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$3,500,000
L3557213 MLS
Introducing largest operating equestrian facility on the North Fork of Long Island. This unparalleled property was once the original Entenmann's Equestrian Facility, boasting 107 acres. The farm features a four-bedroom, two-bathroom Home. The property includes 90 horse stalls distributed across three boarding barns, a well-maintained half-mile race track , a dedicated maintenance barn, and a nightwatchman's quarters for round-the-clock care. Several well-appointed paddocks and ample land ensure your horses thrive in a serene and spacious environment.

1394 Main Road, Jamesport
$2,900,000
L3557199 MLS
Discover 32.4 acres of prime land, perfect for agricultural pursuits and equestrian enthusiasts. This property features a 10,000 square foot indoor riding arena and is fully fenced for horses. Zoned RLC and APZ, it offers versatile opportunities for development. Ideally situated in the heart of the North Fork of Long Island, it is conveniently close to beautiful beaches and renowned vineyards. Don't miss this exceptional opportunity to own a piece of prime agricultural land in one of Long Island's most desirable locations.

1386 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
$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
$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
$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
$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
$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
$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
$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
$1,250,000
4 Beds ⋅ 2 Baths ⋅ 990544 MLS
Surrounded by the pastoral charm that defines Jamesport, 213 Herricks Lane seems to exhale-at golden hour, light settles in softly, like honey across the landscape, slipping through the trees, and warming every surface with a quiet glow that feels almost unreal. It's the kind of light that lingers in your memory long after you've left. The home itself carries that same ease. 4+ bedrooms, 2 baths, thoughtfully updated, with a sense of style that feels gathered rather than designed. The natural rhythm of comfort and the right amount of intimacy. It's polished, relaxed, unmistakably refined. Outdoors, the pool sets the tone for summer days that stretch into candlelit evenings, while lush landscaping creates a private, almost storybook atmosphere. This is the setting that invites barefoot mornings, long lunches, late swims, and the quiet certainty that you've found something special. Close to North Fork farmstands, award winning vineyards, renowned restaurants, boating, and great shopping.

213 Herricks Lane, Jamesport
$1,240,000
3 Beds ⋅ 2 Baths ⋅ 940507 MLS
Discover the beauty of Soundfront living in this well-cared-for 3-bedroom, 2-bath (both updated) ranch set on .33 acre with sweeping, panoramic views. The home’s open, sun-filled layout flows effortlessly to an oversized 12' x 40' deck perched above the Long Island Sound, ideal for outdoor dining, entertaining, or taking in breathtaking sunsets night after night. Convenient walk-out access to the beach runs right alongside the property to enjoy walks on the beach, kayaking, paddleboarding, or peaceful mornings by the water. This home delivers a true North Fork waterfront lifestyle, blending serenity, natural beauty, and the ease of single-level living.

18 N Walk, Jamesport
$1,165,000
2 Beds ⋅ 3 Baths ⋅ 920302 MLS
Enjoy the best of North Fork living in this sun-filled condo with tranquil pond views, located in the highly sought-after Maidstone Landing community. This residence offers two bedrooms plus a versatile loft area, 2.5 baths, and a 2-car garage. The spacious eat-in kitchen with a bright breakfast nook is perfect for casual dining, while hardwood floors throughout the main level create a warm and inviting atmosphere. The first-floor primary suite provides convenience and privacy, and a full walk-out basement offers endless potential for future customization. Maidstone Landing’s unmatched amenities include a pool, clubhouse, fitness center, tennis and pickleball courts, and private beach access—all set against the backdrop of Long Island Sound. Whether as a year-round home or a weekend retreat, this property combines convenience, elegance, and the unique charm of North Fork waterfront living.

