ML# :3520399   Attention Developers and Discerning Investors! Opportunity knocks with this 36-acre parcel, Development Rights in Tact, nestled in the heart of the North Fork. Ideally positioned along Arshamomack Creek with access to both County and Municipal roadways, this property offers a perfect setting for the development of either workforce housing, an exclusive residential enclave or a private estate. A generous tract of land within the R80 zone, allowing for 2-acre zoning. Close proximity to pristine beaches, renowned farmstands, and esteemed wineries. Bring your vision. (see attachments for more info.)

ML# :928708   Set on 6.5 ultra private waterfront acres, this gated estate offers two single and separate waterfront lots being sold together. The property features a recently updated colonial farmhouse-style residence (Zone X with raised mechanicals off the garage) showcasing panoramic water views from nearly every room, along with a new waterside Gunite pool, 2, 100 square feet deck and private dock—perfect for boating, indoor and outdoor entertaining, and relaxed coastal living.The home offers four bedrooms, a large home office, an oversized den, and three full baths. Designed with flexibility in mind, the property provides substantial opportunities to expand within the existing structure. There’s bonus space above the three-car garage with rough plumbing, an enormous attic (future 3rd floor) with 8.5+ foot ceilings, and a walk-out basement with 9+ foot ceilings, two egresses, and additional plumbing already in place.Outdoor amenities elevate the estate’s appeal, featuring a new 16 x 32 heated saltwater gunite pool with an electric cover, high end luxurious 6-person hot tub, outdoor shower, and an expansive 2, 100 SF deck overlooking the water. A wide, clear path leads to a fire pit area and private dock previously docking a 23-foot Grady-White—with direct access to the bay.The chef’s kitchen, wood-burning fireplace, and high ceilings (9 feet on the 1st floor, 8 feet on the 2nd) enhance the home’s warm yet sophisticated character. Radiant heated floors in eat-in kitchen, all bathrooms and more. Recent updates include: Gunite pool, hot tub, new circular driveway, freshly painted Hardie board siding, all-new interior paint, door hardware, and lighting fixtures. This remarkable property blends space, style, and waterfront luxury—an ideal retreat for year-round living or a spectacular summer getaway.

ML# :911696   Set on over two secluded acres within the coveted Shellfisher Preserve association near Paradise Point, this extraordinary estate offers sweeping water views from the backyard, kitchen, and upstairs rooms. A private deeded beach and your own deep-water dock is just a short pathway away. The property is graced by a pristine tidal lagoon, preserved and maintained by the Peconic Land Trust. The traditional-style residence, custom built from the ground up by its sole owner, features four bedrooms—three upstairs and a potential guest suite or office on the main level. Expansive sundecks capture the water vistas, while the spacious primary suite provides a serene retreat. A remarkable 1, 800 sq. ft. post-and-beam barn offers versatile bonus space, featuring a three-car garage and a light-filled studio space above. Modern infrastructure includes deep-water wells with a state-of-the-art filtration system. Enhancing the resort lifestyle potential, an approved site plan allows for a 20’ x 40’ pool. A 70’ deep-water fixed dock with 4 ft of water at low tide in your protected private marina, a sports-fisherman’s dream! Dock and common area maintenance is included in your $600 per year annual HOA fee. With its rare blend of privacy, water access, and timeless architecture, this estate presents a truly unparalleled opportunity.

ML# :932327   Wake up to endless views of the Peconic Bay — sunlight glimmering off the water, birds gliding over the nearby nature preserve, and the calm rhythm of the deep-water inlet just beyond your deck. This sweet beach cottage captures everything that makes summer on the North Fork unforgettable. With 3 comfortable bedrooms, 2 baths, and an open, easy-flow layout connecting the living, dining, kitchen, and entertainment nook, it’s made for barefoot mornings and breezy afternoons with friends. Step outside to a spacious wraparound deck and 130 feet of pristine waterfront — perfect for soaking in the sun, launching a kayak, or simply taking in the view. Secluded yet steps to the private sandy association beach, this is a rare slice of coastal paradise where summer never really ends.

ML# :806509   Modern Luxury Waterfront Tree House - Nature Lovers’ Paradise on West Creek!Discover this stunning 4-bedroom, 5.5-bath waterfront featuring a Black Onyx saltwater pool and private dock on the highly sought-after West Creek.Step into the upper-level living area, where floor-to-ceiling views create a serene bird’s-eye perspective of lush trees and sparkling water—a true sanctuary for birds and wildlife.A dumbwaiter adds convenience, connecting the lower level to the kitchen and pantry. Downstairs, the poolside entertainment area is designed for hosting, complete with four refrigerator drawers, custom walnut cabinetry, and a bar sink. The lower-level deck offers easy access to a full bath, perfect after a swim.This home is an immersive nature experience, ideal for those who cherish tranquility and wildlife.Endless Outdoor AdventuresBoat from your private dock or Paddle through the meandering waters of West Creek, where you’ll spot waterfowl, and sunbathing terrapins. Continue into Southold Bay for pristine waters and sandy Goose Creek Beach. For the ultimate local experience, harvest wild oysters and blue claw crabs for dinner!Convenience Meets CharmTake a leisurely ride to the local farm stand or Sophie’s Sports Bar & Restaurant. Explore nearby vineyards, wineries, and enjoy easy access to public transportation.This is more than a home—it’s a rare opportunity to embrace the beauty and lifestyle of Southold’s most coveted location.

