• 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
$3,500 / Month

744 Main St

,

Greenport, NY 11944

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631-881-5160

  • Bedrooms

    3

  • Bathrooms

    2

  • Square Feet

    2,600 sq ft

  • Available

    Available Now

Highlights

  • Pets Allowed
  • Furnished
  • Patio
  • Fireplace
  • Smoke Free
744 Main St
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About This Home

Available Now

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. 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 Year-Round 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. $3800 Per Month Available August 2026 (Year-Round), Tenant responsible for Electric, Trash, Wi-Fi/Cable, Partial Water. Landlord responsible for Oil, Gas for Stove, and Landscaping. Year-Round Rental can be furnished or unfurnished upon request. Available September 2026.

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.

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.

  • Dogs
    • Allowed
  • Cats
    • Allowed

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.

Details

Property Information

  • Furnished Units Available

House Features

Washer/Dryer

Air Conditioning

Dishwasher

Microwave

  • Washer/Dryer
  • Air Conditioning
  • Smoke Free
  • Fireplace
  • Dishwasher
  • Stainless Steel Appliances
  • Microwave
  • Oven
  • Furnished
  • Patio

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
  • Washer/Dryer
  • Air Conditioning
  • Smoke Free
  • Fireplace
  • Dishwasher
  • Stainless Steel Appliances
  • Microwave
  • Oven
  • Furnished
  • Patio
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
Walk: 15 min 0.8 mi
Southold
Drive: 9 min 5.4 mi
Mattituck
Drive: 20 min 13.0 mi
Bridgehampton
Drive: 59 min 14.9 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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