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1661 Old Country Road Unit #560, Riverhead
$450,000
3 Beds ⋅ 2 Baths ⋅ 1057866 MLS
Built in 2015 and upgraded throughout by its original owner, this 3-bedroom, 2-bath home in Glenwood Village, Riverhead's 55+ community, offers approximately 1,795 sq ft on one level. Hardwood floors and crown molding run through every room. The living room has a gas fireplace and opens through columned archways to a formal dining room. The kitchen has Corian countertops, double wall ovens, a five-burner gas cooktop, an island with a prep sink, glass-front cabinetry, and stainless appliances. Off the breakfast nook, a glass-roof sunroom leads to the rear deck and a private yard screened by mature evergreens. The primary suite includes a walk-in closet and a bath with a double vanity, walk-in jetted tub, and separate shower. Outside, there's a stone-front covered porch, carport, paver driveway, and shed, plus a partial basement for storage.

1661 Old Country Road Unit #560, Riverhead

1407 Middle Road Unit #245, Calverton
$349,000
3 Beds ⋅ 2 Baths ⋅ 1022776 MLS
Welcome to Foxwood Village, a desirable 55+ gated community in Calverton at the gateway to the North Fork. This beautifully maintained 3-bedroom, 2-full-bath home offers a bright, spacious layout designed for comfortable everyday living and entertaining. The private primary en-suite is thoughtfully separated from the guest accommodations, offering generous space and privacy. Enjoy outdoor living from the covered front porch or rear deck overlooking the backyard. Additional highlights include a dedicated laundry area, garage, and large unfinished basement with interior access, providing excellent storage and future possibilities. Foxwood Village amenities include a clubhouse, outdoor pool, fitness room, and gated entry. Monthly maintenance includes land lease, water, septic, trash removal, and community amenities. Conveniently located near North Fork shopping, dining, farm stands, wineries, beaches, and recreation. Community is subject to 55+ age requirements and applicable rules and fees. Buyers should independently verify all community costs, inclusions, requirements, and amenities.

1407 Middle Road Unit #245, Calverton

61 Hill Street E, Wading River
$899,000
3 Beds ⋅ 3 Baths ⋅ 1056488 MLS
A Designer-Renovated Retreat! An exceptional blend of architectural character and sophisticated modern design, this beautifully reimagined Wading River residence has been thoughtfully renovated by a renowned interior designer and architect. Every detail has been carefully considered, creating a distinctive home that balances timeless elegance with contemporary comfort. Beautifully curated interiors, refined finishes, and thoughtful design create a warm yet sophisticated atmosphere, ideal for everyday living, entertaining, or a weekend retreat. Ideally situated less than half a mile from the beach and at the gateway to the North Fork, this exceptional property offers easy access to the best of Long Island's East End. Spend your days exploring award-winning vineyards, local farm stands, picturesque beaches, and charming waterfront villages, with both the North and South Forks within easy reach. A rare opportunity to enjoy designer-inspired living in a desirable coastal setting, perfectly positioned to experience the very best of the East End lifestyle.

61 Hill Street E, Wading River

531 Brookhaven Avenue, Flanders
$730,000
3 Beds ⋅ 3 Baths ⋅ 1058360 MLS
Welcome to this well maintained 3 Bedroom, 2.5 bathroom, home located in a quiet and desirable neighborhood in the town of Southampton. Offering a great combination of comfort, updates and location. The spacious kitchen was renovated in 2019, along with one of the bathrooms, providing modern finishes and functionality. The electrical panel was updated in 2018, and central air conditioning was added in 2020 for year around comfort. The home also features a full walk-out basement, offering excellent potential for additional living space, storage, a home office, recreation area, or other uses. Enjoy the outdoors in the private backyard, which borders a reserved area, providing added privacy and peace of mind. The property is situated in a quiet neighborhood with a convenient location and benefits from low taxes. This home is ready for its next owner.

