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$860,000
4 Beds 3 Baths 1032681 MLS
New construction! This beautifully designed home overlooks tranquil Merritt Pond, launch your kayak and enjoy sunsets from your backyard. Built with quality and longevity in mind, the home showcases high-end finishes and professional design throughout. Open-concept layout ideal for modern living, highlighted by a spacious eat-in kitchen and living area, complemented by a formal dining room and a den located at the front of the home. Featuring four large bedrooms upstairs, including a primary suite with a spa-inspired bathroom featuring a soaking tub and peaceful water views. Additional highlights include a full basement with walk-out entrance. New from top to bottom, the home is energy efficient with new heat pump technology, connected to municipal water and Riverhead sewer, providing peace of mind. Taxes are actual, some photos are digitally staged and landscape digitally rendered, not actual.

909 Ostrander Avenue, Riverhead

$205,000
2 Beds 2 Baths 1032547 MLS
Welcome to Hometown Glenwood Village, a 55 and over Manufactured Home Community Offering a 43 Year Lease starting at $800 per month - Includes Water, Use of Club House with State of the Art Gym, A Library, a Billiard Pool Room, a Dance Hall, Bathrooms, & Kitchen. From the minute you step into this lovely manufactured home located at 189 Glynwood, you will see the open floorplan with high ceilings, built-in's,, and newer laminate flooring. It features 2 bedrooms, & 2 Baths, each split at opposite ends of home with one being the Primary Bedroom and En-Suite. The Laundry has an Expansive Pantry, Freezer and a Washer & Dryer. The Eat-In Kitchen has a tremendous amount of cabinets for all your dishes, pots & pans and a nice area for a Dining Table. Oil Burner was replaced in 2022 and the Roof was replaced in 2009, Appliances about 11 years old, updated main bath & flooring. New Laminate in the LR, Kitchen, Hallway & Guest Bedroom New hot water heater 2025, New Shower unit in Master bath, CAC. Shed. & Deck

1661 Old Country Road Unit #189, Riverhead

$529,999
2 Beds 2 Baths 1032344 MLS
Welcome Home! Discover the space and versatility you've been looking for in this oversized 2-bedroom, 2 full bath ranch! This home offers generously sized rooms, including a recently renovated full bathroom, newer central air conditioning, central vacuum, hardwood floors, natural gas and public sewers. This expansive full basement with full egress provides endless possibilities for additional living space, recreation, a home office, or storage. The home's generous footprint presents a wonderful opportunity to personalize and create a space that reflects your own style and vision. Ideally located just minutes from downtown, restaurants, shopping, parks and everyday conveniences, this oversized ranch offers comfort, flexibility and outstanding potential. Don't miss this exceptional opportunity!

241 Riverside Drive, Riverhead

$99,900
2 Beds 1 Baths 1026952 MLS
Welcome to Unit H8 in the Ramblewood 55+ community! This lovely home offers numerous updates and desirable features, including a newer roof, new hot water heater, replaced windows, and new ceilings throughout most of the home. The spacious 12’ x 19’ screened-in room provides the perfect place to relax and enjoy the outdoors, along with a deck resurfaced in 2017. The home also features a new propane burner installed in 2017, insulation beneath the home, and attractive vinyl laminate flooring throughout most of the living areas. The full eat-in kitchen offers plenty of cabinetry and space for dining. A convenient carport provides protection for your vehicle from the elements. Ramblewood is a welcoming 55+ community with friendly neighbors and a convenient location close to shopping, farm stands, wineries, and restaurants. This is an all-cash purchase. An application process is required, with a minimum credit score of 650 and verifiable annual income of approximately $31,000. The monthly lease is $913.66 which includes taxes, water, garbage removal, snow removal, and cesspool maintenance.

658-H8 Sound Avenue, Calverton

$1,950,000
4 Beds 5 Baths 1028043 MLS
Nestled on a private 0.63-acre lot, this exceptional Postmodern home offers scenic views of preserved acreage and water views from the second floor. Thoughtfully designed with quality craftsmanship throughout. The chef’s eat-in kitchen is appointed with custom solid East End wood cabinetry, a cherry wood center island, radiant-heated brick ceramic tile flooring, a Wolf propane range with hood, Energy Star Café double convection wall ovens, and Café refrigerator. The living room features a wood-burning fireplace and hardwood flooring that extends throughout the main living areas. The second level is highlighted by a luxurious primary suite and spa-inspired bath. Two additional guest bedrooms, a dedicated home office, loft with water views, and a conveniently located laundry room completes the upper level. The finished walkout lower level offers exceptional flexibility for extended living, recreation, or entertaining and includes a second laundry area, utility room, and direct access to the attached garage. An additional detached heated garage provides expansive space for vehicles, a workshop, or hobby enthusiasts. Designed to embrace both indoor and outdoor living, and with a pool permit already in place, this property features a welcoming front porch, rear deck, flagstone patio with pavers, barbecue hook up and storage shed . Surrounded by natural beauty and offering exceptional privacy, luxurious amenities, and versatile living spaces, this remarkable residence presents a rare opportunity to enjoy the finest in East End living.