48 Dune Drive, Jamesport
$1,132,500
3 Beds ⋅ 3 Baths ⋅ 898086 MLS
Experience the serenity of coastal living at Maidstone Landing, a premier North Fork community perched on a shoreline hilltop overlooking the vast shimmering waters of the Long Island Sound and a tranquil 25 acre pond. Realize your dream of resort-style living in this large 3 bedroom/3.5 bath Beachcomber model offering three levels of spacious living with winter pond views. A dramatic double height wall of windows in the open concept living room – complete with a vaulted ceiling and gas fireplace-creates a striking focal point while perfectly framing the outdoor deck and the beautiful outdoors. A primary suite with spa bath, a spacious kitchen with dining area, a guest powder room and a laundry center with access to the attached 2 car garage complete the first level. Upstairs you’ll find two additional bedrooms and full bath, ideal for family and guests. The finished lower level adds even more living space with a cozy family room with gas fireplace with double sliding doors providing natural light and easy access to the outdoor patio. Additional lower level features include a large bonus room, perfect for office or guest space, a full bathroom and storage. Welcoming residents of all ages, Maidstone Landing offers wonderful amenities including an inviting clubhouse with dining decks boasting views of the salt water pool and LI Sound, a fitness center, tennis and pickleball courts and access to a beautiful 1400’ private beach. With close proximity to fabulous dining and shopping, wineries, farm stands and verdant golf courses- this is North Fork living at its best!

51 Dune Drive Unit #51, Jamesport
$1,095,000
3 Beds ⋅ 3 Baths ⋅ 981794 MLS
PEACEFUL OASIS - This beautiful home features an open floor plan with wood flooring throughout, a cozy living room with bay windows and a fireplace, 3 bedrooms including first floor primary bedroom ensuite, screened in porch, large backyard with 16x32 heated, salt water pool and a fire pit, perfect for gatherings! Don't miss out on this beauty! Surrounded by North Fork award winning vineyards, marinas, renowned restaurants, farm stands, beaches and great shopping.

44 Legend Lane, Jamesport
$1,025,000
4 Beds ⋅ 3 Baths ⋅ 822874 MLS
Waterfront! This home was designed for large families. Everyone has their own private space and room plus 3 Living Rooms for games and movies. Now is the time to experience and enjoy this wonderful home! Read on the balcony and see the beautiful Connecticut shoreline in the distance. Spacious hardly defines the space that this home offers. An entertainers dream come true! Great room with island for extra seating when the whole family gathers! Cozy up in front of the gas fireplace for ambiance and warmth on chilly days and nights and relax in the moment. Or head to your own private sandy beach, with a grassy path and deck with access to miles of shoreline for walking, beach combing, fishing, or just floating around in the sound on a hot sunny summer day! This place is a vacation for you and the ones you love!!! Numerous sitting areas to spread out and be together but not underfoot! Covered porch for dining, rocking chair front porch and sunset viewing deck on the sound all yours!!!! 4 bedrooms, plus nooks and crannies for extended family friends. This home has hardwood floors, an outdoor shower, and offers tri level living space! Come one come all and celebrate summer seaside living here on the North Fork! Visit vineyards, craft breweries, farmstands, and all the east end offers!

798 Sound Shore Road, Jamesport
$999,000
3 Beds ⋅ 3 Baths ⋅ 995976 MLS
Welcome to your North Fork escape in the heart of Jamesport—where relaxed coastal living meets effortless entertaining. This sprawling 3-bedroom, 3 full bath ranch is designed for both comfort and style, featuring hardwood floors throughout, cathedral ceilings, skylights, decorative beams, and two wood-burning fireplaces that create a warm, inviting atmosphere year-round. This home boasts light filled principal rooms, open flow living and tons of storage or flex living space. This home is also equipped with owned solar panels, enhancing efficiency and long term value. Step outside and experience a true entertainer’s paradise. Set on .6 acre with sweeping, unspoiled farmland views, the backyard offers a private retreat with an in-ground heated saltwater pool, fire pit, perfect for hosting or unwinding under the stars. Ideally located moments from the beach, this home is at the center of everything the North Fork is known for, renowned vineyards, charming farm stands, and exceptional local dining, all while maintaining a peaceful, rustic ambiance. Whether you’re seeking a full-time residence or the perfect weekend retreat, this property offers the best of North Fork living and an opportunity to truly enjoy your next chapter.

