Courtesy: Signature Premier Properties
631-765-6000
Perfectly positioned on the 17th hole of the North Fork Country Club, this spacious 5-bedroom, 4-bath home invites you to experience the very best of North Fork living. Located within the desirable Fairway Farms Association, you’re less than two miles to New Suffolk Beach and half a mile to Cutchogue Village, placing wineries, farmstands, dining, and beaches all at your fingertips. Set on a generous .93-acre lot, the property provides exceptional outdoor space and privacy. The main level offers an ideal layout with three bedrooms, including a first-floor primary suite, plus two additional full bathrooms and two fireplaces. Multiple gathering spaces, including a generous living room, dining area, a separate den, and an enormous sunroom, create the perfect setting for hosting, relaxing, and enjoying the laid-back North Fork lifestyle. Upstairs features two more bedrooms and another full bath, providing comfortable space for everyone! An expansive unfinished basement presents endless possibilities, whether you envision a media room, gym, workshop, or recreation area, the footprint is ready for your finishing touches. Outdoors, the property shines with a beautifully redone gunite heated saltwater pool. While some interior spaces reflect the home’s original character, the updated siding and windows allow you to move right in and customize at your own pace. A large backyard, stone patio, and wide-open lawn provide a stunning backdrop for entertaining, lounging by the pool, or simply enjoying peaceful North Fork evenings. With its prime location and flexible layout, this home offers exceptional comfort, remarkable potential, and the opportunity to immerse yourself in the North Fork lifestyle. The 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: Century 21 Albertson Realty
631-765-3800
Set on 1.16 acres of beautifully landscaped grounds, this charming and nostalgic property offers exceptional privacy and endless possibilities. The main home features 4 bedrooms, 1.5 bath, an eat-in-kitchen, living room, and sitting area - all with tranquil farm vistas. A contractor's dream garage doubles as an ideal artist studio, home gym, or workshop, while a separate guest quarters with full bath provides comfort and flexibility for visitors. Enjoy a large indoor spa/exercise pool, perfect for year-round relaxation and fitness. With solar panels keeping electric bills around $17/month, central air, public water and oil heat, this home combines efficiency with comfort. The mature landscaping and outstanding farm vistas create a truly serene setting - your private North Fork escape.
Courtesy: Compass Greater NY LLC
631-251-8644
Welcome to this exquisitely renovated home nestled in the highly sought-after Fleetsneck community. This stunning residence has been meticulously transformed, showcasing a blend of modern elegance and luxurious comfort. Built with steel beam construction, insulated basement, new Anderson oversized windows and sliders, mahogany decking all around, 2 wood burning fireplaces and so much more!!! Step inside to discover a chef's kitchen that will delight culinary enthusiasts, featuring top-of-the-line Thermador appliances and premium finishes such as 2.5" thick quartzsite counters. The open-concept living area boasts a magnificent cathedral ceiling, adding an airy and spacious feel to the heart of the home. Radiant heat throughout first floor and upstairs bathrooms. Each oversized bedroom is designed with generous proportions, ensuring comfort and relaxation. The primary suite is a true retreat, tray ceiling, sitting area, and complete with a lavish ensuite bathroom and ample walk-in closets, offering abundant storage and convenience. Enjoy the best of both worlds with close proximity to a private beach, Park Beach, and the local marina, making this location perfect for beach lovers and boating enthusiasts alike. This home is a masterpiece of style and sophistication, ready to welcome its new owner. Don't miss the opportunity to experience the epitome of luxury living in Fleetsneck.
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!
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.
Courtesy: Compass Greater NY LLC
631-251-8644
Rarely available in size, scope, and setting, this generational Nassau Point estate is a standout along the Peconic Bay—its beauty long admired by passing boaters. Set on 4.23 acres with over 300 feet of private beachfront, it offers unmatched privacy in one of the North Fork’s most desirable waterfront enclaves. At its heart is a nearly 9,000-square-foot residence that masterfully blends timeless design with modern functionality. Expansive, light-filled living spaces frame sweeping bay views, while 8 bedrooms and 8.5 bathrooms are thoughtfully distributed across multiple wings for effortless living and entertaining. Amenities include a movie room, home gym, and sauna. A separate two-bedroom, two-bathroom guest cottage adds further flexibility for hosting. Outdoors, a deepwater dock provides direct access to Peconic Bay, while the waterside gunite pool, tennis court, and pool house create a true resort-like experience. The impeccably landscaped grounds are dotted with mature specimen trees and ornamental plantings, offering natural beauty and seclusion throughout. Every detail has been carefully curated to deliver a rare combination of scale, comfort, and coastal luxury—an offering of enduring significance, whether envisioned as a legacy compound or seasonal retreat. Property is firmly outside of flood zone.
Courtesy: Douglas Elliman Real Estate
631-354-8100
Cutchogue Showstopper! Designed by world-renowned architects Barnes Coy, this modern waterfront masterpiece is a rare blend of cutting-edge design and natural beauty. Perched atop a 55-foot bluff overlooking the Long Island Sound, this 4,200 sq ft home offers breathtaking sunsets and a seamless fusion of sleek modern lines with warm, inviting elements. Located in a private neighborhood with its own park and private stairs to the beach! Flooded with natural light and crafted from premium materials, every detail speaks to exceptional quality and thoughtful design. Enjoy resort-style living with a heated saltwater gunite pool and hot tub, all set against the dramatic backdrop of open water views. A 1,000+ sq ft rooftop deck provides panoramic vistas and the perfect space for entertaining or relaxing under the stars. Inside and out, the home is equipped with state-of-the-art smart home technology and integrated speakers, enhancing both convenience and ambiance. Truly one of the most extraordinary homes ever offered on the North Fork - modern, majestic, and simply unforgettable.
Courtesy: Douglas Elliman Real Estate
631-354-8100
Some homes tell a story. This one tells the North Fork’s. A rare opportunity to own one of Cutchogue’s most iconic historic properties, this mid-1800s barn was once part of the original Fleet family farm. With hand-hewn beams, circular-sawn pine, and timeless proportions, it captures the soul of North Fork heritage—a living piece of history ready for new vision. Set on 2.42 private acres bordering preserved farmland, the property offers open, lasting views and complete privacy within mature Skip Laurel and 16-foot Leyland hedges. Fifteen years ago, key updates were made, including a new roof, foundation restoration, new cesspools, and upgraded electrical systems. Move-in ready, the main residence combines rustic charm with modern comfort, while the rear barn area offers endless potential for a stunning guesthouse, studio, or expanded compound. Iconic, historic, and full of character, this is a rare chance to revive a true North Fork landmark.
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.
