Courtesy: Engel & Volkers North Fork
631-298-7953
Welcome to Fleet’s Neck—one of Cutchogue’s most coveted coastal enclaves—where 5050 Pequash Avenue (Rosner House) offers an exceptional opportunity to own in a high-value North Fork location with private beach rights to one of the finest stretches of shoreline on the North Fork. This captivating 3-bedroom, 2-bath residence with CAC and new water heater, is ideally positioned on a beautiful property. A highly desirable layout includes a ground-floor bedroom, while additional bedrooms provide ample space for entertaining. Open floor plan with spacious living room with fireplace, wide plank wood floors and dining room. Set in a premier neighborhood known for its strong values and coastal lifestyle, this home is just moments from pristine beaches, vineyards, farm stands, and all that makes the North Fork so special. Whether you’re seeking a year-round residence, weekend retreat, or investment in a sought-after beach community, this property delivers. A rare opportunity to secure your place in Fleet’s Neck—where lifestyle, location, and long-term value converge. Swim, kayak, keep a motor boat at the Shagwong Marina all walking distance from your home. A brand new playground at Pequash Beach. Just 80 miles from New York City, and the Hampton Jitney stops right in Cutchogue.
Courtesy: Century 21 Albertson Realty
631-765-3800
Discover timeless charm and classic North Fork living in this stately 1910 Grand Dame, gracefully sited in one of Cutchogue’s desirable locations. Featuring four bedrooms and three well-proportioned floors, this distinguished home showcases a gambrel roof and period details that reflect a bygone era. Ideally situated just moments from the heart of Cutchogue village, you’ll enjoy easy access to local restaurants, shops, the library, and nearby beaches. Golf courses, vineyards, and award-winning wineries are all within minutes, offering the best of North Fork’s coastal lifestyle. This property backs up to the historic "The Old House - 1649" property, one of the original homes on the North Fork, providing both privacy and a sense of place steeped in local history. With generous living space, classic architectural lines, and a location that balances tranquility with convenience, this rare offering is perfect as a full-time residence or cherished weekend retreat. Come make your mark on a true North Fork classic.
Courtesy: VYLLA Home
888-575-2773
Located directly on East Creek, this home features unparalleled waterfront views and an exceptional layout. The interior offers a spacious living room, a formal dining room, a large eat-in kitchen, and a comfortable den complete with a fireplace. The primary bedroom also includes sweeping water views and an ensuite bathroom. Experience the quintessential North Fork in this home which offers access to the Bay and is close to Farm stands, wineries and fine dining.
Courtesy: Compass Greater NY LLC
631-251-8644
Welcome to this exquisitely renovated home nestled in the highly sought-after Fleets Neck community, thoughtfully transformed to blend modern elegance with luxurious comfort. Constructed with steel beam framing and enhanced by an insulated basement, oversized Andersen windows and sliders, and beautiful mahogany decking, the residence offers exceptional quality throughout. A large, sun-filled living room showcases a dramatic cathedral ceiling and inviting wood-burning fireplace, while the stunning chef’s kitchen features top-of-the-line Thermador appliances, a stylish backsplash, center island, and striking 2.5-inch quartzite countertops, flowing seamlessly into the dining area for effortless entertaining. The serene primary suite impresses with a tray ceiling, cozy sitting area, spa-inspired bath with dual vanities, glass shower, soaking tub, and generous walk-in closets. Additional highlights include radiant heat in the bathrooms, well-appointed guest bedrooms, a first-level guest room with a second wood-burning fireplace, and a lush grassy lawn with an expansive wrap-around deck ideal for outdoor gatherings, with ample space to add a pool. Ideally located near a private beach, Park Beach, and the local marina, this exceptional property offers the perfect lifestyle for both beach lovers and boating enthusiasts.
Courtesy: Century 21 Albertson Realty
631-765-3800
Set on 1.16 acres of beautifully landscaped and private grounds, this charming North Fork property offers space, versatility, and serene farm vistas. The main home features 4 bedrooms, 1.5 baths, an eat in kitchen, living room, and sitting area filled with natural light. A remarkable 6 car garage currently houses a Michael Phelps lap pool with hot tub and sauna, creating a unique year round wellness retreat and offering endless possibilities for a contractor, artist, car enthusiast, or home gym. A separate guest house barn with wood burning stove provides additional comfort and flexibility. Solar panels with EV charging keep electric costs extremely low, approximately $17 per month. Central air, oil heat, and public water add convenience. Mature landscaping, exceptional privacy, and room for a pool or tennis or pickleball court complete this special offering.
