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Orange County · Neighborhood Guide

Living in Oakland

A tiny town next to Winter Garden, on the West Orange Trail.

Oakland is a small, historic town just west of Winter Garden, sitting directly on the West Orange Trail and offering a quieter alternative in a fast-growing area.

Homes in Oakland, FL
Oakland, FL — Orange County real estate

Location & Commute

West Orange County along SR-50 and the West Orange Trail, about 25 minutes from Orlando.

Lifestyle & Amenities

The West Orange Trail, Lake Apopka, and small-town charm near Winter Garden.

Real Estate in Oakland

A mix of historic homes and newer construction in a high-demand corridor.

Popular Neighborhoods

Historic districtOakland Parknewer communities

Why Buyers Love Oakland

Schools

Orange County Public Schools.

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