18

Greenport West, NY Homes for Sale with Garage

Section Image
  • /39

    $1,149,900

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    380 Homestead Way, Greenport, NY 11944

    Welcome to this beautifully appointed single-family residence ideally situated just minutes from the charming village of Greenport. Blending modern amenities with classic coastal charm, this property offers not only an exceptional retreat in one of Long Island’s most sought-after locations—but also a compelling opportunity as a fully functional or potential income-producing short-term rental.

    Jules Zaphire Locqube New York, Inc.

    380 Homestead Way, Greenport, NY 11944
  • /38

    $1,585,000

    $200K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,392 Sq Ft

    90 Caiola Ct, Greenport, NY 11944

    Welcome to 90 Caiola Court, nestled within the highly sought-after waterfront community of Rock Cove Estates in the charming hamlet of Greenport. Built in 2007 and impeccably maintained, this Post Modern residence makes an immediate impression with its mature specimen landscaping, manicured grounds, and timeless curb appeal. Step inside to a grand, light-filled foyer featuring soaring ceilings,

    William Walters Daniel Gale Sothebys Intl Rlty

    90 Caiola Ct, Greenport, NY 11944
  • /23

    $1,100,000

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

    435 Sound Rd, Greenport, NY 11944

    What stands out about this home is how established and inviting it already feels. Mature trees and thoughtful landscaping surround the property, creating a beautiful setting from the moment you arrive. The covered front porch is a perfect place to sit and take in the changing colors of spring and summer, including the striking blue blossoms of the mature Vitex that become a highlight of the

    Jerry Cibulski Century 21 Albertson Realty

    435 Sound Rd, Greenport, NY 11944
  • /13

    $925,000

    • 2 Beds
    • 1 Bath
    • 925 Sq Ft

    738 Conklin Rd, Greenport, NY 11944

    The first thing I noticed about this house was actually the side entrance. There’s this casual mudroom entry with pieces of driftwood collected from the beach tucked around the railings, and it immediately gives the house that relaxed coastal cottage feeling.Inside, the morning light is probably one of my favorite things. The corner dining nook has windows on both sides, so the sunlight just

    Jerry Cibulski Century 21 Albertson Realty

    738 Conklin Rd, Greenport, NY 11944
  • /50

    $1,849,000

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft

    1025 9th St, Greenport, NY 11944

    Greenport Gem — Timeless Elegance & Coastal LivingTucked privately behind tall hedges on a beautifully landscaped, gated corner property, this stately 1930s American Square offers an exceptional blend of historic character, refined comfort, and the coveted Greenport lifestyle.Meticulously restored in 2012 and gently lived in since, the home retains its original woodwork, doors,

    Paul Loeb Douglas Elliman Real Estate

    1025 9th St, Greenport, NY 11944
  • /35

    $1,950,000

    $150K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,410 Sq Ft

    660 Sutton Place, Greenport, NY 11944

    Built in 2021 and offered in like-new condition, this stylish four-bedroom residence pairs clean contemporary design with the relaxed ease of North Fork living. A semi-open floor plan creates natural flow across the main level, connecting the living, dining, and kitchen spaces in a layout equally suited for everyday living and effortless entertaining. Four spacious bedrooms offer comfortable

    Bridget Elkin Compass Greater NY LLC

    660 Sutton Place, Greenport, NY 11944
  • /25

    $1,175,000

    • 4 Beds
    • 3 Baths
    • 2,400 Sq Ft

    130 Tasker Ln, Greenport, NY 11944

    Pool, private beach access and the North Fork lifestyle—all in one Greenport property. Set on approximately one-third acre, this spacious Cape offers 4 bedrooms, 2 full baths and approximately 2,400 square feet of above-grade living space, surrounded by mature landscaping and exceptional outdoor amenities.The private backyard is designed for summer living and entertaining, centered around

    Kristen Rishe Signature Premier Properties

    130 Tasker Ln, Greenport, NY 11944
  • /2

    $2,399,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,250 Sq Ft

    1760 Mccann Ln, Greenport West, NY 11944

    Welcome to your luxury retreat on the North Fork, ideally located in the hamlet of Greenport. This brand new residence offers the perfect blend of sophisticated design, modern comfort and effortless indoor-outdoor living - all just moments from the Long Island Sound with deeded beach rights to a private community beach. Your days can begin with morning walks along the shoreline and end with

    John Quinn John Quinn Inc

    1760 Mccann Ln, Greenport West, NY 11944
  • /30

    $5,695,000

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

    160 Sound Dr, Greenport, NY 11944

    Introducing a stunning waterfront estate on the Long Island Sound, now available for the first time from its original owners. This coastal gem, located in the North Fork, is situated in one of the most sought-after and picturesque areas on the East End. Nestled on nearly 2 acres, this 4,500 sq. ft. residence offers exceptional views and over 200 feet of private waterfront.The spacious

