Greenport NY Real Estate & Homes for Sale

Incredibly charming Greenport Village home within the coveted West Dublin neighborhood. Three beds, two full baths, plus a large barn in back. Channeling Scandinavian design, the first floor features a semi-open floor plan with a light-filled kitchen and dining room, a cozy den with a wood-burning fireplace, and a large living room overlooking the covered front porch. The main living spaces and bedrooms feature period details and beautiful wood floors. The backyard is dotted with hydrangea and other beautiful plantings, creating the perfect spot for breakfast or an evening fire with family and friends. The barn offers two floors of additional, flexible space or studio for artists. Just one block from two sandy bay beaches. The Jitney, LIRR, and commercial district are just three blocks away. Village living doesn't get much better than this!

Newly 2024 Renovated 4 Bedroom 3 Full Bath Ranch in Desirable Location of Greenport Harbor & Sandy Beach. Enter to Soaring Ceilings and Beautiful Wood Flooring. Featuring open concept Great Room complete with a stunning Quartz Top Center Island, Bar and Wine Refrigerator perfect for easy entertaining. Kitchen Features: Soft Close Cabinetry, Quartz Cabinets and New Appliances. Master Bedroom w/ New Master Bath, 3 Additional Bedrooms, 2 Additional New Bathrooms, Laundry Room. Garage -3 Car Deep. New Siding, Windows, Roofing, Gutters, Energy Efficient Electric Heat & CAC, Electric and All Exterior and Interior Doors. The area offers proximity to parks, vineyards, farms, beaches, restaurants, and night life. Whether you are looking for a seasonal retreat or a year-round residence, this property presents a great opportunity to live near the beach in a relaxing lo key environment.

Welcome to 428 Joslen Place, a charming mid-century ranch built circa 1956, nestled in the heart of Greenport, just minutes away from Hudson proper. Meticulously renovated while preserving its original charm, the home features beautifully refinished oak floors, vintage custom solid maple cabinetry, and terrazzo and concrete tile bathrooms complemented by custom walnut vanities. The primary bedroom accommodates a king-size bed, while the additional bedrooms are spacious enough for a queen and a twin bed or two twins, with the third bedroom perfect for an office space. Situated on a generous .69-acre lot, the property boasts a custom fire pit and ample space to explore. Equipped with a 1 car garage and Tesla charger. Enjoy the convenience of being directly across from the Greenport Town Park and Conservation Trail, 5 minutes from Oakdale Beach, and less than 10 minutes from Warren Street and the Amtrak station. Truly a prime location, making it an exceptional investment opportunity, weekend home, or full time residence.

This great Greenport beach house is the one you've been waiting for! Ten steps down to 100 feet of beach/ waterfront on the Long Island Sound. 4 bedrooms, 2 baths, 1 car attached and detached 2-car garage with a loft, screened in gazebo and a Bocce court on just shy of an acre! Plenty of room for a pool. This won't last! Near all the North Fork has to offer - award winning vineyards, renowned restaurants, farmstands, boating and great shopping!

5 Bedroom Ravishing Ranch Rambler near the heart of Hudson. Potential 1 Bed Studio Apt in finished basement. 2 full laundry rooms, one can be converted back to a bedroom. Work area in 1 car garage included. Water front property with a pond view and access. Screened- house and accessory shed. NEW ROOF 2023, Well Water Tank 2024, Hot Water Coils 2024 and Septic Pumped/Inspected IN 2023. Enjoy a relaxing rustic feel on the deck with your favorite beverage. Many outdoor activities in close proximity Fishing, Hiking, Enjoying an unspoiled view of the stars and the sounds of the bull frogs.Situated only 3 Miles from Rip Van Winkle Bridge. 1/2 Mile from Columbia Greene Community College. 5 Miles from NYS Thruway (87). 7 Miles from Taconic State Parkway. SOLD AS IS.

