Enjoy this spacious vacation rental located just a short distance from Southold Town Beach. With room for the whole family, this home features three en-suite bedrooms plus an additional bedroom and full bath. The well-equipped kitchen opens to the dining and living rooms, where a cozy fireplace adds charm and warmth. Sliding glass doors lead to a deck overlooking a large backyard, perfect for outdoor relaxation. The two-car garage includes an overhead screen door that converts the space into a cool, casual hangout area for added enjoyment. Available : October $5,000, also available weekly with a 2 week minimum off season inquire for rates. 2027 Rates June $6000, October $5000. RENTED JULY AUGUST SEPTEMBER 2027. Rental Permit #1343
Listing by Jean Marie Bay• William Raveis New York LLC
North Fork, located between Riverhead and Greenport, is a coastal and agricultural Calverton neighborhood with working vineyards and wide-open bayfront views. The mood concentrates around the Sound Avenue corridor near the Calverton hamlet center, where farm stands, tasting rooms, and low-key eateries set a weekend rhythm. Architectural character leans to shingled cottages, ranch homes, and barn-like outbuildings tied to the area’s farming roots. Macari Vineyards, Jamesport Farm Brewery, and Harbes Family Farm act as local pillars for tastings, seasonal events, and market-style shopping. Peconic Bay and the Long Island Sound frame the landscape with beaches, marinas, and long, flat roads made for cycling. The pace stays rural, with small clusters of storefronts separated by fields and rows of vines.
Provided by Walk Score and Local Logic
Historical weather
Southold, NY • 11971
Average low and high temperatures (°F)
35
26
37
26
50
36
59
44
68
53
79
63
83
69
79
63
74
60
64
52
54
43
42
31
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
5/10 Heat Factor
7 days above 90° expected this year, 20 days in 30 years
8/10 Wind Factor
80% chance of strong winds in next 30 years
3/10 Air Factor
3 unhealthy days expected this year, 4 days in 30 years
Provided by First Street
Sun exposure
In this area, properties receive around 9 hours in
June and 4.6 hours in December, which is comparable to the
U.S. average for solar exposure.
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Listing provided courtesy of: William Raveis New York LLC
Listing agent: Jean Marie Bay (6314775990)
Based on information submitted to the MLS GRID as of Sun Nov 08 2026. 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.
Last Updated: 2026-11-07T22:10:55.180Z
215 Leon Rd is a 1800 square foot property with 4 bedrooms and 4 bathrooms. 215 Leon Rd is located in Southold, the 11971 zipcode, and the Southold Union Free School District.