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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

$999,000
4 Beds 3 Baths 1026993 MLS
Circa 1921, this charming and thoughtfully updated 4-bedroom, 2.5-bath residence beautifully blends historic character with modern comfort. Lovingly maintained and improved throughout, this exceptional home offers a spacious and versatile layout designed for today's lifestyle. Inside, you'll find a warm and inviting floor plan featuring a stunning wood-burning stone fireplace, original pine floors throughout much of the home that add warmth and timeless character, an updated kitchen with granite countertops and newer appliances, beautifully renovated bathrooms, a convenient first-floor laundry/mud room, and an oversized Andersen sliding glass door overlooking the expansive backyard. A second staircase provides easy access to the primary bedroom while adding to the home's unique character and functionality. Numerous updates and improvements provide peace of mind, including a newer boiler, updated mechanicals, 200-amp electric service, smart thermostats, a central vacuum system, and thoughtful upgrades throughout. The basement and generous attic space offer additional storage and flexibility. Outside, enjoy a beautifully landscaped property designed for entertaining and relaxation. The backyard features a saltwater in-ground pool with new coping and a new filter, a new paver patio, in-ground sprinklers with a private well water irrigation system, and plenty of room for gatherings, recreation, and outdoor enjoyment. A huge detached two-car garage with new windows, equipped with an electric car charging station, provides ample parking and storage, along with a newly finished climate-controlled bonus room—perfect for a hobby space, studio, gym, workshop, home office, or private retreat. Combining timeless charm, modern updates, and exceptional outdoor living, this rare property offers the opportunity to own a piece of history with all the conveniences of today. Perfectly situated in the heart of Riverhead, this home offers the best of East End living. Enjoy easy access to downtown waterfront, local dining, shops, entertainment, and year-round events, while being just minutes from farms, vineyards, beaches, golf courses, and everything the East End has to offer.

312 Riverside Drive, 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

$674,999
2 Beds 3 Baths 1022160 MLS
Welcome to this beautifully maintained end unit offering comfort, convenience, and plenty of space to enjoy. The first floor boasts 2 bedrooms and 2 full bathrooms, including a bright and inviting primary suite situated for ease and reassurance into retirement living. Gorgeous granite countertops line the expansive open concept kitchen with stainless steel appliances, joined by high ceilings that seamlessly connect the living room, kitchen, and dining area. The abundance of natural lighting will entice you into a most tranquil engagement. Through the french doors you'll exit onto the completely private patio, lined with 10 ft arborvitaes which create the epitome in privacy. This luxurious feature is only available in the Aspen (end unit) build. Your only neighbors will be the wildlife! Upon entering the second floor, you’ll find a versatile loft space with a third full bathroom, ideal for a guest suite, home office, or hobby room. A spacious walk-up attic provides excellent storage options, while the private 1-car garage offers additional convenience. This home combines thoughtful design with community amenities, making it an ideal choice for those seeking an active and comfortable lifestyle in a most sought-after 55+ neighborhood

159 Stoneleigh Drive, 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

$369,000
3 Beds 2 Baths 1026192 MLS
Welcome to sought-after Glenwood Village, a vibrant 55+ active community! This spacious 3-bedroom, 2-full-bathroom manufactured home sits on a premium, oversized lot offering rare privacy with no neighbors behind you. Tucked away on a very quiet street, the exterior boasts a 7-zone sprinkler system, two driveways providing ample parking for your guests, and a versatile carport—perfect for entertaining in the spring and summer or keeping your car protected from the winter snow. Inside, you will find beautiful flooring updated throughout in 2023, a kitchen featuring durable Swanstone countertops and clean white appliances. Enjoy peace of mind with major mechanical updates already done for you: a new furnace (2022), central air conditioning (2025), and a brand-new hot water heater replaced just 4 months ago (roof is approximately 12 years young). Move right in and start enjoying the community clubhouse, pool, and wonderful social lifestyle!

