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$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

$399,000
2 Beds 2 Baths 993160 MLS
The "Entertainer’s Dream Home" Welcome to Glenwood Village! This 2014-built gem is a masterclass in open-concept living. Designed for those who love to host, the expansive living room, dining area, and kitchen flow seamlessly together, creating a grand, airy space perfect for entertaining. The home features two oversized bedrooms and two full baths—one with a convenient walk-in shower and the other with a classic tub. Looking for a workspace or hobby area? You’ll love the versatile bonus room located off the covered porch. While the home is packed with "closets galore," you also have the rare advantage of a 4-foot basement spanning the entire length of the home—a unique find in Glenwood! Outside, the paved driveway offers room for three cars or can be used as an extra-large patio. Enjoy top-tier amenities including the pool, clubhouse, gym, and more.

1661 OLD COUNTRY Road Unit #539, Riverhead

$1,199,000
4 Beds 4 Baths 986406 MLS
Set within the serene landscape of Rolling Woods in Riverhead, 59 Linda Lane West presents a rare blend of privacy, thoughtful design, and resort-inspired living on the North Fork. Positioned on a beautifully maintained and three quarter acre property, this residence is surrounded by mature landscaping that creates a peaceful, secluded setting while remaining close to the area’s celebrated beaches, farm stands, vineyards, and dining destinations. A residents-only beach nearby, and public beach with four wheel drive access, enhances the coastal lifestyle, offering easy access to the shoreline and the natural beauty that defines this region. The home’s interior unfolds with a sense of openness and warmth architectural details complement light-filled living spaces designed for both everyday comfort and effortless entertaining. Hardwood floors extend throughout, guiding you through generously sized rooms that balance sophistication with livability. The kitchen is well appointed with quality finishes, ample cabinetry, and stainless steel appliances, creating a functional and inviting space that connects seamlessly to the main living and dining areas. A flexible layout includes four bedrooms and 3.5 bathrooms, along with a finished lower level featuring a bath and wet bar, offering additional space for recreation, relaxation, or extended living. Outdoor living is equally compelling, anchored by a striking L-shaped heated saltwater pool with a multi-speed pump and an expansive patio that invites long afternoons of sun, quiet evenings, and gatherings under the open sky. The grounds are enhanced by a sauna, and hot tub, creating a private retreat designed for year-round enjoyment. Additional highlights include a two-car attached garage with an electric vehicle charger, solar panels for energy efficiency, updated systems including heating, windows, and furnace, and the convenience of an elevator that adds ease of access throughout the home. This property captures the essence of North Fork living, where natural beauty, comfort, and thoughtful amenities come together in a setting that feels both tranquil and connected.

59 Linda Lane W, Riverhead

$1,900,000
3 Beds 2 Baths 980299 MLS
A rare and remarkable opportunity to own 22 sprawling acres on highly sought-after Sound Avenue in Riverhead. This unique property features a historic homestead dating back to the 1800s, offering timeless character and endless potential. Surrounded by the natural beauty of the North Fork, the expansive land which extends to Sound Shore Road, provides the perfect setting for agricultural use, or an opportunity to own your own farm/winery. The existing home showcases classic charm with original details, ready to be restored, expanded, or reimagined to suit your vision. With wide open fields and prime frontage along Sound Avenue, this property delivers both privacy and convenience—just moments from local farms, wineries, beaches, and all that Riverhead and the North Fork have to offer. Whether you’re looking to create a legacy property, invest in land, or embrace the North Fork lifestyle, this is a truly exceptional offering with limitless possibilities.

5528 Sound Avenue, 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

$799,000
4 Beds 2 Baths 961509 MLS
To be built- Expected Delivery Spring 2027. Introducing 455 Middle Rd Lot 4, a beautifully designed 1,750 square foot residence that pairs classic architecture with modern comfort. The exterior features multi textured board and batten siding, crisp trim, and bold black shutters set against a light facade, creating striking curb appeal. A covered columned entry and attached two car garage with black paneled doors add both style and functionality. Inside, open concept living spaces flow seamlessly for effortless entertainment and daily living. Hardwood oak floors run throughout the main level, while a gas fireplace anchors the living area with warmth and charm. The kitchen is appointed with white shaker cabinetry, stone countertops, a stainless-steel appliance package, a farm sink, and a generous center island that connects naturally to the dining and living spaces. The primary suite offers ample closet space and a private bath with a tile shower enclosure and tile flooring. Two additional bedrooms share a well-designed hall bath. The lower level includes a laundry area with cabinetry and washer and dryer hookups, plus a fourth bedroom or flexible family room with an adjacent powder room. An ample rear deck extends the living space outdoors. The home may also be delivered with an accessory dwelling unit configuration for added income potential or multi-generational living, offering exceptional flexibility and long-term value.

