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$990,000
4 Beds ⋅ 3 Baths ⋅ 1043616 MLS
Beautifully situated on 1.29 private acres north of Route 25A, this exceptional home offers the perfect combination of privacy, comfort and resort-style living. Tucked away on Admiral, a private road that has recently been repaved, this property is made for those who want to enjoy a true staycation lifestyle all summer long. The magnificent backyard is an entertainer’s dream, featuring stone retaining walls, a heated in-ground saltwater pool, hot tub, expansive stone patios and walkways, and a storage shed. Professionally landscaped grounds with lush garden beds enhance the curb appeal, while the welcoming covered front porch with low-maintenance composite-style decking is the perfect place to relax. Inside, you’ll find hardwood floors, a new Biasi heating system and newer central air approximately 3–5 years old. The desirable primary suite easily accommodates a king-size bed and features a walk-in closet and beautifully updated private bath with a soaking tub, oversized shower and double vanity. Three additional guest bedrooms and a full guest bath provide plenty of space for family and visitors. A full basement offers excellent storage with great potential for future recreation or additional finished space. And then there’s the location. Wading River offers a unique North Shore lifestyle with a relaxed, semi-rural feel while still being convenient to everyday necessities. Enjoy nearby Long Island Sound beaches, local farms, farm stands, wineries, golf courses, Parks, shops and restaurants.

2835 N Wading River Road, Wading River
$519,000
3 Beds ⋅ 1 Baths ⋅ 1048432 MLS
Welcome to this inviting 3-bedroom, 1-bath ranch in Calverton, offering comfortable one-level living with plenty of potential inside and out. The home features new carpeting throughout, ceiling fans and charming bay windows in the bedrooms that bring in plenty of natural light. The kitchen opens through sliding glass doors to a spacious 12’ x 22’ rear deck, making it easy to enjoy outdoor meals, gatherings and warm-weather entertaining. The backyard is a standout feature, complete with a built-in heated pool, generous yard space and an 8’ x 10’ storage shed. Additional highlights include a full unfinished basement with plenty of storage, a one-car garage, oil heat, a wood-burning stove with a new pipe, one washing machine, two dryers, a roof that is approximately six years old, in ground water sprinklers, new driveway. With its great outdoor space, heated pool, deck, and comfortable ranch-style layout, this home offers a wonderful opportunity to make it your own. This is a property you’ll want to come see!

257 Parkway Drive, Calverton
$775,000
3 Beds ⋅ 2 Baths ⋅ 1048182 MLS
Come see this 3-bedroom, 2-full-bathroom ranch home that has everything you could ask for. The property features an updated kitchen, a sauna, and a custom-shaped pool surrounded by mature landscaping. Key features include: - Solar panels on the roof. - Heating/Cooling: The home primarily uses electric heat and AC via individual ductless ceiling units, with propane as a back-up heat source. - Exterior: Includes a koi pond, a 1.5-car garage, and additional parking in the private driveway. - Convenience: Laundry access is located in the hall and the home features a full basement.

220 Hubbard Avenue, Riverhead
$715,000
3 Beds ⋅ 1 Baths ⋅ 1044264 MLS
Exp ranch with Accessory Apt Room for extra family or rental income. Fenced yard, inground pool, Riverhead schools, Reilly elementary. Large lot for horses or to entertain. Home is very neat and clean. Move in ready. Beautifully situated amid mature trees and lush landscaping, this inviting home offers a peaceful and private setting with wonderful curb appeal. A spacious level lawn.. charming interior big EIK, comfy sitting room with wood burning stove. Home office, two bedrooms newly renovated bathroom.

1029 Wading River Manor Road, Manorville
$1,049,000
4 Beds ⋅ 4 Baths ⋅ 1046037 MLS
Welcome to this stunning 4-bedroom, 4-bathroom home nestled right on the renowned Vineyards Golf & Country Club. This property boasts an idyllic setting with panoramic views of the golf course. As you step inside, you'll be greeted by soaring cathedral ceilings that create a sense of grandeur and space. The open floor plan is perfect for both entertaining and everyday living, providing a seamless flow from room to room. Hardwood flooring throughout enhances the home's elegance and warmth. Two of the four bedrooms feature en-suite bathrooms, offering a level of convenience and privacy that's sure to impress. The other two bedroom are equally spacious and well-appointed on the groundfloor, making this home ideal for those who value comfort and style. Downstairs, you'll find a full, unfinished basement, ready to be transformed into whatever your heart desires - a home gym, a games room, or perhaps a personalized home theater. Beyond the doors of this residence, you'll find a host of amenities to enhance your lifestyle. As a resident, you'll have the option to avail of golfing and non-golfing memberships at The Vineyards Golf & Country Club. This includes access to a fully serviced bar & restaurant, pickleball and tennis courts, and a swimming pool. For golf enthusiasts, the club also offers a golf simulator for use during the colder months. This property is more than just a home; it's a lifestyle. Enjoy the peaceful setting, the vibrant community, and the endless opportunities for leisure and recreation. It's all here waiting for you to make it your own... Reserve your private showing today!

