Greenport, NY Houses for Sale

A Creative Sanctuary in the Heart of Greenport.Tucked away on a tree-lined street in one of the “prettiest towns in America” (Forbes), this Cape Cod-style, wood-shingled home offers a rare blend of charm, privacy, and proximity to everything that makes Greenport so desirable.Perfectly situated on a full acre of land, the backyard abuts 8 acres of preserved open space owned by the

Jon Tomlinson Daniel Gale Sothebys Intl Rlty

Live your best life in this spectacular 5 bedroom bayfront home. Breathtaking panoramic water views from Shelter Island throughout Greenport Harbor to Pipes Cove, you will be able to sit on your private beach and watch all the activity of the Peconic Bay. This beachfront home offers a first floor bedroom en-suite, enclosed sunporch, open floor plan across the living room with wood burning

Kenneth Poliwoda Douglas Elliman Real Estate

Discover this meticulously renovated 3-bedroom, 2-bath corner property in charming Greenport, offering captivating water views and an expansive, beautifully landscaped garden.The elevated rear garden is a true sanctuary, featuring mature trees and a spacious patio that perfectly frames the picturesque Sterling Harbor, alive with sailboats and fishing vessels. A generous side garden, formerly

Paul Betancourt Engel & Volkers North Fork

Welcome to August Acres – A Tranquil Retreat Near GreenportNestled just a short distance from the charming Village of Greenport. This colonial-style home offers a perfect blend of comfort and convenience. Situated in a quiet and serene location, this beautifully maintained property is move-in ready and ideal for both relaxation and entertainment.The first floor features a spacious

Kristen Rishe Signature Premier Properties

Set in the heart of the historic district, this c.1890 Greenport Village gem boasts 3 bedrooms, 2.5 baths plus a detached studio apartment. It merges many distinctive original details with thoughtful modern updates. A beautifully planted enclosed rear garden with deck and patio, perfect for relaxing and entertaining, leads to a renovated barn which features a 2-car garage and the spacious studio

Marianne Collins Brown Harris Stevens (Mattituck)

Ideally located just minutes from the heart of historic Greenport, this beautifully crafted home offers the perfect blend of coastal elegance and modern comfort. Enjoy access to the serene shores of Peconic Bay where tranquil waters and scenic views invite daily relaxation. Entertain and impress your guests from the bricked patio, and heated saltwater pool. Professional, lush landscaped grounds

Sheila Izzo Century 21 Albertson Realty

Nestled in a quiet corner of Greenport Village, this rare new construction home offers both a peaceful setting and easy access to everything the Village has to offer. Inside, the main floor features open-concept living with large windows and high ceilings, spacious kitchen, separate living and dining areas, and powder room. Upstairs are three bedrooms and two full baths, including a generous

Marc Rishe Century 21 Excelsior Realty

Views that never end! Welcome to your picturesque beachfront retreat along the Long Island Sound, where breathtaking water views and private beach access create a serene escape. Enjoy year-round sunsets that will take your breath away. This charming home features a fantastic layout with sun-soaked, high ceilings in the great room, seamlessly connecting the eat-in kitchen, living room, and dining

William Walters Daniel Gale Sothebys Intl Rlty

This chic, stylish Greenport Village home, was built with a nod to the Brooklyn Brownstone. Stunning new construction features cedar shake shingles and an artisan's touch throughout. Surrounded by comfort and convenience, including a built-in EV charging hookup, a gorgeous studio shed in the fenced and fabulously landscaped backyard. 3 spacious bedrooms, 3 1/2 baths, and an entertainer's

Sheri Winter Parker Corcoran

Nestled in the heart of Greenport Village, this delightful Cape-style home offers light-filled living and dining spaces, a spacious kitchen, and a first-floor bedroom and full bath. The second floor offers exciting expansion potential, allowing you to tailor the home to your specific needs. Step outside to a beautifully landscaped backyard featuring an oversized deck and a small heated saltwater

Bridget Elkin Compass Greater NY LLC

Traditional Cape Cod style home ready for your magic touch. Home features hardwood floors throughout, 2 bedrooms, 1.5 baths, bonus room, fireplace, large eat-in kitchen, spacious bedrooms and plenty of room for outdoor activities- situated in a quiet neighborhood moments from Greenport Village- shopping, restaurants and wineries. Street gas accessible.

Scott Bennett Douglas Elliman Real Estate

Napeague -Shore Drive East- the land on sea on the edge of the 1300 acres that make up Napeague Harbor within the marine & terrestrial sanctuary including Napeague State Park, Goff Point, Hicks Island and Hither Hills State Park. This authentic Shore Drive East waterfront property provides immediate water access to boat, sail, kite surf, kayak or clam your way through the day. The two story 1262

John D'Agostino Martha Greene Real Estate LLC

Brand-New Coastal Retreat with Pool, Pool House & Deeded Bay Beach Rights.Introducing a stunning new construction that redefines North Fork luxury- offering 4,500 square feet of beautiful living space across three levels, including a full walkout basement.With 4 bedrooms, 5 bathrooms, and an effortless indoor-outdoor flow, this exceptional home is designed for both upscale entertaining

Lisa Davey LI Probate Realty Inc

Soundfront! Welcome to 2100 Sound Drive - offering water views from nearly every room, this unique property is part of the Eastern Sterling Shores community and is truly the Last of the Mohicans! Greeted by a welcoming circular driveway and situated atop a picturesque bluff, you'll enjoy captivating views and summer breezes. Stairs lead to an enchanting enclosed bungalow while your own private

