• 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
$4,100 / Month

744 Main St

,

Greenport, NY 11944

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631-276-6185

  • Bedrooms

    3

  • Bathrooms

    2

  • Square Feet

    2,600 sq ft

  • Available

    Available Aug 1

Highlights

  • Water Views
  • Open Floorplan
  • Traditional Architecture
  • Wood Flooring
  • Main Floor Bedroom
  • High Ceiling
744 Main St
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About This Home

$4,100 deposit, Available Aug 1

Escape To The Heart Of The North Fork In This Beautiful Rental Home Located In Sought-After Greenport. This Charming 3-Bedroom,2-Bath 2600 Sq Ft Home Offers The Perfect Blend Of Comfort,Style,And Relaxation For Your Summer Getaway Or Extended Stay. Thoughtfully Designed With Inviting Indoor Living Spaces And A Spacious Outdoor Entertaining Area,This Property Is Ideal For Enjoying Everything Greenport Has To Offer. Step Outside Into Your Own Private Backyard Oasis Featuring A Cozy Fire Pit,Relaxing Hammock,Outdoor Dining,Lounge Areas,And Plenty Of Space To Unwind Or Entertain Under The Stars. Whether You're Spending Your Days Exploring Nearby Beaches,Wineries,Marinas,And Restaurants,Or Simply Relaxing At Home With Family And Friends,This Property Delivers The Ultimate North Fork Lifestyle Experience. Conveniently Located Near Greenport Village Shops,Waterfront Dining,Vineyards,Farm Stands,And Local Beaches,This Seasonal Rental Is The Perfect Retreat For Those Looking To Enjoy The Charm And Beauty Of The North Fork In Comfort And Style. Closely Located To Hampton Jitney And LIRR For Easy Access To NYC. Rental Permit # R25-071. Rent Spree Tenant Screening $20 application fee,paid by the tenant applying. 2026 Availability: August $10,000,September $10,000 with a $250 One-Time Cleaning Fee,utilities included. Off Season: $4100 Per Month Starting September or October 2026 (Year-Round),tenant pays some utilities. Year-Round Rental will be unfurnished but can be furnished upon request. MLS ID KEY1007625 Based on information submitted to the MLS GRID as of [see last changed date above]. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Prices displayed on all Sold listings are the Last Known Listing Price and may not be the actual selling price.

744 Main St is a townhome located in Suffolk County and the 11944 ZIP Code. This area is served by the Greenport Union Free School District attendance zone.

* 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.

Home Details

Home Type

Duplex

Year Built

Built in 1820

Basement

Basement Storage

Bedrooms and Bathrooms

Main Floor Bedroom 2 Full Bathrooms 3 Bedrooms

Home Design

Traditional Architecture Entry on the 1st floor

Interior Spaces

Open Floorplan Wood Flooring High Ceiling Formal Dining Room 1,200 Sq Ft Home 3-Story Property

Kitchen

Stainless Steel Appliances Breakfast Bar Oven Cooktop Microwave Dishwasher

Laundry

Dryer Laundry in unit Washer

Listing and Financial Details

12-Month Minimum Lease Term Legal Lot and Block 8 / 03 Assessor Parcel Number 1001-002-00-03-00-008-001 Rent includes air conditioning, gas, heat, sewer

Lot Details

13,504 Sq Ft Lot Private Entrance West Facing Home Two or More Common Walls Back Yard Fenced

Outdoor Features

Patio Fire Pit Outdoor Gas Grill

Parking

Driveway 2 Parking Spaces

Schools

Greenport Elementary School Greenport High Middle School Greenport High School

Utilities

Central Air Heating System Uses Oil

Views

Water Views

Community Details

Pet Policy

Dogs Allowed Pet Size Limit

Fees and Policies

The fees listed below are community-provided and may exclude utilities or add-ons. All payments are made directly to the property and are non-refundable unless otherwise specified. Use the Cost Calculator to determine costs based on your needs.

  • One-Time Basics
    • Due at Move-In
      • Security Deposit - Refundable
        Charged per unit.
        $4,100

Property Fee Disclaimer: Based on community-supplied data and independent market research. Subject to change without notice. May exclude fees for mandatory or optional services and usage-based utilities.

Contact

  • Listed by Crystal R. Bolling | Realty Connect USA LI Inc
  • Phone Number
  • Contact
  • Source
    OneKey® MLS
Information Copyright 2026, OneKey® MLS. All Rights Reserved. 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. The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.
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
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.
Schools
Greenport Elementary School
Public Elementary School
Grades PK-5
326 Students
Attendance Zone
Greenport High School
Public Middle & High School
Grades 6-12
358 Students
Attendance Zone
Peconic Community School
Private Elementary & Middle School
Grades PK-8
115 Students
Nearby
HARBOR WALDORF SCHOOL
Private Elementary School
Grades PK-5
30 Students
Nearby
School data provided by The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.

View GreatSchools Rating Methodology

Data provided by GreatSchools.org © 2026. All rights reserved.
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
Active
Soundscore™
70 / 100

Traffic

Busy

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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