Cutchogue Homes with Sprinklers In Rear Lot features

Welcome to Cutchogue, a charming hamlet nestled in the heart of Long Island’s North Fork, New York. Known for its stunning vineyards, picturesque landscapes, and welcoming community, Cutchogue offers a serene escape from the hustle and bustle of city life. With its rich agricultural roots, this quaint town is a haven for those who appreciate the beauty of nature and the joy of a tight-knit community.

Cutchogue boasts a variety of recreational activities, from leisurely strolls along its scenic beaches to exploring the local wineries that have put this area on the map. Families and individuals alike will be captivated by the town's friendly atmosphere, where neighbors become friends and every corner reveals a new adventure.

For those seeking the perfect home in this idyllic setting, consider properties featuring rear lot sprinkler systems. These homes not only enhance your outdoor living experience but also ensure that your gardens and landscaping thrive effortlessly. Imagine stepping out into your backyard, where lush greenery and vibrant flowers greet you, all thanks to the convenience of a well-maintained sprinkler system. Whether you’re hosting summer barbecues or enjoying quiet evenings under the stars, these homes provide the ideal backdrop for creating lasting memories.

Cutchogue is more than just a place to live; it’s a lifestyle filled with charm, community, and the beauty of the North Fork. Discover your dream home here and embrace all that this remarkable town has to offer!

Newest Cutchogue Homes with Sprinklers In Rear Lot features

$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

$1,590,000

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

$2,800,000

4 Beds ⋅ 5 Baths ⋅ 998965 MLS

Sleek and thoughtfully executed, this contemporary build, designed by North Fork Modern Home, pairs a strong architectural point of view with a highly functional layout. High ceilings, polished concrete floors, and an expansive chef’s kitchen define the interior, while large openings draw in natural light and frame views of the beautifully composed backyard. The streamlined design is anchored by an open floor plan that connects the primary living, dining, and kitchen spaces, creating an easy flow for both everyday living and entertaining. A separate den and second-floor loft provide welcome separation for work, media, or quiet retreat when needed. Four ensuite bedrooms offer comfort and privacy for both residents and guests. Set on a shy acre with a sandy bay beach at the end of the street, the outdoor spaces are equally compelling, featuring a heated saltwater pool, expansive Ipe decking, and a covered dining area. Three of the four ensuite bedrooms offer direct access to the wraparound porch, which connects seamlessly to the home’s primary outdoor living spaces. The quality of materials and construction is evident throughout, reinforcing both form and function. Continuous poured concrete floors run throughout the home, creating a seamless, uninterrupted finish from room to room with no saddles or transitions. A two-car garage and substantial basement provide additional utility, storage, and flexibility. Located in the heart of Cutchogue, many of the North Fork’s best beaches, restaurants, wineries, and farm stands are just minutes away.

1895 Pequash Avenue, 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

$1,495,000

3 Beds ⋅ 2 Baths ⋅ 932413 MLS

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.

17525 County Road 48, Cutchogue

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