Active

380 Homestead Way

Greenport, NY 11944
Mark as Favorite
Bed 3

Bed

Bath 2

Bath

SqFt1,650

Sqft

Acres0.50

Acre(Lot)

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 applian ces. 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.

Read More Expand

Detail Ic Property Details

Property Type : Residential

Price : $1,149,900

AD Id : 79048788

MLS Id : 921412

Beds : 3

Lot Size : 0.50 Acre

Living Area Size : 1,650

Year Built : 2017

Garage : 1

County : Suffolk

  • Map Map

Map

Map What's Nearby

Map Nearby Areas

Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 2 Full Baths: 2

    Room Information

    Rooms Total: 5 Basement: Full, Storage Space, Unfinished
  • Flooring Information

    Hardwood
  • Interior Features

    Ceiling Fan(s), Chandelier, Granite Counters, High Ceilings, Kitchen Island, Open Floorplan, Recessed Lighting, Storage Appliances: Dishwasher, Dryer, Electric Range, Microwave, Refrigerator Laundry Features: In Basement
  • Heating & Cooling

    Has Heating: Yes Heating: Forced Air, Oil Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 2017 Construction Materials: Frame, Shake Siding, Vinyl Siding Pool Features: Private Private Pool: Yes Water front Features: Waterfront Access

  • Lot Information

    Lot Size Acres: 0.5 Lot Size Square Feet: 21780

  • Listing Price Information

    Listing Price: $1149900 Original Price: $1200000

  • Tax Information

    Parcel Number: 1000-040-00-02-00-012-000 Annual Tax: $9920

  • Parking Information

    Parking Total: 6 Driveway

    Garage Information

    Has Garage: Yes Garage Space: 1

  • School Information

    Elementary School: Greenport Elementary School
    Junior High School: Greenport High School
    Senior High School: Greenport High School
  • Utility Information

    Electricity Connected, Sewer Connected, Underground Utilities, Water Connected
  • Location Information

    WaterSource: Public
Sell a home like this and save $68,495 Find out How

How much is this property worth?

Curious about this home's true market value? Use our free Home Evaluation Tool to instantly get a personalized Comparative Market Analysis (CMA) report. Make smarter, data-driven decisions before you buy.

Images
Loading, please wait...

Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
1710 Gull Pond Lane, Greenport, NY, 11944 $2,400,000 4 2 2,480 2,480 SqFt
151 Bay Avenue, Greenport, NY, 11944 $2,100,000 5 5 3,500 3,500 SqFt
290 Gull Pond Lane, Greenport, NY, 11944 $859,900 3 2 1,157 1,157 SqFt
336 2nd Street, Greenport, NY, 11944 $1,249,000 4 2 1,800 1,800 SqFt
217 Center Street, Greenport, NY, 11944 $1,095,000 3 2 1,600 1,600 SqFt
134 6th Street, Greenport, NY, 11944 $18,500 3 2 1,560 1,560 SqFt
311 5th Street, Greenport, NY, 11944 $1,579,000 3 2 1,800 1,800 SqFt
306 6th Street, Greenport, NY, 11944 $16,000 3 2 2,000 2,000 SqFt
308 Monsell Place, Greenport, NY, 11944 $799,000 3 1 968 968 SqFt
429 Kaplan Avenue, Greenport, NY, 11944 $825,000 3 2 2,200 2,200 SqFt

The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively 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 deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved

ByOwner last updated this listing 08/17/2026 @ 00:10

MLS: 921412 LISTED BY: Jules Zaphire, Locqube New York, Inc. 347-657-1114 SOURCE: OneKey MLS

Homes around $1,149,900

Selling? Save $68,495 when you sell a home like this

Tour with a ByOwner Agent