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645 Hamilton Avenue, Mattituck
$699,999
3 Beds ⋅ 2 Baths ⋅ 1064589 MLS
Now is your chance to own a piece of Mattituck, just minutes from Love Lane. This unique farmhouse offers character, potential, and flexibility, with zoning for both residential and professional use (RO). Step inside to a welcoming central hallway leading to two private rooms, one with a fireplace, plus a powder room and bright enclosed porch/mudroom. Hardwood flooring adds warmth and character. Upstairs, a spacious loft-style layout features vaulted ceilings, ambient lighting, an open living area, kitchen, bedroom, and full bathroom. A rear deck adds outdoor living space, while the full basement provides additional storage. Improvements include updated electric, two zone heating, central air conditioning, security system, and septic improvements. Ideally located near Love Lane, shops, restaurants, farm stands, wineries, and everything the North Fork has to offer. Low taxes complete this unique opportunity. Whether you’re looking for a full time residence, a home with office space, or rental potential with proper permits, this one checks all the boxes, all in the heart of Mattituck! Save this one, interior photos to follow.

645 Hamilton Avenue, Mattituck

1480 Factory Avenue, Mattituck
$1,200,000
4 Beds ⋅ 3 Baths ⋅ 1062975 MLS
Two Homes, One Exceptional Mattituck Opportunity. Discover a hard to find North Fork property offering two well-maintained residences on one lot. With a three bedroom, two bath main house and a separate one bedroom, one bath house/cottage, this versatile offering provides options for personal enjoyment and rental income. Live in one residence and rent the other, or rent both as an investment. The 1480 Factory Avenue house features a comfortable living room, a dedicated office, and an eat-in kitchen. Two bedrooms and a full bath are conveniently located on the first floor, with the third bedroom and second bath upstairs. Central air conditioning adds comfort, while a large, full basement with good ceiling height and interior access offers valuable storage and utility space. The 1470 Factory Avenue house/cottage provides an inviting, independent retreat with a living room, eat-in kitchen, one bedroom, and a full bath, all on one level. Its own full basement, also with good ceiling height and interior access, adds further practicality. Pleasant outdoor spaces offer room to relax and enjoy the North Fork setting, and each residence benefits from off-street parking. Both homes are in excellent condition, creating an appealing opportunity for buyers seeking flexibility in how they use and enjoy their property. Located within the Mattituck Park District, the property is approximately one mile from a beautiful bay beach and park. Everyday conveniences, including grocery shopping, restaurants, a movie theater, and transportation to New York City—are approximately one-third of a mile away. Love Lane’s shops and the Mattituck LIRR station are approximately half a mile from home. A distinctive opportunity to combine North Fork living, convenience, and income potential in one property.

1480 Factory Avenue, Mattituck

1200 Deep Hole Drive, Mattituck
$2,495,000
3 Beds ⋅ 3 Baths ⋅ 1063724 MLS
Welcome to your North Fork waterfront paradise including a private deep water dock. Offered on the market for the very first time by its original owners, this pristine, turn-key custom home completed in 2013 perfectly captures the essence of luxury coastal living. Impeccably maintained, extremely clean, and thoughtfully designed as a front-row seat to the very best of the North Fork lifestyle. Step inside to find an open-concept floor plan featuring continuous, gleaming hardwood floors and stylish, on-trend paint colors throughout. The gourmet kitchen is a chef’s dream overlooking the water, fully equipped with a premium Wolf gas stove, Sub Zero refrigerator, granite countertops, a dedicated Sub Zero wine refrigerator, and abundant storage options. The living & dining area flow seamlessly from the kitchen. The light-filled living room centers around a cozy gas fireplace and sliding glass doors opening directly to the covered back porch. Custom built-in cabinetry, driftwood finishes on the stair rails/posts and window seats with built in storage. Enjoy the convenience of a first-floor primary bedroom featuring a luxurious en-suite bathroom complete with dual sinks and a stand up shower. Additional storage is found in the butlers pantry including cabinetry, slate counters, a sink and ice machine. A first floor laundry room and half bath complete the first floor living space. The second floor opens into an expansive great room with vaulted ceilings, recessed lighting and ceiling fans. The space has ample windows and sliding glass doors that open up to a spacious balcony. This second living area is custom-crafted for family and friends to gather, capture the fresh breeze, and enjoy the views. Two bedrooms and a full bathroom complete the second floor. Boasting exceptional views of Deep Hole Creek, every common living area in this home shares an intimate connection with the water. Because this property features a coveted westerly view, you will be treated to superb, picture-perfect sunsets every single evening. Step outside to your private bulkhead and substantial dock—built to comfortably accommodate a large vessel (currently hosting a 33-foot Grady White). Deep water access allows for 24/7 availability to launch your boat regardless of the tides. From your own backyard, you have quick access to Great Peconic Bay. Skip the traffic entirely and travel the Forks by water. Countless world-class destinations are just a cruise away—hop aboard and set your course for the Hamptons, Shelter Island, Greenport, Sag Harbor, Robins Island, or the Shinnecock Canal. The backyard is a resort-style waterfront oasis designed to maximize outdoor enjoyment with an array of premium amenities and sitting areas all overlooking the water. An outdoor kitchen equipped with a built-in grille, refrigerator, and plenty of spaces to sit, dine, and enjoy the endless views. Launch a kayak or jet ski, fish or swim right off your own private dock, and gather around as you light up the fire pit. There are many relaxation spaces. Unwind in the hot tub, rinse off in the outdoor shower, kick back on the patio or the covered porch with ceiling fans. A spacious 2-car garage and a large shed provide ample space for vehicles, tools, and water toys. A Generac whole-house generator ensures complete peace of mind. A classic flagpole stands proud on the property, completing this picture-perfect waterfront home.

