380 Homestead Way, Greenport, NY 11944

$1,149,900
  • 380 Homestead Way, Greenport, NY 11944 Main Photo

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BEDS3 BATHS2 full SQUARE FEET1,650 MLS#921412
STATUSActive PROPERTY TYPEResidential - Single Family SCHOOLGreenport

Property Description

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 valueDedicated laundry roomCeiling fans throughoutAttached garage with paved parkingINCOME & 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

380 Homestead Way | MLS# 921412

This single family home located at 380 Homestead Way, Greenport, NY 11944 is currently listed for sale with an asking price of $1,149,900. This property was built in 2017 and has 3 bedrooms and 2 full baths with 1650 sq. ft. Homestead Way is located within the Greenport school district. Search Greenport real estate on www.laffey.com today.

Property Features

Property Type: Residential - Single Family
Basement: Full, Storage Space, Unfinished
Basement: Yes
Cooling: Central Air
Fireplaces: 1
Garage: 1
Heating: Forced Air, Oil
Home Style: Garden, Ranch
Lot Size: 0.50 Acres
Taxes: $9,920
Year Built: 2017

Amenities

First Floor Bedroom
First Floor Full Bath
Ceiling Fan(s)
Chandelier
Chefs Kitchen
Formal Dining
Granite Counters
High Ceilings
Kitchen Island
Open Floorplan
Open Kitchen
Primary Bathroom
Recessed Lighting
Storage
Washer/Dryer Hookup

Feature Descriptions

Appliances: Dishwasher, Dryer, Electric Range, Microwave, Refrigerator, Oil Water Heater
Attic: Pull Stairs, Storage, Unfinished
Days on Site: 284
Exterior: Frame, Shake Siding, Vinyl Siding
Fireplace Features: Wood Burning
Fireplace Y/N: Yes
Flooring: Hardwood
Formal Dining: Yes
GarageY/N: Yes
Laundry: In Basement
Number Of Kitchens: 1
On Market Date: 2025-10-06
Parcel Number: 1000-040-00-02-00-012-000
Parking Features: Driveway
Parking Total: 6
Rental Term: Monthly
Rooms Total: 5
Sewer: Public Sewer
Swimming Pool: Yes
Utilities: Electricity Connected, Sewer Connected, Trash Collection Public, Underground Utilities, Water Connected
Water: Public

Local Schools

High School: Greenport High School
Middle School: Greenport High School
Elementary School: Greenport Elementary School
School District: Greenport

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Estimated Payment

$ 3,721.23 per month $2,559.18 Principal & Interest $826.67 Property Tax $335.39 Homeowner's Insurance

Change Payment Information

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Listed By / Shown By

Listing By

Agency Name: Locqube New York, Inc.
Agency Phone: 347-657-1114

Shown By

Agency Title: Laffey Real Estate
Agency Phone: 1-888-289-6902

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers 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 on this site was last updated 07/18/2026. The listing information on this page last changed on 07/18/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Sat 07/18/2026 12:09:07 AM EST) or OneKey MLS (last updated Sat 07/18/2026 12:07:28 AM EST). Real estate listings held by brokerage firms other than Laffey Real Estate may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

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