luxury houses for sale Cutchogue, United States

Tucked away in the coveted waterfront hamlet of New Suffolk, this charming move-in ready ranch captures the easygoing spirit of North Fork living. Warm hardwood floors run throughout the home, where an inviting living and dining area flows effortlessly into a bright, sun-filled kitchen overlooking the backyard gardens. The layout offers two comfortable guest bedrooms, a full hall bath, and a private primary suite with its own full bath, walk-in closet, and laundry area. Outside, the property feels peaceful and established, with lush green lawns, thoughtfully maintained garden beds, and a vegetable garden tucked along the rear of the yard. Just moments from the beloved New Suffolk beach, local favorites like Minnow and Legends Restaurant, and Shagwong Marina, the location places you right in the heart of one of the North Fork’s most cherished waterfront communities. Whether envisioned as a quiet weekend escape or a year-round home, life in New Suffolk offers a timeless coastal charm that never goes out of style.

Presenting a rare opportunity in the tiny village of New Suffolk. This slice of paradise is situated on the easterly side of West Creek along Grathwohl Road. This move in ready home is an oasis, consisting of the main house, beautifully appointed inground pool, pool house, outdoor kitchen and offered with this amazing property is a private guest cottage that can be used as overflow for family and friends or as an income generator. In the main house, you will find high end finishes and a true chefs kitchen (Wolf, Sub Zero etc). A finished game room below, three bedrooms on the second floor including the primary suite. The guest house, also tastefully cozy with two bedrooms, one on the main level, another on the second. Living room, eat-in kitchen, laundry and dry basement. Together, this offering represents in many ways the essence of the North Fork with its beauty, privacy and location. This is an exceptional opportunity.

Welcome to your North Fork escape in the charming hamlet of New Suffolk. Tucked away on a quiet property surrounded by mature trees, this spacious 5-bedroom, 3-bath home offers the perfect blend of privacy, comfort, and coastal living. Start your mornings with a beach visit, spend the afternoon boating or fishing on the bay, then enjoy dinner at one of the North Fork's celebrated restaurants or visit nearby wineries and farm stands. Everything you love about the East End is just minutes away. Inside, the home is warm, comfortable, and filled with natural light. The eat-in kitchen is the heart of the home, perfect for gathering and preparing delicious meals. A first-floor bedroom and full bath, provide flexibility for guests, a home office, or first-floor living. Upstairs, the spacious primary suite features a private bath and walk-in closet, while three additional bedrooms and full bath offer plenty of room for all. Outside, the expansive backyard is a peaceful retreat. Surrounded by mature landscaping for exceptional privacy, there is plenty of room to relax, entertain, play, or simply enjoy the quiet setting. Whether you're looking for a year-round residence or the perfect weekend getaway, this is your opportunity to enjoy the best of North Fork living in one of its most sought-after seaside communities.

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.

The one you've been waiting for. Welcome to your private retreat in the heart of Mattituck. This spacious 3-bedroom, 2 updated bath sprawling ranch is nestled in a quiet, sought-after neighborhood and offers the perfect blend of comfort, charm, and outdoor beauty. Step inside to find a large, sun-filled eat-in kitchen—ideal for gathering with family and friends. The warm and inviting family room features a classic wood-burning fireplace, creating the perfect ambiance for cozy fall and winter evenings. Outside, escape to your own backyard oasis. Enjoy lush gardens, mature landscaping, and a sparkling pool—perfect for relaxing summer days or entertaining guests in style. Whether you're lounging poolside or sipping coffee on the patio out front surrounded by nature, this home delivers peace and privacy. With plenty of room for all and a layout designed for easy living, this home is perfect for year-round living or a seasonal getaway. Don’t miss this rare opportunity to own a slice of North Fork serenity!

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.

