Fully renovated and beautifully designed mixed-use property located on Main Road in Jamesport offering both residential and commercial flexibility in a highly visible North Fork location. The property currently features a storefront/gallery space connected to a thoughtfully updated residential layout with additional upside through the unfinished loft, basement, and rear outdoor space. The residential portion is presently configured as a 2-bedroom, 1-bath residence, with town records reflecting a 3-bedroom 1.5 bath configuration. The unfinished second-floor loft offers strong expansion potential for additional living area, studio space, office use, or value-add possibilities depending on buyer vision and approvals. Positioned on a 6,246 SF lot with excellent Main Road exposure, the property also benefits from a private driveway and on-site parking — a rare advantage in an area with limited street parking. Adding to the property’s appeal, the land immediately west of the property is protected open space owned by the Town, helping preserve neighboring green space and providing a more open setting. Ideal opportunity for an owner-user, investor, live/work setup, boutique retail concept, gallery, office, wellness space, or mixed-use investment. Additional features include public water, cesspool, rear yard access, and flexible mixed-use potential in a prime North Fork location. Rare opportunity to own a distinctive mixed-use property with long-term upside, expansion potential, and a highly desirable North Fork location.
Commercially Zoned Prime Investment Opportunity in the Heart of Riverhead. 2 income producing homes with rare DC-3 zoning, allowing for a wide range of residential and commercial uses, all on vibrant East Main Street! Taxes $14,456.79. The property: Nestled on .62 acres, this 3,500 sq. ft. Victorian masterpece (built in the early 1900's) radiates timeless charm and craftsmanship. From its solid stone foundation to its original oak floors, ribbed oak columns, and grand mirrored oak fireplace, this home is true testament to "when wood was wood". Featuring: Three floors of living space, 4 spacious bedrooms and 3 full baths, Finished basement with co's for living space with outside entrance. Walk up finished attic with soaring ceilings. Expansive wraparound porch perfect for sunset views. Additional Structures: A cozy 2 bedroom cottage with co's. plus a 1700 sq ft building (shell) with potential for Storage. Flexible zoning also allows for potential townhouse development. The location: Set in a park like setting, this property is minutes from Riverhead's best restaurants, theater, shopping outlets, and just a short drive to the North Fork's beaches, vineyards, and farms. This is more than just a property. It is an opportunity to invest in the future of Riverhead while owning a piece of its history.
PRIME LOCATION FOR OPPORTUNITY Positioned along scenic Main Road in Riverhead, this rare investment opportunity combines size, style, and location on an impressive 1.24-acre parcel. This stately Colonial-style duplex offers 3,900 square feet of living space across two spacious rental units- currently generating income, with a possible 3rd that is unfinished. Inside, you'll find a total of 8 bedrooms and 4 bathrooms, offering incredible flexibility for multigenerational living, rental expansion, or creative reconfiguration. A generously sized parking lot ensures ample off-street parking for residents and guests alike. Surrounded by the charm of Long Island's North Fork, this property is moments from local farms and acclaimed vineyards, with easy access to the area’s best dining, recreation, and coastal attractions. Whether you’re looking to expand your rental portfolio or explore new development potential, 250 Main Road delivers both immediate value and long-term upside in one of Riverhead’s most desirable spots.
Calling all Investors! 2 Family Home with great rental income. Close to everything, schools, shopping center, gas station, main street. etc. Tenants in place, need advance notice to show. Rental Income 5500 a month.

Riverhead is located in New York. Riverhead, New York has a population of 35,630. Riverhead is less family-centric than the surrounding county with 29.38% of the households containing married families with children. The county average for households married with children is 32.94%.
The median household income in Riverhead, New York is $80,595. The median household income for the surrounding county is $111,660 compared to the national median of $69,021. The median age of people living in Riverhead is 49.3 years.
The average high temperature in July is 82.2 degrees, with an average low temperature in January of 22.5 degrees. The average rainfall is approximately 47.4 inches per year, with 28.7 inches of snow per year.