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2100 Park Avenue, Mattituck
$5,750,000
5 Beds ⋅ 4 Baths ⋅ 913407 MLS
Welcome to a unique luxury waterfront estate, perfectly situated overlooking the Peconic Bay, with stunning views of Robin's Island and the Hamptons. With over 100 feet of sandy beach and surf, this custom-built residence features a guest house on the property, a lower-level waterside sun deck, and a covered mahogany porch. It's an ideal spot for early sunrises, enjoying the bay breeze, or admiring the beautifully landscaped lawn leading to the water's edge. The main house boasts premium finishes, fixtures, and detailed woodwork throughout. The open floor plan offers both elegance and comfort, flooded with natural light. New coffered ceilings, accented by reclaimed wood beams, provide architectural detail. The living room and formal dining room are anchored by a gas fireplace, which features built-in shelving and seating designed to maximize water views. The home is professionally decorated in a style that embodies a coastal lifestyle. The gourmet kitchen is equipped with high-end appliances, pearl white quartz countertops, custom cabinetry, a walk-in pantry, and a center island accented by a decorative reclaimed wood ceiling that defines the space. The main floor primary suite offers spectacular water views and private porch access. Its spa-inspired bathroom features double sinks, a soaking tub, and a beautifully tiled shower with bench seating. The suite also includes ample storage and a walk-in closet. Upstairs, you'll find two beautifully appointed bedrooms, a full bath, a bonus room, and two additional finished spaces suitable for storage or to be transformed into a gym, office, or recreation room. The guest house is also tastefully designed and well-equipped. It includes a retro eat-in kitchen, two charming bedrooms, a spacious living room with a wood-burning fireplace, quaint wood floors, a full bath, and on-site laundry. The outdoor bluestone patio is surrounded by lush greenery, creating a lovely ambiance for entertaining and al fresco dining. The property features mature, manicured landscaping and ample space for a water-facing pool or tennis court. Experience all that the North Fork and East End have to offer, conveniently located near the charming Love Lane, known for its delightful shopping and restaurant options, vineyards, and farm stands.

2100 Park Avenue, Mattituck

1750 Laurel Lake Drive, Mattituck
$3,620,000
6 Beds ⋅ 7 Baths ⋅ 922335 MLS
Nestled amidst nearly 500 acres of protected preserve land, this extraordinary estate offers an unparalleled blend of luxury, privacy, and natural beauty. More than a residence, it is a private resort-style retreat designed for exceptional living and entertaining. A remarkable collection of amenities includes a heated saltwater pool and spa, 2,250-bottle wine cellar, private theater, fitness studio, pool house, and outdoor entertaining pavilion. Miles of adjacent hiking trails invite exploration, while the surrounding preserve creates a sense of serenity and seclusion rarely found on the North Fork. Despite its extraordinary privacy, the property is just minutes from the North Fork's celebrated vineyards, beaches, golf courses, marinas, farm stands, and acclaimed restaurants. A rare opportunity to own one of the North Fork's most distinctive private compounds—where resort-caliber amenities, protected natural surroundings, and exceptional luxury come together in perfect balance.

1750 Laurel Lake Drive, Mattituck

3200 Cox Neck Road, Mattituck
$3,575,000
6 Beds ⋅ 7 Baths ⋅ 829935 MLS
An extraordinary waterfront retreat set on 3.5 acres, featuring a saltwater pool and private dock. Nestled in an exclusive estate setting, this meticulously custom-built residence offers breathtaking water views and 290 feet of prime waterfront access, complete with a deepwater dock—ideal for boating enthusiasts. Crafted with precision and exceptional designer finishes, this home boasts a soft, modern interior flooded with natural light, large windows, and glass doors that frame stunning panoramic water vistas. The expansive great room, with its soaring ceilings and grand fireplace, is complemented by a custom gourmet kitchen equipped with top-of-the-line finishes. The open layout seamlessly connects the kitchen to the dining and living areas, creating the perfect space for both intimate meals and grand entertaining. Luxurious bathrooms with radiant heat further enhance the appeal. The lower level of the home is an entertainer’s dream, offering an expansive space designed for ultimate relaxation and fun. Featuring a custom-built bar, it’s the perfect spot for hosting friends and family, with sleek finishes and ample seating for everyone. A spacious game room provides plenty of room for various activities, making it ideal for movie nights, pool or billiards, and more. Large windows and a walk-out door allow natural light to flood the space, creating a bright and inviting atmosphere. Outside, enjoy the heated gunite pool by the water and the meticulously manicured grounds. This waterfront oasis embodies refined, unparalleled luxury, offering the ultimate in waterfront living and every amenity imaginable.