16 High Meadow Lane, Jamesport
$999,000
4 Beds ⋅ 3 Baths ⋅ 941255 MLS
Modern, Sleek & Sophisticated, This Stunning One Of A Kind Custom Built Post Modern/Contemporary Is Perfectly Situated Tucked Away At The End Of A Beautiful Cul De Sac Community & Is A Perfect Second Home/Summer Getaway Or Year Round Residence With It's Close Proximity To Long Island Sound Iron Pier Beach & Bayfront South Jamesport Beach, Farmstands, Wineries, Championship Golf Courses, Quaint North Fork Towns & Restaurants, And All That The Bucolic, North Fork Has To Offer! Beautiful Curb Appeal - Board & Batten Siding, A 6+ Car Paver Lined Driveway & Meticulously Landscaped Property Leads To The Paver Walkway & Paver Stone Steps, Stunning Fieldstone Accent Front Facade & Into The Home Offering A Dramatic Modern & Open, Yet Warm & Comfortable Interior - A Magnificent 18'7" x 24'3" Great Room Offers Soaring Ceilings (Open To The Loft Above) With Two Skylights, Gleaming Newly Refinished Hardwood Floors, Gas Fireplace With Custom Mantel, Andersen Sliding Doors To The Backyard Flanked By Two Double Andersen Windows, Industrial Style Railings, Ample Room For A Large Living Room Set/Furniture & A Stunning Open Stairway To The Upper & Lower Levels With Two Stories Of Andersen Windows. The Stunning Open Concept Kitchen & Dining Room (Walls Removed Between The Rooms To Create A Wonderful Flow For Entertaining Friends, And Holiday Get Togethers) Offers Walls Of Custom Cabinetry With Beautiful Crown Moldings, Trims & Details, Expansive Silestone Countertops, Serving Areas & Built In Barstool Area, Upgraded Stainless Steel Appliances, Built In Wine Rack & Wine Refrigerator, Large Pantry With Roll Out Shelves, Ample Storage, Large Drawers, Accent Glass Tiled Backsplash, Recessed Lighting, Ceramic Tiled Floors, And The Dining Room Offers Vaulted Ceilings, Andersen Sliding Doors To The Backyard, Ample Room For A Large Dining Room Set, And Opens Into The Great Room. The Inviting First Floor Primary Bedroom Offers Hardwood Floors, Andersen Sliding Doors To The Backyard, Two Double Andersen Windows For Natural Light, Ample Room For A Large Bedroom Set, Stone Topped Makeup Area/Vanity & Large Walk In Closet And The Beautifully Renovated Primary Bathroom Offers An Oversized Custom Shower With All Stunning Tilework, Decorative Borders & Inlays, Frameless Glass Doors, Porcelain Tiled Floors, Tongue & Groove Ceilings & Upgraded Fixtures. A Large Second Bedroom With Hardwood Floors, Two Double Andersen Windows, Double Closet & Ample Room For Furniture, Lovely Half Bath/Powder Room, Large Laundry Room With Three Year Old Maytag Washer & Dryer, Double Sized Closet & Second Linen Closet, And Two Car Garage Completes The First Floor. The Second Floor Offers A Large Loft/Open Space Area With Industrial Railings, Beautiful Views Of The Great Room And Ample Room For Furniture, The Third Bedroom (13'3" x 18'4") Offers Beautiful Angled Ceilings, Hardwood Floors, Huge 13' Walk In Closet & Ample Room For Furniture, The (11'11" x 18'6") Fourth Bedroom Offers Beautiful Angled Ceilings, Hardwood Floors, Large 12' Walk In Closet & Ample Room For Furniture, And The Beautifully Appointed Bathroom Offers A Large Stone Topped Vanity, Stunning Custom Shower With Fully Ceramic Tiled Walls With Beautiful Accents, Inlays & Borders, Frameless Glass Doors & Upgraded Fixtures. The Expansive Unfinished Basement Offers Many Possibilities To Create Additional Living Space, Top Of The Line Buderis Natural Gas Heating System, Aprilaire Humidifier, Noritz On Demand Hot Water System, Rheem Central Air Conditioning System & Mechanicals For The Fully OWNED Solar Panel System, And The Entertainer's Backyard Is A Spectacular Oasis With A 20' x 40' Saltwater In Ground Pool, 1100 Square Feet Of Tanzite Multilevel Stone Plank Decking & Industrial Style Railings, Meticulous Landscape & Beautiful Wooded & Farm Views. Hurry To See This Stunning, One Of A Kind Custom Built Home & Beautiful Perfect, Peaceful Setting Close To All That The Serene North Fork Offers Before It's Gone!