61 Tyler Drive, Riverhead
$965,000
3 Beds ⋅ 2 Baths ⋅ 1046133 MLS
Fully renovated, effortlessly livable, and set on a shy acre with an in-ground pool, this beautifully updated Jamesport ranch offers the best of easy single-level living and quintessential North Fork style. The interior home has been thoughtfully renovated throughout, while the exterior has been beautifully transformed, including new pool mechanicals and liner, creating a turnkey retreat ready to enjoy. Inside, a bright, fresh aesthetic is paired with tasteful finishes and thoughtful craftsmanship throughout. The newly renovated kitchen features GE Profile stainless steel appliances, natural stone countertops, beautifully crafted cabinetry, and abundant natural light. New lighting, fixtures, hardware, and custom closets in each closet complement the engineered oak flooring throughout the home. The primary suite offers a spacious and private setting overlooking the pool and backyard, with sliding glass doors opening directly to the outdoor space. A beautifully appointed ensuite features a walk-in shower, while a true walk-in closet is outfitted with a custom closet system. Two additional bedrooms each enjoy large windows overlooking the pool and private grounds as well. Set on a shy acre, the property offers both privacy and flexibility. Approximately half of the lot is currently cleared, leaving a wonderfully lush, established landscape while providing the opportunity to clear additional acreage and nearly double the existing level, usable yard space. The in-ground pool creates a natural centerpiece for outdoor entertaining and summer enjoyment. New filter and liner for pool. A two-car attached garage and full, clean, unfinished basement provide excellent storage and future potential. The location is quintessential Jamesport. Situated on a corner lot along Herricks Lane, where vineyards meet open farm fields, the setting offers beautiful pastoral views and some of the North Fork's most spectacular sunsets. Jamesport Brewing Company, RGNY and Clovis Point are all just moments away, while both the Long Island Sound and Peconic Bay are minutes from home, with Jamesport Beach and Iron Pier Beach close by. A turnkey home, a lovely lot, an in-ground pool, and a truly special North Fork setting—this is North Fork living at its best.

177 Herricks Lane, Jamesport
$595,000
2 Beds ⋅ 2 Baths ⋅ 1046606 MLS
Enjoy carefree living in Saddle Lakes, a sought-after 55+ gated community. Tucked at the end of a quiet cul-de-sac, this beautifully maintained 2-bedroom, 2-bath condo features hardwood floors, an upgraded kitchen and additional cabinetry extending into the dining area, offering plenty of storage and space for entertaining. The living room has a gas fireplace, while the primary suite features an updated bath and two generously sized closets. A full basement offers tons of flexibility for storage, hobbies and more. Step outside to a private fenced paver patio, perfect for relaxing or entertaining. Enjoy indoor and outdoor pools, hot tub, clubhouse, movie theater, tennis, pickleball and more. Conveniently located with easy access to both the North and South Forks, vineyards, farm stands, beaches, shopping, restaurants and healthcare facilities. Come enjoy all that Saddle Lakes and the North Fork have to offer!

157 Scenic Lake Drive
$445,000
2 Beds ⋅ 2 Baths ⋅ 1045989 MLS
Welcome to 8 Railroad Avenue, a haven of comfort and convenience nestled in the heart of Jamesport. This 2-bedroom, 2-bathroom residence boasts a new roof, siding, and gutters, promising a worry-free living experience. The secluded backyard is a personal oasis, complete with a pool featuring a new lining and energy-efficient pump. A gazebo and Trex deck offer the perfect spots for relaxation, while the 1500 square foot putting green, pickleball court, and basketball court invite fun and games. This is not a land lease. Just a stone's throw away, you'll find a picturesque marina, tennis courts, and a stunning sugar sand beach. The North Fork region, renowned for its wineries, fresh produce, and diverse dining options, is right at your doorstep. With its low taxes, this home is a smart investment in a lifestyle of leisure and pleasure. Whether you're a beach lover, a sports enthusiast, or someone who enjoys the finer things in life, 8 Railroad Avenue is a place where every day feels like a vacation. Come and explore this gem today.