    Alexis Meadows Compass Greater NY LLC

    160 Sound Dr, Greenport, NY 11944
  • /17

    $2,700,000

    • 3 Beds
    • 3 Baths
    • 1,652 Sq Ft

    100 Sound Dr, Greenport, NY 11944

    A Rare Opportunity!!! This incredible property boasts 1.75 private acres on the Long Island Sound. Enjoy spectacular unobstructed views, from an elevated position, of the pristine shoreline, the beautiful waves, and the Connecticut coast, private access to your own beach, and much much more. The long driveway brings you to an almost secluded hideaway with some of the finest water views on Long

    Christopher Andron Andron Realty Group Tulip R E

    100 Sound Dr, Greenport, NY 11944
  • /46

    $1,499,000

    • 4 Beds
    • 1.5 Baths
    • 1,880 Sq Ft

    1760 Albertson Ln, Greenport, NY 11944

    Scenic and bucolic, this 3+ acre country farm is steeped in classic North Fork charm. The property features an authentic 1800s four-bedroom, one and a half bath, farmhouse, a 2+ car garage (1976) with a workshop, office and mechanics pit, and a 1985 barn equipped with three horse stalls and ample space for tractors. Additional structures include a cinderblock chicken coop and a pig sty, offering

    Paul Loeb Douglas Elliman Real Estate

    1760 Albertson Ln, Greenport, NY 11944
  • /28

    $839,000

    $110K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,200 Sq Ft

    28 (aka 710) Sound Rd, Greenport, NY 11944

    Spacious Cape with Garage, Nice Yard and Inground Pool, Ideally Located Near a Memorable Long Island Sound Beach. The Property Backs Up to a Scenic Waterfront Vineyard with Tasting Room, While Greenport Marinas, Boat Launches, Village Shops and Restaurants Are All Nearby.

    Paul Loeb Douglas Elliman Real Estate

    28 (aka 710) Sound Rd, Greenport, NY 11944
  • /17

    $859,900

    $69K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,157 Sq Ft

    290 Gull Pond Ln, Greenport, NY 11944

    PRICE IMPROVEMENT!! Whether year-round living or a summer getaway, do not let this one "Get Away"! Located on the much-desired Gull Pond Lane, this classic ranch-style home presents a rare opportunity to create your North Fork Dream. Architectural design plans for renovation are available to view. This home features freshly refinished hardwood floors, 3 bedrooms, 1 newly updated full bath, one

    Diane Prudenti Coldwell Banker American Homes

    290 Gull Pond Ln, Greenport, NY 11944
  • /28

    $2,599,000

    $200K PRICE DROP
    • 4 Beds
    • 3 Baths

    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

    2100 Sound Dr, Greenport, NY 11944
  • /40

    $2,650,000

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

    56765 Route 48, Greenport, NY 11944

    Beautiful, expansive soundfront retreat offering rare, direct waterfront access with no bluff and sweeping 180-degree panoramic views. Set on .75 acres, this exceptional 3-bedroom, 2-bath home features a waterside gunite pool perfectly positioned to capture breathtaking sunsets over the Sound. The interior showcases modern finishes and an open-concept layout designed for effortless indoor-outdoor

    Kris Pilles East End Luxury Ltd

    56765 Route 48, Greenport, NY 11944
  • /10

    $775,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft

    429 Kaplan Ave, Greenport, NY 11944

    Charming Greenport Village GetawayEnjoy the best of the North Fork from this inviting 3-bedroom, 2-bath home, perfectly located near all that Greenport Village has to offer. Stroll to Mitchell Park, waterfront dining, restaurants, shops, and the Shelter Island Ferry, or spend the day exploring nearby vineyards and Greenport Harbor Brewing Company.A wonderful opportunity to enjoy

    Mary Terry MCKENNASHEA LLC

    429 Kaplan Ave, Greenport, NY 11944
  • /27

    $2,249,000

    • 4 Beds
    • 4 Baths
    • 3,800 Sq Ft

    705 Gus Dr, East Marion, NY 11939

    Welcome to this exceptional estate, just a short walk from a private deeded beach and dock. Designed for entertaining, this spacious property features an impressive outdoor living area complete with a covered, built-in bar and kitchen—perfect for hosting family and friends.Enjoy the quiet, peaceful surroundings while still being close to everything you need. With low taxes and

    Donna Fakiris Modern Age Realty Group LLC

    705 Gus Dr, East Marion, NY 11939
  • /21

    $999,000

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft

    280 Marina Ln, East Marion, NY 11939

    Set in the wonderful North Fork beach community of Summit Estates, this spacious 3 bedroom, 2-bath cedar shake expanded ranch is ideal with its single-story living design and large yard ~ perfect for a pool and poolhouse. The Community beach, park, and dock are down an elegant private lane to a community parking lot and a magical paved trail. So handy to easily transport your beach and boat

    Gayle Marriner Smith Daniel Gale Sothebys Intl Rlty

    280 Marina Ln, East Marion, NY 11939
How to Buy a Home How to Finance a Home How to Sell a Home