531 Brookhaven Avenue, Flanders

3103 Bluffs Drive S, Baiting Hollow
$675,000
2 Beds ⋅ 2 Baths ⋅ 1055561 MLS
Take a look at this condo in The Knolls of Fox Hill, in Baiting Hollow, and you'll be in for a treat. As you approach the front door, the salty sea air conjures memories of those long days spent at the beach as a kid. You'll notice a welcoming covered balcony that overlooks the Sound and those jaw-dropping North Fork sunsets. Once inside, the word "swanky" might come to mind. The flow between the living room, dining area and kitchen; seamless. The tasteful design choices will have you feeling warm and luxurious. The Kitchen, is just your style with high end appliances. Not only are the design choices so rich, but there's plenty of storage too. Wait until you see the bathrooms - both gorgeous! The primary will have you saying "wow", and both bedrooms have access to a rear balcony which is super cool. As if the vibe and surroundings aren't enough, you'll have a place for that fancy new car of yours in the attached 1.5 car garage, plus there's an additional really big storage area. On top of all of that, are the amenities: tennis, pickleball, bocci, a huge swimming pool, a clubhouse, fitness center, access to the beach and you're so close to a nearby golf course. Literally, you're going to feel like you're living at a resort!

3103 Bluffs Drive S, Baiting Hollow

43 Kirby Lane, Jamesport
$595,000
2 Beds ⋅ 1 Baths ⋅ 1054765 MLS
Welcome to 43 Kirby Lane, a beautifully renovated seasonal cottage tucked away in the charming waterfront community of South Jamesport. This inviting 2-bedroom, 1-bath cottage offers the perfect North Fork escape, complete with deeded beach rights and mooring rights. Thoughtfully renovated throughout, the home blends classic cottage charm with fresh, updated finishes. Step outside to the spacious wraparound porch, creating an incredible extension of the home’s living space and the perfect setting for summer dinners, morning coffee, entertaining friends, or simply relaxing after a day at the beach. An outdoor shower and private dressing room add to the quintessential summer cottage experience, making it easy to come straight from the beach and embrace relaxed coastal living. Whether you’re searching for a peaceful weekend retreat or a place to spend your summers by the water, 43 Kirby Lane captures everything there is to love about North Fork living. Beach days, boating, outdoor entertaining and effortless summer living await!

43 Kirby Lane, Jamesport

136 Hill Crescent, Calverton
$399,999
3 Beds ⋅ 2 Baths ⋅ 1051882 MLS
Welcome to this beautifully updated 3-bedroom, 1.5-bath townhome, offering a perfect blend of modern style, comfort, and convenience. The inviting first floor features attractive tile flooring throughout and a spacious open-concept layout that seamlessly connects the living and dining areas to the updated kitchen—ideal for both everyday living and entertaining. Upstairs, you’ll find three well-appointed bedrooms and a beautifully refreshed full bathroom. Outside, enjoy your own private backyard, providing the perfect space for relaxing, gardening, entertaining, or enjoying the outdoors. Conveniently located near shopping, dining, transportation, and everyday amenities, this move-in-ready townhome offers comfortable living with stylish updates and excellent value.

136 Hill Crescent, Calverton

117 Southfield Road, Baiting Hollow
$949,000
4 Beds ⋅ 4 Baths ⋅ 1055787 MLS
Tucked away on a private flag lot in Baiting Hollow, this beautifully appointed home delivers something increasingly rare on the North Fork: space, serenity, and sophisticated style on a secluded acre with sweeping farm and sunset views. Venture inside and natural light takes over. Vaulted ceilings and skylights create an airy sense of volume, while maple hardwood floors, crown molding, and recessed lighting bring warmth and refinement throughout. At the heart of the home, an expansive kitchen with quartz countertops, generous cabinetry, center island, and stone backsplash flows effortlessly into the formal dining and living areas, where a striking propane fireplace framed by natural stone creates a dramatic focal point. The lower level adds another dimension of living with a second sitting area, flexible den or home office, concealed laundry station, and half bath, creating valuable space for work, guests, or simply getting away. Upstairs, four generous bedrooms offer room for everyone. The primary suite becomes its own private sanctuary with radiant heated floors in the bath, custom walk-in closet, oversized walk-in shower, and spa tub. A second ensuite provides added privacy, while the hall bath features its own separate soaking tub. Rain-head showers, marble tile, glass enclosures, and built-in shower benches elevate the bathrooms with a decidedly spa-inspired feel. An expansive Trex deck opens to a professionally landscaped, secluded acre designed for long summer afternoons and unforgettable evenings. Gather around the built-in fire pit as the sun drops over the surrounding farmland, entertain beneath the open sky, or simply enjoy the silence and privacy of a property that feels worlds away. A two-car attached garage, in-ground irrigation, and oversized storage shed complete the package. All of this sits just minutes from the wineries, farm stands, beaches, golf, shopping, and the unmistakable lifestyle of the North Fork, with convenient access to major transportation routes.