1200 Deep Hole Drive, Mattituck

4105 Deep Hole Drive, Mattituck
$879,000
3 Beds ⋅ 2 Baths ⋅ 1062645 MLS
Beautifully Upgraded Ranch with Exceptional Garage & Setting in Mattituck Welcome to this well-maintained 3-bedroom, 2-bath Ranch-style home, set on a rise in a desirable Mattituck setting with peaceful easterly views. The home is in excellent condition and features numerous recent upgrades, offering a comfortable blend of classic Ranch-style living and modern improvements. A large deck extends the living space outdoors, providing an ideal spot for relaxing, entertaining, or enjoying the tranquil views and natural surroundings on this half acre of property, the electric is supplemented by owned solar panels offering substantial savings to electric bill. One of the property’s standout features is the oversized detached 24'x32' 4+car garage, complete with heat, electric, 768 sq.ft.—a rare and highly versatile amenity. Whether you need substantial space for vehicles, hobbies, a workshop, storage, or recreational equipment, this garage offers tremendous flexibility. Situated on a slightly elevated setting, the property enjoys a sense of privacy. With its extensive upgrades, generous outdoor living space, and exceptional garage, this Mattituck property offers a unique opportunity to enjoy North Fork living with room for both everyday life and your passions.

4105 Deep Hole Drive, Mattituck

3735 Deep Hole Drive, Mattituck
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 991746 MLS
Freshly renovated and move-in ready, this spacious 4-bedroom, 2.5-bath home is tucked away on a quiet, tree-lined street in Mattituck. Recent updates include new hardwood floors, fresh paint and new appliances throughout. The beautifully renovated kitchen features a center island and flows seamlessly into the dining and living areas. The family room off the kitchen provides additional living space, while a cozy fireplace room opens to a large private rear deck with a hot tub. The deep backyard offers plenty of room for a pool, and a detached two-car garage provides additional storage and convenience. Ideally located just minutes from bay beaches, wineries, farmstands and Love Lane. Move right in and enjoy the North Fork lifestyle.

3735 Deep Hole Drive, Mattituck

2000 Westphalia Road, Mattituck
$1,074,999
3 Beds ⋅ 2 Baths ⋅ 1056248 MLS
Welcome to North Fork living at its finest! This charming 3-bedroom, 2-bath country-style ranch offers water views, deeded water access, and a truly unique setting in the heart of Mattituck. Thoughtfully designed with character, functionality, and craftsmanship throughout, this home offers approximately 1,775sqft of taxable living area and 3,795sqft of overall building area square footage. The main level features three generously sized bedrooms, including a primary en-suite, two full bathrooms, a spacious living room with a gas fireplace that flows into your inviting kitchen bursting with natural light. A dedicated mudroom provides convenient access to the oversized two-car attached garage, complete with a massive loft offering tremendous additional storage and possibilities for hobbyists, car enthusiasts, or anyone needing extra space. The home also features a full basement offering loads of creative possibilities, along with 200-amp electric and gas heating. Outside, enjoy a beautifully manicured property complete with a storage shed and charming playhouse that could also make a great creative retreat. Relax on the front porch while taking in views of passing sailboats and listening to live music from the marina across the inlet, or stroll down to the water using your private deeded easement and water access. The location captures everything people love about the North Fork. Take a short walk to Love Lane for local shops and dining, while beaches on both the Long Island Sound and Peconic Bay, the train station, boat launch, wineries, farms, restaurants, and everything Mattituck has to offer are all within easy reach. A truly special North Fork property combining character, space, water access, and an incredible location—ready for its next owner to make it home.

