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 $364,000. There are currently a total of 14 homes for sale in San Simeon. The smallest San Simeon home presently available is a three bedroom two bathroom residence that is 1,802 square feet (1,566SF 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 February 2026) reflects eleven homes changing hands, with an average asking price of $269,318 and an average selling price of $253,259. This represents a healthy list-to-sell price ratio of 94% and $128 per square foot. During this period, San Simeon homes for sale have taken an average of a long 212 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

$364,000

MLS#2026000261

4048 Cherrybrook Loop
Fort Myers, FL 33966

3

3

2

1,876 SqFt

0.25 Acres

53 Days

$350,000

MLS#2025018903

4018 Cherrybrook Loop
Fort Myers, FL 33966

3

3

2

2,382 SqFt

0.098 Acres

109 Days

$325,000

MLS#2026000582

4000 Cherrybrook Loop
Fort Myers, FL 33966

3

3

2

2,055 SqFt

0.053 Acres

45 Days

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

122 Days

$290,000

MLS#2026002540

3954 Cherrybrook Loop
Fort Myers, FL 33966

3

3

2

2,055 SqFt

0.052 Acres

41 Days

$290,000

MLS#MFRC7520070

3954 Cherrybrook Loop
Fort Myers, FL 33966

3

3

2

2,055 SqFt

0.05 Acres

41 Days

Under Contract

$287,700

MLS#2025025081

3827 Clearbrook Ln
Fort Myers, FL 33966

3

3

1

1,865 SqFt

Water Front

0.081 Acres

69 Days

Reduced

$265,000

$275,000

MLS#2026001839

3813 Cherrybrook Loop
Fort Myers, FL 33966

3

3

2

2,055 SqFt

Water Front

0.052 Acres

43 Days

$265,000

MLS#2026007263

3908 Cherrybrook Loop
Fort Myers, FL 33966

3

3

1

1,802 SqFt

0.067 Acres

14 Days

$264,900

MLS#2026005485

3806 Clearbrook Ln
Fort Myers, FL 33966

3

3

1

1,802 SqFt

0.053 Acres

24 Days

Reduced

$259,000

$280,000

MLS#2025021432

3836 Cherrybrook Loop
Fort Myers, FL 33966

3

3

2

2,275 SqFt

0.05 Acres

95 Days

Reduced

$249,900

$254,900

MLS#2026002493

3956 Cherrybrook Loop
Fort Myers, FL 33966

2

3

2

1,912 SqFt

0.051 Acres

39 Days

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

14 Active Listings in San Simeon