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$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
Coming Soon. A classic Riverhead Cape Cod, beautifully updated, with three bedrooms, two full baths, a legal finished basement, and an inground pool set in a private backyard built for entertaining. Located minutes from downtown Riverhead's waterfront dining and the restored Suffolk Theater, at the gateway to the East End with easy reach of North Fork wine country and the Hamptons. Will get accurate Square footage, full details and photos coming soon. On Market Date: 8/3/2026

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
$780,000
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
$999,000
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 ⋅ 2 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
$825,000
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
$1,895,000
4 Beds ⋅ 4 Baths ⋅ 1021468 MLS
Move-In Ready and Furnished, Ultra-Luxury, Brand-New Construction! Featuring an Exclusive Imported Woodtone Hardie Plank Exterior with an Unmatched, Gorgeous Two-tone Finish that Requires No Maintenance. Complete with a $150,000 Landscaping Package and Set Back 1,000 Feet from the Road, this 1.2-Acre Estate Lot Seamlessly Blends Natural Beauty and Privacy, Epitomizing the North Fork Aesthetic at its Finest. The Open-concept First Floor is Perfect for Entertaining, Anchored by a Bespoke Chef’s Kitchen Featuring a Cambridge Quartz Island with a 2.5-inch Mitered Edge, Full-height Backsplash, and Double-stacked Premium Custom Cabinetry. A First-floor Bedroom Suite with Full Bath Offers an Ideal Option for Guests or Single-level Living. The Second Floor Hosts a Spacious Primary Suite with a Magnificent Spa Bath and Sweeping Views Over Vast Protected Farmland. The Lower Level Spans the Home’s Full Footprint, with Soaring Ceilings, Chic Plank Flooring, Recessed Lighting, an Exterior Entrance, and Three Egress Windows. Outside, a 20x40 Heated Saltwater Pool and Custom Masonry Patio Overlook Acres of Protected Open Space - the Perfect Backdrop for Unforgettable North Fork Sunsets and Countless Memories with Family and Friends. Every Detail for Modern Luxury Living Was Considered, Including a Full Smart Home Integration Package and Electric Vehicle Charging Outlet. With the Home, Pool, and Lush Landscaping Fully Complete and the Certificate of Occupancy Expected in Two Weeks, This is the Ultimate Turnkey Masterpiece!

22 Tuthills Lane, Jamesport
$1,975,000
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.

7 Sea Crest Court, Jamesport
$1,499,999
6 Beds ⋅ 5 Baths ⋅ 1006261 MLS
New to the Market! 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
$229,999
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
$818,888
2 Beds ⋅ 2 Baths ⋅ 1015247 MLS
Welcome to life on the North Shore, at the gateway to Long Island's renowned Wine Country. Nestled within a desirable Wading River beach community, this beautifully updated home is truly move-in ready and offers the perfect blend of comfort, style, and functionality. The heart of the home is the stunning eat-in kitchen, completely renovated within the last year and featuring high-end appliances, custom finishes, and an inviting atmosphere that makes dining at home a pleasure. Should you decide to venture out, the acclaimed La Plage French-American restaurant is just a short walk away. The bathrooms have been thoughtfully designed to create a spa-like retreat, featuring elegant vanities, stylish fixtures, and heated floors that provide comfort during the colder months. Throughout the home, hardwood and engineered flooring create a modern aesthetic while offering durability and practicality for everyday living. The spacious primary suite is a private sanctuary featuring abundant natural light, a custom walk-in closet, and a beautifully appointed ensuite bathroom. It's the kind of space that encourages you to linger a little longer on your days off. Year-round comfort is provided by four split-unit systems offering both heating and air conditioning. The home also features oil-fired baseboard heat, professionally maintained annually, along with a wood-burning fireplace that creates a warm and cozy atmosphere on chilly evenings. For peace of mind, the home is equipped with a Vivint security system that includes both interior and exterior voice and video monitoring. In addition, a 50-amp generator hookup ensures you're prepared when power outages occur. The exterior is equally impressive. Featuring vinyl siding and Leaf-Gaurd Gutters that are only two years old, the property has been meticulously maintained. A custom cedar fence encloses the entire backyard, creating privacy and enhancing the outdoor living experience. The two-year-old brick patio, combined with thoughtfully placed outdoor lighting in both the front and rear yards, transforms the property into a beautiful nighttime retreat. The backyard is centered around a heated pool that is only two years old, making it the perfect place to relax and entertain. A convenient cabana sits poolside, allowing guests to change without entering the home. Garden enthusiasts will appreciate the drip irrigation lines installed throughout the landscaping, while the abundance of outdoor electrical outlets ensures convenience for all your outdoor needs. Additional storage is plentiful with three sheds located on the property. This exceptional home offers the lifestyle many dream of—close to your very own Private Beach, wineries, fine dining, and all that the North Shore has to offer. It is a property that truly must be experienced in person to appreciate everything it has to offer. We look forward to welcoming you home.

