floor master bedroom suite and an additional one on the second floor. All bedrooms are en-suite, ensuring privacy and luxury for everyone. A convenient attached 3-car garage is also included. Beyond your private retreat, miles of sandy Sound beach stretch as far as the eye can see. All of this is nestled within the bucolic North Fork Wine Country, offering easy access to charming vineyards, farm stands, and renowned restaurants. Don't forget the sunset views every evening. Need we say more? If you want it all, this house has it.

321 Sandpiper Drive, Riverhead

1 Dolphin Way, Riverhead
$2,450,000
3 Beds ⋅ 3 Baths ⋅ 895100 MLS
Exceptional Waterfront Retreat – Smart Luxury Meets Modern Comfort. Welcome to this meticulously renovated waterfront home that blends timeless elegance with cutting-edge technology and high-end finishes throughout. Perfectly positioned to capture uninterrupted water views and mesmerizing sunsets, this home offers a front-row seat to nature’s beauty—day after day. Perched high above the water, this stunning residence offers both serenity and sophistication, with every detail thoughtfully curated for modern living. Experience luxury living in this exquisitely renovated waterfront home featuring a gourmet custom kitchen with Thermador & KitchenAid appliances, fully renovated bathrooms with radiant floors, and refinished hardwood floors throughout. Located on over 110 feet of premium waterfront, the property offers panoramic vistas from multiple rooms and outdoor spaces, with expansive TimberTech decks. The outdoor experience is elevated by a hot oil and stone driveway, a motorized awning for BBQ dining, and an Amish-built 12’ x 8’ shed for stylish and practical storage. New cement board siding with Azek trim, a new roof with custom linear soffit vents, and premium Marvin and Andersen windows/sliders ensure long-lasting style and durability. Inside, the home is flooded with natural light and scenic water views. Bonus features include a conditioned 800+ bottle wine cellar, custom closets, whole-house central vacuum, remote- controlled gas fireplace, and solid-core doors with luxury hardware throughout. Enjoy top-tier systems: Bosch high-efficiency boiler, tankless hot water, full PEX plumbing with manifold, Daikin systems, and Generac transfer switch ready for a whole-house generator. Smart features include custom Lutron lighting & shades, Crestron automation and whole-house audio. Everything has been upgraded—new roof, siding, insulation, and more. Included in the sale is the adjoining .51 acre vacant lot, offering an exceptional opportunity to expand, build, or simply enjoy enhanced privacy and added value. This additional parcel not only increases the overall footprint and investment potential of the property, but also ensures a rare sense of space and seclusion—preserving your personal waterfront retreat from future development and maximizing your enjoyment of the tranquil surroundings. This is more than a home—it’s a fully automated luxury waterfront sanctuary, where every sunset becomes your private masterpiece. Just move in and enjoy the best of smart living, elevated design, and peaceful waterfront beauty.

1 Dolphin Way, Riverhead

23 Scallop Lane, South Jamesport
$2,400,000
3 Beds ⋅ 2 Baths ⋅ 922387 MLS
Step On To The Sand From Your Deck! Scenic, Very Protected Cove With Warm & Calm Waters. Tucked away at the end of a peaceful cul-de-sac in coveted South Jamesport, this classic beach home sits on a rare double lot with 70 feet of sandy bay frontage and breathtaking panoramic views of Great Peconic Bay. Part of a charming colony of homes, this property offers exceptional privacy and endless possibilities. Home features 3 bedrooms, 2 full bath, walls of glass, and detached garage. New Central air, ample storage, raised A-Frame. A once-in-a-lifetime opportunity to own prime bayfront property in one of the North Fork’s most sought-after locations. Exterior security cameras. Professional Photos to come.