117 Southfield Road, Baiting Hollow

6 Mastro Road, Calverton
$950,000
4 Beds ⋅ 4 Baths ⋅ 1056152 MLS
A Home of Timeless Character, Generous Proportions & Endless Possibilities They simply don’t make homes like this anymore. Stately and freshly painted, this gracious Center Hall Colonial is set on a generous one-acre parcel within a private community, offering an exceptional sense of privacy, peace, and space. With its classic architecture, generous rooms, and abundant natural light, this is a home designed to be enjoyed for years to come. At the heart of the home is an inviting Great Room featuring a gas fireplace—a wonderful gathering place for both quiet evenings and entertaining. A formal dining room provides an elegant setting for special occasions, while the eat-in kitchen has been thoughtfully refreshed with new appliances and a new granite countertop. A sliding glass door opens directly to the rear garden, creating an effortless connection between indoor and outdoor living. Upstairs, the home continues to impress with four generously sized bedrooms, including two with ensuite bathrooms, offering comfort and privacy for family and guests. A gracious upper-level loft adds another versatile space—perfect for a home office, reading retreat, playroom, or simply a quiet place to unwind. Throughout the home, an abundance of windows fills the rooms with natural light, enhancing the welcoming atmosphere and highlighting the generous proportions of each space. And then there is the enormous full unfinished basement, offering an extraordinary amount of additional space and potential for those who envision expanding the home's living areas, creating a recreation room, gym, home theater, office, or simply enjoying an abundance of storage. Outside, the expansive one-acre property offers a rare opportunity to create your own private retreat, with plenty of room for gardens, lush plantings, a pool, outdoor entertaining, or whatever your vision may be. The location offers the best of both worlds: a peaceful, private setting while remaining close to an exceptional array of conveniences and recreation. Shopping, restaurants, and everyday amenities are nearby, while the celebrated North Fork vineyards and numerous country clubs—both private and public—are within easy reach. Convenient access to the Long Island Expressway further connects you to everything the area has to offer. This is a home with the space, privacy, classic design, and potential that are increasingly difficult to find—a truly special opportunity to make a substantial and beautifully proportioned home your own. That’s an excellent lifestyle element to add. I’d weave it into the closing so the property feels private and peaceful without sacrificing convenience.

6 Mastro Road, Calverton

120 Scenic Lake Drive, Riverhead
$549,000
2 Beds ⋅ 2 Baths ⋅ 1056657 MLS
A coveted single level 2-bedroom, 2-bath Biscayne model in the desirable gated community of Saddle Lakes is now available. The Kitchen with Silestone counters is filled with natural light. This lovely home offers an inviting layout designed for comfortable everyday living as well as easy entertaining. The spacious primary bedroom features two closets and a private full bath. The second bedroom, which can also serve beautifully as a den or home office, opens to a private patio surrounded by nature, an ideal spot to relax with a cup of tea and a good book. A full basement provides exceptional storage and offers additional possibilities to suit your needs. Saddle Lakes residents enjoy an impressive array of amenities, including indoor and outdoor pools, a fitness center, pickleball and tennis courts, scenic walking trails, bocce, shuffleboard, and even a private movie theater. Enjoy easy, single-level living in one of the area’s most sought-after communities.