2000 Westphalia Road, Mattituck

1600 Westview Drive, Mattituck
$1,349,000
3 Beds ⋅ 3 Baths ⋅ 1055937 MLS
Embrace North Fork living in this beautifully maintained Mattituck home, where water views, beautifully appointed interiors, exceptional outdoor spaces, and a coveted location come together. Offering 3 bedrooms and 3 full baths, the home is thoughtfully designed for both everyday living and effortless entertaining. Abundant natural light, relaxed finishes, and a gas fireplace create a warm and inviting atmosphere. The open-concept kitchen, dining, and living areas flow seamlessly together, while the well-appointed kitchen features stainless steel appliances and generous counter space. Upstairs, the spacious primary suite overlooks Mattituck Inlet and includes a spa-like private bath and expansive walk-in closet. Two additional bedrooms and a full bath provide comfortable space for family and guests. A finished lower level with a dedicated tv room offers additional flexibility for movie nights, recreation, or quiet retreat. Outside, beautifully landscaped grounds create a private setting for enjoying the outdoors. The spacious patio and built-in BBQ area are made for entertaining, while Sonos speakers extend throughout the home and backyard. Ideally located near sought-after Love Lane, North Fork wineries, farm-to-table restaurants, local beaches, and farm stands, this turnkey home offers an exceptional opportunity to experience the North Fork lifestyle year-round.

1600 Westview Drive, Mattituck

795 Bayview Avenue, Mattituck
$2,395,000
4 Beds ⋅ 5 Baths ⋅ 1053883 MLS
Welcome home to an unparalleled North Fork retreat located on over 2 acres, nestled at the end of a winding stone driveway. This striking new construction farmhouse perfectly blends sophisticated craftsmanship with the casual elegance of coastal country living. Spanning approximately 3,000 square feet, the open layout features four spacious bedrooms and 4.5 beautifully appointed bathrooms. Designed for ultimate flexibility, the home boasts two luxurious primary suites—one conveniently located on the first floor and a second on the upper level. The full basement with direct outside access, offers an ideal canvas for a custom home gym, media room, or a private wine cellar. The home’s impressive exterior design seamlessly gives way to an outdoor entertainment oasis. Hidden behind a lush border of mature trees, the sprawling, professionally landscaped grounds feature a heated saltwater pool and a dedicated chiminea area for cozy evening gatherings. You can spend your days relaxing under the deep, welcoming covered front porch, hosting dinners on the rear porches, or taking in elevated views from the private balcony. Situated in the heart of Mattituck, this exceptional property balances absolute privacy with effortless access to all the North Fork has to offer.

795 Bayview Avenue, Mattituck

750 Reeve Avenue, Mattituck
$1,325,000
3 Beds ⋅ 3 Baths ⋅ 1052843 MLS
Historic North Fork Treasure. c. 1760 Reeve-Pim House Hits the Market. Set on .51 acres in the heart of Mattituck, this charming and historic farmhouse has been lovingly updated while preserving its rich heritage. Built around 1760 and connected to the area's earliest settlers, the home represents more than a residence- it's a piece of the North Fork's story, with deep ties to the Reeve family, Mattituck's farmland and the community's endearing spirit. From its wide-plank floors, exposed beams, and six fireplaces (one with a beehive oven) to the multiple living spaces, two kitchens and gracious dining room, this home offers both historic character and modern comfort. Spacious bedrooms, bonus rooms and beautifully landscaped grounds create endless opportunities for today's lifestyle. History. Charm. Character. Possibilities. Uniquely North Fork.

750 Reeve Avenue, Mattituck

185 Maiden Lane, Mattituck
$1,100,000
4 Beds ⋅ 3 Baths ⋅ 1041698 MLS
Full of character, this historic farmhouse pairs the warmth of an older home with the comfort and functionality of a comprehensive renovation. The four-bedroom, three-bath residence has a welcoming, easygoing feel, with a layout that works equally well for everyday living and entertaining. A gracious wrap-around porch sets the tone, offering an inviting setting at all hours. Inside, sun-filled living spaces feature hardwood floors, a beautifully appointed kitchen with a large island, and a cozy living room. A first-floor bedroom and full bath provide added flexibility. Upstairs, the primary suite includes a private bath, while two additional bedrooms share a third full bath. Ideally situated moments from Mattituck Inlet and Love Lane's shops, restaurants, and amenities, the property offers charm, authenticity, and the ease of modern living.