23 Scallop Lane, South Jamesport

16 Lovers Lane, Aquebogue
$2,400,000
5 Beds ⋅ 4 Baths ⋅ 883475 MLS
Welcome To 16 Lovers Lane in Aquebogue! A Custom, Hand-Built Home on Over 1.25 Acres with Deeded Access to Peconic Bay & Wells Creek. The Home Uniquely Belongs to the Coveted Baywoods Private Bay Beach and Boating Community as Well as the Wells Creek Association. Both Communities Offer Deeded Deep Water Docking with Direct Access to Great Peconic Bay. The Baywoods Association Also Provides Private Bay Beach Access. Beautifully Constructed with Attention to Every Detail, this Incredible Home Checks All the Boxes for Today’s Turnkey Buyer, Boasting 5 Bedrooms, 3.5 Baths. 10 Ft Ceilings on the Main Level. Junior Primary En Suite Bedroom on Main Level, First and Second Floor Laundry Room, 8” Plank Custom Milled White Oak Flooring and Railings Throughout And 8 Inch Shiplap Walls in Main Living Areas. The Spacious Open Kitchen Opens to the Main Living Area Featuring High-End Stainless-Steel Appliances, Quartz Countertops and Large Island. Wolf Stove Top and Range, Sub Zero Refrigerator. Gourmet Kitchen and Fireplace Overlooking the Pool, Pool House and Extensive Entertaining Area on the Deck. The Deck and Balconies are Wrapped in Modern Mahogany and Stainless Cable Railings. 9’ Basement, and Ample Storage Below Deck. 3 Car Garage. Home Not in Flood Zone.

16 Lovers Lane, Aquebogue

1408 Main Road, Jamesport
$2,400,000
L3557215 MLS
Introducing an exceptional plot of land on Long Island's prestigious North Fork, perfect for building a luxurious private residence or a lucrative agricultural venture. This versatile property offers endless possibilities: create a generational farmstead, a sophisticated vineyard with a tasting room, or an equestrian compound. With a stunning pond, strategic roadside presence, and well-placed barns and woodshop, the land is both beautiful and functional. Zoned for Hamlet Residential and Rural Corridor, it supports various uses, from luxury homes to nurseries or farms. Maximize your investment by selling development rights to the county. The North Fork's reputation for vineyards, farms, and equestrian facilities ensures a thriving market and strong community support.

1408 Main Road, Jamesport

75 Crescent Court, Wading River
$2,134,500
4 Beds ⋅ 5 Baths ⋅ 951537 MLS
Welcome to the home where your family's story unfolds. This 2026 stunning post modern offers the perfect blend of charm, thoughtful planning and modern comfort, creating an idyllic setting for a lifetime of cherished moments. Picture weekend mornings gathered in the stunning kitchen, sunlight streaming in the 12' sliders and kitchen windows as you prepare breakfast. Perhaps a quite moment alone on the 3rd floor viewing area with a glass of wine and a book. Afternoons relaxing on the covered patio or hosting a BBQ. The propane has a stub-out for easy hook-up so you don't need to worry about running out! Stunning gourmet kitchen wrapped with cabinetry, GE Cafe appliances, wet bar with wine refrigerator and walk in pantry with cabinetry and quartz countertops. A full basement with two exterior entrances and two egress windows provide the base for a future game room or Man Cave! Nearly 4,000 square feet of open floor plan with continuity of wide plank white oak throughout all floors. Primary plus three generously sized bedrooms on the second floor with three bathrooms and an office on the first floor with a full bath. Fully landscaped yard with room for a pool, 12 Zone in-ground sprinklers, three garages with radiant heat and epoxy floors. The community is working with DEC to install community steps to the beach - so fun and sand on the horizon! Thought and care was taken to provide a truly "move in ready" property......a foundation for your future.

75 Crescent Court, Wading River

123 Cliff Road W, Wading River
$2,075,000
4 Beds ⋅ 2 Baths ⋅ 886669 MLS
Absolutely Stunning Sound front Mid-Century Modern Home on 2.5 Private, Gated Acres. Enjoy dramatic water views and sensational sunsets from this beautifully renovated retreat. Designed for both relaxation and entertaining, this home features a heated saltwater gunite infinity-edge pool with hot tub and waterfall, an expansive stone patio, and a fully equipped outdoor kitchen with grill, refrigerator, sink, and a new firepit. Inside, you'll find, two fireplaces, gorgeous wood floors throughout, A modern gourmet kitchen with high end appliances and stylish baths. Then entire home was gut-renovated to the studs in 1999, with major renovations from 2020-2022 and a new roof in 2024 and new Mahogony waterside deck. The home is equipped with Smart home technology and a state-of-the-art Sonos sound system (indoor & outdoor). The property is fully fenced with automatic security gate, and features landscape lighting, mature plantings, and a full irrigation system. Also included is Deeded access to a private neighborhood beach. This is truly an entertainer's paradise blending modern luxury with timeless design and unbeatable views.