118 Peconic Bay Boulevard, Aquebogue

$1,425,000
4 Beds 3 Baths 1031134 MLS
Nestled on the shores of the Long Island Sound in Jamesport, this beautifully rebuilt Soundfront home offers direct beach access and breathtaking water views from nearly every room. Originally built in 1935 and completely rebuilt by Gabrielson in 2007, the home perfectly blends timeless coastal charm with modern comfort and quality craftsmanship. Featuring 4 bedrooms and 3 full baths, the open-concept layout is ideal for relaxed waterfront living and entertaining alike. The granite and stainless steel kitchen with center island flows seamlessly into the dining area and living room, highlighted by hardwood floors, a wood-burning fireplace, and expansive views of the Sound. The primary bedroom features a private balcony overlooking the water, the perfect place to take in the spectacular sunsets. Maintenance-free Cedar Impressions siding adds to the home’s easy coastal lifestyle. Whether you're seeking a year-round residence or the perfect summer retreat, this exceptional property delivers. Additional features include a full basement, walk-up attic offering endless flexibility, and a spacious 2-car garage providing exceptional storage. A rare opportunity to enjoy effortless beachfront living on the North Fork.

900 Sound Shore Road, Jamesport

$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

$5,750,000
13 Beds 7 Baths 1029909 MLS
LISTING IS FOR 6 HOMES AND .77 VACANT LAND! An exceptional opportunity to own a one-of-a-kind waterfront estate featuring 6 income-producing residences plus an adjoining nearly one-acre buildable lot, offering tremendous potential to expand the rental portfolio or create a spectacular multigenerational compound. The property includes two Bayfront homes—one offering 4 bedrooms and 3 bathrooms, the other has 3 bedrooms and 1.5 bathrooms—along with four additional cottages, including two 2-bedroom cottages and two 1-bedroom cottages. The adjacent buildable parcel presents endless possibilities, whether for a custom waterfront residence, additional income-producing opportunities, or the ultimate private estate. A rare investment with multiple revenue streams, redevelopment potential, and breathtaking waterfront setting. Please do not go on the property without a scheduled appointment.

18 Smith Lane, Jamesport

$260,000
3 Beds 2 Baths 1030425 MLS
Welcome to this beautifully updated 3 bedroom, 2 full bathroom home, perfectly situated in the heart of Riverhead with convenient access to both the North Fork and South Fork, making it an ideal location for work, recreation, and everything the East End has to offer. From the moment you arrive, you'll appreciate the care and attention that has gone into every detail. The home has been meticulously updated with a fresh, modern style, featuring brand new carpeting, fresh paint throughout, and spacious, light-filled rooms designed for comfortable everyday living. The thoughtfully designed floor plan offers generously sized bedrooms, abundant storage, and inviting living spaces that are perfect for entertaining and hosting. The updated exterior is equally impressive, with updated siding and skirting providing enhanced curb appeal, while the recently replaced front and rear decks create the perfect spaces to relax or enjoy outdoor gatherings. A storage shed offers additional room for lawn equipment, tools, and seasonal belongings, adding to the home's functionality. Move-in ready and beautifully maintained, this exceptional home offers the perfect combination of style, comfort, and convenience. Don't miss the opportunity to make this stunning home your own!