185 Maiden Lane, Mattituck

5750 Aldrich Lane, Mattituck
$1,565,000
4 Beds ⋅ 3 Baths ⋅ 1049148 MLS
Completely renovated and ready to enjoy, this 4-bedroom, 2.5-bath Colonial in Mattituck delivers the feel of new construction without the typical new-construction tax burden, with annual taxes of just $9,560. The home has been extensively updated from top to bottom, including a new roof, new windows where needed, new doors, new central air conditioning, new wide-plank hardwood floors, new chef’s kitchen with large center island and high-end appliances, new patios, new irrigation and landscaping, new landscape lighting and more. A wood-burning fireplace anchors the main living space, while first-floor laundry adds everyday convenience. Upstairs, four generously sized bedrooms provide ample living space, including a primary suite with an en-suite bath and walk-in closet. The full basement expands the usable footprint even further, offering walk-out access (OSE) and an outfitted game room and potential gym. The additional space creates flexibility for recreation, fitness, work space, storage or a combination of uses. Outside is where the property truly separates itself. Set on an extremely private and flat .91-acre parcel, the yard offers a rare amount of usable lawn, privacy and open farm views backdropped by sunsets. A brand-new heated saltwater pool serves as the centerpiece, complemented by new sod, and newly completed front and rear patios. The property also includes a two-car garage. The location places you close to everything that makes the North Fork such a sought-after destination, with Harbes Family Farm just moments away, local vineyards and farm stands around the corner, and the famous Love Lane less than five minutes from the property. With nearly every major improvement already completed, low taxes, substantial indoor and outdoor living space and a setting that is difficult to replicate, this is a turnkey Mattituck property that offers the opportunity to move in and immediately begin enjoying the home and its surroundings.

5750 Aldrich Lane, Mattituck

1035 Theresa Drive, Mattituck
$925,000
3 Beds ⋅ 2 Baths ⋅ 1049184 MLS
Expansive three-bedroom, two-bath ranch in the heart of Mattituck, designed for effortless indoor-outdoor living. Enter to a spacious, light-filled open living area with hardwood floors throughout, where charming bay windows bring in abundant natural light and the layout flows seamlessly into the dining space and fully equipped kitchen with stainless steel appliances including new LG refrigerator and dishwasher, new granite countertops and butcher block island table in the adjoining dinette and family room with a cathedral ceiling. Well-appointed bedrooms offer comfortable retreats, while a versatile bonus room on the lower level provides flexible space for a home office, gym, or media room and extensive storage. Outside, a private backyard oasis is made for relaxing and entertaining, with a large paver patio and hot tub surrounded by beautifully curated perennial gardens, manicured hedges, mature evergreens, and large vegetable garden. A fully fenced backyard adds another layer of privacy with plenty of room to add a pool. All just minutes from Mattituck's beaches, boating, restaurants, and celebrated North Fork wineries. Priced to reflect some cosmetic updates, this inviting home offers the perfect opportunity to own your piece of the North Fork.

1035 Theresa Drive, Mattituck

2080 Elijahs Lane, Mattituck
$1,195,000
4 Beds ⋅ 3 Baths ⋅ 1047144 MLS
Beautifully renovated ranch set on a manicured acre in a prime Mattituck location. This well-appointed 4-bedroom, 3-bath home offers a spacious and versatile layout, including a bonus room ideal for a home office and more! Two separate living rooms, each with its own fireplace, provide warm and inviting spaces for relaxing and entertaining. The eat-in kitchen features granite countertops and opens to a separate dining area, while the primary bedroom includes a private ensuite bath. Sliding doors lead to a beautiful outdoor oasis with covered patio and a heated, saltwater gunite plunge pool, surrounded by pristine gardens and mature landscaping. The legally finished lower level expands the living space with plenty of room for a playroom, media room, recreation area, and more. Ideally located near Love Lane shops and restaurants, amazing bay beaches, wineries, farm stands, and all that the North Fork has to offer, this turnkey Mattituck home offers the perfect combination of comfort and convenience. An opportunity not to be missed! Great for year-round living, a weekend getaway or an incredible rental property!

2080 Elijahs Lane, Mattituck

1405 Bay Avenue, Mattituck
$1,200,000
2 Beds ⋅ 2 Baths ⋅ 1042346 MLS
Welcome to a truly unique North Fork opportunity in the heart of Mattituck! This special property offers a charming 2-bedroom, 2-bath main residence along with a separate seasonal 2-bedroom, 1-bath cottage—perfect for guests, extended family, or additional seasonal possibilities. Enjoy access to a private dock, making it easy to embrace the best of waterfront living and spend your days out on the water. Ideally situated near Mattituck’s renowned vineyards, farm stands, beaches, restaurants, and all that the North Fork has to offer. Whether you’re searching for a year-round residence, weekend escape, or a property with incredible versatility, this one offers a rare combination of location, lifestyle, and opportunity. LB Not responsible for Info contained in the listing buyer must verify all info

