Nestled within the picturesque landscape of the East End of Long Island, 162 acres encompass the North Fork's largest commercially operating equestrian training & boarding facility. Originally founded by the Entenmann Family, The property is comprised of 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.

Welcome to your bespoke farmhouse retreat nestled in the serene beauty of the North Fork of Long Island. This custom-crafted home offers an unparalleled blend of luxury, comfort, and tranquility, enveloped by a meticulously designed landscape that creates a secluded oasis. Approaching the property, you're greeted by a custom landscape package featuring Belgian block pathways, crushed pea gravel, and towering 20-ft established trees and shrubs, evoking a sense of timeless elegance and privacy. Exterior lighting gracefully illuminates the walkways and architectural details, while wall wash cove lighting on the masonry-covered porch casts a gentle glow over the pool area, inviting you to unwind in its serene ambiance. Step into the enclosed backyard to discover a sanctuary of relaxation and entertainment, complete with elegant blue stone paths, a spacious entertaining patio, and an in-pool lounge deck with dual umbrella stands. A mesmerizing masonry water feature adds a touch of sophistication, while the in-pool beverage bench ensures refreshments are always close at hand. The rear of the house has been thoughtfully designed with architectural elements that tell a captivating story from every angle, creating a visual masterpiece that complements the surrounding landscape. Approach the double entry wood doors to find an oversized masonry sitting porch, perfect for indulging in weekend morning coffee conversations or simply soaking in the tranquil surroundings. Inside, the home boasts luxurious amenities at every turn. Off the foyer, a large den with custom cabinetry provides a peaceful retreat, while the two-story living room serves as the heart of the home, anchored by a granite fireplace and bathed in natural light. The professional kitchen is a chef's dream, featuring a Kohler pre-rinse faucet, a 45 inch workstation sink with sound deadening technology, and custom lighting that highlights the island and cabinet details. The open floor plan seamlessly flows into the dining space, offering stunning views of the yard, pool, and covered porch. A mudroom with slate plank floors and shoe lockers in the custom designed cabinetry leads to the laundry room, complete with a deep stainless steel sink, slide out laundry baskets for each of the four bedrooms and a pet washing station. The main floor suite boasts an elegant walk-in closet and a luxury bath fitted with a Toto washlet toilet, a freestanding soaking tub, and a roll-in shower. Upstairs, each bedroom offers ceiling details and attached bathrooms, while the custom open staircase leads to a finished basement featuring a movie theater, a home office space, and a beverage center. The walk-out basement opens to a covered cocktail patio and bluestone path leading to the pool deck. Located in a waterfront community with direct access to Goose Creek sandy beach, this home offers the ultimate retreat for those seeking luxury and tranquility on the North Fork. Don't miss your chance to experience the epitome of North Fork living., Additional information: Interior Features:Lr/Dr,Separate Hotwater Heater:Yes

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.

Introducing largest operating equestrian facility on the North Fork of Long Island. This unparalleled property was once the original Entenmann's Equestrian Facility, boasting 107 acres. The farm features a four-bedroom, two-bathroom Home. The property includes 90 horse stalls distributed across three boarding barns, a well-maintained half-mile race track , a dedicated maintenance barn, and a nightwatchman's quarters for round-the-clock care. Several well-appointed paddocks and ample land ensure your horses thrive in a serene and spacious environment.

Discover 32.4 acres of prime land, perfect for agricultural pursuits and equestrian enthusiasts. This property features a 10,000 square foot indoor riding arena and is fully fenced for horses. Zoned RLC and APZ, it offers versatile opportunities for development. Ideally situated in the heart of the North Fork of Long Island, it is conveniently close to beautiful beaches and renowned vineyards. Don't miss this exceptional opportunity to own a piece of prime agricultural land in one of Long Island's most desirable locations.

