San Simeon Fort Myers

San Simeon is a community of single family homes, condos, and townhomes in Fort Myers, Florida, with a range of options priced between $113,000 and $350,000. There are currently a total of 13 homes for sale in San Simeon. The smallest San Simeon home presently available is a three bedroom two bathroom residence that is 1,537 square feet (1,313SF Under Air living space), and the largest of the San Simeon homes currently on the market has three beds and two baths and is a 2,427 square foot (1,839SF Under Air) residence.

San Simeon amenities include a clubhouse, swimming pool, spa / hot tub, a state-of-the-art fitness center, and business center. Onsite dining venues consist of a picnic area, and a barbecue area. There is also a community park, a playground, as well as walking or jogging trails.

Pets are allowed in San Simeon. There is a limit of how many pets you may have. Dogs and cats are allowed.

There are three commercial airports that serve San Simeon - Page Field (FMY), which is three miles away; Southwest Florida International Airport (RSW), which is six miles away, and Punta Gorda (PGD), which is twenty four miles away.

San Simeon real estate activity on the Fort Myers MLS during the past year (as of April 2026) reflects twelve homes changing hands, with an average asking price of $267,308 and an average selling price of $254,029. This represents a healthy list-to-sell price ratio of 95% and $128 per square foot. During this period, San Simeon homes for sale have taken an average of a long 203 or more days to sell.

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

San Simeon Homes For Sale

Reduced

$299,900

$309,900

MLS#225076219

3951 Cherrybrook Loop
Fort Myers, FL 33966

2

3

2

1,912 SqFt

Water Front

0.052 Acres

158 Days

Reduced

$298,900

$325,000

MLS#2026000582

4000 Cherrybrook Loop
Fort Myers, FL 33966

3

3

2

2,055 SqFt

0.053 Acres

81 Days

$290,000

MLS#2026002540

3954 Cherrybrook Loop
Fort Myers, FL 33966

3

3

2

2,055 SqFt

0.052 Acres

77 Days

$290,000

MLS#MFRC7520070

3954 Cherrybrook Loop
Fort Myers, FL 33966

3

3

2

2,055 SqFt

0.05 Acres

77 Days

$269,000

MLS#2026014661

3838 Cherrybrook Loop
Fort Myers, FL 33966

3

3

2

2,055 SqFt

0.05 Acres

5 Days

Reduced

$259,900

$264,900

MLS#2026005485

3806 Clearbrook Ln
Fort Myers, FL 33966

3

3

1

1,802 SqFt

0.053 Acres

60 Days

Reduced

$259,000

$280,000

MLS#2025021432

3836 Cherrybrook Loop
Fort Myers, FL 33966

3

3

2

2,275 SqFt

0.05 Acres

131 Days

$255,000

MLS#2026009168

3935 Cherrybrook Loop
Fort Myers, FL 33966

3

3

1

1,537 SqFt

0.062 Acres

218 Days

$251,900

MLS#2026013776

3940 Cherrybrook Loop
Fort Myers, FL 33966

3

3

1

1,795 SqFt

0.051 Acres

9 Days

Under Contract

$250,000

$275,000

MLS#2026001839

3813 Cherrybrook Loop
Fort Myers, FL 33966

3

3

2

2,055 SqFt

Water Front

0.052 Acres

79 Days

Reduced

$249,900

$254,900

MLS#2026002493

3956 Cherrybrook Loop
Fort Myers, FL 33966

2

3

2

1,912 SqFt

0.051 Acres

75 Days

Reduced

$249,900

$254,900

MLS#MFRA4678568

3956 Cherrybrook Loop
Fort Myers, FL 33966

2

3

2

1,912 SqFt

0.05 Acres

75 Days

You may also be interested in San Simeon in Boca Raton, San Simeon in North Miami Beach or San Simeon in Weston.

13 Active Listings in San Simeon