$980,219Average Value$766Average Price per Sq Ft10Homes 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.
1/2
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.
1/2
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.
1/2
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.
1/2
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.
1/2
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.
1/2
Written By
Adrian Madlener
Video By
Alex Jacobsen
Interested in learning more about homes in this area?
Reach out to
Sophia Walker,
an experienced agent in this area.
On average, homes in Jamesport, NY sell after 103 days on the market compared to the national average of 52 days. The median sale price for homes in Jamesport, NY over the last 12 months is $790,000, down 11% from the median home sale price over the previous 12 months.
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
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,
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
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
Welcome to 17 Ritas Court, a charming Single Family home nestled in the picturesque town of Jamesport, NY. This lovely residence was built in 1991 and boasts timeless architectural details and modern amenities throughout. With 2 bathrooms and 1 half bathroom, this home offers comfort and convenience for its residents.Spanning a generous 2,500 square feet of finished living space, this
Step On To The Sand From Your Deck! Scenic, Very Protected Cove With Warm & Calm Waters. Tucked away at the end of a peaceful cul-de-sac in coveted South Jamesport, this classic beach home sits on a rare double lot with 70 feet of sandy bay frontage and breathtaking panoramic views of Great Peconic Bay. Part of a charming colony of homes, this property offers exceptional privacy and endless
Patricia Pascullo SalegnaDouglas Elliman Real Estate
Private, peaceful, quiet, yes, and fun when you want it. Enjoy a whole year at the beach for the cost of a summer. Sweet, uncluttered, furnished cottage with lots of light, an attached oversized garage and plenty of room in every room. Extra-large rear deck at patio height extends from the north facade opening onto a seemingly endless, fenced back yard. Nestled within the South Jamesport Beach
Welcome to 335 Herricks Lane, a unique and charming residence nestled in the heart of Jamesport, NY. This fully renovated home boasts high-end finishes throughout, ensuring an ultra-specific attention to detail that is second to none. The open concept layout is perfect for both entertaining guests and enjoying quiet nights in. This property holds a unique place in Jamesport's history, as it
A One Bedroom Furnished Cottage In Historic Jamesport Campground Circle. Enclosed Porch, Kitchen, Dining Area, Living Room, Bedroom, Bathroom . Fully insulated. All good appliances including stackable washer/ dryer. A quiet retreat less than 1/2 half mile from town and/or beach. Enjoy all the North Fork has to offer: Beaches, Wineries, Restaurants, Marinas, Golf Courses
Walk Score® measures the walkability of any address. Transit Score® measures access to public transit. Bike Score® measures the bikeability of any address. CAP Index provides objective, accurate, and consistent data to help measure, compare, and mitigate crime risks.
Disclaimer: 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.
