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$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
$875,000
970333 MLS
Beautiful 5.84 acre parcel located on the heart of the North Fork. Zoned residential (AC), this property offers endless potential for a private home or vacation retreat. The expansive lot features serene natural surroundings, ample space for development and is ideal for creating your dream property. Whether you're looking for a peaceful lifestyle or an investment opportunity, this property combines North Fork charm with versatile residential zoning.

15690 County Road 48, Cutchogue
$1,750,000
4 Beds ⋅ 2 Baths ⋅ 967817 MLS
Set on 1.16 acres of beautifully landscaped and private grounds, this charming North Fork property offers space, versatility, and serene farm vistas. The main home features 4 bedrooms, 1.5 baths, an eat in kitchen, living room, and sitting area filled with natural light. A remarkable 6 car garage currently houses a Michael Phelps lap pool with hot tub and sauna, creating a unique year round wellness retreat and offering endless possibilities for a contractor, artist, car enthusiast, or home gym. A separate guest house barn with wood burning stove provides additional comfort and flexibility. Solar panels with EV charging keep electric costs extremely low, approximately $17 per month. Central air, oil heat, and public water add convenience. Cutchogues’ Causeway Beach ,Mature landscaping, exceptional privacy, and room for a pool or tennis or pickleball court complete this special offering.

3275 Skunk Lane, Cutchogue
$660,000
3 Beds ⋅ 2 Baths ⋅ 954672 MLS
This colonial-style home features three bedrooms, two full baths, an eat-in kitchen, and driveway parking. The information provided is estimated to the best of our abilities at this time.

24635 Main 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
$3,500,000
929435 MLS
Waterfront Opportunity on the Long Island Sound! Discover the rare chance to own prime waterfront land on esteemed Oregon Road in Cutchogue, AKA the Sunniest spot in New York. Headlining 2.72 acres and over 183 feet of direct water frontage on the Long Island Sound. This exceptional property offers sweeping, unobstructed water views and the serenity of coastal living. Whether you envision a private estate, vacation retreat, or future development, this parcel provides endless potential. Enjoy breathtaking sunsets, gentle sea breezes, and a front-row seat to one of the most coveted shorelines in the region. A truly remarkable opportunity to build your dream home on the North Fork. Price is for land only.

6121 Oregon Road, Cutchogue
$3,499,000
4 Beds ⋅ 3 Baths ⋅ 923175 MLS
Welcome to your private sanctuary on Long Island’s North Fork. This striking Mediterranean-inspired residence sits on over 2 acres of lush, water-front property, accessible only by driving through a working farm. Ensuring both exclusivity and a bucolic sense of arrival. As you approach, a winding drive sets the tone, with pastoral vistas and mature landscaping revealing the home gracefully perched near the water’s edge. The exterior features classic stucco and terracotta details that evoke timeless Mediterranean architecture. Step inside to a warm and inviting interior, where abundant natural light pours through expansive windows framing serene waterfront views. The main level offers an open living and dining area, ideal for both entertaining and daily living. One of the home’s standout assets is the finished lower level, perfect as a recreation hub, media room, or flexible living space to suit your lifestyle. Outside, the grounds are spectacular, sweeping lawns and multiple terraces lead you down toward the water’s edge. Whether enjoying morning coffee while listening to gentle lapping waves or hosting al fresco dinners under the stars, this property offers truly magical moments.

3400 Dignans Road, Cutchogue
$705,000
3 Beds ⋅ 2 Baths ⋅ 906405 MLS
Step into this cute and cozy country colonial updated and renovated inside and outside in 2023. Anderson windows on the outside for keeping the house toasty and warm. SS appliances in the country kitchen with hardwood floors on the main floor. Three bedrooms upstairs including a full hall bathroom. There is also a wood burning fireplace in the living room to add to the country flavor. Full unfinished basement with an outside entrance to add to your living space. And the location is close to all including shops with the flavor of a truly historic area.! Country living at its best! .

