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About Townhomes of San Simeon

The Townhomes of San Simeon Real Estate

This gated community is located off the the Winkler Extension south of Colonial. Developed by D. R. Horton and Levitt and Sons, this community has 35 buildings with 469 townhomes. Owner amenities include gated security, community clubhouse, look and spa, exercise trails and a children's playground and fitness center.

Community Details

Total Units
469
Deeded Beach Access
No
Living Area Range
1,252 - 1,779 sqft

Community Amenities

Community Pool
Gated Community

Active Listings in Townhomes of San Simeon

For sale
$2,250
( $50 on 8/24/2025)
3836 Cherrybrook Loop
Fort Myers, FL 33966
1,826 sq ft | 3 beds | 2.5 baths
Townhouse
Pending
$242,500
( $7,500 on 1/26/2026)
3844 Cherrybrook Loop
Fort Myers, FL 33966
1,650 sq ft | 3 beds | 2.5 baths
Townhouse
For sale
$265,000
3908 Cherrybrook Loop
Fort Myers, FL 33966
1,566 sq ft | 3 beds | 2.5 baths
Townhouse
For sale
$264,900
3806 Clearbrook Lane
Fort Myers, FL 33966
1,566 sq ft | 3 beds | 2.5 baths
Single Family Residence
Pending
$287,700
3827 Clearbrook Lane
Fort Myers, FL 33966
1,651 sq ft | 3 beds | 2.5 baths
Townhouse
For sale
$249,900
( $5,000 on 2/15/2026)
3956 Cherrybrook Loop
Fort Myers, FL 33966
1,508 sq ft | 2 beds | 2.5 baths
Townhouse

Interested in Townhomes of San Simeon?

Contact our team for more information about this community or to schedule a showing of available properties.