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$619,996
3 Beds 2 Baths 1015466 MLS
Location, location! Nestled in a highly desirable beachside community, this sun-drenched and fully updated 3-bedroom, 2-bath split ranch offers the perfect blend of coastal charm and modern luxury—with private access to the water just a stones throw away. Make this your year round or weekend getaway. Step inside to an open-concept main level featuring soaring ceilings, gleaming hardwood floors, and a spacious living and dining area. The beautifully renovated eat-in kitchen is a showstopper, with crisp white cabinetry, quartz countertops, a glass tile backsplash, stainless steel appliances, and a stunning center island with seating—ideal for entertaining. Custom blinds and recessed lighting add a refined touch throughout. Both bathrooms have been thoughtfully updated with modern ceramic tile and high-end finishes. The lower level offers a den with sliding doors to the outside and a full bath—perfect for guests, a home office, or extended living space. An additional third bedroom or entertainment area awaits on the lowest level, providing flexible space for gatherings, game nights. All of this, located just minutes from award-winning wineries, top-rated restaurants, and outlet shopping. This beachside beauty won’t last—don’t miss your chance to own a piece of paradise on Long Island’s North Shore!

25 Cherry Lane, Wading River

$769,000
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

$1,450,000
6 Beds 3 Baths 1015252 MLS
Purchasing this 6br 3bth High Ranch Duplex places you in a highly strategic, scenic, and quiet pocket of Long Island where the peaceful nature of the South Fork (The Hamptons) directly meets the vibrant agricultural and commercial gateway to the North Fork. For ocean waves, you are a short drive from world-class Southampton ocean beaches like Ponquogue Beach. Just across the river , you can spend weekends tasting at highly rated estates like Palmer Vineyards or Paumanok Vineyards. The area is famous for seasonal farm stands, apple picking Woodside Orchards, and fresh local produce from spots like Goodale Farms. The immediate neighborhood is a quiet, waterfront enclave. Because Longneck Blvd terminates near the water, it offers high privacy and a tight knit coastal fee. The last house on the block announces a ***Package Deal*** including a .23 acre corner lot (290 Longneck Blvd) wooded land that intersects on Pine Avenue. Indeed this is a great opportunity that wont last!!!!

296 Longneck Boulevard, Flanders

$1,100,000
3 Beds 3 Baths 1010933 MLS
Located within Baiting Hollow Estates on Long Island's North Fork, this beautifully maintained 3-bedroom, 3-bath Colonial offers the perfect blend of comfort, privacy, and coastal living. Set on 1.11 private acres with a wooded backyard, this inviting home features a spacious layout designed for both everyday living and entertaining. A grand foyer welcomes you into the home, where you'll find a formal dining room, a first-floor office or potential fourth bedroom, and a spacious family room with a gas fireplace. The updated eat-in kitchen is the heart of the home, showcasing stainless steel appliances, a large center island, updated cabinetry, backsplash, and skylights that fill the space with natural light. Additional skylights can also be found in the living area and guest bath. The second level features a generous primary suite with a tray ceiling, walk-in closet, and large en-suite bath, along with two additional bedrooms and full bath. Wood floors run throughout the home, complemented by plantation shutters in the bedrooms and office. Additional amenities include a large laundry room, central vacuum, central air conditioning, two-zone heating and cooling, oil heat with a new burner and water heater, situated on a corner lot with tons of privacy and beautifully landscaped, a full unfinished walk-out basement, and an oversized two-plus-car garage with pull-down attic access. Outdoor living is equally impressive with an oversized rear deck, wraparound front porch, charming gazebo, in-ground sprinklers, and plenty of room to enjoy the peaceful surroundings. Baiting Hollow Estates is comprised of 15 homes that share a gated and maintained staircase to 150 feet of a private beach. HOA dues are just $750 per year and include beach access, gate and lock maintenance, and upkeep of the community landscape circles. Close proximity to the North Fork, Hamptons, golf, boating, vineyards, and so much more.