61 Eileen Circle, Jamesport
$995,000
3 Beds ⋅ 2 Baths ⋅ 916406 MLS
Welcome to 160 High Meadow Lane, a charming gem nestled in the heart of Jamesport, New York. This 3-bedroom, 2-bathroom residence offers an inviting blend of comfort and style, ready to be called your home. As you step into this move-in ready home, you'll be greeted by a spacious living room, complete with a wood-burning fireplace that promises cozy winter evenings. The brand-new kitchen is a culinary enthusiast's delight, offering a perfect setting for home-cooked meals and memorable gatherings. The dining room, seamlessly connected to the living space, extends into a screened-in porch. Here, you can enjoy starlit evenings, free from the worry of mosquitoes, while basking in the serenity of your surroundings. The property boasts a large, fenced-in backyard, adorned with beautiful plantings, providing ample space for outdoor activities or relaxation. Whether you have a furry companion or simply enjoy the outdoors, this backyard is a dream come true. The home also features two newly renovated bathrooms and a new air conditioning unit, ensuring comfort all year round. A large basement with high ceilings offers a blank canvas, ready for you to customize to your liking. The 2-car garage provides ample storage and parking space. Just a stone's throw away, you'll find a sugar sand beach. The neighborhood exudes a sense of community and tranquility, making it a wonderful place to call home. At 160 High Meadow Lane, all you need to bring is your toothbrush. Your new home awaits!

160 High Meadow Lane, Jamesport
$990,000
3 Beds ⋅ 2 Baths ⋅ 999482 MLS
Nestled on the serene North Fork of Long Island, this fantastic, well maintained beach home offers an effortless blend of coastal charm and easy living. The property boasts a rare private beach and wonderful panoramic water views. Airy living spaces capture the beauty of the Long Island Sound. Whether enjoying a quiet morning with coffee on the deck overlooking the sparkling sound or hosting the most beautiful sunset gatherings, this home is a true sanctuary where relaxation and natural beauty come together. Enjoy the beach, wineries, restaurants and everything the North Fork has to offer. Your next home!!

31 W Fairview Avenue, Jamesport
$989,000
3 Beds ⋅ 2 Baths ⋅ 901151 MLS
Idyllic vineyard views, feel like you're on vacation all year! Wake each morning to a masterpiece, as the sun rises over 200 acres of vines just beyond your backyard! Down a private lane in the coveted hamlet of Jamesport, this beautiful ranch is your private retreat set on 1.25 manicured acres, where every day feels like a getaway. The light filled living room features a cathedral ceiling with skylights. Granite and stainless kitchen and dining rooms lead to sunny deck overlooking your sparkling saltwater pool. 3 bedrooms, 2 baths, main floor laundry, spacious 2 car garage and a full basement complete this comfortable home, meant for entertaining inside and out. Enjoy spending cool evenings under the stars by the glow of your firepit, or move the party inside to the comfort of central air, natural gas heat, and a beautiful fireplace in the living room. There is also a full basement and whole house generator. This is a home where wine country charm meets the beauty of the North Fork every day!