3200 Cox Neck Road, Mattituck

1450 Sound Avenue, Mattituck
$3,300,000
3 Beds ⋅ 3 Baths ⋅ 913022 MLS
Calling all car lovers. For the discerning buyer, this is more than a residence - it is a statement of lifestyle. Set apart by its architectural character and expansive design, this Barndominium redefines modern country living with a touch of refined elegance. Inside, a private office and generous bonus rooms offer flexibility for both leisure and productivity, while the sprawling multi-car garage with parking for 45 + cars- an enthusiast's dream. Complete with collector cars included. Every detail has been considered, balancing function with sophistication. This is not simply a place to live, but a place to arrive, to entertain, to indulge, and to call your own. A true rarity, awaiting its next curator.

1450 Sound Avenue, Mattituck

625 Park Avenue, Mattituck
$3,250,000
4 Beds ⋅ 5 Baths ⋅ 927727 MLS
Located on picturesque Park Avenue in Mattituck, this bespoke new construction sits on a generous 1.75-acre lot, newly landscaped with mature specimen trees, flowering plants, and a full hedge accented by a charming split-rail fence at the street. Clad entirely in cedar, the home exudes a timeless sense of place, as though it has always belonged there. At the heart of the home is a striking double-height kitchen featuring beautiful custom cabinetry, a large storage pantry, a separate butler’s pantry, and high-end appliances, fixtures, and finishes. The kitchen flows seamlessly into a dining area and a light-filled living room with a wood-burning fireplace and floor-to-ceiling windows overlooking the backyard. Just beyond, a charming screened-in porch, with mahogany floors and solid brass screens, invites indoor-outdoor living, perfect for gathering or quiet evenings surrounded by nature. First-floor highlights also include a separate family room and a guest bedroom with an en-suite bath. Upstairs features two additional en-suite guest bedrooms and a spacious primary suite that enjoys stunning views across green lawns to the bay. Primary bedroom amenities include a full bath with both shower and tub, a large closet, and a separate flex space that can serve as a seating area, office, library, or additional dressing room. The exterior is highlighted by a gunite heated saltwater pool with a bluestone surround, enclosed by a handsome wood fence dotted with shrubs to create a distinct pool destination on the property. A thoughtfully designed two-car garage adds both function and flexibility, while a full-height basement with egress offers future expansion possibilities. Centrally located between New Suffolk, Cutchogue, and Mattituck's downtowns, enjoy Love Lane and multiple bay beaches within minutes of the house.

625 Park Avenue, Mattituck

3293 Grand Avenue, Mattituck
$2,450,000
4 Beds ⋅ 4 Baths ⋅ 887175 MLS
Stunning custom built masonry contractor's own home. Set on 2.44 serene secluded acres surrounded by nature, peace and tranquility. Craftsmanship and attention to detail balances elegance, flow and functionality. Thoughtfully designed with high ceilings, European White Oak flooring, custom built-in cabinetry and shelving throughout. A chef's open concept kitchen features a large island, Viking appliances, prep sink, a walk-in pantry with secondary refrigerator and a sunny breakfast nook with a custom built table and seating. Entertain effortlessly in the open kitchen and great room complete with wood burning fireplace and built in cabinetry. Sliding doors lead to covered patio which allows for a seamless flow of the indoor and outdoor spaces. First floor primary ensuite bedroom with walk in closet, door to back patio, a luxurious spa bathroom with shower and soaking tub. There is another first floor ensuite bedroom and two additional bedrooms with a shared bathroom. First floor laundry room, powder room and mud room with side entrance. Second floor bonus room perfect as a den, office, or media room. Relax on the covered blue stone patio with stone and brick wood burning fireplace. and an outdoor kitchen. Step down to another open patio with fireplace overlooking lush yard and two greenhouses. Includes Deeded access to Mattituck Inlet. This a truly special home set on a magical property located in Mattituck-The heart of the North Fork. Close to beaches, Marina, wineries, farm stands, shopping, restaurants, transportation and Love Lane.