337 N Side Road, Wading River
$699,999
3 Beds ⋅ 2 Baths ⋅ 1010341 MLS
Welcome to 100 Donna Drive in the desirable Village Green community of Baiting Hollow! This beautifully maintained 3-bedroom, 2-bath ranch, built in 1993, offers comfortable one-level living with exceptional indoor and outdoor entertaining spaces. Step onto the inviting front porch and into a spacious floor plan featuring an oversized living room, a generously sized kitchen, and large bedrooms, including a primary suite with a private ensuite bath. The home also boasts a full basement with an outside separate entrance (OSE), providing abundant storage and excellent potential for extended living, recreational space, home office, or guest accommodations (subject to applicable permits). Outside, the property truly shines. The fully fenced backyard is a private retreat featuring a rear deck, patio, stunning in-ground saltwater pool, charming gazebo, and mature professional landscaping that creates a peaceful, park-like setting perfect for entertaining or relaxing. Additional highlights include a one-car attached garage, ample parking, oversized bedrooms, and meticulous pride of ownership throughout. Conveniently located near beaches, golf courses, vineyards, farm stands, shopping, dining, and all that the North Fork has to offer, this exceptional home combines privacy, comfort, and lifestyle in one beautiful package.

100 Donna Drive, Baiting Hollow
$1,395,000
4 Beds ⋅ 3 Baths ⋅ 1007976 MLS
Nestled on a cut-de-sac just moments from the wavefront, 42 Adelia Path offers a thoughtfully updated Colonial in one of the North Fork's most sought-after settings. A welcoming foyer introduces a well-designed floor plan that balances open-concept living with traditional spaces for gathering and entertaining. At the heart of the home is a renovated chef's kitchen with an inviting eat-in area, French doors that open to the backyard and a full property sound system, creating a seamless connection between indoor and outdoor living. The kitchen flows effortlessly into a spacious great room anchored by a wood-burning fireplace, making it an ideaI space for everyday living as well as entertaining. For more formal occasions, a separate dining room sits just off the foyer, white the sun - filled living room enjoys abundant natural light through a large picture window. A conveniently located laundry room, powder room, and direct access to the rear deck complete the main level. The second floor features a generous primary suite with a private bath and spacious ensuite bathroom, along with three additional bedrooms and a full half bath, providing comfortable accommodations for family and guests alike. Outside, the property has been carefully landscaped to create a private and inviting setting. Mature trees and established plantings frame the backyard, where a pool, expansive deck, and charming tree house offer spaces to relax, entertain, and enjoy the seasons. Whether hosting summer gatherings or enjoying a quiet afternoon at home, the outdoor amenities provide exceptional versatility. Additionally, highlights include a full basement and attached two-car garage. Ideality Located just minutes from Iron Pier Beach, acclaimed wineries, farm stands, restaurants, and all that the North Fork has to offer, 42 Adelia Path presents an opportunity to enjoy coastal living with the convenience of nearby amenities. Offered at $1,485,000.

