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1661 Old Country Road Unit #77, Riverhead
$335,000
2 Beds ⋅ 2 Baths ⋅ 1059497 MLS
GLENWOOD VILLAGE NEW LISTING! $335,000 Welcome home to this wonderful 2-bedroom, 2-bath home offering a bright, spacious, and inviting layout filled with natural light. The huge eat-in kitchen features five windows and plenty of space for gathering, while the open living room flows beautifully into a separate dining area. Numerous windows throughout the home create a warm and sun-filled atmosphere. The spacious primary bedroom features a walk-in closet and large private bathroom with double sinks, while the second bedroom also has a walk-in closet, making it perfect for guests, a home office, or additional living space. A separate laundry room provides convenient access to the side deck. Step outside and enjoy the gorgeous oversized front porch, surrounded by superb landscaping that adds beauty and wonderful privacy. The driveway comfortably accommodates three cars. With its one-of-a-kind layout, generous rooms, beautiful landscaping, and peaceful surroundings, this home is truly something special. Priced to sell at $335,000. Don't miss this opportunity. Call today for your private showing!

1661 Old Country Road Unit #77, Riverhead

1661 Old Country Road Unit #516, Riverhead
$410,000
2 Beds ⋅ 2 Baths ⋅ 1059912 MLS
Welcome to Glenwood Village, a desirable 55+ community in Riverhead! Recently renovated in 2021 in the Glenwood Oaks Section, this inviting 2-bedroom, 2-bath manufactured home offers a comfortable open floor plan designed for easy living and entertaining. The spacious living area flows seamlessly into the eat-in kitchen, featuring stainless steel appliances, large island and granite counters and plenty of room for dining and gathering. Oversized primary bath with large custom shower. The included ramp can be removed at purchasers request to allow for more parking. Enjoy your morning coffee or unwind at the end of the day on the welcoming front porch. Located in Glenwood Village, residents can enjoy a relaxed community lifestyle while being conveniently located near shopping, dining, wineries, beaches, and all that Riverhead and the North Fork have to offer.

1661 Old Country Road Unit #516, Riverhead

3102 Amen Corner, Riverhead
$525,000
2 Beds ⋅ 2 Baths ⋅ 1058899 MLS
Welcome to resort-style living in the desirable community of Sunken Pond Estates! This beautifully appointed 2-bedroom, 2-bath upper-level condominium offers approximately 1,587 square feet of thoughtfully designed living space, combining comfort, style and convenience, complemented by an attached one-car garage and private outdoor deck. Step inside to a welcoming entry foyer with stairs that lead to an inviting living area filled with natural light. The spacious eat-in kitchen features elegant granite countertops, tile flooring, stainless steel appliances, ample cabinetry, and a convenient layout perfect for both everyday living and entertaining. The spacious primary bedroom offers a private retreat complete with an en-suite bath and walk-in closet. A second generously sized bedroom, and a third room for office/3rd bedroom and additional full bath provide additional comfortable accommodations. Enjoy your morning coffee or evening cocktails on the private deck while taking in the peaceful surroundings. Additional features include central air, natural gas heating, ceiling fans, abundant storage, and an attached garage offering both parking and storage convenience. Residents enjoy an exceptional lifestyle with community amenities to enjoy a clubhouse featuring a fitness center, library, card room, media room, and social spaces. Spend relaxing days by the outdoor swimming pool, playing bocce or shuffleboard. Beautifully landscaped grounds, picturesque ponds add to the peaceful atmosphere. while exterior maintenance, grounds care, snow removal, water, sewer, trash, and pool service are included in the monthly association fee. Ideally located near the attractions of the North Fork!

3102 Amen Corner, Riverhead

32 Tyler Drive, Riverhead
$1,150,000
3 Beds ⋅ 3 Baths ⋅ 1059699 MLS
Welcome to 32 Tyler Drive, an exceptional young 7-year-old home in the closed community of the desirable Estates of Old Vine. Enjoy the beauty of the home set against a golf course view of the Vineyard Country Club. Its ideal location is 14 miles from the Hamptons, close to beaches, restaurants, farms and wineries. Professionally designed meticulous landscaping surrounds the property with custom pavers and bone patio space, formal pool and lighting. A custom high-end saltwater pool and cabana offer a special spacious look to the exterior. Hundreds of quality custom features create this exquisite home. Optional membership is available in the adjacent Vineyard Country Club offering golf, tennis, pickleball, and swimming pool.

