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18 Segal Avenue, Riverhead
$575,000
3 Beds ⋅ 2 Baths ⋅ 1063164 MLS
This extremely well kept, move-in ready home offers a convenient location and low ongoing costs. Fully renovated, this 3 bed, 2 bath Ranch provides comfortable one level living just off Main Street in Riverhead. Shops, restaurants, medical offices, and public transportation are all close by, making everyday errands simple and convenient. Inside, gorgeous warm bamboo flooring runs throughout the entire home, giving it a clean and consistent look from room to room. The kitchen and bathrooms feature marble throughout, adding a polished touch to the spaces used most. The home is designed to be easy and affordable to maintain. Natural gas service helps keep utility costs down, and the renovations mean fewer projects and repairs to plan for. It is a home where monthly costs stay manageable and upkeep stays simple. Outside, the large backyard is fully fenced and surrounded by mature trees for privacy. A deck provides space for outdoor dining and relaxing, and an in-ground sprinkler system keeps the lawn cared for with little effort. An attached one-car garage adds convenience and extra storage.

18 Segal Avenue, Riverhead

65 Oak Drive, Calverton
$729,000
4 Beds ⋅ 2 Baths ⋅ 1060300 MLS
An exceptional opportunity to embrace the North Fork lifestyle awaits at 65 Oak Drive in Baiting Hollow. Set on approximately 0.70 acres, this four-bedroom, two-bath ranch pairs expansive living spaces with generous grounds. An impressive great room creates a welcoming centerpiece for gathering and entertaining, complemented by hardwood floors and an eat-in kitchen. A main-level primary bedroom, full basement, attached one-car garage, and private driveway complete the home’s versatile layout. Outside, the spacious property invites you to create your own outdoor dining, gardening, or unwinding space. Beyond the home, discover what makes the North Fork so appealing—from local vineyards and coastal beaches to restaurants and shopping. Whether hosting a lively gathering or enjoying a quiet evening, 65 Oak Drive offers an exciting opportunity to bring your vision to life in Baiting Hollow.

65 Oak Drive, Calverton

525 Riverleigh Ave Unit #C7, Riverhead
$89,900
2 Beds ⋅ 1 Baths ⋅ 1064354 MLS
This charming 2-bedroom, 1-bath mobile home is located in a highly desirable 55+COMMUNITY and has been beautifully UPDATED throughout. Featuring NEW WINDOWS, brand-new LAMINATE FLOORING, NEW PLYWOOD subflooring, and a completely RENOVATED KITCHEN with MARBLE COUNTERTOPS and all new appliances. The BATHROOM has been FULLY REMODELED, and there is a NEW WATER HEATER for added peace of mind. Enjoy outdoor living with a NEW PRIVATE SHED 7 ft x 8 ft. Monthly land rent is $1,081 and includes trash and snow removal, water, cesspool maintenance, use of the clubhouse, and access to weekly community events. SOUTHAMPTON TOWN BEACH ACCESS is available with a permit. Conveniently located near Main Street, shopping, dining, and parks. All buyers must be approved by Riverwoods.

525 Riverleigh Ave Unit #C7, Riverhead

39 Pheasant Lane, Baiting Hollow
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 1063605 MLS
Set at the end of a quiet cul-de-sac in Baiting Hollow, this four-bedroom contemporary ranch offers nearly 2,900 square feet on a single level. Cathedral ceilings and floor-to-ceiling windows fill the open floor plan with light and frame sunset views. The eat-in kitchen, with a granite center island, stainless appliances, and a double oven, opens to a formal dining room and sunroom. A primary suite and three additional bedrooms share the first floor with two and a half baths. The lower level, renovated in 2024 and now partially finished, adds even more room to spread out. Outside, the shy-acre grounds feel like a private park, with an in-ground pool, gazebo, pergola-covered lounge area, and multiple decks. An attached two-car garage completes the home. Wineries, farm stands, golf, and Long Island Sound beaches are minutes away, with the Hamptons an easy drive.

39 Pheasant Lane, Baiting Hollow

525-B26 Riverleigh Avenue Unit #B26, Riverhead
$125,000
2 Beds ⋅ 2 Baths ⋅ 1062204 MLS
Over 55 community. GREAT PRICE REDUCTION! Sparkling low maintenance unit now being sold under appraised value! Low maintenance yard, with private backyard patio. Recently Renovated, move in ready! Light and bright with open floor plan and 2 good sized Bedrooms. Beautiful Kitchen with dishwasher and plenty of counter space. Main Bedroom Suite has an oversized double closet and a spacious bathroom with its own jetted tub for relaxing. High ceilings, and oversized doorways and hallway. Wonderful new deck off kitchen, plus a patio for more usable space. Close to town, farm stands and North Fork. Southampton Beach pass available to resident for small fee. Buyer must pass park approval before any offer will be considered. Don't miss this gem!