8 North Railroad Avenue, Jamesport
$1,299,999
4 Beds ⋅ 3 Baths ⋅ 1045233 MLS
Welcome to 48 Private Rd in Calverton! Tucked away on a quiet private road, this unique property offers over 3,000 sq. ft. of living space on 1.6 acres. Highlights include an indoor pool, central air conditioning, attached garage, and a back deck perfect for relaxing or entertaining. Enjoy a peaceful setting while being conveniently located close to the Peconic River for kayaking and outdoor recreation, as well as nearby golf courses, shopping, dining, and all that the East End has to offer. A rare opportunity offering space, privacy, and an incredible lifestyle!

48 Private Road, Calverton
$979,000
3 Beds ⋅ 3 Baths ⋅ 1036562 MLS
This Home Has It All (And Then Some)! As You Enter In To The Foyer, Your Eyes Are Drawn To The Vaulted Ceiling Of The Living Room, With Lots Of Windows, Allowing For An Abundance Of Natural Sunlight. A Gas Fireplace Provides Coziness On A Snowy Day, Or Additional Light By The Flames. The Open Floor Plan Of Your Fully Renovated Kitchen & Formal Dining Room Offers Both Luxury & Modern. Stainless Steel Appliances, Granite Countertops, Island Seating & Beverage Bar, With Built In Wine Fridge. Formal Dining Room Currently Offers Seating for 8 Plus. Offering A Total Of 3/4 Bedrooms, The Primary Bedroom Is Located On The 1st Floor. The En-Suite Has A Double Vanity, Soaking Tub & Oversized Shower. This Large Bedroom, Overlooks The Yard, And Allows Plenty Of Storage For Your Wears, With Multiple Walk-in Closets. Your 2nd Bedroom or Home Office Is Situated Next To The 2nd Full Bath, On The First Floor As Well. As You Ascend To The 2nd Floor, You Are Welcomed To The Beautiful Landing, With A Window Seat, Beautiful Hardwood Flooring And Loft Style Architecture, This Allows Someone To Overlook The Living Room & Fireplace. 2 Additional Large Bedrooms, and 3rd Full Bathroom Complete This Floor. This Home Continues To Offer Additional Space With The Full Finished Basement Rec Room, And Plenty Of Storage. Highlights On The Outside of The Home: Cul-De-Sac Location, Backyard Overlooking A Pond and Golf Course, While Relaxing On The Pavered Patio. HOA Amenities Include Lawn Care, Snow Removal, Clubhouse With Fitness, Pool, Tennis And Bocce Ball.

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

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

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

723 Doctors Path Estates, Riverhead
$675,000
4 Beds ⋅ 2 Baths ⋅ 1036477 MLS
Beautifully transformed Cape Cod offering a perfect blend of turnkey modern living, backyard resort lifestyle, and mixed-use potential. Lush hedged corner lot, 4BR, 2FB, EIK, LR, DR, Sunroom, 1st floor primary suite, full partially finished basement at the ultimate gateway to the North Fork. Year-round Oasis with Pool, Spa, & Waterfalls!

1227 Roanoke Avenue, Riverhead
$320,000
2 Beds ⋅ 2 Baths ⋅ 1036345 MLS
NEW LISTING | Glenwood Village 55+ Community Beautifully renovated and move-in ready, this spacious 1,150 sq. ft. home offers 2 bedrooms, 2 full bathrooms, and an open floor plan designed for comfortable living and easy entertaining. The stunning windowed kitchen features a breakfast bar, quality new cabinetry, beautiful wide-plank laminate flooring, and elegant wide moldings throughout. The spacious living room provides plenty of room for both living and dining areas, while the separate dining room offers endless possibilities as a den, library, home office, or hobby room. The living and dining areas open to a large private deck overlooking a peaceful backyard with lush grass and mature trees, creating a quiet and serene setting with exceptional privacy. Whether you're enjoying your morning coffee or entertaining guests, this outdoor space is sure to impress. Located in the highly desirable Glenwood Village 55+ Community, this beautifully updated home is priced to sell at just $320,000. Call immediately to schedule your private viewing. This one won't last!

