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6 Smugglers Path, 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
7 Eileen Circle, 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
108 Vista Court, Jamesport
$800,000
3 Beds ⋅ 3 Baths ⋅ 971473 MLS
Welcome to 108 Vista Court, tucked away on a quiet cul-de-sac off Peconic Bay Boulevard, in Jamesport. This classic, move-in ready 3-bedroom, 2.5-bath center hall Colonial places you in the heart of North Fork living. You'll enjoy a sandy beach, tennis and pickleball courts, launching ramp and marina, and boating on Peconic Bay just a half mile down the road. Start your day with coffee on the wraparound porch and end the evening on the rear deck after a day on the water. Inside, the home features beautiful hardwood floors, a welcoming living room with wood-burning fireplace, spacious kitchen and dinette that open to gathering room and formal dining room. A convenient first-floor laundry room, powder room, and two car garage complete the main level. Upstairs, the generous primary suite is a peaceful retreat, featuring a cathedral ceiling, walk-in closet, and private bath. Two additional guest bedrooms and a full hall bath provide comfortable accommodations for guests. Whether you're looking for a year-round residence or the perfect North Fork getaway, 108 Vista Court offers location, comfort, proximity to restaurants, vineyards, farm stands, shopping, the South Fork and all that makes this home so special.

108 Vista Court, Jamesport
93 Saint Marys Drive, Jamesport
$800,000
4 Beds ⋅ 3 Baths ⋅ 955771 MLS
Right where you want to be! Enjoy living within a short distance to the Jamesport sugar sand beach! Boat ramp & tennis courts. Just minutes away. King size Colonial fit for a queen! 4 Bedrooms, 2.5 baths, hardwood floors. Spacious family room with potential for a first-floor en suite primary bedroom, living room, Eat in Kitchen with center island and dining area, and upstairs balcony. Full basement and attached 2 car garage. New heating system 2021.Wine country calling! Preserved farmland with Vineyard views and room for a pool! Come and enjoy bay breezes and bird song in your own backyard. Close to Tanger Mall, wineries and breweries. Experience the beautiful North Fork! Open House to be schedule call for details!

93 Saint Marys Drive, Jamesport
51 Lockitt Drive, Jamesport
$750,000
3 Beds ⋅ 2 Baths ⋅ 976084 MLS
Beautiful expanded 3-bedroom, 2 full bath ranch located on a private road with beach access just steps away to the PECONIC BAY. This light and bright home features wood floors, gas cooking/heat, and a wood-burning fireplace that adds warmth and charm. The expanded layout offers a spacious living room, dining room, and an eat-in kitchen, along with a beautiful 4 season sun-room, perfect for relaxing or entertaining. Additional highlights include a detached oversized two-car garage and a walk-up attic with abundant storage and expansion potential. Located in the beautiful hamlet of Jamesport, this charming North Fork community offers a quaint, historic downtown, lovely rural scenery, and some of the best wine and dining destinations on the North Fork. The location and lifestyle are truly unmatched.

51 Lockitt Drive, Jamesport
9 7th Street, Jamesport
$730,000
3 Beds ⋅ 2 Baths ⋅ 1012260 MLS
Comfortable living and the opportunity to enjoy the North Fork lifestyle year-round or seasonally. The home's flexible layout provides multiple living spaces and plenty of potential for a new owner to personalize and make it their own. Whether you're looking for a primary residence, weekend retreat, or investment property, this home and spacious property present a wonderful opportunity in a desirable location. Conveniently situated just minutes from the Jamesport hamlet, local beaches, wineries, farm stands, restaurants, and shopping, you'll enjoy easy access to everything that makes the North Fork so special. Come discover the possibilities and make this Jamesport property your next home.

9 7th Street, Jamesport
133 High Meadow Lane, Jamesport
$699,500
3 Beds ⋅ 2 Baths ⋅ 927104 MLS
Welcome to the historic charm of Jamesport, NY! Here’s a fantastic opportunity to own a stunning ranch-style home nestled in one of the area's most desirable communities. This beautiful residence is ideal for your primary home or a delightful vacation retreat. Situated on a spacious .60-acre oversized lot, this ranch features a large living room comes complete with a wood-burning fireplace, a beautiful Formal dining room with sliders to a wood deck overlooking the incredable property. Three nice size bedrooms, and two full baths ( one in Primary bedroom). complete with a nice Laundry room. The property also boasts a huge two-car attached garage, offering ample storage and convenience. This is an incredible chance for buyers looking to infuse their personal style into a home or those dreaming of customizing their ideal space. The generous layout provides endless potential for your vision! Just a stone's throw away, you’ll find the pristine white sands of South Jamesport Beach on the Great Peconic Bay, where you can enjoy a variety of activities including kayaking, a boat launch, tennis, pickleball, basketball, or just relaxing on the beach. Embrace the rich offerings of the North Fork, with its many wineries and farms ready to be explored throughout the year. Explore Greenport or a trip to Orient State Park just a quick car ride away from this amazing home. Now is the perfect time to claim your own piece of paradise on the North Fork!

