Oakglen

Oakglen is a community of single family homes in Winter Garden, Florida, with a range of options priced between $184,900 and $595,000. The smallest Oakglen home in the community is a three bedroom two bathroom residence that is 2,337 square feet (1,919SF Under Air living space), and the largest of the Oakglen homes has four beds and three baths and is a 3,917 square foot (3,009SF Under Air) residence.

Property management fees in Orange County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in Oakglen range from $317 to $535. Please check the individual listing pages for the exact homeowners association fees for a particular Oakglen home.

The Oakglen HOA rules do allow homeowners to have pets.

There are four commercial airports that serve Oakglen - Orlando Executive (ORL), which is fifteen miles away; Orlando International (MCO), which is nineteen miles away; Kissimmee Gateway (ISM), which is twenty one miles away, and Orlando Sanford International (SFB), which is twenty five miles away from Oakglen.

Oakglen real estate activity on the Winter Garden MLS during the past year (as of September 2025) reflects three homes changing hands, with an average asking price of $526,633 and an average selling price of $510,300. This represents a healthy list-to-sell price ratio of 97% and $165 per square foot. During this period, Oakglen homes for sale have taken an average of 171 days to sell.

In addition, there are numerous other communities in Winter Garden to choose from, or you may browse all available Winter Garden Real Estate, including some new construction opportunities. Homes for sale in Oakglen are selling quickly. Set up a new listing alert, and we will notify you immediately when a new home in Oakglen hits the market. You can also always contact your ZFC Real Estate agent, who would happily assist you further with all your Central Florida real estate needs.

Oakglen Homes For Sale

SOLD 11/23/21

$529,900

MLS#MFRT3332211

499 Newhearth Cir
Winter Garden, FL 34787

4

3

2

3,029 SqFt

0.49 Acres

SOLD 12/15/21

$430,000

$439,000

MLS#MFRO5968607

513 Hearthglen Blvd
Winter Garden, FL 34787

4

3

2

3,850 SqFt

0.24 Acres

SOLD 08/29/25

$525,000

$625,000

MLS#MFRG5093524

519 Hearthglen Blvd
Winter Garden, FL 34787

4

3

2

3,917 SqFt

0.24 Acres

SOLD 01/31/25

$595,000

MLS#MFRO6267189

548 Hearthglen Blvd
Winter Garden, FL 34787

4

2

2

3,041 SqFt

0.28 Acres

SOLD 02/15/17

$269,000

$305,000

MLS#MFRO5476557

469 Newhearth Cir
Winter Garden, FL 34787

4

3

3

3,140 SqFt

0.24 Acres

SOLD 10/12/22

$580,000

MLS#MFRG5059342

608 Hearthglen Blvd
Winter Garden, FL 34787

4

2

2

3,052 SqFt

0.29 Acres

SOLD 07/17/24

$494,000

MLS#MFRO6211787

445 Newhearth Cir
Winter Garden, FL 34787

3

2

2

2,587 SqFt

0.24 Acres

SOLD 02/25/15

$184,900

$236,900

MLS#MFRO5232967

439 Newhearth Cir
Winter Garden, FL 34787

3

2

2

2,587 SqFt

0.24 Acres

SOLD 05/18/17

$269,900

MLS#MFRO5503399

445 Newhearth Cir
Winter Garden, FL 34787

3

2

2

2,587 SqFt

0.24 Acres

SOLD 05/26/22

$544,900

$549,900

MLS#MFRT3364830

409 Newhearth Cir
Winter Garden, FL 34787

4

2

2

2,550 SqFt

0.3 Acres

SOLD 11/01/24

$459,900

$499,900

MLS#MFRV4935083

645 Hearthglen Blvd
Winter Garden, FL 34787

4

2

2

2,337 SqFt

0.24 Acres

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We do not have any properties available for sale in Oakglen.

0 Active Listings in Oakglen