123 Cliff Road W, Wading River

5 Sea Crest Court, Jamesport
$2,025,000
4 Beds ⋅ 5 Baths ⋅ 975675 MLS
Welcome to Sea Crest Estates, a 13 home luxury community around the corner from Jamesport’s Iron Pier beach. Exceptional new construction blending timeless architecture with modern efficiency. This custom residence features a poured concrete foundation with full 8’ basement and private exterior access. Interior highlights include soaring ceilings, wide-plank white oak hardwood floors, custom millwork, and a chef’s kitchen with quartz countertops, custom cabinetry, Kohler fixtures, and stainless steel appliances. Spa-like bathrooms showcase imported Italian tile. Designed to exceed Energy Star standards with spray foam insulation, conditioned attic and basement, tankless hot water system, ERV fresh air system, and three-zone heating and central air. Exterior features include James Hardie siding, Andersen 400 Series windows and doors, two-car garage, and professionally landscaped grounds with irrigation and 16’ x 32’ in-ground pool. Estimated taxes to be $27,340.00

5 Sea Crest Court, Jamesport

77 Front Street, South Jamesport
$2,025,000
5 Beds ⋅ 3 Baths ⋅ 853083 MLS
Sparkling water and serene sunsets will be yours to enjoy from Seventy Seven Front Street. Weekend getaway or year-round primary residence, this home offers something for everyone. Open main floor with easy access to the deck and a backdrop of sun glinting off the water. Wake up to bay views and step outside to the spacious deck off the second-floor primary suite. Coffee in the morning to watch the sun come up. You'll enjoy barbequing tableside, lawn games by the water, kayaks and paddle boards launched just steps from your deck. Year-round meal prep in the kitchen featuring a gas range, wine fridge and quartzite counters over the work island and long counter with stools where everyone will gather during cocktail hour. As the cooler weather sets in, the dining space adjacent to the kitchen is perfect for holiday celebrations and the gas fireplace adds warmth on a cool night. The house is a traditional style with cedar shake shingles, natural gas heat, central air conditioning, wood floors, red oak decks, many windows and lots of sunlight. There are ceiling fans throughout the home encouraging true indoor/outdoor living. With five bedrooms, you can accommodate overnight guests. Two bedrooms are on the main floor. Two additional bedrooms and the primary suite occupy the second floor. The home is big enough for everyone to find a favorite spot in it and perfectly sized to enjoy year-round or as your weekend getaway. This area of Historic Jamesport is in wine country, you won’t be far from dining, shopping and recreational opportunities. Seventy Seven Front Street is a true coastal gem offering the ultimate in both comfort and lifestyle. Live the waterfront dream and wake up every morning to stunning views of the Peconic Bay!

77 Front Street, South Jamesport

105 Lockitt Drive, Jamesport
$1,950,000
3 Beds ⋅ 3 Baths ⋅ 880287 MLS
NORTH FORK DIRECT BAY FRONT GEM ON QUIET STREET WITH HIGH ELEVATION AND 115'+ FRONTAGE - Introducing a captivating waterfront property on the Peconic Bay in Jamesport boasting a large lot with over 100 feet of waterfront and direct beach access. This stunning waterfront property is move in ready or a blank canvas waiting for your vision to transform it into an extraordinary masterpiece. Nestled in a prime location, the property boasts expansive views of the water, providing an ever-changing backdrop of natural beauty. With ample space and a versatile floor plan, the possibilities are endless. Envision an open-concept living area with floor to ceiling windows that seamlessly flows to an outdoor deck perfect for entertaining. Picture a beautifully landscaped garden, complete with a fire pit and cozy seating areas, where you can unwind under the stars. This home is a rare gem, with existing architectural charm that can be enhanced with modern finishes and innovative design. The potential for an extraordinary renovation is limited only by your imagination. Whether you dream of a sleek, contemporary style or a cozy coastal retreat, this property is your opportunity to create a home that reflects your unique taste and lifestyle and to own a waterfront property that promises both tranquility and adventure. Don’t miss out on the opportunity to turn this extraordinary vision into reality—schedule a viewing today! Additional features include CAC, public water, in-ground sprinklers and a detached 2-car garage and plenty of space for an in-ground pool. Located in Jamesport, this house offers not only a tranquil waterfront lifestyle but also convenient access to a host of amenities. From charming local shops and restaurants to outdoor recreational activities, there is always something to explore and enjoy. Don't miss out on this amazing opportunity to own a piece of paradise!

