Cutchogue Homes with Traditional Style

Welcome to Cutchogue, a hidden gem nestled in the heart of Long Island’s North Fork, New York. This charming hamlet, part of Suffolk County, is renowned for its picturesque landscapes, rich agricultural heritage, and a serene atmosphere that perfectly balances rural charm with modern conveniences. With its lush vineyards, pristine beaches, and quaint shops, Cutchogue offers a unique lifestyle that attracts both families and retirees seeking a peaceful retreat.

Cutchogue is particularly celebrated for its traditional-style homes, which reflect the timeless elegance and craftsmanship that characterize this beautiful region. These homes often feature classic architectural elements such as gabled roofs, charming front porches, and intricate woodwork, seamlessly blending with the lush surroundings. Many of these residences are set on expansive lots, providing ample space for outdoor living and entertaining, while offering stunning views of the countryside.

Living in a traditional-style home in Cutchogue means embracing a lifestyle steeped in history and community. Residents enjoy easy access to local farmers’ markets, artisanal shops, and award-winning wineries, making it a perfect place for those who appreciate the finer things in life. Whether you’re strolling through the scenic vineyards, savoring fresh produce at local markets, or enjoying a day at the beach, Cutchogue offers a tranquil escape filled with endless opportunities for relaxation and recreation.

If you’re in search of a home that embodies classic elegance in a picturesque setting, Cutchogue’s traditional-style residences are sure to capture your heart. Discover the charm of this idyllic community and make it your home today!

Newest Cutchogue Homes with Traditional Style

$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

$1,649,000

4 Beds ⋅ 3 Baths ⋅ 1044048 MLS

Welcome to The Vineyard House nestled between Peconic Bay Vineyard and East Creek—one of Cutchogue’s most coveted coastal enclaves—where 1541 Stillwater Avenue offers an exceptional opportunity to own in a high-value North Fork location. A short stroll leads to Pequash Beach, one of the finest stretches of bay shoreline on the North Fork. This transitional 4-bedroom, 3-full bath residence has been meticulously updated and is ideally positioned on a beautiful secluded property just shy of one acre, featuring stunning vineyard views, relaxing sunsets and room for a pool. The highly desirable layout features a skylit sunroom surrounded by nature, perfect for relaxation. The open floor plan features a spacious formal living room and library, with room for a piano, custom built in bookshelves and hardwood floors. A central dining room area leads to a separate den with a brick wood-burning fireplace and patio doors to a wrap around deck. Large, modern chef's kitchen with custom cabinetry, a separate pantry, wine bar, quartz countertops and luxury Wolf stove. A convenient ground-floor bedroom includes an updated full bathroom. Additionally, 3 bedrooms and 2 full bathrooms upstairs provide ample space for entertaining. Finished basement includes a media room, office space, and a separate laundry room. Attached 2 car garage and utilities room. The deck offers serenity surrounded by mature landscaping, privacy trees and a creek view that expands during the winter months. Set in a premier neighborhood known for its coastal lifestyle and award winning wines, this home is just moments from pristine beaches, vineyards, farm stands, and everything that makes the North Fork unique. Whether you’re seeking a year-round residence, weekend retreat, or investment in a sought-after beach and vineyard community, this property delivers. Swim, kayak, and keep a motor boat at the Shagwong Marina all within walking distance of your home. A brand new playground at Pequash Beach. Just 80 miles from New York City, and the Hampton Jitney stops right in Cutchogue. Mint condition home, photos and furniture in rooms are real - a great home to tour and make your next retreat.

1541 Stillwater Avenue, Cutchogue

$1,799,000

6 Beds ⋅ 4 Baths ⋅ 1038993 MLS

Welcome to The Waverly at Fleet’s Neck—one of Cutchogue’s most coveted coastal enclaves—where 275 Pinewood Road 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 6-bedroom, 4-bath residence, featuring new town water and a National Grid gas hookup, is ideally positioned on a beautiful property with a building permit already secured for a 16x32" heated saltwater pool. A highly desirable layout includes a private ground-floor primary bedroom suite complete with a full bathroom and a spacious den. An additional 5 bedrooms provide ample space for entertaining. The open floor plan features a spacious living room with a wood-burning fireplace, hardwood floors, and a formal dining room. Modern kitchen features new white shaker cabinets, quartz countertops and stainless steel appliances. A sun porch sitting room has sliding glass doors leading to the deck. A separate laundry room includes a new washer and dryer. An Attached garage and large basement offer room for expansion. 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 everything that makes the North Fork 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, and 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. Mint condition home, photos and furniture in rooms are real - a great home to tour and make your own.

