29

Greenport West, NY 1-Story Homes for Sale

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  • /14

    $999,000

    $101K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    136 Bayview Ave, Southold, NY 11971

    The Summer has never been sweeter in this coastal cottage right on the water. Peaceful breezes blow while you sit on the covered deck and watch the paddle boarders go by. Located on a dead-end street on Hashamomuck Pond, this home offers a private dock, 2 bedrooms, warm oak floors, spacious living room, and waterfront views galore. Enjoy boating, kayaking, paddleboarding, fishing, and swimming

    Agent Photo

    Joseph Nina

    Douglas Elliman Real Estate

    136 Bayview Ave, Southold, NY 11971
  • /50

    $1,350,000

    • 2 Beds
    • 2 Baths
    • 1,464 Sq Ft

    11 Jaspa Rd, Shelter Island, NY 11964

    Welcome to your private Shelter Island retreat, where comfort, character, privacy, and exceptional outdoor living come together. This inviting 2-bedroom, 2-bath home offers thoughtfully designed spaces, beautiful hardwood flooring throughout, and an impressive collection of amenities for year-round living or the perfect island escape. The well-appointed kitchen features a refrigerator,

    Agent Photo

    Karen Neglia

    RustyCap O Inc

    11 Jaspa Rd, Shelter Island, NY 11964
  • /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
  • /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
  • /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
  • /23

    $999,999

    $200K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,266 Sq Ft

    16 Bowditch Rd, Shelter Island, NY 11964

    Charming cottage-style home offering 3 bedrooms and 2 full baths in a highly desirable central location. Just moments from beautiful beaches, local restaurants, and boutique shops, this inviting property blends classic charm with modern updates. Renovated in 2019 with additional recent improvements, the home features comfortable living spaces filled with warmth and character. Outside, enjoy a

    Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

    16 Bowditch Rd, Shelter Island, NY 11964
  • /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
  • /29

    $2,199,000

    • 5 Beds
    • 4 Baths
    • 2,642 Sq Ft

    64A N Midway Rd, Shelter Island, NY 11964

    A rare turnkey Shelter Island retreat with two distinct homes tucked away on nearly an acre in the heart of Shelter Island, 64A North Midway Road presents a truly unique opportunity to own two homes on one private property. Surrounded by mature trees, expansive lawns, and a picturesque pond next door, this exceptional estate blends privacy, flexibility, and timeless charm. This rare property

    Christine Beckwith Douglas Elliman Real Estate

    64A N Midway Rd, Shelter Island, NY 11964
  • /26

    $799,000

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft

    650 Greenfields Ln, Southold, NY 11971

    Welcome to 650 Greenfields Lane, an inviting ranch-style home on just shy an acre of property, nestled in the heart of Southold, NY. This charming residence offers three bedrooms, and two full bathrooms, which includes a primary en suite that overlooks the back yard. The home's cozy living room features a traditional fireplace, perfect for creating a warm and welcoming atmosphere. The eat-in

    Barbara Poliwoda Douglas Elliman Real Estate

    650 Greenfields Ln, Southold, NY 11971
  • /37

    $574,999

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft

    2600 Boisseau Ave, Southold, NY 11971

    Welcome to 2600 Boisseau Avenue, the best deal in all of Southold. This well-maintained 3-bedroom, 1-bath ranch situated on a spacious .39-acre property in the heart of the North Fork will not disappoint. Offering comfortable single-level living with plenty of potential, this home is a wonderful opportunity to enjoy everything the Southold lifestyle has to offer. Inside, you'll find a functional

    Zachary Scher Signature Premier Properties

    2600 Boisseau Ave, Southold, NY 11971
  • /30

    $1,300,000

    • 3 Beds
    • 3 Baths
    • 1,815 Sq Ft

    10940 Main Rd, East Marion, NY 11939

    This ranch style home offers a blend of comfort, convenience, and opportunity. With three spacious bedrooms and three beautifully finished bathrooms, the home provides generous space for relaxation, work, or entertaining. The well-appointed kitchen features a stainless-steel appliance package, Quartz countertops, and a Thor range and hood, combining style with functionality. The homes’ living

    Kristy Naddell Douglas Elliman Real Estate

    10940 Main Rd, East Marion, NY 11939
  • /21

    $1,150,000

    • 2 Beds
    • 1 Bath
    • 1,500 Sq Ft

    380 Clark Rd, Southold, NY 11971

    Welcome to 380 Clark Road, a sun-filled North Fork escape perfectly located near the beautiful beaches of Southold. Blending comfort, charm, and endless backyard potential, this turn key home captures the easygoing lifestyle that makes the North Fork so desirable. Natural light pours throughout the home, creating bright, cheerful interiors and a warm, welcoming feel from the moment you arrive.

