4018 Cherrybrook Loop

$350,000
Price
3
Beds
1,929 Sq. Ft.
$181 / Sq. Ft.
1,929
Sq. Ft.
$181
per Sq. Ft.

Description

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...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 or overhead racks. 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. The low HOA fee of $441/month covers 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 has no CDD fee and is not located in a flood zone, offering extra peace of mind and lower carrying costs. 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!

Property Details for 4018 Cherrybrook Loop

Development
TOWNHOMES OF SAN SIMEON
Building Design
Townhouse
Community Type
Gated
Waterfront
No
Waterfront Desc
None
Waterfront Desc
None
View
Preserve
Garage Spaces
2.00
LISTING UPDATED: 11/07/2025 08:48 AM

Property Details for 4018 Cherrybrook Loop

StatusActive
MLS #2025018903
Days on Market28
Taxes$2,526 / year
HOA Fees$441 / month
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family
Year Built2007
Lot Size0.10 AC / 4,268 SF
CountyLee County

Location

Listing Courtesy of Realty One Group MVP, Rick Harrison
Add your commute

Building Information for 4018 Cherrybrook Loop

Stories2Year Built2007Building Size-Lot Size0.10 AC / 4,268 SF

Payment Calculator

$2,381 per month

30 year fixed, 6.28% Interest

Principal and Interest

$1,729

Property Taxes

$211

HOA Dues

$441

The Payment Calculator is for illustrative purposes only.

Property Information for 4018 Cherrybrook Loop

Summary
Location and General Information
  • City: Fort Myers
  • Human Modified: Yes
  • Latitude: 26.61
  • Longitude: -81.82
  • MLS Area Major: FM22 - Fort Myers City Limits
  • Pets: Limits, With Approval
  • Postal Code: 33966
  • Street Name: Cherrybrook
  • Street Number: 4018
  • Street Suffix: LOOP
  • Block: 700
  • Full Address: 4018 Cherrybrook LOOP
  • View: Yes
Parking
  • Attached Garage: Yes
  • Carport Spaces: .00
  • Carport: No
  • Covered Spaces: 2.00
  • Garage: Yes
  • Parking Features: Attached, Driveway, Underground, Garage, Paved, Two Spaces, Garage Door Opener
Taxes and HOA Information
  • Amenity Rec Fee: $.00
  • Application Fee: $200.00
  • Association Fee Total: $5,292.00
  • Association Fee Total Frequency: Annually
  • Association Fee 2: $441.00
  • Association Fee 2 Frequency: Monthly
  • Maintenance: Association Management, Cable Tv, Irrigation Water, Legal Accounting, Maintenance Grounds, Pest Control, Reserve Fund, Street Lights, Trash
  • Association Mngmt Phone: 239-4541101
  • Mandatory HOA: Yes
  • HOA Desc: Mandatory
  • Tax Annual Amount: $2,526.26
  • Tax Year: 2024
  • Transfer Fee: $441.00
  • Association Fee 3: $.00
Property
Lot Information
  • Source of Measure Total Area: Appraiser
  • Development Name: TOWNHOMES OF SAN SIMEON
  • Parcel Number: 33-44-25-P1-00700.0890
  • Property Type: Residential
  • Section: 33
  • Lot Unit: 89
  • Source of Measure Living Area: Appraiser
  • Source of Measure Lot Dimensions: Appraiser
  • Lot Desc: Corner Lot, Rectangular Lot, Sprinklers Automatic
  • Acres: 0.098
  • Lot Size Area: 0.098
  • Lot Size Dimensions: 50 x 101 x 35 x 101
  • Source of Measurements: Appraiser
  • Lot Size Units: Acres
  • Legal Desc: SAN SIMEON PHASE 1 DESC IN INST#2005-84958 LOT 89
Property and Assessments
  • Total Area: 2382.0
  • Rear Exposure: N
  • Approx Living Area: 1929.0
  • Possession: Close Of Escrow
  • Property Condition: Resale
  • Property Sub Type: Townhouse
  • Township: 44
  • Senior Community: false
  • Range: 25E
  • Special Assessment: 0.00
  • Sub Condo Name: TOWNHOMES OF SAN SIMEON
  • Year Built Numeric: 2007
  • Property Sub Type Additional: Townhouse
  • Restrictions: Deed Restrictions, No Rv
  • Zoning Code: B-1
Lease Information
  • Land Lease Fee: $.00
  • One Time Land Lease Fee: $.00
  • One Time Mandatory Club Fee: $.00
  • One Time Othe Fee: $.00
  • One Time Special Assessment Fee: $.00
Utilities
  • Sewer: Assessment Paid, Central
  • Utilities: Cable Available, High Speed Internet Available
  • Water Source: Assessment Paid, Public
  • Water: Assessment Paid, Central
Multi Family
Multi-Family Information
  • Num Unit Floor: 1
  • Golf Type: No Golf Available
  • Annual Food And Beverage Minimum: 0.00
  • Units in Complex: 219
  • Stories: 2.0
  • Total Floors: 2
  • Total One Time Fees: $641.00
  • Units in Building: 4
  • Unit Location: 1
Interior and Exterior Features
Exterior Features
  • Architectural Style: Coach Carriage, Two Story
  • Association Amenities: Clubhouse, Fitness Center, Playground, Pool, Spa Hot Tub, Sidewalks, Management
  • Canal Width: None
  • Community Features: Gated, Street Lights
  • Construction: Poured Concrete, Concrete Block
  • Exterior Features: Security High Impact Doors, Sprinkler Irrigation, Patio
  • Exterior Features: Patio, Sprinklers Auto
  • Irrigation Source: Municipal, Included In Assessment
  • Patio And Porch Features: Lanai, Patio, Porch, Screened
  • Pool Features: Community
  • Private Pool: No
  • Roof: Tile
  • Security Features: Security Gate, Gated Community, Security System, Smoke Detectors
  • Structure Type: Townhouse
  • Gulf Access: No
  • Spa: No
Interior Features
  • Appliances: Dryer, Dishwasher, Freezer, Disposal, Microwave, Refrigerator, Washer
  • Baths Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 3.0
  • Beds Total: 3
  • Bedrooms: 3 Bed
  • Cooling: Central Air, Electric
  • Cooling: Yes
  • Elevator Text Details: None
  • Flooring: Carpet, Tile
  • Furnished Desc: Unfurnished
  • Heating: Central, Electric
  • Heating: Yes
  • Interior Features: Breakfast Area, Bathtub, Dual Sinks, High Ceilings, Living Dining Room, Pantry, Separate Shower, Cable Tv, Upper Level Primary, Walk In Closets, Window Treatments, High Speed Internet
  • Interior Features: Volume Ceiling, Pantry, Walk-In Closet, High Speed Available, Smoke Detectors, Window Coverings
  • Laundry Features: Inside
  • Levels: Two
  • Window Features: Single Hung, Impact Glass, Window Coverings
Rental
Rental Information
  • One Time Rec Lease Fee: $.00