42 Adelia Path, Jamesport
$1,864,000
3 Beds ⋅ 3 Baths ⋅ 1003959 MLS
Waterfront living designed for effortless coastal comfort, ideally situated on Meeting House Creek, this boater’s dream home features a private deepwater dock equipped to accommodate a large yacht, additional watercraft, and offers quick access to Peconic Bay. This updated 3-bedroom, 3-bath contemporary residence showcases water views, spectacular sunsets, and seamless indoor-outdoor living. The light-filled main level offers an open floor plan that flows directly to the outdoor oasis, complete with a splendid heated saltwater pool with automatic cover, expansive bluestone patio, fire pit with built-in seating, luxurious mahogany outdoor shower, and a fully equipped outdoor kitchen featuring Blaze marine-grade storage cabinets, slate countertops, beverage refrigerator, and sink with hot and cold water. Generous dining and lounge areas create the perfect setting for entertaining or relaxing while enjoying breathtaking sunsets over the water. Large windows throughout the home invite in natural light and capture the stunning waterfront scenery, creating a bright and airy atmosphere. The open-concept main floor also features a chef’s kitchen with quartz countertops, high-end stainless-steel appliances, Viking range, dining area, and living room with wood-burning fireplace and hardwood oak floors throughout. A guest suite with renovated full bath , a second full bath, and a laundry room complete the first level. The second floor offers a serene primary suite with a private balcony overlooking the water, renovated spa-like bath, and additional guest bedroom. Additional amenities include radiant heated floors in the kitchen, laundry room, and all three bathrooms, a 1.5-car attached garage with ample storage room above, a Level 2 EV charger, and custom cedar fencing. A private neighborhood beach is just moments away. A truly turnkey waterfront retreat offering luxury, comfort, spectacular sunsets, and the very best of North Fork living.

81 Beach Road, Aquebogue
$1,497,000
3 Beds ⋅ 3 Baths ⋅ 1007258 MLS
Welcome to this bright and spacious home designed for comfort, entertaining, and everyday living. The main level features an impressive open layout with soaring ceilings, skylights, hardwood floors, and abundant natural light throughout. The main living room is centered around a dramatic two-sided brick fireplace and flows beautifully into the dining area, kitchen, and family room. The open-concept kitchen offers white cabinetry, stainless steel appliances, ample counter space, and a breakfast bar overlooking the living areas. The dining room is filled with natural light and offers direct access to the expansive outdoor deck, creating an easy indoor-outdoor flow. On the opposite side of the shared fireplace, the family room provides another inviting gathering space with vaulted ceilings, arched windows, exposed beams, and access to the pool area. The private principal en-suite bedroom is set apart from the other bedrooms and living spaces, featuring vaulted ceilings, exposed beams, walk-in closets, and a balcony overlooking the pool and jacuzzi. The full en-suite bathroom offers generous space, high ceilings, great natural light, a jacuzzi-style tub, separate shower, and double vanity. Additional bedrooms are well-sized and comfortable, with access to beautifully maintained full bathrooms. Upstairs, an open den area overlooks the main living room below, offering a versatile space for reading, working, or relaxing before entering the principal bedroom suite. The finished basement adds even more living space with a spacious media and recreation room, lounge area, ping pong/game space, built-in storage, coffee station, laundry area, and additional storage/mechanical space. The exterior is a true highlight, featuring a large deck surrounding the in-ground pool and jacuzzi, multiple patio areas, outdoor dining and lounge spaces, a firepit area, garden beds, and a spacious yard surrounded by mature trees and landscaping. With multiple sliding doors leading outside, this home is ideal for entertaining, relaxing, and enjoying the outdoor setting. A private driveway and attached garage complete the property.

220 Pleasure Drive, Riverhead
$899,000
4 Beds ⋅ 3 Baths ⋅ 1003559 MLS
Magnificent Baiting Hollow Sanctuary – Custom Gendot-Built Victorian Enjoy unmatched peace and privacy in this stunning 4-bedroom, 2.5-bath Center Hall Victorian, thoughtfully designed by renowned Gendot Builders with no front or rear neighbors. Key Highlights: Flexible Layout: Spacious main level with potential space for a 5th bedroom, home office, or guest room. Interior Features: Soaring 2-story entry foyer, pristine oak hardwood floors throughout, custom woodwork, and a wood-burning mantled fireplace. Gourmet Kitchen: Updated with elegant coffered ceilings, brand-new stainless steel appliances, and high-performance Andersen windows. Exterior & Grounds: Brand-new 40-year architectural roof, 2-car side-entry garage with an oversized driveway, full basement, and a fully fenced, dog-friendly backyard. Prime Location: Minutes from local schools, the historic Cooperage Inn, scenic beaches, and premier golf courses. (Riverhead Town CPF transfer tax applies)