105 Lockitt Drive, Jamesport

9 Red Creek Circle, Hampton Bays
$1,900,000
5 Beds ⋅ 7 Baths ⋅ 981557 MLS
Welcome to a beautifully curated, turn-key farmhouse set on just shy of an acre of lush, private grounds. An expansive front porch sets the tone, offering the perfect place to relax and take in the serene surroundings. Designed for both relaxed living and elegant entertaining, this exceptional home blends timeless charm with modern luxury. The heart of the home is a gourmet kitchen, thoughtfully laid out with high-end appliances and impeccable finishes, perfectly suited for both everyday living and hosting with ease. The inviting living room is anchored by a beautiful fireplace, creating a warm and sophisticated space to gather. Step outside to a stunning backyard retreat-complete with a sparkling pool and an expansive stone patio that creates a true resort-like setting. Whether hosting summer gatherings or enjoying quiet evenings under the stars, this outdoor space is simply unmatched. Inside, the home offers a thoughtfully designed layout with 5 bedrooms and 7 bathrooms, including two luxurious primary suites on the first floor, providing ultimate comfort and flexibility. Every bedroom is ensuite, ensuring privacy and convenience. A fully finished basement with a game room adds an additional level of living and entertainment space, perfect for recreation, hosting, or a private escape. Ideally situated just moments from West Landing Beach, Squiretown Park, and Red Creek Pond, and in close proximity to some of the area's most well-known restaurants, this home offers the perfect balance of privacy and convenience. Beautiful finishes, abundant natural light, and impeccable attention to detail carry throughout, making this residence completely move-in ready. A rare offering that embodies effortless elegance, indoor-outdoor living, and the very best of farmhouse sophistication.

9 Red Creek Circle, Hampton Bays

900 Sound Shore Road, Jamesport
$1,875,000
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

62 Tuthills Lane, Jamesport
$1,875,000
4 Beds ⋅ 4 Baths ⋅ 957083 MLS
Brand new and just completed, this ultra-custom turnkey masterpiece represents the quintessential North Fork lifestyle. A masterfully crafted estate home uniting rustic authenticity with modern ultra-luxury on an exceptionally secluded, oversized mega lot. Tucked back 800 ft. from the road and immersed in nature with a canopy of mature trees and native plants, you will feel world’s away – yet you are right down the block from the famous Grana restaurant, numerous farmers markets, and world-class wineries! The home is dripping with luxury appointments: Maibec Dipped Cedar Shingle exterior, black Pella Lifestyle windows, a dramatic open-concept, modern floor plan with first-floor bedroom suite, 6-inch-wide plank white oak floors, a bespoke chef's level kitchen, a Cambridge quartz island with designer 2.5” mitered edge paired with a gorgeous full-height backsplash and double-stacked premium cabinetry. The second floor features a spacious primary bedroom suite with a magnificent spa bath as well as large secondary bedrooms, each with a walk-in closet. The massive lower level, featuring a 10 ft. ceiling height, chic plank flooring, an exterior entrance, and three egress windows, is ready for your dream space. The property's vast grounds are also extraordinary, with a 20’ x 40’ heated saltwater pool, a custom-designed masonry patio, and room for a full-sized tennis court. Available for immediate occupancy or secure the home now and close in the Spring, your choice. Will not last!