3293 Grand Avenue, Mattituck

855 Old Salt Road, Mattituck
$2,350,000
4 Beds ⋅ 3 Baths ⋅ 823903 MLS
Perfectly positioned on the water with its own private dock, this home is a dream for boating enthusiasts and nature lovers alike. Take in panoramic water views from expansive living areas two with wood burning fireplaces. Located in the middle of the North Fork with Robins Island and Greenport within minutes by boat to enjoy an easy breezy day on the water. Beautiful waterfront with deep water boating and sandy beach!!! This is the one home you've been dreaming of! So much to see and enjoy with wide open blue water views and nature at your doorstep. Sun filled days are yours with room for family friends. This spacious one level home offers a fabulous great room with wood burning fireplace. The gourmet kitchen with center island and wet bar and pantry is perfect for entertaining. Main bedroom with fireplace and en suite bath. Two additional bedrooms one with a window seat & full bath and flex room for possible 4th bedroom and full bath. Hardwood floors. Enclosed heated grand sunroom with slate floor. Floating deepwater dock for your own boat at your door! Deeded association bay beach and your own sandy beach too! One of the most sought-after private communities, The Salt Lake Village lifestyle awaits you on the North Fork!!!

855 Old Salt Road, Mattituck

2820 Stanley Road, Mattituck
$2,345,000
4 Beds ⋅ 4 Baths ⋅ 938348 MLS
Price Improvement and a fantastic investment that will yield countless priceless memories and financial gain. This ultra-custom residence, which is both furnished and finished, is literally a one-of-a-kind new construction home and boasts 4 bedrooms and 3.5 baths. The CO was just received, and it includes municipal approval to accommodate seven full bedrooms and additional bathrooms! This brand-new floor plan design, which has never been built before, represents the last chance to purchase in the otherwise sold-out Oasis at Mattituck development. Nestled on just shy of 1 acre of manicured land, and just moments from the pristine, residents-only Breakwater Beach and Mattituck Inlet Boat Launch, the residence is turnkey and dripping with luxury. Maibec Eastern White Cedar dipped shingle exterior, a three car side entry garage an expansive wrap around porch, a dramatic open-concept first floor plan with 6-inch-wide plank white oak floors which creates a soaring entry foyer, a bespoke chefs level kitchen, a Cambridge quartz island with designer 2.5” mitered edge paired with a gorgeous full-height backsplash, double-stacked premium cabinetry and a professional grade appliance package, and very attractive high end furniture -all designer selected and coordinated are just a few of the extravagant inclusions. The first floor also includes a spacious primary suite featuring a spa-worthy bathroom. The second floor has an additional spacious primary bedroom suite as well as large secondary bedrooms, each with a walk-in closet. The magnificent lower level, featuring 10 ft. volume ceilings, an outside entrance, and three egress windows, can be further customized with three additional legal bedrooms and bathrooms! The property's vast grounds are also extraordinary, as the backyard includes a 20’ x 40’ heated saltwater pool, a custom-designed masonry patio, and a built-in masonry fire pit, all of which overlook countless acres of open space. Will Not Last!

2820 Stanley Road, Mattituck

5697 Westphalia Road, Mattituck
$2,260,000
4 Beds ⋅ 5 Baths ⋅ 924771 MLS
5697 Westphalia Road isn't just an address - it's the moment where modern architecture meets the North Fork's easy rhythm. Tucked at the end of a country road, on two lush acres in Mattituck, this newly built farmhouse balances clean-lined sophistication with a sense of calm that only the North Fork can provide. Surrounded by over 100 curated plantings and fresh sod, the cedar-shingled exterior feels quietly commanding. Step inside and the tone continues: 7 1/2-inch white oak floors, bold fixtures, and natural light streaming through. The layout flows with purpose - at the heart, a striking kitchen anchored by Carrara marble and Thermador appliances opens seamlessly to dining and living areas. Designer lighting, custom millwork, and a wood-burning fireplace create a backdrop that’s both refined and relaxed — perfect for year-round entertaining. The sunroom opens to a Gunite saltwater pool, private, heated and glimmering beneath the sky. Four bedrooms and five baths - including two serene primary suites - offer space to retreat. Downstairs, a finished lower level with 9-foot ceilings and private entrance invites possibility: guest quarters, gym, studio, or screening room. Outdoors, a detached pool house, outdoor shower, and fireplace create an effortless extension of living space. It's a home as refined as it is relaxed, surrounded by beaches, vineyards, and the flavor of the North Fork - from Love Lane's Village Cheese Shop, Lombardi's Love Lane Market to evenings at The Old Mill! Close enough to everything yet far enough from the daily grind.