1661 Old Country Road Road Unit #466, Riverhead
$2,100,000
6 Beds ⋅ 4 Baths ⋅ 1034035 MLS
Welcome to this UNIQUE Oversized Gorgeous 6 bedroom, 4 full bathroom estate nestled on a private cul-de-sac Located in the exclusive SEA COVE ESTATES community of South Jamesport. Situated on nearly half an acre. This impressive 3,847 square foot home offers the perfect blend of luxury, comfort, and resort-style living. The dramatic living room showcases soaring vaulted cathedral ceilings, electric blinds, and one side of a stunning double-sided fireplace, while the adjoining first-floor bedroom features the other side, creating warmth and character in both spaces. 2 brand new Bathrooms. Second floor bedrooms have decks providing a relaxing waterview of Peconic Bay. Designed for both everyday living and unforgettable entertaining, the backyard is a true private oasis featuring a 16 x 32 in-ground pool with an electric solar cover, a fully equipped outdoor kitchen, Trex deck, gazebo, retractable awning, outdoor shower, and beautifully landscaped grounds. Just beyond your doorstep, enjoy access to the private deeded bay beach reserved exclusively for Sea Cove Estates residents. Close to all North Fork desired destinations Inside, you'll find an open and inviting floor plan with hardwood floors throughout. A spacious eat-in kitchen complete with a peninsula, quartz countertops, Energy Star appliances, new refrigerator, tile flooring, and a trash compactor. Sliding glass doors lead from the living room into a bright and spacious 4 season sunroom, where another set of sliding glass doors opens directly to the spectacular backyard, creating a seamless indoor-outdoor living experience. The elegant formal dining room, accented with crown molding, also features sliding glass doors that lead to the backyard from the dinning room, making entertaining effortless. The first floor also includes a full bathroom, offering flexibility for guests or multigenerational living. An additional guest or nanny suite on the first floor offers its own living room, private bathroom, and separate outside entrance, providing comfort and privacy for extended family or visitors. Upstairs, the spacious primary suite serves as a private retreat with a beautifully appointed en suite bathroom featuring a double vanity, soaking tub, and separate walk-in shower. Within the primary suite there is a private washer and dryer area and a walk-in closet. Continue to the third-floor bonus room, a versatile space that can be utilized as an additional bedroom, private office, or creative retreat, all while enjoying beautiful water views. Additional highlights include an indoor heated lap pool, a full finished basement with extra storage space, and an additional washer and dryer conveniently located on the first floor, owned solar panels for significantly reduced electric costs, and copper gutters that enhance both beauty and durability. This remarkable home truly offers every amenity imaginable in one of South Jamesport's most sought-after waterfront communities. Marina within walking distance.

29 Seacove Lane, South Jamesport
$249,999
2 Beds ⋅ 2 Baths ⋅ 1032525 MLS
The Well Sought After 55 & Over Community - Glenwood Village is offering a 49 year lease at $800 per month. This Most Popular Model - The Villager offers split bedrooms and baths at opposite ends of the home. 2 Bedrooms, 2 Baths, LR, Open Floor Plan, Dining Area in Kitchen with appliances, Laundry Rm. Home features wood cabinets, Laminate Flooring, washer/dryer CAC, Sprinkler System, 10x20 Composite Decking with Vinyl Rails & Shed. It’s even is wired for a generator in case you lose power! Access to Outdoor park, pool, & Clubhouse. Come and Enjoy all that Glenwood has to Offer.

1661 Old Country Road Unit #84, Riverhead
$680,000
3 Beds ⋅ 2 Baths ⋅ 1031536 MLS
Welcome to this beautifully maintained Cape Cod, move-in ready from top to bottom. Three bedrooms, two full baths, and a full finished basement give this home real flexibility, with an updated kitchen, gleaming floors, and a bright, comfortable layout throughout. Step outside to a private, fully fenced backyard built for entertaining, anchored by an inground pool and patio. Set minutes from downtown Riverhead's waterfront dining and the Suffolk Theater, with easy access to North Fork wine country and the Hamptons. Pride of ownership shows in every room.