62 Tuthills Lane, Jamesport

150 Landing Lane, Baiting Hollow
$1,850,000
3 Beds ⋅ 3 Baths ⋅ 935499 MLS
Stunning Long Island Soundfront home set on 1.58 acres with sweeping water views, dramatic sunsets, and complete privacy from its elevated position. This custom residence features a wraparound second-floor balcony, a welcoming front porch, and a rare 2+ car attached garage along with an expansive lower-level garage and storage area that can accommodate up to 4 vehicles—perfect for an antique or collector-car enthusiast. With room for a pool and community beach access just one property away, this home offers the ultimate waterfront lifestyle. Inside, the home has been completely transformed with high-end updates and 9 foot ceilings on the first and second floor. The main floor includes an elegant formal dining room, a formal living room, a spacious family room, a large laundry room/mudroom, a multipurpose room that can serve as an office and a newly designed chef’s kitchen featuring cream cabinetry, gold hardware, quartz countertops, a center island, Bosch 36-inch cooktop with downdraft, Sharp microwave drawer, Bosch 800 series dishwasher, Bosch French-door refrigerator, and KitchenAid double wall oven. The entire first level showcases new Marazzi Vero porcelain wood-look tile with three-zone radiant heat and an updated powder room with new Kohler fixtures. Upstairs, the luxurious primary bedroom offers an entirely new en-suite bath with an oval soaking tub positioned to take in the breathtaking water views. The second floor also includes two additional bedrooms plus a flex room, along with an updated hall bath. Beautiful 4-inch white oak flooring runs throughout the second floor, complemented by a beautiful staircase with new railings and new seven-foot interior doors. All walls and ceilings have been skim-coated and freshly repainted, and new crown molding enhances the entire home. The attic has been upgraded with new plywood flooring for excellent storage. Every major system has been modernized. Improvements include all new Andersen 400 Series casement windows with bluestone sills; new Andersen A-Series patio doors and a new 8-foot E-Series balcony slider; new James Hardie Boothbay Blue siding with Azek trim; a new GAF Camelot 50-year roof; new balcony flat roof; new gutters and soffits; and a new Fimbel architectural garage door with opener and epoxy flooring. The home was converted from oil to gas and now features a new gas boiler and hot water heater, cast iron radiators upstairs with individual thermostats for each bedroom, and a new central air conditioning system on the first floor. Additional improvements include pre-wiring for an alarm system, an exterior camera system, a brand-new fiberglass front door with keyless entry. A separate laundry room with washer, dryer and tile flooring completes the interior upgrades. Outdoor living is enhanced by a beautiful mahogany waterside deck and the home’s incredible vantage point over the Long Island Sound. The property enjoys membership in Baiting Hollow Estates, which provides a gated and maintained staircase to 150 feet of private Sound beach shared by only fourteen homes. HOA dues are just $750 per year and include beach access, gate and lock maintenance, and upkeep of the community circles. This exceptional waterfront retreat combines timeless charm with modern luxury, offering unmatched privacy, breathtaking views, and close proximity to the North Fork, Hamptons, farm-to-table restaurants, golf, boating, vineyards, and easy access East, West, or South. A truly extraordinary Soundfront residence.

150 Landing Lane, Baiting Hollow

48 Douglas Court, Hampton Bays
$1,775,000
4 Beds ⋅ 4 Baths ⋅ 892738 MLS
Privately set at the end of a long drive and framed by lush, mature landscaping, this turnkey 4-bedroom, 4-bath residence offers over 4,500 square feet of thoughtfully designed living space on 1.28 manicured acres. Inside, soaring ceilings and a sun-filled great room with fireplace create a bright, welcoming atmosphere, flowing naturally into the open kitchen and screened-in porch for effortless everyday living and entertaining. The main level features a serene primary suite along with two additional ensuite bedrooms, offering a comfortable and well-balanced layout. The finished lower level extends the home's versatility with generous lounge areas, bonus rooms, a full bath, and direct access to the yard-ideal for recreation, guests, or flexible use. Outdoors, the property is anchored by an oversized pool, expansive sundeck, and multiple areas designed for dining, relaxing, or entertaining, all surrounded by landscaped grounds that provide privacy and a sense of retreat. Located just minutes from Red Creek Pond, as well as bay and ocean beaches, waterfront dining, and local vineyards, this Hampton Bays home offers a rare combination of privacy, scale, and proximity to the best of the area.