7 Windy Acres, Jamesport
$955,000
4 Beds ⋅ 4 Baths ⋅ 975461 MLS
This exquisite farmhouse has deeded beach rights to a private beach on the Long Island Sound which is just a short stroll. Additionally, the property is located slightly west of Iron Pier Beach. Grab a beach chair and head down the private road to the beach. This sprawling custom home features the curb appeal you have been looking for. Sit and relax on the large wrap around porch. Enter into the foyer introducing the character of the home, the formal living room and dining room have hardwood floors, oversized windows and plenty of natural light. The custom kitchen boasts an oversized refrigerator, cooktop, double oven, dishwasher, trash compactor and food disposal, pantry, island and peninsula with granite countertops. The kitchen opens into the den with a wall of windows, cathedral ceiling, French doors to deck, wood burning fireplace and loft above. Just off the den is an office with an outside entrance, built in cabinets and desk. Upstairs, you'll find the primary bedroom with beautiful windows and ensuite with radiant heated floors, plus three other spacious bedrooms and a full bathroom. As a bonus, a cozy loft overlooks the den and also provides access to large storage area over the garage. The stairs to a large unfinished attic provides more storage than you would ever need. The full basement is filled with possibilities and has sliding glass doors opening to the patio/pool and plenty of natural light. The radiant heated floors in the three car garage makes for a comfortable work area. Choose whether to entertain your guests on the patio, up on the deck or along side the inground pool. Come take a look at this one of a kind farmhouse overlooking the Sound!

886 Sound Shore Road, Jamesport
$955,000
3 Beds ⋅ 2 Baths ⋅ 928908 MLS
Jamesport, Beautiful traditional ranch style home nicely set on private drive far off of Peconic Bay Blvd on flag lot. This ranch has an open concept floor plan. The great room offers living room with gas fireplace and built in bookshelves, dining room, and snack bar gourmet kitchen. Front and back covered porches are alternate seating options for all weather sitting outdoors. Primary bedroom with en suite bath and walk in closet. Total 3 bedrooms plus additional full bath and separate laundry room. 9' ceilings and hardwood wide board oak floors throughout the home. Spacious 2 car garage and fantastic full basement unfinished with tall ceilings for possible future space. Established gardens .96 of an acre, with room for a pool!!! Close to Peconic Bay, lighted tennis courts, and playground. Begin your new lifestyle here on the North Fork exploring vineyards, craft breweries, farmstands, orchards, and beaches!!!

898 Peconic Bay Boulevard, Jamesport
$950,000
4 Beds ⋅ 3 Baths ⋅ 829196 MLS
Discover your private sanctuary in this stunning 4-bedroom, 3-bathroom retreat. Nestled on a sprawling 1.29 acre lot that seamlessly blends into the picturesque backdrop of a working farm, this home offers unparalleled tranquility and breathtaking sunset views. Enjoy the outdoors with room for pool, and pickle ball court. Just a short stroll (.5 miles) to the pristine sands of Pier Ave Beach, you'll enjoy the best of both worlds – peaceful seclusion and easy access to coastal pleasures. Set far back from the road, the expansive grounds offer endless possibilities for expansion like room for a sparkling pool and a pickleball court! Embrace a lifestyle of serenity and natural beauty in this exceptional property.