5697 Westphalia Road, Mattituck

2455 New Suffolk Avenue, Mattituck
$2,092,000
5 Beds ⋅ 5 Baths ⋅ 857922 MLS
Serene Lake Front Estate in Mattituck Situated on over an acre of tranquil waterfront, this peaceful and private estate offers stunning views of Maratooka Lake and a lifestyle of luxury and relaxation. Located just minutes from the heart of Mattituck and New Suffolk Beach, this 3000+ sq ft home is a rare North Fork gem. The residence features 5 bedrooms, including a luxurious primary suite with water views, generous closets, and a beautifully appointed bath. The recently renovated kitchen boasts quartz countertops, high-end appliances, and a thoughtful design perfect for chefs and entertainers alike. A bright and airy great room with a gas fireplace opens to a waterfront deck and is outfitted with a wet bar and wine fridge—ideal for gatherings. The large dining room includes a cozy wood-burning fireplace, creating a warm, inviting atmosphere year-round. Step outside to your entertainer’s paradise: Enjoy swimming in a brand-new heated saltwater pool or relaxing in your new spa surrounded by a mahogany deck with sleek glass railings that maximize the lake views. Enjoy kayaking on the calm waters of Maratooka Lake or take in the incredible birdwatching opportunities from your backyard. Additional features include a detached two-car garage, a full basement, a new heating and air system, French drain system, new Sonos system for indoor and outdoor entertaining and a whole-house generator.

2455 New Suffolk Avenue, Mattituck

1125 Ole Jule Lane, Mattituck
$1,835,000
5 Beds ⋅ 4 Baths ⋅ 819860 MLS
Mattick Oasis – The Ultimate Mini Estate! Situated in a prime location, this home offers the perfect blend of luxury, comfort, and practicality. This spacious home features two cozy fireplaces, a dedicated office space, and an attached two-car garage. For car enthusiasts or hobbyists, a multi-car detached garage provides ample space for all your needs. Step outside and immerse yourself in resort-style living with a sparkling saltwater pool, hot tub, and outdoor shower, perfect for relaxation and entertaining. Adding to its unmatched value, an updated, legal income-producing cottage generates enough revenue to cover the entire property’s expenses. Enjoy privacy and peace with unbuildable land behind the home, ensuring your serene setting remains untouched. Centrally located, this oasis is just minutes from town and the beach, offering the best of convenience and tranquility. Community beach access and close to marina! This mini estate truly has all the bells and whistles—don’t miss your chance to own this extraordinary property!

1125 Ole Jule Lane, Mattituck

250 Naugles Drive, Mattituck
$1,710,000
5 Beds ⋅ 5 Baths ⋅ 853662 MLS
Gracious Home with Stunning Water Views in Prime Mattituck Location! Perched on a hill directly across from Breakwater Beach, this elegant home offers breathtaking views of the Long Island Sound from nearly every room. Set on over 1.5 acres of meticulously manicured grounds, the property includes a private tennis court, making it an ideal retreat for both relaxation and recreation. Enjoy coastal living at its finest from the expansive porch overlooking the water—perfect for entertaining or unwinding. Inside, hardwood floors run throughout, complementing a spacious living room with a cozy wood-burning stove. The large primary bedroom features an ensuite bath and generous closet space. Additional features include an attached two-car attached garage and a separate three-car detached garage. The home also offers flexible living options, with separate guest suite with private access. Located in the heart of Mattituck, this exceptional property places you minutes from all the North Fork has to offer— wineries, beaches, boating (3 minutes to boat ramp) and charming village shops.

