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2501 Willow Pond Drive, Riverhead
$499,000
1 Beds ⋅ 2 Baths ⋅ 1034250 MLS
Willow Ponds on the Sound. A 222 Unit Gated Condominium Community on 75 acres of park like grounds. This one bedroom, 1.5 bath with a garage rarely comes available. Located on the ground floor this unit has an entry foyer that steps down into an open concept floor plan and encompasses the Kitchen, Dining and Living area which includes a gas fireplace. The unit has a private porch as well as a backyard deck that sits on a nature preserve. Willow Ponds community itself is nestled on the bluffs of the Long Island Sound. The nature walk and stairs lead to the private beach! This location leaves nothing to be desired. It is the entrance to the North Fork Winery's and Vineyards as well as easy distance to the South Shore beaches on Dune Road in The Hamptons. The community also has a club house, exercise room, tennis/pickle ball courts and a saltwater pool! Year round living or second home. Don't miss out on living in a community that feels like you're on vacation!

2501 Willow Pond Drive, Riverhead

15 Cottage Road, Baiting Hollow
$159,990
2 Beds ⋅ 1 Baths ⋅ 1042120 MLS
Ever Dreamed of Owning a Vacation Home on Long Island? Now you can. This Charming Well Maintained Cottage offers Numerous Recent Updates Including Updated Electric, Plumbing, Washer & Dryer in New Cedar Enclosure, Custom Cedar Outdoor Shower With Sleek Black Stone Accents & Fixtures, New Retaining Walls, Parking for 2-3 Vehicles, Ample Outdoor Entertaining Area on your Covered Porch. Inside You will find Clean White Cabinetry, & an Open & Airy Living Space along with Two Bedrooms & a Full Bath w/Shower Stall. Private Beach access is just around the corner. Just an hour & 15 minutes from the NYC & With no shortage of Local Activities you will not be disappointed in with this Location. Located inside Desirable Seasonal Beachfront Community of Woodcliff park open April 15 -October 15. Cash Sales Only. Land is leased and not included in sale. Local attractions include: Beach, Golfing, Horseback Riding, Farm Stands, Wineries, Splash Splash Water Park, Aquarium, Outlet Shopping, & More!

15 Cottage Road, Baiting Hollow

674 Flanders Road, Riverhead
$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

3 Summerfield Lane S, Aquebogue
$799,000
3 Beds ⋅ 2 Baths ⋅ 1038235 MLS
Welcome to Silver Village, an ALL-ages community in Aquebogue! Pond views and completely renovated three-bedroom condo offers stylish, turnkey living with an extensive list of recent improvements. The beautifully redesigned kitchen features new cabinetry, quartz countertops, updated plumbing and all-new appliances, including a gas range. Both bathrooms were fully renovated with designer tile, quartz-topped vanities, frameless glass shower doors and Toto toilets; the spacious primary bath also includes a double vanity and quartz shower bench. Additional upgrades include new flooring, updated closets with custom shelving, fresh paint throughout and extensive electrical improvements with new interior and exterior lighting, ceiling fans, switches, outlets and safety detectors as well as a completely restored gas fireplace. All-new windows were installed in 2025 and include a transferable lifetime warranty. Outside, enjoy a newly redone and expanded patio with a motorized awning and bonus garden space filled with mature trees, shrubs and perennials. Thoughtfully updated inside and out, this exceptional home is ready for its next owner to move right in and enjoy, Silver Village is not an age-restricted community and offers a pool, clubhouse and low-maintenance living on the North Fork. Close to vineyards, farmstands, town beaches and more!

3 Summerfield Lane S, Aquebogue

1871 Edwards Avenue, Baiting Hollow
$799,900
4 Beds ⋅ 3 Baths ⋅ 1037778 MLS
Moments from the Long Island Sound, this beautifully renovated Baiting Hollow Colonial offers the best of North Fork living. Spanning 2,378 sq. ft., the 4-bedroom, 3-bath residence features an open kitchen with quartz countertops and stainless steel appliances, hardwood floors, a fireplace, and a spacious primary suite with an en-suite bath and walk-in closet. The first level includes a formal dining room, full guest bath, and attached two-car garage, while the second level offers four bedrooms and two full baths. An unfinished basement provides additional space with flexibility for future use. Set on nearly a third of an acre with direct access to Edwards Beach, the property is well positioned near quality North Fork entertainment and local attractions.

1871 Edwards Avenue, Baiting Hollow

70 Beach Road, Wading River
$769,000
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

1661 Old Country Road Unit #180, Riverhead
$250,000
2 Beds ⋅ 2 Baths ⋅ 1038025 MLS
Welcome to 180 Windwood, This Well-Cared for Home Offers Spacious Living Due to it Larger Size 16x66 and Attached Florida Room. The Living Room Opens to the Large Kitchen with Light Wood Cabinets and Room For Large Family Gatherings At the Table. The Guest Bedroom and Bath are right off the Living Room. The Hall Washer & Dryer Offer Convenience for All. Continuing on to a Private Retreat is the Primary Bedroom & Primary en-suite Bath. Outside You'll be Delighted to see a Shed, Newer CAC, A Free Standing Carport, A Private Deck behind the Florida Room and a Nice Walkway. Come and See What This House Has to Offer! The 49 Year Lease starts at $800 and includes water, cesspool maintenance, Use of Clubhouse, Fitness Center, Outdoor Park & Pool, Curbside Mail Delivery and Street Lighting & Maintenance.

1661 Old Country Road Unit #180, Riverhead

5 Woodcliff Trail, Baiting Hollow
$399,990
6 Beds ⋅ 3 Baths ⋅ 1037783 MLS
SEASONAL ONLY COMMUNITY OPEN APRIL 15-OCTOBER 15. Picture waking to shimmering water views, coffee in hand, on a covered deck perched inside the beachfront community of Woodcliff Park. This six-bedroom, three-bath duplex delivers rare flexibility, comfort, and a genuinely smart financial angle all in one breezy North Fork package. Land lease for 2026 is $9,578.77 The clever layout features three bedrooms and a full bath upstairs, plus three more bedrooms and another full bath below. Two complete kitchens one of which comes with Viking appliances mean everyone gets their own space, while soaring vaulted ceilings add drama overhead. A built-in fish tank brings unexpected personality, and a Viking grill turns backyard cooking into a proper event. Here's the part your accountant will love: renting the lower level covers all annual expenses. Translation? Your upper retreat essentially pays for itself, making this an ideal snowbird escape or carefree vacation getaway. Outdoor living shines with a wraparound blend of covered deck, open deck, and welcoming porch, plus a handy garage for beach gear and toys. Adventure sits right outside the community. Sip local pours at Baiting Hollow Farm Vineyard, dine at the charming Cooperage Inn, splash the day away at Splish Splash Water Park, or chase bargains at Tanger Outlets Riverhead. Please note: land is leased and this is a cash-only opportunity. Ready to trade ordinary summers for something unforgettable? Schedule your private showing before the season slips away.

5 Woodcliff Trail, Baiting Hollow

723 Doctors Path Estates, Riverhead
$949,000
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

25 Cottage Road, Baiting Hollow
$219,000
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

1661 Old Country Road Unit #454, Riverhead
$317,000
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

10 Acorn Path, Baiting Hollow
$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

1661 Old Country Road Road Unit #466, Riverhead
$295,000
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

1661 Old Country Road Unit #383, Riverhead
$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

141 Fire Lane, Wading River
$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

1661 Old Country Road Unit #377, Riverhead
$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

909 Ostrander Avenue, 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

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.