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$899,995
5 Beds 4 Baths 1039943 MLS
Beautifully Renovated Five-Bedroom Home with Finished Basement Welcome to this beautifully updated five-bedroom, three-and-a-half-bath home, offering spacious living areas, modern finishes, and a versatile fully finished basement with a private entrance. Set on a half-acre property, this home features a private backyard that is ready for a pool. The property is completely fenced in with a new fence and includes an irrigation system, mature landscaping and plants, and a large driveway with ample space for multiple cars. Additional features include central air and much more. The main level features a beautifully remodeled kitchen with new appliances, granite countertops, and new flooring. The home offers hardwood floors throughout, a spacious living room with a cozy fireplace, a large dining room, and a convenient laundry area. The main house includes four bedrooms, two full bathrooms, and one half bathroom, providing plenty of space for comfortable living. The fully finished basement adds exceptional versatility, featuring two additional bedrooms and one full bathroom, along with its own private entrance. This space is ideal for extended family, guests, a home office, recreation, or additional living arrangements. Additional features include a one-car garage, generous living spaces, central air, and a well-designed layout that combines comfort and functionality. A great opportunity for those looking for a spacious, updated home with additional private living space, a large fenced-in property, and room to create the backyard of their dreams.

674 Flanders Road, Riverhead

$999,000
5 Beds 4 Baths 1040318 MLS
Beyond the hills of Sound Avenue, where Long Island quietly fades into the North Fork, sits a 1948 Swiss chalet unlike anything else on the market — thoughtfully reimagined by its owners, both working designers, into a private wellness retreat. Set on a 0.55-acre double lot behind mature trees and a gravel motor court, the residence offers an unusual degree of privacy across three finished levels. The chalet's original silhouette and pitched rooflines have been preserved, while the interior has been reworked as a study in tactile, considered materials — Venetian plaster walls and ceilings, and a lime washed walls run throughout the main level. The great room is anchored by a sculptural Venetian plaster paint finished ceiling, and a hand-finished oxblood staircase serves as the home's central design gesture. Wide-plank white oak floors and custom millwork carry the material language upstairs, where the primary suite opens to a private balcony framed by the chalet's original heart-cutout balustrade. Outdoor living was built with the same intention. A freestanding sauna, a cold plunge, and a simple wood-built temperature-controlled outdoor tub — no jets, just heat and stillness — sit tucked into the garden, alongside a wood-fired pizza oven and dining pavilion designed for entertaining. A stone patio extends the living space outdoors, framed by mature plantings that create a fully private, screened setting. The current configuration offers 4/5 bedrooms and 2 Full 2 half baths across approximately 2,200 square feet. A third-floor guest level sits tucked beneath the chalet's original roofline, and a lower level offers additional flexible living space. Wander up the road to Big Rock Beach, where the North Fork does its version of a swim — quieter, rockier, and unbothered. Beyond it, the vineyards, farm stands, and harbor towns that define the North Fork are close at hand. The property is zoned for Riverhead School District. Sale includes the attached vacant lot, offering additional flexibility for the next owner. This is not simply a renovated house— it is a working portfolio piece for two designers, thoughtfully reimagined and ready for its next chapter. A rare category-of-one offering for a buyer seeking design pedigree.