250 Naugles Drive, Mattituck

2005 Westview Drive, Mattituck
$1,600,000
3 Beds ⋅ 2 Baths ⋅ 877904 MLS
PRICED TO SELL! BOATERS PARADISE! Spectacular Waterfront Oasis with Long Island Sound Access – Pristine and Private! Welcome to your dream waterfront retreat! Nestled at the end of a private road, this rare gem offers unparalleled privacy, luxury, and direct ocean access. Boasting 112.45 feet of stunning water frontage, this meticulously remodeled 3-bedroom, 2-bathroom home is a true sanctuary for boaters and nature lovers alike. Step inside and fall in love with the gleaming wood flooring, granite countertops, and light-filled open-concept living spaces that flow effortlessly onto a beautiful terrace overlooking the water. The home is in pristine condition, offering timeless elegance and many upgrades throughout. With a fiberglass seawall, private boat launch, and a dock that accommodates boats over 40 feet, your waterfront lifestyle begins the moment you arrive. Enjoy morning coffee on the dock, evenings watching breathtaking sunsets, and weekends exploring nearby Long Island wineries and beaches just a short walk away. Additional features include a 1-car garage, ample storage, and proximity to top-rated schools, major shopping, and dining. This rare 2-story coastal haven combines luxury, location, and lifestyle in one extraordinary package. Whether you’re seeking a peaceful year-round residence or the ultimate weekend escape, this waterfront masterpiece is ready to welcome you home. Don’t miss this once-in-a-lifetime opportunity.

2005 Westview Drive, Mattituck

2360 Marlene Lane, Mattituck
$1,525,000
4 Beds ⋅ 3 Baths ⋅ 865497 MLS
This stunning expanded ranch in the heart of Mattituck offers breathtaking views of Peconic Bay and is just a short distance from its gorgeous private deeded beach. Boasting over 2,600 square feet of living space, the home is perfectly situated on two-thirds of an acre. Upon entering, you'll find a welcoming front deck that leads into a bright foyer showcasing an open floor plan. This area is anchored by a double-sided, stacked white stone gas fireplace, creating a cozy yet stylish atmosphere. Comfortable lounge seating and a charming dining area are filled with natural light and feature beautiful wood floors. The custom kitchen is adorned with granite countertops, custom cabinetry, stainless steel appliances, and a center island with seating, making hosting and entertaining a breeze. An expansion has added a spacious great room designed with a vaulted ceiling and radiant flooring. The oversized focal point window captures the bold blue water views, while glass partition track sliding panels allow the main rooms to be opened up for larger gatherings or closed off for more intimate settings. The great room also features open stairs that lead to a finished lower level, which can serve as a media room or game room, complete with a new bathroom and additional storage space. A breezeway leads to the north wing of the home, beginning with a separate laundry area and flowing into the primary ensuite bedroom, which includes double closets and a spa-inspired bathroom. Down the hallway, three additional bedrooms share access to a newly renovated bathroom. Outdoor living is equally impressive with a beautifully crafted rear mahogany deck perfect for al fresco dining, a lower-level patio with a fire pit, and a spacious lawn ideal for relaxing with a hammock or designing a pool. The property also includes a separate outdoor remote workspace, an enclosed garden with irrigation for gardening enthusiasts, and an oversized driveway with a detached two-car garage. The vibrant hamlet is conveniently located near vineyards, farm stands, the renowned Love Lane for local shopping, and Veterans Beach. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.

2360 Marlene Lane, Mattituck

845 Rosewood Drive, Mattituck
$1,375,000
4 Beds ⋅ 2 Baths ⋅ 844282 MLS
Welcome to 845 Rosewood - a completely updated cape-style home on a level, just shy half-acre property. Bright, airy and spacious, there are multiple living areas seamlessly connected, making this home ideal for entertaining. Features include a sun-drenched Family room with vaulted beamed ceilings, bay window and access to the gorgeous deck, yard and pool. The Living room, with wood-burning fireplace and custom built-ins, provides the perfect space to lounge and unwind. The custom Chef's kitchen is located adjacent to the Dining area and Family room while two bedrooms and a full bath complete the first floor. The second floor includes the Primary bedroom with ensuite bath which offers hall access to also accommodate the other bedroom. There is a full basement with outside access and a one car garage with interior access. Enjoy your outdoor oasis with the huge 17x20 Trex deck, heated 20x40 saltwater pool and outdoor shower. Conveniently located near all the North Fork is so well known for...beaches, vineyards, shopping, boating and more!