216 Landing Lane, Baiting Hollow

$549,999
2 Beds 2 Baths 1011351 MLS
Updated 2 bedroom, 2 full bath home located in a highly desirable beachside community in the heart of Wading River—just one block from the beach! Perfect as a year-round residence, summer getaway, or potential short-term rental investment. This move-in ready home offers a prime location close to shopping, dining, wineries, and local attractions. Recent updates include the roof, flooring, kitchen, bathrooms, and boiler, providing modern comfort and peace of mind. The home features a finished basement with direct garage access, offering additional living space, storage, and a convenient laundry area. Enjoy a dedicated dining area, generous storage throughout, and sliding doors leading to a rear deck overlooking the flat, open backyard, ideal for entertaining or relaxing outdoors. An adorable front porch with a retractable awning provides the perfect spot to relax and enjoy the coastal breeze. Conveniently located near all that the North Shore has to offer. Don’t miss this opportunity to own a beachside retreat in sought-after Wading River!

24 Locust Road, Wading River

$419,000
2 Beds 2 Baths 1011541 MLS
Welcome to this spacious 2-bedroom, 2-bath home in the desirable Glenwood Oaks section of Glenwood Village, a vibrant 55+ community. Designed for comfortable living, this home features an inviting open floor plan with roomy living room, dining area, and an eat-in kitchen that has been thoughtfully updated with beautiful Costa Esmeralda granite countertops, newer Fabuwood cabinetry with convenient pull-out shelving, and stainless steel appliances. Just off the kitchen, you'll find a laundry room with access to a side entrance for added convenience. This home offers two bedrooms and two full bathrooms, including a spacious primary suite with a bathroom designed for handicap accessibility. The primary bath features a beautiful walk-in shower complete with seating and grab bars, as well as a relaxing walk-in soaking tub for added comfort and convenience. Enjoy your morning coffee or evening relaxing on the welcoming front porch. For added storage there is a 4-foot crawl space with concrete flooring and Bilco door access, an underground sprinkler system; a driveway that accommodates two vehicles; and a ramp leading to the side entrance, which can be removed if desired. Glenwood Village offers wonderful amenities including outdoor pool, clubhouse, fitness room, billiards, social activities, outdoor park and more.

1661 Old Country Road Unit #516, Riverhead

$959,900
4 Beds 4 Baths 1009184 MLS
Beautifully appointed contemporary home with refined transitional style, set on a private flag lot in Baiting Hollow. Tucked away from the road and surrounded by picturesque farm views, this light-filled residence offers a perfect blend of comfort, elegance, and privacy with a quiet ambience throughout. Vaulted ceilings, skylights, recessed lighting, maple hardwood floors, and crown molding enhance the home’s open and airy feel, making it ideal for both everyday living and entertaining. Past the foyer, the kitchen offers generous cabinetry, a center island, quartz countertops, and a stone backsplash, opening to the formal dining room and living room anchored by a propane ribbon fireplace with a wood mantel and natural stone surround. The lower level also adds exceptional versatility with a second sitting area, a flexible den or home office, hidden laundry space, and half bath—perfect for work, guests, or relaxation. Upstairs, you’ll find four spacious bedrooms, including a well-appointed primary suite featuring radiant heated floors, an oversized walk-in shower, spa tub, and a custom walk-in closet. A second ensuite bedroom offers added privacy and convenience. The hall bathroom includes a separate soaker tub, providing an additional spa-like retreat. All bathrooms throughout the home are enhanced with rain head showers, marble tile, glass shower enclosures, and thoughtfully designed built-in benches. Designed for indoor-outdoor living, the home opens to an expansive, low-maintenance Trex deck overlooking a secluded, professionally landscaped acre with sweeping sunset views and built -n fire pit Additional features include a two-car attached garage, in-ground sprinkler system, and an oversized storage shed. Ideally located near North Fork wineries, farms, shopping, golf courses, and beaches, this move-in-ready home delivers style, space, and serenity in a highly desirable setting, just minutes from major highways and transportation.

117 Southfield Road, Baiting Hollow

$1,249,000
5 Beds 7 Baths 1010804 MLS
Welcome to 66 Canterbury Drive, a magnificent custom residence that perfectly blends elegance, comfort, and exceptional living space. A welcoming front porch sets the tone, offering the perfect place to relax and enjoy peaceful surroundings. Designed for both everyday living and grand-scale entertaining, this impressive home features an oversized gourmet kitchen, a spacious formal living room, elegant dining room, cozy den with a fireplace, bright sunroom, and a convenient powder room on the main level. A beautiful double staircase adds both style and functionality within the home. The luxurious second-floor primary suite is a private retreat, complete with a sitting area and fireplace, en-suite bathroom, and two generous walk-in closets. This level also features two additional en-suite bedrooms, a fourth bedroom, and a fourth full bath. The additional upper level offers a private fifth bedroom with a full bath, ideal for guests, extended family, or an au pair suite. The expansive finished walkout basement provides an abundance of additional living space, featuring a full bath and multiple bonus rooms perfect for a recreation area, home theater, fitness room, office, or playroom. Situated on a sprawling property, the fully enclosed backyard offers endless possibilities to create your own outdoor oasis, perfect for entertaining, relaxing, and enjoying the outdoors. This extraordinary home showcases timeless design, impressive proportions, and unmatched versatility, making it a rare opportunity not to be missed.