Property History for 4018 Cherrybrook Loop

DateEvent & SourcePriceAppreciation
Nov 7, 2025

Listed (Active)

FORTMLS #2025018903

$350,000—
May 10, 2025

Expired

FORTMLS #224091673

$370,000—
Nov 12, 2024

Listed (Active)

FORTMLS #224091673

$370,000—
Aug 16, 2022

Withdrawn

Naples Area Board of REALTORS #211512140

—
Mar 31, 2015

Expired

FORTMLS #214039619

$269,000—
Jul 15, 2014

Listed (Active)

FORTMLS #214039619

$269,000—
May 31, 2012

Expired

FORTMLS #201138860

$250,900—
Sep 15, 2011

Listed (Active)

Naples Area Board of REALTORS #211512140

$239,000—
Aug 31, 2011

Expired

FORTMLS #201115955

$259,900—
Mar 31, 2010

Expired

FORTMLS #201001260

$259,000—
Jun 26, 2007

Sold (Public Record)

Public Record #222502593

$180,000—
DateEvent & SourcePrice
11/07/2025

Listed (Active)

FORTMLS #2025018903

$350,000
05/10/2025

Expired

FORTMLS #224091673

$370,000
11/12/2024

Listed (Active)

FORTMLS #224091673

$370,000
08/16/2022

Withdrawn

Naples Area Board of REALTORS #211512140

—
03/31/2015

Expired

FORTMLS #214039619

$269,000
07/15/2014

Listed (Active)

FORTMLS #214039619

$269,000
05/31/2012

Expired

FORTMLS #201138860

$250,900
09/15/2011

Listed (Active)

Naples Area Board of REALTORS #211512140

$239,000
08/31/2011

Expired

FORTMLS #201115955

$259,900
03/31/2010

Expired

FORTMLS #201001260

$259,000
06/26/2007

Sold (Public Record)

Public Record #222502593

$180,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 4018 Cherrybrook Loop

Taxable ValueLand-Additions-Total-
Tax Record2024$2,526 ($211 / month)
Home Facts
Beds3Total Finished SqFt1,194 SqFtAbove Grade Finished SqFt1,194 SqFtStories2Lot Size4,269 SqFtStyleTownhouseYear Built2007ZoningB-1CountyLEEAPN33-44-25-P1-00700.0890

Schools near 4018 Cherrybrook Loop

This home is within School District of Lee County.
Rating
School
Type
Grades
Distance
Public - PK to 5
Public - PK to 5
Public - PK to 5
Public - PK to 5
Rating
School
Distance
Colonial Elementary School
PublicPK to 5

Franklin Park Elementary School
PublicPK to 5

Orangewood Elementary School
PublicPK to 5

Ray V. Pottorf Elementary School
PublicPK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

4018 Cherrybrook Loop is a single family home for sale in Fort Myers, FL 33966. This property was listed for sale on November 7, 2025 by Realty One Group MVP, it's currently listed at $350,000. It has been on the market for a total of 28 days and was last sold on June 26, 2007. This listing's school district is School District of Lee County. Nearby schools include Colonial Elementary School, Franklin Park Elementary School and Orangewood Elementary School. 4018 Cherrybrook Loop is a 3-bed, 3-bath, 1,929 sqft single family home built in 2007.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Realty One Group MVP, Rick Harrison

The information is being provided in part by Southwest Florida Multiple Listing Service, Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2, and MarcoMls. Information deemed reliable but not guaranteed. Information is provided for consumers' personal, non-commercial use, and may not be used for any purpose other than the identification of potential properties for purchase. Copyright 2025 Southwest Florida Multiple Listing Service and MarcoMls. All Rights Reserved. The data relating to real estate for sale displayed on this website comes in part from the Broker Reciprocity Program ("BR Program") of M.L.S. of Naples, Inc. ("Naples MLS"), under License No. NCOMPN2 and MarcoMls. Properties listed with brokerage firms other than Compass are marked with the "BR House" logo. Detailed information about such properties includes the name of the brokerage firm with which the seller has listed the property. The properties displayed may not be all the properties listed with brokerage firms participating in the Naples MLS BR Program, or contained in the database compilation of Naples MLS.