32 Tyler Drive, Riverhead

1407 Middle Road Unit #271, Calverton
$465,000
3 Beds ⋅ 2 Baths ⋅ 1060050 MLS
Welcome Home to Foxwood Village! 3 Bedroom 2 Full Bath! Large Kitchen with Tons of storage, Island seating, and eat in Kitchen dining space. Formal dining room, Large windows for spacious living room with open concept high ceilings, crown molding. Primary Bedroom has en-suite and large walk in closet. Over-sized 1 car garage, with Storage and outside entrance. Front porch and back deck. manicured grounds and shed. Will not last!!! This is an active adult community in Calverton, NY — near the Long Island Sound and The Hamptons. Coastal views, day trips to vineyards, historical sites, and beaches just a few mins away. Train to New York City is only a 7 min drive. Shopping and dining locally with a wide variety of restaurants and retail centers nearby. On-site, enjoy our community clubhouse, heated outdoor pool, bocce ball courts, fitness center and yoga club Tennis courts and Three scenic ponds within the community. The perfect place to right size your life.

1407 Middle Road Unit #271, Calverton

no property photo
$799,000
3 Beds ⋅ 3 Baths ⋅ 1059777 MLS
This beautiful home is ideally positioned beside an undeveloped lot and enjoys a rare sense of privacy and expansive, unobstructed views. The open space alongside the home creates a serene setting and offers a truly special backdrop for everyday living and entertaining. Beautifully appointed with Brazilian teak flooring, crown molding throughout, a warm and cozy fireplace, the home offers an elegant yet inviting atmosphere. The kitchen is enhanced by upgraded appliances, while a new roof provides added peace of mind. Clubhouse includes card room, billiards, kitchen, fitness room, pickleball, tennis, bocce, and shuffleboard courts. Close proximity to wineries, shopping, dining, ferries, beaches, and marinas.

90 Golden Spruce Drive, Calverton

29 Golden Spruce Drive, Calverton
$799,990
3 Beds ⋅ 3 Baths ⋅ 1059787 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

329-331 Maple Avenue, Riverhead
$1,495,000
9 Beds ⋅ 4 Baths ⋅ 1059395 MLS
Residential investment opportunity: two renovated homes and two barns on one parcel in a walk-to-town Riverhead location. Long-term tenants and leases are in place, with upside potential in rents. Buyer must assume all existing leases; tenants will not be vacated to facilitate a sale. 331 Maple Avenue offers approximately 3,000 SF with 6 bedrooms and 3 baths, while 329 Maple Avenue features 3 bedrooms and 1 bath. Both homes have new kitchens, baths, roofs, siding, and renovated interiors. Mechanical upgrades include new heating and hot water at 331, and new heating, air conditioning, and hot water at 329. Two barns offer additional rental potential and storage flexibility, subject to permitted uses. Located near downtown Riverhead’s major revitalization efforts, including the nearly $33 million Town Square project, this property combines established tenancy, extensive improvements, and rental upside near significant downtown reinvestment. Call for Details. Proof of funds required prior to any showing