Wading River

$1,399,000
4 Beds 3 Baths 1038540 MLS
Looking for the ultimate North Fork retreat near the beach? Look no further. This exceptional Colonial-style residence offers a spacious, sun-drenched floor plan designed for comfortable everyday living and effortless entertaining. Step inside to a bright, inviting interior with generous room sizes, abundant natural light, and an easy, flowing layout. The main level features an updated eat-in kitchen with granite countertops and French doors opening to a private patio—perfect for morning coffee or evening sunsets. Entertain in the formal dining room, relax in the cozy den, or gather in the light-filled formal living room, anchored by a warm fireplace. Upstairs, a welcoming landing and lounge area leads to three generously sized guest bedrooms and a private primary Master Bedroom suite retreat. The primary suite offers a private walk-out balcony, spacious walk-in closet, and ensuite bath with a dedicated makeup vanity. A skylight-filled full bathroom adds even more natural light and character. The full basement provides flexible space for recreation, entertainment, extensive storage, and future expansion, with the added convenience of an Outside Entrance (OSE). Additional features include central air conditioning, central vacuum, and a newly updated hot water heater. Step outside into a fully fenced backyard oasis designed for both entertaining and relaxation. The centerpiece is an impressive 20' x 40' inground swimming pool, complemented by a pool pump and filter approximately three years old and a solar cover. Beautifully landscaped grounds include a brand-new storage shed, a productive vegetable garden, and fruiting trees, all set against unobstructed views of neighboring open farm fields. For exceptional energy efficiency, the property also features a 100% owned solar panel system installed on a brand-new roof, offering significant potential for utility savings. Standalone Guest House & 2-Car Garage Adding tremendous value and versatility, the separate detached guest structure—under 1,000 square feet—features new electrical wiring, a brand-new heating and cooling system, and a brand-new dedicated washer and dryer. The property also includes its own 2-car garage Exceptional high-ceiling garage/workshop with the height and space to accommodate a vehicle lift, perfect for automotive enthusiasts, hobbyists, or a serious home workshop and separate driveway entrance. Whether used for multi-generational living, extended guests, a private home office, or an executive retreat, this flexible space offers endless possibilities. Ideally located just a short distance from Great Peconic Bay Marina, local beaches, award-winning wineries, championship golf courses, fine dining, parks, and beloved North Fork farm stands, this property captures the very best of the North Fork lifestyle. Whether you're hosting summer gatherings by the pool, enjoying quiet afternoons overlooking the open fields, or heading out to the beach, this exceptional property offers the space, privacy, and versatility to make every season memorable. Your North Fork lifestyle awaits—come experience it for yourself.

8 High Meadow Lane, Jamesport

$799,000
4 Beds 4 Baths 1038639 MLS
Welcome to this gorgeous, fully updated North Shore residence, where refined modern contemporary elegance meets effortless comfort. Soaring vaulted ceilings and a stunning stone fireplace create an impressive yet inviting great room, while the beautifully appointed chef’s kitchen is designed to inspire everything from intimate dinners to grand entertaining. A formal dining room adds an elegant touch for hosting family and guests. Newly added wide-plank hardwood flooring flows throughout the home, creating a seamless sense of warmth, sophistication, and modern luxury. Thoughtfully remodeled bathrooms showcase luxurious finishes throughout, while the expansive primary suite offers a true private retreat complete with a stunning ensuite bath, sumptuous soaking tub, and separate glass shower. The home offers an abundance of storage and versatile living space, including additional accommodations perfect for extended family, complete with a private outside entrance. Step outside to a meticulously manicured backyard that provides the perfect setting for relaxing, entertaining, and enjoying the best of North Shore living. Beautifully updated, exceptionally spacious, and designed with both luxury and functionality in mind—this is a home that truly has it all.

70 Beach Road, Wading River

$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

$795,999
3 Beds 3 Baths 1037404 MLS
Welcome home.This charming, tranquil home set on approximately 1.05 acres in desirable Baiting Hollow. Offering 3 bedrooms, two full bathrooms. This property combines comfortable living with the privacy and space of a generous lot. Full finished basement with private office and tons of storage. This is a must see home. The home's practical layout provides flexibility for everyday living, entertaining, or working from home. Outside, the expansive grounds offer plenty of room for recreation, gardening, and creating your ideal outdoor retreat. Conveniently situated near the North Fork's beaches, vineyards, farms, golf courses, shopping, and dining, this home presents an excellent opportunity to enjoy the relaxed East End lifestyle.