506 Twomey Avenue, Baiting Hollow
$2,990,000
5 Beds ⋅ 6 Baths ⋅ 1001373 MLS
Paradise Found on the Long Island Sound!! Welcome to 3172 Sound Avenue, a luxurious Oasis nestled high above the bluffs on the Long Island Sound. This spacious, 5 Bedroom, 6 Bathroom Residence has been completely updated within the past few years and is turn-key, just awaiting its next fortuitous owner! The home is accessed off Sound Avenue by a long, private road, in a pastoral setting with horses roaming free, surrounded by vast, hundreds of acres of Preserved land and Park land. Nearby golf courses include Friar's Head and the Baiting Hollow Club. In addition, the property features an easement with access to the Long Island Sound. Some of the many improvements include a new Architectural 30 year roof, a new Solar System with 52 panels, newly refinished synthetic stucco to the exterior of the home, a new back-up Generac generator, two Tesla charging stations, a new Pentair pool filtration system, (utilizing Ozone and UV to purify the water), updated HVAC with Wi-Fi controls and a new, on-demand hot water heater. For modern convenience, the home also boasts a fully-updated and security serviced elevator serving all three levels. Inside, the Residence includes an expansive wall of windows and glass sliders in the Living Room, showcasing the magnificent blue water and Connecticut Coastline, leading to an outside, wrap-around IPE deck overlooking the dazzling Sound and grounds. The Living Room also features a fireplace, to add an extra touch of ambience and serenity. The atmosphere is light and bright throughout the entire home, an Entertainer's Delight! The Professional Chef's Kitchen features an oversized Island with granite countertops and boasts dual ovens, dual dishwashers, an eight-burner gas stove with pot filler, a beverage cooler, as well as multiple refrigeration units. The spacious Dining Area off the kitchen sports water views and is ideal for hosting festive gatherings. After a wonderful meal, make your way to the Media Room for Movie Night, which features a new short-throw projector and a 120-inch home theater screen. Or, perhaps, the desire is to take a swim in the Indoor Pool, and afterwards enjoy a relaxing and therapeutic steam shower. The Residence features 2 Bedrooms on the Second Floor, one with its own private balcony and deck. There are an additional 3 Bedrooms on the First Floor, including the sumptuous Primary Suite, with its own fireplace and large sitting room with sliders, leading to another wrap-around IPE Deck with a Garden Swing, to take full advantage of the captivating water and sunset views! The Exercise Room is also located on the first floor, with another wall of windows on either side, both Pool-side and Sound-side. The Lower Level with walk-out features a Recreation Room with a Billiard’s table, additional Living Space, Full Bath, Laundry Room and Storage. Lastly, the property boasts new landscaping and is fully-irrigated, with a new pea gravel driveway, new entrance Pillars and a gated entry. This Residence is as smart as it is beautiful, and offers so much more than just luxury--it offers a Coastal Lifestyle that most can only dream about. Embrace the opportunity to make this dream your reality!

3172 Sound Avenue, Baiting Hollow
$2,999,990
4 Beds ⋅ 5 Baths ⋅ 999832 MLS
Set along the tranquil shoreline of Reeves Creek with direct access to the Peconic Bay, this newly built waterfront residence offers a rare blend of privacy, design, and coastal sophistication. With approximately 50 feet of waterfront and a private sandy shoreline, the property is designed to embrace seamless indoor-outdoor living in one of the North Fork’s most peaceful settings. Thoughtfully designed with four bedrooms and four-and-a-half baths, the home combines clean architectural lines with warm, refined finishes. Expansive glass openings frame the water from multiple vantage points while inviting natural light fills the open-concept living spaces. Every element was selected to balance modern luxury with long-term durability and comfort. Interior finishes include wide-plank white oak flooring, desert oak cabinetry, quartz surfaces, and a fully integrated Thermador appliance package. The en-suite bathrooms feature oversized porcelain tile, designer vanities, and frameless glass shower enclosures, creating a cohesive, elevated aesthetic throughout the home. Built with both performance and longevity in mind, the residence incorporates high-efficiency two-zone Bosch heat pump systems to meet and exceed NYS standards. The exterior is clad in premium NuCedar composite siding, chosen specifically for its resilience in coastal environments and its ability to maintain its appearance over time. 36 Pine is a rare opportunity to experience modern waterfront living on the North Fork, where timeless design meets effortless access to the bay.

36 Pine Avenue, Aquebogue
$739,000
3 Beds ⋅ 3 Baths ⋅ 998001 MLS
Welcome to this beautifully maintained Colonial-style home, offering a perfect blend of classic charm and modern updates. The main level features a spacious formal dining room, a bright and inviting living room, and a cozy den highlighted by a stunning fireplace—ideal for relaxing or entertaining. The eat-in kitchen provides ample space for casual dining and everyday living, while a conveniently located main-floor laundry area adds to the home’s practicality. Upstairs, the primary suite offers a comfortable retreat with dual entry to the primary bathroom. Two additional generously sized bedrooms complete the second floor. The home also boasts a fully finished basement, providing versatile space for recreation, a home office, or additional living needs. Set on an expansive property, the outdoor space is perfect for entertaining or unwinding, featuring an above-ground pool for seasonal enjoyment. Recent upgrades include a new roof and propane gas systems servicing the heating, dryer, stove, and water heater—offering efficiency and peace of mind. This exceptional property combines space, comfort, and thoughtful updates—ready to welcome its next owner.