    Susan Orioli Engel & Volkers North Fork

    380 Clark Rd, Southold, NY 11971
  • /44

    $4,995,000

    • 5 Beds
    • 6.5 Baths
    • 5,535 Sq Ft

    6 Great Circle Dr, Shelter Island, NY 11964

    Brand new in one of Shelter Island's premier enclaves along Gardiners Bay, this custom 5,535 +/- SF, south-facing residence developed by Juno Homes presents a refined blend of luxury, location, and design. Defined by soaring proportions, sleek attention to detail and bathed in natural light, the home features 5 ensuite bedrooms, 6 full baths and one half bathroom across two levels. Upon entry, a

    Kristy Naddell Douglas Elliman Real Estate

    6 Great Circle Dr, Shelter Island, NY 11964
  • /36

    $1,100,000

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

    61341 Route 25, Southold, NY 11971

    Private Southold Retreat on 2.18 Acres- Tucked away at the end of a private lane in desirable North Fork location, this special property offers the perfect balance of privacy and convenience. Surrounded by preserved land, large properties and a horse property, the picturesque 2.18-acre setting provides a peaceful retreat while remaining just minutes from restaurants, marinas, shops, wineries,

    Nancy Cervelli Daniel Gale Sothebys Intl Rlty

    61341 Route 25, Southold, NY 11971
  • /25

    $1,549,999

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

    3715 Hortons Ln, Southold, NY 11971

    Designer Modern Farm Ranch set on over 3.35 Acres with farm and scenic views. Renovated 2023. Open concept Living Room, Dining Room and Kitchen, Gorgeous Kitchen with quartz countertops, Stainless Steel Appliances, built in Wine Cooler, New Windows throughout, New Interior Doors, New Exterior Doors, Custom Closets, New flooring, updated Designer Baths, New Boiler, New Well Pump, New Hot Water

    Arelis Olivieri RIN

    3715 Hortons Ln, Southold, NY 11971
  • /15

    $283,950

    $35K PRICE INCREASE
    • 1 Bed
    • 1 Bath

    690 Queen St Unit 4 Coastal Cottage, Greenport, NY 11944

    North Fork Resort offers a private cottage resort experience in Greenport, in the heart of North Fork wine country. This fully furnished Park Model Vacation Cottage provides a place to return to - whether for a few days, a week, or extended time throughout the season - without the burden of traditional second-home ownership. Enjoy the comfort of your own cottage with access to a full resort

    Samantha Ripka RESOURCE REALTY GROUP

    690 Queen St Unit 4 Coastal Cottage, Greenport, NY 11944
  • /35

    $1,675,000

    • 4 Beds
    • 3 Baths
    • 2,117 Sq Ft

    2737 Rocky Point Rd, East Marion, NY 11939

    Located in the quaint town of East Marion this beautifully appointed ranch offers effortless one level living. Set on an acre property, bordering preserved land, this renovated home has been thoughtfully designed with four bedrooms, two of which are ensuite and three full bathrooms.Step inside to an open, light-filled layout where the kitchen flows seamlessly into inviting living room with

    Amy Kirincic The Agency Northshore NY

    2737 Rocky Point Rd, East Marion, NY 11939
  • /18

    $4,000,000

    • 3 Beds
    • 3 Baths

    100 Peconic Ave, Shelter Island, NY 11964

    This waterfront is classic Shelter Island. Set on more than half an acre with 153 feet of private, bulkheaded sandy beach, this 1952 cottage keeps its head turned to the water from nearly every room. A fireplace and hardwood floors anchor the living room, the primary suite wakes to the Bay, and a covered waterside patio waits for the long part of the evening. Wooden steps lead down to your own

    Melina Wein Compass

    100 Peconic Ave, Shelter Island, NY 11964
  • /43

    $4,250,000

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

    56875 Route 48, Southold, NY 11971

    Exceptional soundfront offering combining a beautifully maintained waterfront residence with a rare, separately buildable adjacent lot—creating a unique opportunity for legacy ownership or future development. The existing home sits on .75 acres with direct, no-bluff access to the Sound and showcases sweeping 180-degree panoramic water views. This 3-bedroom, 2-bath residence features a waterside