71 Triangle Lane, Baiting Hollow

$999,999
3 Beds 3 Baths 1027659 MLS
Welcome to this stunning Contemporary Colonial set on over two beautiful acres, offering the perfect blend of privacy, elegance, and modern comfort. This spacious 8-room home has been tastefully updated throughout and features three bedrooms with the potential for a fourth. The primary suite with a spa-inspired bath featuring a step-in shower, whirlpool tub. and double vanity. Enjoy generous living spaces, a two-car garage, and an inviting layout ideal for everyday living and entertaining. Step outside to your own private oasis featuring a salt water heated in-ground pool with waterfall, expansive patio, and beautifully maintained park like grounds. A rare opportunity to own an exceptional property offering space, style, and resort-like living. Riverhead the Gateway to the North Fork! Conveniently located near Long Island Sound beaches and just minutes to the North Fork’s wineries, farm stands, and dining

723 Doctors Path Estates, Riverhead

$239,990
3 Beds 1 Baths 1037498 MLS
Imagine trading everyday stress for lazy summer mornings in a completely renovated three-bedroom cottage that brings genuine Hamptons flair to the North Shore. This turnkey charmer proves that vacation living doesn't have to be complicated. Every inch has been thoughtfully reimagined. Wide plank wood-like laminate floors flow beneath recessed lighting, all controlled by dimmers and motorized shades for the perfect ambiance. White cedar impression siding and Anderson black windows deliver crisp curb appeal, while insulated walls and a mini split keep things comfortable in any weather. The kitchen shines with quartz counters and a five-burner gas stove, and the oversize shower dazzles with shiplap-accented walls and sleek black fixtures. New plumbing throughout means worry-free stays. Best of all, it arrives fully furnished with quality pieces, so you can simply unpack and relax. Outside Enjoy a brand-new front sitting area anchored by a fire pit, plus an outdoor shower for rinsing off after beach adventures. A pebble driveway, electric vehicle charger, washer, dryer, and a handy basement round out the practical perks. Set in a coveted beachfront seasonal community open April fifteenth through October fifteenth, this spot puts vineyards, farm stands, outlet shopping, Splish Splash Water Park, the Long Island Aquarium, and horseback riding all within easy reach. Please note: land is leased and this is a cash-only purchase. Whether you crave a snowbird escape or a summer getaway, seize this rare opportunity and schedule your private tour today. Land lease is $8,335.34 for 2026...

25 Cottage Road, Baiting Hollow

$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

$274,990
2 Beds 2 Baths 1037418 MLS
Come Vacation On Long Islands North Shore of Baiting Hollow in Desirable Seasonal Beachfront Community of Woodcliff Park open April 15-October 15. Land Lease is approx $9,737.77/2026. Breathtaking Waterviews Exude from numerous locations throughout this home. living Room Accented with Wood ceiling panels charm this home, oversized slider to screened in deck with FULL UNOBSTRUCTED VIEWS, The Kitchen has white cabinetry, You will enjoy doing dishes for the first time as you stare out at the water from your picture window purposely positioned above the sink, Primary & guest bedroom are nice size and both have closets, The second bathroom is just 6 Years Young & offers a Jetted Tub that is also nestled below another picture window, Laundry, Attic storage Flagstone outdoor patio area add to this homes features. Street has only handful of homes on it so it is more private than other locations in park. ONLY home with View on market!! Numerous Local Attractions:Splish Splash water park, Golfing, Farm Stands, Atlantis Aquarium, Beaches, Horseback Riding, Outlet Shopping, & Wine Country. Land is leased and Not included in sale. Cottage comes furnished. Cash Only Sales, Additional information: Appearance:Mint

10 Acorn Path, Baiting Hollow

$320,000
2 Beds 2 Baths 1036345 MLS
NEW LISTING | Glenwood Village 55+ Community Beautifully renovated and move-in ready, this spacious 1,150 sq. ft. home offers 2 bedrooms, 2 full bathrooms, and an open floor plan designed for comfortable living and easy entertaining. The stunning windowed kitchen features a breakfast bar, quality new cabinetry, beautiful wide-plank laminate flooring, and elegant wide moldings throughout. The spacious living room provides plenty of room for both living and dining areas, while the separate dining room offers endless possibilities as a den, library, home office, or hobby room. The living and dining areas open to a large private deck overlooking a peaceful backyard with lush grass and mature trees, creating a quiet and serene setting with exceptional privacy. Whether you're enjoying your morning coffee or entertaining guests, this outdoor space is sure to impress. Located in the highly desirable Glenwood Village 55+ Community, this beautifully updated home is priced to sell at just $320,000. Call immediately to schedule your private viewing. This one won't last!

