Middleton Oaks

Middleton Oaks is a community of single family homes in Sanford, Florida, with a range of options priced between $339,900 and $818,815. There are currently a total of 2 homes for sale in Middleton Oaks. The smallest Middleton Oaks home presently available is a three bedroom two bathroom residence that is 1,666 square feet (1,246SF Under Air living space), and the largest of the Middleton Oaks homes currently on the market has three beds and two baths and is a 4,592 square foot (3,783SF Under Air) residence.

Property management fees in Seminole County vary depending on the community and sometimes vary between homes in the community. The current HOA fees for homes in Middleton Oaks are $200. This fee includes maintaining the community roads, and real estate taxes for common areas. Please check the individual listing pages for the exact homeowners association fees for a particular Middleton Oaks home.

The Middleton Oaks HOA rules do allow homeowners to have pets. Dogs and cats are allowed.

There are four commercial airports that serve Middleton Oaks - Orlando Sanford International (SFB), which is three miles away; Orlando Executive (ORL), which is fourteen miles away; Orlando International (MCO), which is twenty two miles away, and New Smyrna Beach Municipal (EVB), which is twenty nine miles away from Middleton Oaks.

Middleton Oaks real estate activity on the Sanford MLS during the past year (as of September 2025) reflects two homes changing hands, with an average asking price of $374,900 and an average selling price of $362,500. This represents a healthy list-to-sell price ratio of 97% and $175 per square foot. During this period, Middleton Oaks homes for sale have taken an average of 86 days to sell.

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

Middleton Oaks Homes For Sale

Under Contract

$359,990

$399,900

MLS#MFRO6320235

4274 Meeting Pl
Sanford, FL 32773

3

2

2

2,242 SqFt

0.27 Acres

74 Days

$349,000

MLS#MFRV4944559

956 Penfield Cv
Sanford, FL 32773

3

2

2

1,666 SqFt

0.22 Acres

8 Days

2 Active Listings in Middleton Oaks