66 Canterbury Drive, Wading River

$649,000
3 Beds 2 Baths 1010219 MLS
Move right into this beautifully maintained 3 bedroom 2 full bath home in the desirable beachside community of Wading River. Offering an open floorplan, this special property is situated on a perfectly manicured lot with lush landscaping and exceptional privacy. Upon entering, you'll find a spacious sun filled family room featuring a gas fireplace, creating the perfect setting for relaxing or entertaining. The family room flows seamlessly into the updated kitchen and dining area, providing an ideal layout for everyday living. The first floor features two generously sized bedrooms and a full bath while the 2nd level features a primary private primary ensuite along with a versatile bonus space that's perfect for a home office sitting area or exercise room. The unfinished basement provides abundant storage and houses updated utilities. Additional amenities include central air conditioning, hardwood floors, security system, and in ground sprinklers. Lovingly owned by the same family who built the home, this is a rare opportunity to own a truly special property and enjoy the beautifully landscaped yard, peaceful surroundings, and unbeatable proximity to local beaches.....Don't miss the chance to make this exceptional home your own!

54 Breezy Point Road, Wading River

$1,975,000
4 Beds 5 Baths 1009212 MLS
Set on a picturesque 2-acre parcel in Aquebogue, this exceptional to-be-built residence offers the opportunity to own a beautifully crafted new construction home. Located adjacent to Overlook Drive and surrounded by the natural beauty of the North Fork, the property features an impressive approach and expansive grounds that provide a sense of privacy and space. The thoughtfully designed floor plan encompasses approximately 2,886 square feet with 4 bedrooms(first floor primary), 4.5 bathrooms, a full basement, and a 3-car garage. Open-concept living spaces, 9-foot ceilings on both levels, hardwood flooring, a custom kitchen, and quality craftsmanship throughout create a home that is both elegant and functional. Built with premium materials and energy-efficient systems, this residence combines timeless design with modern performance. As a pre-construction offering, buyers may have the opportunity to personalize select finishes and design features selections, to suit their personal taste and vision. Optional unfinished bonus space and pool packages are available. Enjoy the best of North Fork living, just minutes from vineyards, farm stands, beaches, marinas, and waterfront restaurants.

704 Hubbard Avenue, Aquebogue

$849,000
4 Beds 3 Baths 1010096 MLS
North Fork Living at The Highlands Club at Aquebogue. Beautiful 3/4 Bedroom 2.5 Bath Post Modern (Prestigious Addison Model) 1st Floor Primary En-Suite with Tray Ceiling, Soaking Tub, Walk in Shower, Quartz Vanity W/Double Sink. Plenty of closets, and Pond / Fountain view. Open Concept Formal Dining Room and Great Room with Soaring Ceiling and Gorgeous Oak Flooring, Eat in Kitchen with Cherry Cabinets, Granite Counters, Stainless Steel Appliances and Gas Cooking. Second story has a versatile Loft / Sitting Area, 2 Bedrooms and Full Bathroom. Sliders from the Kitchen lead to the Sunroom and Sliders from the Great Room lead to the Trex Deck with Pond / Fountain View. Tremendous Unfinished Basement which is great for Storage. HOA Amenities include Clubhouse, /Game Room /Exercise Room, Heated IG Pool /Tennis / Pickle Ball and more, as per Tax Grievance Company taxes can be lowered by $2,480 per year!