1661 OLD COUNTRY RD Unit #471, Riverhead

$724,999
4 Beds 2 Baths 1020534 MLS
Beautifully renovated Cape Cod, this exceptional four-bedroom, two-bath home offers the perfect balance of elegance and everyday comfort. Ideally situated on an expansive corner parcel in the heart of Riverhead, the home presents a rare opportunity to enjoy turnkey living with endless possibilities for future enhancement. Designed with both style and functionality in mind, the curated open-concept floor plan is filled with natural light and features seamless transitions between the living, dining, and kitchen spaces, creating an effortless setting for entertaining and relaxed daily living. The main level offers two spacious bedrooms and a beautifully renovated full bath, while the second floor provides two additional bedrooms and a second full bathroom, offering exceptional flexibility for family, guests, or a home office. This corner lot provides a blank canvas to create your own private outdoor space, with ample room for a pool, a patio, an outdoor kitchen, a fire pit, or future expansion. A full basement with both interior and exterior access offers abundant storage. Perfectly positioned just minutes from wineries, farm stands, beaches, marinas, golf courses, shopping, and exceptional dining, this sophisticated home offers effortless access to the very best of the North Fork and the Hamptons.

90 Sunrise Avenue, 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

$825,000
3 Beds 3 Baths 1020411 MLS
Beautifully renovated, beautifully landscaped, and ready to impress. Welcome to 138 Hallock Street, Riverhead, where classic charm meets modern comfort. Renovated in 2019, this spacious home offers 3 oversized bedrooms, 3 full baths, and a first-floor bonus room that can easily serve as a 4th bedroom, home office, or guest space. The inviting interior features a gas fireplace, natural gas heat, and a layout designed for both everyday living and entertaining. An enclosed front porch provides the perfect spot to enjoy your morning coffee or unwind at the end of the day. Outside, the beautifully landscaped corner property creates a private setting for summer enjoyment. The inground pool is ready for relaxing afternoons and entertaining family and friends, while the detached two-car garage with an unfinished loft offers outstanding potential for additional living space, a studio, gym, or abundant storage. This is a home that offers space, flexibility, and room to grow, all in a convenient location.

138 Hallock Street, Riverhead

$550,000
3 Beds 1 Baths 1022877 MLS
72 Fanning Blvd. Is Awaiting its New Owner! Located on a Fully Fenced-in Corner Lot, Private Driveway With Extra Parking & 30 AMP Service for the RV! This Home Features Three Bedrooms all with Hardwood Flooring, 1 Full Nicely Sized Bathroom, Storage, Living Room with a Nice Size Closet, Hardwood Flooring, & Pellet Stove, Updated Eat-In Kitchen with Propane Range, Refrigerator, Dishwasher, & Microwave, A Separate Laundry Room with Washer & Dryer & Freezer. A 3 Season Sunroom which leads out to a private backyard to a Deck, Patio Area, A Shed, & Dog Kennel. 1 Car Garage with Storage, Newer Indirect Hot Water Heater, Boiler Heating System, Pull Down Attic Stairs, Entrance to 5’ poured concrete Basement, & Bilco Doors As Well. Inside Entrance too! Asphalt Roof 2017, 275 Gal Oil tank in basement replaced in 2017, 200 AMP Service, Siding and Windows & Plumbing Have Been Replaced. Central Vac, Propane Cooking, Extra Pellets for Stove in Basement (gift). 2 Window AC's -It Does have CAC but needs repair or replacing, (26 years old) Duct work is in place. Three spigots for outside watering -

72 Fanning Boulevard, Riverhead

$599,999
3 Beds 2 Baths 1022749 MLS
Welcome to this beautifully renovated and meticulously maintained 3-bedroom, 2-full-bath ranch in the heart of Riverhead. This move-in-ready home offers comfortable one-level living with updated finishes and a warm, inviting atmosphere throughout. Step outside to a spacious backyard featuring a charming stone side patio—perfect for entertaining, outdoor dining, or simply relaxing with family and friends. The property's central location provides convenient access to shopping, restaurants, parks, schools, beaches, wineries, and all that the North and South Forks have to offer. Whether you're looking for a primary residence or a weekend retreat, this exceptional home combines modern updates, low-maintenance living, and an unbeatable location. Don't miss this wonderful opportunity!

