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$605,000
2 Beds 1 Baths 1031020 MLS
Lovingly maintained by the same family for decades, this charming 1950s Cape Cod offers timeless character, thoughtful updates, and exciting potential for future expansion. The home features an updated kitchen with classic white cabinetry, granite counters and stainless steel appliances, an updated bath, and newer heating and central air conditioning for year-round comfort. A bright, enclosed sunroom provides the perfect place to relax. The walk-up attic presents an excellent opportunity to expand the living space, with the potential to create two additional bedrooms and a bath, a home office, or a bonus room (with proper permits). Combining classic Cape Cod charm with modern updates and room to grow, this lovingly cared-for home is ready for its next chapter. A wonderful opportunity to make it your own and enjoy it for years to come.

277 Howell 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

$650,000
3 Beds 2 Baths 1027374 MLS
Move right in and start living. This home has already done the hard work for you, with fully renovated bathrooms and kitchen, brand new flooring throughout, and all new appliances included. Picture yourself cooking dinner in a kitchen that feels brand new, or getting ready in the morning in a bathroom that has already been beautifully updated. The roof and siding are just five years old, so you can relax knowing the big ticket items are already taken care of. A Brinks security system adds extra peace of mind, and the full basement gives you all the storage or living space you could want, whether that is a home gym, a playroom, or a cozy space to unwind. Step outside and you will fall in love with the huge, fully fenced yard. Imagine summer evenings spent relaxing under mature trees, weekend barbecues with family and friends, or simply having a private outdoor space that is all your own to enjoy however you like. The landscaping creates a peaceful setting that feels like your own retreat, a place to slow down and enjoy the outdoors right at home. Tucked away on a quiet cul de sac, this home offers the kind of calm, friendly neighborhood everyone hopes to find, where evening walks feel easy and neighbors still wave hello. The location makes everyday life easy too. You are just a short drive from grocery stores, shops, and restaurants for all your daily needs, and downtown Riverhead is only about a 5 minute drive, giving you even more options for dining, shopping, and entertainment whenever you want them. All that is left to do is bring your belongings and start making memories. This is a home where mornings feel peaceful, evenings feel relaxing, and everyday life feels just a little easier.

98 Constable Drive, Riverhead

$239,999
2 Beds 2 Baths 1024299 MLS
This Lovely Home is Located in The Sought After 55 & Over Manufactured Home Community, Glenwood Village. Offering a 49 Year Lease Starting at $800 per month. Includes Water, Garbage Pick up, Cesspool Maintenance, Curbside Mail Delivery, Use of Outdoor Pool, Park & Clubhouse, Snow Removal (Streets & Common Area Only)- 233 Glynwood Offers A Freshly Painted interior - 2 Bedrooms, 2 Updated Baths, At Opposite Ends of Home. It Boasts 2 Covered Decks, A Carport, 12x20 Sunroom, Updated Kitchen with A Movable Island, & A Nicely Sized Living Room The Owners Have Put in So Many Upgrades Both Inside & Out - You’ll Be Pleasantly Surprised. Shed, CAC, Sprinkler System, Fully Landscaped, Along with Concrete Walkways.

1661 Old Country Road Unit #233, Riverhead

$1,100,000
3 Beds 2 Baths 1021791 MLS
Just steps from a private, nearly mile-long stretch of sugar-sand beach, the home is a thoughtfully renovated coastal retreat in a desirable North Fork beach community. Designed for effortless everyday living and entertaining, this move-in-ready residence blends timeless charm with modern comforts—all just approximately 90 minutes from Manhattan. Enjoy easy access to acclaimed wineries, farm stands, waterfront dining, and everything that makes North Fork living so special. The light-filled open-concept living and dining area is anchored by a natural stone wood-burning fireplace, while the beautifully updated kitchen features quartz countertops, shaker cabinetry, and a ZLINE professional range. A thoughtfully designed mudroom & beverage bar features dual wine refrigerators, a sleek bar sink, and an LG WashTower, creating a stylish and highly functional extension of the kitchen, perfect for entertaining and everyday organization. The thoughtfully designed floor plan includes three comfortable bedrooms and two well-appointed full bathrooms, creating inviting spaces for family and guests while maintaining the home's relaxed coastal feel. The spacious rear deck is ideal for al fresco dining and entertaining, while the inviting mahogany front porch provides the perfect spot for morning coffee. Fully-fenced, professionally landscaped grounds feature mature trees, hydrangeas, irises, and boxwoods, all supported by a smart irrigation system with app-controlled sprinklers and drip lines serving the flower beds and planters. A detached outbuilding provides convenient storage for kayaks, paddle boards, and beach gear while also offering exciting potential as a future home office, fitness studio, artist's retreat, or additional entertaining space. Other highlights include an attached one-car + garage, owned solar panels, central air conditioning, whole-house water filtration, a new hot water heater, and a skylight with remote operation in the main bath. Whether you're taking a morning walk along the beach, spending the afternoon exploring nearby wineries, or enjoying dinner on the deck with friends, this residence combines the comfort of home with the effortless coastal lifestyle that defines Long Island's North Fork.