48 Douglas Court, Hampton Bays

55 Seacove Lane, Jamesport
$1,735,000
4 Beds ⋅ 3 Baths ⋅ 835837 MLS
Come see this stunning recently renovated home located on a private cul-de-sac in exclusive Seacove Estates. This spectacular private residence, with private beach rights and a free form in-ground pool provides the quintessential coastal living experience. The open concept living/dining/kitchen area is impressive, featuring 3 large sliding glass doors that allow you to view the natural beauty and resort feel of your private backyard. A large first floor master bedroom features an ensuite bath w/ radiant heated floors, glass enclosed shower, double sinks and soaking tub. Not to be missed is the spacious walk in closet and sliding glass doors to your own personal deck. Additionally on the first floor, a large room with a water view that can serve as a home office or flex space and a foyer that can double as a mudroom for ideal organization and storage. The kitchen is a cook's heaven with custom cabinetry, a large island with prep sink, and drawer style microwave oven. Upstairs, 3 bedrooms and a loft style den with a water view that can be used as a gaming area, hang out space or home theater. High-end details such as oak flooring, rich moldings, and coastal inspired 5 panel doors throughout. A 2-car heated garage, central air, natural gas, and in-ground sprinklers add to the convenience. Mature landscaping and plenty of open, sun drenched space for your own personal green thumb. Situated on .6 acres, in a private setting overlooking farmland protected by Peconic Land Trust. This home includes deeded beach rights to your own personal beach on the beautiful Peconic Bay, and is walking distance to Great Peconic Bay Marina. Local eateries, farm stands, delicious restaurants, wineries, and endless shopping at Tanger outlets all await you! Additional features include: Generac whole house generator, custom built in ground pool with waterfall feature and LED lighting, Bocce ball court, Custom built gas fire pit ,Outdoor landscape lighting, Navien on-demand hot water, Solar panels (owned), 2 car heated garage, fully wired speaker system in each room, Whole house Reverse Osmosis (RO) water filtration system, Central vac and a Retractable awning over deck. Smart home features include: Motorized Lutron window shades, temperature control, security system, room by room music selection and lighting can all be controlled via Savant Home app, Additional information: Appearance:Mint,Interior Features:Lr/Dr,Separate Hotwater Heater:Y

55 Seacove Lane, Jamesport

1400 Peconic Bay Boulevard, Jamesport
$1,725,000
3 Beds ⋅ 1 Baths ⋅ 976238 MLS
Bayfront haven in the heart of Jamesport, NY with stunning views and sandy bay beach. This home blends comfort and charm, with a stunning 50ft bulkhead complete with water and electric connectivity. Enjoy an open floor plan including living room with a wood-burning fireplace, dining area, and kitchen with ceramic flooring, new refrigerator, stove and washer/dryer. The home boasts a new, energy-efficient electric heat pump and central air conditioning, ensuring year-round comfort. A sunroom with heat and air conditioning provides a cozy retreat where you can soak up the views, no matter the season. The entire home has been freshly painted inside and out, and the original hardwood flooring have been refinished, enhancing its natural beauty. The property also benefits from a one-car attached garage, which provides convenient access to the basement, housing utilities, and attic storage. There is a newly constructed detached three car garage with upstairs area which has the potential for bonus/recreational room or overflow for guests! Outside, you'll find new landscaping complete with an irrigation system, a fresh RCA driveway, and an outdoor shower. New stone steps lead to a two tier sand/beach area, adding a touch of coastal charm. This property is more than just a house; it's a lifestyle. Enjoy the tranquility of waterfront living, while being close to all local amenities.

1400 Peconic Bay Boulevard, Jamesport

33 Dougs Lane, South Jamesport
$1,685,000
4 Beds ⋅ 4 Baths ⋅ 974068 MLS
New Construction,Modern Farmhouse with Private Beach Access And Heated Saltwater Pool. Nestled in the heart of South Jamesport, this exceptional New Construction offers the perfect North Fork lifestyle—where luxury meets laid-back coastal charm. This home provides exclusive access to pristine bay beaches, while being moments from the region’s top wineries, farm stands, and restaurants. This light-filled home features 4 spacious bedrooms and 4 elegant bathrooms, thoughtfully designed with high-end finishes. Step inside to soaring high ceilings, sun-drenched living spaces, and thoughtfully curated finishes throughout. The open-concept layout flows seamlessly from the designer kitchen with Thermador appliance package,to the living and dining areas—ideal for entertaining or relaxed everyday living. Enjoy the outdoors in style with a heated saltwater pool. The walkout basement offers excellent potential to be finished as a guest suite, entertainment area, or gym—tailored to your lifestyle needs. Whether you’re looking for a year-round residence or a sophisticated retreat, this South Jamesport gem offers the best of the North Fork