60 Hubbard Avenue, Riverhead
$1,150,000
4 Beds ⋅ 3 Baths ⋅ 1030183 MLS
Welcome to 4 Apple Lane—Your Private Wading River Oasis Nestled in the quaint, sought-after town of Wading River, 4 Apple Lane offers a perfect blend of peaceful privacy and high-value modern upgrades. Spanning 3,300 square feet on an impressive 1.76 plush, park-like acres, this home is a true sanctuary designed for both comfortable daily living and effortless grand-scale entertaining. Sun-Drenched Living & Warm Architectural Details Step inside the welcoming foyer and immediately experience a remarkably bright, open, and airy ambiance filled with natural sunlight from an abundance of large windows. The main level flows effortlessly, offering a large formal living room, an expansive formal dining room, and an inviting den featuring rich, custom built-in cabinetry. Adding to the home's warmth and charm is a cozy wood-burning fireplace, perfect for relaxing on cool evenings. Chef’s Kitchen & Modern Upgrades At the heart of the main floor is the chef’s kitchen—a culinary haven designed for function and style. Upgraded for modern convenience, the kitchen features top-tier updates including a microwave updated in May 2023, a dishwasher and stove/oven replaced in 2022, and a brand-new refrigerator added in 2025. Serene Primary Suite & Renovated Baths Upstairs, the sprawling main bedroom serves as a true primary retreat—expansive, sunlit, and serene. It boasts a beautifully updated full main bathroom complete with a deep soaking tub and a sleek stand-up shower (remodeled in 2019/2020). The additional bedrooms offer generous proportions and easy access to thoughtfully renovated full baths (upstairs bath updated in 2019/2020, and the downstairs bath updated in 2021). Substantial Energy Savings & Future Potential Adding immense value, this home is powered by fully paid-off solar panels. Enjoy the luxury of living practically electric-free, with summer electric bills dropping as low as $19 per month! Downstairs, the full, unfinished basement boasts approx. 8-foot ceilings, offering incredible potential for customization, a home gym, or additional living space. A Resort-Style Backyard Sanctuary Step outside to your personal outdoor retreat featuring a charming side garden and a massive 1,000 sq. ft. cedar deck (20x50, built in 2020). Beyond the deck lies the star of the yard: an oversized 22x42 saltwater pool reaching depths of 9 feet, equipped with a 2018 liner, a 2020 pump, and full reconditioning in 2025. Two 12x14 storage sheds near the pool add effortless convenience. Complete with a brand-new roof (June 2025), an updated 200-amp electrical panel, washer/dryer (Nov 2021), a 3-car garage, and an oversized multi-car driveway, 4 Apple Lane is a turnkey Wading River gem waiting to welcome its next owner home!

4 Apple Lane, Wading River
$775,000
3 Beds ⋅ 1 Baths ⋅ 1029041 MLS
Welcome to 61 Timber Drive in Calverton! This charming ranch offers so much more than meets the eye—you truly have to see it to appreciate all it has to offer. Nestled on beautifully landscaped property, this lovingly maintained home features major improvements completed within the last two years, including the roof, siding, and central air conditioning, providing both style and peace of mind. Surrounded by mature landscaping, the property offers the perfect setting for entertaining or simply enjoying peaceful outdoor living. The impressive detached 2.5-car garage is ideal for car enthusiasts, extra storage, or creating the ultimate workshop or hobby space. Combined with exceptionally low taxes, this home presents an incredible opportunity and is truly one you have to see to believe.

61 Timber Drive, Calverton
$3,795,000
4 Beds ⋅ 4 Baths ⋅ 1027302 MLS
There are properties that offer more space, and then there are places that offer an entirely different way of living. Positioned in the heart of the North Fork, Starry Night Farms invites you to embrace a way of life that has become increasingly sought after yet is rarely found. Set on 6.3 exquisite acres, this remarkable equestrian estate is ideal for horse enthusiasts, hobby farmers, and those seeking an exceptionally private retreat. The charming yet updated farmhouse welcomes you with a classic covered wraparound porch, inviting interiors, and a bright rear sunroom overlooking the picturesque grounds, Outdoors, a heated saltwater pool, custom barbecue kitchen, and outdoor fireplace provide the perfect setting for entertaining family and friends. Designed with an equestrian lifestyle in mind, the property features two barns, indoor and outdoor riding arenas, ten horse stalls in total, and a dedicated tack room. Beyond its equestrian amenities, the property is filled with distinctive features, including a wine barrel sauna with steam and hot rocks, an art studio, putting green, and 16 raised garden beds ready for farm-to-table living. Apple, nectarine, cherry, and peach trees flourish throughout the backyard, while an established chicken coop with 20 chickens, productive Flow beehives, and multiple outbuildings offer exceptional flexibility. The grounds are further enhanced by a vineyard with thriving Merlot grapevines, creating an idyllic country setting where luxury and sustainable living come together. This one-of-a-kind Jamesport estate presents a rare opportunity to enjoy refined country living, premier equestrian facilities, and resort-style wellness amenities within one extraordinary property. Luxury is no longer defined simply by what you own, but by how you live.