1661 Old Country Road Road Unit #466, Riverhead

$1,500,000
4 Beds 3 Baths 1033367 MLS
Set just a block from the beach in the heart of charming South Jamesport, this circa 1837 Captain's house offers a rare combination of authentic history and modern comfort. Wide plank floors and period details remain intact and define the home's shared living spaces and four bedrooms. A tasteful 2007 renovation and addition brought the space up to date without disturbing its historical integrity. With a chef's kitchen that opens up to a side deck and the expansive backyard, 64 South Jamesport is an optimal environment for entertaining or a quiet retreat. The property sits on a double lot, offering ample room for a pool, while the detached two-car garage includes a workshop, loft, and flexibility. A special property for those drawn to the water and the character of another era.

64 S Jamesport Avenue, South Jamesport

$369,999
2 Beds 2 Baths 1034893 MLS
Welcome to effortless living in this beautifully renovated home located in the desirable 55+ Glenwood Community. Step outside and discover a breathtaking backyard oasis, professionally landscaped and unlike anything else, offering exceptional size, privacy, and beauty. Lush gardens and thoughtfully designed outdoor spaces create the perfect setting for entertaining, relaxing, or simply enjoying the peaceful surroundings. Inside, this move-in-ready residence has been tastefully updated throughout. Enjoy a spacious den ideal for gatherings with family and friends, a beautifully renovated kitchen with modern finishes, and updated bathrooms designed with both comfort and style in mind. Every detail has been thoughtfully considered, making this home truly turnkey. Offering the perfect blend of indoor comfort and extraordinary outdoor living, this rare Glenwood gem is an opportunity not to be missed. Offered at $389,900. This rare gem won't last! Call today for your private appointment.

1661 Old Country Road Unit #383, Riverhead

$235,000
2 Beds 1 Baths 1030728 MLS
New Listing in Glenwood Village 55+ Community | $235,000 Welcome to this beautifully maintained and updated home in the highly desirable Glenwood Village 55+ Adult Community, offered at $235,000. Thoughtfully updated approximately 10 years ago, this move-in-ready home offers comfort, style, and convenient one-level living. Step inside and be greeted by a bright, sun-filled open floor plan featuring a spacious living and dining area with soaring ceilings and an abundance of natural light. The updated kitchen boasts modern cabinetry and newer appliances, while additional improvements include a newer roof and attractive laminate flooring throughout the home. This charming residence features 2 bedrooms, 1 bathroom, and a large sunroom, providing plenty

