Refine Search
Map
Sort by
$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
$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.

2340 Fairway Drive, Cutchogue
$5,999,000
5 Beds ⋅ 4 Baths ⋅ 991036 MLS
Waterfront Living, Surrounded By The Bay Perfectly positioned on the water with sweeping views in every direction, this 5-bedroom, 4-bathroom home offers a rare sense of being completely surrounded by the bay-almost as if you're floating on the water. Spanning 4,085 sq ft, the open floor plan is ideal for everyday living and entertaining. The home offers two outdoor spaces: a spacious patio just off the living room, ideal for dining and entertaining, and a waterside deck with a sandy area at the shoreline. Situated on nearly an acre, the property provides ample room for a pool. Oversized primary suite with attached office and custom closets. Generously sized bedrooms and a well-designed layout maximize space and light. A strong waterfront offering with excellent indoor-outdoor flow and expansive views. The photos are virtually staged.

7225 Nassau Point 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

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.