1810 Main Road, Jamesport
$949,000
4 Beds ⋅ 3 Baths ⋅ 1026993 MLS
Circa 1921, this charming and thoughtfully updated 4-bedroom, 2.5-bath residence beautifully blends historic character with modern comfort. Lovingly maintained and improved throughout, this exceptional home offers a spacious and versatile layout designed for today's lifestyle. Inside, you'll find a warm and inviting floor plan featuring a stunning wood-burning stone fireplace, original pine floors throughout much of the home that add warmth and timeless character, an updated kitchen with granite countertops and newer appliances, beautifully renovated bathrooms, a convenient first-floor laundry/mud room, and an oversized Andersen sliding glass door overlooking the expansive backyard. A second staircase provides easy access to the primary bedroom while adding to the home's unique character and functionality. Numerous updates and improvements provide peace of mind, including a newer boiler, updated mechanicals, 200-amp electric service, smart thermostats, a central vacuum system, and thoughtful upgrades throughout. The basement and generous attic space offer additional storage and flexibility. Outside, enjoy a beautifully landscaped property designed for entertaining and relaxation. The backyard features a saltwater in-ground pool with new coping and a new filter, a new paver patio, in-ground sprinklers with a private well water irrigation system, and plenty of room for gatherings, recreation, and outdoor enjoyment. A huge detached two-car garage with new windows, equipped with an electric car charging station, provides ample parking and storage, along with a newly finished climate-controlled bonus room-perfect for a hobby space, studio, gym, workshop, home office, or private retreat. Combining timeless charm, modern updates, and exceptional outdoor living, this rare property offers the opportunity to own a piece of history with all the conveniences of today. Perfectly situated in the heart of Riverhead, this home offers the best of East End living. Enjoy easy access to downtown waterfront, local dining, shops, entertainment, and year-round events, while being just minutes from farms, vineyards, beaches, golf courses, and everything the East End has to offer.

312 Riverside Drive, Riverhead
$899,000
3 Beds ⋅ 3 Baths ⋅ 1026812 MLS
Perfectly positioned **north of Sound Avenue** in one of Riverhead's most desirable locations, this 3-bedroom, 3-full-bath ranch offers the ideal blend of privacy, flexibility, and in need of a new loving owner. This home's provides a North Fork lifestyle that's mere a stone's throw to the Sound where Sunsets are magical. Nestled on a generously sized property, the backyard has been thoughtfully designed to maximize both privacy and functionality. A **legal in-ground swimming pool** is strategically situated to create your own private retreat while preserving an expansive lawn—perfect for entertaining, recreation, gardening, or simply enjoying the outdoors. Inside, the home's versatile floor plan continues with a **fully finished basement** featuring a spacious recreation room, full bathroom, dedicated laundry room, and **three separate points of access**: interior access from the main level, a sliding glass door providing direct walkout access to the backyard, and a separate entrance through the attached garage. This exceptional layout presents outstanding potential for extended living, guest accommodations, a home office, fitness space, or multi-generational living (subject to applicable permits and approvals). Located just moments from the best of the North Fork, you'll enjoy convenient access to renowned wineries and vineyards, farm stands, golf courses, local beaches, waterfront dining, marinas, parks, and the charming villages that make this area one of Long Island's most sought-after destinations. Whether spending the day exploring wine country, relaxing by the water, or enjoying the region's celebrated culinary scene, you'll appreciate having it all just minutes from home. Riverhead's location also provides easy access to shopping, entertainment, and transportation while maintaining the peaceful atmosphere that defines North Fork living. Offering privacy, exceptional indoor and outdoor living spaces, and endless possibilities to customize for your lifestyle, 20 Dolphin Way is a rare opportunity to experience the very best of North Fork living.

20 Dolphin Way, Riverhead
$239,999
2 Beds ⋅ 2 Baths ⋅ 1024299 MLS
This Lovely Home is Located in The Sought After 55 & Over Manufactured Home Community, Glenwood Village. Offering a 49 Year Lease Starting at $800 per month. Includes Water, Garbage Pick up, Cesspool Maintenance, Curbside Mail Delivery, Use of Outdoor Pool, Park & Clubhouse, Snow Removal (Streets & Common Area Only)- 233 Glynwood Offers A Freshly Painted interior - 2 Bedrooms, 2 Updated Baths, At Opposite Ends of Home. It Boasts 2 Covered Decks, A Carport, 12x20 Sunroom, Updated Kitchen with A Movable Island, & A Nicely Sized Living Room The Owners Have Put in So Many Upgrades Both Inside & Out - You’ll Be Pleasantly Surprised. Shed, CAC, Sprinkler System, Fully Landscaped, Along with Concrete Walkways.