1661 Old Country Road Unit #17, Riverhead

$2,100,000
6 Beds 4 Baths 1034035 MLS
Welcome to this UNIQUE Oversized Gorgeous 6 bedroom, 4 full bathroom estate nestled on a private cul-de-sac Located in the exclusive SEA COVE ESTATES community of South Jamesport. Situated on nearly half an acre. This impressive 3,847 square foot home offers the perfect blend of luxury, comfort, and resort-style living. The dramatic living room showcases soaring vaulted cathedral ceilings, electric blinds, and one side of a stunning double-sided fireplace, while the adjoining first-floor bedroom features the other side, creating warmth and character in both spaces. 2 brand new Bathrooms. Second floor bedrooms have decks providing a relaxing waterview of Peconic Bay. Designed for both everyday living and unforgettable entertaining, the backyard is a true private oasis featuring a 16 x 32 in-ground pool with an electric solar cover, a fully equipped outdoor kitchen, Trex deck, gazebo, retractable awning, outdoor shower, and beautifully landscaped grounds. Just beyond your doorstep, enjoy access to the private deeded bay beach reserved exclusively for Sea Cove Estates residents. Close to all North Fork desired destinations Inside, you'll find an open and inviting floor plan with hardwood floors throughout. A spacious eat-in kitchen complete with a peninsula, quartz countertops, Energy Star appliances, new refrigerator, tile flooring, and a trash compactor. Sliding glass doors lead from the living room into a bright and spacious 4 season sunroom, where another set of sliding glass doors opens directly to the spectacular backyard, creating a seamless indoor-outdoor living experience. The elegant formal dining room, accented with crown molding, also features sliding glass doors that lead to the backyard from the dinning room, making entertaining effortless. The first floor also includes a full bathroom, offering flexibility for guests or multigenerational living. An additional guest or nanny suite on the first floor offers its own living room, private bathroom, and separate outside entrance, providing comfort and privacy for extended family or visitors. Upstairs, the spacious primary suite serves as a private retreat with a beautifully appointed en suite bathroom featuring a double vanity, soaking tub, and separate walk-in shower. Within the primary suite there is a private washer and dryer area and a walk-in closet. Continue to the third-floor bonus room, a versatile space that can be utilized as an additional bedroom, private office, or creative retreat, all while enjoying beautiful water views. Additional highlights include an indoor heated lap pool, a full finished basement with extra storage space, and an additional washer and dryer conveniently located on the first floor, owned solar panels for significantly reduced electric costs, and copper gutters that enhance both beauty and durability. This remarkable home truly offers every amenity imaginable in one of South Jamesport's most sought-after waterfront communities. Marina within walking distance.

29 Seacove Lane, South Jamesport

$689,996
4 Beds 2 Baths 1034015 MLS
Welcome To This Beautiful 4-Bedroom, 2-Full-Bath Colonial, Perfectly Situated On A Quiet Street In Wading River. Set On A Beautifully Landscaped .37-Acre Property, This Move-In-Ready Home Offers Exceptional Curb Appeal With Colorful Gardens, A Charming Covered Front Porch, And An Oversized Two-Car Garage. Step Inside To Discover A Bright, Open Floor Plan Designed For Today’s Lifestyle. The Spacious Kitchen Features Rich Cherry Cabinetry, Granite Countertops, Stainless Steel Appliances, And A Large Center Island With Seating That Flows Seamlessly Into The Main Living Areas—Ideal For Both Everyday Living And Entertaining. A Convenient Mudroom And First-Floor Laundry Add Functionality, And Generous Living Space Throughout. The Home Also Offers Spacious Bedrooms, An Updated Full Bath Filled With Natural Light, And A Partially Finished Basement, Perfect For A Recreation Room, Home Office, Or Gym. Outside, Enjoy Your Own Private Backyard. The Fully Fenced .37-Acre Property Offers Plenty Of Room For Entertaining, Outdoor Activities, Or Adding The Pool Of Your Dreams. Surrounded By Mature Landscaping, The Yard Provides The Perfect Combination Of Privacy And Tranquility. Ideally Located Just Minutes From Wading River’s Beautiful North Shore Beaches, Wineries, Farm Stands, Restaurants, Parks, And Shopping, This Exceptional Home Offers The Perfect Blend Of Peaceful Living And Modern Convenience. This Is A Great Opportunity To Own A Truly Move-In-Ready Home. Schedule Your Private Tour Today!

141 Fire Lane, Wading River

$375,000
3 Beds 2 Baths 1033380 MLS
Recently constructed and meticulously maintained, this beautiful 3 bedroom, 2 bath home is located in a desirable 55+ community in the heart of Riverhead. The thoughtfully designed open-concept floor plan features a spacious living and dining area, a well-appointed kitchen, and a separate laundry room. The generous primary suite offers an en-suite bath with shower/soaking tub and walk-in closet, while two comfortably sized guest bedrooms provide plenty of useful space. Additional highlights include central air conditioning, a welcoming rear deck, and a convenient storage shed. Residents enjoy exceptional community amenities, including a clubhouse, fitness center, and swimming pool, all just minutes from shopping, dining, and everyday conveniences.

1661 Old Country Road Unit #377, Riverhead

$849,000
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

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.