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$599,000
2 Beds ⋅ 1 Baths ⋅ 1031487 MLS
Affordable cedar-shake traditional set on a shy half-acre in a convenient location between the North Fork and the Hamptons. This 2-bedroom, 1-bath home offers an open, easily expandable floor plan with an eat-in kitchen, brick fireplace, hardwood floors, full basement, and detached 2-car garage. Available boat dockage is located right across the street. Enjoy nearby Hampton Bays ocean beaches, North Fork wineries, restaurants, and shopping, all just a short distance away. Located in Southampton Town with low annual taxes of $4,124. A great opportunity not to be missed.

1101 Flanders Road, Flanders
$680,000
3 Beds ⋅ 2 Baths ⋅ 1031536 MLS
Coming Soon. A classic Riverhead Cape Cod, beautifully updated, with three bedrooms, two full baths, a legal finished basement, and an inground pool set in a private backyard built for entertaining. Located minutes from downtown Riverhead's waterfront dining and the restored Suffolk Theater, at the gateway to the East End with easy reach of North Fork wine country and the Hamptons. Will get accurate Square footage, full details and photos coming soon. On Market Date: 8/3/2026

60 Hubbard Avenue, Riverhead
$829,000
4 Beds ⋅ 1 Baths ⋅ 1028749 MLS
Exceptional opportunity to own a well-maintained income producing duplex or whether you are searching for a primary residence with supplemental rental income or a solid investment property to add to your portfolio. This is a legal duplex with rental permits and CO's in place, located in the heart of the East End wine country. Close to Tanger Outlets, schools, multiple golf course's, main street shopping and the Long Island Railroad. Separate driveways and yards for each unit. Out of respect for the tenants 24-48 hour advance notice is required to show. Don't miss out.

478 Marcy Avenue, Riverhead
$899,000
3 Beds ⋅ 2 Baths ⋅ 1026812 MLS
Perfectly positioned **north of Sound Avenue** in one of Riverhead's most desirable locations, this 3-bedroom, 3-full-bath ranch offers the ideal blend of privacy, flexibility, and in need of a new loving owner. This home's provides a North Fork lifestyle that's mere a stone's throw to the Sound where Sunsets are magical. Nestled on a generously sized property, the backyard has been thoughtfully designed to maximize both privacy and functionality. A **legal in-ground swimming pool** is strategically situated to create your own private retreat while preserving an expansive lawn—perfect for entertaining, recreation, gardening, or simply enjoying the outdoors. Inside, the home's versatile floor plan continues with a **fully finished basement** featuring a spacious recreation room, full bathroom, dedicated laundry room, and **three separate points of access**: interior access from the main level, a sliding glass door providing direct walkout access to the backyard, and a separate entrance through the attached garage. This exceptional layout presents outstanding potential for extended living, guest accommodations, a home office, fitness space, or multi-generational living (subject to applicable permits and approvals). Located just moments from the best of the North Fork, you'll enjoy convenient access to renowned wineries and vineyards, farm stands, golf courses, local beaches, waterfront dining, marinas, parks, and the charming villages that make this area one of Long Island's most sought-after destinations. Whether spending the day exploring wine country, relaxing by the water, or enjoying the region's celebrated culinary scene, you'll appreciate having it all just minutes from home. Riverhead's location also provides easy access to shopping, entertainment, and transportation while maintaining the peaceful atmosphere that defines North Fork living. Offering privacy, exceptional indoor and outdoor living spaces, and endless possibilities to customize for your lifestyle, 20 Dolphin Way is a rare opportunity to experience the very best of North Fork living.

20 Dolphin Way, Riverhead
$448,000
1019509 MLS
Fantastic Opportunity - One of the very few vacant commercial building lots in Downtown Riverhead. Public Sewer and Water. Close to Courts, Train Station, County Center. Zoned for Townhouses, Office, Retail, Food, and More. Permitted Coverage is 3,700 +/- sq.ft.. FAR is 11,000 +/- sq.ft. All dimensions are approximate; no representations are made. Please consult with your architect or engineer.

226 W Main Street, Riverhead
$629,996
3 Beds ⋅ 2 Baths ⋅ 1015466 MLS
Location, location! Nestled in a highly desirable beachside community, this sun-drenched and fully updated 3-bedroom, 2-bath split ranch offers the perfect blend of coastal charm and modern luxury—with private access to the water just a stones throw away. Make this your year round or weekend getaway. Step inside to an open-concept main level featuring soaring ceilings, gleaming hardwood floors, and a spacious living and dining area. The beautifully renovated eat-in kitchen is a showstopper, with crisp white cabinetry, quartz countertops, a glass tile backsplash, stainless steel appliances, and a stunning center island with seating—ideal for entertaining. Custom blinds and recessed lighting add a refined touch throughout. Both bathrooms have been thoughtfully updated with modern ceramic tile and high-end finishes. The lower level offers a den with sliding doors to the outside and a full bath—perfect for guests, a home office, or extended living space. An additional third bedroom or entertainment area awaits on the lowest level, providing flexible space for gatherings, game nights. All of this, located just minutes from award-winning wineries, top-rated restaurants, and outlet shopping. This beachside beauty won’t last—don’t miss your chance to own a piece of paradise on Long Island’s North Shore!

25 Cherry Lane, Wading River
$825,000
3 Beds ⋅ 2 Baths ⋅ 1009720 MLS
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.

1550 Main Road, Riverhead
$650,000
1000195 MLS
Gorgeous and well maintained office building for sale right in the heart of downtown Riverhead. Prime location in a high-traffic, high-visibility area. The property is zoned as professional business, which allows for single family dwelling use and would be an easy conversion if desired!

616 Roanoke Avenue, Riverhead
$79,995
3 Beds ⋅ 2 Baths ⋅ 1001450 MLS
Spacious 3-bedroom, 1.5-bath mobile home filled with charm, character, and endless potential! Offering generously sized bedrooms, bathrooms, and living spaces. This home features custom built-ins, abundant storage, and a warm inviting layout. Whether you're looking for a primary residence, investment opportunity, or a project to make your own, this property offers a fantastic foundation to bring your vision to life. Conveniently designed with plenty of room to spread out. This home is ready for its next owner to restore and personalize. Home is being sold strictly “as-is.”

1964 River Unit #57, Calverton
$129,000
2 Beds ⋅ 1 Baths ⋅ 922155 MLS
Glenwood Village, 55+ Senior Community in Riverhead. Must see, newly renovated. Low taxes $990/year. 2bedrooms with 1 full bath size 12X70" with additional sunroom and 2 Sheds. Central Air Condition Buyers need to be approved by the community with $20/person credit and background check with the min Fico 650. 49 Years land lease! Monthly Maintenance is $650 includes Water, Garbage removal, Use of Clubhouse, swimming pool, library. PERFECT LOCATION CLOSE TO OUTLETS AND ALL MAIN ROADS, STORES ,POST OFFICE .., Additional information: Min Age:55

1661 Old Country Road Unit #308, Riverhead
$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

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.