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A fresh opportunity in Jamesport—spacious, modern and designed for the way you want to live on the North Fork. Set on a landscaped .69-acre property, this 5-bedroom, 3-full and 2-half-bath home combines dramatic open spaces with a flexible layout and exceptional indoor-outdoor living. At the heart of the home is a light-filled, double-height living area with soaring ceilings, oversized windows and a wood-burning fireplace. The open kitchen and dining areas flow directly onto the expansive main deck, extending the living space outdoors for summer dinners, BBQs and entertaining. The first-floor primary suite creates a private retreat with a walk-in closet and spacious bath. Also on the main level is a separate family room with its own gas fireplace, wet bar, island and outdoor access—an incredibly versatile space for entertaining, working from home, a studio, media room or additional gathering area. Upstairs, four bedrooms and two full baths provide plenty of room for family and guests. Multiple decks and a balconies offer places to relax outdoors, including an upper deck with partial water views. Throughout the home, wide-plank oak floors, tall windows and high ceilings create an airy contemporary feel. Additional features include 4-zone central air, ceiling fans, custom closets, two laundry areas, security system, irrigation, basement storage, an attached 2-car garage with EV charging and two driveways. With four outdoor decks, a fenced backyard and landscaped front yard, and generous spaces for both gathering and privacy, this home is equally suited to year-round living or a North Fork getaway. Enjoy easy access to Peconic Bay beaches (town beach and public tennis/pickleball facilities are approximately 0.5 mile from the property), marinas, wineries, farm stands, restaurants, public transportation, Jitney and everything that makes the North Fork a destination.

5 Beds ⋅ 5 Baths ⋅ 1058615 MLS

A fresh opportunity in Jamesport—spacious, modern and designed for the way you want to live on the North Fork. Set on a landscaped .69-acre property, this 5-bedroom, 3-full and 2-half-bath home combines dramatic open spaces with a flexible layout and exceptional indoor-outdoor living. At the heart of the home is a light-filled, double-height living area with soaring ceilings, oversized windows and a wood-burning fireplace. The open kitchen and dining areas flow directly onto the expansive main deck, extending the living space outdoors for summer dinners, BBQs and entertaining. The first-floor primary suite creates a private retreat with a walk-in closet and spacious bath. Also on the main level is a separate family room with its own gas fireplace, wet bar, island and outdoor access—an incredibly versatile space for entertaining, working from home, a studio, media room or additional gathering area. Upstairs, four bedrooms and two full baths provide plenty of room for family and guests. Multiple decks and a balconies offer places to relax outdoors, including an upper deck with partial water views. Throughout the home, wide-plank oak floors, tall windows and high ceilings create an airy contemporary feel. Additional features include 4-zone central air, ceiling fans, custom closets, two laundry areas, security system, irrigation, basement storage, an attached 2-car garage with EV charging and two driveways. With four outdoor decks, a fenced backyard and landscaped front yard, and generous spaces for both gathering and privacy, this home is equally suited to year-round living or a North Fork getaway. Enjoy easy access to Peconic Bay beaches (town beach and public tennis/pickleball facilities are approximately 0.5 mile from the property), marinas, wineries, farm stands, restaurants, public transportation, Jitney and everything that makes the North Fork a destination.

1001 Peconic Bay Boulevard, Jamesport

$595,000

Welcome to 43 Kirby Lane, a beautifully renovated seasonal cottage tucked away in the charming waterfront community of South Jamesport. This inviting 2-bedroom, 1-bath cottage offers the perfect North Fork escape, complete with deeded beach rights and mooring rights. Thoughtfully renovated throughout, the home blends classic cottage charm with fresh, updated finishes. Step outside to the spacious wraparound porch, creating an incredible extension of the home’s living space and the perfect setting for summer dinners, morning coffee, entertaining friends, or simply relaxing after a day at the beach. An outdoor shower and private dressing room add to the quintessential summer cottage experience, making it easy to come straight from the beach and embrace relaxed coastal living. Whether you’re searching for a peaceful weekend retreat or a place to spend your summers by the water, 43 Kirby Lane captures everything there is to love about North Fork living. Beach days, boating, outdoor entertaining and effortless summer living await!