Connie Liappas Compass Greater NY LLC

This stately 3 bedroom, two bath Greenport Village home, with an inground pool and beautifully renovated kitchen and baths, is handsomely set on a nice size lot. The charming front porch, large back deck leading to the gardens, and extensive decking surrounding the swimming pool add both curb appeal as well as outdoor living enjoyment. Lovely interior details, including just-refinished wood

Gayle Marriner Smith Daniel Gale Sothebys Intl Rlty

Nestled on a generous lot in the heart of Greenport Village, this charming farmhouse offers the perfect blend of character, convenience, and potential. The location is ideal, just blocks from the beach, the Jitney, LIRR, and the vibrant shops and restaurants of the village. A classic wrap-around porch welcomes you into a sun-filled home featuring four bedrooms, two baths, village utilities and

Bridget Elkin Compass Greater NY LLC

Set in the desirable Stirling Eastern Shores just minutes from the heart of Greenport Village, this 3-bedroom, 2-bath offers incredible potential in a prime coastal setting. The home features a traditional single-level layout with a living room, kitchen, and dining area that invite your personal touch. Outside, a spacious backyard, with room for pool, and private patio provide the perfect canvas

Mariah Mills Daniel Gale Sothebys Intl Rlty

Home Sweet Home! Discover the Comfort of One-Floor Living in this Neat and Tidy Well-Maintained Home. With a New Roof and a Lovely Yard, this Home is as Functional as it is Inviting. Ideally Situated near Shops, Restaurants, and Transportation, You Are Just Moments Away from All the Places You Want to Be. With Three Bedrooms, This Home is Ideal for Convenient and Comfortable Living.

Paul Loeb Douglas Elliman Real Estate

Nestled in the scenic village of Greenport and close to the vibrant charm of downtown, this home offers the perfect balance of tranquil retreat and modern amenities, which includes an extremely efficient and economical 3 Ton HVAC Forced Air System . Welcome to the new era of Greenport living. This beautifully renovated 3-bedroom, 1-bathroom Cape Cod-style home with a spacious full basement exudes

Maurice Bernal Douglas Elliman Real Estate

(Home address on google maps and GPS know as 817 Flint Street) Don't miss out on a chance to own a home on Long Island's North Fork. This home is nested close to Greenport Village, this two story home features 3 bedrooms, 2 baths, eat in kitchen, wood finished floors through out the house. Close to shops, restaurants, transportation, schools and beaches. Sale is "AS IS" Don't miss

Megan Rosado Realty Connect USA L I Inc

Situated On Long Island's Northfork and Nestled Just Outside Greenport Village & Minutes Away From Downtown, This One Bedroom, One Bath Ranch Charmer is Everything Anyone Needs Out East. Roof Is 3 Years Young & Baseboard Heating Installed 2 Years Ago. Come Waste Those Lazy Days Of Summer On The Fully Covered Front Porch Or At The Beach. Don't Miss This Great Opportunity To Be Out On The East End!

Zachary Scher Signature Premier Properties

Desirable "West Dublin" locale - an absolutely ideal location in Greenport Village: only three short blocks to bay beach, four blocks to school and six blocks to the center of all the Greenport action - entertainment, fine and fun restaurants, shops and more! Classic Arts & Crafts, renovated but retaining the charm of the architectural style. Light and bright throughout, open plan that flows

Lee Beninati Beninati Associates

This beautiful Queen Ann Victorian home includes a priceless location in the heart of Greenport Village. Built in 1897, many of the fine architectural detail in this home is still present today. There are 5 bedrooms in which three of them are ensuites. The property is loaded with gorgeous specimen plantings. There is a large barn behind the pergola covered courtyard. This home makes a

Kenneth Poliwoda Douglas Elliman Real Estate

This one-of-a-kind, mid-century modern was designed by renowned architect Claude Samton. Named "Winged Weekend Flight", a wood hewn escape from city ways. When you enter, you will leave your worries behind. Incredible light and gorgeous landscape envelop this 3 bedroom, 1.5 bath sanctuary. Gunite pool with an automatic cover, Ipe decking and beach rights to a gorgeous sound front beach

Sheri Winter Parker Corcoran

Welcome to Windy Rock Farm & Rescue located in the picturesque Hudson/Greenport area of New York. This expansive farm offers both convenience and tranquility within minutes from the bustling Warren Street, the Amtrak train station, and the scenic Rip Van Winkle Bridge's Sky Walk, Columbia Greene Community College, and the Olana State Historic Site. Experience the perfect blend of country serenity

Angela Lanuto Coldwell Banker Village Green

EASY SHOW!!! Welcome to 805 Bridge Street, a charming home in the heart of Greenport, NY. This property blends coastal charm and modern convenience, offering an exceptional investment opportunity. Nestled close to Greenport Village, you'll enjoy easy access to shops, dining, and entertainment. From wineries to fall events, Greenport ensures there's always something to do, making it ideal whether

Sean Manning OverSouth LLC

Incredible investment opportunity to own #1 grossing LEGAL short term Airbnb in Greenport Village. Legally permitted - $220k annually. FULLY TURNKEY from furnishings, bedding / linens, towels, to all kitchen ware, even the artwork Maintenance team including house cleaner, pool care and landscaper are at your disposal. 2 minute walk into town - best location in Greenport, across from LIRR

Josh Shenkle EAST END ALLIANCE REAL ESTATE AND DEVELOPMENT LLC