Homes for Sale near Greenport High School

This beautiful custom built 2 story home is located minutes from a deeded beach and downtown Greenport with shops, wineries, boating, and golf. This classic style home blends style and comfort. Features include first floor primary bedroom with its own full bathroom and walk in closet, chef's style eat in kitchen with sub zero fridge, Jenn Air oven, and center island, wide plank flooring, living

Chris Bagshaw Bagshaw Real Estate L.L.C

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

This is more than a renovation—it's a revival of Greenport’s heritage. Originally built in the early 1900s, this farmhouse has been thoughtfully reimagined in 2024 with a full-scale, design-forward renovation that honors its storied past while embracing modern luxury.Featuring 4 bedrooms and 2.5 baths, every inch of this home has been meticulously updated with custom finishes, high-end

Erica Kelly Daniel Gale Sothebys Intl Rlty

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

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 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 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

Charming one bedroom and one bathroom co-op situated few minutes away from the Village of Greenport. Enjoy the beaches, restaurants and vineyards of the North Fork. Well maintained house comes with hardwood floor and an open layout.

Hina Muddassir Century 21 Albertson Realty

This charming two-story home is perfectly situated just a quarter mile from the beach, offering an ideal blend of comfort and convenience. The open-concept first floor features a welcoming living area with a fireplace, an eat-in kitchen equipped with quartz countertops, a gas stove, and stainless steel appliances, as well as a formal dining room with sliding glass doors that open to a private

Alexander Aquino Douglas Elliman Real Estate

Own a Rare Piece of Greenport’s Main Street History- Step into The Hommel House, a 3 bedroom cherished Greenport landmark built in 1903. This Craftsman beauty retains all of its original character—warm wood details, inviting light-filled rooms, and a sense of timeless grace—while offering thoughtful updates for today’s lifestyle. A welcoming cook’s kitchen sits at the heart of the home, and the

Scott Bennett Douglas Elliman Real Estate

Welcome to 395 Linnet Street, also known as 806 Linnet Street, Southold – ideally located on the Greenport border.Location truly is everything, and this charming, well-maintained ranch offers a wonderful opportunity for affordable North Fork living. With a desirable open-concept layout, the home is perfectly suited to today’s casual, easygoing lifestyle.The single-level design

Vanessa Gonzalez Realty Connect USA L I Inc

Opportunity to invest in and restore a Greenport Village oldie. This circa 1910 Farmhouse, situated on a .17-acre lot will require a complete and comprehensive renovation. Nestled on a quiet street, this location allows for the tranquility of village life while being just two blocks from Greenport's vibrant downtown and its lively waterfront. Property is being sold “as is”.

JoAnn Wind Daniel Gale Sothebys Intl Rlty

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

Charming One-Bedroom Co-op in the Heart of Greenport!!! Move right into this beautifully maintained one-bedroom co-op, ideal located just minutes from the vibrant Greenport Village. Featuring gorgeous Hardwood floors thoughout and a bright inviting layout, this home offers comfort, convience and coastal charm. Enjoy being minutes away from amazing restaurants, boutique shopping, the scenic

Suzanne Venus Signature Premier Properties

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

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

Entire house completed and beautifully landscaped!!!!With incredible water views and access to a picturesque private beach, 285 Blue Marlin exemplifies luxury coastal living at its finest. Constructed by the North Fork’s most revered builders, no expense has been spared and the utmost attention to detail is evident with attributes such as designer fixtures, outfitted closets, Emtek hardware,

Connie Liappas Compass Greater NY LLC

Experience the best of North Fork coastal living in this beautifully appointed 3-bedroom, 2.5-bath waterfront condo with breathtaking views of Peconic Bay and Shelter Island. Enjoy your morning coffee as the sun rises or set sail from your dock just steps from your door. With spacious, light-filled interiors, two fireplaces and seamless indoor-outdoor flow, this home is designed for effortless

Sheri Winter Parker Corcoran

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

(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

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

Bridget Elkin Compass Greater NY LLC

You Have to See It in Person, This Home Feels Even More Incredible Than the Photos Show!People always say, “Wow, I knew it was going to be beautiful, but I didn’t expect it to feel like this!” There’s something about stepping inside that just clicks, the way the light moves through the space, the seamless indoor-outdoor flow, and the effortless luxury in every detail. If you think the

Jerry Cibulski Century 21 Albertson Realty

Location, Location, Location is what this Greenport two story water view home is all about. Renovations had began but not finished, just waiting for you to make your own!, Additional information: Appearance:Good

Tom Uhlinger Douglas Elliman Real Estate

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

Renovated 1910 Colonial with Beautiful Open Floor Plan. Down the Road From Town Beach. Just a Short Bike Ride to Down Town Greenport and Wineries !! Possibility of Selling Fully Furnished !! Large Back Building Could Be Turned into a Pool House, Garage or Shed, Additional information: Appearance Diamond,Interior Features: Living Rm, Dining Area, Spacious Eat in Kitchen with Large Island,

Tinamarie Hughes Century 21 Cor Ace Realty Inc