Mattituck-Cutchogue Real Estate

Welcome to the Mattituck-Cutchogue School District, a vibrant educational community nestled in the heart of Suffolk County, New York. Known for its commitment to academic excellence and holistic student development, this district serves the charming communities of Mattituck and Cutchogue, offering a unique blend of small-town charm and top-tier educational opportunities.

The Mattituck-Cutchogue School District boasts a rich history and a strong reputation for fostering a supportive learning environment. With a focus on personalized education, dedicated teachers, and innovative programs, the district is committed to preparing students for success in an ever-evolving world. From early childhood education to high school, students are encouraged to explore their passions and develop critical thinking skills that will serve them throughout their lives.

Parents can take pride in the district's impressive academic achievements, including high graduation rates and a robust array of Advanced Placement (AP) courses. Beyond academics, the district offers a wide variety of extracurricular activities, including sports, arts, and clubs, ensuring that every student has the opportunity to discover their interests and talents.

Moreover, the scenic beauty of the North Fork, with its picturesque vineyards and stunning waterfront views, serves as a beautiful backdrop for the educational journey. The community is closely knit, fostering strong relationships between families, educators, and local businesses, which enhances the overall experience for students.

Choosing to reside within the Mattituck-Cutchogue School District means investing in a bright future for your children, where education meets community spirit in a truly enchanting setting. Come explore the opportunities that await in this exceptional school district!

Newest Listings in Mattituck-Cutchogue

$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, granite countertops, a dedicated 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 refrigerator. 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

$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

$1,800,000

5 Beds ⋅ 3 Baths ⋅ 1053916 MLS

A Coastal Classic with Endless Possibilities -Set in one of Cutchogue’s most desirable locations, this spacious Coastal Dutch Colonial showcases the timeless character of its signature gambrel roof, complemented by modern updates and an exceptional North Fork lifestyle. Featuring five bedrooms and three bathrooms, this inviting residence offers generous space, versatility, and a rare opportunity to live and work on the same property. Fenced in yard with deck, and room for a large in ground swimming pool. Just a short walk to the beautiful sandy shoreline of Pequash Beach, enjoy the best of coastal living with bay beach swimming, kayaking, a playground, and a nearby marina with boat dockage. Whether spending summer days on the water or enjoying the peaceful surroundings of this sought-after beach community, the setting captures the very best of the North Fork. Adding extraordinary value and flexibility is a separate garage with car lift accompanied by a rare license to operate a New York State Auto Repair Shop, presenting a unique opportunity for an owner-operator to combine home and business in one location. Alternatively, this versatile structure offers exciting possibilities for a car collection, creative studio, gardening retreat, or potential future accessory cottage. Set on a generous, nearly one-acre property along a quiet street, this distinctive offering provides room to enjoy, expand, and envision the possibilities. Conveniently located near Cutchogue town, Wickham’s Farm Stand, Peconic Bay Vineyards, New Suffolk, celebrated local restaurants, and the North Fork’s renowned beaches, vineyards, and farm stands, this is a rare opportunity to own a property that combines classic coastal architecture, exceptional flexibility, and an enviable lifestyle.

270 Pequash Avenue, Cutchogue

$1,200,000

3 Beds ⋅ 2 Baths ⋅ 1060846 MLS

South of the Boulevard! Location, location, location - just 370 feet from a beautiful sandy private bay beach. This 3 bedroom, 2 bath split entry/high ranch home in need of some TLC, boasts a heated in-ground swimming pool, walk out basement and large outdoor shower. A seasonally lifeguarded beach with park area and playground is right around the corner. Located close to a Jitney stop, wineries, boating, restaurants, golf and shopping, this would make the perfect north fork beach getaway.

2785 Sigsbee Road, Mattituck

$679,000

1059356 MLS

Discover the possibilities of this residential building lot in the heart of Cutchogue. Situated along bucolic Alvah’s Lane and surrounded by attractive neighboring homes, this property presents an exceptional opportunity to create your custom North Fork residence. With a naturally open central area, mature trees providing a sense of privacy, direct road frontage, and an existing well with an electric pump, the property offers an inviting setting for a thoughtfully designed home and outdoor living space. Enjoy the charm of North Fork living, with renowned vineyards, farm stands, beautiful beaches, restaurants, and picturesque villages just moments away. Whether you envision a year-round residence or a weekend retreat, this is your opportunity to bring your vision to life in one of the North Fork's most desirable communities. Bring your builder and your dreams!

