Oakland

Small-town lakefront living on the West Orange Trail.

Lifestyle & Vibe

Living in Oakland

Oakland is a tiny, charming town perched on Lake Apopka along the West Orange Trail. With a population under 3,000, it offers genuine small-town living with trail access, lake views, and proximity to Winter Garden's dining and shopping. The Oakland Nature Preserve provides stunning natural beauty.

Who Lives Here

Trail enthusiasts, nature lovers, and buyers seeking small-town quiet with Winter Garden convenience. It's a micro-market with loyal residents.

T

West Orange Trail

Direct access to the region's premier multi-use trail.

N

Nature Preserve

Oakland Nature Preserve with boardwalks and wildlife.

L

Lake Apopka

Lakefront setting with natural beauty.

S

Small Town

Genuine small-town character with under 3,000 residents.

Schools & Families

Raising a Family Here

Oakland offers families a quiet, nature-forward lifestyle with trail access and small-town safety. Schools are in the west Orange County district with solid options nearby.

Oakland Avenue Charter School

Charter School | B+ Rated
K-8

Lakeview High School

Public High School | B-Rated
9-12

Various Options

Public | Mixed
K-12

Family-Friendly Amenities

West Orange Trail access
Oakland Nature Preserve
Lake Apopka views
Close to Winter Garden
Community events
S.

Market Snapshot

Oakland by the Numbers

$400K+
Median Home Price
35-55
Avg Days on Market
3.5%
Annual Appreciation
Very Low
Inventory Level
$220/sf
Avg Price Per Sq Ft
Mixed
Housing Stock

Local Market Insight

Oakland's trail-adjacent setting and proximity to Winter Garden make it a hidden value play for buyers who want nature access with urban convenience.

Oakland's limited inventory and small-town charm create a niche market with loyal demand. Properties near the trail and lake command premiums.

Overview for Oakland, FL

3,566 people live in Oakland, where the median age is 40.2 and the average individual income is $58,941. Data provided by the U.S. Census Bureau.

3,566

Total Population

40.2 years

Median Age

High

Population Density Population Density This is the number of people per square mile in a neighborhood.

$58,941

Average individual Income

Around Oakland, FL

There's plenty to do around Oakland, including shopping, dining, nightlife, parks, and more. Data provided by Walk Score and Yelp.

11
Car-Dependent
Walking Score
53
Bikeable
Bike Score

Points of Interest

Explore popular things to do in the area, including Pastelitos Marilu, Village Lantern Coffee, and Tresor De Macaron.

Name Category Distance Reviews
Ratings by Yelp
Pastelitos Marilu Logo
Dining 3.2 miles 8 reviews 5/5 stars
Village Lantern Coffee Logo
Dining 0.31 miles 5 reviews 5/5 stars
Tresor De Macaron Logo
Dining 3.13 miles 8 reviews 5/5 stars
Orlando City Pasta Logo
Dining 3.73 miles 12 reviews 5/5 stars
Iron Shamrock Logo
Active 3.94 miles 9 reviews 5/5 stars
Sanity Jiu Jitsu Logo
Active 3.93 miles 5 reviews 5/5 stars

Demographics and Employment Data for Oakland, FL

Population Households Employment

Oakland has 1,205 households, with an average household size of 2.96. Data provided by the U.S. Census Bureau. Here’s what the people living in Oakland do for work — and how long it takes them to get there. Data provided by the U.S. Census Bureau. 3,566 people call Oakland home. The population density is 1,511.22 and the largest age group is Data provided by the U.S. Census Bureau.

3,566

Total Population

High

Population Density Population Density This is the number of people per square mile in a neighborhood.

40.2

Median Age

48.54 / 51.46%

Men vs Women

Population by Age Group

0-9:

0-9 Years

10-17:

10-17 Years

18-24:

18-24 Years

25-64:

25-64 Years

65-74:

65-74 Years

75+:

75+ Years

Education Level

  • Less Than 9th Grade
  • High School Degree
  • Associate Degree
  • Bachelor Degree
  • Graduate Degree
1,205

Total Households

2.96

Average Household Size

$58,941

Average individual Income

Households with Children

With Children:

Without Children:

Marital Status

Married
Single
Divorced
Separated

Blue vs White Collar Workers

Blue Collar:

White Collar:

Commute Time

0 to 14 Minutes
15 to 29 Minutes
30 to 59 Minutes
60+ Minutes

Schools in Oakland, FL

All ()
Primary Schools ()
Middle Schools ()
High Schools ()
Mixed Schools ()
The following schools are within or nearby Oakland. The rating and statistics can serve as a starting point to make baseline comparisons on the right schools for your family. Data provided by the U.S. Census Bureau.
Type
Name
Category
Grades
School rating
Oakland

Property Listings

For Sale
MLS® O6385739

$364,900

2117 GOPHER TORTOISE TER, OAKLAND, FL 34787
2 Beds 3 Baths 1,497 Sq.Ft.
For Sale
MLS® O6395167

$3,200,000

15992 W COLONIAL DR, OAKLAND, FL 34787
41 Beds 75 Baths 17,021 Sq.Ft.
For Sale
MLS® O6393574

$2,750,000

812 JOHNS POINT DR, OAKLAND, FL 34787
5 Beds 6 Baths 4,373 Sq.Ft.
Pending
MLS® O6402288

$2,395,000

1137 PRADO LN, OAKLAND, FL 34760
5 Beds 6 Baths 4,527 Sq.Ft.
Pending
MLS® O6407615

$2,353,078

1204 WATER MAPLE DR, OAKLAND, FL 34760
4 Beds 6 Baths 3,902 Sq.Ft.
For Sale
MLS® O6359359

$2,238,120

1173 PRADO LN, OAKLAND, FL 34787
5 Beds 6 Baths 4,204 Sq.Ft.

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Address

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