• Primary Photo - 744 Main St
  • Building Photo - 744 Main St
    Building Photo - 744 Main St
  • Building Photo - 744 Main St
    Building Photo - 744 Main St
$3,400 / Month

744 Main St

,

Greenport, NY 11944

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631-881-5160

  • Bedrooms

    2

  • Bathrooms

    2

  • Square Feet

    1,200 sq ft

  • Available

    Available Now

Highlights

  • Hardwood Floors
  • Fireplace
  • Smoke Free
  • Waterfront
744 Main St
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About This Home

Available Now

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.

744 Main St is a house located in Suffolk County and the 11944 ZIP Code.

* Price shown is base rent. Excludes user-selected optional fees and variable or usage-based fees and required charges due at or prior to move-in or at move-out. Price, availability, fees, and any applicable rent special are subject to change without notice.
* Square footage definitions vary. Displayed square footage is approximate.

House Features

Air Conditioning

Dishwasher

Hardwood Floors

Refrigerator

  • Air Conditioning
  • Smoke Free
  • Fireplace
  • Dishwasher
  • Stainless Steel Appliances
  • Oven
  • Refrigerator
  • Hardwood Floors
  • Waterfront

Contact

  • Listed by Crystal Bolling | NYStateMLS#NY
  • Phone Number
  • Contact
  • Source
    NY State MLS
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.
Location Get Directions
| Edit
Edit Commute

Under 30 minutes

Commute Time is calculated at rush hour.
City - Greenport

Salt air, ferry horns, and the distant hum of fishing boats at dawn set the tone for life in Greenport, a small Long Island village where the waterfront is never more than a short walk away. Perched at the eastern tip of the North Fork, this historic former whaling port still buzzes with nautical energy. Mitchell Park sits at the heart of it all, offering a marina, an antique carousel, and a Camera Obscura that draws visitors and locals alike. Boutique shops, art galleries, and wine country roads leading to nearby North Fork vineyards round out the day-to-day rhythm of this tightly knit coastal community.

The Railroad Museum of Long Island and the East End Seaport Museum give the village a sense of grounded history that you can actually touch and explore. For renters, Greenport offers a mix of charming cottage-style rentals, converted historic homes, and smaller apartment communities tucked within walking distance of the waterfront.

Learn more about living in Greenport 
Amenities
  • Air Conditioning
  • Smoke Free
  • Fireplace
  • Dishwasher
  • Stainless Steel Appliances
  • Oven
  • Refrigerator
  • Hardwood Floors
  • Waterfront
Education
Colleges & Universities Distance
Colleges & Universities Distance
SUNY Suffolk Co., Eastern
Drive: 46 min 26.8 mi
Connecticut College
Drive: 110 min 28.4 mi
University of Connecticut
Drive: 118 min 32.1 mi
Yale University, Main Campus
Drive: 168 min 74.6 mi
744 Main St is within 46 minutes or 26.8 miles from SUNY Suffolk Co., Eastern. It is also near Connecticut College and University of Connecticut.
Transportation

744 Main St is near Tweed/New Haven, located 71.6 miles or 165 minutes away.

Commuter Rail Distance
Commuter Rail Distance
Greenport Station
Walk: 15 min 0.8 mi
Southold Station
Drive: 9 min 5.4 mi
Mattituck Station
Drive: 20 min 13.0 mi
Bridgehampton Station
Drive: 59 min 14.8 mi
Westbrook
Drive: 135 min 47.8 mi
Airports Distance
Airports Distance
Tweed/New Haven
 Drive: 165 min 71.6 mi
Getting Around
Fairly Walkable
Walkability
40 / 100
Limited Public Transit
Transit
30 / 100
Exceptionally Drivable
Drivability
100 / 100
Fairly Bikeable
Bikeability
40 / 100

Scores provided by

What do Walkability, Transit, Drivability, and Bikeability mean? Walkability measures the walking distance to day-to-day needs. Transit measures access to public transportation. Drivability measures congestion, parking availability, and access to major roads. Bikeability measures the suitability for cycling. How It Works
Calm
Soundscore™
98 / 100

Traffic

Calm

Airport

Calm

Businesses

Active

Scores provided by

HowLoud What is a Sound Score Rating? A Sound Score Rating aggregates noise caused by vehicle traffic, airplane traffic and local sources. How It Works
Points of Interest

Time and distance from 744 Main St.

Shopping Centers Distance
Shopping Centers Distance
Southold Square
Drive: 8 min 4.8 mi
Village Of Southold
Drive: 8 min 4.8 mi
Lighthouse Center
Drive: 9 min 5.3 mi
744 Main St has 3 shopping centers within 5.3 miles, which is about a 9-minute drive. The miles and minutes will be for the farthest away property.
Parks and Recreation Distance
Parks and Recreation Distance
East End Seaport Maritime Museum
 Walk: 8 min 0.5 mi
Red House Nature Center
 Drive: 2 min 1.2 mi
Custer Institute Observatory
 Drive: 12 min 6.6 mi
Orient Beach State Park
 Drive: 25 min 10.3 mi
Cedar Point County Park
 Drive: 72 min 18.0 mi
744 Main St has 5 parks within 18.0 miles, including East End Seaport Maritime Museum, Red House Nature Center, and Custer Institute Observatory.
Hospitals Distance
Hospitals Distance
Stony Brook Eastern Long Island Hospital
Walk: 4 min 0.2 mi
744 Main St is 0.2 mile and a 4 minute walk from Stony Brook Eastern Long Island Hospital.
Military Bases Distance
Military Bases Distance
Fort Trumbell US Navy
Drive: 110 min 27.9 mi
New London Naval Sub Base
Drive: 118 min 31.9 mi
Naval & Marine Reserve Center
Drive: 175 min 74.0 mi
744 Main St has 3 military bases within 74.0 miles, the nearest is Fort Trumbell US Navy which is 27.9 miles away and a 110 minute drive.

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