Mattituck-Cutchogue Homes with Pool

Welcome to the Mattituck-Cutchogue school district, a gem nestled in the heart of Suffolk County, New York. Known for its commitment to educational excellence, this district serves a vibrant community that values both academic achievement and personal growth. With a strong emphasis on holistic education, Mattituck-Cutchogue offers a diverse range of programs designed to cater to the unique needs of its students, from innovative STEM initiatives to arts and athletics. Parents can rest easy knowing that their children are learning in a supportive environment that fosters creativity, critical thinking, and character development.

Beyond the classroom, the picturesque North Fork of Long Island provides an idyllic backdrop for family life. The area is celebrated for its breathtaking landscapes, charming vineyards, and stunning waterfronts, making it a perfect place to call home. For those seeking the ultimate in relaxation and leisure, many homes in this region feature inviting pools, transforming your backyard into a private oasis. Whether you're hosting summer barbecues or enjoying a quiet evening under the stars, a home with a pool adds an extra layer of enjoyment to the idyllic lifestyle offered by Mattituck-Cutchogue.

With its excellent schools, community spirit, and beautiful homes with pools, the Mattituck-Cutchogue area is not just a place to live—it's a place to thrive. Explore the opportunities that await you in this enchanting part of Suffolk County, where education and lifestyle harmoniously blend to create a vibrant community perfect for families and individuals alike.

Newest Mattituck-Cutchogue Homes with Pool

$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, doors, central air conditioning, wide-plank hardwood floors, chef’s kitchen with large center island and high-end appliances, new patios, irrigation, landscaping, 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 and a fully outfitted game room and 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 a 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, irrigation, landscaping, lighting 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 nearby, 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

$1,249,000

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 with an automatic cover, 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

$3,300,000

5 Beds ⋅ 6 Baths ⋅ 1028703 MLS

Introducing Bay Breeze Veranda, a one-of-a-kind luxury custom build set within a coveted coastal enclave in one of the North Fork’s most desirable and high-value communities. Privately positioned on a shy one-acre corner lot in Cutchogue, this exceptional 5-bedroom, 6-bath residence captures the essence of refined coastal living with extraordinary attention to craftsmanship, scale, and design. From the moment you arrive, Bay Breeze Veranda makes a statement. Thoughtfully conceived for both sophisticated entertaining and effortless everyday living, the home blends timeless architectural character with elevated modern amenities and an unmistakable sense of place. The spacious interiors are filled with natural light and designed to create a seamless connection between indoors and out. Generous living spaces, beautifully appointed finishes, and custom details throughout reflect the quality and individuality of this exceptional residence. At the heart of the home, an upscale chef kitchen featuring custom cabinets, high-end appliances, quartz countertops and wine bar. Dramatic great room with custom stone fireplace. Luxurious first floor primary suite with ensuite bath and private access to a patio and backyard. An entry foyer, formal dining room, living room, laundry room and powder bathroom complete the first floor. Upstairs an additional 4 en-suite bedrooms provide comfort and privacy, while the 4 beautifully designed baths elevate the experience with a sense of understated luxury. Separate attic and storage space. Outside, the property becomes a private resort. A stunning in-ground swimming pool anchors the grounds, creating an idyllic setting for long summer afternoons, poolside entertaining, and quiet evenings beneath the stars. The shy one-acre corner parcel provides a rare combination of privacy, presence, and usable outdoor space. Ample room for a pool house or garden shed. Oversized 2 car garage and the lower level offers additional living space and can be finished to suit. Set within a highly sought-after coastal enclave, Bay Breeze Veranda is ideally positioned walking distance to the best Peconic Bay beaches and a marina, offering easy access to boating, swimming, fishing, paddle boarding, and the quintessential North Fork waterfront lifestyle. The surrounding area is celebrated for its beaches, vineyards, farm stands, restaurants, and charming village communities. Just 90 miles from New York City, and Hampton Jitney stops in Cutchogue. This is more than a custom home—it is a rare opportunity to own a truly distinctive property in one of the North Fork’s most coveted coastal settings. Bay Breeze Veranda — where custom luxury meets the coast. Unique, higher end custom home by North Fork Building Company with spacious corner lot and privacy. To be built for 2027. Located on Dartmouth Place, off of 2105 Pequash.

2105 Pequash Avenue, Cutchogue

$1,425,000

3 Beds ⋅ 3 Baths ⋅ 1045590 MLS

Fully renovated in 2018, this spacious ranch offers more than 2,600 square feet of comfortable, flexible living space and enjoys bucolic views across surrounding vineyard and farmland beyond. Located in a private neighborhood in the heart of Cutchogue, the property spans 0.70 acres with a serene pool, outdoor patio, custom exterior fire pit, with private community beach access is just a few hundred yards away. The home's generous proportions and easy layout lend themselves equally well to everyday living and entertaining, with vaulted ceilings, charm and personality that elevate a classic ranch. Thoughtfully updated and entirely move-in ready, it offers an appealing combination of space, convenience, and quintessential North Fork surroundings. Perfectly positioned in the center of the region, the property is just minutes from Sang Lee Farms, 8 Hands Farm, Love Lane, local vineyards, and many of the area's best amenities.