120 Scenic Lake Drive, Riverhead

525 Riverleigh Avenue Unit #35, Riverhead
$110,000
2 Beds ⋅ 1 Baths ⋅ 1056845 MLS
Move-in ready and fully updated! This well-maintained manufactured home has been renovated from top to bottom, with a new roof, new windows, new flooring, and brand-new electric and plumbing all completed within the last two years. The kitchen features new white wood cabinets, Formica countertops, and new appliances, and the bathroom was fully renovated just 6 months ago. The furnace and hot water heater are also only six months old, and central air plus two window units keep you comfortable year-round. LED lighting throughout adds a modern, energy-efficient touch. Lot rent is $1,100/month and includes taxes, water, and trash. Don't miss this turnkey opportunity! Any age can purchase but occupant must be 55+

525 Riverleigh Avenue Unit #35, Riverhead

71 Triangle Lane, Baiting Hollow
$785,999
3 Beds ⋅ 3 Baths ⋅ 1056644 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

828 Pondview Road, Riverhead
$899,900
4 Beds ⋅ 4 Baths ⋅ 1054756 MLS
HGTV FANS, THIS ONE IS FOR YOU! Welcome to 828 Pondview Road, a meticulously maintained custom-built 4-bedroom, 3.5-bath home nestled on 1.2 beautifully landscaped acres in the heart of Riverhead. Built in 2001, this spacious home offers the perfect combination of comfort, entertaining space, and a truly special outdoor setting. The moment you arrive, the beautifully landscaped property sets the tone. Inside, an inviting open floor plan features vaulted ceilings, hardwood and oak flooring, a built-in fireplace, and an abundance of natural light. The kitchen and great room create an ideal gathering space, while the enclosed finished porch offers an additional place to relax and enjoy the tranquil surroundings. The backyard is where this property truly stands apart. Step into your own private wooded oasis overlooking Merritts Pond, complete with a private dock and no public access. Kayak, fish, enjoy the peaceful pond views, or entertain friends and family in a setting that feels like a private getaway. The pond is known for its bass fishing and offers a unique opportunity to enjoy nature right in your own backyard. Additional features include a large walk-in attic, Trex deck, Anderson windows, central vacuum, wine cooler, Sprinkler system with 6 zones, 2-car garage, full unfinished basement, and abundant storage. The central A/C features 3 zones and was replaced in 2020. Enjoy the convenience of natural gas, municipal water, and sewer. Located close to shopping, restaurants, schools, Peconic Bay Medical Center, the Long Island Aquarium, and Downtown Riverhead, this home offers privacy and tranquility without sacrificing convenience. A unique opportunity to own a spacious Riverhead home with your own private pond and dock. Come experience 828 Pondview Road for yourself! Riverhead named to Forbes’ top 50 travel destinations in 2023! Virtual and video tours available.

828 Pondview Road, Riverhead

10 E Way Path, Calverton
$209,000
2 Beds ⋅ 1 Baths ⋅ 1052160 MLS
Welcome to this seasonal 2 bedroom, adorable, peaceful & centrally-located beach home. Close to all the North Fork of LI has to offer; wineries, farm stands, lavender farms, pick your own pastures, multiple beaches, fine dining and shopping & many entertainment options. A short drive to the Hamptons! Walk just one small block to the community’s own private beach! New fridge, stove, high speed WIFI, two AC units, air purifier, new 75 inch TV & new outdoor shower. Enjoy peekaboo water views from the spacious outdoor deck perfect for entertaining! New Weber grill and outdoor furniture included in the price. New roof. Upgraded electric and plumbing. Washer and dryer hookup completed, ready for install. With the enclosed sunroom, the home boasts 900 square feet and the property is situated at the top of the cliff and is one of the largest in the community. Respectable amount of distance between the neighbors. Parking spot on the road and space for 2-3 spots on the cliff. Breathtaking panoramic views. This quaint and peaceful beachside community is full of friendly neighbors, a basketball court, a clubhouse & of course, the beach! Enjoy your own private beach area where you can keep all your essentials to avoid lugging everything down each time. Every home has one! Beach is clean and private. Perfect for sunsets, swimming, water sports and paddle boarding. Nantucket on the Cliff is Pet friendly! Many dogs in the neighborhood! Ample options for walking and hiking. Home is fully stocked, need to bring only your toothbrush!