1405 Bay Avenue, Mattituck

1140 Park Avenue, Mattituck
$11,500,000
5 Beds ⋅ 5 Baths ⋅ 1036287 MLS
Welcome to one of the East End's most distinguished estates. This waterfront property, built in the early 1900s, is situated on 3.24 acres and offers 170 feet on one of the North Fork’s most coveted stretches of pristine coastline, overlooking Peconic Bay, This offering represents a legacy opportunity. Upon arrival, the grandeur of the home makes a lasting impression with its sprawling lawn, magnificent trees, manicured grounds, and classic New England-style residence featuring an understated wrap-around porch and porte-cochere entry. Several years ago, the residence underwent a meticulous renovation that preserved its historic features while incorporating modern design elements and craftsmanship, enhancing the home's timeless beauty amid its coastal setting. Entering through a grand vestibule, you are welcomed by a double set of wide wooden doors with large inset glass. The spacious formal living room, complete with exposed beams, detailed oak paneling, a wood-burning fireplace, and weight-and-chain windows, provides a warm atmosphere while embracing views of the bay. The open and airy dining room features sliding doors that lead to a covered porch and provides access to a quaint library for more intimate conversations. The home's kitchen is designed for entertaining and enjoys abundant natural light. It boasts an oversized island, chef-grade appliances, custom cabinetry, beautiful countertops, and a hostess pantry, combining functionality with elegance. The casual dining area in the sunroom is surrounded by windows, allowing natural light and showcasing cascading hydrangeas, perfect for enjoying sunrises. Additionally, there is a side door leading to a blue stone patio for outdoor cooking and access to the home's waterside yard. The sunroom also includes a small alcove with floor-to-ceiling windows, providing extra seating or a quaint office space that highlights the natural beauty outdoors. The open floor plan incorporates a lounge anchored by a gas fireplace, making hosting easy with the kitchen's close proximity. The intricate staircase, both restored and timeless, leads to the home's five bedrooms, three of which face south to maximize the views. The primary ensuite captures the waterfront view and includes a spa-inspired bathroom with a soaking tub and an oversized walk-in closet. The Jr. Primary ensuite is spacious and overlooks the backyard. Two additional bedrooms, also facing the water, share a full bathroom, while the final bedroom is ensuite and overlooks the side of the property. The residence features a unique, restored two-story boathouse, providing access to the double-tiered bulkhead and beach. This space is ideal for intimate gatherings and enjoying the sound of the waves. The expansive property additionally includes a Gunite pool with a covered outdoor lounge, a powder room, and a three-car garage. Encapsulated by mature trees and hedges, the property offers exceptional privacy and serenity. Whether you are looking for a summer sanctuary or a year-round estate, this property offers a level of prestige that rarely hits the market.

1140 Park Avenue, Mattituck

Mattituck
$4,500,000
2 Beds ⋅ 2 Baths ⋅ 1036267 MLS
A rare opportunity to own a piece of history on Laurel Lake, a 33 acre kettle lake located in the hamlet of Laurel just 1 1/2 miles southwest of Mattituck. The structure was originally built as a "hunting lodge" by the Beverwyck Brewing Company of Albany, NY and placed on the lake at the 1939-1940 World's Fair in Queens to promote its beer. After the fair, the structure was relocated to its new home on Laurel Lake with 126' of lake frontage. The property was extensively restored in 2019. You have to see it to believe it! No description will ever do it justice, but certainly nothing like this exists on the North Fork of Long Island. Whether you are an avid fisherman or just inclined to sit back and enjoy the wildlife the lake attracts, a world of peace, tranquility, and beauty awaits you.

Mattituck

365 Rachels Road, Mattituck
$1,150,000
4 Beds ⋅ 4 Baths ⋅ 1033686 MLS
A Rare North Fork Farmhouse with a Heated Barn and Endless Possibilities Tucked away on three-quarters of an acre in a quiet Mattituck neighborhood, this beautifully updated North Fork farmhouse offers the perfect blend of timeless charm, modern updates, and exceptional versatility. Surrounded by a peaceful setting, the property provides plenty of room to relax, entertain, and enjoy the North Fork lifestyle, with thoughtfully designed indoor and outdoor spaces that make you feel right at home. Designed for comfortable living and effortless entertaining, the home features four bedrooms and four full bathrooms across three finished levels. The thoughtfully renovated interior showcases hardwood floors, custom millwork, a beautifully appointed quartz kitchen with shaker cabinetry, and a wood-burning fireplace that anchors the inviting living and dining areas. All four bathrooms feature radiant heated floors, providing comfort and warmth throughout the year. A first-floor bedroom and full bath provide flexibility for guests or single-level living, while the finished lower level—with an additional bedroom, full bath, and spacious family room—offers exceptional space for recreation, a home office, or extended stays. Upstairs, the primary suite features a generous walk-in closet and beautifully appointed bath, while the second upstairs bedroom also enjoys its own walk-in closet. A standing-seam metal roof, approximately five years old, adds lasting value and peace of mind. Step outside to enjoy a freshly painted rear deck overlooking a newly fenced backyard designed for outdoor living, complete with mature landscaping, a tranquil koi pond, hot tub, dedicated fenced garden area, charming playhouse, and abundant space for a future swimming pool. A truly exceptional feature is the property's heated nearly 1,000-square-foot galvanized steel barn with convenient secondary access from Main Road. Equipped with electricity, oversized doors, soaring ceilings, a durable 12-inch concrete floor, and a wood-burning stove, this remarkable space offers endless possibilities as an artist's studio, workshop, garage, collector's showcase, or substantial storage for boats, vehicles, equipment, and hobbies. Few North Fork properties combine an updated farmhouse with a heated barn of this size and versatility. Paired with its peaceful setting just minutes from Love Lane, the grocery store, beaches, wineries, and farm stands, this is a property that offers exceptional flexibility for the way people live today.