329-331 Maple Avenue, Riverhead

82 Oakwood Drive, Wading River
$715,000
4 Beds ⋅ 2 Baths ⋅ 1057309 MLS
Move right into this expanded ranch nestled in the quiet, tree-lined Lewin Hills community. The home offers a bright, inviting interior with a thoughtful layout. The impressive gourmet kitchen features cathedral ceilings, granite countertops, stainless steel appliances, and a large center island that serves as the perfect gathering spot for entertaining. The spacious great room is the heart of the home and offers a wood-burning fireplace framed by custom built-ins and a cathedral ceiling, creating a warm and comfortable space to relax. Freshly painted and filled with natural light, new appliances, and many upgrades...this home is truly turn key. The home features four bedrooms, thoughtfully situated in a separate wing away from the main living areas, offering added privacy and a quiet retreat. There is one full bath and one half bath, along with a full basement with outside access and plenty of potential that must be seen in person. The backyard is ideal for entertaining or unwinding, with a raised deck for outdoor dining and a patio surrounded by mature greenery. Recently redone in-ground sprinklers service both the front and back yards, with new sprinkler systems throughout. Owned solar panels help keep electricity costs low. The roof and siding are approximately eight years old. Located in Lewin Hills, residents enjoy private beach rights and exclusive community beach access, just a short distance away. Optional HOA includes beach rights, and the best sunsets and memories to be made. This move-in-ready home offers comfortable living in a desirable beach community. A bright, move-in-ready home with thoughtful updates, generous living space, and the added lifestyle benefit of private beach access... your next home awaits!

82 Oakwood Drive, Wading River

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. Engineered hardwood floors and crown molding run throughout. 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

1001 Peconic Bay Boulevard, Jamesport
$1,395,000
5 Beds ⋅ 5 Baths ⋅ 1058615 MLS
A fresh opportunity in Jamesport—spacious, modern and designed for the way you want to live on the North Fork. Set on a landscaped .69-acre property, this 5-bedroom, 3-full and 2-half-bath home combines dramatic open spaces with a flexible layout and exceptional indoor-outdoor living. At the heart of the home is a light-filled, double-height living area with soaring ceilings, oversized windows and a wood-burning fireplace. The open kitchen and dining areas flow directly onto the expansive main deck, extending the living space outdoors for summer dinners, BBQs and entertaining. The first-floor primary suite creates a private retreat with a walk-in closet and spacious bath. Also on the main level is a separate family room with its own gas fireplace, wet bar, island and outdoor access—an incredibly versatile space for entertaining, working from home, a studio, media room or additional gathering area. Upstairs, four bedrooms and two full baths provide plenty of room for family and guests. Multiple decks and a balconies offer places to relax outdoors, including an upper deck with partial water views. Throughout the home, wide-plank oak floors, tall windows and high ceilings create an airy contemporary feel. Additional features include 4-zone central air, ceiling fans, custom closets, two laundry areas, security system, irrigation, basement storage, an attached 2-car garage with EV charging and two driveways. With four outdoor decks, a fenced backyard and landscaped front yard, and generous spaces for both gathering and privacy, this home is equally suited to year-round living or a North Fork getaway. Enjoy easy access to Peconic Bay beaches (town beach and public tennis/pickleball facilities are approximately 0.5 mile from the property), marinas, wineries, farm stands, restaurants, public transportation, Jitney and everything that makes the North Fork a destination.

1001 Peconic Bay Boulevard, Jamesport

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

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 new hardwood flooring in 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 combination of privacy, peace, space, and timeless appeal. With classic architecture, generously proportioned rooms, and abundant natural light, this is a home designed to be enjoyed for years to come. Highlights Include: Inviting Great Room with gas fireplace—perfect for quiet evenings and entertaining Formal dining room for special occasions and gatherings Refreshed eat-in kitchen with new appliances, new granite countertop, and sliding glass door opening to the rear garden Four generously sized bedrooms, including two ensuite bedrooms Upper-level loft offering flexible space for a home office, reading retreat, playroom, or quiet escape Abundant windows throughout, filling the home with natural light Enormous full unfinished basement with exceptional potential for a recreation room, gym, home theater, office, workshop, or abundant storage Expansive one-acre property with room for gardens, landscaping, a pool, outdoor entertaining, or your own private retreat The location offers the best of both worlds: a peaceful, private setting while remaining close to shopping, restaurants, everyday conveniences, and recreation. The celebrated North Fork vineyards and numerous private and public country clubs are within easy reach, with convenient access to the Long Island Expressway connecting you to everything the area has to offer. A home with this combination of space, privacy, classic design, generous proportions, and untapped potential is increasingly difficult to find. This is a truly special opportunity to make a substantial and beautifully proportioned home your own.

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-kept 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 2 years. The kitchen features new white wood cabinets, Formica countertops, and new appliances, and the bathroom was fully renovated just six months ago. The furnace and hot water heater are also only 6 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 the 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

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.