845 Rosewood Drive, Mattituck

750 Reeve Avenue, Mattituck
$1,325,000
3 Beds ⋅ 3 Baths ⋅ 994409 MLS
Welcome to the charming and historic, circa 1760, Mattituck farmhouse, updated and renovated throughout the years while still featuring historic details, including original wide-plank wood flooring, exposed wood beams and period details. There are six fireplaces throughout the home, including one in each of the three bedrooms, the downstairs den, living room and dining room. The first floor offers two kitchens, a den, living room, formal dining room and butlers panty and wet bar. Between the renovated kitchen with a gas cooktop and original, working brick beehive oven is sunlit butler’s pantry with glass-front cabinetry, rich wood countertops, small sink, wide-plank floors, wet bar and beautiful vintage character. The second kitchen also features a walk in pantry, two doors to access the front or rear yard and a dedicated laundry area. Both kitchens lead to the formal dining room with a half bathroom off of the hallway. In addition, there is a brand new 4 zone furnace and hot water heater in the basement. The second floor offers three spacious bedrooms, all with their own fireplace and the primary bedroom has an expansive walk in closet, formerly used as a small adjacent room. There are two full bathrooms on the second floor and one of the guest bedrooms features built in bookcases and a lounge area with a couch and coffee table next to large windows. Heading to the third floor, you will find two additional finished bonus rooms, also with original hardwood flooring. Finally, going to the fourth level, there is unfinished attic space with a 7 foot peak to the roofline, providing plenty of space to move around. Outside, you will find meticulously landscaped grounds and gardens, two stone patios, mature and healthy trees and a two-story carriage house that is set for a studio, workshop, garage or whatever fits the new owners needs. There is plenty of room for an in-ground pool to be situated in the backyard without taking away from the already mature variety of shrubs, flowers and trees.

750 Reeve Avenue, Mattituck

345 Bartley Road, Mattituck
$1,250,000
4 Beds ⋅ 2 Baths ⋅ 1003193 MLS
Tucked away on a secluded dead-end gravel road in the heart of the North Fork, this beautifully renovated 4-bedroom, 2-bathroom home offers the perfect blend of modern comfort, craftsmanship, and East End charm. Interior updates, including the kitchen, appliances, plumbing, and electrical, were completed approximately 3 years ago, while the roof, deck, and fully equipped outdoor kitchen were added approximately 2 years ago. Radiant-heated floors run throughout the home, complemented by a handcrafted, temperature-controlled wine cellar and plumbing/electrical already in place for a future second-floor bathroom. Outside, enjoy partial water views, a premium outdoor kitchen with high-end appliances and finishes, and a welcoming fire pit ideal for entertaining or relaxing. Surrounded by vineyards, waterfront destinations, and the unique character of the North Fork, this move-in-ready property offers an exceptional opportunity to enjoy one of Long Island's most sought-after coastal communities.

345 Bartley Road, Mattituck

9780 Old Sound Avenue, Mattituck
$1,250,000
3 Beds ⋅ 2 Baths ⋅ 887437 MLS
Quintessential 1920s Farmhouse in Mattituck. This beautifully-renovated 3-bedroom, 1.5-bath North Fork gem blends original charm with modern living. Set adjacent to a secluded private vineyard, yet walkable to the village. At the heart of the home is an inviting kitchen outfitted with premium appliances, marble countertops, custom cabinetry, and original pantry — ideal for cooking everyday meals and entertaining guests. A cozy wood-burning fireplace adds warmth and character to the main living area, perfect for cool evenings. The light-filled sunroom is a cozy space for reading or playing games and upstairs, the three bedrooms offer light and vineyard views. Step outside to nearly half an acre of private, landscaped grounds. A spacious open-air back porch offers tranquil views year-round. Barbecue under the side patio’s wisteria-covered pergola, or unwind after a beach day with a rinse in the outdoor shower. A backyard retreat with French doors facing the vineyard is perfect as a home office, gym, or creative space. There’s also a garage, a charming potting shed, and room for a future pool. While the home feels like a peaceful retreat, it’s just a short walk to the best of Mattituck: Laurel Lake Preserve, Love Lane’s shops and restaurants, the local grocery, movie theater, Magic Fountain, pharmacies, train and Jitney stops, and more. Harbes Farm and Veteran’s Beach are an easy 8-minute bike ride away, with vineyards nearby for weekend wine tasting. Whether summer or winter, this is the kind of place that welcomes you back — again and again.