133 High Meadow Lane, Jamesport
1260 Main Road, Jamesport
$690,000
2 Beds ⋅ 1 Baths ⋅ 976130 MLS
Move right in and start your North Fork dream today—this home is truly turn-key. Impeccably renovated and expanded in 2022 by a highly regarded architect in collaboration with Gabrielsen Builders, this contemporary Jamesport retreat offers effortless living in the heart of the North Fork. Set back over 130 feet on a lush, tree-filled .70-acre lot, the home combines modern comfort, thoughtful design, and immediate access to some of the area’s most beloved amenities. Inside, 1,330 square feet of light-filled living space features a vaulted ceiling, white-oak hardwood floors, and double-paned Andersen windows. The chef’s kitchen is equipped with top-of-the-line appliances, including an LG Signature stove with double ovens, a Samsung French-door refrigerator, a Sharp Insight Pro microwave drawer, and a Bosch dishwasher. The renovated full bath features large-format tile and an Ove smart bidet toilet. A new roof, Navien on-demand hot water system, Rheem gas central heating/cooling, and a new septic system (serviced in 2025) ensure years of worry-free ownership. Additional conveniences include a full 764-square-foot basement with a Maytag refrigerator/freezer, a one-car garage with 220-volt capacity for EV charging (or potential studio use), and a new outdoor storage shed. Two distinct outdoor entertaining areas invite gatherings in every season: a private side patio perfect for dining, grilling, and lounging, and a circular front gravel lounge with firepit – all framed by old-growth trees and lush new landscaping. The home is just a three-minute walk to Jamesport Vineyards, Harbes Farm Stand, Little Oak Wood Fired Kitchen, Main & Mill House, the Jamesport Country Store, and William Ris Gallery. Also a minute away by car are Jamesport’s restaurants, cafes, shops, and amenities including the Main Road Biscuit Company, Grana Trattoria Antica & Enoteca, Jedediah Hawkins Inn, Cliff’s Elbow Room, Black Sheep Bagels, Kam Hung Kitchen, Lenny’s Pizza & Bistro, Dunkin Donuts, the post office, Barths Pharmacy and the gas station. South Jamesport Park & Beach on the Peconic Bay is a 5-minute drive, and Iron Pier Beach on the Long Island Sound is only 7 minutes away. Home is in the Rural Corridor (RLC) Zoning Use District.

1260 Main Road, Jamesport
1727 Main Road, Jamesport
$635,000
3 Beds ⋅ 3 Baths ⋅ 807915 MLS
Jamesport Welcome home. Move right in to this wonderful custom built home (2018). Sunny open floor plan. Living room with river rock stone fireplace and wood storage, open dining area and kitchen. The kitchen is a chef's dream-lots of cabinetry, quartz countertops, stainless steel appliances, and a kegerator (refrigerator and tap) built in. Laundry/mud room with barn door slider, a pet wash shower, and powder room. The door to mud room leads to yard with 20x30 patio, Jacuzzi hot tub and built in wood burning fire pit and bucolic views of farmland. Basement freshly painted and newly planted green giant bushes. A perfect North Fork getaway or primary home close to the best beaches, wineries, restaurants, and shopping.

1727 Main Road, Jamesport
71 S Railroad Avenue, Jamesport
$420,000
2 Beds ⋅ 1 Baths ⋅ 859923 MLS
Love history? Love nature? Enjoy summer on the North Fork in this historic cottage on shy 1/2 acre. Two bedrooms, one bath, Lr/Dr Kit on .42 acre in the Jamesport Camp grounds. Nearest beach less that 2/10 of a mile. Restaurants and wineries await. Summer artist retreat? Refurbish or rebuild for a year round home. Private driveway from S. Railroad Ave. Cash only. Sold "as Is". No representation for appliances.

71 S Railroad Avenue, Jamesport

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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