South Jamesport Real Estate

Welcome to South Jamesport, a hidden gem nestled in the heart of Suffolk County, New York. This charming hamlet is situated on the picturesque North Fork of Long Island, offering a delightful blend of coastal beauty, quaint community spirit, and rich local history. With its stunning waterfront views and serene atmosphere, South Jamesport is an ideal destination for those seeking a peaceful retreat while still being close to vibrant local attractions.

One of the highlights of South Jamesport is its proximity to the pristine beaches along the Long Island Sound, perfect for sunbathing, swimming, and enjoying leisurely strolls at sunset. The area is renowned for its lush vineyards and charming farms, making it a haven for wine enthusiasts and food lovers alike. Explore the local wineries and indulge in exquisite tastings, or visit the nearby farm stands for fresh, seasonal produce that highlights the region’s agricultural bounty.

South Jamesport boasts a tight-knit community, where neighbors become friends and local events foster a warm, welcoming atmosphere. The area is also rich in recreational opportunities, with numerous parks and nature trails for hiking, biking, and birdwatching. Whether you're looking to enjoy a day on the water, explore the local art scene, or simply relax in a peaceful setting, South Jamesport has something for everyone.

With its blend of natural beauty, community charm, and convenient access to nearby attractions, South Jamesport is not just a place to live; it’s a lifestyle. Discover your dream home in this enchanting hamlet and experience all that South Jamesport has to offer!

Newest Listings in South Jamesport

$1,300,000

3 Beds ⋅ 3 Baths ⋅ 993100 MLS

Nestled between green farm fields and the lapping waves of Flanders Bay, 56 Lagoon Court West is near to the best of everything the North Fork has to offer. Upon entering the home, you are greeted by double height ceilings hinting at the spaciousness of the rest of the home. Flowing through the formal dining room to the rear of the home, the brand new eat in kitchen and living room with gas fireplace overlooking the backyard is the perfect space to entertain no matter the season. A first floor combination laundry and mudroom is a convenient utility space and offers additional access to the rear yard. A full bathroom and den complete the first floor. The second floor consists of a spacious primary ensuite bedroom and 2 additional bedrooms with shared guest bathroom. Looking for a flex space? A bonus room above the 2 car garage provides just that! Storage abounds with a full basement and multitude of closets throughout. Outside, an abundance of plantings including lilacs, hydrangeas, hostas, and Lilly of the Valley grace the front and backyard. The 20x40 vinyl lined pool is perfect for lazy summer days when you are not out on the boat via your 2 deeded boat slips just down the street or at the Waterview Terrace neighborhood beach. This well cared for home is an excellent opportunity to find your North Fork paradise.

56 Lagoon Court W, South Jamesport

$1,999,999

6 Beds ⋅ 6 Baths ⋅ 932455 MLS

Step into the timeless grandeur of Wisteria Court, one of South Jamesport's most admired historic estates. Wisteria Court stands proudly as an iconic 1913 Queen Anne Colonial set on a .75-acre double corner property in the heart of South Jamesport, just two blocks from the beautiful Great Peconic Bay. This grand residence offers rare legal two-family status and expansive living space, surrounded by lush, mature landscaping and an extraordinary wraparound porch with over 950 square feet of covered outdoor living. Built off a storied local love story, the home carries both historic charm and remarkable scale, with approximately 4,500 square feet of legal living area, including additional space of a full basement and expansive walk up attic, nearly doubling the square footage, all with low taxes. Inside, the home features period details, tall ceilings, and multiple formal and informal gathering rooms filled with natural light. Dual dining areas include a gracious formal dining room ideal for hosting and an additional dining space off the galley kitchen suited for everyday meals. The upper levels offer an array of spacious guest bedrooms with warm wood floors, original trims, and the inviting character of early-century design. Guest bathrooms have been tastefully updated with classic finishes while honoring the home’s vintage aesthetic. Significant recent upgrades elevate the home’s functionality and longevity, including new electric service with dual meters and an upgrade to 350 amps, a new alarm system with perimeter video cameras, and extensive renovations to the rear apartment including new floors, ceilings, paint, and furnishings. Additional updates include a new oil tank, new living room floors and paint, a new HVAC system, all new major appliances—stoves, dishwashers, washing machines, dryers, refrigerators, and microwaves—as well as a new home theater television and sound system (some lights to be excluded from sale). Exterior enhancements include new front walkway pavers, new lawn installation, a new gravel driveway, and new Belgian block driveway borders. There is a pickle ball court on premise. All of these improvements have been completed since May 2024. The property also includes a new septic tank installed in 2019 and a new water heater added in 2020. Designed for effortless entertaining, the property provides dining for 22, sleeping for 14+ guests, and parking for up to 15 cars. Estate-like grounds, established hedgerows, and a substantial street presence create a private and elegant setting. Just steps from sandy bay beaches, Wisteria Court remains one of South Jamesport’s most distinguished legacy homes—a rare opportunity to own a treasured piece of North Fork history. With low taxes of $13,138!

121 S Jamesport Avenue, South Jamesport

$1,895,000

4 Beds ⋅ 4 Baths ⋅ 854138 MLS

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

33 Lagoon Court, South Jamesport

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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.