525-B26 Riverleigh Avenue Unit #B26, Riverhead

27 Pierson Road, Flanders
$1,320,000
2 Beds ⋅ 2 Baths ⋅ 1061851 MLS
Waterfront Enjoy the serenity of waterfront living from this former artist cottage that was completely recreated by Architect Raymond Renault. Custom built with the finest materials including Marvin windows and doors, Hardie bead (fiber Cement siding), Metal roof with solar panels which provide lower energy costs. Located in zone X requires no flood insurance! Swim off your dock or take your boat the whole Peconic is yours to explore. The property also abuts town owned land boosting your privacy factor. Inside the first floor consist of kitchen with quartz countertops and stainless-steel appliances, bedroom, full bath and sleeping alcove for extra guests. Upstairs primary suite with "OH MY GOSH" views and a private balcony to sip your favorite or finish your book! Don't be sorry you missed it, call right now!

27 Pierson Road, Flanders

48 Hart Avenue, Flanders
$499,000
3 Beds ⋅ 1 Baths ⋅ 1062200 MLS
Welcome to 48 Hart Avenue in Flanders! This charming and well-maintained home offers a warm, inviting atmosphere with comfortable living spaces and plenty of natural light. The bright, functional kitchen features white cabinetry, stainless steel appliances, generous counter space, and convenient access to the outdoors. The adjoining living and dining areas provide a comfortable setting for everyday living and entertaining. The bedrooms offer inviting retreats, while additional flexible space is ideal for a home office, study, or hobby room. Interior highlights include crown molding, recessed lighting, ceiling fans, and a combination of neutral and cheerful finishes throughout. Conveniently located in Flanders, with access to the shopping, dining, beaches, and recreational opportunities of the surrounding East End communities. Whether you're looking for a year-round residence or a weekend getaway, 48 Hart Avenue offers a wonderful opportunity to enjoy all that the area has to offer!

48 Hart Avenue, Flanders

1504 Pebble Beach Path, Riverhead
$545,000
2 Beds ⋅ 2 Baths ⋅ 1061656 MLS
Welcome to Sunken Ponds, a desirable 55+ gated community in Riverhead. Immaculately maintained and filled with natural light, this bright and airy residence offers two spacious bedrooms, including a primary suite with an en suite bath, an additional full bathroom, and a one-car garage. Beautifully landscaped grounds provide a tranquil setting, with picturesque views of a pond and fountain just beyond the backyard. Residents enjoy an array of community amenities, including a clubhouse, in-ground swimming pool, and bocce ball courts. Ideally situated near shopping, dining, medical facilities, and the Long Island Expressway, this inviting home offers a wonderful combination of comfort, convenience, and low-maintenance living.

1504 Pebble Beach Path, Riverhead

606 Fox Hill Drive, Baiting Hollow
$699,000
3 Beds ⋅ 2 Baths ⋅ 1062284 MLS
Rare 3-Bedroom, 2-Bath Waterfront Condo with Long Island Sound Views at The Bluffs in Baiting Hollow Live on the water year-round in this move-in-ready 3-bedroom, 2-full-bath condo at The Bluffs, one of the most sought-after beachfront communities on Long Island’s North Fork. The home has 1,310 square feet of living space. From your private balcony you get panoramic, unobstructed views of the Long Island Sound and sunsets over the water every evening. The bright, open floor plan centers on a fireplace and flows into the dining area and kitchen, so it works for quiet nights in and for entertaining. Three-bedroom layouts are rare in The Bluffs. The primary suite is a private retreat with an updated full bathroom that has a jacuzzi tub and a separate walk-in shower. A second full bath serves the other two bedrooms, and the third bedroom can be a home office, guest room, or studio. Community amenities: • Private beach access on the Long Island Sound • Swimming pool • Tennis and pickleball courts • Bocce court • Clubhouse and fitness center • Pet-friendly community The HOA fee covers all amenities, plus landscaping and grounds maintenance, for true low-maintenance living. Location: You’re minutes from North Fork wineries, farm stands, golf courses, and Riverhead shopping and dining, with easy access to the Long Island Expressway, Peconic Bay, and the Hamptons. This condo works as a full-time waterfront home, a second home, or a North Fork weekend getaway. Seller Credit at closing for six months of HOA fees