30170 Main Road, Cutchogue
$4,859,000
6 Beds ⋅ 9 Baths ⋅ 894800 MLS
Luxury New Construction at its finest! Located in coveted Nassau Point and situated on nearly two verdant acres, this stately 8,500+ sq. ft. home features three-levels of meticulously crafted living space. The impressive entry foyer immediately sets the tone for grandeur with front to back living room doors, tasteful herringbone oak floors, 10' ceilings, custom mill work and views beyond of the patio through a wall of glistering glass. The lavish designer kitchen showcases a 9' island, Sub-Zero & Wolf appliances, 2 Bosch dishwashers, 3 wine fridges, and a 7x14 cleverly hidden walk-in pantry. Adjacent to this open floor plan is the dining area and the great room with statement gas burning fireplace and floor to ceiling windows and doors accessing over 1,000 square feet of covered and uncovered stone patios. There are six ensuite bedrooms all with radiant heated bathrooms including 2 Primary suites. One is conveniently located in a separate wing on the first floor and the second is located upstairs - boasting a spa-like bathroom and a private 400 square ft. covered terrace. The sun-drenched lower level offers walk-out access to the rear property including an outdoor shower and 18x36 saltwater pool. There is also ample room for tennis courts. The lower level serves as a cabana area with a recreational room and beverage center, gym area, sauna and bonus rooms providing the ideal space for a home theater and wine cellar. Additional features include a whole house generator, a 30X60 stand up attic plus a 3 car garage. This is more than a home - it is a lifestyle. Enjoy multiple expansive sandy beaches just a stone's throw away and all the North Fork is so well known for - vineyards, world class dining, boating, farms and more.

3360 Wunneweta Road, Cutchogue
$2,999,999
4 Beds ⋅ 5 Baths ⋅ 893733 MLS
NEW WATERFRONT CONSTRUCTION Thoughtfully crafted and beautifully finished, this 4-bedroom, 5-bath custom waterfront home offers over 2,900 sq ft of elevated living space — a seamless blend of modern luxury and timeless coastal charm. Set in a peaceful, private location, it showcases stunning panoramic water views from nearly every room and effortless indoor-outdoor flow designed to embrace the natural surroundings and relaxed beach lifestyle. HIGHLIGHTS...4 spacious en suite bedrooms....5 bathrooms...2 light-filled living areas perfect for lounging or entertaining....Custom white oak cabinetry, vanities, and detailed millwork....White oak flooring throughout..... Chef’s kitchen....Sub-Zero refrigerator and wine fridge....Wolf stove....Sleek Dekton countertops....Expansive glass doors that open the kitchen to the outdoor living space with direct water views — perfect for hosting or unwinding by the shore....Second-floor outdoor lounge terrace overlooking the water....Separate garage with finished loft....Mahogany fencing....Professionally landscaped grounds. Located just minutes from the area’s best beaches, this brand-new waterfront home offers the ultimate combination of high-end design, natural beauty, and relaxed luxury living. The photos are virtually staged.

6370 Skunk Lane, Cutchogue
$1,999,000
L3562073 MLS
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
$5,699,000
L3547111 MLS
This premium North Fork land comprised of 33 acres, spanning two highly desirable locations, creates a unique acquisition opportunity with development rights intact. Capturing the true essence of the North Fork and nestled in a picturesque location, this property boasts a beautiful vineyard, perfect for wine enthusiasts and investors alike. The vineyard is well established and features a variety of mature grape varietals that thrive with the North Fork's climate and soil conditions. Whether you are a wine connoisseur or aspiring winemaker, this vineyard presents an incredible chance to cultivate and produce your own high-quality wines. In addition to the vineyard, the property features a spacious 2,500 square foot tasting room. This tastefully designed and well-appointed space welcomes visitors with its high ceilings and large windows that provide breathtaking views of the surrounding landscape. The abundance of natural light creates a warm and inviting ambiance, making it the perfect setting for wine tastings, weddings, private events, and gatherings. This offering also includes a a 3,500 square foot fully climate controlled wine cellar with 35' ceilings, 13 fermentation tanks, 30 French Oak barrels and a full bottling line. This property also features a 1,500 square foot retail shop with showcase laboratory and crush pad to give tour-goers the ultimate experience. Overall, this prime land on the North with development rights intact, a beautiful vineyard, and a spacious tasting room offers a unique and enticing package for those looking to enter or expand in the wine industry with excellent potential for growth or as an ideal investment property. BOTH PARCELS CAN BE SUBDIVIDED

18910 Middle Road, 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.