ML# :3587632 This meticulously restored Gilded Age shingle-style home presents a rare opportunity to own one of the few remaining large, turn-of-the-century North Fork summer estates. Spanning over 10, 000 sq. ft. on 140 feet of pristine bayfront with a private sandy beach, the main residence seamlessly blends period architecture with modern luxury. Every detail, down to the doorknobs and hardware, has been meticulously curated, resulting in a warm and classic home anchored in refinement and exceptional craftsmanship. Perfect for both grand entertaining and intimate gatherings, expansive living spaces feature soaring ceilings, multiple fireplaces, and thoughtful design moments throughout. Highlights on the first floor include a large waterside living room and dining room with charming fireplace alcoves, a sprawling chef’s kitchen with breakfast room and handsome butler’s pantry, a dedicated flower-cutting room with custom marble sink, and an enormous screened-in outdoor sitting porch complete with an outdoor dining room and kitchen. The second floor houses the large primary suite with an ensuite bath, extensive walk-in closets, a dressing room, and a cozy sitting room with an oversized fireplace. The balance of the second and third floors includes five additional waterside bedrooms, a library, an office, multiple wet bars, a laundry room, and 5 baths with steam showers and soaking tubs. Outside, lush perennial gardens and hedged lawns surround the property. A beautiful, private gunite pool sits on the waterside, offering a serene oasis with sweeping water views. A charming carriage house adds further versatility, featuring a great room, home theater, and gym. The estate also includes a historic icehouse, preserving its rich legacy. Whether sitting by the bay, hosting holidays, or enjoying movie nights in the theater, this extraordinary property promises a lifestyle of elegance and tranquility.
12120 New Suffolk Avenue, Cutchogue, NY, 11935
ML# :3539723 Located on a bucolic road, in the heart of wine country. This homestead has 2 acres of vines and incredible vineyard views, a large agricultural barn and is surrounded by development rights sold land. A true chef’s kitchen, 4 spacious bedrooms, 4 bathrooms, 2 half baths, 2 laundry rooms, large living room, and a gorgeous sunroom leading out to a spectacular 40’x25’ heated gunite pool with a slate patio and built-in BBQ, full basement with a wine cellar, and to top it all off, an incredible 8 car garage with an apartment that has a fireplace. You will never want to leave!
14990 Oregon Rd, Cutchogue, NY, 11935
ML# :3577688 Rarely does a farm of this size come on the market on Oregon Road. Successful grower of landscaping material as well as a very active seasonal Christmas Tree Farm business. All planted material is included in the sale of this property. 37.47 ac are DRS, 2.67ac are full rights land 6 barns located on the full rights parcel. There are two wells, one is a deep well and the second is for drip irrigation.
12025 Oregon Rd, Cutchogue, NY, 11935
ML# :3549432 Escape to paradise at this stunning waterfront home nestled on 8.9 acres of land along West Creek, providing access to the beautiful Peconic Bay. This remarkable property offers deeded beach rights just steps away and is situated in a serene setting that is simply irresistible. With seven generously-sized bedrooms, each featuring its own private ensuite bathroom, there is plenty of space for relaxation and privacy. The culinary kitchen is a chef’s dream, boasting a spacious layout that is perfect for entertaining. In addition, the property features a 32-foot indoor pool, complete with an exhilarating water park slide and a soothing hot tub, ensuring year-round entertainment. Whether you’re taking a break from remote work or winding down after a long day, the porch with fireplace is the perfect spot to gather with friends and family, while enjoying the breathtaking views. Speaking of views, nearly every room in this home offers captivating waterviews, allowing you to fully immerse yourself in the natural splendor that surrounds you. Outdoor activities abound, with opportunities for golfing and tennis at the nearby country club, as well as swimming, fishing, and kayaking right from your own backyard. This property also presents an excellent opportunity for a bed and breakfast, with its spacious layout creating an inviting retreat for guests. Immerse yourself in the tranquility and natural beauty of this incredible waterfront home, and experience a lifestyle that seamlessly combines luxury, comfort, and the wonders of nature. This home also features an expansive great room, multiple fireplaces, a theatre room, a gym and has potential for an inground pool and pickleball court. Truly a gem of the North Fork!