9780 Old Sound Avenue, Mattituck

880 W Mill Road, Mattituck
$1,235,000
4 Beds ⋅ 4 Baths ⋅ 883112 MLS
Introducing "The Tower House": Step into a piece of Mattituck’s history with this one-of-a-kind property, once part of the storied Daniel Dana Jackson Jr. Farm. Rich in heritage and character, this remarkable property seamlessly blends rustic elegance with modern living. At the heart of the property stands one of the last three remaining six-story water towers in Southold Township—a striking 70’+ tall red brick structure originally constructed in 1898 that evokes the charm of a bygone era. Once a vital part of the farm’s water system, the tower now offers limitless potential as an artist’s studio, workshop, or an imaginative poolside retreat. The main residence features a contemporary open floor plan with soaring ceilings, exposed wood beams, three wood burning fireplaces and wide plank knotty pine flooring throughout. A dramatic floor-to-ceiling stacked stone "Russian Fireplace" serves as the home’s centerpiece, adding warmth and grandeur to the living space. An accessory apartment located above the attached two-car garage provides flexibility—perfect for generating rental income or hosting guests in a private, self-contained space. Outside, whimsical landscaping and winding red brick pathways lead to a serene koi pond and a beautifully designed backyard oasis, ideal for outdoor entertaining. Imagine poolside gatherings with the majestic brick tower as your backdrop—a setting that’s both breathtaking and unforgettable. In addition to the aforementioned features, you will also enjoy access to the Mattituck Inlet as part of the Jackson Landing Community, Breakwater Park, Southold Town Natures Preserve and world class water-front dining at the near nearby and fully restored Old Mill Inn. This truly special property must be experienced in person to appreciate its uniqueness, beauty, and the extraordinary potential it offers.

880 W Mill Road, Mattituck

475 Alois Lane, Mattituck
$1,225,000
4 Beds ⋅ 3 Baths ⋅ 1027823 MLS
Welcome home to this North Fork retreat! The perfect getaway for peace and relaxation. Tucked away on a charming lane, this beautifully maintained home and features a resort-style yard centered around an in-ground pool and patio, creating the ultimate setting for entertaining. Inside this renovated home, there is plenty of room for everyone and offers a seamless flow between indoor and outdoor living. Location is everything, and this property has it all. Take a short stroll to the beach for swimming, kayaking, paddle boarding. Boating and fishing enthusiasts will appreciate being just down the road from Strong’s Marina, offering easy access to the best boating on The Peconic Bay. Whether you’re searching for a full-time residence, weekend escape, or investment opportunity, this home has it all. Close to Love Lane, shopping, restaurants, wineries, transportation and all the best Mattituck has to offer.

475 Alois Lane, Mattituck

530 Woodcliff Drive, Mattituck
$1,160,000
2 Beds ⋅ 1 Baths ⋅ 1010344 MLS
North Fork Lifestyle at Its Finest Welcome to your own backyard oasis in the heart of the North Fork. This exceptional home offers a resort-style setting complete with a stunning gunite pool, spacious patio, and endless opportunities for outdoor entertaining. With water access and a location that truly has it all, this is a rare opportunity in the highly sought-after Brower Estates community. Perfectly situated with Strong’s Marina practically in your backyard, you’ll enjoy easy access to boating, breathtaking sunsets at Bailey Beach, the beauty of Landcraft Garden Foundation, and the charm of Love Lane’s renowned shops, restaurants, and wineries—all just moments away. Inside, the home is equally impressive, featuring a bright eat-in kitchen, an expansive primary suite, 2 family gathering rooms with one as a massive den with cathedral ceilings and a versatile bonus living space ideal for guests, a home office, or recreation. Designed for both relaxation and entertaining, this home offers the perfect blend of comfort and North Fork coastal living. Just unpack your bags and get ready to relax and enjoy your North Fork dream lifestyle.

