Nestled in the coveted Fleet’s Neck community of the North Fork, this beautifully renovated residence offers a thoughtfully designed layout with four bedrooms and three full bathrooms along with exclusive private beach rights to one of the North Fork’s fantastic stretches of shoreline. Featuring two spacious primary suites located on opposite sides of the home, each with its own ensuite bathroom, the floor plan provides flexibility and privacy. The welcoming living room is centered around a wood-burning fireplace, creating a comfortable gathering space year-round. The professionally designed kitchen showcases quality finishes and craftsmanship, seamlessly connecting to the dining area for everyday living and entertaining. Recent improvements include new central air conditioning, natural gas heating and cooking, all-new white oak hardwood flooring throughout, custom moldings, and professionally designed bathrooms and kitchen spaces. Set on a picturesque property surrounded by mature trees, the home offers a peaceful setting with natural light filtering through the landscape. Blending modern updates with timeless appeal, this exceptional North Fork property offers a rare opportunity just moments from beaches, wineries, shopping, and dining.
Newly renovated and pristine year-round rental in the heart of Southold’s beautiful Colonial Village, an exclusive 55 an over adult community. This fantastic home has heat and water included in rent for tremendous savings to the tenant ! This inviting ground level one bedroom, one bath apartment offers comfort and convenience boasting a modern eat-in kitchen with granite countertops, all new stainless steel appliances and cabinetry; spacious living room & bedroom; ample storage; hardwood floors; and washer and dryer. Nestled within a serene and well-maintained community, this residence provides a peaceful retreat with a maintenance-free lifestyle, yet is conveniently located in the heart of Southold Village with nearby shops, restaurants, public transportation and more! Appearance Excellent; Minimum Age 55
Greenport’s premier Front Street address. High-visibility mixed-use building featuring in-place income and 2,912 square feet available for immediate use. Positioned on the village’s busiest corridor with constant foot traffic from tourists, boaters, and ferry passengers. Existing cash flow with clear upside in the North Fork’s most sought-after retail location.
Welcome to a stunning, one-of-a-kind, luxury modern waterfront home in the highly sought-after hamlet of Southold. This custom, newly constructed, residence is perfectly oriented West on Town Creek. Featuring 160′ of waterfront and expansive views of Peconic Bay, it includes a private 6 x 20′ dock and an 82′ Trex catwalk. Constructed with every attention to detail, the home includes maximum structural integrity, energy efficiency and elevated finishes throughout.
The sleek open-concept design encompasses approximately 4,500 square feet of living space. The light-filled residence showcases curated architectural features, ranging from floor-to-ceiling glass, floating staircases, bluestone and covered patio, water-view balcony, and a walk-out lower terrace. The Modern custom kitchen is adorned with ceiling-high cabinetry, Thermador appliances, marble countertops and porcelain inlay backsplash. The adjoining great room is anchored by a stunning gas fireplace surrounded by textured porcelain and this main level also includes an office, dining room and junior en-suite offering private access to the water, saline heated pool.
An upper level primary en-suite includes a private balcony and three additional spacious bedrooms, luxury baths, laundry and unfinished bonus space. The lower level offers 2,000 square feet for new owners to reimagine and personalize. The offering is complete with Founders Landing Beach, wineries, farm to table dining and a vibrant North Fork atmosphere.
JUST A DREAM BOAT! NEWLY RENOVATED, LIGHT AND BRIGHT, BEAUTIFULLY APPOINTED, EVERY CONVENIENCE – 2 BEDROOMS, 2 BATHS. PLUS -SUPER COMFORTABLE CONVERTIBLE QUEEN SOFABED! BEAUTIFUL OUTDOOR DINING, FIRE PIT, PORCH, ENCLOSED SHOWER! PRICED RIGHT! STEPS TO POPULAR KENNEY’S BEACH – JUST BRING OUR LITTLE RED WAGON AND STROLL TO THE BEACH AND ENJOY! Additional information: Appearance excellent! Lease Term: August-Labor Day ,July, July-August, June, Memorial-Labor, Off Season, Weekly Rent ASKING: Amt: $3,000- June $7,500 July $11,000 balance of August ( 3 weeks) $10,500; July-August $ 21,000; September Excluding LD – $8,500; October $9,000. Weekly $3,500 (2 week minimum). Special Package: June to September $37,000! Balance of August to Labor Day $12,000.
Put your money in Real Estate – here’s a property that is in prime condition and generates an income plus appreciation! Hamlet Business (HB) zoned property, in the heart of the Hamlet of Southold! Currently a Legal two-family home – each apartment has two bedrooms, wood floors, updated eat-in kitchen, spacious living room, bathroom, window air-conditioners, with lots of natural light coming from widows on all sides of the house. In addition, there is a beautiful two-story, 1,100 square foot, approximately a hundred-year old, BARN, with electric and running water. This rare accessory building has been preserved and is just waiting to be repurposed! We virtually staged it with an entertaining idea! There is also an active planting field behind the barn with irrigation.
