28

Greenport, NY Houses for Sale

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  • /43

    $1,600,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 3,400 Sq Ft

    1000 Green Hill Ln, Greenport, NY 11944

    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

    1000 Green Hill Ln, Greenport, NY 11944
  • /26

    $1,300,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 2,363 Sq Ft

    1111 Main St, Greenport, NY 11944

    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

    1111 Main St, Greenport, NY 11944
  • /43

    $1,749,500 Open Sun 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    619 Bailey Ave, Greenport, NY 11944

    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

    619 Bailey Ave, Greenport, NY 11944
  • /37

    $1,099,999

    • 4 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    370 Pheasant Place, Greenport, NY 11944

    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

    370 Pheasant Place, Greenport, NY 11944
  • /33

    $1,495,000

    • 3 Beds
    • 3.5 Baths

    604 Main St, Greenport, NY 11944

    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)

    604 Main St, Greenport, NY 11944
  • /23

    $1,989,000

    • 4 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    3200 Bay Shore Rd, Greenport, NY 11944

    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

    3200 Bay Shore Rd, Greenport, NY 11944
  • /25

    $1,299,999

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    58425 Route 48, Greenport, NY 11944

    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

    58425 Route 48, Greenport, NY 11944
  • /36

    $1,195,000

    • 3 Beds
    • 3.5 Baths

    216 North St, Greenport, NY 11944

    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

    216 North St, Greenport, NY 11944
  • /28

    $1,495,000

    • 3 Beds
    • 3 Baths
    • 1,500 Sq Ft

    308 Wiggins St, Greenport, NY 11944

    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

    308 Wiggins St, Greenport, NY 11944
  • /29

    $995,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    400 Anglers Rd, Greenport, NY 11944

    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

    400 Anglers Rd, Greenport, NY 11944
  • /28

    $2,700,000

    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft

    320 Shore Rd, Greenport, NY 11944

    Eternally inspiring, enveloped and immersed in all of nature's glory, with a museum worthy artistic pedigree - 320 Shore Rd is truly one of one. An artist sanctuary like no other, where you can still hear the whippoorwill sing and the wind through the trees, here is a place of enchantment, surrounded by dunes, meadows, the bay and the ocean, along with original fishermans' cottages, and art

    Renee Gaudino Saunders & Associates

    320 Shore Rd, Greenport, NY 11944
  • /28

    $888,000

    • 3 Beds
    • 1.5 Baths
    • 1,900 Sq Ft

    727 Main St, Greenport, NY 11944

    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

    727 Main St, Greenport, NY 11944
  • /42

    $790,000

    • 5 Beds
    • 4 Baths
    • 1,400 Sq Ft

    395 Linnet St, Greenport, NY 11944

    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 highlights the

    Vanessa Gonzalez Realty Connect USA L I Inc

    395 Linnet St, Greenport, NY 11944
  • /12

    $729,000

    • 2 Beds
    • 2 Baths
    • 1,946 Sq Ft

    330 2nd St, Greenport, NY 11944

    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

    330 2nd St, Greenport, NY 11944
  • /16

    $685,000

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    43 Washington Ave, Greenport, NY 11944

    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

    43 Washington Ave, Greenport, NY 11944
  • /18

    $650,000

    • 2 Beds
    • 1.5 Baths
    • 1,500 Sq Ft

    1295 Washington Ave, Greenport, NY 11944

    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

    1295 Washington Ave, Greenport, NY 11944
  • /31

    $2,285,000

    • 3 Beds
    • 2 Baths
    • 1,262 Sq Ft

    154 Shore Dr E, Greenport, NY 11944

    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

    154 Shore Dr E, Greenport, NY 11944
  • /41

    $2,350,000

    • 4 Beds
    • 5 Baths
    • 4,500 Sq Ft

    435 Maple Ln, Greenport, NY 11944

    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

    435 Maple Ln, Greenport, NY 11944
  • /46

    $2,999,000

    • 4 Beds
    • 3 Baths
    • 1,595 Sq Ft

    2100 Sound Dr, Greenport, NY 11944

    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

    2100 Sound Dr, Greenport, NY 11944
  • /16

    $750,000

    • 4 Beds
    • 1.5 Baths
    • 1,600 Sq Ft

    416 West St, Greenport, NY 11944

    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

    416 West St, Greenport, NY 11944
  • /20

    $725,000

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft

    750 Tasker Ln, Greenport, NY 11944

    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

    750 Tasker Ln, Greenport, NY 11944
  • /26

    $729,000

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    110 Flint St, Greenport, NY 11944

    (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

    110 Flint St, Greenport, NY 11944
  • /12

    $429,999

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft

    280 Champlin Place, Greenport, NY 11944

    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

    280 Champlin Place, Greenport, NY 11944
  • /32

    $799,000

    • 2 Beds
    • 1 Bath
    • 1,071 Sq Ft

    401 6th St, Greenport, NY 11944

    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

    401 6th St, Greenport, NY 11944
  • /21

    $2,100,000

    • 5 Beds
    • 4.5 Baths
    • 3,500 Sq Ft

    151 Bay Ave, Greenport, NY 11944

    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

    151 Bay Ave, Greenport, NY 11944
  • /43

    $998,000

    • 4 Beds
    • 2.5 Baths
    • 1,746 Sq Ft

    4137 U S 9, Greenport, NY 12534

    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

    4137 U S 9, Greenport, NY 12534
  • /20

    $595,000

    • 3 Beds
    • 1 Bath

    103 3rd St, Greenport, NY 11944

    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

    103 3rd St, Greenport, NY 11944
  • /28

    $899,000

    • 3 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

    275 Sound Rd, Greenport, NY 11944

    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

    275 Sound Rd, Greenport, NY 11944
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