275 Pinewood Road, Cutchogue

$1,249,000

4 Beds ⋅ 2 Baths ⋅ 993662 MLS

Welcome to Salt House, a charming and spacious four-bedroom residence ideally positioned in the heart of Cutchogue, surrounded by some of the North Fork’s most coveted destinations. Set across from pristine protected land and scenic Cedars Golf Club, the property offers a rare combination of privacy, convenience, and timeless coastal living—just moments from the Cutchogue Village Green, historic New Suffolk, Wickham’s Farm, and the finest Peconic Bay beaches. A permit is already in place for a 16' x 32' heated saltwater pool. Bathed in natural light, the thoughtfully designed interior features new hardwood floors throughout and an open, airy floor plan designed for both relaxed everyday living and elegant entertaining. The spacious first-floor primary suite provides a private retreat, complete with a spa-inspired en-suite bath featuring a brand-new soaking tub and refined designer finishes. A second bedroom on the main level offers exceptional flexibility for guests, a home office, or additional living space. At the heart of the home, the chef’s kitchen is appointed with premium stainless steel appliances, dishwasher drawers, a deep porcelain sink, and an inviting eat-in dining area illuminated by a Serena & Lily chandelier. The oversized living room, anchored by a built-in fireplace, flows naturally into the separate dining area, creating an ideal setting for gatherings. Upstairs, two generously proportioned bedrooms are complemented by a beautifully appointed brand-new en-suite bath, offering comfort and privacy for guests. Outside, professionally landscaped grounds are framed by lush flowers and mature plantings. A covered porch creates an idyllic setting for alfresco dining and long summer evenings, while the expansive backyard offers ample room for the permitted pool and shed—creating the foundation for a true private retreat. Additional highlights include a very large, dry basement with potential to finish, an oversized two-car garage, town water, natural gas, air conditioning and new furnishings available separately for those seeking a completely turnkey experience. Whether envisioned as an upscale summer escape, luxurious year-round residence, or exceptional investment opportunity, Salt House embodies the very best of North Fork living—where natural beauty, coastal charm, and village convenience come together. Located in one of the North Fork’s most desirable communities, known for its enduring property values and coveted coastal lifestyle, Salt House is just minutes from pristine beaches, celebrated vineyards, local farm stands, and the best of the East End.

440 Cases Lane, Cutchogue

$2,300,000

5 Beds ⋅ 5 Baths ⋅ 994272 MLS

Clad in cedar and built with meticulous attention to craftsmanship, this brand-new custom home sits proudly on a generous 0.59 acres, just moments from downtown Cutchogue. Timeless in design, the heart of the home is a striking open-concept kitchen with beautiful cabinetry, an oversized island, and seamless flow into a light-filled dining area overlooking the expansive backyard. The living room, anchored by a fireplace, features custom millwork and opens to a covered bluestone porch, creating an easy connection between indoor and outdoor living. First-floor highlights include a large primary suite with an ensuite bath and large closet, an additional ensuite guest bedroom and a laundry room. Upstairs, a spacious second primary ensuite and two additional ensuite guest bedrooms sit across from a very large recreation room, perfect for movies, gym or office. A two-car garage with heated floors adds both function and flexibility, while the full-height basement with egress offers future expansion potential. Located in the heart of the North Fork, just minutes from golf, farm stands, wineries, restaurants, schools, and many of the region’s most sought-after amenities.

26745 Main Road, Cutchogue

$2,479,000

4 Beds ⋅ 5 Baths ⋅ 973930 MLS

Welcome to 675 Pine Tree Rd, a brand-new coastal retreat nestled on a half acre in Cutchogue. Enjoy the rare convenience of dropping your paddle board in creek at the end of the street, strolling around the corner to Broad Cove Marina or heading down the road to Causeway beach just .8 miles away. This beautifully crafted 4-bedroom 5-bathroom luxury residence offers 3,200 s.f. of thoughtfully designed living space flooded with light over size windows and high ceilings, elegant millwork and 3-1/2" white oak flooring throughout. The heart of the home is a stunning chef’s kitchen featuring quartz counter tops, custom cabinetry and Thermador appliances opening to the main living area, perfect for entertaining and enjoying the North Fork lifestyle. The home offers two primary suites, providing exceptional flexibility for owners and guests. A spacious first floor junior suite with cathedral ceiling offers comfort and privacy, while the second-floor primary suite features a tray ceiling, large walk-in shower, soaking tub and his/hers walk in closets. The second floor has a sitting area and two additional en-suite bedrooms with vaulted ceilings and walk in closets. Outdoors, beautiful lush landscaped grounds surround a saltwater heated pool and stone patio, ideal for summer gatherings and entertaining. A rare opportunity to own a brand new home in a premier location with completion expected in July 2026.

675 Pine Tree Road, Cutchogue

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.