Get new listings emailed daily! SIGN UP OR LOGIN

Refine Search

100 W Shore Drive , Southold, NY 11971

$8,000.00 / Monthly

SAVE TOUR THIS HOME Get Pre-Approved

41 Total Photos [Click to View All]

New to the Market

BEDS6 BATHS3 full 1 partial SQUARE FEET3,500 MLS#968304

STATUSActive PROPERTY TYPERental - Single Family SCHOOLSouthold

Call / Map Listing / Print / Share / Email

Property Description

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 PricingMay: $8,000June: $10,000July: $25,000August: $30,000September: $10,000October-April: $6,000 / month

100 W Shore Drive | MLS# 968304

This property located at 100 W Shore Drive , Southold, NY 11971 is currently listed for rent with an asking price of $8,000 / Monthly. W Shore Drive is located within the Southold school district. Search Southold real estate on www.laffey.com today.

Property Features

Property Type: Rental - Single Family

Basement: Yes

Basement: Finished, Storage Space

Cooling: Central Air

Fireplaces: 2

Heating: Forced Air

Home Style: Exp Cape

Lot Size: 0.49 Acres

Stories: 3.0

Year Built: 1930

Amenities

First Floor Bedroom

First Floor Full Bath

Cathedral Ceiling(s)

Chefs Kitchen

High Ceilings

High Speed Internet

Open Kitchen

Feature Descriptions

Appliances: Dishwasher, Dryer, Exhaust Fan, Gas Cooktop, Microwave, Oven, Range, Refrigerator, Stainless Steel Appliance(s)

Association Fee: $0

Attic: Pull Stairs

Exterior: Unknown

Fireplace Y/N: Yes

Laundry: In Hall

On Market Date: 2026-03-09

Parcel Number: 1000-080-00-05-00-006-001

Parking Features: Driveway

Parking Total: 6

Permit Number: 1152

Permit Required Y/N: Yes

Pets Allowed: Dogs OK

Rental Term: Monthly

Rooms Total: 13

Sewer: Septic Tank

Special View Info: Panoramic, Water

Utilities: Electricity Connected, Natural Gas Connected

Water: Public

Waterfront Features: Bayfront

Local Schools

High School: Southold Junior-Senior High School

Middle School: Southold Junior-Senior High School

Elementary School: Southold Elementary School

School District: Southold

#ITSYOURMOVE
#FOLLOWTHEORANGE

55 Northern Blvd
Greenvale, NY 11548

Real estate agents ready to serve you | Browse homes and real estate for sale

Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 03/09/2026. The listing information on this page last changed on 03/09/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Mon 03/09/2026 1:35:41 AM EST) or OneKey MLS (last updated Mon 03/09/2026 1:31:12 AM EST). Real estate listings held by brokerage firms other than Laffey Real Estate may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.

Listing data and photos distributed by MLSGRID
Member Participants (and their affiliated licensees, if applicable) shall indicate on their websites that IDX information is provided exclusively for consumers’ personal non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, that the data is deemed reliable but is not guaranteed by MLS GRID, and that the use of the MLS GRID Data may be subject to an end user license agreement prescribed by the Member Participant’s applicable MLS if any and as amended from time to time. MLS GRID may, at its discretion, require use of other disclaimers as necessary to protect Member Participant, and/or their MLS from liability.
Based on information submitted to the MLS GRID. 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.

Privacy Policy / DMCA Notice / ADA Accessibility

Sitemap

100 W Shore Drive , Southold, NY 11971

Property Description

100 W Shore Drive | MLS# 968304

Property Features

Amenities

Feature Descriptions

Local Schools

TOUR THIS HOME

Listed By / Shown By

100 W Shore Drive , Southold, NY 11971

Login to My Homefinder

Register to View this Listing

Why Create an Account?

With an account you can:

Sign Up Today