The property has mature trees and a substantial lawn making it private and peaceful, and at the same time centrally located so that you can easily walk to local restaurants, grocery, banks, post office, town hall, and other shopping. There is deeded access to beautiful Founders Landing Bay Beach and Park – very walkable on a lovely spring or summer day! And…it only a few steps to Southold’s LIRR Station and Hampton Jitney bus stop.
Hamlet Business Zoning offers numerous other possibilities. Buy this special retreat and make your investment work for you!
Tucked away among the trees, this charming home offers the perfect blend of privacy and natural light. Thoughtfully furnished and move-in ready, it features inviting living spaces, including both a comfortable living room and a separate TV/family room. The fully equipped kitchen has everything you need, while three cozy bedrooms—including a private en-suite primary bedroom—provide a welcoming retreat.
Need a quiet place to work? A tucked-away upstairs office offers the ideal distraction-free setting for remote work or creative pursuits.
Step outside to enjoy the beautifully fenced outdoor living area, perfect for relaxing, dining al fresco, or hosting a barbecue. After a day at nearby McCabe’s Beach—just 0.3 miles away and around the corner—rinse off in the refreshing outdoor shower.
Whether you’re looking for a year-round residence or the perfect weekend escape, this delightful home offers comfort, privacy, and an exceptional location. Schedule your private showing today!
Imagine creating your own North Fork retreat in East Marion, where peaceful country roads, beautiful beaches, farm stands, vineyards and the vibrant waterfront village of Greenport are all just moments away. Final subdivision approval is already in place for this exceptional 42,000-square-foot homesite, offering a rare opportunity to bring a thoughtfully designed coastal residence to life in one of Southold Town’s most desirable settings.
Generously sized and located in the R-40 Zoning District, the property offers the space and flexibility to envision a substantial two-story residence with 4+ bedroom potential, expansive indoor-outdoor living and room for many of the features that make North Fork life so special. Picture summer afternoons beside a private pool, evenings entertaining beneath the stars, a peaceful garden, studio or pool house, and recreational amenities such as a pickleball or tennis court.
Public water is available, and the property does not contain wetlands, access or setback issues—valuable advantages that allow a future owner to focus on the excitement of designing and building. The generous building envelope may accommodate a home of up to approximately 5,100 square feet, while the property’s 20% overall lot-coverage allowance provides additional possibilities for the residence and accessory improvements.
Conceptual renderings and preliminary site ideas prepared by acclaimed North Fork-based Kramer + deConciliis Architecture illustrate one inspired vision: a refined modern coastal home shaped by natural materials, abundant glass and an effortless connection between indoor and outdoor spaces. The plans are conceptual, allowing the next owner the freedom to personalize the property and create a home that truly reflects their own style and way of life.
Whether imagined as a year-round residence, a relaxing weekend escape or a thoughtfully considered luxury investment, this is more than simply vacant land—it is an invitation to create something lasting in the heart of the North Fork. With final subdivision approval, public water availability and an appealing East Marion, known for low taxes, location near Greenport, beaches and boating, this may be one of the most compelling building opportunities available in the Town of Southold.
Buyer to perform their own due diligence to ensure their design plans and ideas meet Town of Southold and any other applicable code and permitting.
Welcome to North Fork living! Nestled in the desirable, private beach community of Laughing Water, this charming 3-bedroom, 2-bath Ranch sits on a 0.38-acre lot.
Inside, enjoy hardwood floors throughout the living and dining areas, along with a newly updated kitchen featuring new appliances, a center island, and generous storage. A 10′ x 13′ screened-in porch provides the perfect three-season retreat overlooking the backyard.
Take advantage of exclusive community amenities, including private beach access, a boat ramp, marina access (additional $900/season) , kayak storage, and a picnic area. Conveniently located just minutes from iconic North Fork farm stands, wineries, golf courses, restaurants and shopping!
Don’t wait! This house won’t last. Call now to schedule your private showing.
Welcome to a truly unique North Fork opportunity in the heart of Mattituck! This special property offers a charming 2-bedroom, 2-bath main residence along with a separate seasonal 2-bedroom, 1-bath cottage—perfect for guests, extended family, or additional seasonal possibilities. Enjoy access to a private dock, making it easy to embrace the best of waterfront living and spend your days out on the water. Ideally situated near Mattituck’s renowned vineyards, farm stands, beaches, restaurants, and all that the North Fork has to offer. Whether you’re searching for a year-round residence, weekend escape, or a property with incredible versatility, this one offers a rare combination of location, lifestyle, and opportunity.
