Cutchogue Homes with Farmhouse Style

Welcome to Cutchogue, New York—a charming gem nestled in the picturesque North Fork of Long Island, Suffolk County. Known for its stunning vineyards, serene beaches, and rich agricultural heritage, Cutchogue offers a unique blend of rural tranquility and coastal beauty. With a population that embraces a tight-knit community spirit, this quaint town is perfect for those seeking a peaceful escape from the hustle and bustle of city life.

Cutchogue is particularly renowned for its stunning farmhouse-style homes, which beautifully reflect the region's rich farming history. These residences often feature classic design elements such as wide porches, rustic wood beams, and expansive green lawns—perfect for enjoying the serene surroundings and picturesque sunsets. The farmhouse aesthetic not only adds character but also provides a warm and inviting atmosphere, making it an ideal place for families and individuals alike.

Living in Cutchogue means being surrounded by rolling vineyards, charming farms, and scenic waterfronts. Residents can indulge in wine tastings at local vineyards, explore nearby beaches, or take leisurely strolls through the quaint downtown area filled with boutique shops and delightful eateries. The community is also home to various outdoor activities, from hiking and biking to boating and fishing, ensuring there’s always something to do.

If you’re looking for a home that embodies the essence of country living with modern conveniences, Cutchogue's farmhouse-style homes offer the perfect blend of charm, comfort, and character. Discover your dream home in this idyllic setting, where the beauty of nature meets the warmth of community.

Newest Cutchogue Homes with Farmhouse Style

$1,195,000

4 Beds ⋅ 2 Baths ⋅ 1033174 MLS

A rare opportunity to own a remarkable piece of history, this beautifully preserved residence seamlessly blends Colonial origins with timeless Georgian elegance. Originally built circa 1770, the home has evolved through generations of thoughtful additions and renovations while retaining its extraordinary architectural character. The gracious center hall floor plan welcomes you with a historic staircase and spacious rooms filled with period charm. A stunning 14 x 25 country kitchen, added around 1820, features soaring cathedral ceilings, a loft overlooking the space, ample room for everyday dining, and direct access to a private terrace—perfect for entertaining or enjoying peaceful mornings outdoors. Historic details abound throughout the home, including exposed hand-hewn oak beams in the formal dining room, exceptionally wide-plank wood floors measuring up to 18 inches on the second level, elegant period moldings, and beautiful marble fireplaces. A major Georgian-style renovation completed between 1850 and 1860 introduced the stately entrance portico, the full two-story roofline, and the impressive 40-inch-wide staircase, enhancing both the home’s beauty and functionality. Offering four bedrooms and two full bathrooms—one on each level—the home combines historic craftsmanship with comfortable everyday living. Complementing the residence is a carriage barn-style garage, built in 2003, featuring space for three vehicles, a spacious second-floor loft ideal for a studio, workshop, storage, or future possibilities, plus an attached tool shed. Situated on a generously sized parcel with .93 acres, the property is framed by mature trees that provide privacy while the expansive lawn offers endless opportunities for gardening, recreation, entertaining, or future enhancements. Rich in history, craftsmanship, and character, this one-of-a-kind property offers the rare chance to own a home where over 250 years of architectural heritage meet the comforts of modern living.

115 Highland Road, Cutchogue

$659,000

4 Beds ⋅ 1 Baths ⋅ 1024859 MLS

This 4-bedroom, three-level home sits in the heart of Cutchogue — one of the North Fork's most coveted addresses. Offered strictly AS IS, WHERE IS, with no representations or warranties, this is a drive-by opportunity for the visionary, the investor, or the end-user ready to make their mark on a property with real bones. The appeal is clear: a two-car detached garage, solid frame construction, and the kind of understated presence that fits naturally into the North Fork landscape. Inside, based on the footprint and layout you have hardwood floors, an eat-in kitchen, forced-air oil heat, two levels of living space, a basement with Bilco doors, and a partial attic speak to a home with genuine structure and flexibility. And the surroundings? Unmatched. McCall Wine, Pellegrini, Pugliese, Suhru and Lieb Vineyards are practically at the doorstep. Farm stands overflow every season, and the Southold Historical Museum's Maple Lane Campus anchors the neighborhood in history and community. Opportunities like this on the North Fork don't wait. Sold with tenants.