455-4 Middle Road, Riverhead

$645,000
5 Beds 3 Baths 943001 MLS
Calling all Investors! A huge mixed-use property total of 5 bedrooms, currently used as a professional office on the FIRST FLOOR, offering a large waiting area, reception space, three rooms, and a half bathroom. The first floor provides flexible use and may be converted to residential occupancy in accordance with local regulations and required permits. The SECOND FLOOR features a spacious living room, two bedrooms, a full bath, and a kitchen. This level offers strong multifamily or income-producing potential and requires a FULL RENOVATION. Additional features include a large rear parking area and an accessible ramp for enhanced functionality. Excellent opportunity for investors or end-users seeking versatility. Property is being sold As-Is.

982 Roanoke Avenue, Riverhead

$880,000
4 Beds 3 Baths 941812 MLS
Discover an incredible opportunity in Riverhead! Situated on over half an acre (0.53 acres), this spacious home offers room to grow, entertain, and create your ideal lifestyle. Featuring 4–5 bedrooms, 3 full bathrooms, and a flex room perfect for a home office, guest suite, den, or playroom — the layout adapts to your needs with ease. Enjoy a formal dining room for privacy during gatherings, an eat-in kitchen, and a large living room with views of the expansive backyard. Whether you dream of a pool and spa, outdoor sports area, or lush gardens — you have the space to make it happen! This is the perfect multi-generational home, blending comfort and practicality. Located in a private, secure, and peaceful neighborhood, yet conveniently less than a mile to grocery stores, medical care, banks, gas stations, restaurants, and all essentials.

94 Kings Drive, Riverhead

$650,000
3 Beds 2 Baths 885840 MLS
Welcome to this lovely one-family residence located in the desirable Northville area of Riverhead. This cozy home features 3 spacious bedrooms and 2 well-appointed bathrooms, perfect for comfortable living. The inviting interior offers plenty of natural light, with a functional layout that’s ideal for both everyday living and entertaining. The home is situated on a well-maintained lot, providing ample outdoor space for relaxation or gardening. Also it was renovated in 2019. With easy access to local amenities, schools, and nearby attractions, this property offers both convenience and charm. This property is selling as part of a package that includes a farm located at 1117 Cross River Drive, Riverhead NY 11901. The farm is priced separately and must be purchased in order to complete the package deal. Don’t miss the opportunity to make this house your new home! Schedule a showing today.

1553 Northville Turnpike, Riverhead

$225,000
2 Beds 1 Baths 866307 MLS
Discover your dream waterfront retreat at this stunning two-story boathouse situated along the picturesque Peconic River. This charming property features two cozy bedrooms and a thoughtfully designed bath equipped with a modern composting toilet. The full kitchen is a chef's delight, boasting a convection countertop oven, ice maker, propane stove, and refrigerator, with all essential plates, cups, utensils, pots, pans, and a delightful dinette set included. Enjoy the convenience of an in-unit washer and dryer. Relax in style with one furnished bedroom and the comfort of two mini splits for heating and air conditioning. Stay connected with free WiFi throughout the property. For boating enthusiasts, boat slips are available, allowing you to live the waterfront lifestyle year-round—where you can fish, immerse yourself in the sounds of nature, and wake up to breathtaking sunrises. Unwind at sunset on one of the three spacious decks, taking in the serene surroundings that make this home truly special. Conveniently located just 4 miles from the Tanger Outlets and close to downtown Riverhead, you'll have easy access to fantastic restaurants, shopping, the Long Island Aquarium, and a wealth of local attractions. This is a cash-only opportunity, so seize the chance to own a piece of paradise on the water today!

149 c Riverside 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.