166 years in pictures
Census counts: 211 in 1910, 3,516 in 2020. The archive holds 6 old photos and papers going back to 2002 and 3 maps from 1962 on.
- 1860Oakland is settled
Each edition grades its towns against each other only.

For most people who can afford it, yes. Oakland grades B+ overall, ranked 61st of 634 in Florida. The median household earns $152K. CDC estimates put its residents' health ahead of 88% of the country. The catch is cost: the typical home is worth about $570K, 7.3 years of the Orlando metro’s $79K median household income. Oakland’s median household income is $152,000, above both Florida’s towns ($73,000) and U.S. towns ($80,000). The biggest place to walk is Oakland Nature Preserve, 126 acres with 3.5 miles of trail. Oakland's civic life (library use, community groups, volunteering) trails 83% of U.S. towns.
Where Oakland beats most towns.
2,538 counted in 2010 and 3,516 in 2020; an estimated 3,774 in 2025.
Growth hasn’t slowed: 6.2% since 2020, after 38.5% in the decade before.
U.S. Census 2010 & 2020 counts · Census Bureau estimate, July 1, 2025
Each subject compared with towns across the country (schools within Florida), ordered by how far Oakland is from typical.
How TownRatings grades towns →
Census counts: 211 in 1910, 3,516 in 2020. The archive holds 6 old photos and papers going back to 2002 and 3 maps from 1962 on.
Museums, parks, gardens and other places to visit around Oakland. Close and well known come first.
Big draw14 mi Theme parkWalt Disney World Resort
Big draw11 mi Theme parkUniversal Studios Florida9.5M visitors a year
Big draw14 mi Theme parkUniversal Epic Universe
Big draw12 mi Theme parkUniversal's Islands of Adventure9.5M visitors a year
Big draw14 mi Stadium & arenaCamping World Stadium
14 mi Theme parkSeaWorld Orlando4.3M visitors a yearWalt Disney World Resort: Anthony Quintano from Westminster, United States, CC BY 2.0 · Universal Studios Florida: Radiobroadcastcenter, CC BY-SA 3.0 · Universal Epic Universe: Martin Lewison, CC BY 2.0 · Universal's Islands of Adventure: David Bjorgen, CC BY-SA 2.5 · Camping World Stadium: Quintin Soloviev, CC BY 4.0 · SeaWorld Orlando: SeaWorld, CC BY 2.0
Who provides power, water and the rest in Oakland, and how to reach them.
EPA SDWIS (Oct 9, 2026) · HIFLD + EIA-861 2025 · Census 2020 ZCTAs · NCES 2024–25 · registration: vote.gov, updated Nov 17, 2025.
Ordered by what stands out in Oakland.
Oakland has more 90° days than nearly all U.S. towns and trades workers with Orlando and other neighbors, but it has homes that cost more against local pay than most of Florida.
5.2 miles of trail in 4 parks and preserves. The trail density in Oakland is 2.2 miles per square mile.
| Oakland | Florida towns | U.S. towns | |
|---|---|---|---|
| Miles of trail per square mile | 2.2 miles per square mile | 0.4 | 0.4 |
| Conserved land | 9.3% | 3% | 4.3% |
| Biggest places to walk | Trails | Acres |
|---|---|---|
| 1. Oakland Nature Preserve | 3.5 mi | 126 |
| 2. Speer Park | 0.3 mi | 7 |
| 3. Killarney Station | — | 7 |
Trails & parks © OpenStreetMap contributors · Conserved land: USGS PAD-US
Its public schools are run by the Orange school district. One of its 2 schools is below, with why it’s listed.
| School | Level | Students | Letter |
|---|---|---|---|
| Oakland Avenue CharterLargest public elementary schoolGrades K–5 | Grades K–5 | 519 | A− |
NCES · EDFacts · graded within FL on state tests and graduation
At 7.3 years of the Orlando metro’s $79K median household income, the typical home (about $570K) costs more against local pay than in 85% of Florida towns; that ratio is one input to its D for cost of living. The median property tax bill is $4,140, against $2,730 across Florida, another input to its cost-of-living grade.
