Real Estate Investment Properties for Sale in Greenport, NY
Looking for investment property in Greenport, NY with high ROI ?
Explore a variety of short-term homes & houses in Greenport, NY. Invest wisely with VRBO & Greenport, NY Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.
Investment Property for Sale in Greenport, NY
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
727 Main StreetGreenport, NYOwn a Rare Piece of Greenportâs Main Street History- Step into The Hommel House, a 3 be... |
3 beds | 2 baths | 1,900 sq.ft. |
$888,000 |
Airbnb cash on cash: 1.58%
|
400 Anglers RoadGreenport, NYThis charming two-story home is perfectly situated just a quarter mile from the beach, off... |
3 beds | 3 baths | 1,800 sq.ft. |
$995,000 |
Airbnb cash on cash: 1.04%
|
103 3rd StreetGreenport, NYLocation, Location, Location is what this Greenport two story water view home is all about... |
3 beds | 1 baths | N/A |
$625,000 |
Airbnb cash on cash: 3.05%
|
411 2nd StreetGreenport, NYHome Sweet Home! Discover the Comfort of One-Floor Living in this Neat and Tidy Well-Main... |
3 beds | 1 baths | 960 sq.ft. |
$709,000 |
Airbnb cash on cash: 2.23%
|
216 North StreetGreenport, NYThis chic, stylish Greenport Village home, was built with a nod to the Brooklyn Brownstone... |
3 beds | 4 baths | N/A |
$1,195,000 |
Airbnb cash on cash: 1.26%
|
2515 Sound DriveGreenport, NYThis one-of-a-kind, mid-century modern was designed by renowned architect Claude Samton. ... |
3 beds | 2 baths | 2,290 sq.ft. |
$1,695,000 |
Airbnb cash on cash: -0.04%
|
151 Bay AvenueGreenport, NYThis beautiful Queen Ann Victorian home includes a priceless location in the heart of Gree... |
5 beds | 5 baths | 3,500 sq.ft. |
$2,100,000 |
Airbnb cash on cash: -0.86%
|
1000 9th Street #B-13Greenport, NYAs Good as it gets! This 2BR unit has been completely renovated. New kitchen & appliances,... |
2 beds | 1 baths | N/A |
$420,000 |
Airbnb cash on cash: 3.38%
|
250 Osprey Nest RoadGreenport, NYYou Have to See It in Person, This Home Feels Even More Incredible Than the Photos Show! ... |
4 beds | 7 baths | 5,220 sq.ft. |
$3,596,999 |
Airbnb cash on cash: -0.57%
|
208 Aka 685 Knapp PLaceGreenport, NYWhatâs that sound? Itâs opportunity knocking! Your chance to own a home on Long Island... |
2 beds | 1 baths | 1,200 sq.ft. |
$499,000 |
Airbnb cash on cash: 2.85%
|
401 6th StreetGreenport, NYDesirable "West Dublin" locale - an absolutely ideal location in Greenport Village: only t... |
2 beds | 1 baths | 1,071 sq.ft. |
$799,000 |
Airbnb cash on cash: 1.55%
|
1295 Washington AvenueGreenport, NYTraditional Cape Cod style home ready for your magic touch. Home features hardwood floors... |
2 beds | 2 baths | 1,500 sq.ft. |
$650,000 |
Airbnb cash on cash: 2.04%
|
280 Champlin PlaceGreenport, NYSituated On Long Island's Northfork and Nestled Just Outside Greenport Village & Minutes A... |
1 beds | 1 baths | 800 sq.ft. |
$429,999 |
Airbnb cash on cash: 1.19%
|
110 Flint StreetGreenport, NY(Home address on google maps and GPS know as 817 Flint Street) Don't miss out on a chance ... |
3 beds | 2 baths | 1,200 sq.ft. |
$729,000 |
Airbnb cash on cash: 2.16%
|
2500 Maple Lane #14Greenport, NYWelcome to your dream coastal retreat! This one-bedroom, one-bathroom waterfront condo in ... |
1 beds | 1 baths | N/A |
$499,999 |
Airbnb cash on cash: -0.13%
|