33 Dougs Lane, South Jamesport

26 Tuthills Lane, Jamesport
$1,625,000
4 Beds ⋅ 3 Baths ⋅ 1003485 MLS
Move-In Ready, Brand New Construction. You could be swimming in the pool, sipping North Fork wines, and hosting friends and family this summer! With the certificate of occupancy in hand, this home is the ultimate turnkey masterpiece, complete with designer furnishings. Featuring a newly installed $150,000 landscaping package and set back 1,000 feet from the road, the 1.2-acre estate lot seamlessly blends natural beauty, privacy, and modern ultra-luxury living. The open-concept first floor is perfect for entertaining, anchored by a bespoke chef’s kitchen featuring a Cambridge quartz island with a 2.5-inch mitered edge, full-height backsplash, and double-stacked premium cabinetry. The second floor offers a spacious primary suite with a magnificent spa bath and sweeping views overlooking vast protected farmland. The lower level spans the home’s full footprint, with soaring ceilings, chic plank flooring, recessed lighting, an exterior entrance, and three egress windows. Outside, a 20x40 heated saltwater pool and custom masonry patio overlook countless acres of protected open space, creating the perfect backdrop for magical North Fork sunsets and lasting memories. Built by a renowned local builder and fantastically priced, this one is a no-brainer.

26 Tuthills Lane, Jamesport

2746 Sound Avenue, Riverhead
$1,600,000
3 Beds ⋅ 3 Baths ⋅ 913983 MLS
Here is your chance to own a meaningful piece of Long Island’s North fork East End, once home to Spirits Promise Equine Rescue, perfect for anyone who believes in compassion, community and connection with nature. A rare opportunity you don’t want to miss. From the moment you arrive, the rustic red barns, open pastures, and gentle breeze off the Sound invite you to slow down and imagine what’s possible. Nestled on 4.5 level acres, this remarkable equestrian property is ideal for horse enthusiasts, trainers, or anyone seeking a lifestyle that combines home, work, and the joy of caring for animals. The property's equestrian facilities include a round pen with a conference office, main barn (40x80) perfect blends classic rustic design such as tin ceiling, 1800’s wide wooden plank floors and sliding barn doors. At its heart lies a 20-stall barn, thoughtfully laid out to ensure every detail supports both horse and handler. Wide aisles, ample ventilation, tack and feed rooms, and easy access to outdoor riding areas make it a dream setup for boarding, training, or private use. Just outside, a professionally designed round pen provides the perfect space for groundwork, lessons, or gentle rehabilitation. Offering everything you need for raising animals or running a business from home. There’s ample storage for equipment, trailers, and sheds, thoughtfully designed to support the needs of an equestrian facility. Every corner reflects its heritage of care and compassion for horses, making it ideal for anyone who wishes to continue that legacy or create their own equestrian haven. Located close to shopping centers, restaurants, award, winning vineyards, the aquarium, golf courses, farm stands, beaches, The Hamptons and 90 minutes from New York City, so much more. Riverhead, NY has been voted as one of the Top 50 locations to visit in 2023 by Forbes Magazine.

2746 Sound Avenue, Riverhead

1535 Middle Road, Calverton
$1,600,000
904904 MLS
Beautiful 19.9 acres of cleared farmland across three tax lots (8.6 acres, 8.6 acres, and 2.7 acres). The property features a 7-stall barn with tack room, bathroom, hay loft, and wash stall, plus a 4-stall shed row barn, multiple paddocks, and a lighted riding arena—ideal for equestrian use. Although the residence was recently lost to fire, the foundation, driveway, pool, and landscaping remain, creating a ready site to rebuild the home of your dreams. Utilities are already in place: electric, propane, and well water are active, with electric and water also connected to the barns. Additional improvements include a detached garage and shed (both with electric), along with two active wells and one dormant well. This rare offering combines infrastructure, open acreage, and equestrian amenities in a prime setting.

1535 Middle Road, Calverton

1535 Middle Road, Calverton
$1,600,000
914544 MLS
Beautiful 19.9 acres of cleared farmland across three tax lots (8.6 acres, 8.6 acres, and 2.7 acres). The property features a 7-stall barn with tack room, bathroom, and wash stall, plus a 4-stall shed row barn, multiple paddocks, and a lighted riding arena—ideal for equestrian use. The open, level land offers exceptional versatility and is well suited for agricultural uses such as crops, tree farms, vineyards/winery operations, or continued equestrian pursuits. Although the residence was recently lost to fire, the foundation, driveway, pool, and landscaping remain, creating a ready site to rebuild the home of your dreams. Utilities are already in place: electric, and well water are active, with electric and water also connected to the barns. Additional improvements include a detached garage and shed (both with electric), along with two active wells and one dormant well. This rare offering combines infrastructure, open acreage, and equestrian amenities in a prime setting.