**Exquisite Nantucket Style Cedar Shake Home with Breathtaking Waterviews** Perfectly situated on one of the most coveted streets in Greenport Village, this 3-bed, 5-bath home has a commanding presence and is positioned perfectly to enjoy wide views of Stirling & Greenport Harbor. Step inside to discover a thoughtfully designed "upside-down" layout that places the main living areas on the upper level, maximizing views of the surrounding waters and enhancing the feeling of openness and natural light. Meticulously crafted with attention to detail, this residence boasts white oak wood floors that exude timeless charm and vaulted ceilings anchored by wood beams for a touch of rustic elegance. The lower level features 2 en-suite bedrooms, a cozy den and laundry. Upstairs has an open floorplan featuring a gourmet eat-in-kitchen with high-end stainless steel appliances & a walk-in pantry, a dining room with water views in every direction, and a living room with a gas fireplace. Through sliding glass doors, step out to the mahogany waterside upper deck to soak in the maritime ambiance or enjoy al fresco dining with a view. Outside, the fully fenced grounds with mature & manicured landscaping create privacy for a peaceful outdoor retreat, all while the vibrant village life awaits just moments away. Ask about the dock slip available for rent. Come see for yourself! It'll be worth your time!

Just steps away from Town beach with water view, this 3 bedroom 3 bath newly renovated home can be yours! This house was just renovated in 2017 and sits on a .39 acre lot right across the street from the long island sound. The first floor features a large living room with tons of windows, brand new kitchen with granite countertops, stainless appliances, new cabinets, and tiled floors. The dining room is surrounded by large windows that overlook the backyard and has sliding glass doors that lead to the deck outside. The first floor has two large bedrooms with one of them having a full bathroom. The second floor of the house is one large bedroom with another full bathroom and walk-in closet. This space can be used as a full floor master suite or can be split up into three bedrooms. The home has an outdoor shower, sprinkler system, alarm system, new custom window shades, washer/dryer, brand new vinyl siding and a forced air-cooling system. There is also a detached one car garage and a private driveway. The house can be delivered fully furnished. Don't miss the opportunity to own a piece of the North Fork!

Welcome to 520 Madison Avenue! This 4 bedroom, 2.5 bathroom property is undergoing a complete and thoughtful renovation to like-new construction, offering modern luxury while maintaining traditional village charm. Step inside to discover a spacious great room featuring an island kitchen and dining area, highlighted by cathedral ceilings and abundant natural light. On chilly evenings, unwind by the gas fireplace in the living room, creating a cozy atmosphere. Retreat to the first-floor primary bedroom, boasting cathedral ceilings, a serene ensuite bathroom, and a generous walk-in closet. Upstairs, you'll find two additional bedrooms and a bathroom complete with a large soaking tub. Outside, your oasis awaits with a heated saltwater pool and expansive yard, bordered by protected lands for unparalleled tranquility. Enjoy complete privacy without worrying about peering neighbors - just chirping birds and fluttering butterflies. Located just a few blocks away from all the excitement the village has to offer, yet feeling worlds away in its peaceful setting, this property is truly one-of-a-kind. Don't miss out on the opportunity to own this exceptional residence, complete in time for Summer 2024! *Images shown are renderings. Actual finishes and details may vary. Additional photos coming soon..

LOOKING FOR PARADISE? Let me take you through this stunning waterfront condo in one of the most desirable spots on the North Fork, Greenport, with breathtaking views of the Peconic Bay and Shelter Island. This condo has an updated eat in kitchen, updated bathroom, a nice size living room, high ceilings, and windows that rain in tons of natural light throughout. On this 4 acre natural beachfront property, you can enjoy the convenience of having a newly redone tennis court, basketball court, and swing set, just a stone throw away. The property includes a large private storage unit for each condo which is great for storing all your outdoor gear and much more. It also has a common area which is inclusive of the deck, bathroom, rinse shower, a community kitchen, and sunbathing chairs to make your time at the private beach more relaxing and comfortable. The private dock gives you easy access to hop on your boat and explore the surrounding waters. Boat slips have a nominal fee of ONLY $700 FOR THE ENTIRE SEASON. Who says you just have to be on the water? You are not in the mood for water sports today? Then lets go golfing. Just minutes away is the beautiful Islands End Golf Course welcoming all. The always lively town of Greenport with its variety of bars, restaurants, and shops, brings a world of entertainment and is perfect for an evening or night out. This waterfront condo offers a perfect blend of serenity, accessibility, entertainment, and is a dream for anyone looking for the vacation lifestyle. Don't just imagine it, come out and see for yourself!