Courtesy: Douglas Elliman Real Estate
631-354-8100
Located in the prestigious Nassau Point community, this three-bedroom, three-bath first-time-on-the-market home, set on just shy of three-quarters of an acre, has been meticulously curated and lovingly maintained. The first floor features a spacious primary bedroom suite, along with an additional bedroom and full bath - perfect for guests or single-level living. Upstairs, you’ll find a private third bedroom and bonus space, offering separation and versatility. Inside, soaring cathedral ceilings elevate the dramatic family room, anchored by an impressive oversized fireplace that serves as a stunning focal point and natural gathering space which meanders into the formal dining room and chefs’ kitchen with top-of-the-line stainless appliances. Expansive outdoor living is equally compelling, highlighted by a covered deck crafted from Brazilian hardwood, a charming shed and lush garden - an elegant setting for entertaining or quiet relaxation overlooking the beautifully maintained grounds. Room for a pool. A full-footprint basement with 9-foot ceilings offers exceptional potential for future expansion, recreation space, or substantial storage. Blending timeless coastal charm, thoughtful design, and an unparalleled setting, this is a rare opportunity to own a refined sanctuary in one of the North Fork’s most desirable and exclusive enclaves. Enjoy access to two private bay beaches and rights-of-way providing water access to residents throughout the peninsula, along with the opportunity to join the community association.
Courtesy: Engel & Volkers North Fork
631-298-7953
Artist/Designer Inspired Modern No Fork Living w Enduring Views: Unique property enjoying uninterrupted farm views both across the street and from the backyard—protected open land that ensures long-term privacy, open skies, breathtaking sunsets and sunrises with open space views that will remain. A welcoming front porch invites slow mornings and quiet evenings, while the home’s thoughtful indoor–outdoor design connects daily life seamlessly to the landscape. This newly renovated single story 3 bedroom, 2 bath ranch with cathedral ceilings is a blend of updated conveniences with attention to detail finishing from pot fillers in the kitchen to Italian Glass and Handmade Ceramic Tiles in the Kitchen and Bathroom. Seamless management, open floor plan flanked with private spaces and North Fork views makes this a rare North Fork gem capturing the soul of its' authentic beginnings with its beloved contemporary lifestyle. A primary en-suite featuring a wall of glass doors opening to a private deck overlooks open fields and sunset skies. A secondary deck off the kitchen creates the perfect setting for relaxing after a long day at the beach, followed by enjoying an outdoor shower, alfresco dining, entertaining, and lingering evenings outdoors around the fire pit. Experience organic fruit juices pressed with your own press in your backyard from the apple, pear, peach fruit trees that flank the parameter your very own backyard offering seasonal harvests and a natural sense of enclosure that reflects the North Fork’s agricultural heritage. The North Fork’s temperate, coastal climate supports a lifestyle that feels balanced with—warm summers moderated by breezes, long luminous falls, quiet restorative winters, and gentle springs that invite outdoor living to return naturally. Days here are shaped by light, land, and season rather than schedules. Enjoy working at home part or full time in the second bedroom/office with built in digital workstations or during the warmer months in the accessory Art Studio with expansive views. A truly special property complete just as is but comes with endless options to add space, a pool, and or capture interior space in the basement and create a Rec Room, Media Room, etc. Just moments away, enjoy access to a renowned vineyard’s tasting room and an organic farmstand and market—where fresh harvests, local wines, and authentic farm life become part of everyday living. Miles of preserved farmland and nearby beaches offer space, calm, and perspective rarely found so close to the city. Ideal as a refined weekend retreat, a sophisticated part-time residence, or a full-time home, this offering speaks to buyers who value access without effort, nature without isolation, and luxury defined by permanence rather than excess. A setting defined by protected land, enduring views, and a position that will never change.
