$977,413Average Value$563Average Price per Sq Ft8Homes For Sale
North Fork Long Island village with wineries and bay beaches
Situated at the foot of Long Island’s North Fork, Jamesport is a semi-rural, semi-suburban area with acres of fields dedicated to winemaking and a quaint downtown with popular owner-operated businesses. “While there are plenty of farms and vineyards, infrastructure is starting to grow because of sales,” says Carol Szynaka, a broker with Daniel Gale Sotheby’s, member of the prestigious Gold Circle of Excellence and a longtime resident of neighboring Cutchogue. “New residents want more restaurants, groceries—everything.” The area has grown significantly since the Covid-19 pandemic and yet Jamesport maintains its small-town charm with generationally rooted year-rounders welcoming in newcomers and seasonal residents.
Main Road in Jamesport has its historic district with its cute shops and restaurants.
Love Lane Kitchen in nearby Mattituck is wildly popular even on the sometimes sleepy North Fork.
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Pristine waterfronts on two sides
Peconic Bay and Long Island Sound coastlines are more subdued yet equally idyllic compared to the Atlantic Ocean beaches in the far pricier Hamptons, just to the south. Homes here are also much more modestly priced. Situated along the Sound, Iron Pier Beach has up-to-date facilities and a boat launch. Miles of pristine and sparsely built-up waterfront extend in either direction. Much of this land is in the Hallock State Park Preserve. On the other side of town, South Jamesport Beach and Park juts out into the bay and includes amenities like tennis courts and a marina. The distance between both waterbodies is only four miles. Great Peconic Bay Marina is another option for residents to dock their seacraft. Indian Island County Park in nearby Aquebogue is a 275-acre nature preserve with wetland trails, campsites, a playground and dog run. Indian Island Golf Course is also close by.
This Marina is a relaxing place To Dock your boat and cruise around town.
NID537928 Hallock State Park Preserve, beside a vineyard has extensive hiking to the sound.
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Main Road shopping and North Fork wine country
Jamesport’s Main Road is a segment of New York State Route 25 with a number of historic sites, independent stores and eateries including steak house Cliff’s Elbow Room, bakery The Treatery Long Island and brunch spot Main Road Biscuit Co. Homestead Farm was built in 1760 and operates a popular farmstand that sells eggs, produce and honey, among other goods. Long Island’s North Fork is famous for its thriving wine industry. Jamesport Vineyards is one of the area’s oldest wineries, but Jason’s Vineyard is arguably the most renowned. CUDDY'S is a locally beloved watering hole close to the bay. Jamesport Farm Brewery is situated near the Sound. The closest grocery stores are in Riverhead where there’s a Fine Fare and Gala Fresh Farms. There are also several big box stores located along Riverhead’s Old Country Road.
Creative combinations involving biscuits is the forte of Main Road Biscuit Co. in Jamesport.
The many rows of Vineyards Vines in Jamesport is a wonderful vineyard to visit.
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Postwar ranches and coastal colonials
Homes are mainly near the center of the village on Peconic Bay and in a cluster in the middle of the peninsula while a few grand estates can be found on the Long Island Sound or bayside. While ranch-style homes on quarter and third acre lots range from $500,000 to $650,000, midsized Brookfield colonial and Expanded Cape Cod homes sell for $700,000 to $900,000. Larger waterfront houses with pools and/or private beaches fetch between $900,000 and $2.5 million, depending on size and condition. Because the area is only a few feet above sea level, homes closest to the water might require flood insurance.
The most affordable style of home in Jamesport would most likely be the ranch or the cottage.
Waterfront homes in Jamesport are desired due to their views of the Peconic Bay or Sound.
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Riverhead Central School District
Young Jamesport residents get their education in the Riverhead Central School District. They can begin at Aquebogue Elementary School, which has a B rating from Niche and a favorable 10 to 1 student-teacher ratio. Riverhead Middle has a C-plus, while Riverhead Senior High has a B-plus. Both are situated in the same complex which is a 15-minute drive from downtown Jamesport.
Riverhead High School serves part of the North Fork of Long Island.
Aquebogue Elementary School in Riverhead offers a great curriculum for grades K-5 in Jamesport.
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Route 25 and the Long Island Rail Road
Jamesport is bisected by New York State Route 25, which gets residents to points further east and west, where it eventually connects to the Long Island Expressway, providing a straight shot to New York City. The 90-mile drive takes two and a half to three hours, depending on traffic, which tends to be heavier in the summer. The Long Island Rail Road has a station in Riverhead with a ride to Midtown Manhattan’s Penn Station taking two hours.
The Riverhead LIRR is the closest LIRR stop west of Jamesport.
Just a 10-15 minute drive from Jamesport is the LIE, the main artery to New York City.
Introducing a captivating waterfront property on the Peconic Bay in Jamesport. This incredible property boasts a large lot with over 100 feet of waterfront and direct beach access. This recently updated three bedroom, three full bathroom home offers an unrivaled combination of wide frontage and breathtaking waterviews, making it a truly exceptional find in the area. With a wood burning fireplace,
Deeded Boat slip and Dock with this Beautiful Home in excellent condition (Better than New!) on an acre of property. Inground Pool, Spa Tub, Patio, Fenced Yard. Deeded Dock and Beach! 4 Bedrooms, Living Room, Dining Room, Eat In Kitchen with view of your Pool! Great Room with Fireplace, Master Bedroom with his and her Walk In Closets, Master Bath with soaking tub, and Shower, Additional
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
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
This custom-built, modern home in Jamesport is close to Riverhead’s wineries, the Great Peconic Marina, and beaches. Ideal for year-round living or vacationing, it features four bedrooms, two full baths, two half baths, and four spacious decks. Inside, enjoy a dramatic double-height living room with 20-foot ceilings, a gas-burning fireplace, and large European tilt-and-turn windows. The custom
Step into a world where Victorian elegance seamlessly blends with sophisticated farmhouse style in this fully renovated Jamesport estate. Set against a backdrop of sweeping farmland views, this exquisite home offers the kind of charm and tranquility that makes every day feel like a retreat. From the moment you arrive, the welcoming front porch invites you to slow down – sip your morning coffee,
Escape to this serene 3-bedroom cottage in Historic South Jamesport beach community. The beautiful interior features 2 full beds, 1 twin bed, and a cozy living room, perfect for unwinding after a day of exploring. Cottage amenities include WiFi, Cable TV, a washer and dryer, AC or heat, all your needs are covered. Relax on the comfortable porch or outdoor patio with propane barbeque. Steps to
Interested in learning more about homes in this area?
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Average Home Value
Source: Public RecordsDisclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. Our sources include: Accuweather, Public Records and Neustar. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