1022 Parkway Street, 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

$875,000
4 Beds 3 Baths 1019957 MLS
Tucked away in the sought after Soundview Meadows Development with private deeded beach rights is where you will find this beautifully maintained 4-bedroom, 2.5-bath Colonial. This home is ideally situated on a spacious .71-acre lot offering plenty of privacy and room for a pool. Offering over 2,200 square feet of thoughtfully designed living space, this home combines timeless style, modern comforts, and the best of the North Fork lifestyle. A welcoming front porch invites you inside, where hardwood floors flow throughout the home. The spacious layout features a sun-filled living room, formal dining room, and an inviting family room centered around a wood-burning fireplace. The eat-in kitchen offers generous cabinetry, abundant workspace, and overlooks the expansive backyard, making it ideal for both everyday living and entertaining. Upstairs, the primary suite offers a private full bath, while three additional generously sized bedrooms provide ample space for additional sleeping quarters or home office. The full basement features high ceilings and an outside entrance (OSE), presenting outstanding storage and future finishing potential. The oversized backyard offers plenty of room for a pool, creating the perfect setting to design your own private outdoor retreat. Additional amenities include natural gas heating, central air conditioning, an in-ground sprinkler system, and an attached two-car garage. Located on a quiet cul-de-sac, residents of Soundview Meadows have access to their own private community beach, as well as several Bay and Sound Private Resident Beaches. It's ideal location is minutes to major highways yet a stone's throw from all the amazing amenities the North Fork has to offer; renowned wineries, local farm stands, golf courses, country clubs, marinas, waterfront dining, shopping, and picturesque beaches. End each day relaxing on the front porch while taking in the spectacular sunsets Mother Nature awards the North Fork residents.

4 Pheasant Court, 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

$139,500
2 Beds 2 Baths 1001440 MLS
Welcome to easy, low-maintenance living in the highly sought-after Riverhaven 55+ Community in the heart of Riverhead! This beautifully maintained 2-bedroom, 1.5-bath home offers a bright, open-concept layout with a spacious living room that flows seamlessly into the kitchen—perfect for entertaining guests or simply enjoying everyday living. Large windows fill the home with natural light, creating a warm and inviting atmosphere throughout. Relax on the welcoming front porch or enjoy being just minutes from Riverhead’s vibrant Main Street, shopping, restaurants, beaches, parks, wineries, golf courses, public transportation, and everything the North Fork has to offer. Monthly lot rent includes land lease, water, cesspool maintenance, trash removal, and snow removal, making for truly carefree living. Community guidelines require at least one resident to be 55 years or older, a minimum credit score of 650 for approval, and no pets over 40 lbs.

37 Hubbard Avenue Unit #95, Riverhead

$949,000
3 Beds 3 Baths 994127 MLS
Set within the sought after Estates at Old Vine community and Vineyards Golf Club in Riverhead, this architecturally striking residence blends modern sophistication with refined North Fork living. A bold exterior with clean lines and curated landscaping creates immediate presence, while the interior unfolds with soaring ceilings, expansive windows, and a sleek linear fireplace that anchors the main living space in warmth and style. The open concept design seamlessly connects the living, dining, and kitchen areas, where a Thermador appliance package, contemporary finishes, and layered textures create an elevated yet inviting environment ideal for both daily living and entertaining. The thoughtfully designed main level offers a private primary suite that feels like a retreat, complete with a spa inspired bath and generous walk in closet, along with the convenience of first floor laundry. Upstairs, two oversized bedrooms provide comfortable separation and flexibility, complemented by an additional laundry area and an unfinished bonus space above the garage that offers exceptional storage or future potential. A full basement with nine foot ceilings further expands the possibilities for customization. Outdoor living is equally compelling, with a screened porch overlooking the 11th hole, offering a tranquil setting to take in the surrounding landscape. Natural gas heat and central air conditioning enhance comfort and efficiency throughout the seasons. Located in Riverhead’s renowned North Fork region, this home offers close proximity to acclaimed wineries, farm to table dining, boutique shopping, and coastal destinations. Optional membership opportunities provide access to golf, tennis, pickleball, and a resort style pool, adding to the lifestyle appeal of this exceptional property.

52 Tyler Drive, 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.