Courtesy: Daniel Gale Sothebys Intl Rlty
631-734-5439
Discover this inviting five-bedroom colonial located in the highly desirable Fleets Neck beach community of Cutchogue. Designed with comfort and space in mind, this home is ideal for hosting extended family and guests. The first floor offers a warm and welcoming layout, featuring a living room with a cozy wood-burning fireplace that opens to a bright family room with sliders leading to the rear deck. The spacious first-floor primary suite includes its own sitting area or office, providing a private retreat. An open-concept kitchen with a charming breakfast nook, a formal dining room, and a powder room complete the main level. Upstairs, you’ll find four generous guest bedrooms—one with its own half bath—along with a hall bath. Perfect for year-round or seasonal living, this home is just moments from two sandy bay beaches, a marina, and a local park. For those seeking an authentic North Fork lifestyle, this property truly delivers. Restaurants, shops, farm stands, wineries, breweries, boating—everything that makes the area special is right at your fingertips.
Courtesy: Island Advantage Realty LLC
631-351-6000
This colonial-style home features three bedrooms, two full baths, an eat-in kitchen, and driveway parking. The information provided is estimated to the best of our abilities at this time.
Courtesy: Herrick Real Estate LLC
631-968-5300
Fantastic income opportunity awaits South of Main less than a mile from the beach! North Fork charmer includes both a 3 bedroom main house and a separate 1 bedroom accessory apartment over the garage. The main house on Pequash is a 3 bedroom farmhouse style colonial which welcomes you inside with its covered front porch. Interior features include hardwood floors, quartz counters in the open kitchen plus large pantry, central air and loads of storage in the full basement. On the same property facing Willow Street is a completely separate one bedroom 800 square foot accessory apartment located above the detached 2 car garage providing great potential rental income for an owner occupant. Located in the heart of all the best that Cutchogue and the North Fork have to offer... close to beaches, vineyards, farmstands, shops and dining.
Courtesy: Signature Premier Properties
631-765-6000
Situated on the 17th hole of North Fork Country Club this home is located in the sought-after Fairway Farms Association. This 5-bedroom, 4-bath residence sits on a private .93-acre lot less than 2 miles from New Suffolk Beach and just 0.5 miles to Cutchogue Village, offering close proximity to North Fork wineries, farm stands, waterfront dining, and beaches. The main level features a first-floor primary suite, two additional bedrooms, two full baths, and two fireplaces. Multiple living spaces include a spacious living room, formal dining area, separate den, and an oversized sunroom, ideal for entertaining or year-round relaxation. The second floor offers two additional bedrooms and a full bath, providing flexible space for guests, home office use, or multi-generational living. Additional walk-in attic space is prime for additional bedrooms or primary suites. Outdoor amenities include a heated gunite saltwater pool, expansive stone patio, and large backyard with open lawn—perfect for summer entertaining and enjoying golf course views. Updated siding and windows enhance efficiency and curb appeal. An expansive unfinished basement offers potential for a home gym, media room, recreation space, or additional storage. With golf course frontage, pool, nearly one acre of land, and a prime North Fork location near beaches and village amenities, this property offers both space and opportunity to customize. Pool photo has been virtually opened.
Courtesy: Douglas Elliman Real Estate
631-288-6244
This stunning waterfront estate presents a unique opportunity to create a generational compound, complete with a boater's lifestyle, thanks to its private dock and ample outdoor entertaining space. Situated along the picturesque waters of East Creek, the property offers direct access and panoramic views of Peconic Bay, showcasing the lifestyle that is unique to the North Fork. The custom-built home features seven spacious bedrooms, including two primary en-suites, and five elegantly appointed bathrooms. The kitchen, which faces the waterfront, is designed for both functionality and scenic views, complete with a service entrance that makes hosting and entertaining a breeze. The generous layout prioritizes privacy and comfort, with a wall of windows that floods the space with natural light and offers stunning views. Outside, you’ll find a built-in kitchen elegantly situated under a wisteria pergola, which leads to beautifully landscaped terraced gardens. Additional highlights of the property include an office or bonus room, recreational space ideal for a gym or theater, outside access, and a custom bar. The two-car detached garage provides ample storage space in the loft, and there is room on the property to add a pool or tennis court. This estate is a must-see to fully appreciate its prime location and understated grandeur.
