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ORANGE COUNTY
Central Florida ยท City guide

Oakland, Florida: Homebuying and Investing Guide

In Oakland, the typical home is valued at $557,500. Below: living, buying and investing, by the numbers.

Illustration: Orange County scenery near Oakland
Illustration

Quick facts

Oaklandvs Orange Countyvs Florida
Population3,774 (2025 estimate)
Growth since 20206.2%-0.7 pts-2.7 pts
Median home value$557,50043% higher55% higher
Median gross rent$2,30830% higher38% higher
Median household income$152,19591% higher104% higher
Owner occupied homes82.9%+26.1 pts+15.3 pts

Census survey figures are 2020 to 2024 averages; methods.

Living in Oakland

Oakland is a town in West Orange County.

As an incorporated town, Oakland sets its own zoning inside Orange County.

Known for: Historic Town Hall, built in 1912; Post office opened in 1860, closed in 1867, and reopened in 1877

Getting around and growth: Incorporated as a town on November 1, 1887. The 2020 Census recorded 3,516 residents, up 38.5 percent from 2010. Source: Wikipedia, Oakland, Florida, accessed October 29, 2026.

Next to the rest of Orange County, household incomes are higher ($152,195 vs $79,719); more homes are owner occupied (82.9% vs 56.8%); homes are pricier than the county median ($557,500 vs $390,100) and the Census median rent is $2,308, above the county's $1,775.

Closest matches on price and rent: Horizon West ($562,200, $2,464), Coral Springs ($545,400, $2,084), Jupiter ($608,600, $2,381).

Growth and housing

Population went from 3,555 in 2020 to 3,774 in 2025 (6.2%), versus 6.9% for Orange County.

The housing mix is 0% detached houses and 0% larger buildings.

Risks to price in

Risk itemDetail
County average homeowners insurance with wind$3,610 a year

Buying a home in Oakland

2026 loan limits (county)Amount
FHA, one unit$541,287
Conforming, one unit$832,750
Median home value here$557,500

Price to income: 3.7x, compared with 4.9x for the county.

  • Conventional: mortgage insurance drops off as equity builds.

Investing in Oakland

Long term rentals

Oaklandvs Orange County
Renter occupied homes17.1%-26.1 pts

Short term rentals

0% of homes are held for seasonal or vacation use (Orange County 2.4%).

Short term rental taxesRate
County tourist development tax6%
State sales tax6% plus any county surtax

Rules vary street by street; verify zoning and HOA limits early. State rules

Property types

Housing stockShare
Single family detached0%
Buildings with 5+ units0%
Manufactured homes0%

Nearby

Other Florida markets

Sources

  1. U.S. Census Bureau, American Community Survey 2020 to 2024 5 year estimates. 2020 to 2024.
  2. U.S. Census Bureau, Population Estimates, Vintage 2025. July 1, 2025.
  3. U.S. Census Bureau, Building Permits Survey, 2025 annual. 2025.
  4. FFIEC HMDA Data Browser, originated loans. 2025 and 2024.
  5. LendingTree: 2026 FHA loan limits in Florida by county (HUD figures). 2026.
  6. Florida Realtors: FHFA sets 2026 conforming loan limits. 2026.
  7. Florida Office of Economic and Demographic Research: 2026 local option tourist tax rates. 2026.
  8. Florida Office of Insurance Regulation, July 2026 Insurance Stability Unit report (average homeowners premium with wind, as of March 31, 2026). March 31, 2026.
  9. Freddie Mac Primary Mortgage Market Survey. week of October 22, 2026.
  10. Wikipedia: List of counties in Florida. checked October 2026.
  11. U.S. Census Bureau county adjacency file. 2024.
  12. Wikipedia county article and statewide lists (colleges, teams, airports); Florida Defense Support Task Force installation map. checked October 2026.
  13. Hurricane landfalls: Wikipedia, List of Florida hurricanes (2000 to present). checked October 2026.

Estimates from public data; they change over time. General information, not investment, tax or legal advice, and not a loan offer. Methods and assumptions.

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