157 Pier Avenue, Jamesport
$940,000
4 Beds ⋅ 3 Baths ⋅ 907399 MLS
Welcome to move-in ready colonial style 4 bedroom, 3 bathroom home.This special North Fork home was custom built in 2002 and features a spacious and sunny interior with many special features throughout. Beautiful cared for, it sits proudly on a lush acre of land with manicured lawns, specimen trees, and flowering gardens- with both curb appeal and privacy. The peaceful backyard, borders quiet woods and farmland beyond. Upon entering the front door, there is a welcoming foyer. To your right is a sun filled living room with wood floors that opens to the wrap around deck; to your left is the formal dining room with wood floors and plenty of space for festive meals. The kitchen beyond boasts new stainless-steel appliances and flows seamlessly into a casual dinette and great room with wood-burning fireplace and sliders to the backyard patio.- a perfect reprieve for relaxing or entertaining. Upstairs, the luxurious and spacious primary suite includes its own en-suite bath, complemented by 3 additional bedrooms and hallway bath. Additional highlights include a first-floor full bath, central A/C, in-ground sprinklers, 2+ car attached garage, and a full basement with high ceilings and bilco door to the backyard. This exceptional home is perfectly situated close to vineyards, wineries, farmstands, golf courses- and just a stone's throw to Iron Pier Sound beach- one of the North Fork’s widest stretches of beach with unforgettable sunsets. Whether you’re seeking a year-round residence or a vacation retreat, this home offers the perfect blend of classic style, comfort, and North Fork living. Come see this home before it is too late!

4 Simeon Road, Jamesport
$930,000
4 Beds ⋅ 4 Baths ⋅ 948359 MLS
Welcome To This Charming Abode, Nestled In The Heart Of Jamesport. This Residence Boasts Four Spacious Bedrooms And Four Well-Appointed Bathrooms, Ensuring Ample Space For Everyone. The Home Also Features An Additional Private Designated Guest Quarters, Perfect For Hosting Company. Step Inside To Find A Warm And Inviting Atmosphere, Where Natural Light Dances Off The Polished Floors. The 3600Sq Ft Open-Concept Layout Ensures A Seamless Flow From Room To Room, Perfect For Both Quiet Nights In And Entertaining Guests. Make A Splash And Dive Into The Semi-Inground Pool, At The Rear Of The Home, On Those Hot Summer Days... Venture Outside And You'll Find Yourself In A Friendly, Vibrant Community. Jamesport Offers A Variety Of Local Amenities, From Boutique Shops To Delectable Dining Options. Outdoor Enthusiasts Will Appreciate The Numerous Parks And Recreational Areas Dotting The Landscape. This Property Is More Than Just A House, It's A Lifestyle. It's A Place Where Memories Are Made, Laughter Is Shared, And Life Is Lived To The fullest. So Why Wait? Take The First Step Towards Your New Home Today!

196 High Meadow Lane, Jamesport
$880,000
4 Beds ⋅ 3 Baths ⋅ 1014755 MLS
Welcome to North Fork living at its finest! Nestled on the highly sought-after Peconic Bay Boulevard in Jamesport, this beautiful and spacious 4-bedroom, 3 full bath Cape offers the perfect blend of comfort, style, and coastal charm. Step inside to find a thoughtfully designed layout featuring a large formal dining room, elegant formal living room, and an inviting eat-in kitchen complete with stainless steel appliances and granite countertops. The oversized family room is the heart of the home, showcasing radiant-heated hardwood floors and sliding glass doors that open to an exceptional backyard retreat. Designed for both relaxation and entertaining, the beautifully landscaped backyard features a spacious paved patio, and ambient lighting—perfect for gathering with family and friends after a day spent enjoying the deeded beach down the street or Jamesport Town Beach just minutes away. Additional highlights include a large driveway with ample space for multiple vehicles or a boat, as well as a detached two-car garage. Ideally located in the heart of the North Fork, you'll enjoy easy access to renowned beaches, vineyards, breweries, restaurants, farm stands, and shopping. A rare opportunity to own a spacious beachside retreat in one of Jamesport's most desirable locations. This is a must-see!

