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$725,000
1045632 MLS
Live where you work! Prime, Renovated Professional Building located in the Opportunity Zone of Riverhead. The Building is zoned for Professional Business with a legal 1 Bedroom apartment upstairs, or it may be converted back to Residential use with proper permits. Currently features vacant offices/rooms with a Kitchen area and Bath on the First Floor. The Second Floor features a fully-renovated 1 Bedroom apartment with its own separate entrance, featuring hardwood floors, an Eat-in Kitchen with stainless appliances, Full Bath, Natural Gas Heat and Central Air. The location offers both off street parking as well as street parking, in addition to a detached garage. The Full Basement offers plenty of room for storage and is clean and dry. Anchor businesses such as Verizon, Staples and Dunkin Donuts are all within close proximity, as well as major shopping centers and other professional offices. A stone's throw away from Route 58 and the traffic circle opposite the Peconic Bay Medical Center, providing high visibility and business opportunity. This property, being Renovated and Updated, is a wonderful opportunity, either as an investment vehicle, or to reside where your professional business is based. Due to its central and prime location in the heart of Riverhead, it is an Ideal choice for Attorneys, Physicians and Medical Staff, Financial Professionals, Contractors and so many more...Make your dream come true today!

1228 Roanoke Avenue, Riverhead

$749,000
4 Beds 2 Baths 1041164 MLS
Chateau on quiet established cul de sac. This home has European style and flair throughout. English Tudor architecture with arched doors, doorways and beamed ceilings. Lovely living room with fireplace, attached and roof covered open air porch, formal dining room for enjoying get together with the abundant harvest of the north fork. Renovated kitchen with granite countertops, stainless steel appliances and butler's pantry. First floor bedroom and full bath. Upstairs has 3 additional bedrooms, another full bath, and a large walk-in closet or flex space for office. Four bedrooms total. Hardwood floors throughout. Full basement with utilities and storage. The north fork wine will taste even better on your bluestone patio, great for entertaining. Room for a pool in your ultra private backyard. Detached 1+ car garage. Make this your ideal primary or second home. Beautifully landscaped for the gardening enthusiast.

30 Merritts Pond Road, Riverhead

$250,000
2 Beds 2 Baths 1038025 MLS
Welcome to 180 Windwood, This Well-Cared for Home Offers Spacious Living Due to it Larger Size 16x66 and Attached Florida Room. The Living Room Opens to the Large Kitchen with Light Wood Cabinets and Room For Large Family Gatherings At the Table. The Guest Bedroom and Bath are right off the Living Room. The Hall Washer & Dryer Offer Convenience for All. Continuing on to a Private Retreat is the Primary Bedroom & Primary en-suite Bath. Outside You'll be Delighted to see a Shed, Newer CAC, A Free Standing Carport, A Private Deck behind the Florida Room and a Nice Walkway. Come and See What This House Has to Offer! The 49 Year Lease starts at $800 and includes water, cesspool maintenance, Use of Clubhouse, Fitness Center, Outdoor Park & Pool, Curbside Mail Delivery and Street Lighting & Maintenance.

1661 Old Country Road Unit #180, Riverhead

$325,000
2 Beds 2 Baths 1037492 MLS
Welcome to 454 Kindlingwood - The Home Sits Ranch Style and Has a Nice Size Lot with A Sprinkler System, Nicely Landscaped, Large Shed, Carport, Patio Area, Covered Deck & Florida Room. This Updated Home Features 2 Bedrooms and 2 Bathrooms - An Oversized Living Room with Tons of Possibilities, Dining Room with Built-Ins, A Kitchen with Breakfast Bar and New Appliances. -The Laundry Area is Conveniently Located In The Hallway with A Linen Closet - New Laminate Flooring, 4 New Mini-split Units for Heat and Air. Bedrooms and Hallway have New Carpet, 49 Year Land Lease includes $800 Monthly Maintenance, water, garbage pick up, cesspools, curbside mail delivery, use of Clubhouse with Gym, Outdoor Park & Pool!

1661 Old Country Road Unit #454, Riverhead

$589,000
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 3 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

$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

$995,000
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

$410,000
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.