Introducing an exceptional plot of land on Long Island's prestigious North Fork, perfect for building a luxurious private residence or a lucrative agricultural venture. This versatile property offers endless possibilities: create a generational farmstead, a sophisticated vineyard with a tasting room, or an equestrian compound. With a stunning pond, strategic roadside presence, and well-placed barns and woodshop, the land is both beautiful and functional. Zoned for Hamlet Residential and Rural Corridor, it supports various uses, from luxury homes to nurseries or farms. Maximize your investment by selling development rights to the county. The North Fork's reputation for vineyards, farms, and equestrian facilities ensures a thriving market and strong community support.

Welcome to your dream beach home nestled in a serene beach community on the North Fork! This newly constructed residence offers the perfect blend of modern comfort and coastal charm, presenting an ideal sanctuary for those seeking the quintessential beach lifestyle. Upon entering, you'll be greeted by an inviting open floor plan, seamlessly connecting the living, dining, and kitchen areas, creating a spacious and airy ambiance perfect for both relaxing and entertaining. The main floor boasts a convenient mudroom/laundry area, providing easy access for one-level living convenience. With four bedrooms, with three of the bedrooms featuring its own attached bathroom, including one on the main floor, this home offers unparalleled comfort and privacy for all occupants. Whether hosting guests or enjoying personal retreats, everyone will appreciate the luxury and convenience of ensuite facilities. Step outside onto the covered porch, where summer dining awaits amidst the gentle sea breezes and tranquil views of the preserved land beyond the backyard. The fenced backyard, featuring a sparkling pool for refreshing dips on hot days and outdoor seating surrounding a cozy fire pit, ideal for gathering under the stars on summerl evenings. The sandy beach community adds to the allure, offering a park area complete with picnic tables, panoramic views of the water, and access to a sandy beach where summer breezes beckon for leisurely strolls along the shoreline. This property presents a rare opportunity to experience the best of North Fork beach living. Whether you're seeking a seasonal retreat or year-round residence, this home promises a lifestyle of comfort, convenience, and coastal charm. Don't miss your chance to make memories and create your own slice of paradise in this idyllic seaside haven., Additional information: Appearance:Pristine,Interior Features:Lr/Dr

Expansive Ranch with a legal attached mother in law suite. The Oregon Road property is surrounded by one of the largest tracts of preserved land on the East End and is very close to the beach. With only a handful of neighbors and the assurance of privacy in perpetuity, the property is a terrific value. The charming Oregon Road farmhouse offers four bedrooms, three bathrooms. The large detached garage provides ample space for your vehicles and hobbies. And when you're ready for some leisure time, the renowned North Fork vineyards are just a stone's throw away, ensuring endless opportunities for relaxation and enjoyment. There is room for a pool., Additional information: Interior Features:Guest Quarters,Lr/Dr,Separate Hotwater Heater:y

This new construction home is crafted with exceptional attention to detail and investment in craftsmanship and infrastructure.. Designed for modern living, it features a custom landscape with water retainment, stone retaining walls, a cobblestone driveway apron, and a water containment system engineered to manage the heavy rains. Energy efficiency is prioritized with spray foam insulation to dramatically reduce heating and cooling costs. Inside, enjoy an open floor plan with a custom kitchen, an elegant bathroom with an infinity drain, organized closet systems, and beautiful oak floors. The lower level offers a walk-out basement entrance and is supported by a septic system for four-bedroom capacity. The backyard provides a private oasis with room for a pool, while the front boasts stunning views over the nearby rail trail. Just blocks away, explore local shops and enjoy the perks of North Shore beach membership. A fresh approach to creating a home that just makes you smile!, Additional information: Interior Features:Lr/Dr

Welcome to 700 Bayview Ave, in Southold. This charming retreat is across the street from Hashamomuck Marine Waterway, inlet to Peconic Bay. Featuring a bright and airy layout with tons of potential and charm. 3 bedrooms, 2 bathrooms. Newer hardwood floors on 2nd floor. Full finished tiled basement. Large yard with newer PVC fence and shed. Side and front trex steps recently installed. Centrally located to both Southold Village and Greenport Village.