Welcome home to this North Fork retreat! The perfect getaway for peace and relaxation. Tucked away on a charming lane, this beautifully maintained home and features a resort-style yard centered around an in-ground pool and patio, creating the ultimate setting for entertaining. Inside this renovated home, there is plenty of room for everyone and offers a seamless flow between indoor and outdoor living. Location is everything, and this property has it all. Take a short stroll to the beach for swimming, kayaking, paddle boarding. Boating and fishing enthusiasts will appreciate being just down the road from Strong’s Marina, offering easy access to the best boating on The Peconic Bay.Whether you’re searching for a full-time residence, weekend escape, or investment opportunity, this home has it all. Close to Love Lane, shopping, restaurants, wineries, transportation and all the best Mattituck has to offer.

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.

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.

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.

Your search is over. If you've been looking for that rare blend of modern design and stunning sound front sunsets, look no further. This incredible Res4-Build on the Long Island Sound is located within one of Mattituck's most coveted locations. Step inside and you are greeted by sundrenched interiors and walls of glass framing those endless water views from every angle. Expansive room for guests with an open layout, 4 bedrooms, 5 baths and a huge finished basement with tons of natural light and incredible space. Grill waterside, overlooking your Gunite pool. The rooftop deck and the putting green offer moments of quiet or playtime! This sexy Sound Front stunner is a must see!

Southold – Goose Creek- Located along a quiet private lane leading to Goose Creek Beach, this beautifully crafted and completely renovated cedar shingled two story home offers the perfect blend of charm, privacy, and North Fork living. The first floor features an open, sun filled layout highlighted by a spacious living room with a wood burning stove, a bright and airy kitchen with an expansive dining area framed by walls of windows, and a dining area with doors opening to the pool and patio. A first floor sitting room with an adjacent full bath provides a flexible space that can be easily converted into a first floor primary en-suite. Upstairs, the generous primary en-suite offers creek views, accompanied by two additional guest bedrooms and a full guest bath. Privacy surrounds the heated saltwater in ground pool and patio, creating a peaceful retreat for relaxation or entertaining. This exceptional property captures the essence of the North Fork lifestyle — a short stroll to beautiful Goose Creek Bay beach, yet tucked away in a quiet, coveted location. With creek access you can launch a kayak or paddleboard and enjoy the serene waters of Goose Creek. f you are interested in a "real" North Fork experience, this house checks off all the boxes. Restaurants, shopping, farm stands, wineries, breweries, boating... you name it. It's all right there.

Fully renovated and exceptionally private, this sophisticated waterfront contemporary is a true North Fork retreat, pairing stylish interiors with a serene setting and an effortless outdoor lifestyle. Hardwood floors and walls of glass define the open-concept, where a beautifully appointed kitchen flows into the living and dining spaces and an inviting sunroom, all oriented toward the water. Two main-level primary suites and three modern baths offer exceptional comfort and flexibility. Outside, the setting takes center stage. Expansive mahogany decking wraps around a heated saltwater pool overlooking the water, creating a private resort-like escape. A semi-enclosed gazebo, generous lounge areas, and open-air dining space make entertaining effortless, while the spacious lawn beyond is perfect for a fire pit, lawn games, and summer afternoons. A private dock accommodates a 20-foot boat with easy access to Peconic Bay, while the HOA’s private bay beach offers another coveted way to enjoy the waterfront. Elevated above the shoreline, the property enjoys beautiful water views and abundant wildlife from nearly every vantage point. Polished yet relaxed, private yet perfectly connected to the water, this is North Fork living designed to be enjoyed all season long.