56 Foxglove Row, Aquebogue

$880,000
3 Beds 2 Baths 1008189 MLS
Located in the hamlet of Jamesport on nearly an acre at the end of a quiet cul-de-sac, this 3-bedroom, 2-bath ranch offers a rare combination of privacy, usable outdoor space, and a desirable North Fork location. Being sold by its original owner, the oversized property provides plenty of room to enjoy the outdoors and is surrounded by the natural beauty the area is known for. A haven for birdwatchers and nature lovers alike, the setting offers a peaceful retreat while remaining close to local amenities. Inside, the home features an open layout with cathedral ceilings, skylights, a full basement, and an attached garage. Conveniently located near North Fork wineries, beaches, farm stands, restaurants, shopping, and major roadways. Rarely does a property of this size become available in such a sought-after location.

44 Aliperti Road, Jamesport

$2,250,000
4 Beds 4 Baths 977813 MLS
Introducing 35 Club Drive at The Estates at Baiting Hollow, a beautifully appointed residence offering 4 bedrooms, 3.5 baths, and thoughtfully designed spaces that elevate everyday living. A gracious floor plan unfolds with refined finishes, highlighted by a striking fireplace that serves as the heart of the home, an elegant butler's pantry ideal for seamless entertaining, and versatile bonus rooms that can be tailored to your lifestyle. The expansive outdoors offer plenty of room for a pool for relaxation and leisure activities. Designed with both sophistication and comfort in mind, this exceptional home provides the perfect balance of luxury, functionality, and timeless style within one of the North Fork's most desirable new communities. The Estates at Baiting Hollow is more than a collection of homes- it is a thoughtfully planned luxury community designed to embrace the North Fork lifestyle. Overlooking the renowned Baiting Hollow Club, residents enjoy sweeping golf course, farmland, and sunset views in a private and picturesque setting. The community blends sophisticated design, smart-home technology, and energy-efficient construction with proximity to the North Fork’s celebrated wineries, beaches, boating, farm-to-table restaurants, and local attractions.

35 Club Drive, Baiting Hollow

$1,395,000
4 Beds 3 Baths 1007976 MLS
Welcome to 42 Adelia Path. A Beautiful Home Nestled in the Hamlet of Northville on Our Coveted North Fork of Long Island. The Home is Set on a Cul-de Sac, just One Block from the Locally Enamored Iron Pier Sound Beach. Enjoy the Sounds of the Sea and the Incredible, Incomparable Sunsets Over the Sound Every Day and Night. The Home is Warm and Welcoming and Feels Like Home Upon Entry. A Grand Cathedral Living Room Greets You, Overlooked by the Open-Air Staircase to the Second Floor. A Formal Dining Room and Family Room are Off of the Kitchen and Breakfast Dining Area with Sliders to the Rear Deck and Yard. The Kitchen and Baths Have All been Redone in Recent Years. New Carpeting. New A/C and Handler, Newer Windows and the Roof is 11 Years Young. Many More Updates Throughout. The Backyard is Enchanting with an Expansive Rear Deck for Enjoyment and View of the Beautiful Inground Pool and Surroundings. The Home is on Owned Solar Lending Extremely Low Energy Costs Year-Round. Close to Town Proper and with Shoppes, Restaurants, Vineyards, Farmstands, Beaches and Marinas. Come and Make the North Fork Your New Home and Truly Love Where You Live.

42 Adelia Path, Jamesport

$855,000
4 Beds 3 Baths 1008371 MLS
Your search is over! Welcome to this stunning home in desirable **Baiting Hollow**, set on a beautifully professionally landscaped **0.94-acre** in a quiet cul-de-sac. Enjoy a bright, open-concept layout designed for effortless everyday living. The chef’s kitchen is a standout, with **Corian countertops**, double ovens, a **dedicated wine cooler**, and a spacious pantry—ideal for cooking and entertaining. Modern conveniences also include a **central vacuum system** with an automatic sweep-in dustpan. Upstairs, the private **primary suite** offers a relaxing en-suite bath, along with **three generously sized bedrooms**. Downstairs, the **full basement** provides endless possibilities for recreation, storage, or extra living space, and includes an **electric transfer switch** for easy generator hookup. Step outside to your own outdoor retreat: a magnificent **Mahogany deck** with a **custom gazebo** (electric and ceiling fan included). The **fully fenced yard** showcases custom **paver walkways**, enchanting **inground lighting**, and a **13-zone sprinkler system**, with plenty of room for a future pool. Additional features include a **2-car garage** with a utility sink and pull-down attic storage. Close to world-class wineries, farms, pristine beaches, shopping, and golf—don’t miss your chance to own this exceptional gem!

