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$8,000 /month

100 W Shore Dr, Southold, NY 11971

Last Updated:

What This House Offers

Set in the highly sought-after Reydon Shores community,100 W Shore Dr,Southold is a rare dog-friendly North Fork waterfront seasonal rental with your own... private,sandy beach and sweeping bay views to Shelter Island. This renovated classic offers three levels of living with a great room and sunroom,6 bedrooms,3.5 baths,two wood-burning fireplaces,and a huge Trex deck built for sunset dinners and effortless entertaining. The walk-out lower level opens directly to the backyard and shoreline,featuring a waterfront family room plus an entertainment/bonus room with a bar and fireplace. For true North Fork ease,you can moor your boat right off the private beach,with an additional private marina option for effortless boating days; arrive,depart,and live on the water all season long. Monthly Pricing May: $8,000 June: $10,000 July: $25,000 August: $30,000 September: $10,000 October–April: $6,000 / month

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
  • 6 Beds
  • 3.5 Baths
  • 3500 sq. ft.
  • Available Apr 1

Home Features

  • Air Conditioning
  • Smoke Free

100 W Shore Dr is a single-family home for rent in Southold, 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
    $5,000

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.

Home Details

Views

  • Water
  • Panoramic

Home Design

  • Built in 1930
  • Cape Cod Architecture
  • Single Family Detached Home
  • Entry on the 1st floor

Interior Spaces

  • Cathedral Ceiling
  • 2 Fireplaces
  • 3500 Sq Ft Home
  • 3-Story Property

Kitchen

  • Gourmet Kitchen
  • Stainless Steel Appliances
  • Gas Cooktop
  • Oven
  • Microwave
  • Dishwasher

Bedrooms and Bathrooms

  • Main Floor Bedroom
  • Bathroom on Main Level
  • 3.5 Bathrooms
  • 6 Bedrooms
  • 6 Bedrooms | 4 Bathrooms

Laundry

  • Dryer
  • Laundry in Hall

Basement

  • Finished Basement
  • Basement Storage

Parking

  • Driveway
  • 6 Parking Spaces

Lot Details

  • Property Fronts a Bay or Harbor
  • 0.49 Acre Lot

Schools

  • Southold Elementary School
  • Southold Junior-Senior High Middle School
  • Southold Junior-Senior High School

Utilities

  • Forced Air Heating and Cooling System
  • High Speed Internet
  • Public Water Source
  • Electricity Connected
  • Natural Gas Connected
  • Septic Tank
  • Vented Exhaust Fan

Listing and Financial Details

  • 6-Month Minimum Lease Term
  • Assessor Parcel Number 1000-080-00-05-00-006-001

Community Details

Pet Policy

  • Dogs Allowed

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 100 W Shore Dr

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Get In Touch

Property Address:
100 W Shore Dr,
Southold, NY 11971
Listed by
Basil Boziotis | Compass Greater NY LLC
Phone Number: (212) 671-1112
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

Bike Score ®

Somewhat Bikeable20 / 100

Travel and Transit

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

Local Education

Primary and Secondary Schools

6 rating

Southold Elementary School

Grades K-5

Public

undefined rating

Our Lady Of Mercy Regional School

Grades PK-5

Private

undefined rating

The Hayground School

Grades PK-8

Private

5 rating

Southold Junior-Senior High School

Grades 7-12

Public

6 rating

Shelter Island School

Grades PK-12

Public

Data provided by GreatSchools.org 2024 © 2024. All rights reserved.

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Discover Outlying Eastern Suffolk, Southold, NY

Parks and Recreation

Recreational activities near 100 W Shore Dr are plentiful. Discover 1 park within 3.1 miles, including Custer Institute Observatory.

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