Nestled within the picturesque landscapes of the East End of Long Island, 162 acres encompasses the North Fork's largest commercially operating equestrian training & boarding facility. Originally founded by the Entenmann Family, The property encompasses 3 parcels including 51+ Developable Acres. Positioned at the core of the estate stands a modest yet inviting home, offering four bedrooms and two bathrooms, alongside a quaint cottage designated for the farm's watchman. The esteemed property boasts rolling paddocks throughout the tract, two ponds, several boarding barns, workshops and detached structures. It features a half mile race track, in addition to two outdoor riding arenas. The indoor riding arena provides the necessary infrastructure to ride, train and retire horses of the highest caliber within this unparalleled equestrian sanctuary. The farm boasts three separate boarding stables with 90+ boarding stalls.

You Have to See It in Person, This Home Feels Even More Incredible Than the Photos Show! People always say, “Wow, I knew it was going to be beautiful, but I didn’t expect it to feel like this!” There’s something about stepping inside that just clicks, the way the light moves through the space, the seamless indoor-outdoor flow, and the effortless luxury in every detail. If you think the photos are stunning, wait until you walk through the door. Stunning Resort-Style Home with Modern Smart Features on the North Fork Discover a new level of luxury and sophistication in this North Fork masterpiece, the latest in a series of meticulously designed homes with exceptional amenities. This residence captures the essence of resort living, surrounded by the tranquil Islands End public golf course, the ever-popular Hellenic restaurant, and deeded sandy beach access with sweeping views of Shelter Island and the iconic Orient Lighthouse. The neighborhood beach and park offer paddleboard and kayak stations along the marina, but if you’re a boater, you’re in for a treat—private community boat slips give you direct access to the water. From here, it’s just a few nautical miles to Orient Point for world-class fishing or a short ride around the jetty to Greenport Village Harbor, where you can dock for dinner, stroll the waterfront, or explore the vibrant local scene. A Smart Home That Works for You This isn’t just a home—it’s an experience. Designed for both comfort and convenience, the state-of-the-art smart home system gives you remote access to: X Lighting and ambiance control X Heating and air conditioning settings X Whole-home indoor and outdoor audio X TVs in the second-floor lounge, main living areas, and a private basement media room Whether you’re arriving for the weekend or living here full-time, everything is dialed in and ready before you even step inside. Space, Style & Effortless Comfort The expansive floor plan offers not one, but two luxurious owner’s suites—one on the main level for ease of access and another on the second floor, offering a private retreat with elevated views. Two additional guest suites with en-suite baths provide space for friends and family to stay in complete comfort. The sleek, modern design is all about indoor-outdoor living, with oversized sliders that open onto a stunning backyard oasis. Your Private Resort Awaits Step outside, and the magic continues. The elegant pool with a waterfall feature and LED evening lighting sets the stage for unforgettable summer nights. An optional outdoor kitchen, spacious dining area, and cozy fireplace lounge create the perfect setting for entertaining—or simply unwinding after a day on the water. Every inch of this home has been thoughtfully designed across three levels, blending top-tier craftsmanship, effortless functionality, and modern elegance. This is more than just a house—it’s a lifestyle. A rare opportunity to own a slice of resort-like paradise on the North Fork. You have to see it to believe it.

Step inside and wow—this home lives much larger than it looks from the outside! With a floorplan that truly fits today’s lifestyle, you’ll love how the open living room, dining area, and kitchen all flow together to create the perfect space for everyday living or effortless entertaining. And yes, there’s a main-floor bedroom suite with laundry nearby, making one-level living totally doable if desired! Upstairs? You’ll find another gorgeous primary suite with beautiful proportions and room to breathe, plus two more bedrooms and a full bath that give everyone their own space to spread out and relax. Now let’s talk backyard. The walkout basement leads to a fully fenced yard and your very own saltwater heated pool—with a retractable cover for easy care. It’s all visible from your covered back porch that looks out over a serene maple forest, giving you privacy and forever-protected views that truly make this property feel like a retreat. And just a few doors down? The Bay Haven Beach Community Park—a local gem for residents of Bay Haven Lane and Gin Lane. Picnic tables, chairs, and a refreshing breeze off the water make it the perfect hangout spot. Whether you’re starting your day with a coffee or ending it with a sunset, this neighborhood park and beach are tough to beat. Even better, you’re just minutes from Cedar Beach, Goose Creek Beach, and South Harbor Road Beach—each with their own unique look, vibe, and experience. Whether you’re in the mood for a quiet walk, a full beach day, or something in between, you’ve got options. This is summer living, elevated. Let’s get you inside and poolside.

Welcome to easy living in this charming three-bedroom ranch, perfectly set up for comfortable one-level living. Nestled on a desirable corner lot, this home offers a sense of privacy while still being close to all that Southold has to offer. Step inside and you’ll find oak floors that create a warm, natural flow throughout—from the sunny living room and dining area, all the way down the hall to the bedrooms and cozy den. The den features a classic wood-burning fireplace, perfect for relaxing evenings or chilly fall days. The kitchen is bright and welcoming, with plenty of natural light streaming in from windows that overlook the peaceful front courtyard. It’s ready for your personal touches and updates to truly make it your own. A clean, dry basement adds valuable storage or hobby space, while the covered front porch and garden areas provide a quiet spot to unwind or entertain. You’ll love how the outdoor spaces are thoughtfully tucked away, offering a peaceful retreat from the everyday. Located just moments from sandy beaches and the heart of Southold Village, this home blends convenience, charm, and opportunity in one great package.

Perfect curated and move-in ready, this charming cottage offers a blend of style, comfort and easy living. Fully renovated in 2017 with summertime enjoyment in mind, the home is surrounded by thoughtfully landscaped grounds that create a serene and private retreat. Its efficient design and low-maintenance features make it an ideal choice for those who value both beauty and simplicity. Situated in the heart of Aquebogue, you'll enjoy effortless access to the North Fork's wineries, farm stands, beaches, and dining, all while coming home to a peaceful space that feels distinctly your own.