13555 New Suffolk Avenue, Cutchogue, NY, 11935
ML# :3584002 Iconic 1800s Barn with Modern Flair! This mid-1800s barn offers a rare opportunity to own a piece of North Fork’s rich history. Set on nearly 2.5 acres the property is a private sanctuary, featuring a lush natural perimeter of Skip Laurel and towering 16’ Leyland hedges, offering serene views and complete privacy. The barn is ready for expansion, presenting endless possibilities for customization. Bordering protected land, the property guarantees open, unspoiled views that will remain for years to come. Located in the charming hamlet of Cutchogue, minutes from the region’s best wineries, beaches, restaurants, and farmstands, this one of a kind home offers an idyllic escape. Don’t miss your chance to own this timeless North Fork treasure.
29500 Main Rd, Cutchogue, NY, 11935
ML# :3567804 Stunning New Construction! Discover modern luxury in this beautifully designed barn-style home on Bridge Lane. Featuring striking vaulted ceilings that create an expansive sense of space, complemented by elegant, exposed beams that add rustic charm and architectural interest. Perfectly blending contemporary comfort with timeless style, this home offers a unique living experience where craftsmanship meets sophistication. Situated on an acre with extensive landscaping, this home includes a 18x36 heated, saltwater pool with automatic pool cover, surrounded by Napa Stone. Light-filled custom gourmet kitchen with GE Monogram appliances, marble countertops and striking fixtures. Primary suites on both the first and second floors. Living room includes a ventless electric fireplace. Full basement with walkout, can easily be finished. Amazing location in the heart of the Oregon Road Trail!
5235 Bridge Lane, Cutchogue, NY, 11935
ML# :3562073 Cutchogue, North Fork - expired Trustee’s permit to construct a single-family waterfront residence on superb soundfront lot with incredible Waterview and convenient location with access to all of the best of the North Fork.... Located north of Oregon Road, among the broad fields and vineyards is the site for the development of your North Fork dream home, with 100 feet on the sound and your own beach. Paved road, association beach access (private stairs permitted), water/electric at street. Sit down with your designer/architect and plan your future now - or acquire as an investment. Ass’n stairs to beach below a few doors away.
895 Glen Court, Cutchogue, NY, 11935
ML# :3567805 Stunning New Construction! Discover modern luxury in this beautifully designed barn-style home on Bridge Lane. Featuring striking vaulted ceilings that create an expansive sense of space, complemented by elegant, exposed beams that add rustic charm and architectural interest. Perfectly blending contemporary comfort with timeless style, this home offers a unique living experience where craftsmanship meets sophistication. Situated on an acre with extensive landscaping, this home includes a 18x36 heated, saltwater pool with automatic pool cover, surrounded by Napa Stone. Light-filled custom gourmet kitchen with GE Monogram appliances, marble countertops and striking fixtures. Primary suites on both the first and second floors. Full basement with walkout can easily be finished. Amazing location in the heart of the Oregon Road Trail!
5295 Bridge Lane, Cutchogue, NY, 11935
ML# :3577689 This 29+acre farm includes a one acre building lot and 28.46 acres of DRS land. Active landcaping material farming in progress, all plant material included in the asking price. Over 800’ of road frontage. Totally deer fenced with three opening access gates.
12325 Oregon Rd, Cutchogue, NY, 11935
ML# :3576583 A stylish, fully renovated ranch with soaring vaulted ceilings, featuring 4 bedrooms and 3 full baths. The generous open living space is highlighted by a gas fireplace, beautiful hardwood floors, and two large sliding doors leading out to the deck. The finished basement adds versatility to the floor plan. The home is complemented by a beautiful fenced-in yard and a brand-new heated saltwater pool. Perfect central location on the North Fork, minutes to beaches, wineries, shops, restaurants and Jitney. 15 minutes to Greenport and 25 minutes to the expressway and Westhampton.
1480 Harbor Lane, Cutchogue, NY, 11935