Design your paradise! Just over one acre of land to dream and create your ideal home. 60800 County Road 48, Greenport is conveniently located and abuts 53 acres of a nature preserve to deliver the ultimate privacy and serenity. Currently has two existing structures on the property, a residential home as well as a two car detached garage. Sold "As Is"

This spacious cape in coveted Eastern Shores boasts soaring cathedral ceilings, allowing abundant natural light to fill the home. Its versatile floor plan features a newly renovated kitchen, multiple great rooms, and four full baths, making it an ideal space for hosting friends and family. Read a book by the large fireplace or relax on the rear deck and patio; the yard offers room for a pool. Located just two blocks from your picturesque association beach and less than a mile from Greenport Village shops and restaurants, this property exudes style and personality while offering both convenience and tranquility.

Perched above the water with expansive views of Greenport Harbor and Stirling Basin, 123 Stirling offers modern luxury on one of Greenport Village's most beautiful streets. Each unit includes a private boat slip, dedicated indoor and outdoor parking spaces, in-unit laundry and ground floor maritime space with an additional half bath. Four blocks from the center of the village commercial district with shops, restaurants, and galleries. Great proximity to Jitney and LIRR for easy access to NYC. Unit 2 features three bedrooms, two full baths and one half bath. Open concept kitchen / dining / living room. 500 sq ft maritime space with additional half bath and 224 sq ft of waterside balcony space. Sale is subject to terms & conditions of an offering plan.

This one bedroom, second floor apartment in Driftwood Cove is perfect for a hassle free weekend getaway or easy year round living. Close to Greenport Village, Shelter Island Ferry and NYC train and bus stations. Can be rented after 1 year of ownership to year round residents. Maximum 2 person occupancy. Additionally Greenport will be investing in rebuilding the harbor bulkhead. Will not last!

Don't miss out on this Light-filled 3-bedroom, 2-bath custom built modular home, built in 2020. It offers a superior living experience with its solar-powered, Energy Star, and LEED compliant features. Located across the street from Peconic Bay, it boasts peek-a-boo views of the bay with nearby access points to a kayak launch, and tranquil Pipes Cove. This ranch layout includes an upstairs room that can serve as additional living space or an office, providing privacy from the rest of the house with a walk out veranda. Thoughtful gardens outside the living room blur the lines between indoors and outdoors, enhancing the overall ambiance. Residents can relax on the veranda or in the living room while enjoying the scenic views. Additionally, the property features a two-car garage, suitable for parking or storing water sports equipment, and a full, spacious basement that offers ample storage and potential for additional living space. Take advantage of the nearby attractions of the North Fork, including Shelter Island, beaches, farms, vineyards, and restaurants, all while enjoying the tranquility of a small-town atmosphere. Whether you're looking for a peaceful retreat or an active lifestyle surrounded by nature, this home offers the best of both worlds.

Turn-key mixed use offering in the heart of Greenport Village. This space was completely overhauled in 2017 w/ all new HVAC, plumbing and electric. The property is located in the commercial retail district of the village and offers an array of uses, which include and not limited to accessory apartment, gallery, eating and drinking establishment, studio, event space, dry retail, professional office, etc.. The space is currently set up and CO'd as a restaurant and features a large bar, two bathrooms and an area that would be perfect for an open kitchen on the main floor. The second level is a lounge w/ additional half bathroom offering additional seating and views of Greenport shipyard and Greenport Harbor. The lower level consists a prep area, walk-in fridge, ample space for storage and a majority of the mechanicals. This is an investor opportunity or a great space for an end user operator in an ideal location 1 block from the center of the Village

Charming 3 bedroom 2.5 bath Cape with gated yard and heated pool in the heart of everything the North Fork of Long Island has to offer. Built in 2008, the house was refurbished with all new paint, carpets and appliances. Walk to the Fifth Street Beach and Playground which has BBQs, Picnic Tables, volleyball and basketball court. Make this your forever home or summer getaway where you can come in from NYC by the LIRR and walk with your wheelie right to your home away from home. Can also walk to town, harbor, restaurants and pubs. Stove top has gas for cooking. Huge Master Bedroom upstairs with Bedroom & attached full bath downstairs. Two zone central A/C. Unfinished basement with outside access has washer and dryer along with an extra refrigerator/freezer. The inground heated pool with new liner and pump makes staying at the house more fun than the beach. Summer Rentals fetch $5000 week. Furniture & accessories avail.

