Greenport NY Real Estate & Homes for Sale

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!

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.

Welcome to this enchanting Greenport Village authentic farmhouse, where timeless charm meets today's sense of home and nostalgia as you will discover the village is known for its spring cherry blossoms from a sequence of cherry trees. Step inside to be greeted by a charming staircase and the warmth of wood floors beneath your feet. Sunlight streams through abundant windows, illuminating the inviting interior spaces. The large kitchen beckons with its ample natural light, offering a delightful setting for culinary creations and casual gatherings. This 2-bedroom home exudes character at every turn, with bookcases tucked in for added charm and functionality. A main floor office space provides versatility for remote work or creative pursuits, while the spacious dining and living rooms offer ample room for entertaining or simply unwinding in comfort. Situated adjacent to the Floyd Memorial Library, convenience is at your doorstep. Enjoy easy access to Greenport Village's bustling center, where you'll find the picturesque Mitchel Waterfront Park, Hampton Jitney, LIRR Greenport station, and the ferry to Shelter Island and Sag Harbor-all within reach. Embrace the coastal lifestyle with nearby beaches, marinas, and locally owned shops, each offering a taste of the vibrant community spirit that defines Greenport. Whether you're seeking a peaceful retreat or an active North Fork wine country escape, this home presents an opportunity to experience the best of Greenport living. Don't be Too Late and miss your chance to make this authentic farmhouse your own.

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!

Renovated Greenport Village Farmhouse with custom woodwork details throughout! With a simplified way of living, the location is amazing and the spaces have been uniquely well designed to maximize the use of space and quality craftsmanship. The yard and hardscapes were installed with the designs of coastal village landscape architect offering low maintenance patio, grilling station and paper birch creating year round visual interest. The front porch is wrapped in red cedar and is so cute its the envy of the neighborhood. The interior offers custom kitchen cabinetry, main floor laundry and a full bath on both levels. On demand hot water recently installed for energy efficiency to keep you warm in the winter and energy efficient central air to keep the summer season cool and fresh! The marinas, waterfront dining, beaches, golf course, vineyard tasting rooms encompass this Farmhouse so there is no reason to be bored. The bus, train, ferry and Greenport Village shops and destinations create so many opportunities to explore al that the village living has to offer.

Lovingly updated to enhance its 19th-century glory, this enchanting residence invites you to experience a blend of historic charm and modern comfort. Beyond its picturesque facade lies a beautifully renovated home boasting not only timeless elegance but also provides a separate studio space, offering endless possibilities for creativity or relaxation. Step into the lush oasis of the yard, where mature trees and vibrant plantings, including majestic rhododendrons, delicate dogwoods, blossoming crabapples, striking coral bark maples, and the subtle beauty of kerria, create a serene backdrop for outdoor gatherings or moments of quiet contemplation as well as providing room for a pool. Conveniently situated, this idyllic property offers easy access to all that Greenport Village has to offer, ensuring that every amenity, from quaint shops to renowned restaurants, is within reach. Embrace the epitome of refined living in this captivating home, where every detail speaks to a harmonious blend of past and present

Charming water view first-floor co-op on coveted Sterling Street. The perfect two-bedroom escape in a prime village location. Renovated kitchen, bright living room, waterside sitting porch, large full bath, in-unit laundry, and stunning views of beautiful Sterling Harbor. Have your morning coffee or evening cocktail in the shared waterfront lounge area. Short distance to the villages, many restaurants, shops, and beaches. The unit comes with a detached storage 5x14 storage unit and on-site parking.

The house features a large primary bedroom with a full bathroom, as well as two additional bedrooms. This layout is perfect for accommodating guests. The location of the home is also notable. It's close to downtown Greenport village, the Shelter Island ferry, Peconic Bay, and Long Island Sound. This means residents or visitors have easy access to a variety of attractions and activities, making it an ideal spot for those who want to explore the North Fork area.

Introducing a modern 2-story residence nestled in the charming village of Greenport. This stunning home boasts elegant hardwood floors that grace both the first and second floors, providing a timeless touch of sophistication. The first floor presents a well-thought-out open concept layout. Featuring an inviting living room that seamlessly connects to the HGTV-style kitchen with a gas range for cooking enthusiasts. Also on the first floor, you'll find one of the two primary suites. Offering a private oasis for the discerning homeowner. The 9-foot-high ceilings on this level create an airy and spacious ambiance. The convenience of a second primary suite on the second floor ensures versatility and privacy. The second floor offers a flexible living space, ideal for various uses, and a dedicated laundry room for convenience. In total, boasting four bedrooms and three and a half baths, providing ample space for you and your guests. This home offers the lifestyle you desire. Impeccably constructed in 2022 by a renowned local builder, this beauty exemplifies craftsmanship and attention to detail throughout. Large windows flood the home with natural sunlight, creating a warm and welcoming atmosphere. The home has a Navien on-demand hot water system, and central air. Could be a strong investment property. Plumbing in order for a potential extra bathroom. Situated just a few blocks away from the vibrant heart of Greenport, you'll be minutes away from renowned restaurants, boutique shops, and the picturesque harbor. Transportation options abound with the Long Island Rail Road, the Hampton Jitney, and the ferry to Shelter Island, all just a short stroll away. This dream home is carefully crafted and waiting for you!

Deep Water Oasis Tucked Away In A Protected Cove- Don't Miss This 4 Bedroom, 3 Bath, Modern Sun-Drenched Colonial With Plenty Of Deep Water Dockage For Several Boats, 270 Degree Water Views Directly Across Peconic Bay To Shelter Island. Privately Situated On 1.4 Acres At The End Of A Cul-De-Sac. Home Features Two Fireplaces, Wine Cellar, Gourmet Kitchen And Many Updates Throughout. Whole House Generator, Dock Has Water & Electric.

beautiful ,Vibrant Greenport Expansive Heated Pool, private parking,Deeded Boat slip INCLUDED. Can DOCK a 35 or larger foot sail boat . Sweeping views of of the Bay from front to rear of Condo.Wood burning Fireplace, Tennis courts, Water is included, most reasonable.Greenport electric. Trash removal, Snow removal, Grounds upkeep Insurance is included.FOR EXTERIOR OF COMPLEX. Sit and watch the children play at the sandy beach from your beautiful back deck.Barbecue and picnic by the water.Where else can you get a waterfront and a Dock for the low price and taxes. This is a Wonderful way to enjoy nature at its most inviting.Steps from Historic Greenport Village. Dine,shop,dance,antique, Close to Ferrys to Hamptons.Shelter Island,or Connecticut from Orient. less than 2 hours from Manhattan. GREAT.GREAT LOCATION.

This is your opportunity to watch your home be built from beginning to end. This 4 bedroom 3.5 bath has an en-suite bedroom/bath on the first floor and the second. Hardi-plank siding, Anderson windows, architectural roof shingles, hardwood floors throughout, quartz and or granite counters, and custom tile. Greenport is a quaint pedestrian friendly village filled with activities and opportunities like a deep-water marina, fishing excursions, Shelter Island Ferry, restaurants, shopping, movie theatre, Mitchell Park, carousel, galleries, golf course, and sound & bay beaches. Build your dream home in this beautiful beach community. Taxes represent land only.