606 Fox Hill Drive, Baiting Hollow

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

22 Tuthills Lane, Jamesport
$1,745,000
4 Beds ⋅ 4 Baths ⋅ 1056659 MLS
Exceptional New Construction by One of the North Fork’s Most Prominent and Coveted Builders. A rare opportunity to own the final residence in an exclusive development, showcasing exceptional craftsmanship, sophisticated design, and thoughtfully curated finishes throughout. Privately situated 1,000 feet from the road on 1.2 beautifully landscaped acres, this luxurious estate offers the ultimate North Fork lifestyle, with sweeping views of acres of protected, undeveloped land. A striking imported Woodtone Hardie Plank exterior sets the tone for the home's refined architectural design, complemented by an impressive $150,000 professional landscaping package. Inside, expansive, light-filled living spaces and an open-concept layout create an effortless flow for both everyday living and elegant entertaining. At the heart of the home, a bespoke chef's kitchen features an oversized Cambria quartz island, full-height matching backsplash, and custom double-stacked cabinetry. A first-floor guest suite with a full bath provides comfort and flexibility for family and visitors. Upstairs, the generously proportioned primary suite offers a private retreat with a luxurious spa-inspired bath, accompanied by spacious guest bedrooms and a beautifully appointed shared bathroom. The expansive lower level extends the home's full footprint and features soaring ceilings, wide-plank flooring, recessed lighting, three egress windows, and a private exterior entrance, offering exceptional potential for additional living and entertaining space. Outdoors, a resort-inspired setting awaits with a 20' x 40' heated saltwater pool, custom masonry patio, lush professional landscaping, and breathtaking vistas of preserved open space, creating an extraordinary sense of privacy and tranquility. Complete with smart-home integration, EV charging, and designer furnishings included, this exceptional residence offers the ultimate turnkey experience. With the Certificate of Occupancy in hand and ready for immediate occupancy, this extraordinary home presents a rare opportunity to experience the very best of North Fork luxury living, conveniently located near all the best vineyards, farm stands, beaches, shops and more!

22 Tuthills Lane, Jamesport

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

3172 Sound Avenue, Baiting Hollow
$2,690,000
5 Beds ⋅ 6 Baths ⋅ 1047229 MLS
Secluded Bluff-Top Retreat on the Long Island Sound Set 242 feet above the Long Island Sound behind a newly gated entrance and new stone pillars, 3172 Sound Avenue offers rare privacy, wide-open water views and its own stairs down to a deeded beach beach rights to a secluded beach. The approach located 1/2 mile from Sound Ave down Terry Farm Road with a raised tree canopy, the approach to the house feels magical. The Mediterranean-style stucco villa sits among manicured lawns and mature woods, with arched windows, wrought-iron balconies, covered loggias and wraparound Ipe decks on both levels facing west for sunsets over the water. Inside, the two-story great room is built around an indoor pool under a wall of arched clerestory windows. Enjoy a workout in the gym with an amazing waterview. The open kitchen has an oversized granite island, custom cabinetry, a Sub-Zero refrigerator and a restored BlueStar range, with a fireside sitting area and a dining area that looks straight out over the Sound. To wind the day down enjoy the Media Room for Movie Night, which features a new short-throw projector and a 120-inch home theater screen.The first-floor primary suite has its own sitting room and French doors to a private water-view deck. There are two more first-floor bedrooms and a bath. Upstairs there are an additional two bedrooms and two baths to give family and guests their own space. On the finished lower level there is a recreation room with a full bath and 2 additional living spaces. A three-floor elevator, recently rebuilt and serviced, serves every level. Over the past two years the home has been renovated top to bottom. Outside: a new 30-year architectural roof, refinished Ipe decks with new retractable awnings, improved new landscaping and hardscape, and a double pea-gravel drive. The house is built to run extremely efficiently. A 52-panel solar array works alongside four Bosch electric heat pumps with Wi-Fi thermostats and UV air purification, an on-demand water heater, radiant floor heat, and a fully foam-insulated, climate-controlled attic that houses the upstairs AC equipment and adds generous storage. Ceramic window tint cuts heat and glare, the pool runs on a Pentair ozone and UV system with an inline heater and robotic cleaner, and new electric fireplaces replace the old propane units. For peace of mind there is a whole-house Generac generator on a 2,000-gallon buried propane tank, a refurbished gas furnace, updated plumbing throughout, a new steam shower and new central Vacuflo. 2 tesla chargers. A greener and cleaner luxury turnkey waterfront home on the North Fork ready to move right in.

3172 Sound Avenue, Baiting Hollow

82 Oakwood Drive, Wading River
$699,000
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

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.

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