Most Expensive Cities in Orange County

Ever wondered where the rich live in Orange County? Curious what are the most expensive places to live in Orange County? We’ve got you covered. If you're planning to move or looking to buy a property in this area, knowing how much you are expected to shell out will definitely help. To find out the most expensive city in Orange County, we've taken into account the median home prices as well as the price per sq.ft. Some of the results did surprise us!

Check Out The Top 10 Most Expensive Cities To Live In Orange County:

1. Winter Park

With a median home price of $385,000 and a median rent of $1,289, Winter Park is the most expensive city on our list. Based on the growth in home prices in Winter Park over the last 3 years, it ranks No.2 among all the cities in Orange County.

  Learn more about the housing market in Winter Park

Median Home Price / Sqft
$239
Population
30,522
Median Home Price
$385,000
Median Rent
$1,289
Must Know:

Winter Park scores average in terms of transportation. Some errands can be accomplished on foot.

Walk Score
61
Bike Score
55
Transit Score
39
Is Winter Park a good place to live?

Several factors can influence the choice of place such as demographics, nearby schools, amenities, local community, and more. We've put this all together for Winter Park.

  Read our Winter Park quality of life guide

Most Expensive Home in Winter Park

  See other homes for sale in Winter Park

2. Belle Isle

The next city on the list is Belle Isle with a median home price of $510,000 and a median rent of $884.

  Learn more about the housing market in Belle Isle

Median Home Price / Sqft
$235
Population
7,010
Median Home Price
$510,000
Median Rent
$884
Must Know:

Belle Isle scores below average in terms of transportation. Almost all errands require a car.

Walk Score
4
Bike Score
29
Transit Score
--
Is Belle Isle a good place to live?

Several factors can influence the choice of place such as demographics, nearby schools, amenities, local community, and more. We've put this all together for Belle Isle.

  Read our Belle Isle quality of life guide

Most Expensive Home in Belle Isle

  See other homes for sale in Belle Isle

3. Windermere

Following the first two most expensive cities to live in Orange County is Windermere with a median home price of $660,000 and a median rent of $2,588.

  Learn more about the housing market in Windermere

Median Home Price / Sqft
$222
Population
3,430
Median Home Price
$660,000
Median Rent
$2,588
Must Know:

Windermere scores below average in terms of transportation. Most errands require a car.

Walk Score
29
Bike Score
39
Transit Score
--
Is Windermere a good place to live?

Several factors can influence the choice of place such as demographics, nearby schools, amenities, local community, and more. We've put this all together for Windermere.

  Read our Windermere quality of life guide

Most Expensive Home in Windermere

  See other homes for sale in Windermere

4. Eatonville

With a median home price of $238,500 and a median rent of $1,026, Eatonville is 4th on our list.

  Learn more about the housing market in Eatonville

Median Home Price / Sqft
$199
Population
2,321
Median Home Price
$238,500
Median Rent
$1,026
Must Know:

Eatonville scores below average in terms of transportation. Almost all errands require a car.

Walk Score
22
Bike Score
48
Transit Score
--
Is Eatonville a good place to live?

Several factors can influence the choice of place such as demographics, nearby schools, amenities, local community, and more. We've put this all together for Eatonville.

  Read our Eatonville quality of life guide

Most Expensive Home in Eatonville

  See other homes for sale in Eatonville

5. Maitland

Next up is Maitland with a median home price of $369,000 and a median rent of $1,409.

  Learn more about the housing market in Maitland

Median Home Price / Sqft
$197
Population
17,765
Median Home Price
$369,000
Median Rent
$1,409
Must Know:

Maitland scores below average in terms of transportation. Most errands require a car.

Walk Score
25
Bike Score
45
Transit Score
--
Is Maitland a good place to live?

Several factors can influence the choice of place such as demographics, nearby schools, amenities, local community, and more. We've put this all together for Maitland.

  Read our Maitland quality of life guide

Most Expensive Home in Maitland

  See other homes for sale in Maitland

6. Winter Garden

The next city on the list of most expensive cities to live in Orange County is Winter Garden with a median home price of $450,000 and a median rent of $1,106.

  Learn more about the housing market in Winter Garden

Median Home Price / Sqft
$192
Population
43,648
Median Home Price
$450,000
Median Rent
$1,106
Must Know:

Winter Garden scores below average in terms of transportation. Almost all errands require a car.

Walk Score
24
Bike Score
31
Transit Score
--
Is Winter Garden a good place to live?

Several factors can influence the choice of place such as demographics, nearby schools, amenities, local community, and more. We've put this all together for Winter Garden.

  Read our Winter Garden quality of life guide

Most Expensive Home in Winter Garden

  See other homes for sale in Winter Garden

7. Gotha

Next on the list is Gotha with a median home price of $466,500 and a median rent of -$666,667,000.

  Learn more about the housing market in Gotha

Median Home Price / Sqft
$189
Population
2,041
Median Home Price
$466,500
Median Rent
-$666,667,000
Must Know:

Gotha scores below average in terms of transportation. Almost all errands require a car.

Walk Score
14
Bike Score
36
Transit Score
--
Is Gotha a good place to live?

Several factors can influence the choice of place such as demographics, nearby schools, amenities, local community, and more. We've put this all together for Gotha.

  Read our Gotha quality of life guide

Most Expensive Home in Gotha

  See other homes for sale in Gotha

8. Edgewood

With a median home price of $180,000 and a median rent of $1,025, Edgewood is 8th on our list.

  Learn more about the housing market in Edgewood

Median Home Price / Sqft
$180
Population
2,899
Median Home Price
$180,000
Median Rent
$1,025
Must Know:

Edgewood scores below average in terms of transportation. Most errands require a car.

Walk Score
42
Bike Score
50
Transit Score
--
Is Edgewood a good place to live?

Several factors can influence the choice of place such as demographics, nearby schools, amenities, local community, and more. We've put this all together for Edgewood.

  Read our Edgewood quality of life guide

Most Expensive Home in Edgewood

  See other homes for sale in Edgewood

9. Oakland

Second to the last is Oakland with a median home price of $470,000 and a median rent of $1,798.

  Learn more about the housing market in Oakland

Median Home Price / Sqft
$179
Population
3,014
Median Home Price
$470,000
Median Rent
$1,798
Must Know:

Oakland scores below average in terms of transportation. Almost all errands require a car.

Walk Score
7
Bike Score
47
Transit Score
--
Is Oakland a good place to live?

Several factors can influence the choice of place such as demographics, nearby schools, amenities, local community, and more. We've put this all together for Oakland.

  Read our Oakland quality of life guide

Most Expensive Home in Oakland

  See other homes for sale in Oakland

10. Ocoee

Rounding up our list of top 10 cheapest cities to live in Orange County is Ocoee with a median home price of $349,075 and a median rent of $1,441.

  Learn more about the housing market in Ocoee

Median Home Price / Sqft
$173
Population
46,305
Median Home Price
$349,075
Median Rent
$1,441
Must Know:

Ocoee scores below average in terms of transportation. Almost all errands require a car.

Walk Score
14
Bike Score
35
Transit Score
--
Is Ocoee a good place to live?

Several factors can influence the choice of place such as demographics, nearby schools, amenities, local community, and more. We've put this all together for Ocoee.

  Read our Ocoee quality of life guide

Most Expensive Home in Ocoee

  See other homes for sale in Ocoee

More Links

  Cheapest cities In Orange County

  Most Affordable cities In Orange County


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