Courtesy: Atlas Sales Realty
516-407-2250
17525 County Rd. 48 (aka Middle Rd). Currently being used as a "tree farm", large farmhouse w/high ceilings, open living/dining area, craft room, den and office space. First floor full bath, full row of storage closets. Second floor offers large primary bedroom with high ceilings & 2 additional bedrooms, full bath. Inground pool, large patio area, huge accessory building with large overhead door, 2.06 acres (150 x 600) with partial irrigation zoned AC Agriculture Conservation (Residential). Endless possibilities with large outbuilding for the hobby enthusiast, country farmer or one looking for a serene lifestyle amongst the beautiful North Fork surroundings.
Courtesy: Douglas Elliman Real Estate
631-477-2220
145 Baldwin Place, a truly warm and inviting 5 bedroom, 2.5 bath home situated in the Cutchogue Park District, on a 2-acre corner lot, and in the heart of the North Fork. Upon arriving, you'll notice a charming covered mahogany front porch. As you step inside, you are greeted by a sun-drenched foyer with cathedral ceilings. To the right, a formal dining room. To the left, a flex room that can serve as a den, library, family room or possible main floor bedroom. Continuing towards the back of the house is an open concept living room, complete with a cozy woodburning fireplace, that seamlessly blends into the expansive chef's kitchen. An oversized island offers plenty of workspace, while a walk-through pantry, laundry room and mudroom provide practical solutions for everyday living. A year-round sunroom offers a tranquil space to enjoy views of the large backyard and patio. Upstairs is a spacious primary bedroom with vaulted ceilings, multiple closets and a large ensuite bathroom plus four additional bedrooms and a full bath. There is also a full walkup attic, an unfinished basement with 9' ceilings and an attached two car garage - these spaces offer endless potential for storage or customization to suit your needs. This home is just a few blocks from the water, providing direct access to the serene Peconic Bay. This year-round home or vacation retreat, with plenty of room for a pool and guests, can be your North Fork dream come true!
Courtesy: Corcoran
631-765-1300
"A Peaceful Retreat Among the Trees." Designed to embrace its natural surroundings, this four-bedroom, two-and-a-half-bath upside-down home offers a bright and inviting second-floor living area with kitchen and open-concept design. Large windows fill the space with beautiful natural light and frame views of the surrounding trees and gardens. The property features multiple private outdoor seating areas, a heated pool, and a deeded beach for easy access to the water. With its peaceful setting and thoughtful landscaping, this home offers the rare feeling of living among the trees—an ideal retreat for nature lovers.
Courtesy: NY Space Finders Inc
516-801-6181
Welcome to your private sanctuary on Long Island’s North Fork. This striking Mediterranean-inspired residence sits on over 2 acres of lush, water-front property, accessible only by driving through a working farm. Ensuring both exclusivity and a bucolic sense of arrival. As you approach, a winding drive sets the tone, with pastoral vistas and mature landscaping revealing the home gracefully perched near the water’s edge. The exterior features classic stucco and terracotta details that evoke timeless Mediterranean architecture. Step inside to a warm and inviting interior, where abundant natural light pours through expansive windows framing serene waterfront views. The main level offers an open living and dining area, ideal for both entertaining and daily living. One of the home’s standout assets is the finished lower level, perfect as a recreation hub, media room, or flexible living space to suit your lifestyle. Outside, the grounds are spectacular, sweeping lawns and multiple terraces lead you down toward the water’s edge. Whether enjoying morning coffee while listening to gentle lapping waves or hosting al fresco dinners under the stars, this property offers truly magical moments.
Courtesy: I P E Realty L L C
631-773-6161
Step into this cute and cozy country colonial updated and renovated inside and outside in 2023. Anderson windows on the outside for keeping the house toasty and warm. SS appliances in the country kitchen with hardwood floors on the main floor. Three bedrooms upstairs including a full hall bathroom. There is also a wood burning fireplace in the living room to add to the country flavor. Full unfinished basement with an outside entrance to add to your living space. And the location is close to all including shops with the flavor of a truly historic area.! Country living at its best! We have an ACCEPTED OFFER on this property; waiting for approval from County to change status to Under Contract.