365 Rachels Road, Mattituck

1775 Point Pleasant Road, Mattituck
$6,450,000
6 Beds ⋅ 8 Baths ⋅ 1021701 MLS
Introducing 1775 Point Pleasant, a newly constructed waterfront estate set on 1.8 acres with over 280 feet of pristine creek-frontage along iconic Mattituck Inlet. Thoughtfully designed and expertly crafted, this exceptional shingle sided Post-Modern style residence seamlessly blends timeless architecture with modern luxury. Spanning more than 7,000 square feet, the home showcases wide-plank hardwood flooring throughout, dual primary suites on both the first and second levels, a fully finished lower-level with private fitness studio, sauna, climate controlled wine storage, an unmatched custom lighting package, pre-wired recessed speaker system and expansive living spaces on all three levels designed for both everyday comfort and effortless entertaining. At the heart of the home is a chef's kitchen appointed with premium Wolf and Sub-Zero appliances, custom cabinetry, multiple beverage stations and refined finishes throughout. Outdoors, resort-inspired amenities await, including a heated 22'x44' gunite pool surrounded by an expansive travertine terrace, fully equipped outdoor kitchen, a covered lounge with ceiling mounted heaters for those cooler nights and anchored by a third wood-burning fireplace, creating an ideal setting for waterfront entertaining. Finally, enjoy a manicured path of travertine stepping pads that lead to an oversized floating dock, equipped with water and electric, that can easily house a large boat with deep draft, perfectly capping off this incredible custom build opportunity. Offering an extraordinary combination of scale, privacy, craftsmanship, and lifestyle, 1775 Point Pleasant represents a rare opportunity to own a truly exceptional waterfront retreat on the North Fork.

1775 Point Pleasant Road, Mattituck

300 Terry Path, Mattituck
$3,850,000
6 Beds ⋅ 4 Baths ⋅ 1019513 MLS
Tucked away along Terry Path, a rustic country lane within, an offshoot of the Camp Mineola Beach Association, this exceptional waterfront property is nestled in a quiet seaside enclave along the Great Peconic Bay. Opportunities to purchase within this historic neighborhood are exceptionally rare, making this a truly special offering. Set on approximately 1.4 acres with more than 110 feet of unobstructed frontage on the Great Peconic Bay, the classic Cape Cod-style residence offers timeless charm and tremendous potential. The spacious interior is centered around a striking stacked red brick wood-burning fireplace, while outside, a private sugar sand beach and full bulkhead provide an ideal setting for enjoying the waterfront. A substantial original boathouse, complemented by a newer three-car garage and expansive bonus space above, offers endless possibilities for storage, recreation, or future customization. The level, cleared grounds enjoy abundant sunlight throughout the day and provide ample space for expansion from the house, an in-ground pool as part of a remarkable waterfront compound. Combining a coveted Bayfront setting, generous acreage, and the enduring character of one of the North Fork's most treasured beach communities, this is a rare opportunity to create an exceptional coastal retreat.

300 Terry Path, Mattituck

4210 Ole Jule Lane, Mattituck
$1,850,000
2 Beds ⋅ 3 Baths ⋅ 1014736 MLS
Nestled along the tranquil shores of James Creek with effortless access to the Great Peconic Bay, this inviting waterfront residence offers the perfect blend of comfort, recreation, and coastal charm. A newly installed deep-water floating dock and access to a private association bay beach make it an exceptional opportunity for boating enthusiasts and those seeking a connection to the water. Inside, the home is bright and welcoming, featuring an open-concept layout with hardwood flooring throughout and soaring vaulted ceilings that fill the eat-in kitchen with natural light. Privately situated on its own wing of the main level, the primary suite offers a spacious walk-in closet and en-suite bath, creating a comfortable retreat within the home. The second floor provides exceptional flexibility with an expansive landing area ideal for a media room, home office, or additional lounge space. A generously sized guest bedroom, full hallway bath, abundant storage, and a substantial bonus room above the attached two-car garage complete the upper level. Set on nearly one-half acre with approximately 100 feet of waterfront frontage, the property is thoughtfully positioned to take advantage of its waterfront setting. The current floating dock accommodates a 36-foot vessel with twin outboard engines, offering ample water depth for a variety of boating needs. Completing the offering is access to a nearby community bay beach, providing yet another way to enjoy this sought-after North Fork waterfront location.