530 Woodcliff Drive, Mattituck

15405 Main Road, Mattituck
$1,135,000
4 Beds ⋅ 3 Baths ⋅ 989959 MLS
Welcome to a truly exceptional property that masterfully combines the timeless allure of classic architecture with the comforts of modern living. This stunning home, built in the 1800s,showcases a wealth of character, highlighted by beautifully exposed beams that infuse warmth and charm into every room. Step inside to discover a completely updated interior that harmonizes historical elegance with contemporary style. Throughout the home, classic wide plank hardwood floors create a cohesive and inviting feel, while beautifully preserved vintage details, including salvaged tiles from past renovations, pay homage to the property's rich history. The spacious living room invites you to unwind beside the fireplace, creating a cozy atmosphere ideal for gatherings or quiet evenings. The heart of the home lies in the dining room and eat-in kitchen area, both designed with ample space to accommodate gatherings and culinary adventures. Venture outside to discover a charming mahogany deck, perfect for outdoor entertaining or simply enjoying the serene surroundings of breathtaking specimen landscaping. The detached two-car garage provides ample space for vehicles, hobbies, or even a home gym. Plenty of room for an inground pool. Experience the unique charm of this exquisite home all while enjoying the conveniences of modern living. This home is meticulously updated and maintained, creating a turnkey opportunity with both immediate appeal and lasting value.

15405 Main Road, Mattituck

1995 Ruth Road, Mattituck
$1,135,000
3 Beds ⋅ 3 Baths ⋅ 931597 MLS
Charming 2025 Beach Cottage in the Heart of Mattituck Nestled in the North Fork’s quaint village, surrounded by farm stands, vineyards, and the perfect backdrop for family and friends, this newly renovated 2025 beach cottage combines modern luxury with coastal charm. Featuring an open-concept living area with wood floors throughout, a sleek gas fireplace, quartz countertops, and Bosch appliances including a gas stove, the home was renovated by skilled local craftsmen with attention to every detail. The spacious primary suite boasts top-of-the-line fixtures, while two guest suites share a beautifully renovated custom bathroom. Additional highlights include a powder room, all Anderson premium windows, and a pool permit ready for your dream backyard oasis. Enjoy the newly landscaped property from the covered stone patio overlooking the spacious yard and fire pit. Just a stone’s throw from the residents-only Breakwater Beach, this home offers the perfect blend of North Fork lifestyle and modern comfort.

1995 Ruth Road, Mattituck

3320 Oregon Road, Mattituck
$1,075,000
4 Beds ⋅ 2 Baths ⋅ 844613 MLS
Explore this beautifully restored 4-bedroom, 2-bath farmhouse situated on highly desirable Oregon Road in the heart of North Fork wine country. Surrounded by protected farmland views, this exceptional property offers the perfect blend of historic charm and modern luxury living where the only traffic jam you’re likely to encounter is a tractor loaded with grapes or a potato truck heading to harvest. Enjoy a gourmet chef’s kitchen with high-end appliances and custom cabinetry, ideal for entertaining and everyday living. The inviting living room features a cozy wood-burning stove and fireplace, while original pocket doors and detailed millwork showcase timeless craftsmanship. The primary bedroom boasts cathedral ceilings, skylights, and an abundance of natural light. Set on over half an acre of lush, landscaped grounds, the outdoor space includes a private heated swimming pool, expansive lawn, and multiple seating areas—perfect for summer gatherings or peaceful retreats. A whole-house generator ensures year-round comfort and reliability. Located minutes from North Fork wineries, farm stands, beaches, and local restaurants, this rare offering is ideal as a full-time residence or weekend getaway. Don't miss the opportunity to own a move-in-ready historic home on one of the North Fork’s most prestigious roads.

3320 Oregon Road, Mattituck

1055 Oregon Road, Mattituck
$964,000
5 Beds ⋅ 1 Baths ⋅ 1000849 MLS
Multi-use North Fork retreat with beach access and easy NYC connectivity. Welcome to this charming farmhouse nestled in the quaint town of Mattituck, where timeless character meets peaceful North Fork living. Set in a very private, secluded location, this spacious home offers 6 Bedrooms and 1 Bath, featuring a kitchen with quick access to the formal Dining Room, an inviting Living Room, a Den/Home Office, and a spacious Parlor perfect for gatherings..Beautiful hardwood flooring and solid-wood doors add warmth and character throughout, while the enclosed Sunroom provides the perfect place to relax and enjoy panoramic views of the landscaped property. Outside, the property offers exceptional space and versatility, with a detached 2-car garage, an additional 1-car garage, a workshop, a shed, and a refrigerated building — ideal for hobbyists, collectors, or agricultural use. Located just minutes from Mattituck Village, Love Lane, LIRR access, Vineyards, and Bailie Beach, this special property captures the best of North Fork living with privacy, charm, and endless potential.

1055 Oregon Road, Mattituck

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