Historic architecture meets scenic landscapes in Southold.

A lively community in Long Island wine country, Southold boasts some of the best waterfront properties in the region. Sprawling waterfront properties with stunning vistas sit on well-manicured acres. The town’s real estate runs the gamut from single-family New England-style dwellings and brick apartments to beachside condos. The downtown central commercial hub goes beyond the essentials with gourmet restaurants, charming storefronts, and cozy cafes. Set apart from the chaos and flash of Manhattan, Southold represents the best of Long Island’s laid-back entertainments.

The nature and recreation in Southold are second to none. Pristine white sand beaches form the perfect backdrop to activities like swimming, boating, and sunbathing. Orion State Park features a golf course and prime fishing spots, while the nearby preserve offers the perfect place to marvel at wildlife. Spend an afternoon at one of Cutchogue’s wineries, or while away hours on one the town’s many walking and hiking paths. Whatever you’re after, you’re sure to find it in Southold.

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