Indulge in modern living with this fully renovated 2-bedroom, 1-bath haven. Step onto hardwood floors and experience the stylish eat-in-kitchen featuring Bosch dishwasher and stainless-steel appliances. Stay comfortable year-round with central A/C and revel in the convenience of a washer/dryer with your home. Adore the open layout as you bask in natural light streaming through new windows. Ample additional storage is accessible via the pulldown attic, making clutter a thing of the past. A true MUST SEE, this gem is strategically located near 5th Street beach, making coastal bliss a daily affair. Enjoy seamless access to transportation with proximity to the bus, LIRR, and ferry. Plus, immerse yourself in the charm of Greenport Village's dining and shopping, completing the perfect picture of your dream home. Don't miss out on the opportunity to make this stunning sanctuary yours!

Introducing 165 Angler Rd, a beautifully custom-designed,new construction home that fulfills every buyer's wish list. Positioned just steps from a pristine Bay beach and in close proximity to Greenport Village's vibrant waterfront district, this residence boasts a sophisticated spa-like heated in-ground pool with a stone patio surround and is incredibly well appointed, seamlessly blending traditional details with chic modern elements. With three floors of finished space including a fully finished basement hosting a home office, media room, and full bathroom, this home offers versatile living options. The main level features 9ft ceilings with a light-filled open Great Room, a first-floor bedroom and bathroom, while the third level features two guest bedrooms sharing a full bathroom and a generously sized primary bedroom with a private full bathroom and an oversized walk-in closet. The superb craftsmanship of this home is evident in the custom millwork, built-in shelving, rift and quartered hardwood floors, and upscale finishes. Equipped with dual-fiber-optic cable lines and Cat6 ethernet in all bedrooms and living spaces, this home provides an ideal work from home environment and remote monitoring capabilities for added convenience. The chef's kitchen is designed for culinary enthusiasts, featuring GE Cafe appliances, wall-to-wall stone counters, wine fridge, floating shelves, built-in wine storage, and a large center island, perfect for year-round entertaining. This exceptional Greenport residence offers the perfect blend of sophisticated finishes, modern amenities, and a prime location. Not to mention, you will enjoy world class vineyards, local breweries, hiking trails and many additional beach options between the Great Peconic Bay and LI Sound.

A distinctive and stylish offering in the heart of Greenport Village. This 4400 sq. ft. loft features 4 bedrooms across three floors of thoughtfully renovated living space and an adjacent 800 sq. ft. accessory building. Twelve oversized skylights flood the main floor with natural light, illuminating the interior and further highlighting the soaring ceilings. The open floor plan creates an inviting atmosphere and an exceptional entertaining space with a chef's kitchen that connects to a second floor outdoor deck. The third floor features lofted ceilings and a primary bedroom with walk in closet and luxurious full bathroom. The ground level offers the perfect blend of comfort and convenience with two bedrooms, two baths, home gym, den and laundry room. A well appointed courtyard connects the main house to the accessory building. With its unique blend of style, sophistication and functionality, all just a block from Village shops, restaurants, and the waterfront, 511 Carpenter offers an opportunity to embrace the quintessential Greenport lifestyle.

Welcome to this stunning four-bedroom colonial home situated on a spacious one-acre lot. This immaculate property offers a perfect blend of elegance and outdoor living, boasting an inground pool and beach rights for your enjoyment. The exterior of the home is highlighted by a 24" x 36" detached garage with a remarkable 12" high ceiling and clear span framing, providing ample space for parking and storage. Inside, you'll find a seamless flow between the open living and dining room, creating a warm and inviting atmosphere for entertaining guests. The kitchen and family room have been tastefully renovated, featuring modern fixtures and appliances that blend seamlessly with the overall design aesthetic.The home has a Bonus Florida Room! It adds 220 square feet to the home.This room offers a tranquil space to unwind and enjoy the surrounding natural beauty of the property. Step outside onto the mahogany deck, where you can relax and soak up the sunshine or host gatherings with family and friends. The new wood flooring throughout the house adds a touch of sophistication and durability. The finished basement is an added bonus, complete with radiant heat, providing additional space for recreational activities or a home office. Other notable features of this home include a new roof and central air conditioning, ensuring year-round comfort and peace of mind. Located in the quiet community of HOA August Acres, this neighborhood offers a serene environment with abundant wildlife. Don't miss the opportunity to make this exceptional home your own and experience the perfect balance of comfort, style, and natural beauty.