1661 Old Country Road Unit #233, Riverhead
$749,000
3 Beds ⋅ 3 Baths ⋅ 1020411 MLS
Beautifully renovated, beautifully landscaped, and ready to impress. Welcome to 138 Hallock Street, Riverhead, where classic charm meets modern comfort. Renovated in 2019, this spacious home offers 3 oversized bedrooms, 3 full baths, and a first-floor bonus room that can easily serve as a 4th bedroom, home office, or guest space. The inviting interior features a gas fireplace, natural gas heat, and a layout designed for both everyday living and entertaining. An enclosed front porch provides the perfect spot to enjoy your morning coffee or unwind at the end of the day. Outside, the beautifully landscaped corner property creates a private setting for summer enjoyment. The inground pool is ready for relaxing afternoons and entertaining family and friends, while the detached two-car garage with an unfinished loft offers outstanding potential for additional living space, a studio, gym, or abundant storage. This is a home that offers space, flexibility, and room to grow, all in a convenient location.

138 Hallock Street, Riverhead
$1,785,000
4 Beds ⋅ 4 Baths ⋅ 1021468 MLS
$110,000 Price Improvement! Builder's last and absolutely stunning home, closing out his development. Ultra-luxury new construction with CO's in hand, fully furnished, and ready for immediate occupancy. Definitely won't last! Wrapped in an imported Woodtone Hardie Plank exterior with a striking, low-maintenance finish, this 1.2-acre estate lot sits 1,000 feet off the road for total privacy, framed by a $150,000 professional landscaping package. The open-concept first floor is built for entertaining, anchored by a bespoke chef's kitchen with a Cambria quartz island, a matching full-height backsplash, and double-stacked custom cabinetry. A first-floor guest suite with a full bath offers effortless single-level living. Upstairs, a spacious primary suite with a luxurious spa bath is joined by generous secondary bedrooms and a shared bath. The lower level spans the home's full footprint with soaring ceilings, wide-plank flooring, recessed lighting, a private exterior entrance, and three egress windows — ready to be finished as additional living space. Outside, a 20x40 heated saltwater pool and custom masonry patio overlook countless acres of protected land that can't be built on. Full smart-home integration and EV charging complete this truly turnkey estate — ready to enjoy this fall!

22 Tuthills Lane, Jamesport
$1,799,000
4 Beds ⋅ 4 Baths ⋅ 1020064 MLS
A++ Hampton Bays Gem with 4 Beds and 4 Baths 20x40 Pool Rarely does a home and property of this quality, design, and value come to market. This shingled traditional colonial offers nearly 4,000 sq. ft. of beautiful, light filled living spaces. The first-floor flows seamlessly from room to room, beginning with a gracious entrance foyer flanked by living and dining rooms. A large gathering room with a sleek paneled fireplace wall opens to a breakfast area with glass doors to the outdoors and a chef's kitchen with top tier appliances spanning the entire rear of the home. This level also includes a full bathroom, laundry, and a flexible room that can serve as a bedroom, home theater, or office, along with an attached heated two car garage with high-quality built-in storage shelving and an EV connection. The primary suite upstairs features a vaulted ceiling, Lutron automated blinds, a large walk-in closet with California Closets shelving, and a marble bathroom with a soaking tub. Two additional spacious bedrooms, one of them with additional office space, and a full bathroom complete this floor. The home also includes approximately 1,000 sq. ft of fully finished, town approved lower-level space, completed in 2022, designed with a gym, sauna, wet bar, full bathroom, media room, office space, and a generous utility room with storage. A 120-inch-wide Light Well egress window creates an open, airy feel in the lower level while ensuring proper egress. The house features a fully enhanced state-of-the-art audio and video system inside and out, a five zone HVAC system, sophisticated lighting, security cameras, extensive automations, and a smart controlled gas fireplace. All systems are managed from a central Control4 rack that includes satellite TV, two Apple TVs, high performance amplifiers, and integration for five TVs throughout the home including an outdoor TV. Everything can be operated anywhere in the world via phone or iPad. Outside, the professionally landscaped one acre property includes a large 20 by 40 heated saltwater pool with a brand-new liner, a gas fire pit, nine remotely managed irrigation zones, a playground, lush specimen plantings and trees, and a prewired area ready for an already town-approved hot tub. The home sits in a secluded quiet area, minutes from bay beaches, village shops, and restaurants.