Oakland’s median rent is $2,308 a month. The typical Oakland home is worth about $570,000, up 2.2% in a year, 52% above the Florida typical home.
Census ACS, 2020–24 · Zillow Home Value Index · Redfin Data Center
Its widest gap with Florida is no health insurance: 9.8% of those 18–64 have no health insurance, against 15.9% statewide. Against the 2,592 U.S. towns with household incomes like Oakland’s, it is less healthy than 56%: its national edge comes with its incomes.
30% of adults have high blood pressure in Oakland. Oakland beats the Florida average on 17 of 31 CDC measures and trails it on 1. 9.5% of adults have diabetes in Oakland.
| Oakland | Florida towns | U.S. towns | |
|---|---|---|---|
| High blood pressure (CDC PLACES) | 30% | 37% | 35% |
| Diabetes (CDC PLACES) | 9.5% | 13% | 12% |
| Frequent physical distress (CDC PLACES) | 12% | 15% | 14% |
| Get no exercise (CDC PLACES) | 19% | 25% | 25% |
| What stands out | Oakland | FL |
|---|---|---|
| Fewer uninsured adults | 9.8% | 15.9% |
| Fewer adults with heart disease | 4.9% | 7.5% |
| Fewer adults treating high blood pressure | 74.6% | 78.4% |
CDC PLACES 2025 · modeled estimates for adults · CMS · HRSA
The Clermont 9 S weather station, 9 miles away, records that about 113 days a year reach 90°, more than in 98% of U.S. towns. January nights average 48.4°, milder than in 98% of U.S. towns; July afternoons average 92°.
Oakland has warm winters and hot summers, with plenty of rain. Snow is almost unheard of.
| Oakland | Florida towns | U.S. towns | |
|---|---|---|---|
| January low | 48°F | 51°F | 22°F |
| July high | 92°F | 91°F | 85°F |
NOAA U.S. Climate Normals, 1991–2020
Oakland has about as many jobs (1,695) as working residents, but only 31 people both live and work here. Jobs based here grew from 514 in 2013 to 1,695.
Most working residents leave Oakland for work: only 2% work in town. Jobs based in Oakland grew to 1,695 in 2023, 1,181 more than in 2013. 7.2% of Oakland residents live below the poverty line.
| Oakland | Florida towns | U.S. towns | |
|---|---|---|---|
| Average trip to work | 29 minutes | 27 minutes | 25 minutes |
| Below the poverty line | 7.2% | 11% | 9.6% |
| Working residents who work in town | 1.8% | 5% | 8% |
Census LEHD 2023 · ACS
Expected storm and flood damage is lower than in 54% of U.S. communities. One flood insurance claim has been paid in Oakland since 2017.
FEMA flood insurance claims · FEMA National Risk Index · OpenFEMA
1 within 15 miles of the center of Oakland
About 8 of every 100 Oakland residents are enrolled in college, against 6 across Florida.
9.3% of the town is conserved land, across 4 parks and preserves.
Town in Florida, US
Oakland is a town in Orange County, Florida, United States. The population was 3,516 at the 2020 Census, representing a growth of 38.5% over the population of 2,538 recorded during the 2010 census. It is part of the Orlando–Kissimmee Metropolitan Statistical Area.
From Wikipedia, licensed CC BY-SA 4.0 · facts via Wikidata (CC0)
2 towns share a border with Oakland.
| Town | FL rank | Overall | Cost | Safety | Schools | Health |
|---|---|---|---|---|---|---|
| Oakland | #61 | B+ | D | — | B− | A |
| Winter Garden | #214 | C+ | D | — | B− | A− |
| Clermont | #233 | C+ | D | — | B | B+ |
Oakland, Winter Garden and Clermont report no FBI crime data of their own. Compare Oakland with a neighbor →
Short answers, built from the data on this page.
For most people who can afford it, yes. Oakland grades B+ overall, better than 66% of U.S. towns and #61 of 634 in Florida. It grades A for health and B− for schools. Cost of living is its weak spot, with a D.
Yes. Cost of living, which also weighs rents, property taxes and how many households pay 30% or more of their income for housing, grades D.