2 Beds ⋅ 1 Baths ⋅ 1054765 MLS

Welcome to 43 Kirby Lane, a beautifully renovated seasonal cottage tucked away in the charming waterfront community of South Jamesport. This inviting 2-bedroom, 1-bath cottage offers the perfect North Fork escape, complete with deeded beach rights and mooring rights. Thoughtfully renovated throughout, the home blends classic cottage charm with fresh, updated finishes. Step outside to the spacious wraparound porch, creating an incredible extension of the home’s living space and the perfect setting for summer dinners, morning coffee, entertaining friends, or simply relaxing after a day at the beach. An outdoor shower and private dressing room add to the quintessential summer cottage experience, making it easy to come straight from the beach and embrace relaxed coastal living. Whether you’re searching for a peaceful weekend retreat or a place to spend your summers by the water, 43 Kirby Lane captures everything there is to love about North Fork living. Beach days, boating, outdoor entertaining and effortless summer living await!

43 Kirby Lane, Jamesport

$929,000

Fully renovated, effortlessly livable, and set on a shy acre with an in-ground pool, this beautifully updated Jamesport ranch offers the best of easy single-level living and quintessential North Fork style. The interior home has been thoughtfully renovated throughout, while the exterior has been beautifully transformed, including new pool mechanicals and liner, creating a turnkey retreat ready to enjoy. Inside, a bright, fresh aesthetic is paired with tasteful finishes and thoughtful craftsmanship throughout. The newly renovated kitchen features GE Profile stainless steel appliances, natural stone countertops, beautifully crafted cabinetry, and abundant natural light. New lighting, fixtures, hardware, and custom closets in each closet complement the engineered oak flooring throughout the home. The primary suite offers a spacious and private setting overlooking the pool and backyard, with sliding glass doors opening directly to the outdoor space. A beautifully appointed ensuite features a walk-in shower, while a true walk-in closet is outfitted with a custom closet system. Two additional bedrooms each enjoy large windows overlooking the pool and private grounds as well. Set on a shy acre, the property offers both privacy and flexibility. Approximately half of the lot is currently cleared, leaving a wonderfully lush, established landscape while providing the opportunity to clear additional acreage and nearly double the existing level, usable yard space. The in-ground pool creates a natural centerpiece for outdoor entertaining and summer enjoyment. New filter and liner for pool. A two-car attached garage and full, clean, unfinished basement provide excellent storage and future potential. The location is quintessential Jamesport. Situated on a corner lot along Herricks Lane, where vineyards meet open farm fields, the setting offers beautiful pastoral views and some of the North Fork's most spectacular sunsets. Jamesport Brewing Company, RGNY and Clovis Point are all just moments away, while both the Long Island Sound and Peconic Bay are minutes from home, with Jamesport Beach and Iron Pier Beach close by. A turnkey home, a lovely lot, an in-ground pool, and a truly special North Fork setting—this is North Fork living at its best.

3 Beds ⋅ 2 Baths ⋅ 1046133 MLS

Fully renovated, effortlessly livable, and set on a shy acre with an in-ground pool, this beautifully updated Jamesport ranch offers the best of easy single-level living and quintessential North Fork style. The interior home has been thoughtfully renovated throughout, while the exterior has been beautifully transformed, including new pool mechanicals and liner, creating a turnkey retreat ready to enjoy. Inside, a bright, fresh aesthetic is paired with tasteful finishes and thoughtful craftsmanship throughout. The newly renovated kitchen features GE Profile stainless steel appliances, natural stone countertops, beautifully crafted cabinetry, and abundant natural light. New lighting, fixtures, hardware, and custom closets in each closet complement the engineered oak flooring throughout the home. The primary suite offers a spacious and private setting overlooking the pool and backyard, with sliding glass doors opening directly to the outdoor space. A beautifully appointed ensuite features a walk-in shower, while a true walk-in closet is outfitted with a custom closet system. Two additional bedrooms each enjoy large windows overlooking the pool and private grounds as well. Set on a shy acre, the property offers both privacy and flexibility. Approximately half of the lot is currently cleared, leaving a wonderfully lush, established landscape while providing the opportunity to clear additional acreage and nearly double the existing level, usable yard space. The in-ground pool creates a natural centerpiece for outdoor entertaining and summer enjoyment. New filter and liner for pool. A two-car attached garage and full, clean, unfinished basement provide excellent storage and future potential. The location is quintessential Jamesport. Situated on a corner lot along Herricks Lane, where vineyards meet open farm fields, the setting offers beautiful pastoral views and some of the North Fork's most spectacular sunsets. Jamesport Brewing Company, RGNY and Clovis Point are all just moments away, while both the Long Island Sound and Peconic Bay are minutes from home, with Jamesport Beach and Iron Pier Beach close by. A turnkey home, a lovely lot, an in-ground pool, and a truly special North Fork setting—this is North Fork living at its best.

