ML# :P1439478   The Beautiful Gunite Pool with Spa Features and Beach Rights to the lovely South Harbor Beach, add to the allure of this stunning, North Fork Farmhouse, cleverly Re-imagined and Restored in 2023! Start your tour as you step across the expansive covered Front Porch and enter the Elegant Entry Hall featuring wonderfully Preserved, Decorative Wood Floors. As you pass through the hall, you’ll admire the original 19th Century Bannister rising up along the Front Staircase. Continue into the Cozy Parlor featuring a Wood-burning Fireplace, accented by the Marble Mantelpiece. Take a moment to imagine sinking into the Sophisticated Country Ambiance enjoying a favorite vintage from one of the many award-winning wineries located within less than a mile. Look forward with delight, to dining and dancing in the adjacent spacious Great Room, a Large, Airy Space currently utilized as both the art vs Art Salon, featuring the Original Gallery System for exhibiting fine work by renowned artists, and as the Breakfast Room for guests of the inn. The spacious 6 Bedroom, 5 1/2 Bath home includes: 3 Beautifully Detailed Ensuite Guest Rooms, including one on the Main Level, plus a 4th Guest Room with a dedicated Guest Bathroom. The 4 Guest Rooms are situated in the Front of the House. Continue your tour on the main level, and pass through the original Vintage Swinging Door and enter the Back of the House, with its modern Island-style Kitchen featuring 2 ovens, 2 dishwashers, refrigerator-freezer with craft ice-maker, induction cooktop and 2 convertible refrigerator-freezers in the pantry. Pass through the Mudroom/Laundry area, with 2 sets of stackable washers/dryers, to the living area of the Innkeeper’s Suite including a Family Room, Powder Room, and private access to the outside, owner’s Parking Area, the storage shed and the Garden/Pool/Spa area. Up the Back Staircase you’ll find the Spacious Primary Suite including an Oversized Bedroom fit for a King with Sitting Area, plus a Separate Bedroom/Office and the Primary Bathroom with Shower and Soaking Tub. This iconic property, selected for the Northforker’s Dream Home feature story, includes Bluestone Pool Patio Surround with Pergola, Outdoor Shower, and separate Fire Pit gathering area. There is Plenty of Parking for Guests, Privacy Fencing, Front Hedging, plus ample Lawn Space for Games, Gardening and/or Pet play. The solar-panel roof system provides much of the electrical energy in the fully air-conditioned residence, while also providing peace of mind with a substantial back-up Sonnen battery system. Mini-Split AC/Heat units allow individual climate control in the primary and guest bedrooms. Enjoy this convenient location just down the road from the charming shoppes and eateries at Southold’s village center and the Historic, Maritime Village of Greenport a few minutes drive east. Occupancy 11/1/2025. Please inquire about the additional offering of the B&B contents.

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# :905528   This beautiful Newly Constructed Modern Craftsman/Cottage style home, tucked away down a private lane, boasting 3245 sq’ interior living space, black onyx saltwater pool and serene wooded property while providing access to two exclusive bayside access areas located in desirable Beixedon Estates. This beautiful newly constructed home is ideally situated between quaint Southold Town and the vibrant seaside Village of Greenport, renowned for its shops, restaurants, and entertainment. Also conveniently located are marinas, fish market, farm stands, and vineyards.

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# :868556   Welcome to your own slice of paradise in the coveted Angel Shores beach community. This beautifully crafted home offers deeded bay beach access at the end of the road, and a spectacular backyard retreat—complete with vibrant gardens, an inviting inground pool, hot tub, and tranquil waterfall. Whether you’re entertaining guests or enjoying a quiet evening at home, this outdoor space delivers the ultimate in North Fork living.Inside, the heart of the home is a spacious eat-in kitchen with center island that opens to a formal dining area, ideal for gatherings of any size. The main level also features an adjacent family room with a gas fireplace, a dedicated home office, and a living room—each thoughtfully designed with soaring ceilings and detailed crown moldings for a touch of elegance throughout.The home features four spacious bedrooms and two and a half baths, including a generously sized primary en-suite that serves as a peaceful retreat. Three additional large bedrooms provide comfortable accommodations for family or guests. Enjoy effortless indoor-outdoor living with a classic wrap-around front porch to relax and sip lemonade and a large back deck that flows into the lush, private backyard oasis.Whether you’re seeking a year-round residence or a seasonal escape, this exceptional property invites you to unpack and start enjoying all that the North Fork lifestyle has to offer.

ML# :836156   Designer Modern Farmhouse ranch set on over 3.35 Acres with farm and scenic views. Renovated 2023. Open concept Living room, Dining room and Kitchen, Gorgeous kitchen with quartz countertops, Stainless Steel Appliances, built in wine cooler, new windows throughout, new interior doors, new exterior doors, new flooring, updated designer baths, new boiler, new well pump, new hot water heater. Spectacular 20x40 in ground saltwater pool with Cambridge pavers patio. Front porch overlooking farm views. Close to McCabe beach or quick drive for incredible sunsets. Access to Resident only Town Beaches, Boat Ramps and Parks with Town Permit. Farm animals permitted. Marina, airstrips and trails nearby.

ML# :3530714   2 Acres Of Highly Desirable Hamlet Business Zoning. Subdividable Into Half Acre Lots Or Build Multiple Structures. Multiple Residential Units Possible Or Residential/Commercial Mix. 4 Buildings Possible As Of Right. Great Route 25 Exposure & Great Location In Center Of Hamlet! Commercial Listing MLS# 3530579

ML# :920310   North Fork Coastal Living With Sunset ViewsEnjoy breathtaking sunsets from any of the three private balconies of this beautiful North Fork retreat. Designed for comfort and relaxed elegance, this residence features a dynamic open floor plan that seamlessly connects the living room, dining, and kitchen areas leading to outdoor balconies. The granite kitchen is perfect for entertaining, opening to a bright living room with a fireplace and a cozy den ideal for year-round gatherings. The first-floor primary suite offers convenience and privacy, while upstairs you’ll find two additional bedrooms, each with its own balcony overlooking the Long Island Sound. The fully finished walk-out basement extends the living space with direct access to the patio and backyard, ideal for outdoor dining or relaxing in the coastal breeze. A detached two-car garage includes a bonus room for extra storage above, offering generous space for a studio, office and many other possibilities. Perfectly located near McCabe’s and Kenney’s Beaches, local vineyards, the lighthouse, and North Fork’s favorite restaurants, this home captures the essence of seaside living — where every day feels like a getaway.

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*