38 Elizabeth Drive, Wading River
$1,300,000
3 Beds ⋅ 3 Baths ⋅ 993100 MLS
Nestled between green farm fields and the lapping waves of Flanders Bay, 56 Lagoon Court West is near to the best of everything the North Fork has to offer. Upon entering the home, you are greeted by double height ceilings hinting at the spaciousness of the rest of the home. Flowing through the formal dining room to the rear of the home, the brand new eat in kitchen and living room with gas fireplace overlooking the backyard is the perfect space to entertain no matter the season. A first floor combination laundry and mudroom is a convenient utility space and offers additional access to the rear yard. A full bathroom and den complete the first floor. The second floor consists of a spacious primary ensuite bedroom and 2 additional bedrooms with shared guest bathroom. Looking for a flex space? A bonus room above the 2 car garage provides just that! Storage abounds with a full basement and multitude of closets throughout. Outside, an abundance of plantings including lilacs, hydrangeas, hostas, and Lilly of the Valley grace the front and backyard. The 20x40 vinyl lined pool is perfect for lazy summer days when you are not out on the boat via your 2 deeded boat slips just down the street or at the Waterview Terrace neighborhood beach. This well cared for home is an excellent opportunity to find your North Fork paradise.

56 Lagoon Court W, South Jamesport
$740,000
3 Beds ⋅ 2 Baths ⋅ 996449 MLS
Welcome to Calverton living at its finest! Nestled in the desirable Timber Park section, 85 Old Stone Rd offers the perfect blend of comfort, charm, and relaxation. This well-kept home features 3 bedrooms and 2 full bathrooms, thoughtfully designed for easy living. Step outside to your own beautiful private oasis — the perfect space to unwind, entertain, or enjoy peaceful mornings and evenings. With low taxes and pride of ownership throughout, this home is a wonderful opportunity you won’t want to miss

85 Old Stone Road, Calverton
$1,199,000
4 Beds ⋅ 4 Baths ⋅ 986406 MLS
Set within the serene landscape of Rolling Woods in Riverhead, 59 Linda Lane West presents a rare blend of privacy, thoughtful design, and resort-inspired living on the North Fork. Positioned on a beautifully maintained and three quarter acre property, this residence is surrounded by mature landscaping that creates a peaceful, secluded setting while remaining close to the area’s celebrated beaches, farm stands, vineyards, and dining destinations. A residents-only beach nearby, and public beach with four wheel drive access, enhances the coastal lifestyle, offering easy access to the shoreline and the natural beauty that defines this region. The home’s interior unfolds with a sense of openness and warmth architectural details complement light-filled living spaces designed for both everyday comfort and effortless entertaining. Hardwood floors extend throughout, guiding you through generously sized rooms that balance sophistication with livability. The kitchen is well appointed with quality finishes, ample cabinetry, and stainless steel appliances, creating a functional and inviting space that connects seamlessly to the main living and dining areas. A flexible layout includes four bedrooms and 3.5 bathrooms, along with a finished lower level featuring a bath and wet bar, offering additional space for recreation, relaxation, or extended living. Outdoor living is equally compelling, anchored by a striking L-shaped heated saltwater pool with a multi-speed pump and an expansive patio that invites long afternoons of sun, quiet evenings, and gatherings under the open sky. The grounds are enhanced by a sauna, and hot tub, creating a private retreat designed for year-round enjoyment. Additional highlights include a two-car attached garage with an electric vehicle charger, solar panels for energy efficiency, updated systems including heating, windows, and furnace, and the convenience of an elevator that adds ease of access throughout the home. This property captures the essence of North Fork living, where natural beauty, comfort, and thoughtful amenities come together in a setting that feels both tranquil and connected.

