Oakland, Florida is a hidden gem in West Orange County, offering small-town charm, natural beauty, and a strong sense of community just minutes from Winter Garden and Clermont. Known for its oak tree-lined streets, historic character, and access to the West Orange Trail, Oakland is perfect for homebuyers seeking peace, space, and convenience. Homes for sale in Oakland include everything from charming cottages and custom estates to modern new construction homes in thoughtfully planned communities. With top-rated schools, outdoor recreation, and proximity to Orlando’s major attractions, Oakland offers an ideal blend of tranquility and accessibility. Let trusted real estate expert Matt Allen help you find your dream home in Oakland, FL.
Oakland - Town
vs. County Stats
Avg Price in Oakland: $1,571,900
/ County Avg
$661,800
238%
Avg Taxes in Oakland: $5,600
/ County Avg
$6,700
84%
Avg Sq. Ft. in Oakland: 3,455
/ County
Avg 2,089
165%
Avg Price per/sqft in Oakland:$455
/ County Avg $317
144%
Avg Year Built in Oakland: 2000
/ County Avg 1997
100%
Avg Days on Website in Oakland: 92
/ County Avg 118
78%
Oakland
Real Estate Market Health
New Listings
Reductions
Foreclosures
Short Sales