77 N Woods Road, Baiting Hollow

$549,000
1 Beds 1 Baths 1004148 MLS
Charming cottage nestled in the desirable Hoccabauk Park waterfront community of Aquebogue, offering the perfect North Fork retreat. Fresh, bright, and full of character, this delightful home features 1 bedroom, 1 full bath with stackable washer and dryer, a cozy living room, kitchen, and dining area, walk-up attic, and a full basement providing additional storage and flexibility. Enjoy access to the private community beach just around the corner, while restaurants, vineyards, farm stands, marinas, and the Hampton Jitney stop are all conveniently nearby. Whether you are seeking a relaxing seasonal escape or a comfortable year-round residence, this inviting cottage offers the ideal opportunity to enjoy all the charm and lifestyle the North Fork has to offer.

83 Beach Road, Aquebogue

$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

$1,190,000
5 Beds 4 Baths 1000827 MLS
Set on a private 1.18-acre property in Hampton Bays, this spacious residence offers a rare combination of generous living space, expansive grounds, and endless opportunities to enjoy the Hamptons lifestyle. With over 3,300 square feet of living space, the home features oversized rooms, abundant natural light, and a flexible floor plan designed for both comfortable everyday living and entertaining. The sprawling property provides exceptional privacy and ample room for outdoor enjoyment, whether envisioning a pool, gardens, recreation area, or simply relaxing in a peaceful setting surrounded by nature. The expansive yard creates a unique sense of space rarely found at this price point. Conveniently located near Hampton Bays' beaches, marinas, restaurants, shopping, and transportation, this property offers the perfect balance of privacy and accessibility. Whether you're seeking a year-round residence, weekend retreat, or investment opportunity, this is a chance to own a substantial Hamptons property with room to live, grow, and enjoy for years to come.

131 Red Creek Road, Hampton Bays

$849,506
4 Beds 3 Baths 1003559 MLS
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

$129,500
2 Beds 2 Baths 1001440 MLS
Welcome to easy, low-maintenance living in the highly sought-after Riverhaven 55+ Community in the heart of Riverhead! This beautifully maintained 2-bedroom, 1.5-bath home offers a bright, open-concept layout with a spacious living room that flows seamlessly into the kitchen—perfect for entertaining guests or simply enjoying everyday living. Large windows fill the home with natural light, creating a warm and inviting atmosphere throughout. Relax on the welcoming front porch or enjoy being just minutes from Riverhead’s vibrant Main Street, shopping, restaurants, beaches, parks, wineries, golf courses, public transportation, and everything the North Fork has to offer. Monthly lot rent includes land lease, water, cesspool maintenance, trash removal, and snow removal, making for truly carefree living. Community guidelines require at least one resident to be 55 years or older, a minimum credit score of 650 for approval, and no pets over 40 lbs.

37 Hubbard Avenue Unit #95, Riverhead

$399,999
2 Beds 2 Baths 995626 MLS
Welcome to easy, low-maintenance living in this well-maintained 2-bedroom, 2 full bath manufactured home, ideally located in a gated 55+ community. Set on a semi-secluded lot, this home offers both privacy and a peaceful setting. The home features a partial basement and crawl space for added storage and flexibility. Recent upgrades include new windows, roof, siding, and central air conditioning, providing comfort and efficiency year-round. The kitchen was updated in 2018 and features beautiful prefinished wood flooring, adding warmth and style. Residents enjoy access to a variety of community amenities, including a clubhouse, gym, and pool—perfect for an active and social lifestyle. Conveniently located close to all that Riverhead has to offer, including shopping, dining, and local attractions, this home combines comfort, convenience, and community living. Don't miss out on this beautiful home.