535 Middleton RoadGreenport, NYNestled in the scenic village of Greenport and close to the vibrant charm of downtown, thi... |
3 beds | 1 baths | 1,205 sq.ft. |
$649,000 |
Airbnb cash on cash: 2.61%
|
795 Westwood LaneGreenport, NYElegant & Turnkey in Eastern Shores. This Mid-century Ranch has been Lovingly Renovated (i... |
3 beds | 2 baths | 1,500 sq.ft. |
$1,245,000 |
Airbnb cash on cash: 0.71%
|
1035 Caleb's Way #29Greenport, NYCorner unit in Pheasant Run Complex with 2Beds/2Baths. Cathedral ceiling in living room wi... |
2 beds | 2 baths | 1,250 sq.ft. |
$550,000 |
Airbnb cash on cash: 1.71%
|
131 6th Street #GGreenport, NYExperience the best of North Fork coastal living in this beautifully appointed 3-bedroom, ... |
3 beds | 3 baths | 2,238 sq.ft. |
$1,750,000 |
Airbnb cash on cash: -0.12%
|
604 Main StreetGreenport, NYSet in the heart of the historic district, this c.1890 Greenport Village gem boasts 3 bedr... |
3 beds | 4 baths | N/A |
$1,495,000 |
Airbnb cash on cash: 0.38%
|
2100 Sound DriveGreenport, NYSoundfront! Welcome to 2100 Sound Drive - offering water views from nearly every room, thi... |
4 beds | 3 baths | 1,595 sq.ft. |
$2,999,000 |
Airbnb cash on cash: -0.63%
|
370 Pheasant PlaceGreenport, NYWelcome to August Acres â A Tranquil Retreat Near Greenport Nestled just a short distanc... |
4 beds | 3 baths | 1,800 sq.ft. |
$1,099,999 |
Airbnb cash on cash: 0.53%
|
435 Maple LaneGreenport, NYBrand-New Coastal Retreat with Pool, Pool House & Deeded Bay Beach Rights. Introducing a s... |
4 beds | 5 baths | 4,500 sq.ft. |
$2,350,000 |
Airbnb cash on cash: -0.6%
|
412 Atlantic AvenueGreenport, NYDiscover this meticulously renovated 3-bedroom, 2-bath corner property in charming Greenpo... |
3 beds | 2 baths | 1,671 sq.ft. |
$1,579,000 |
Airbnb cash on cash: 0.55%
|
43 Sound RoadGreenport, NYUpdated Ranch Home - 2 Bedrooms, 2 Bathrooms and So Much More! Prime Location! Welcome to... |
2 beds | 2 baths | 1,215 sq.ft. |
$829,000 |
Airbnb cash on cash: 1.28%
|
1000 Ninth Street #H63Greenport, NYCharming One-Bedroom Co-op in the Heart of Greenport!!! Move right into this beautifully m... |
1 beds | 1 baths | 650 sq.ft. |
$249,000 |
Airbnb cash on cash: 2.23%
|
1695 Calebs Way #C10Greenport, NYWelcome to Pheasant Run in Greenport! MINT single level condo features a primary bedroom e... |
2 beds | 2 baths | 1,180 sq.ft. |
$629,000 |
Airbnb cash on cash: 1.46%
|
2055 Bay Shore RoadGreenport, NYLive your best life in this spectacular 5 bedroom bayfront home. Breathtaking panoramic w... |
5 beds | 3 baths | 2,500 sq.ft. |
$1,899,000 |
Airbnb cash on cash: -0.87%
|
395 Linnet StreetGreenport, NYWelcome to 395 Linnet Street, also known as 806 Linnet Street, Southold - ideally located ... |
5 beds | 4 baths | 1,400 sq.ft. |
$790,000 |
Airbnb cash on cash: 0.1%
|
1000 Green Hill LaneGreenport, NYThis beautiful custom built 2 story home is located minutes from a deeded beach and downto... |
4 beds | 3 baths | 3,400 sq.ft. |
$1,600,000 |
Airbnb cash on cash: 0.01%
|
Real Estate investment in Greenport, NY
There are 30 properties for sale in the city of Greenport . The median list price in Greenport is $858,500 and the average price per square foot is $451. In September 2025, the average monthly cash on cash return in Greenport is 2.00%. The average monthly rental income in Greenport is $3,608.