An extraordinary offering on the Peconic Bay, this refined Cedar Beach waterfront estate presents over 200 feet of direct, sun drenched, south facing shoreline and beach with a protected, private dock deep enough for a mid twenty ft boat, a truly rare combination of attributes to find on the North Fork. Thoughtfully designed to embrace its breathtaking setting, the house is set on a double lot whose southern exposure also produces the luxuries of southerly breezes and a true, useable and enjoyable beach not encumbered by prolific rocks or muck. The home itself is defined by soaring cathedral ceilings, sun-drenched interiors, and elegant entertaining spaces that seamlessly transition to expansive waterside terraces overlooking endless bay views and spectacular sunsets. Private ensuite accommodations and beautifully curated living spaces evoke a sense of understated coastal sophistication. Complementing the property, a separate waterfront parcel directly across the street features a newly refurbished private dock with direct bay access, offering an exceptional opportunity for boating, fishing, quick trips to Shelter Island, Sag Harbor, the Hamptons and other beautiful East End destinations. A exceptional and rare North Fork lifestyle centered around the beach, sun and water.

A great business and/or investment opportunity awaits! Once a popular Southold holistic/chiropractic office with separate living quarters and then a childcare facility and apartment, this adaptable split-level property is awaiting its next creativite live-in business venture! Located on a beautiful .83 acre, this property fronts the high visibility County Road 48/North Road and backs up to scenic preserved farmland. The ground floor has a large waiting room, offices with sinks, and a half bath. The 2nd floor is a spacious 2-bedroom 1 bath rental apartment that could also be used as the business owner's home. Its Limited Business Zoning offers many opportunities including professional office, retail operation, custom workshop, garden shop/nursery, restaurant, dog and cat care facility, repair shop, etc.

Coveted Maple Lane setting in the heart of Southold Village with easy access to all Southold Village amenities and LIRR ~ This recently transformed shingled Craftsman Style residence offers 4 bedrooms, 3.5 baths, timeless architectural character, exceptional private outdoor living, and a truly special North Fork lifestyle. Beautifully landscaped with specimen plantings, the property is designed for relaxed year-round or seasonal enjoyment. Outdoor amenities include a new heated 16 x 32 inground saltwater pool, hot tub, outdoor shower, and gracious covered porches at both the front and rear of the home. Classic Craftsman details enhance the curb appeal, including Arts & Crafts-style columns on river rock bases, double-dipped cedar shingles, a custom garage door, and a signature Craftsman front door. Inside, the main level offers an inviting open layout with wood floors throughout. The spacious living room features a wood-burning fireplace, while the eat-in kitchen, dining room, and window-filled den provide warm, functional spaces for everyday living and entertaining. Both the kitchen and den open directly to the rear covered porches, creating an easy flow for indoor-outdoor living. The first floor also includes two bedrooms, one full bath, one half bath, and a mudroom/laundry room. Distinctive interior details include oak trim around the windows and doors, as well as a beautiful staircase with a one-of-a-kind custom newel post. Upstairs, the primary suite serves as a private retreat with a generous sitting and office area, two-sided gas fireplace, sauna, and a fabulous tiled bath with spacious walk-in shower. A newly added junior primary suite, completed in 2026, adds comfort, privacy, and flexibility for guests or extended stays. Just a few doors from the edge of charming Southold Village, the Southold Historical Society and close to Founders Landing Bay Beach and Park, this exceptional home offers easy access to the marina, restaurants, shops, wineries and NYC transportation. This is a rare Southold Village offering with remarkable character, amenities, and the superior North Fork location you have been looking for.

Welcome to a stunning, one-of-a-kind, luxury modern waterfront home in the highly sought-after hamlet of Southold. This custom, newly constructed, residence is perfectly oriented West on Town Creek. Featuring 160’ of waterfront and expansive views of Peconic Bay, it includes a private 6 x 20' dock and an 82’ Trex catwalk. Constructed with every attention to detail, the home includes maximum structural integrity, energy efficiency and elevated finishes throughout. The sleek open-concept design encompasses approximately 4,500 square feet of living space. The light-filled residence showcases curated architectural features, ranging from floor-to-ceiling glass, floating staircases, bluestone and covered patio, water-view balcony, and a walk-out lower terrace. The Modern custom kitchen is adorned with ceiling-high cabinetry, Thermador appliances, marble countertops and porcelain inlay backsplash. The adjoining great room is anchored by a stunning gas fireplace surrounded by textured porcelain and this main level also includes an office, dining room and junior en-suite offering private access to the water and saline heated pool. An upper level primary en-suite includes a private balcony and three additional spacious bedrooms, luxury baths, laundry and unfinished bonus space. The lower level offers 2,000 square feet for new owners to reimagine and personalize. The offering is complete with Founders Landing Beach, wineries, farm to table dining and a vibrant North Fork atmosphere.

