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$8,000 /month

744 Main St, Greenport, NY 11944

Last Updated:

What This Townhouse Offers

Escape To The Heart Of The North Fork In This Beautifully Furnished Seasonal Rental Located In Sought-After Greenport. This Charming 3-Bedroom,2-Bath 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. 2026 Availability: August $8,000,September $8,000. Off Season $4100 Per Month Starting October 2026. Utilities Included. Rental Permit # R25-071 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.

Unit

  • $8,000 / month
  • 3 Beds
  • 2 Baths
  • 1200 sq. ft.
  • Available Aug 1

Townhome Features

  • Air Conditioning
  • Smoke Free

744 Main St is a townhome for rent in Greenport, NY

Fees and Policies

The fees below are based on community-supplied data and may exclude additional fees and utilities.

One-Time Basics

Due at Move-In

  • Security Deposit - Refundable
    $8,000

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.

Townhome Details

Views

  • Water Views

Home Design

  • Built in 1820
  • Traditional Architecture
  • Duplex
  • Entry on the 1st floor

Interior Spaces

  • Open Floorplan
  • High Ceiling
  • Furnished
  • Formal Dining Room
  • 1200 Sq Ft Home
  • 3-Story Property

Kitchen

  • Stainless Steel Appliances
  • Breakfast Bar
  • Oven
  • Cooktop
  • Microwave
  • Dishwasher

Flooring

  • Wood Flooring

Bedrooms and Bathrooms

  • Main Floor Bedroom
  • 2 Full Bathrooms
  • 3 Bedrooms
  • 3 Bedrooms | 2 Bathrooms

Laundry

  • Dryer
  • Laundry in unit
  • Washer

Basement

  • Unfinished Basement

Parking

  • Driveway
  • 2 Parking Spaces

Outdoor Features

  • Patio
  • Fire Pit
  • Outdoor Gas Grill

Lot Details

  • 13504 Sq Ft Lot
  • Private Entrance
  • West Facing Home
  • Two or More Common Walls
  • Back Yard Fenced

Schools

  • Greenport Elementary School
  • Greenport High Middle School
  • Greenport High School

Utilities

  • Central Air
  • Electricity Connected
  • Water Connected
  • Heating System Uses Oil

Listing and Financial Details

  • Legal Lot and Block 8 / 03
  • Assessor Parcel Number 1001-002-00-03-00-008-001

Community Details

Pet Policy

  • Dogs Allowed
  • Pet Size Limit

Explore Commute Options

Destination Address
  • Drive Time
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  • Walk Time
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  • Bike Ride Time
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  • Public Transit
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What's nearby 744 Main St

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Get In Touch

Property Address:
744 Main St,
Greenport, NY 11944
Listed by
Crystal R. Bolling | Realty Connect USA LI Inc
Phone Number: (631) 276-6185
MLSLongIsland#NY

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.

Area Scores

Walkability

Fairly walkable40 / 100

Transit

Limited public transit30 / 100

Driveability

Exceptionally drivable100 / 100

Bikeability

Fairly bikeable40 / 100

Scores provided by

Travel and Transit

Commuter Rail
4 min Drive
Long Island Rail Road
Commuter Rail
10 min Drive
Long Island Rail Road

Local Education

Primary and Secondary Schools

3 rating

Greenport Elementary School

Grades PK-5

Public

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HARBOR WALDORF SCHOOL

Grades PK-5

Private

5 rating

Greenport High School

Grades 6-12

Public

Data provided by GreatSchools.org © 2026. All rights reserved.

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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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