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    Susan Camus
    (845) 398-1717 susan@ImagineProperties1.com
    • 100 Dutch Hill Rd Suite 260
      Orangeburg, NY 10962
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    Home / Greenport / 380 Homestead Way
    380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 380 Homestead Way Greenport, NY 11944 View All Photos

    $1,149,900

    | Active

    380 Homestead Way

    Greenport, NY 11944

    1,650
    Square Feet
    3
    Beds
    2
    Baths
    0.50
    Acres
    322
    Days on Market
    921412
    MLS#
    House
    Structure
    Residential
    Zone
    Contact

    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. Whether you’re seeking a weekend escape, a second home that offsets its own costs, or a turnkey investment in the thriving North Fork vacation market, this home delivers versatility and value. INTERIOR FEATURES: The home showcases a thoughtfully designed open-concept layout. The gourmet kitchen features white cabinetry, granite countertops, subway tile backsplash, and premium stainless steel appliances. The spacious living area is anchored by a cozy fireplace, while hardwood floors flow throughout. Multiple bedrooms offer comfort and privacy, complemented by updated bathrooms featuring glass-enclosed showers, stone tile walls, and granite countertops—ideal for both personal use and guest accommodations. OUTDOOR LIVING: Set on over half an acre, the expansive property is designed for relaxation and entertainment. A stunning rectangular swimming pool, stone-paved deck, and extensive patio space create a resort-like atmosphere highly desirable for short-term guests and homeowners alike. Mature landscaping and privacy fencing provide a serene and secluded outdoor setting. ADDITIONAL AMENITIES: Unfinished basement offering excellent potential for recreation space or added value Dedicated laundry room Ceiling fans throughout Attached garage with paved parking INCOME & INVESTMENT POTENTIAL: Located in one of the North Fork’s most in-demand vacation destinations, this property is well-positioned for short-term rental use. With strong seasonal demand driven by wineries, beaches, and year-round tourism, buyers have the opportunity to generate income while enjoying personal use. Ideal for those looking to own a lifestyle property that can also serve as a revenue-generating asset. LOCATION & LIFESTYLE: Just a short drive from historic Greenport Village, this home offers easy access to boutique shopping, acclaimed restaurants, and waterfront activities. Enjoy proximity to award-winning wineries, pristine beaches, marinas, and a vibrant calendar of community events including the Maritime Festival and Winter Wonderland. The North Fork’s renowned farm-to-table dining, farmers markets, art galleries, and cultural venues are all within reach, along with convenient access to the Hampton Jitney and LIRR. This property offers more than just a home—it’s an opportunity to experience the best of the North Fork lifestyle while capitalizing on one of the region’s most desirable and in-demand markets. Whether for personal enjoyment, investment, or both, this is a rare offering in Greenport.

    Property Details
    Interior
    First Floor Bedroom, First Floor Full Bath, Ceiling Fan(s), Chandelier, Chefs Kitchen, Formal Dining, Granite Counters, High Cei
    Fireplaces
    1
    Cooling
    Central Air
    Heating
    Forced Air, Oil
    Cooling Features
    Central Air
    Bedrooms
    3
    Bathrooms
    2.0
    Full Baths
    2
    Pool
    1
    Acres
    0.5
    Square Feet
    1650.0
    Parking Features
    Driveway
    Parking
    1
    Parking Spaces
    6.0
    Parking Type
    Driveway
    Parking Garage
    1
    Parking Garage Spaces
    1.0
    Parking Carport Spaces
    0.0
    Property Type
    Purchase
    Basement
    1
    Basement Description
    Full, Storage Space, Unfinished
    Basement Finished
    1
    Year Built
    2017
    Foundation
    Concrete Perimeter
    Sewer Information
    Public Sewer
    Utility Source
    Public
    Utility Features
    Electricity Connected, Sewer Connected, Trash Collection Public, Underground Utilities, Water Connected
    Appliances
    Dishwasher, Dryer, Electric Range, Microwave, Refrigerator, Oil Water Heater
    School District
    Greenport
    Elementary School
    Greenport Elementary School
    Middle School
    Greenport High School
    High School
    Greenport High School
    County
    Suffolk County
    Region
    Southold
    Original List Price
    $1,200,000
    Days on Market (Cumulative)
    322
    Taxes Annual
    $9,920
    MLS #
    921412
    Location
    Legal

    IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

    Last Updated: Sep 2, 2026 12:35 PM. Source: ONEKEY

    Provided By
    Listed by Jules Zaphire (#KEY25225), Email: jules.zaphire@locqube.com
    Listing Office: Locqube New York, Inc. (#KEYLOCQUB)

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