Welcome to 230 Booth Road, a prime Southold location offering effortless access to both Kenneys Beach and McCabe’s Beach-two of the North Fork’s most beloved Sound front destinations known for swimming, long shoreline walks, and unforgettable sunsets. This expanded cape provides exceptional flexibility for living and entertaining. The entry opens to a spacious living room with a cozy wood-burning fireplace, flowing into a dining room, both featuring oak floors currently protected by carpeting. The large eat-in kitchen offers abundant space for gatherings, with an adjacent laundry room and storage area that includes plumbing for an easy conversion to a powder room. Two bedrooms and a full bath complete the first floor. Upstairs, you’ll find three additional generous guest rooms and a full bath. An oversized walk-in attic presents potential for future expansion. The full basement offers ample storage, and Bilco doors make it simple to store outdoor furniture and seasonal items. Other features include a generator and new central air conditioning. The tranquil backyard provides plenty of room for summer entertaining. Whether you’re seeking a year-round residence or a seasonal escape, this home places you at the heart of the North Fork lifestyle—beautiful beaches, vineyards, farm stands, boutique shopping, and farm-to-table restaurants. This is the North Fork retreat you have been looking for.

Wake up to endless views of the Peconic Bay — sunlight glimmering off the water, birds gliding over the nearby nature preserve, and the calm rhythm of the deep-water inlet just beyond your deck. This sweet beach cottage captures everything that makes summer on the North Fork unforgettable. With 3 comfortable bedrooms, 2 baths, and an open, easy-flow layout connecting the living, dining, kitchen, and entertainment nook, it’s made for barefoot mornings and breezy afternoons with friends. Step outside to a spacious wraparound deck and 130 feet of pristine waterfront — perfect for soaking in the sun, launching a kayak, or simply taking in the view. Secluded yet steps to the private sandy association beach, this is a rare slice of coastal paradise where summer never really ends.

Step behind the hedges. Founders Landing, Southold. Private park-like .63 acre. Custom Arts & Crafts influenced home. Bay beaches, marina, restaurants, shopping & transportation all just a stone's throw away. Exquisitely landscaped. Gracious front porch. Large foyer with a one-of-a-kind staircase with crafted newel posts. Vaulted ceilings, large windows w/ transoms and an openness that invites nature inside. Imposing brick wood-burning fireplace. Custom kitchen, dining room w/ tray ceiling. French doors lead to sunroom w/ west, south & north exposures. 1st fl master suite.. Beautiful fenced backyard w/ brick patio & specimen plantings. Plenty of room for the pool of your dreams. Whole house generator. Meticulously maintained and move-in ready. Adjacent .64 acre property also available. Call for details. Your family compound might just be in sight.

.38-acre wooded level lot in a private and natural setting. Ideally located near Paradise Point, Cedar Beach, Southold shops, vineyards, farmstands and Greenport Brewery. This is a triangle shape lot with 258ft of frontage on N Bayview Rd and 178ft/182ft deep on each side. A rare opportunity to create your own coastal retreat in one of the North Fork’s most desirable neighborhoods. No preliminary work has been done with the DOH, Planning Board, or building dept at this time. Please don't walk property without your agent present.

Rare opportunity to own this stunning 13.85 acres bay front parcel with over 450ft of secluded beach. This property boasts a depth of over 1000ft, creating a huge blank canvas to design your dream legacy estate. Offering scenic trails, serene ponds, and glorious sunrises. The perfect place to build your dream home and weave your everlasting story.