Introducing one of the last remaining unspoiled 15.96-acre parcels within Southold Town. With limited opportunities to acquire land of this size at such an attractive price point, this property offers an exceptional investment in a prime location. The land has the potential to be certified organic, providing endless possibilities for sustainable farming practices. Wildlife thrives here, making it ideal for those seeking a peaceful, nature-rich environment. Whether you're interested in cultivating field crops, raising livestock, or growing nursery stock, this farm is an ideal canvas for your future agricultural endeavors. It’s a perfect spot for families looking to create a long-lasting legacy for generations to come.

This 4.6 acre residential building lot provides for a spacious homestead construction opportunity. Conveniently located at the gateway of the East End of Long Island, the sizeable parcel is ideal for a micro-farm or equestrian/agricultural influenced estate.

Welcome to Founders Village, a charming 55+ senior community that offers the perfect blend of comfort and convenience. This delightful space offers oak floors throughout, an expansive living room with soaring ceilings, and a cozy wood-burning fireplace that invites relaxed evenings at home. Step outside to your own landscaped patio- a serene retreat designed for peaceful seclusion with established pine trees in the distance- conveniently located across from the clubhouse and pool. This inviting amenity not only provides a refreshing escape but also embodies the active lifestyle Founders Village is known for. Situated just moments away from essential amenities including post office, train station, pharmacy, various shops, and an array of restaurants, this residence offers effortless access to everything you need. If you're looking for simple updates, this is the perfect candidate for those seeking a relaxed, yet vibrant lifestyle in a warm community setting.

Located in the highly desirable Fleets Neck Community in Cutchogue, the sunniest hamlet in New York, this waterview Residential Building Lot presents a rare opportunity to create your dream home. With stunning views straight down East Creek, the property offers the tranquility of water view living. The two small waterfront cottages across the street are pre-existing, non-conforming, meaning they cannot be expanded upon, guaranteeing that the breathtaking water views will remain unspoiled for years to come. The lot also includes exclusive membership to the Fleets Neck Association Beach, providing access to a private, pristine white sand beach in perpetuity. Whether you are looking to build a forever home or simply enjoy the peaceful beauty of East Creek, this is a truly rare opportunity in one of Long Island's most sought-after communities.

This 2.2 acre residential building lot is located in a sequestered agricultural setting off of Fresh Pond Ave. Public water is available on the street to provide for a seamless construction opportunity. Conveniently located at the gateway of the East end of Long Island, the parcel provides for the perfect opportunity for one to construct their dream home estate.

Stunning vineyard views! Nestled in the heart of the North Fork's first vineyard is this sprawling, historic beauty. Steeped in history but with all the modern comforts and conveniences is the generous estate. Don't miss the one-of-a-kind North Fork sunrises from the primary suite or the picturesque sunsets from the gunite pool. Experience life on a working farm, while enjoying the seclusion and serenity of nearly 66 acres of a classic North Fork vineyard. Completely renovated, never lived in, and to be professionally furnished with designer grade places! July $40,000 - August-LD $40,000

Escape to this enchanting Craftsman style beachfront retreat on the coveted sandy beach, where stunning waterfront views and classic design create the perfect summer getaway. The front room's panoramic windows frame breathtaking vistas of the beach and gentle rhythm of lapping waves, filling the space with natural light and serenity. Just beyond, the open dining area offers water views making every meal a picturesque experience. Step outside to the spacious deck , where a charming shade-giving tree adds character and sense of tranquility- ideal for morning coffee or sunset gatherings. Available from August 17 through September 15, 2025; rent $15,000.

Charming Laurel Country Estates, comfortable three bedroom ranch, private bay beach for neighborhood residents. Central air conditioning. Rear yard with deck off kitchen for outdoor entertaining. Convenient to Mattituck Shopping Center, and recreational activities. Act now to reserve your desired dates for the 2025 Summer Season. Available: July and August through Labor Day. Additional information: Appearance:Very good

Brand New Tastefully Renovated Furnished Apartment conveniently located in the heart of Southold. The apartment is Available to rent for Year Round or flexible time-frame(s). Public transportation is in near proximity, along with everything else the North Fork has to offer.