3850 Alvahs Lane, Cutchogue

$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

$799,999

4 Beds ⋅ 3 Baths ⋅ 1056229 MLS

Discover a property with tremendous potential. Ideal for investors, first time buyers, or anyone looking for a low risk opportunity. With a solid layout, great bones, in a prime location. Make it ready for resale, rental income, a long term profit, or your happy home. You can make it shine in today's competitive market.

2605 Grand Avenue, Mattituck

$3,200,000

6 Beds ⋅ 7 Baths ⋅ 1058733 MLS

Your North Fork Escape | Modern Coastal Living in Nassau Point 1355 Little Peconic Bay Road is a newly constructed 4,760 square foot residence in the coveted Nassau Point area of Cutchogue, offering refined North Fork living moments from Fisherman Beach and the shoreline of Little Peconic Bay. Set on over an acre, this modern coastal home combines scale, comfort, and high-end finishes in a prime Cutchogue location. This six-bedroom, six-and-a-half-bath home is designed for both scale and comfort. The main level centers on a dramatic double-height living room with approximately 18-foot ceilings and expansive windows that flood the space with natural light, creating an impressive yet welcoming setting for everyday living and entertaining. Adjacent is a chef's kitchen featuring custom walnut cabinetry, Taj Mahal quartzite countertops, and a walk-in pantry, combining elevated design with practical functionality. The bedroom layout is thoughtfully distributed across the home, providing flexibility for guests, multigenerational living, or dedicated office and hobby spaces. Each full bathroom is well proportioned for privacy and convenience, while a centrally located powder room serves the main living areas. Circulation and storage have been carefully considered, allowing for an easy flow between public and private spaces. A fully finished lower level adds approximately 2,575 ; square feet of additional living area, offering exceptional versatility. This level can accommodate extra bedrooms, a gym, media room, game room, or wellness and recreation spaces, expanding the home's potential for a variety of lifestyles. The outdoor environment is equally appealing. An 18 x 36 heated saltwater pool with an outdoor shower anchors the rear grounds, creating a focal point for summer living, relaxation, and entertaining. The property's generous lot size allows for both open lawn and more intimate areas for quiet retreat. Additional features include an oversized two-car garage with sufficient height to accommodate a car lift, offering flexibility for car enthusiasts or additional storage. Set within Nassau Point, this home is surrounded by some of the North Fork's most notable coastal scenery, with convenient access to bay beaches, boating, local vineyards, and farmstands. The location offers a balance of privacy, space, and proximity to the water, enhancing the property's appeal as a primary residence, weekend escape, or seasonal home. 1355 Little Peconic Bay Road represents a substantial, well-executed new construction opportunity in one of Cutchogue's most sought-after enclaves, combining modern amenities, thoughtful design, and a premier coastal setting on the North Fork.

1355 Little Peconic Bay Road, Cutchogue

$1,349,000

1057972 MLS

Great opportunity located in Cutchogue - Limited Business Zone. Town Code attached. Property currently used as an outdoor nursery business (retail & wholesale) with other storage and sales display. 220 electric on site, 10 parking stalls. Property consists of 1.454 acres. Current use is for nursery purposes only. Rare opportunity to purchase such a large piece of property in Cutchogue's Limited Business Zone. Bring your vision & dream!

36660 Main Road, Cutchogue

$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

$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

$625,000

1055110 MLS

Zoned Limited Business. Bring your vision. Rare opportunity allowing for many options to custom build or redevelop this property into what you need to optimize your current or future North Fork business and your life. Retail, workshop, office, restaurant, repairs, B&B, pet care, private warehouse, childcare, single family or 2-family owner occupied are all listed uses under LB zoning (site plan approval needed). See Southold Town website for full LB zoning information. No representation made on condition of existing structures including main structure or outbuilding.

37200 Main Road, Cutchogue

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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.

Mattituck-Cutchogue Real Estate

Newest Listings in Mattituck-Cutchogue

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