Oakland Shores
Oakland Shores: Local Questions Answered
Where is Oakland Shores in Maitland?
Oakland Shores is between Lake Faith and Lake Hope in Maitland, on Lake Shore Drive, West Faith Terrace, Oak Lane, Magnolia Drive, Woodley Road and Oranole Road. Most homes are in unincorporated Seminole County; the 2nd Addition, on Lake Faith Drive and Lake Shore Drive, is in Orange County inside City of Maitland limits.
What types of homes are in Oakland Shores?
Oakland Shores has 149 single-family homes in Seminole County, built mostly from 1956 to 1960, according to state parcel records, plus 18 homes in the Orange County 2nd Addition. Seminole County homes range from about 1,300 to 3,300 square feet, and MLS listings show 3 to 4 bedrooms. There are no townhomes or condos.
How much do homes cost in Oakland Shores?
Over the past two years (MLS data, October 2026), homes in Oakland Shores sold 16 times for a median of about $434,000, ranging from about $185,000 to $692,000. All were in the Seminole County section. For today's listings, see the top of this page.
Is there an HOA in Oakland Shores?
No homeowners association is documented for Oakland Shores. Several MLS listings say there is no HOA, and the MLS dues field is blank on every recent listing. County property records and Florida's official list of special districts don't show a community development district (CDD) for Oakland Shores, but check the property tax bill for any special assessments.
What schools serve Oakland Shores?
Seminole County Public Schools' 2026-27 school zones place the Seminole County part of Oakland Shores in Lake Orienta Elementary, Milwee Middle and Lyman High School. Orange County Public Schools' 2026-27 school zones place the 2nd Addition in Lake Sybelia Elementary, Maitland Middle and Edgewater High School.
Zoning can change and varies by street, so confirm a specific address with Seminole County Public Schools' School Zone Search, and compare school grades in the Florida School Accountability Reports.
Zoning can change and varies by street, so confirm a specific address with Orange County Public Schools' Find My School tool, and compare school grades in the Florida School Accountability Reports.
Is Oakland Shores in the Town of Oakland?
No. This Oakland Shores is in Maitland, on the Orange–Seminole county line. It is not related to the Town of Oakland in west Orange County or to Southern Oaks at Oakland Shores there. Seminole County handles local government for the 149 Seminole County homes, and the City of Maitland for the 2nd Addition.
Can you rent homes in Oakland Shores short term?
No Oakland Shores-specific rental rules turned up in our research. No mandatory HOA is documented for Oakland Shores, so confirm any deed restrictions and current local rules before buying if you plan to rent.
