
744 Main St, Greenport, NY 11944
What This House Offers
Discover this unique 2-bedroom, 2-bathroom duplex set within a historic 1800s home. Featuring a loft-like layout with open living space and timeless character,... this home offers the perfect blend of charm and comfort. Ideally located in the heart of Greenport Village, enjoy walking distance to local shops, restaurants, beaches, and renowned North Fork vineyards. Convenient access to the LIRR and Orient Point Ferry makes travel a breeze. A perfect opportunity for a year-round residence in one of the North Fork's most desirable locations.
Unit
- $3,400 / month
- 2 Beds
- 2 Baths
- 1200 sq. ft.
- Available Now
Home Features
- Air Conditioning
- Dishwasher
- Fireplace
- Hardwood Floors
- Oven
- Refrigerator
- Smoke Free
- Stainless Steel Appliances
Community Features
- Waterfront
744 Main St is a single-family home for rent in Greenport, NY
Home Details
Views
- Views of a Sound
Home Design
- Traditional Architecture
Interior Spaces
- 1200 Sq Ft Home
Kitchen
- Stainless Steel Appliances
- Oven
- Dishwasher
Flooring
- Wood Flooring
Bedrooms and Bathrooms
- 2 Full Bathrooms
- 2 Bedrooms
- 2 Bedrooms | 2 Bathrooms
Laundry
- Washer
Outdoor Features
- Porch
Lot Details
- Home fronts a sound
- Fenced
Utilities
- Central Air
- Heating System Uses Oil
Explore Commute Options
- Drive Time--
- Walk Time--
- Bike Ride Time--
- Public Transit--
Get In Touch
Greenport, NY 11944
Copyright © 2026 NY State MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Area Scores
Walkability
Fairly walkable40 / 100
Transit
Limited public transit30 / 100
Driveability
Exceptionally drivable100 / 100
Bikeability
Fairly bikeable40 / 100
Travel and Transit


Discover Outlying Eastern Suffolk, Greenport, NY
Commuting
With a TransitScore of 30, 744 Main St has limited public transit, including 5 transit stops within 47.8 miles. Transit options include Greenport Station and Southold Station.
Parks and Recreation
Recreational activities near 744 Main St are plentiful. Discover 2 parks within 1.2 miles, including East End Seaport Maritime Museum and Red House Nature Center.
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