Property Description

Escape To The Heart Of The North Fork In This Beautifully Furnished Rental Home 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. 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.

Features
Heating System:
Oil
Cooling System:
Central Air
Basement:
Unfinished
View:
Water
Fence:
Back Yard
Patio:
Patio
Appliances:
Dishwasher, Oven, Microwave, Stainless Steel Appliance(s), Dryer, Washer, Cooktop
Exterior Features:
Private Entrance, Gas Grill, Fire Pit
Flooring:
Wood
Interior Features:
Open Floorplan, High Ceilings, Formal Dining, First Floor Bedroom, Breakfast Bar
Laundry Features:
In Unit
Parking Features:
Driveway
Utilities:
Water Connected, Electricity Connected
Address Map
City:
Southold
State:
NY
Street:
Main
Street Number:
744
Street Suffix:
Street
Postal Code:
11944
Floor Number:
0
Longitude:
W73° 34' 25.1''
Latitude:
N41° 3' 54.5''
Direction Faces:
West
Directions:
East on Route 25, Left turn onto Main St, #744 on right hand side before Manor Lane.
UnitNumber:
1
PostalCity:
Greenport
Additional Information
Architectural Style:
Traditional
Elementary School:
Greenport Elementary School
High School:
Greenport High School
Levels:
Two
Agent MlsId:
174602
MiddleOrJunior School:
Greenport High School
PhotosCount:
32
Rent Includes:
Heat, Sewer, Air Conditioning, Gas
Special Listing Conditions:
No
Stories Total:
3
Office MlsId:
RLLE16

Residential Lease - MLS# 1007625

744 Main Street, Southold, NY

3 Bedrooms
2 Bathrooms
1,200 Sqft
$4,100
Listing ID #1007625
Basic Details
Property Type :
Residential Lease
Property SubType :
Duplex
Listing Type :
For Rent
Listing ID :
1007625
Price :
$4,100
Rooms :
8
Bedrooms :
3
Bathrooms :
2
Bathrooms Total :
2
Square Footage :
1,200 Sqft
Lot Area :
0.31 Acre
Year Built :
1820
Status :
Active
Listing Agent :
Crystal R. Bolling
Listing Office :
Realty Connect USA LI Inc
Agent info
Contact Agent
Walkscore