17 Locust Street, Riverhead

$419,000
2 Beds 2 Baths 1011541 MLS
Welcome to this spacious 2-bedroom, 2-bath home in the desirable Glenwood Oaks section of Glenwood Village, a vibrant 55+ community. Designed for comfortable living, this home features an inviting open floor plan with roomy living room, dining area, and an eat-in kitchen that has been thoughtfully updated with beautiful Costa Esmeralda granite countertops, newer Fabuwood cabinetry with convenient pull-out shelving, and stainless steel appliances. Just off the kitchen, you'll find a laundry room with access to a side entrance for added convenience. This home offers two bedrooms and two full bathrooms, including a spacious primary suite with a bathroom designed for handicap accessibility. The primary bath features a beautiful walk-in shower complete with seating and grab bars, as well as a relaxing walk-in soaking tub for added comfort and convenience. Enjoy your morning coffee or evening relaxing on the welcoming front porch. For added storage there is a 4-foot crawl space with concrete flooring and Bilco door access, an underground sprinkler system; a driveway that accommodates two vehicles; and a ramp leading to the side entrance, which can be removed if desired. Glenwood Village offers wonderful amenities including outdoor pool, clubhouse, fitness room, billiards, social activities, outdoor park and more.

1661 Old Country Road Unit #516, Riverhead

$1,497,000
3 Beds 3 Baths 1007258 MLS
Welcome to this bright and spacious home designed for comfort, entertaining, and everyday living. The main level features an impressive open layout with soaring ceilings, skylights, hardwood floors, and abundant natural light throughout. The main living room is centered around a dramatic two-sided brick fireplace and flows beautifully into the dining area, kitchen, and family room. The open-concept kitchen offers white cabinetry, stainless steel appliances, ample counter space, and a breakfast bar overlooking the living areas. The dining room is filled with natural light and offers direct access to the expansive outdoor deck, creating an easy indoor-outdoor flow. On the opposite side of the shared fireplace, the family room provides another inviting gathering space with vaulted ceilings, arched windows, exposed beams, and access to the pool area. The private principal en-suite bedroom is set apart from the other bedrooms and living spaces, featuring vaulted ceilings, exposed beams, walk-in closets, and a balcony overlooking the pool and jacuzzi. The full en-suite bathroom offers generous space, high ceilings, great natural light, a jacuzzi-style tub, separate shower, and double vanity. Additional bedrooms are well-sized and comfortable, with access to beautifully maintained full bathrooms. Upstairs, an open den area overlooks the main living room below, offering a versatile space for reading, working, or relaxing before entering the principal bedroom suite. The finished basement adds even more living space with a spacious media and recreation room, lounge area, ping pong/game space, built-in storage, coffee station, laundry area, and additional storage/mechanical space. The exterior is a true highlight, featuring a large deck surrounding the in-ground pool and jacuzzi, multiple patio areas, outdoor dining and lounge spaces, a firepit area, garden beds, and a spacious yard surrounded by mature trees and landscaping. With multiple sliding doors leading outside, this home is ideal for entertaining, relaxing, and enjoying the outdoor setting. A private driveway and attached garage complete the property.

220 Pleasure Drive, Riverhead

$1,295,000
7 Beds 6 Baths 976873 MLS
Newly renovated farmhouse offering the perfect blend of classic charm and modern convenience that is zoned mixed use, accommodating both residential and commercial applications. This spacious, completely renovated and expanded home features 7 bedrooms and 5.5 bathrooms, complemented by an open-concept layout ideal for today’s lifestyle. The property includes plenty of room for parking, multiple bonus rooms, generous closet space, and a finished basement, providing flexibility for living, work, recreation, etc. The home also features a 2-car garage located at the lower level, adding both convenience and functionality. Strategically positioned with Main Road exposure at a central crossroads with direct access to Sound Avenue, LIE, and routes to the Hamptons and North Fork, this location offers exceptional accessibility. Close to Riverhead’s main town, schools, local coffee shops, restaurants, farm stands, shopping, and medical facilities.

178 Main Road, Riverhead

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.