
4018 Cherrybrook Loop, Fort Myers, FL 33966
What This Townhouse Offers
Welcome to 4018 Cherrybrook Loop in the gated community of San Simeon! This beautifully updated Mediterranean-style townhome offers over 1,900 square feet of... living space,3 spacious bedrooms,2.5 baths,and a 2-car garage—all surrounded by lush landscaping and preserve views for ultimate privacy. Step inside to find an inviting layout with high ceilings,fresh paint,new blinds,and stunning wood-accented walls. The fully renovated kitchen features solid wood cabinetry,a stylish tile backsplash that makes the space pop,new stainless-steel appliances,and a functional breakfast area. Bathrooms have been completely updated,and the home includes newer carpet throughout. The primary suite is generously sized with a large walk-in closet,dual sinks,a soaking tub,and a separate shower. One guest bedroom offers a built-in Murphy bed and connects to a convenient Jack-and-Jill bath—perfect for guests or a home office setup. Enjoy peace of mind with a brand-new roof (2024),impact-resistant windows and doors (including the garage door),and replaced window springs for smooth operation. The spacious two-car garage has high ceilings with attic access,ideal for additional storage. Outside,relax on your screened lanai overlooking the preserve,where you’ll never have to worry about neighbors behind you. San Simeon offers sidewalks on both sides of the street and an active,welcoming atmosphere. Included benefits cover irrigation water,lawn and landscape maintenance,exterior pest control,trash removal,and access to resort-style amenities—including a clubhouse,community pool and spa,fitness center,playground,and community room—plus high-speed internet. Best of all,this home is not located in a flood zone,offering extra peace of mind. Located off Winkler Avenue,San Simeon offers a prime Fort Myers location close to everything: The Forum shopping center,Colonial Blvd,Metro Parkway,Six Mile Cypress,and I-75 are all minutes away. You’re less than 10 minutes from RSW Airport and Downtown Fort Myers,and just 30–40 minutes to the white sands of Fort Myers Beach. Whether you’re looking for comfort,convenience,or long-term value,this upgraded townhome checks every box. Come see why 4018 Cherrybrook Loop stands out as one of the most desirable homes in San Simeon!
Unit
- 3 Beds
- 2.5 Baths
- 1929 sq. ft.
- Available Feb 8
Townhome Features
- Dishwasher
- Disposal
- Freezer
- High Speed Internet Access
- Microwave
- Pantry
- Patio
- Refrigerator
- Sprinkler System
- Walk-In Closets
Community Features
- Clubhouse
- Fitness Center
- Playground
- Pool
- Spa
4018 Cherrybrook Loop is located in Fort Myers, Florida in the 33966 zip code.
Rental Fees and Pet Policies
The fees below are based on community-supplied data and may exclude additional fees and utilities.
One-Time Basics
Townhome Details
Views
- Views of Preserve
- Views
Home Design
- Built in 2007
- Townhome
- Coach House
- Entry on the 1st floor
Interior Spaces
- High Ceiling
- Screened Porch
- 1929 Sq Ft Home
- 2-Story Property
- Window Treatments
Kitchen
- Freezer
- Microwave
- Dishwasher
- Disposal
Flooring
- Tile
- Carpet
Bedrooms and Bathrooms
- Walk-In Closet
- 2.5 Bathrooms
- 3 Bedrooms | 3 Bathrooms
- 3 Bedrooms
Laundry
- Dryer
- Washer
Home Security
- Home Security System
- Fire and Smoke Detector
Parking
- Subterranean Parking
- 2 Car Attached Garage
- Garage Door Opener
- Driveway
Outdoor Features
- Lanai
- Screened Patio
Lot Details
- 4269 Sq Ft Lot
- Home has North and South Exposure
- Lot Dimensions are 50 x 101 x 35 x 101
- Sprinkler System
Utilities
- Central Heating and Cooling System
- High Speed Internet
- Cable TV Available
- Public Water Source
- Public Sewer
- Sewer Assessments
Listing and Financial Details
- Security Deposit $2,200
- Long Term Lease
- Legal Lot and Block 89 / 700
- Assessor Parcel Number 33-44-25-P1-00700.0890
- Tenant pays for application fee, credit check, electricity, internet, pest control
- The owner pays for cable TV, grounds care, water
Community Details
Overview
- 219 Units
- Townhomes Of San Simeon Subdivision
Amenities
- Clubhouse
Recreation
- Fitness Center
- Community Pool
- Community Spa
- Community Playground
Pet Policy
- Pets allowed on a case-by-case basis
- Pets up to 30 lbs
- 2 Pets Allowed
Security
- Gated Community
Explore Commute Options
- Drive Time--
- Walk Time--
- Bike Ride Time--
- Public Transit--
Get In Touch
Fort Myers, FL 33966

Information is provided by The Florida Gulf Coast Multiple Listing Service, Inc. Information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Listing(s) information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Copyright © 2026 The Florida Gulf Coast Multiple Listing Service, Inc. All rights reserved.
Neighborhood Scores
Walk Score ®
Car-Dependent23 / 100
Bike Score ®
Bikeable50 / 100
Soundscore ™
Active74 / 100
Travel and Transit

Local Education
Primary and Secondary Schools
Apostolic Revival Center Christian School
Grades PK-5
Private
Colonial Elementary School
Grades PK-5
Public
Ray V. Pottorf Elementary School
Grades PK-5
Public
Fort Myers Middle Academy
Grades 6-8
Public
Paul Laurence Dunbar Middle School
Grades 6-8
Public
Fort Myers High School
Grades 9-12
Public
Dunbar High School
Grades 9-12
Public
Southwest Florida Christian Academy
Grades K-12
Private
Data provided by GreatSchools.org 2024 © 2024. All rights reserved.
Colleges and Universities
School
Commute Time (Distance)
Hodges University, Fort Myers
Walk: 12 min (0.7 mi)
SW Florida Coll., Ft Myers
Drive: 8 min (4.4 mi)
Florida Southwestern State Col
Drive: 14 min (7.8 mi)
Florida Gulf Coast University
Drive: 24 min (13.8 mi)
Discover Outer Central Lee County, Fort Myers, FL
Shopping Centers
Shoppers will appreciate 4018 Cherrybrook Loop proximity to Colonial Center, Cypress Woods, and Colonial Square. Colonial Center is 0.8 miles away, and Cypress Woods is within a 16 minute walk.
Parks and Recreation
Recreational activities near 4018 Cherrybrook Loop are plentiful. Discover 1 park within 1.8 miles, including Calusa Nature Center & Planetarium.
Airports
Living in Outer Central Lee County provides easy access to Southwest Florida International, located just 17 minutes from 4018 Cherrybrook Loop. Another nearby airport is Punta Gorda, located 28.5 miles away.
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