Date
Details
Price
Change
Source
3/09/2026
Listed
$8,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$8,000
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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 Pricing May: $8,000 June: $10,000 July: $25,000 August: $30,000 September: $10,000 October-April: $6,000 / month
Full Property Details
Full Property Details for 100 W Shore Dr
General
- Rent: $8,000
- Status: Active
- Type: Single Family
- Source: Long_Island
- MLS ID: 968304
- Updated: 3/9/2026
- Added to Site: 22 day(s) ago
Interior
- Number of Rooms: 13
- Interior Features: First Floor Bedroom, First Floor Full Bath, Cathedral Ceiling(s), Chefs Kitchen, High Ceilings, High Speed Internet, Open Kitchen
- Fireplace: Yes
- Number of Fireplaces: 2
- Appliances: Dishwasher, Dryer, Exhaust Fan, Gas Cooktop, Microwave, Oven, Range, Refrigerator, Stainless Steel Appliance(s)
- Laundry Facilities: Yes
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 3
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 6
Other Rooms
- Laundry: In Hall
Parking
- Total Spaces: 6
- Parking Features: Driveway
Location
- County: Suffolk County
School Information
- High School District: Southold
- Elementary School: Southold Elementary School
- Middle School: Southold Junior-Senior High School
- High School: Southold Junior-Senior High School
Community
- Association: Yes
- Pets Allowed: Yes
- Pet Restrictions: Dogs OK
Heating & Cooling
- Central air: Yes
- Cooling Type: Central Air
- Heating Type: Forced Air
Utilities
- Sewer: Septic Tank
- Water: Public
- Utility Description: Electricity Connected, Natural Gas Connected
Structural Information
- Architectural Style: Expanded Cape
- Detached/Attached: Detached
- Basement: Yes
- Basement Desc.: Finished, Storage Space
- Entry Floor Number: 1
- Stories/Levels: 3
- Stories in Building: 3
- Sq. Ft. Source: Other
- Year Built: 1930
Lot Features
- Property View: Panoramic, Water
- Lot Size (Acres): 0.49
- Lot Size (Sq. Ft.): 21,344
Water Features
- Water View: Yes
- Water Front View: Bayfront
Financial Considerations
- Other Fee: Yes
- Other Fee Type: cleaning fee at end of rental & pet fee
- Other Fee Freq.: One Time
- Security Deposit: $5,000
Disclosures and Reports
- Special Conditions: None
- Property ID: 1000-080-00-05-00-006-001
Listed by Compass Greater NY LLC
Schools
Schools serving 100 W Shore Dr
School District:Southold Union Free School District
| Name | Grades | Distance |
|---|---|---|
Southold Elementary School 420 Oaklawn Avenue, Southold, NY 11971 | K-6 | 1.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 100 W Shore Dr
100 W Shore Drive, Southold, NY 11971 (MLS# 968304) is a Single Family property with 6 bedrooms, 3 full bathrooms and 1 partial bathroom. 100 W Shore Drive is currently listed for rent at $8,000 and was received on March 09, 2026. Want to learn more about 100 W Shore Drive? Do you have questions about finding other real estate for sale or rent in Southold? You can browse all Southold rentals or contact a Coldwell Banker agent to request more information.