All Listings Under $100,000 $200,000 - $300,000
$300,000 - $400,000 $400,000 - $500,000 $500,000 - $600,000
$600,000 - $700,000 $700,000 - $800,000 $800,000 - $900,000
$900,000 - $1,000,000 Over $1,000,000
Refine your search to less than 500 properties to save.
Click on the map to draw your polygon search.
Click on the map to draw your radius search.
Search only mappable listings within the map's bounds.

N/A, Greenport

26.4k SqFt
Turnkey Trophy Boutique 35 Room & Suite Hotel Opportunity. As The Region's Only Interior Corridor Hotel Situated In The Heart Of Growing Greenport Village Significant Upside In Adr And Annual Occupancy Is Likely. 14+ Year History Of Revenue Growth. Prime Opportunity For Seasoned Operators Seeking To Expand Their Portfolio Or Increase Market Share. Complete Financials Available With Signed Non-Disclosure Agreement.

3225 Main Rd, Greenport

7 Beds, 5 Baths,
Style And Charm On 4.9 Acres Of Beautiful Land With Detached 2 Car Garage. Entrance Leads To A Spacious Center Hallway With Grand Staircase. 1st Floor Offers Living Room, Formal Dining Room, Eat In Kitchen, One Bedroom, Library, Sun Room And 2 Full Bath. 2nd Floor Offers Master Bedroom En Suite, Additional 5 Bedrooms And 2 Full Bath. Also A Full Basement And Full Attic.

57305 Route 48, Greenport

5 Beds, 5 Baths, 6,000 SqFt
Spectacular Contemporary sound front home. Very private sound beach with amazing sunsets. 6000 sq. ft of spacious living and entertaining. 105 ft Of Deep Sound Beach. Pristine 5 bedrooms, 4 full baths, and half bath. Light filled home with high ceilings, open floor plan, eat-in kitchen, living room, dining room and library. Perfectly sited on 1 acre with inground pool.

117 Sterling St, Greenport

3 Beds, 4 Baths, 4,500 SqFt
Going to be missed. The current owners fell in love with the views and charm of Sterling St and when this property became available, they saw the potential of this oversized parcel. Connecting with the neighbors on the front porch with conversations on the latest events in Greenport Village with the boating activity on Sterling Creek in the background became the opus for this new renovation and floor plan. Designed for entertainment, a flex

56225 County Road 48, Greenport

4 Beds, 4 Baths,
This Architectural Gem is Perfectly Situated on The Sound. Wide Open Space w/ Soaring Ceilings and Walls of Glass Inviting in the Magnificent View of the LI Sound and an Abundance of Natural Light. Amazing Views From Every Room! High Quality Innovative Craftsmanship, Beamed Ceilings, Mahogany Floating Steps, Modern German Kitchen w/ High End Sub Zero Appliances. Double Sided Fireplace, 4 BR, 3 Full Baths, DR, Living Room. Breathtaking

1355 Shore Rd, Greenport

3 Beds, 3 Baths, 3,000 SqFt
Peaceful Perfection on Peconic Bay. This Open Concept Contemporary Treasure Reflects Simplicity in Design at its Finest. Stunning Views of Shelter Island Welcome You as You Enter the Great Room Foyer. Clean Lines and Minimalist Architecture with Attention to Detail at Every Turn Creating a Unique and Tranquil Living Experience. Come Discover Serenity.

120 Caiola Ct, Greenport

5 Beds, 6 Baths, 4,000 SqFt
It's Your Turn To Own A Magnificent Luxury North Fork Retreat Home, Complete With All The Bells And Whistles & Upscale Amenities Throughout. Large Open Gourmet Entertainers Kitchen Features Wolf Range, Ss Appliances, Marble Tops, Opens To Spacious Light-Filled Living Areas With High Ceilings. Wood-Burning Fireplace, Wood Floors, 5 Bedrooms, 5.5 Baths, Plus Gunite Pool, Pool House, Etc.

430 Snug Harbor Rd, Greenport

3 Beds, 3 Baths,
Waterfront Perfection! Like New Pristine Home Finished with the Highest Quality Materials. Must Be Seen. Direct Bay Access from Your Very Own Deep Water Dock. Golf Course and a Large Private Community Bay Beach Nearby.

37 Front St, Greenport

3,458 SqFt
Unique Opportunity to Own Commercial Property in Downtown Greenport! This Prime Front Street Building Offers a Total of 4 Units-2 Street Level Store Units - One on Busy Front Street and the Other Located on Romantic Historic Bootleg Alley. Second Floor Offers 2 units -1 Open Space Loft Like Unit With Private Entrance and the Piece de Resistance a Totally Renovated Contemporary Open Concept 1 Bedroom Apartment with Balcony Deck Overlooking the

870 Inlet Ln, Greenport

4 Beds, 2 Baths, 1,800 SqFt
A Unique Opportunity Awaits! 4BR, 2 bath updated Ranch with open floor plan situated on 1.2 acres w/350' of bulkhead, dock with direct bay access; views to Shelter Island and beyond. Public bay beach at the end of Manhansett Ave. Close to the Historic Maritime Village of Greenport., fine dining, shopping, transportation, wineries and farm stands near by.