LB Not responsible for Info contained in the listing buyer must verify all info
Welcome to the epitome of elegance and comfort at 3470 N Bayview Rd, Southold NY. This high-quality 5-bedroom, 5-bathroom home is located just a stone’s throw away from the popular Goose Creek Beach. The spacious horseshoe driveway and 2-car garage ensure ample parking and easy access.
Step inside to be greeted by high ceilings and an open floor plan, allowing for a seamless flow throughout the main level. The kitchen is designed to keep you connected with your guests. Whether you’re preparing a meal or pouring a drink, you can easily engage with your visitors in the dining room or the living room. The first floor features two en suite bedrooms, a laundry room, and a half bath. The second floor offers a third en suite bedroom, two additional bedrooms, a full bathroom, and a loft area perfect for a home office.
Outdoors, the home boasts a backyard oasis complete with an in-ground pool, lush gardens, and a basketball court. Choose to relax on the front porch or the private back deck and patio.
Nestled in a vibrant community with local amenities, this home is more than just a place to live – it’s a lifestyle. Experience the luxury and tranquility of this North Fork sanctuary.
Private, polished, and distinctly North Fork, this designer’s own Nantucket-style home offers generous spaces and exceptional privacy at the end of a long drive near historic Horton’s Point Lighthouse. Set on nearly an acre of mature landscaping, a wide mahogany porch opens to a dramatic foyer and expansive, light-filled living area with custom moldings, French doors to patio and plantation shutters. The heart of the home is the spacious, sun-filled kitchen and breakfast room, where Carrera marble counters, an oversized island and French doors to the deck and patio create an easy flow from morning coffee to summer entertaining. The adjoining formal dining room offers a more traditional setting when the occasion calls for it. The main-level primary suite, with high ceiling, wide oak floors, large closet and renovated bath with soaking tub and Carrera-tiled shower, makes first-floor living effortless. An office/library, powder room and laundry complete the main level. Upstairs, an airy loft leads to three spacious bedrooms and a full bath, creating comfortable separation for guests. In the rear yard, an expansive exotic-wood deck with pergola, stone patio and fire-pit area overlook a fully fenced lawn and established gardens with mature hydrangeas, crepe myrtle, raised vegetable beds and evergreen screening, with room for a pool. The detached two-car garage with additional storage connects by covered portico. Close to LI Sound beaches, Southold and Greenport Villages, wineries, farm stands and local 5-star restaurants.
Nestled on a landscaped corner property in the heart of Cutchogue, this inviting three-bedroom, two-bath home offers comfort, privacy, and endless potential. A charming covered porch welcomes you into bright, open living spaces, while the spacious yard provides plenty of room to relax, entertain, or garden. Ideally located just minutes from Cutchogue Village, renowned wineries, farm stands, beaches, and marinas, this is a wonderful opportunity to enjoy the very best of North Fork living- whether as a year-round residence or weekend retreat.
Ideally Located Vacant Land. A Rare Opportunity to Create Your Own North Fork Retreat or Year-Round Home on Desirable Hyatt Road, a Quiet Setting Just Off Soundview Avenue in Southold. This Ideally Located Vacant Parcel is Just a Short Distance from Memorable McCabe’s Town Beach. The Lot is Reported to Include Coveted Deeded Rights to a Private Long Island Sound Beach. Enjoy the Tranquility of a Peaceful North Fork Setting While Remaining Just a Short Drive from the Vibrant Centers of Southold and Greenport, with Their Celebrated Restaurants, Shops, Wineries, Marinas, and Coastal Attractions. An Exceptional Opportunity to Build Your Dream Getaway or Year-Round Home and Embrace the Best of the North Fork Lifestyle—Beautiful Beaches, Picturesque Surroundings, and Relaxed Coastal Living.
No Survey Available. See Photo for Approximate Lot Dimensions. Sellers Will Not Consider Offers with Contingencies. Road is a Private Road. Do Not Visit or Walk the Property Unattended. Buyer is Advised to Independently Verify the Accuracy of All Information
Set on nearly four acres along one of the North Fork’s most coveted stretches of sandy bay beach, this is a rare opportunity to secure an exceptional waterfront property with meaningful upside. The existing three-bedroom, four-bath home offers a solid foundation for renovation or expansion, allowing a new owner to tailor the property to their vision.
The grounds are equally compelling. A tennis court is already in place, and the oversized detached three-car garage adds flexibility for storage, studio space, or future accessory use, leaving ample room to site a pool. Centrally located with easy access to the North Fork’s vineyards, farm stands, restaurants, and marinas, the setting strikes a balance between privacy and convenience. Offerings with this combination of land, beach quality, and potential are increasingly rare, presenting a clear opportunity to create a premier waterfront compound.