59 Linda Lane W, Riverhead
$329,000
2 Beds ⋅ 2 Baths ⋅ 984696 MLS
Welcome to Glenwood Village - a 55 & Over Community Offering a 49 Year Lease starting at $800 per month. This Ranch Style Home features One Level Living at its finest! 2 Lovely Appointed Bedrooms and 2 Baths - Open Kitchen, Dining & Living Room Area - Laundry Room is Located off the Kitchen and makes its way out to A Covered Deck Overlooking a Pond. Carport, CAC, Shed & Spinkler System. Community Offers an Outdoor Park, Swimming Pool, Clubhouse with a State of the Art Gym, Library, Billiard Pool Room, Dance Hall & Full-Size Kitchen.

1661 Old Country Road Unit #417, Riverhead
$4,400,000
4 Beds ⋅ 5 Baths ⋅ 961977 MLS
Recently expanded and renovated with a fresh, modern coastal aesthetic by Hyphen & Co., this charming Cape Cod beach house with breathtaking views of the Peconic Bay that span to Robin's Island can be your Hampton's escape! With approx. 120 feet of bulkheading and a sprawling private sandy beach below, this 4-bedroom, 5-bath waterfront home in a private community, is the perfect summer get-away for those looking for an elegant and secluded beach home. The meticulously maintained house is inviting and gracious, with an open floor plan that emphasizes the panoramic water views from the living room, modern chef's kitchen, dining area, and den, with a double-sided stone fireplace. Two guest bedrooms, 2 full bathrooms, and a laundry/mudroom complete the first floor. Upstairs, the primary suite with balcony offers a serene retreat with a luxurious bath, offering double-vanity sinks, walk-in shower, deep soaking tub, and separate water closet. An additional guest bedroom and full bath complete the second floor. A finished and permitted lower level with a recreation space and wine room, along with a two-car garage, are rare for this type of waterfront property and provide exceptional space and amenities. Above the garage, a spacious rec room with stunning views adds even more versatile bonus space. Outside, the new heated gunite pool and spa couldn't be closer to the sparkling waters of Peconic Bay with the sugar sand beach bayside below. Centrally located with ease of access to Southampton and points east, North Fork vineyards and farm stands, and 90 miles from NYC. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

10 Barrett Drive, Hampton Bays
$925,000
4 Beds ⋅ 3 Baths ⋅ 921519 MLS
Stunning 4-bed, 3-bath Ranch with a 1-car garage and total privacy in a cul-de-sac. The home features cathedral ceilings, oak floors, and an open concept living room with a gas fireplace. Quartz countertop on the kitchen, a block island and high quality stainless steal appliances. Jacuzzi tub and heated tile floors on the primary suite. Set on a .96-acre fenced property backing a 29-acre nature preserve, enclosed sunroom, heated saltwater pool with paver patio. A legal accessory apartment for income or for an extended family. Also the house comes with extra permits to increase the square footage of the house with an office on the attic. You have to see it !

156 N Woods Road, Baiting Hollow
$2,675,000
4 Beds ⋅ 6 Baths ⋅ 918775 MLS
Introducing 110 Crescent Court: a newly completed architectural gem where timeless elegance meets modern sophistication. Perfectly situated within the exclusive Crescent on the Sound enclave, this coastal retreat offers private deeded water access and breathtaking views of the Long Island Sound, just moments from fine dining, golf, and year-round East End amenities. Privately set behind upgraded fencing and lush, irrigated landscaping, the residence welcomes with a custom driveway and exceptional exterior craftsmanship, showcasing some of the finest materials available today. Expansive wraparound porches and a private terrace off the primary suite frame sweeping water vistas, while oversized 9-foot sliding glass doors open to the approved site of a future oversized gunite pool: seamlessly blending indoor and outdoor living. Inside, the home is defined by its superior build quality and refined finishes, including six-inch rift and quartered white oak floors, sunlit open spaces, and bespoke architectural detailing throughout. The chef’s kitchen serves as a true centerpiece, featuring handcrafted white oak cabinetry, striking granite surfaces, and top-tier Thermador appliances. Bedrooms are thoughtfully positioned to capture water views, highlighted by a serene primary suite with a custom-built dressing room and a spa-level bath appointed with oak vanities and curated designer lighting. A three-car garage with advanced LiftMaster side-mount openers completes this offering, delivering modern functionality to match its elevated design. From its premier construction and exceptional finishes to its private water access and approved pool plan, 110 Crescent Court represents a rare opportunity to own a truly distinguished coastal residence in one of Long Island’s most coveted enclaves.

110 Crescent Court, Wading River

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