405 Birch Lane, Cutchogue

$1,775,000

4 Beds ⋅ 3 Baths ⋅ 1041373 MLS

Some second homes take a year of renovations before they’re ready to enjoy. This one is ready this weekend. Tucked into the sought-after Oasis at Mattituck, a private cul-de-sac community with no HOA, this nearly new 2023-built residence was designed for exactly this kind of life: fly in, unlock the door, and be poolside by dinner. Fully furnished and turnkey, there’s no waiting on deliveries, no decorating decisions, no contractor calls. Just show up. At approximately 3,600 square feet, the open-concept layout makes the most of every gathering, from morning coffee on the patio to long, lazy lunches and evenings that start at the pool and end around the fire pit. The heated saltwater pool and thoughtfully designed outdoor living space mean the world-class North Fork lifestyle starts the moment you arrive, not after weeks of getting the house guest-ready. For a second home, the math here works too: minimal maintenance thanks to newer, high-quality construction, no HOA fees eating into the budget, and a fully furnished setup that makes it just as easy to hand the keys to family or rent it out when you’re not using it yourself. Mattituck sits at the heart of the North Fork’s beaches, vineyards, farm stands, and restaurants - the version of Long Island people drive hours to visit for a weekend. Here, it’s just home. Whether this becomes a summer-only retreat, a year-round weekend escape, or eventually your full-time address, this is a rare chance to own a move-in-ready sanctuary in one of Mattituck’s most desirable communities without the wait.

3225 Stanley Road, 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

$1,375,000

4 Beds ⋅ 3 Baths ⋅ 1018415 MLS

Welcome home to this four-bedroom two and and half bath expanded ranch style-home in the coveted Highland Estates section of Cutchogue. This corner property is set on 0.92 acres of flat landscaped property, which offers effortless indoor and outdoor living. The open concept kitchen has both Silestone and Butcher block countertops with modern floating shelves, ample cabinetry, white tiled backsplash and adequate prep space. The first floor primary suite provides a private retreat with easy access to the primary bath with tub. An inviting indoor-outdoor atrium sun-room generates the perfect space for relaxation and entertaining. There is a large family room, complete vaulted ceilings and a wood burning fireplace. Two additional upper level bedrooms and a full bathroom with walk in shower with glass surround, complete the upper level. Step outside to your own backyard oasis featuring a salt-water in-ground pool, outdoor cabana and lush landscaping, Multiple seating areas include a fire-pit, and separate grilling area. Out-door exterior lighting provide a tranquil atmosphere which allows for entertaining late into the evening, all designed to generate a peaceful setting right in the comfort of your home. A rare opportunity to own your own slice of paradise, in the sunniest place on Long Island, close to beaches, restaurants farm stands and wineries. Priced to sell, The house is being sold "as is". .

1850 Highland Road, Cutchogue

$2,745,000

4 Beds ⋅ 4 Baths ⋅ 1029802 MLS

Situated on over two acres within an exclusive cul-de-sac, this newly constructed residence built by renowned builder Southampton Building Company Corp., is now on the market! The home is just moments from Breakwater Beach, the Long Island Sound and Mattituck Inlet, offering convenient access to beaches, boating and the best of North Fork living. The Developer features four bedrooms and four full bathrooms, including two luxurious primary suites, one conveniently located on the first floor and another on the second. The chef’s kitchen is appointed with top-tier appliances, including a 48-inch dual-fuel double-oven range, professional-grade vent hood and wine refrigerator, creating a space that is as functional as it is beautiful. A sprawling lower level with 10-foot ceilings, three egress windows and a private exterior entrance offers exceptional flexibility for recreation, wellness, or future customization. A fully customizable and expandable smart-home system, radiant-heated flooring throughout, custom-designed closets and premium finishes throughout reflect an exceptional level of quality and craftsmanship. Builders 5000 sq.ft. expansive patios extend the living spaces outdoors, creating an inviting setting for entertaining and relaxation. The private backyard is highlighted by a spectacular 20-by-60-ft heated saltwater pool with an automatic cover, along with a dedicated sport court designed for pickleball and basketball. Combining exceptional design, uncompromising quality, and an irreplaceable location, this is a rare opportunity to own a true legacy property in one of Mattituck’s most desirable enclaves. Home includes three levels of furnishings, full arborvitae privacy screening and an extensive new construction warranty package for the home and pool

2790 Stanley Road, Mattituck

$1,595,000

3 Beds ⋅ 2 Baths ⋅ 1027794 MLS

This impeccably maintained residence is perfectly positioned in the heart of Mattituck, just minutes from local beaches, Love Lane, New Suffolk, and downtown Cutchogue. Set on a beautifully landscaped acre, the property offers a large in-ground pool, mature gardens, and ample room to add additional amenities such as a tennis court or accessory structure. Inside, a bright, open-concept floor plan lends itself to both everyday living and entertaining, featuring a large chefs kitchen, dining room and living room. The oversized primary suite serves as a private retreat, complete with a spacious en-suite bath and generous walk-in closets. Two additional guest bedrooms and a large home office provide flexibility for visitors, or remote work. A large laundry room, basement and detached garage provide for additional utility. Sit on your back patio overlooking the pool to take in spectacular East End sunsets. Thoughtfully maintained and ideally located, this is a home that pairs comfort, convenience, and future potential in one of the North Fork's most desirable communities.