1535 Middle Road, Calverton

73 Pier Avenue, Jamesport
$1,600,000
4 Beds ⋅ 4 Baths ⋅ 836790 MLS
A Modern Sanctuary Where Design, Privacy, and Lifestyle Align: Set at the end of a long, tree-lined private drive and bordered by protected farmland, this spectacular home offers rare seclusion on the North Fork without sacrificing proximity to beaches, vineyards, and golf. Built in 2022, the home blends modern design with timeless comfort across more than 2,800 square feet, creating a retreat designed for those who value peace, beauty, and purposeful living. Inside, the layout invites both flow and intention. The living room centers around a stone fireplace that brings warmth and grounded charm, ideal for evenings that foster connection. At the heart of the home, a gourmet kitchen features a paneled Thermador appliance package, a wine and dessert bar, and an oversized island illuminated by elegant pendant lighting. Whether hosting or unwinding, the space is designed to inspire. Four spacious bedrooms, including a primary and junior ensuite, and three and a half baths offer room for both privacy and shared moments. The primary suite is a luxurious escape, complete with a soaking tub, dual shower with built-in bench, and two walk-in closets that elevate everyday living. Venture outside to a landscape that feels curated yet natural. Native plantings provide texture and sustainability, while an in-ground pool and stone patio invite long afternoons in the sun. A nearby custom conversation pit offers a tranquil space for fireside evenings under the stars. Just minutes from Iron Pier Beach and surrounded by renowned vineyards and golf courses, this property is perfectly situated for those who seek both escape and connection. More than a home, this is a North Fork sanctuary crafted for clarity, comfort, and an inspired way of living.

73 Pier Avenue, Jamesport

957 Peconic Bay Boulevard, South Jamesport
$1,595,000
3 Beds ⋅ 3 Baths ⋅ 907210 MLS
Welcome to this luxurious new construction in the heart of South Jamesport, just half a mile from the beach and 200 yards from deep-water marina. Located in an exceptional neighborhood, this beautifully crafted home features 3 spacious bedrooms and 2.5 elegant bathrooms, including a stunning primary ensuite with a marble bathroom, double vanity, and large custom closets. Designed with an open-concept layout, the entire home boasts 7-inch wide oak wood floors, a cozy gas fireplace, and a gourmet kitchen equipped with premium Thermador appliances. The full basement, with 9-foot ceilings and two egress windows, offers the potential to add up to two additional bedrooms-perfectly aligned with the septic system already approved for five bedrooms. Step outside to enjoy a 16x32 heated inground gunite saltwater pool, surrounded by professional landscaping, landscape lighting, and an irrigation system. A charming front porch with a tropical wood deck completes this exceptional offering, blending refined interior design with resort-style outdoor living.

957 Peconic Bay Boulevard, South Jamesport

41 Red Cedar Point, Hampton Bays
$1,565,000
4 Beds ⋅ 3 Baths ⋅ 961738 MLS
HILLTOP BAYVIEW RETREAT - RED CEDAR POINT Set high atop a hill with winter water views over Peconic Bay, this private retreat is located within the coveted Red Cedar Point Association, offering access to three sandy bay beaches and unforgettable sunsets every evening. The spacious, light-filled traditional features an open, flowing layout with living room and fireplace, dining room, and kitchen-perfect for both relaxed living and entertaining. A den and sunroom add flexible living space, while four bedrooms and two-and-a-half baths provide comfort for all.. Extensively upgraded over the past three years, the home showcases a brand-new kitchen with granite countertops, newly renovated bathrooms, and new Andersen windows throughout. Additional highlights include a whole-house water filtration system, generator, and solar panels for efficiency and peace of mind. Outdoors, enjoy generous grounds with a pool, deck, and lush landscaping-ideal for summer gatherings or quiet evenings at home. A two-car garage is complemented by an additional one-car garage beneath the house. Tucked into a serene bayside community just 90 minutes from New York City, the property is located in Southampton Township, with permit access to all town ocean beaches. A rare combination of privacy, views, amenities, and classic Hamptons living.

41 Red Cedar Point, Hampton Bays

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.

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