    Kris Pilles East End Luxury Ltd

    56875 Route 48, Southold, NY 11971
  • /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
  • /39

    $1,685,000

    • 3 Beds
    • 2 Baths
    • 1,424 Sq Ft

    6 Cozy Ln, Shelter Island, NY 11964

    A perfect blend of stylish comfort and effortless one-level living, this traditional ranch-style home is a short walk to Silver Beach. Nestled on a quiet street surrounded by a beautifully wooded property with seasonal variety landscaping, this residence offers a private sanctuary designed for year-round relaxation and entertainment. The interior spaces extend beautifully to the outdoors,

    John Catrambone DERING HARBOR REAL ESTATE LLC

    6 Cozy Ln, Shelter Island, NY 11964
  • /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
  • /48

    $2,595,000

    $300K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,840 Sq Ft

    21515 Soundview Ave, Southold, NY 11971

    Life on the North Fork doesn't get better than this! Set along the Long Island Sound in one of Southold's most desirable locations, this chic waterfront escape offers sweeping water views, sensational sunsets, and effortless coastal living. Renovated in 2016 and completely move-in ready, the home blends sophisticated style with relaxed comfort, creating the perfect setting for both entertaining

    Kristy Naddell Douglas Elliman Real Estate

    21515 Soundview Ave, Southold, NY 11971
  • /15

    $699,000

    • 3 Beds
    • 1 Bath

    430 Grove Rd, Southold, NY 11971

    Enter the Season and enjoy North Fork Serenity with the creek across the street to launch into what Southold has to offer.Discover the perfect blend of coastal charm and country tranquility at 430 Grove Road, ideally located in the heart of Southold on the beautiful North Fork of Long Island—where vineyards, farms, and waterfront serenity define the lifestyle.This inviting

    Karyn Flores Compass Greater NY LLC

    430 Grove Rd, Southold, NY 11971
  • /50

    $1,230,000

    $270K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,700 Sq Ft

    295 Willow Terrace Ln, Orient, NY 11957

    Wake up to the sound of gentle waves and breathtaking sunrises over Gardiner Bay in this charming four-bedroom, two bath coastal retreat. Nestled in the heart of Orient, this home blends classic North Fork charm with modern comforts. Step inside to find a bright, airy interior with open-concept living spaces, hardwood floors, and windows that capture stunning water views. The spacious kitchen

    Krystal Kohles Century 21 Albertson Realty

    295 Willow Terrace Ln, Orient, NY 11957
  • /20

    $4,000,000

    • 3 Beds
    • 3 Baths
    • 1,626 Sq Ft

    100 Peconic Ave, Shelter Island, NY 11964

    Infinite Views over Shelter Island Sound and extensive bulk-headed sandy beach front make for perfect, summer days and sunset filled nights spent enjoying the beauty and tranquility of this property. Charming interior with beautiful wood floors and touches of wainscoting, living room with beamed cathedral ceiling, picture window and wood burning fireplace, cooks kitchen with dining alcove, two

    Melina Wein M WEIN REALTY INC

    100 Peconic Ave, Shelter Island, NY 11964
  • /16

    $254,000

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 400 Sq Ft

    690 Queens St Unit 3 Sound Cottage, Greenport, NY 11944

    North Fork Resort offers a private cottage resort experience in Greenport, in the heart of North Fork wine country. This Park Model Vacation Cottage provides a place to return to - whether for a few days, a week, or extended time throughout the season - without the burden of traditional second-home ownership. Enjoy the comfort of your own cottage with access to a full resort setting, including a

    Samantha Ripka RESOURCE REALTY GROUP

    690 Queens St Unit 3 Sound Cottage, 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
  • /29

    $1,275,000

    $75K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,564 Sq Ft

    11 Mimosa Place, Shelter Island, NY 11964

    This well-maintained, single-level ranch is ideally situated in the desirable Harborview area of Shelter Island, offering association beach access for effortless coastal living. The home features a spacious kitchen with warm wood cabinetry, granite countertops, and stainless steel appliances—perfect for both everyday living and entertaining.A large, inviting living room with a wood-burning

    Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

    11 Mimosa Place, Shelter Island, NY 11964
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