4210 Ole Jule Lane, Mattituck

5475 Bergen Avenue, Mattituck
$699,000
1010671 MLS
North Fork Opportunity — Calling All Visionaries, Architects & Dream Builders! Ride the North Fork wave and bring your vision to life! A unique opportunity to own land in Mattituck and create something truly your own — whether it’s a year-round residence, weekend retreat, or a thoughtfully designed custom home. Calling all architects, builders, and visionaries — bring your plans, creativity, and imagination. This is your blank canvas to design a space that reflects your lifestyle and take advantage of the opportunity to build from the ground up. Enjoy everything the North Fork experience has to offer, from nearby beaches and boating to vineyards, farm stands, restaurants, and charming local destinations. With continued interest in the North Fork, opportunities to create something new continue to capture attention. Your vision. Your design. Your North Fork chapter starts here.

5475 Bergen Avenue, Mattituck

420 Sigsbee Road, Mattituck
$759,000
2 Beds ⋅ 1 Baths ⋅ 1011722 MLS
Nestled in the desirable Sigsbee community of Mattituck, this delightful two-bedroom, one-bathroom cottage offers the perfect blend of privacy, convenience, and coastal living. Set on a spacious lot with a large backyard, the property provides a peaceful setting for relaxing, entertaining, or enjoying summer evenings outdoors. Inside, the home features a bright and inviting layout with comfortable living spaces and timeless cottage charm. Whether you’re looking for a year-round residence, weekend getaway, or investment opportunity, this home offers endless potential. Enjoy exclusive access to the community’s private association beach nearby, perfect for swimming, kayaking, paddleboarding, or simply taking in the stunning expansive white sandy beach. Conveniently located near Mattituck’s shops, restaurants, wineries, farm stands, and transportation, this property allows you to experience the best of North Fork living while maintaining a tranquil retreat-like atmosphere. A rare opportunity to own a charming beach-community home with a generous backyard and private beach rights in one of Mattituck’s most sought-after neighborhoods. This listing may include images that have been digitally altered or virtually staged.

420 Sigsbee Road, Mattituck

6200 New Suffolk Avenue, Mattituck
$715,000
3 Beds ⋅ 2 Baths ⋅ 995496 MLS
6200 New Suffolk Ave, Mattituck, NY 3 Bedrooms | 1.5 Baths | Full Basement | Over 1/2 Acre Move-in ready needs a little love or your custom upgrade, his three-bedroom, one-and-a-half-bath home situated on over half an acre in the heart of Mattituck’s sought-after North Fork community. This property offers a functional layout, full basement with storage and expansion potential, oil heat, and spacious outdoor property with room to enjoy year-round or seasonally. Ideally located just minutes from local beaches including Veterans Memorial Park and Breakwater Beach, as well as nearby wineries, farm stands, marinas, and nature preserves. Conveniently close to Love Lane featuring boutique shopping, cafés, and local dining. Nearby North Fork attractions include Macari Vineyards, Bedell Cellars, and additional wineries, restaurants, hiking trails, and waterfront recreation throughout the area. Approximate beach permit fees and access may vary and should be independently verified by buyers. Property information, permits, taxes, square footage, and all details should be independently confirmed by purchaser and purchaser’s representatives. A rare opportunity to own in one of the North Fork’s most desirable coastal communities with convenient access to beaches, vineyards, dining, and outdoor recreation.

6200 New Suffolk Avenue, Mattituck

820 Gabriella Court, Mattituck
$1,249,000
3 Beds ⋅ 2 Baths ⋅ 998812 MLS
Mattituck, North Fork: Where lifestyle, flexibility, and a fantastic rental history come together. Discover sunshine and serenity in this impeccably renovated retreat, ideally located in one of the North Fork's most sought-after settings. Completely renovated in 2024, this turnkey home offers not only exceptional comfort and style, but also a proven track record of strong summer rental income, making it an outstanding opportunity for personal use, income generation, or a seamless combination of both. Set on a spacious, level, and private one-acre property surrounded by tall evergreens, the home features a brand-new heated saltwater gunite pool (16x34) complete with an approximately 800 square foot thermal bluestone patio, creating a true resort-like experience right in your backyard. Inside, expansive open living spaces are filled with natural light, offering a bright and welcoming atmosphere throughout. The first-floor owner's suite is impressively sized and features a dedicated sitting area or office—perfect for remote work or a peaceful retreat. A beautifully appointed full bath featuring imported artisanal Spanish tile on the main level is thoughtfully positioned to serve both the suite and main living areas with ease, enhancing convenience for everyday living and entertaining alike. The open-concept kitchen with stainless steel appliances and dining area flow effortlessly to an outdoor deck overlooking the verdant property and swimming pool with terrace, while the spacious living room provides an inviting setting for relaxation in any season. Upstairs, two additional bedrooms and a full bath comfortably accommodate guests. Adding to the home's versatility is an oversized two-car garage, offering excellent potential for conversion into additional living space—ideal for a den, media room, or expanded entertaining area. A full unfinished basement with laundry and utilities provides abundant storage or future finishing possibilities, while a large unfinished bonus room above the garage presents yet another opportunity to customize and expand. Additional upgrades include a new dual-zone Bosch heat pump HVAC system w/ Ecobee thermostats, a whole-house water filtration system, Visual Comfort lighting, Shade Store window treatments, a new six-zone sprinkler system, and a new roof. Conveniently located near renowned North Fork vineyards, the charm of Love Lane, and both Long Island Sound and Peconic Bay beaches, this home delivers the ideal blend of location, lifestyle, and long-term value. Immaculate, adaptable, and income-producing—this is a rare chance to own a North Fork property that truly does it all.