10 E Way Path, Calverton

43 Farm Road N, Wading River
$669,000
4 Beds ⋅ 2 Baths ⋅ 1053990 MLS
Welcome to this expanded Cape Cod on 1 Acre property in "Century Farms"! Enjoy Privacy, Space & Country living in this beautifully maintained home. This is a solidly built "Carrera Home" 4 spacious bedrooms & 2 full baths. This home is filled with light and waiting for your personal touch! The 1st floor offers an entry foyer, spacious dinning room, family room with wood burning fireplace, country kitchen with stainless appliances and a sunny breakfast area. 2 Bedrooms and a full bath. The 2nd floor features 2 large bedrooms and a full bath. A dry full basement with potential for a playroom, media room . Mini Split system for central air on 1st floor, oil hot water heating system 2 zones. 1 Acre property offer space for outdoor living with lots of privacy. Enjoy all Wading River has to offer including beaches, wineries, farm stands, walking trails and community events.

43 Farm Road N, Wading River

3704 Amen Corner, Riverhead
$529,000
2 Beds ⋅ 3 Baths ⋅ 1052244 MLS
Welcome to Sunken Pond Estates! Enjoy stylish, low-maintenance living in this beautifully maintained condominium in one of the finest locations within this sought-after 55+ gated community. The covered front porch opens to a bright interior with the tray-ceiling living room and powder room. The spacious primary suite offers a generous closet and full bath. The kitchen flows into the dining area, with sliders to a private paver patio overlooking a beautiful Pond with Lighted Fountains and vista views of the woods lining the neighboring golf course. Upstairs, a versatile, large loft with full bath offers options for a second bedroom, home office or guest space. Resort-style amenities include clubhouse, fitness center, pool, and social activities. Minutes from golf, shopping, healthcare, wineries, beaches, farms, and waterfront dining on Long Island’s beautiful East End.

3704 Amen Corner, Riverhead

29 Golden Spruce Drive, Calverton
$825,000
3 Beds ⋅ 3 Baths ⋅ 1053200 MLS
Welcome to this gorgeous, one-of-a-kind unique Bradford home, thoughtfully designed with style and comfort in mind. Featuring beautiful hardwood floors, a gas fireplace with extensive molding, and an expansive custom kitchen showcasing newer stainless-steel appliances and is open to a cozy den area, perfect for entertaining. The open and inviting layout creates the optimal setting for both everyday and special occasions. Every detail has been thoughtfully selected to create a warm, sophisticated, and truly special home. Relax on the inviting porch or unwind on the private patio, perfect for enjoying peaceful mornings or evenings. Clubhouse includes card room, billiards, kitchen, fitness room, pickleball, tennis, bocce, and shuffleboard courts. Close proximity to wineries, beaches, shopping, ferries, and marinas.