11 Hildreth Road, Hampton Bays
$2,100,000
4 Beds ⋅ 5 Baths ⋅ 1001049 MLS
Welcome to Sea Crest Estates, a new 13-home luxury community located around the corner from Jamesport’s Iron Pier Beach. This exceptional new-construction residence blends timeless architecture, designer finishes, and modern energy efficiency with a spacious open-concept floor plan. The first level features soaring ceilings, oversized Andersen 400 Series windows, and six-inch wide-plank white oak flooring throughout. The chef’s kitchen is appointed with quartz countertops, custom cabinetry, Kohler fixtures, and stainless-steel appliances with wine fridge opening seamlessly to the living room with a gas fireplace and dining area. The first-floor primary ensuite features a spa-inspired bathroom with elevated designer finishes, separate tub, oversize shower and double sinks. The first floor also has a separate room that can be used as an office, den or flex space. Upstairs there are 3 en-suite bedrooms and an unfinished bonus room which can be finished for more square footage. The mudroom off the 2 car garage offers abundant custom cabinetry and storage. Additional highlights include custom millwork, two laundry areas, and a full semi-finished basement with 8ft ceilings and private exterior access. Sliding doors lead to a private backyard oasis with a covered deck, 16x32 heated saltwater pool, paver patio, professional landscaping, and irrigation. Designed to exceed Energy Star standards with spray foam insulation, a tankless hot water system, ERV fresh-air system, and three-zone heating and central air. Estimated annual taxes are $27,340. Use 874 Sound Shore road Riverhead for GPS.

7 Sea Crest Court, Jamesport
$1,499,999
6 Beds ⋅ 5 Baths ⋅ 1006261 MLS
Experience exceptional craftsmanship and timeless luxury in this exquisite custom builder's home, thoughtfully designed with the finest finishes throughout. Offering approximately 5,900 square feet of beautifully appointed living space, this spectacular residence features 5 spacious bedrooms, 4.5 luxurious bathrooms, plus a legal one-bedroom apartment with its own private entrance. Ideal for extended family, guests, or rental income. The heart of the home is a stunning chef's kitchen, complete with custom cabinetry, premium high-end appliances, expansive countertops, and abundant space for both everyday living and effortless entertaining. The elegant formal living room with gas fireplace and stone mantle offers plenty of natural light from oversized windows that perfectly frame the resort-style backyard. Step outside to your private oasis featuring an in-ground swimming pool, covered deck, and inviting fire pit creating the perfect setting for relaxing or entertaining family and friends. The luxurious primary suite is a true retreat, offering a spa-inspired ensuite with a spacious walk-in shower, oversized soaking tub, dual vanities, and a private water closet. French doors provide direct access to the covered deck and pool, allowing you to enjoy seamless indoor-outdoor living. The home offers four additional beautifully appointed bedrooms, including a private guest suite with its own full bath, thoughtfully situated away from the other bedrooms to provide exceptional privacy and comfort. It's the perfect retreat for overnight guests, extended family, or multigenerational living. The beautifully finished lower level is fully legal and thoughtfully designed with exceptional attention to detail. Offering an abundance of flexible living space, it is ideal as a recreation room, home theater, fitness studio, game room, or additional family living area. Whether you're entertaining, relaxing, or creating the space you've always envisioned, the possibilities are endless. Designed with comfort, sophistication, and quality in mind, this remarkable home offers the perfect balance of elegant living and everyday functionality. Enjoy this Ranch with three car attached side load garage. A rare opportunity to own a one-of-a-kind luxury residence that truly has it all.

58 South Path, Calverton
$224,999
2 Beds ⋅ 2 Baths ⋅ 1019381 MLS
55+ Manufactured Home Land Lease Community Glenwood Village Starting at $800 per month - This Villager Model Features 2 Bedrooms, 2 Baths, LR, Kitchen, Laundry Rm, & Florida Room. Central Air, Fans, Laminate Flooring - Dutch Door Shed, Patio Area, Sprinkler System, CAC, & Cement Walkway around home. Nicely landscaped, #1 Oil for Heating, Propane for Cooking & Hot water And A Short Walk To The Pool Or Clubhouse

1661 Old Country Road Unit #125, Riverhead

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