1430 Marratooka Road, Mattituck

$1,675,000

4 Beds ⋅ 4 Baths ⋅ 1025976 MLS

Newly renovated and masterfully designed, this exceptional home features three spacious ensuite bedrooms, plus an additional bedroom on the walk-out lower level. The open-concept floor plan with soaring ceilings, is highlighted by dramatic floor-to-ceiling windows and doors that frame breathtaking panoramic views of the surrounding landscape while filling the home with natural light. This is an exclusive opportunity to own a turn-key modern 3200 sq ft home on three levels with a brand new sparkling pool, and cascading landscapes and stone walkways and patios. The interior flows seamlessly onto the expansive hilltop deck, creating the perfect setting for comfortable outdoor living and effortless entertaining. Whether enjoying quiet mornings overlooking the scenery or hosting guests against a stunning natural backdrop, this home offers an exceptional blend of luxury, comfort, and style. This amazing home is conveniently located to Breakwater Beach with deeded Creek access. Enjoy the wonderful Northfork lifestyle. *Some photos are virtually staged. --

1380 Jackson Landing, Mattituck

$1,590,000

5 Beds ⋅ 4 Baths ⋅ 1024427 MLS

Perfectly positioned in the sought-after Fairway Farms community, this spacious 3,200-square-foot residence enjoys peaceful views overlooking the golf course while offering the best of North Fork living. Set on a beautifully landscaped 0.93-acre property, this home is just minutes from the charming hamlet of New Suffolk, Pequash Beach, vineyards, marinas, farm stands, and acclaimed restaurants. Designed for both comfortable everyday living and effortless entertaining, the home features five bedrooms, four full bathrooms, hardwood floors throughout, two fireplaces, an inviting eat-in kitchen, and a formal dining room. Bathed in natural light, the expansive enclosed porch offers a bright and inviting space to relax, dine, or entertain while taking in the tranquil views of the surrounding grounds and picturesque golf course. With walls of windows and an airy, open feel, it serves as a seamless extension of the home's living space and is sure to become a favorite gathering space. Step outside to your private backyard retreat featuring a fenced, heated gunite saltwater pool surrounded by elegant bluestone patio—an ideal setting for summer entertaining or quiet afternoons overlooking the manicured fairways. Additional highlights include natural gas heat, four-zone heating, a Navien on-demand hot water system, public water, underground utilities, newer appliances, in-ground irrigation, and a walk-in attic with outstanding potential. Whether you're searching for a year-round residence or the perfect North Fork getaway, this exceptional Fairway Farms property combines generous living space, a premier golf course setting, and an unbeatable location close to beaches, boating, wineries, and everything that makes Cutchogue one of Long Island's most desirable destinations. This listing may include images that have been digitally altered or virtually staged.

2340 Fairway Drive, Cutchogue

$795,000

5 Beds ⋅ 4 Baths ⋅ 1012027 MLS

Huge Price adjustment! Bring your contractor and ideas - to 1520 Meday Avenue, a rare mid-century modern ranch built in 1977 and ideally located in the heart of Mattituck on Long Island’s coveted North Fork. Offering 5 bedrooms and 4 full bathrooms, this expansive residence combines classic architectural character with exceptional scale, privacy, and resort-style outdoor living on a shy half acre - originally 2 combined lots. Designed around a striking central courtyard, the home is oriented to maximize natural light and views from nearly every room, creating a seamless connection between indoor and outdoor spaces. At the heart of the property lies a private in-ground pool, beautifully positioned within the courtyard and surrounded by a putting green—transforming the entire center of the home into a one-of-a-kind private retreat. Inside, the home features a spacious living room with fireplace, an open-concept kitchen, and a large dining room that together create an easy, flowing layout ideal for entertaining and everyday living. All bedrooms are generously sized, offering comfort, flexibility, and privacy for family and guests alike. While the home is well maintained and structurally sound, it presents an excellent opportunity for thoughtful updating—allowing a new owner to enhance and personalize a truly special architectural canvas while immediately enjoying its exceptional layout and setting. Property is being sold as-is and will require renovations and updating. Located just minutes from Mattituck’s vineyards, farm stands, beaches, marinas, boutique shopping, and acclaimed restaurants, this property captures the very best of North Fork living. Whether envisioned as a year-round residence or a seasonal retreat, 1520 Meday Avenue offers a rare combination of space, design, and lifestyle in one of the region’s most desirable communities. A distinctive courtyard ranch with resort-style amenities, this is an opportunity to create something truly extraordinary.

1520 Meday Avenue, Mattituck

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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.