820 Gabriella Court, Mattituck

680 Westview Drive, Mattituck
$949,000
3 Beds ⋅ 2 Baths ⋅ 987905 MLS
Welcome to your quintessential North Fork coastal retreat! Tucked away on a quiet, tree-lined street with peek-a-boo water views, just moments from pristine beaches and world-class vineyards, this 3-bedroom, 2-bath beach house blends relaxed vacation vibes with everyday comfort. The property has a new roof, new gas water heater and a bright, open-concept main floor featuring a cozy fireplace for breezy evenings, and a seamless flow for entertaining. Your updated chef's kitchen comes fully equipped with brand new Stainless Steel appliances, new refrigerator, dishwasher, range/oven and microwave. The serene primary suite boasts a private marble en-suite bath, while two additional bedrooms offer plenty of room for family, friends, or a remote workspace. The spacious basement has bonus areas for recreation, movies, games, and storage. This lovely retreat also offers plenty of room for your vehicles and toys as it has a heated-attached large spacious 2 car garage, and a separate single car garage. Step outside into your own private oasis with mature landscaping, a spacious patio, and plenty of room to add a custom swimming pool. You also have exclusive access to a resident-only private beach on the Mattituck Inlet, perfect for enjoying peaceful water views, kayaking, water sports, and sunset picnics. This charming home is a short walk to the marina, restaurant, bar, and live entertainment. Moreover, Mattituck’s own “Love Lane” is only a short walk or bike ride to enjoy some of the best the East End has to offer. Surrounded by the best local farm stands, shops, wineries and 5 minutes away from multiple marinas and beaches, this property is the ultimate North Fork escape—whether you are seeking a seasonal vacation getaway, an investment opportunity, or your forever home.

680 Westview Drive, Mattituck

3000 Grand Avenue, Mattituck
$1,899,000
4 Beds ⋅ 4 Baths ⋅ 986519 MLS
Masterfully built, blending timeless design with modern comforts and expert craftsmanship, creating an undeniable sense of harmony and place, on a lovely 1/2-acre level lot, just moments from Love Lane, Strong's Marina and Bailey Beach 3000 Grand Ave. is the perfect North Fork country house. Clad in classic cedar shingles and anchored by a welcoming front porch, this home immediately feels like the perfect North Fork retreat. Inside, uplifting natural light pours through expansive windows, illuminating an elegant foyer and dining room. The kitchen supports both everyday living and effortless entertaining, featuring Quartz countertops, stainless steel appliances, drawer microwave and a generous island. The first floor also includes a lovely private ensuite bedroom. On the second floor we find the primary suite, a serene sanctuary, featuring a spa inspired bath. Two additional guest bedrooms share this level. The exterior is designed for outdoor enjoyment featuring a heated saltwater pool with expansive paver patio. New construction with completion in Fall 2026

3000 Grand Avenue, Mattituck

2600 Oregon Road, Mattituck
$4,100,000
3 Beds ⋅ 2 Baths ⋅ 976938 MLS
MAGIC ON OREGON ROAD Romance, Elegance and Timeless beauty over 38 acres on bucolic Oregon Road, you couldn't ask for anything more! 36 acres of DRS land which includes 30 planted acres of grape vines, deer fencing and bird netting, irrigation in place for an additional 2-3 acres of planting and a potential wine tasting area. The updated vintage farmhouse rests on 2 acres of DRI land and features 3 bedrooms, 2 bathrooms, sun drenched open floor plan, eat-in-kitchen, dining area, sitting area with reading nook, living room with a fireplace. Step outside and enjoy lush landscape surrounding the pool, outdoor shower and vineyard views! Surrounded by award winning North Fork wineries, restaurants, farm stands, boating & great shopping.

2600 Oregon Road, Mattituck

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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