177 Herricks Lane, Jamesport

$445,000

Welcome to 8 Railroad Avenue, a haven of comfort and convenience nestled in the heart of Jamesport. This 2-bedroom, 2-bathroom residence boasts a new roof, siding, and gutters, promising a worry-free living experience. The secluded backyard is a personal oasis, complete with a pool featuring a new lining and energy-efficient pump. A gazebo and Trex deck offer the perfect spots for relaxation, while the 1500 square foot putting green, pickleball court, and basketball court invite fun and games. This is not a land lease. Just a stone's throw away, you'll find a picturesque marina, tennis courts, and a stunning sugar sand beach. The North Fork region, renowned for its wineries, fresh produce, and diverse dining options, is right at your doorstep. With its low taxes, this home is a smart investment in a lifestyle of leisure and pleasure. Whether you're a beach lover, a sports enthusiast, or someone who enjoys the finer things in life, 8 Railroad Avenue is a place where every day feels like a vacation. Come and explore this gem today.

2 Beds ⋅ 2 Baths ⋅ 1045989 MLS

Welcome to 8 Railroad Avenue, a haven of comfort and convenience nestled in the heart of Jamesport. This 2-bedroom, 2-bathroom residence boasts a new roof, siding, and gutters, promising a worry-free living experience. The secluded backyard is a personal oasis, complete with a pool featuring a new lining and energy-efficient pump. A gazebo and Trex deck offer the perfect spots for relaxation, while the 1500 square foot putting green, pickleball court, and basketball court invite fun and games. This is not a land lease. Just a stone's throw away, you'll find a picturesque marina, tennis courts, and a stunning sugar sand beach. The North Fork region, renowned for its wineries, fresh produce, and diverse dining options, is right at your doorstep. With its low taxes, this home is a smart investment in a lifestyle of leisure and pleasure. Whether you're a beach lover, a sports enthusiast, or someone who enjoys the finer things in life, 8 Railroad Avenue is a place where every day feels like a vacation. Come and explore this gem today.

8 North Railroad Avenue, Jamesport

$1,399,000

Looking for the ultimate North Fork retreat near the beach? Look no further. This exceptional Colonial-style residence offers a spacious, sun-drenched floor plan designed for comfortable everyday living and effortless entertaining. Step inside to a bright, inviting interior with generous room sizes, abundant natural light, and an easy, flowing layout. The main level features an updated eat-in kitchen with granite countertops and French doors opening to a private patio—perfect for morning coffee or evening sunsets. Entertain in the formal dining room, relax in the cozy den, or gather in the light-filled formal living room, anchored by a warm fireplace. Upstairs, a welcoming landing and lounge area leads to three generously sized guest bedrooms and a private primary Master Bedroom suite retreat. The primary suite offers a private walk-out balcony, spacious walk-in closet, and ensuite bath with a dedicated makeup vanity. A skylight-filled full bathroom adds even more natural light and character. The full basement provides flexible space for recreation, entertainment, extensive storage, and future expansion, with the added convenience of an Outside Entrance (OSE). Additional features include central air conditioning, central vacuum, and a newly updated hot water heater. Step outside into a fully fenced backyard oasis designed for both entertaining and relaxation. The centerpiece is an impressive 20' x 40' inground swimming pool, complemented by a pool pump and filter approximately three years old and a solar cover. Beautifully landscaped grounds include a brand-new storage shed, a productive vegetable garden, and fruiting trees, all set against unobstructed views of neighboring open farm fields. For exceptional energy efficiency, the property also features a 100% owned solar panel system installed on a brand-new roof, offering significant potential for utility savings. Standalone Guest House & 2-Car Garage Adding tremendous value and versatility, the separate detached guest structure—under 1,000 square feet—features new electrical wiring, a brand-new heating and cooling system, and a brand-new dedicated washer and dryer. The property also includes its own 2-car garage Exceptional high-ceiling garage/workshop with the height and space to accommodate a vehicle lift, perfect for automotive enthusiasts, hobbyists, or a serious home workshop and separate driveway entrance. Whether used for multi-generational living, extended guests, a private home office, or an executive retreat, this flexible space offers endless possibilities. Ideally located just a short distance from Great Peconic Bay Marina, local beaches, award-winning wineries, championship golf courses, fine dining, parks, and beloved North Fork farm stands, this property captures the very best of the North Fork lifestyle. Whether you're hosting summer gatherings by the pool, enjoying quiet afternoons overlooking the open fields, or heading out to the beach, this exceptional property offers the space, privacy, and versatility to make every season memorable. Your North Fork lifestyle awaits—come experience it for yourself.