309-15 Fanning Boulevard, Riverhead

$1,150,000
4 Beds 3 Baths 1030183 MLS
Welcome to 4 Apple Lane—Your Private Wading River Oasis Nestled in the quaint, sought-after town of Wading River, 4 Apple Lane offers a perfect blend of peaceful privacy and high-value modern upgrades. Spanning 3,300 square feet on an impressive 1.76 plush, park-like acres, this home is a true sanctuary designed for both comfortable daily living and effortless grand-scale entertaining. Sun-Drenched Living & Warm Architectural Details Step inside the welcoming foyer and immediately experience a remarkably bright, open, and airy ambiance filled with natural sunlight from an abundance of large windows. The main level flows effortlessly, offering a large formal living room, an expansive formal dining room, and an inviting den featuring rich, custom built-in cabinetry. Adding to the home's warmth and charm is a cozy wood-burning fireplace, perfect for relaxing on cool evenings. Chef’s Kitchen & Modern Upgrades At the heart of the main floor is the chef’s kitchen—a culinary haven designed for function and style. Upgraded for modern convenience, the kitchen features top-tier updates including a microwave updated in May 2023, a dishwasher and stove/oven replaced in 2022, and a brand-new refrigerator added in 2025. Serene Primary Suite & Renovated Baths Upstairs, the sprawling main bedroom serves as a true primary retreat—expansive, sunlit, and serene. It boasts a beautifully updated full main bathroom complete with a deep soaking tub and a sleek stand-up shower (remodeled in 2019/2020). The additional bedrooms offer generous proportions and easy access to thoughtfully renovated full baths (upstairs bath updated in 2019/2020, and the downstairs bath updated in 2021). Substantial Energy Savings & Future Potential Adding immense value, this home is powered by fully paid-off solar panels. Enjoy the luxury of living practically electric-free, with summer electric bills dropping as low as $19 per month! Downstairs, the full, unfinished basement boasts approx. 8-foot ceilings, offering incredible potential for customization, a home gym, or additional living space. A Resort-Style Backyard Sanctuary Step outside to your personal outdoor retreat featuring a charming side garden and a massive 1,000 sq. ft. cedar deck (20x50, built in 2020). Beyond the deck lies the star of the yard: an oversized 22x42 saltwater pool reaching depths of 9 feet, equipped with a 2018 liner, a 2020 pump, and full reconditioning in 2025. Two 12x14 storage sheds near the pool add effortless convenience. Complete with a brand-new roof (June 2025), an updated 200-amp electrical panel, washer/dryer (Nov 2021), a 3-car garage, and an oversized multi-car driveway, 4 Apple Lane is a turnkey Wading River gem waiting to welcome its next owner home!

4 Apple Lane, Wading River

$709,000
4 Beds 3 Baths 1030137 MLS
Welcome to your private coastal retreat! Nestled on a beautifully landscaped property just moments from the beach, this spacious 4-bedroom, 2.5-bath home offers the perfect blend of comfort, privacy, and versatility. Inside, you'll find an inviting floor plan filled with natural light and generous living spaces. The updated kitchen flows seamlessly into the dining area, while multiple living areas provide flexibility for entertaining, relaxing, or working from home. A bright sunroom offers the perfect place to enjoy your morning coffee or unwind while overlooking the peaceful backyard. The welcoming entry foyer features radiant heated floors, adding warmth and comfort year-round, while a cozy pellet stove in the living room creates the perfect atmosphere during the cooler months. The beautifully landscaped grounds feature a large covered patio, bocce court, and mature trees that provide exceptional privacy, creating an ideal setting for outdoor entertaining and everyday enjoyment. The roof is just 3 years young, offering added peace of mind, while the attached two-car garage provides ample storage and convenience. Additional upgrades include 200-amp electric service, central vacuum, and in-ground sprinklers. Located just minutes from the beach, this home allows you to embrace the very best of coastal living. You'll also have the opportunity to join the Hartwood on the Sound Beach Club, offering access to a private beach and an exceptional North Shore lifestyle. Adding even more value, the home's spacious layout offers the potential for multi- generational living with proper permits. Eligible to join the Hartwood on the Sound Beach Club Close to beaches, parks, wineries, farm stands, and all the North Fork has to offer! This exceptional home combines thoughtful updates, outstanding amenities, and a prime coastal location, offering the perfect place to enjoy the North Shore lifestyle year-round.

206 Cliff Road W, Wading River

$96,000
2 Beds 1 Baths 1029860 MLS
Embrace the North Shore getaway with this delightful nicely updated two-bedroom, one bath seasonal cottage located in the desirable Hulse Landing Cottages community in Wading River. Designed for carefree living from April - October, this cozy retreat features an inviting layout with comfortable living spaces including plenty of of space for outdoor barbecues, and beach rights, making it an ideal seasonal escape or weekend sanctuary. Conveniently situated moments from local amenities, you are close to scenic trails of Wildwood Park, local farm stands, and popular dining spots like the renowned waterfront La Plage Restaurant and Watermark of Wading River. The property also places you within easy reach of the North Fork's famous wineries, local shops, and recreational escapes. Please note that the land is leased with the lot fee $5,600 includes taxes, garbage removal, water, leaf removal. Cash-only transaction.

30 Hulse Landing Road, Wading River

$250,000
3 Beds 1 Baths 1024968 MLS
Welcome home to this charming 3-bedroom, 1-full-bath ranch offering comfortable one-level living. The spacious primary suite features a beautifully updated full bath. The open-concept kitchen boasts granite countertops, stainless steel appliances, abundant cabinet space, and newer washer and dryer for added convenience. Enjoy meals in the generous dining area, then relax in the cozy living room. You'll appreciate the ample closet space throughout the home, providing plenty of storage. Recent updates include a 1-year-old roof, giving you added peace of mind. Outside, you'll find a large backyard, perfect for entertaining, gardening, or play, along with a convenient storage shed. Ideally located close to schools, shopping, restaurants, and everyday conveniences, this move-in-ready home is one you won't want to miss!

