Southold, NY
- Overview
- Performance
- Listings
- Buy Box
Key Performance Metrics
Market snapshotPerformance indicators for the Southold short-term rental market based on reliable data.
Listings
58 / 422
Reliable / Active
Cap Rate
5%
Middle-Earners Gross Yield
Revenue
$50,605
Middle-Earners Revenue
Occupancy
42%
Middle-Earners Occupancy
Home Value
$1,078,608
Median Home Sale Price
Top Earners
$113,106
Top-Earners Revenue
Southold
Market Revenue Seasonality
Top Listings
Highest revenueThe highest-performing listings in Southold.
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Challenging to Investors
Southold Regulations
Allowed but constrained by the 14‑night minimum, mandatory inspections, $300 biennial permit and evolving framework; non‑primary rentals face a 1% cap and lottery, with heavy fines and proactive enforcement creating compliance and investment risk.
Local STR Agent
STR specialist · Southold, NY
About Southold
The Town of Southold is one of ten towns in Suffolk County, New York, United States. It is located in the northeastern tip of the county, on the North Fork of Long Island. The population was 23,732 at the 2020 census. The town also contains a hamlet named Southold, which was settled in 1640.