4 Beds ⋅ 3 Baths ⋅ 1038540 MLS

Looking for the ultimate North Fork retreat near the beach? Look no further. This exceptional Colonial-style residence offers a spacious, sun-drenched floor plan designed for comfortable everyday living and effortless entertaining. Step inside to a bright, inviting interior with generous room sizes, abundant natural light, and an easy, flowing layout. The main level features an updated eat-in kitchen with granite countertops and French doors opening to a private patio—perfect for morning coffee or evening sunsets. Entertain in the formal dining room, relax in the cozy den, or gather in the light-filled formal living room, anchored by a warm fireplace. Upstairs, a welcoming landing and lounge area leads to three generously sized guest bedrooms and a private primary Master Bedroom suite retreat. The primary suite offers a private walk-out balcony, spacious walk-in closet, and ensuite bath with a dedicated makeup vanity. A skylight-filled full bathroom adds even more natural light and character. The full basement provides flexible space for recreation, entertainment, extensive storage, and future expansion, with the added convenience of an Outside Entrance (OSE). Additional features include central air conditioning, central vacuum, and a newly updated hot water heater. Step outside into a fully fenced backyard oasis designed for both entertaining and relaxation. The centerpiece is an impressive 20' x 40' inground swimming pool, complemented by a pool pump and filter approximately three years old and a solar cover. Beautifully landscaped grounds include a brand-new storage shed, a productive vegetable garden, and fruiting trees, all set against unobstructed views of neighboring open farm fields. For exceptional energy efficiency, the property also features a 100% owned solar panel system installed on a brand-new roof, offering significant potential for utility savings. Standalone Guest House & 2-Car Garage Adding tremendous value and versatility, the separate detached guest structure—under 1,000 square feet—features new electrical wiring, a brand-new heating and cooling system, and a brand-new dedicated washer and dryer. The property also includes its own 2-car garage Exceptional high-ceiling garage/workshop with the height and space to accommodate a vehicle lift, perfect for automotive enthusiasts, hobbyists, or a serious home workshop and separate driveway entrance. Whether used for multi-generational living, extended guests, a private home office, or an executive retreat, this flexible space offers endless possibilities. Ideally located just a short distance from Great Peconic Bay Marina, local beaches, award-winning wineries, championship golf courses, fine dining, parks, and beloved North Fork farm stands, this property captures the very best of the North Fork lifestyle. Whether you're hosting summer gatherings by the pool, enjoying quiet afternoons overlooking the open fields, or heading out to the beach, this exceptional property offers the space, privacy, and versatility to make every season memorable. Your North Fork lifestyle awaits—come experience it for yourself.

8 High Meadow Lane, Jamesport

$880,000

Located in the hamlet of Jamesport on nearly an acre at the end of a quiet cul-de-sac, this 3-bedroom, 2-bath ranch offers a rare combination of privacy, usable outdoor space, and a desirable North Fork location. Being sold by its original owner, the oversized property provides plenty of room to enjoy the outdoors and is surrounded by the natural beauty the area is known for. A haven for birdwatchers and nature lovers alike, the setting offers a peaceful retreat while remaining close to local amenities. Inside, the home features an open layout with cathedral ceilings, skylights, a full basement, and an attached garage. Conveniently located near North Fork wineries, beaches, farm stands, restaurants, shopping, and major roadways. Rarely does a property of this size become available in such a sought-after location.

3 Beds ⋅ 2 Baths ⋅ 1008189 MLS

Located in the hamlet of Jamesport on nearly an acre at the end of a quiet cul-de-sac, this 3-bedroom, 2-bath ranch offers a rare combination of privacy, usable outdoor space, and a desirable North Fork location. Being sold by its original owner, the oversized property provides plenty of room to enjoy the outdoors and is surrounded by the natural beauty the area is known for. A haven for birdwatchers and nature lovers alike, the setting offers a peaceful retreat while remaining close to local amenities. Inside, the home features an open layout with cathedral ceilings, skylights, a full basement, and an attached garage. Conveniently located near North Fork wineries, beaches, farm stands, restaurants, shopping, and major roadways. Rarely does a property of this size become available in such a sought-after location.

44 Aliperti Road, Jamesport