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    Bay Shore, NY 11706
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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.

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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
338
Days on Market
KEY921412
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)
338
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.

Provided By
Listed by Jules Zaphire (#KEY25225)
Listing Office: Locqube New York, Inc. (#KEYLOCQUB)

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