Courtesy: William Raveis Real Estate
914-723-1331
Introducing a one-of-a-kind opportunity to own a boutique vineyard on the North Fork of Long Island, which includes a historical antique farmhouse built in 1858 - once owned by one of the founding families in the area - and a large farm-size barn/stable. The house is set on a well-cultivated vineyard planted with premium varieties of Sauvignon Blanc, Merlot, and Riesling. This boutique vineyard supplies grapes to wineries and breweries, offering an addition to the world's finest wines and craft beverages. A preliminary site plan is available to develop a unique tasting room, enhancing the property’s potential. The existing 1800s farmhouse, rich in character, can be integrated into your vineyard vision or removed to suit your design aspirations. A farm-sized barn/stable, equipped with electricity and water, provides further functional versatility. The rear of this property has frontage on Eugenes Rd - across the waterfront. Set on 17.5 acres of beautiful North Fork agricultural land, the property comes with Development Rights Intact, presenting the opportunity for possible subdivision (buyer to perform due diligence). Ideally located moments from town, school, beaches, shops, transportation, vineyards, and wineries, this property offers exceptional exposure and accessibility. With endless potential, do not miss out on this wonderful opportunity to participate in everything NorthFork has to offer.
Courtesy: Compass Greater NY LLC
516-517-4751
Discover the timeless charm of Nassau Point, a picturesque enclave surrounded by the shimmering waters of Peconic Bay. Nestled near the peninsula's tip this newly constructed three level masterpiece spans 8,500 square feet of fine craftsmanship and luxury living. The impressive entry foyer immediately sets the tone for grandeur with front to back living room doors, tasteful herringbone oak floors, 10' ceilings, custom mill work and views beyond of the patio through a wall of glistering glass. The lavish designer kitchen showcases a 9' island, Sub-Zero & Wolf appliances, 2 Bosch dishwashers, 3 wine fridges, and a room designated to a pantry closet. Adjacent to this open floor plan is the Dining Room and the great room with gas burning fireplace and wall to ceiling windows and doors accessing over 1,000 square feet of covered and uncovered stone patios. There are six ensuite bedrooms (with radiant heated bathrooms) - one conveniently located in a separate wing on the first floor and the second floor boasts a spa-like bathroom and a private 400 square ft. covered terrace. The lower ground level offers doors to the rear property & pool with outdoor shower and serves as a recreational area with beverage center, gym area and sauna. A separate room is the ideal space for a home theater and space for a wine cellar, whole house generator and a 30X60 stand up attic plus a 3 car garage with attic complete this rare find. Enjoy the allure of the Nassau Point lifestyle with easy access to expansive sandy beaches, enchanting creeks, and rolling hills, all set within a landscape of neatly arranged streets and large, spacious homes. This gem is perfectly situated in the prosperous agricultural heart of the North Fork, offering tranquility and refined elegance. All within a short distance to North Fork's best vineyards, farms, restaurants, marinas and all the unending activities it has to offer.
Courtesy: Corcoran
631-765-1300
NEW WATERFRONT CONSTRUCTION Thoughtfully crafted and beautifully finished, this 4-bedroom, 5-bath custom waterfront home offers over 2,900 sq ft of elevated living space — a seamless blend of modern luxury and timeless coastal charm. Set in a peaceful, private location, it showcases stunning panoramic water views from nearly every room and effortless indoor-outdoor flow designed to embrace the natural surroundings and relaxed beach lifestyle. HIGHLIGHTS...4 spacious en suite bedrooms....5 bathrooms...2 light-filled living areas perfect for lounging or entertaining....Custom white oak cabinetry, vanities, and detailed millwork....White oak flooring throughout..... Chef’s kitchen....Sub-Zero refrigerator and wine fridge....Wolf stove....Sleek Dekton countertops....Expansive glass doors that open the kitchen to the outdoor living space with direct water views — perfect for hosting or unwinding by the shore....Second-floor outdoor lounge terrace overlooking the water....Separate garage with finished loft....Mahogany fencing....Professionally landscaped grounds. Located just minutes from the area’s best beaches, this brand-new waterfront home offers the ultimate combination of high-end design, natural beauty, and relaxed luxury living.
Cutchogue is located in New York. Cutchogue, New York has a population of 3,104. Cutchogue is less family-centric than the surrounding county with 20.52% of the households containing married families with children. The county average for households married with children is 32.94%.
The median household income in Cutchogue, New York is $106,821. The median household income for the surrounding county is $111,660 compared to the national median of $69,021. The median age of people living in Cutchogue is 56.2 years.
The average high temperature in July is 81.4 degrees, with an average low temperature in January of 24.3 degrees. The average rainfall is approximately 48.4 inches per year, with 28.6 inches of snow per year.