790 Peconic Bay Boulevard, Jamesport
$855,000
3 Beds ⋅ 2 Baths ⋅ 857285 MLS
Welcome to 264 Washington Avenue in the Heart of the Village of Jamesport on the North Fork of Long Island. Originally Built in 1883. Lovingly Inhabited and Maintained Over the Years. A Very Special Home and Property. All Updated Throughout While Keeping the Old-World Charm and Detailing. Custom Built-Ins, Moldings and Wood Flooring are Mostly Original. Stained Glass Accents. The Eat-In Kitchen is Updated with White Wood Cabinetry, Black Granite Countertops, Stainless Appliances, Brand New Induction Range for Cooking. There is a Wood Burning Stove in the Mudroom with Laundry Off the Kitchen. 2 Additional Gas Fireplaces in the Family Room and Living Room. The Home Boasts 3+ Bedrooms, All Located on the Second Floor of the Home. The Primary Bedroom has a Bonus Room Currently Storage and Additional Living Space. The Second Floor Full Bath Features a Great Claw Foot Tub for Soaking. The Entire House is Geothermal. Solar Panels Service the Home for All Heating and Electric Needs. Extremely Low Energy Costs. The Roof is 5 Years Old and the Solar Panels are Approximately 10 Years Old. There is a Brand-New Oil Tank for the Back-Up Furnace to the Geothermal System. Street Gas Also Services the Home. Tankless Hot Water. Central Air Cools the Home. The Full Basement with Indoor and Exterior Access is Home to All Utilities and the Full House Generator. There is a Great Front Porch on the Home for Enjoyment at Any Time of the Day or Night. A Huge Screened in Porch on the Rear of the Home Allows for Additional Living, Lounge or Entertainment Space. The Property is .77 of an Acre with an Incredible Amount of Yard Space for a Pool and More. There are 2 Outbuildings on the Property. The Workshop Provides a Great Space for the Artist in You with Loft Above and Full Basement Below. There is a Machine Shop to the Rear of the Property with Front and Rear Double Doors for Easy Access for Large Equipment. All Just Around the Corner from Town Center Shoppes, Restaurants, Bakery, Vineyards, Farmstands and Beaches Galore. Make Jamesport Your New Home. You Will Truly Love Where You Live.

264 Washington Avenue, Jamesport
$850,000
3 Beds ⋅ 2 Baths ⋅ 986821 MLS
Beach days, sunset skies, and laid-back North Fork living await at this turn-key Jamesport retreat-located just steps from Iron Pier Beach and set on over an acre with views of the Long Island Sound. Whether you're looking for the ultimate weekend escape or a place to call home year-round, this 3-bedroom, 2-bath charmer delivers the perfect blend of comfort, style, and coastal fun. Inside, you'll find a welcoming great room with a fireplace, a sunroom made for morning coffee and nature watching, and inviting spaces designed for easy living. Spend your afternoons at the beach, launch the boat from nearby Iron Pier Park, or simply unwind on your own private property surrounded by sea breezes and serenity. The walk-out basement, garage, and thoughtful updates make everyday living effortless, while the location puts the very best of the North Fork right at your doorstep; farm stands, tasting rooms, vineyards, renowned restaurants, and fantastic beaches! From sunrise strolls on the sand to cozy evenings by the fire-this home truly has it all.

6 Smugglers Path, Jamesport
$840,000
3 Beds ⋅ 2 Baths ⋅ 917992 MLS
Welcome to your Jamesport Retreat! This meticulously maintained 3-bedroom, 2-bath cedar-clad saltbox contemporary sits in North Wind Estates, at the heart of North Fork wine country. Set on an impeccably landscaped private lot with mature plantings, it features an 18x36 ft pool surrounded by wide decking—ideal for entertaining or relaxing. Inside, the sun-filled living room with wood-burning fireplace and cathedral ceiling opens to the kitchen and dining areas, which flow out to the deck. A flexible third bedroom/office is also on the main floor. Upstairs, two bedrooms overlook the living space below; the primary has its own deck with views of the pool and gardens. Additional highlights include central air, hardwood floors, newer windows, irrigation, custom moldings, and a full basement with outside entrance. Just minutes to fine dining, shopping, glorious sunsets at Iron Pier beach or sugar sand South Jamesport beach, wineries, hiking trails, off roading, and all of the activities the North Fork offers, 7 Eileen Circle is the perfect North Fork getaway or primary home.

7 Eileen Circle, Jamesport

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