Evan Fine
Evan Fine
Call: (718) 207-0973
Text: (718) 207-0973
BEDS6
BATHS3 full 1 partial
SQUARE FEET3,500
MLS#968304
STATUSActive
PROPERTY TYPERental - Single Family
SCHOOLSouthold
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 PricingSeptember: $14,950Available October thru April as a off season rental. price/ month dependant on amount of months rented.
Property Features
Property Type: Rental - Single Family
Basement: Finished, Storage Space
Basement: Yes
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
Days on Site: 56
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
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Listed By / Shown By
Listing By
Agency Name: Compass Greater NY LLC
Agency Contact: 212-671-1112
Shown By
Agent Name: Evan Fine
Agent Phone: (718) 207-0973
Agency Title: Laffey Real Estate
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 $14,950 / Monthly. W Shore Drive is located within the Southold school district. Search Southold real estate on evanfine.laffey.com today.