26170 County Road 48, Cutchogue

$1,100,000

3 Beds ⋅ 3 Baths ⋅ 1015408 MLS

Nestled along picturesque Oregon Road, one of Cutchogue's most beloved country lanes, this beautifully restored farmhouse with a brand-new roof seamlessly blends timeless charm with modern comfort. Lovingly rebuilt in 2011 and thoughtfully maintained, this exceptional residence offers approximately 2,800 square feet of inviting living space on a half-acre parcel surrounded by the bucolic beauty of North Fork farmland. Rich in character, the home welcomes you with an original wood-beamed entry with a wood-burning stove that sets the tone for the warmth found throughout. Solid oak and country oak floors flow seamlessly from room to room. The three bedrooms, two and a half baths, along with the convenience of an elevator, whole-house generator, and three-zone heating system, are designed for effortless living and entertaining. The open-concept floor plan features a spacious living area with a wood-burning fireplace. and an expansive country kitchen, creating the perfect gathering place in every season. Step outside to your private backyard retreat, complete with a 14' x 26' heated saltwater swimming pool, ideal for relaxing summer afternoons or entertaining under the stars. Mature landscaping and miles of open farm views enhance the property's tranquil country setting. Located in the heart of Cutchogue's renowned wine country, surrounded by vineyards, farm stands, and some of the North Fork's most scenic landscapes, this special farmhouse offers a rare opportunity to enjoy the authentic charm and relaxed lifestyle that make Oregon Road such a treasured address.

10415 Oregon Road, Cutchogue

$1,695,000

4 Beds ⋅ 3 Baths ⋅ 1016493 MLS

Location is everything. Privately set on 2.1 secluded acres, this stylish and charming farmhouse style home is approached by a long winding drive that reveals a striking 1,000-square-foot post-and-beam barn before opening to sweeping views of the property's picturesque grounds. Thoughtfully maintained and rich in character, the home offers a traditional floor plan complemented by hardwood flooring throughout and a substantial wood-burning fireplace that anchors the main living space. The kitchen has been tastefully updated with a gas range and generous peninsula seating, flowing seamlessly into a dining area overlooking the manicured landscape and seasonal water views beyond. Upstairs, four well-proportioned bedrooms include three guest bedrooms served by a full hall bath, while the sun-filled primary suite offers a private retreat overlooking the property, also offering those peek-a-boo winter water-views. A rare opportunity to enjoy privacy, acreage, and timeless North Fork charm in an exceptional setting w/ ample room an in-ground pool or equestrian activities. This is the country house on the North Fork you've searching for!

2700 Harbor Lane, Cutchogue

$1,425,000

4 Beds ⋅ 3 Baths ⋅ 997843 MLS

A bright and thoughtfully designed farmhouse in the heart of Cutchogue. Reimagined in 2017, the home underwent a comprehensive renovation that carefully blended its original charm with the modern conveniences of everyday living. Set on a beautifully landscaped and private shy half-acre, the property offers ample room for a pool and additional outdoor amenities. The renovation resulted in a substantially rebuilt and expanded residence featuring four bedrooms, 2.5 baths, and a flexible floor plan well-suited for both entertaining and relaxed year-round living. A generous wraparound front porch sets the tone for seamless indoor/outdoor living, while one of the North Fork’s most beloved bay beaches is located just a minute down the road. A rare opportunity to own a thoughtfully updated North Fork escape in an exceptional Cutchogue setting.

1270 Skunk Lane, Cutchogue

$2,600,000

3 Beds ⋅ 2 Baths ⋅ 994280 MLS

Cutchogue Farmstead. Ideal North Fork location. This property includes the home, a 2600 sf barn with horse stalls, water and electric, outbuildings, and 4.5 acres of vines planted in Merlot, Sauvignon Blanc and Riesling varietals. This 1800's restored farmhouse is set on 17.5 acres of level, fertile land. Development rights are intact offering not only agricultural potential but also subdivision and other options. The farmstead's manageable land size is suitable for an eco-friendly, entry level enterprise and also offers additional acreage to an established owner looking to increase crop production. The 3BR, 2 BA farmhouse has a lovely, covered porch with a Western exposure, great for afternoon get-togethers. A patio with a pergola overlooks the planted vines. Opportunity abounds in this 17.5-acre, development rights intact property in Cutchogue, the sunniest place in New York State. REALLY! Central, accessible North Fork location. Bring your concept to life here.

35950 Main Road, Cutchogue

$949,000

4 Beds ⋅ 3 Baths ⋅ 969684 MLS

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.

630 New Suffolk Road, Cutchogue

$1,595,000

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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