Adorable with room to grow! This complete renovation kept the character and opportunity to expand on this corner property to create your dream yard. Just blocks away from marina's, sandy beaches, tasting rooms and more. Extensive renovation in 2021 with windows, doors, roofing, siding, insulation, electric, plumbing as well as new baths and kitchen creates the perfectly crafted space with wood ceilings, original wood floors and more.

Nestled among the shores of Pipes Cove, this exquisite bayfront home offers the ultimate beach lifestyle, combining relaxation and panoramic views around Conkling Point over to Shelter Island. Every Wednesday evening, chill out on the waterside patio and watch the Shelter Island sailboat races. Have front row seats to the annual 4th of July Shelter Island fireworks display. If you're an early riser, here you'll be captivated by breathtaking sunrises. Launch kayaks, paddle boards, or even a small sailboat from your own beachfront, and explore the waters at your leisure. The home exudes warmth & character, inviting you to unwind and revel in the simple pleasures of life on the Bay. The open floor plan with living, dining, & kitchen are thoughtfully designed to maximize water views and natural light. The primary suite is on the first level with 2 additional bedrooms & a full bathroom. Upstairs has a loft and unfinished space ready to be built out. All of this, only a 3 minute drive to the coveted Greenport Village.

Waterfront Condo in desirable West Dublin with views of Peconic Bay and Shelter Island. This first-floor end unit has hardwood floors throughout updated kitchen and baths and waterside living room with wood burning fireplace. The Grounds include salt water pool, tennis court, pickle ball, bike storage, private sandy beach, and boat slip. Short distance to all Greenport Village has to offer. Easy access to Train, Bus, and Shelter Island ferry.

Perched above the water with expansive views of Greenport Harbor and Stirling Basin, 123 Stirling offers modern luxury on one of Greenport Village's most beautiful residential streets. Each unit includes a private boat slip, dedicated indoor and outdoor parking spaces, in-unit laundry, and ground floor maritime space with a half bath. Four blocks from the center of the village's shops, restaurants, and galleries. Great proximity to Jitney and LIRR for easy access to NYC. Unit 10 features two bedrooms, two full baths, and one half-bath. Open-concept kitchen/dining/living room. 539 sq ft maritime space with an additional half bath. Sale is subject to the terms & conditions of an offering plan.

Nestled in the heart of North Fork Wine Country, in the highly sought after West Dublin neighborhood of Greenport Village, ideally located within mere seconds of the vibrant and dynamic Greenport Village shopping district and the rolling waves of nearby 4th Street Bay Beach is where you will find this one of a kind North Fork gem. Distinguished as one of the very few residences in the Village boasting a refreshing and sunsoaked inground pool, this property offers a summer resort style haven of exclusivity providing both privacy, tranquility and convenience having the vibrant offerings of the Village lifestyle found just outside your front door. Welcome home to a first-floor open floor plan that floods the interior with an abundance of natural light, coupled with beautiful hardwood floors, all enhanced by expansive windows and complemented by the warmth of a gas fireplace. Each floor boasts a generously sized owners bedroom accompanied by a full bathroom, ensuring both luxury and convenience. Ascending to the second floor reveals an additional inviting and spacious owners bedroom, and home office /work space. First floor highlights include the spacious chefs kitchen, adorned with quartz countertops and equipped with stainless steel appliances. This space serves as a culinary haven, which effortlessly connects to the spacious rear deck, creating the ideal setting for seamless indoor-outdoor entertaining. The backyard, is a true outdoor private oasis in itself, complete with beautifully manicured gardens, a spacious and sprawling verdant lawn, outdoor shower and your inground pool wrapped in blue stone sitting center stage all summer long. The ideal investment opportunity to enjoy the luxury and super convenience of this prime location is here. Just outside your door are the boutique shops, delectable restaurants, Mitchell Park with its charming carousel, and the picturesque waterfront all waiting to be explored. For those beach lovers seeking the relaxing waves and comfort of a white sandy beach, this residence is also located just a short stroll to its nearby 4th St bay beach found at the end of the street, complete with BBQ/picnic area, and basketball courts. The proximity to rail, jitney, and ferry stops to Shelter Island and the Hamptons further enhances the accessibility of this exceptional home in it's extraordinary location!