1655 Bay Shore Rd, Greenport

2 Beds, 2 Baths, 1,600 SqFt
If Life is a Beach Why Not Own It! Bright and Airy Peconic Bay Retreat with Private Beach and Stunning Views of Shelter Island is Calling You Home. Open Concept First Floor Living Offers Uninterrupted Water Views, Floor to Ceiling Windows and Slider Doors Welcome the Sunrise and lets in Tons of Natural Light. Feeling a little Chilly? Why not Snuggle up to the Gas Fireplace. Hang Out on the beach, Flop on the Grass, Sip Wine on your Deck or Zip

1980 August Ln, Greenport

4 Beds, 3 Baths, 2,300 SqFt
The Dream: Newly Built Timber-Framed Colonial On 7+ Acres. W/ Custom Morton Barn, Perfect For A Car Enthusiast. Large Entertainment Living Room W/Stone Fireplace, 4 Bed & 3 Baths. Walk-Out Basement. The Property Offers Privacy, Scenic Expanses, Open Fields, Pond & Winter Water Views. Ideal For Horses, Field Trials, Agility, Small Farm, Vineyard. Create Your Own Nf World.

152 Central Ave, Greenport

3 Beds, 3 Baths, 2,342 SqFt
This worldly village gem, circa 1903 has been expertly renovated and restored with style and comfort in mind and has been impeccably maintained. First floor Den/Master suite with fireplace & separate entrance. Two second floor bedrooms one with an en-suite bath. Intimate slate courtyard with pergola invites outdoor entertaining. Accessory out building is ready for your imagination. Located in the heart of downtown Greenport Village.

1015 Sound Dr, Greenport

3 Beds, 3 Baths, 2,300 SqFt
Contemporary & chic, mint condition home in Eastern Shores, Greenport. Newly renovated with open light-filled floor plan, pool, hot tub, first floor sleeping, custom gourmet kitchen, hardwood Brazilian cherry floors, 2 second floor balconies, beautiful deeded association beach.

18 South St, Greenport

1 Bed, 3 Baths, 3,295 SqFt
Rare Live Work opportunity an exceptional historic commercial building in the heart of Greenport Village. Totally renovated mint condition building is move-in ready. Upstairs beautifully renovated 1 BRM apartment with possible expansion of living space. Downstairs suitable for a gallery, showroom, retail or office space. Several configurations possible. Modern conveniences with historic charm; high ceilings, hardwood floors, 2.5 baths,

18 South St, Greenport

1 Bed, 3 Baths, 3,295 SqFt
Live/work in mint condition fully restored multi-use building in the heart of Greenport Village, close to all village amenities & public transportation to NYC. Offering a unique combination of 1st floor retail space, large gallery/work area & beautifully appointed living quarters with 2nd floor balcony. Street access front & rear, 2 parking spaces. Excellent rent history.



The hamlet of Greenport, which is in the Town of Southold and is also home to the incorporated Village of Greenport, is the most popular and well-known hamlet on the North Fork of Long Island.

Because of its deep and protected harbor, Greenport was a major whaling and ship building port in the 18th and 19th Centuries. By the mid 1800s, the fishing industry employed thousands. The Long Island Railroad arrived in 1844 and was a driving force in the development of Greenport and the North Fork, as local farmers used the railroad to ship their harvest to markets. Greenport became an oyster hub in the early 1900s and, at one time, there were more than a dozen oyster factories.

As the oyster industry began to shrink, Greenport transformed itself once again and became one of the premiere vacation destinations on the eastern seaboard. Historic homes, a nod to Greenport’s rich past, line the streets and avenues of the small village which features many boutiques, shops, restaurants, B & B’s, hotels and even its own micro-brewery. Mitchell Park, overlooking historic Greenport Harbor, features a marina, an antique carousel and public dock space. The park is also home to free concerts and theatrical performances.

Throughout its long history, Greenport has been known by several different names, including Winter Harbor, Stirling, and Green Hill. At a public meeting in 1831, residents officially adopted the name Greenport.

The Village of Greenport is the North Fork’s only incorporated village. It has its own mayor, as well as its own water, sewer and electric. Beyond the borders of the Village there are sound- and bay-front beaches, both public and private, as well as many beautiful homes.

Greenport Kids attend the K-12 school on a campus located on the west end of the village.

The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers' personal, non-commercial use.

Information Copyright 2019, Multiple Listing Service of Long Island, Inc. All Rights Reserved.