ML# :861882   Located in one of Southold’s most coveted locations, this waterfront oasis offers peace, privacy, and stunning views of Goose Creek. Surrounded by professionally designed and meticulously maintained landscaping, this property exudes tranquility and natural beauty.The home features a spacious and thoughtfully designed layout with wood floors throughout. The updated kitchen is a chef’s dream—complete with cherry cabinets, quartz countertops, high-end appliances, and limestone flooring. The large living room, anchored by a charming wood-burning fireplace, is perfect for relaxing or entertaining.Enjoy serene water views from multiple rooms and take full advantage of the private dock with floater—ideal for kayaking, boating, or simply soaking in the setting. A large waterfront patio provides plenty of room for entertaining. The primary suite includes an ensuite bath for added comfort. A full basement offers generous storage and expansion potential, and a whole-house generator ensures peace of mind. This rare Southold gem blends luxury, functionality, and waterfront living—ideal as a year-round residence or weekend escape.

ML# :926461   Welcome to Sunset Cottage! Perfectly situated on one of Southold’s most desirable streets, this beautifully renovated waterfront beach house offers the ultimate North Fork lifestyle. Enjoy spectacular sunsets from the new mahogany waterside deck overlooking Hashamomuck Pond which is ideal for kayaking, paddle boarding, fishing, and crabbing. The spacious living room features a wood-burning fireplace and flows into a light-filled great room. Offering 3 bedrooms and 2.5 baths, including a primary ensuite with direct deck access. Thoughtfully designed with handicap accessibility, an irrigation system, generator, and outdoor shower. Set on a rare double lot of approximately 0.40 acres and located less than half a mile to Southold Town Beach and under 10 minutes to Greenport Village. Not in a flood zone. Excellent rental history!

ML# :923863   Wake up to breathtaking panoramic views of Peconic Bay from your own private waterfront retreat! With 160 feet of shoreline and a 6’x20’ dock, this property is a dream for boaters, beach lovers, and anyone craving coastal serenity. Inside, there’s room for everyone with 5 bedrooms, 2 full baths, and a sunlit loft. The wraparound deck invites you to savor spectacular sunrises and sunsets, entertain guests, or simply unwind with the soothing sea breeze. Located in the beautiful Bayview section of Southold, you’re just moments from Cedar Beach, and surrounded by the best of the North Fork—award-winning vineyards, charming farmstands, and top-rated restaurants. This property won’t stay on the market for long!

ML# :924424   Welcome to 535 Bay Home Road, a rare and flexible offering on one of the North Fork’s most coveted canal-front streets, located in the prestigious Willow Point community. With panoramic water views, a private dock, and access to a secluded beach, this property combines timeless coastal charm with modern luxury.Buyers can choose from two exclusive paths to own this exceptional property:Option 1: Purchase As-Is with Approved Plans – $1, 550, 000Prefer to build on your own schedule or with your own team? The existing home is also available as-is for $1.55M. This includes:Fully approved architectural plans, Ready-to-issue building permits, .37-acre lot on a quiet canal with private dock, Prime opportunity to invest in a trophy location with a head start on construction. Whether you’re ready to break ground now or planning for the future, 535 Bay Home Road is a rare chance to own on one of the North Fork’s most prestigious waterfront streets — just steps to a private beach and directly across from a scenic vineyard.Option 2: New Construction Package – $3, 300, 000Partner with the highly regarded North Fork Building Company to create a custom 2, 900 sq ft modern waterfront home, expertly designed to showcase water views and deliver a luxurious coastal lifestyle.Planned Features Include:3 en suite bedrooms, Additional full bath off the mudroom, Main-floor flex room (ideal for a 4th bedroom, home office, or den), Heated waterside pool, Covered outdoor living room with kitchen and wood-burning fireplace, Private dock + floating swim dock , Detached two-car garage with unfinished attic spaceInterior Highlights:Gourmet kitchen with custom cabinetry, quartz countertops, Thermador appliances, Gas fireplace in the living room with custom built-in bookcases, 10’ ceilings on the main level, 9’ ceilings upstairs, White oak flooring throughout, Kohler fixtures, Andersen windows, and recessed lighting, Custom molding package, Walk-in closets in all bedrooms, Upstairs laundry room, With final plan approvals nearing completion and permits ready to issue, now is the ideal time to customize your finishes and build your North Fork dream home.*Licensed real estate salesperson has ownership interest in KIMDY Realty LLC, the seller*

ML# :822706   In the last month there have been lots of updates made to this exquisite waterfront home with wrap around porches and breathtaking views. Don’t miss this opportunity to own a waterfront property on the North Fork. Perfectly situated on the protected and tranquil water way of Arshomomaque, where you can enjoy fishing, crabbing, clamming, boating, or just relax and listen to the birds. The first floor has a dining room, living room with a stone fireplace, den, laundry room, water side all-season room and a beautifully renovated eat in kitchen. The second floor has a master ensuite, 3 nice size bedrooms and an office. There is plenty of room for storage in the detached garage or in the full size clean basement. Centrally located between Southold and Greenport villages, this home is also with-in the Southold Park District offering Founders and South Harbor Beach access., Additional information: Appearance:ExcellentNew features include: central air, new front walkway, back yard tree removal and grass lawn installation, interior painted and new light fixtures.