433 Mill Road Unit #38, Calverton

$747,000
3 Beds 2 Baths 1028176 MLS
Every so often a home comes along that checks every box, and then adds a few you didn't even know were on your wish list! The wait is over...because this is that home! Designed with an open, airy floor plan, this beautifully maintained ranch offers 3 spacious bedrooms and 2 full bathrooms. Vaulted ceilings soar above the living room, dining room, and eat-in kitchen, creating an inviting sense of space, while beautiful hardwood flooring flows throughout. Enjoy year-round comfort with Central Air, Oil heat, and the peace of mind of a Newer Roof. But, what truly sets this home apart is the Seller Owned SOLAR PANEL System, included FREE and CLEAR. No lease, No commitments, just the potential to produce all the electricity you'll need! New Paver Walkways welcome you home and lead to the oversized 2 plus-car garage, while a full, partially finished basement provides even more space to enjoy. Then step outside and prepare to fall in love. Whether you're relaxing on the back deck, entertaining on the patio, gathering around the fire pit for s'mores and star gazing beneath the stars, or dreaming of the pool you've always wanted, this incredible backyard offers the space to make it happen! Completely Fenced in Yard. Plenty of Room for Pool and more! Better yet, the property backs to over 15 protected acres with the development rights sold (DRS), providing a peaceful backdrop and a level of privacy that's becoming increasingly difficult to find. Homes may offer features...the special ones, offer a feeling! Come experience the difference for yourself! Location: Conveniently located at the start of the North Fork in Beautiful Baiting Hollow. You also have easy access to multiple town beaches on the Bay or Sound, with convenient access to Ocean beaches, County Parks and numerous Marinas and Golf Courses. Come enjoy the Beautiful North Fork, its Gourmet Restaurants, Vineyard Wineries, Breweries, Retail shopping and Outlets, nearby Farmstands & Agricultural Attractions, and the endless year-round opportunities The North Fork provides!

124 Donna Drive, Baiting Hollow

$780,000
3 Beds 1 Baths 1029041 MLS
Welcome to 61 Timber Drive in Calverton! This charming ranch offers so much more than meets the eye—you truly have to see it to appreciate all it has to offer. Nestled on beautifully landscaped property, this lovingly maintained home features major improvements completed within the last two years, including the roof, siding, and central air conditioning, providing both style and peace of mind. Surrounded by mature landscaping, the property offers the perfect setting for entertaining or simply enjoying peaceful outdoor living. The impressive detached 2.5-car garage is ideal for car enthusiasts, extra storage, or creating the ultimate workshop or hobby space. Combined with exceptionally low taxes, this home presents an incredible opportunity and is truly one you have to see to believe.

61 Timber Drive, Calverton

$3,795,000
4 Beds 4 Baths 1027302 MLS
There are properties that offer more space, and then there are places that offer an entirely different way of living. Positioned in the heart of the North Fork, Starry Night Farms invites you to embrace a way of life that has become increasingly sought after yet is rarely found. Set on 6.3 exquisite acres, this remarkable equestrian estate is ideal for horse enthusiasts, hobby farmers, and those seeking an exceptionally private retreat. The charming yet updated farmhouse welcomes you with a classic covered wraparound porch, inviting interiors, and a bright rear sunroom overlooking the picturesque grounds, Outdoors, a heated saltwater pool, custom barbecue kitchen, and outdoor fireplace provide the perfect setting for entertaining family and friends. Designed with an equestrian lifestyle in mind, the property features two barns, indoor and outdoor riding arenas, ten horse stalls in total, and a dedicated tack room. Beyond its equestrian amenities, the property is filled with distinctive features, including a wine barrel sauna with steam and hot rocks, an art studio, putting green, and 16 raised garden beds ready for farm-to-table living. Apple, nectarine, cherry, and peach trees flourish throughout the backyard, while an established chicken coop with 20 chickens, productive Flow beehives, and multiple outbuildings offer exceptional flexibility. The grounds are further enhanced by a vineyard with thriving Merlot grapevines, creating an idyllic country setting where luxury and sustainable living come together. This one-of-a-kind Jamesport estate presents a rare opportunity to enjoy refined country living, premier equestrian facilities, and resort-style wellness amenities within one extraordinary property. Luxury is no longer defined simply by what you own, but by how you live.

1810 Main Road, Jamesport

$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

$674,999
2 Beds 3 Baths 1027875 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

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.