29 Golden Spruce Drive, Calverton

54 Breezy Point Road, Wading River
$629,996
3 Beds ⋅ 2 Baths ⋅ 1053670 MLS
Move right into this beautifully maintained 3-bedroom, 2-bath Cape just five minutes from the sand, comfortable, cared-for, and ready for its next chapter. Step inside to a sun-filled family room where skylights pour natural light across the space and a cozy gas fireplace sets the mood for relaxed evenings in. The open flow carries you into an updated eat-in kitchen and dining area, perfect for everyday living or entertaining friends. Two generously sized bedrooms and a full bath round out the first floor, while upstairs you'll find a private primary suite with its own full bath, plus a versatile bonus room ready to become a home office, sitting area, or workout space. Downstairs, the unfinished basement offers abundant storage, including a handy 10x10 cedar closet, ideal for keeping seasonal items fresh and organized. Outside, the beautifully landscaped, fully irrigated lot offers privacy and curb appeal, with a long driveway for multiple cars and plenty of room to enjoy the outdoors. Practical updates give you peace of mind: central air conditioning, a hardwired security system, all Andersen windows, and a roof and heating system that have been well maintained over the years. And the location? Unbeatable. You're a short stroll from the beach, with local shopping, parks, and restaurants just minutes away, the best of Wading River living, right at your doorstep. Lovingly owned by the same family who built it, this is a rare opportunity to own a truly special home in one of the North Shore's most desirable beachside communities. Don't miss it! Property being Sold As-Is.

54 Breezy Point Road, Wading River

3104 Bluffs Drive S, Baiting Hollow
$649,000
2 Beds ⋅ 2 Baths ⋅ 1053153 MLS
This premium top-floor condo, will WOW you! The open concept, vaulted ceilings and skylights scream luxury. The view is spectacular. Inside, an updated kitchen with gorgeous appliances, hardwood flooring throughout, a cozy fireplace, renovated bathrooms and you'll love the well-appointed laundry room. Both the spacious primary bedroom and guest bedroom have access to a rear balcony. Large baseboard & crown molding, California closets, tasteful light fixtures, room darkening drapes & pull down attic stairs too. Another amazing feature is the garage and additional storage space. Last but not least are the community amenities: a huge swimming pool, multiple tennis and pickelball courts, bocce, playground, club house, fitness center and access to the beach. You've got to see it for yourself and make this home your reality!

3104 Bluffs Drive S, Baiting Hollow

50 Fanning Boulevard, Riverhead
$575,000
3 Beds ⋅ 2 Baths ⋅ 1052051 MLS
Welcome to 50 Fanning Boulevard, a newly renovated turnkey 3-bedroom, 1.5-bath Ranch situated on a quiet street in the heart of Riverhead. Completely remolded featuring a new roof, new kitchen with stainless steel appliances, new flooring, new baths and a full unfinished basement makes this one level living one that won't last! Situated on a flat quarter of an acre property. Additional features include an attached one-car garage with rear entrance, driveway parking, vinyl siding, public water and oil-fired baseboard heating. This Riverhead Ranch offers an excellent opportunity to make it your own. Conveniently located near all Riverhead has to offer including shopping and dining options, renowned vineyards, local farm stands, and other East End attractions.

50 Fanning Boulevard, Riverhead

55 Leafy Way, Aquebogue
$999,990
5 Beds ⋅ 2 Baths ⋅ 1052245 MLS
WATERFRONT + BOAT SLIP + PRIVATE BEACH ACCESS + SUMMER RENTAL POTENTIAL! Expanded from a Cape to a spacious 2,500 sq ft Colonial, this exceptional waterfront property offers the opportunity to enjoy a private waterfront retreat while creating significant seasonal rental income potential. The property includes a deeded boat slip with deep water access for boats up to 24' and new floating dock (2026), marina access, private beach and outdoor shower bringing the full waterfront lifestyle right to your doorstep. Water views are enjoyed from nearly every room, while a deck extends from the kitchen to the den/sunroom for seamless indoor outdoor living. The home features hardwood floors throughout, abundant natural light, Anderson windows and doors, multiple skylights, and an expansive primary bedroom with vaulted ceilings and three closets, 5 bedrooms and 2 bathrooms. Recent updates include a 2023 propane heating system, 2019 two zone central air, newer appliances, a 2017 roof and driveway, 2021 exterior paint, 2026 interior paint, updated cesspool piping with overflow ring, and an on demand gas water heater. Propane cooking and a gas grill connection add convenience, while an attached garage provides additional storage. A rare opportunity to own a waterfront property with exceptional lifestyle appeal and seasonal rental potential. Bring your boat, enjoy the waterfront, and explore the income possibilities.

55 Leafy Way, Aquebogue

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.