1407 Middle Road Unit #83, Calverton

$899,000
3 Beds 3 Baths 994127 MLS
Set within the sought after Estates at Old Vine community and Vineyards Golf Club in Riverhead, this architecturally striking residence blends modern sophistication with refined North Fork living. A bold exterior with clean lines and curated landscaping creates immediate presence, while the interior unfolds with soaring ceilings, expansive windows, and a sleek linear fireplace that anchors the main living space in warmth and style. The open concept design seamlessly connects the living, dining, and kitchen areas, where a Thermador appliance package, contemporary finishes, and layered textures create an elevated yet inviting environment ideal for both daily living and entertaining. The thoughtfully designed main level offers a private primary suite that feels like a retreat, complete with a spa inspired bath and generous walk in closet, along with the convenience of first floor laundry. Upstairs, two oversized bedrooms provide comfortable separation and flexibility, complemented by an additional laundry area and an unfinished bonus space above the garage that offers exceptional storage or future potential. A full basement with nine foot ceilings further expands the possibilities for customization. Outdoor living is equally compelling, with a screened porch overlooking the 11th hole, offering a tranquil setting to take in the surrounding landscape. Natural gas heat and central air conditioning enhance comfort and efficiency throughout the seasons. Located in Riverhead’s renowned North Fork region, this home offers close proximity to acclaimed wineries, farm to table dining, boutique shopping, and coastal destinations. Optional membership opportunities provide access to golf, tennis, pickleball, and a resort style pool, adding to the lifestyle appeal of this exceptional property.

52 Tyler Drive, Riverhead

$1,195,000
3 Beds 2 Baths 000132 MLS
Fabulous Sunsets from All Rooms Including Expansive 92-Foot Private Deck. Located 2 Minutes from Beach & Perched on a Hill on Quiet Cul-De-Sac Street. The Main Level Features Spacious LR & FDR w/Impressive Wall of Windows, Sliding Andersen Doors to 92 Ft Deck & Hot Tub, Beautiful Vaulted Ceilings, and Anchored by a Dramatic Stone Fireplace. Modern Eat-in Chefs Kitchen with a Large Granite Island. Spacious 3 Bedrooms, Den /Office, 2 Full Baths (& Jacuzzi). Spacious Lower (Walk Out) Level with Very High Ceilings & Windows, Laundry, & Access to 2 Car Garage & Long Private Driveway. Many Upgrades Include Radiant Heated Floors, Central Vac & Central Air Conditioning. Best Location and Beach 2 Minutes Away, Fantastic Vineyards, Splish Splash, Farms, Boating, Golf, and the Best of the North Fork and Hamptons Lifestyle!

10 Silver Beech Lane, Wading River

$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

$369,990
1 Beds 2 Baths 998240 MLS
Located in the highly sought-after Oakwood on the Sound community, this unique one-of-a-kind custom-built log home is just steps from a private beach with breathtaking views and unbelievable sunsets. This stunning home offers the perfect blend of rustic charm and coastal living, featuring spacious interiors, custom wood craftsmanship, and an inviting open-concept layout designed for comfort and entertaining. Enjoy serene surroundings, abundant natural light, and a peaceful lifestyle in one of the area’s most desirable locations. This exceptional unit features a wrap-around porch perfect for relaxing or entertaining, an outdoor shower for easy beach living, and a lower level with a walk-out entrance offering additional living and entertaining space. The luxurious primary bedroom includes its own private en-suite bath and walk-out balcony overlooking a serene private setting — the perfect retreat to enjoy peaceful mornings and spectacular sunsets. This seasonal home comes with a wealth of community amenities, including a private beach, engaging community activities, and more! Plus, you'll be just a stone’s throw away from local vineyards, delightful restaurants, and boutique shops. Don’t miss the chance to own this piece of paradise! Seasonal occupancy typically runs from April through November, depending on the year.

3010 Hulse Landing Unit #C-19, 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

$1,425,000
3 Beds 2 Baths 993305 MLS
Charming 1879 Farmhouse with Waterfront Opportunity Set across 2 acres in Wading River, this beautifully preserved 1879 farmhouse offers a rare pairing of historic character and coastal lifestyle. The residence sits on .95 acres, complemented by a separate 1-acre Soundfront parcel with beach access and breathtaking views, completing this exceptional offering. Timeless details define the home, including a warm and inviting living room with wood-burning fireplace and custom built-ins. A thoughtfully designed 2012 addition introduces an open-concept kitchen, dining area, and sunlit den, creating a natural gathering space for both everyday living and entertaining. Wrapped in windows, the enclosed sunroom is a serene, light-filled retreat that invites quiet mornings, afternoon reading, or simply taking in the beauty of the surrounding property throughout the seasons, sure to become a favorite. The home offers 3 bedrooms and abundant natural light throughout. A detached 2-car garage is complemented by a versatile studio above, where a large picture window captures views of the Sound, ideal for an artist’s retreat or home office. A rare blend of historic charm, modern comfort, and coastal lifestyle.

2850 & 2856 N Wading River Road, Wading River

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