100 W Shore DriveSouthold, NY 11971Rental Price: $14,950

  • Rental Price: $14,950
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Federal 30-year interest rate: 6.36% last updated on May 14, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $14,950List Price
  • 6Bedrooms
  • 4Bathrooms
  • 0.49Acreage
  • 3,500Square Feet

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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 September: $14,950 Available October thru April as a off season rental. price/ month dependant on amount of months rented.

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Listed by Basil Boziotis of Compass Greater NY LLC (212-671-1112)

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of May 17, 2026 5:49 AM EDT. 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. IDX information is provided exclusively for consumers’ personal noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end user license agreement.

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