4018 Cherrybrook Loop Fort Myers, FL 33966
Omni NeighborhoodEstimated payment $2,474/month
Highlights
- Fitness Center
- Gated Community
- Clubhouse
- Fort Myers High School Rated A
- Views of Preserve
- Lanai
About This Home
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!
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $2,526
Year Built
- Built in 2007
Lot Details
- 4,269 Sq Ft Lot
- Lot Dimensions are 50 x 101 x 35 x 101
- South Facing Home
- Corner Lot
- Rectangular Lot
- Sprinkler System
- Property is zoned B-1
HOA Fees
- $441 Monthly HOA Fees
Parking
- 2 Car Attached Garage
- Garage Door Opener
- Driveway
Home Design
- Entry on the 1st floor
- Coach House
- Tile Roof
- Stucco
Interior Spaces
- 1,929 Sq Ft Home
- 2-Story Property
- High Ceiling
- Single Hung Windows
- Combination Dining and Living Room
- Screened Porch
- Views of Preserve
Kitchen
- Breakfast Area or Nook
- Microwave
- Freezer
- Dishwasher
- Disposal
Flooring
- Carpet
- Tile
Bedrooms and Bathrooms
- 3 Bedrooms
- Primary Bedroom Upstairs
- Walk-In Closet
- Dual Sinks
- Bathtub
- Separate Shower
Laundry
- Dryer
- Washer
Home Security
- Home Security System
- Security Gate
- Impact Glass
- High Impact Door
- Fire and Smoke Detector
Outdoor Features
- Screened Patio
- Lanai
Utilities
- Central Heating and Cooling System
- Sewer Assessments
- High Speed Internet
- Cable TV Available
Listing and Financial Details
- Legal Lot and Block 89 / 700
- Assessor Parcel Number 33-44-25-P1-00700.0890
Community Details
Overview
- Association fees include management, cable TV, irrigation water, legal/accounting, ground maintenance, pest control, reserve fund, street lights, trash
- Association Phone (239) 454-1101
- Townhomes Of San Simeon Subdivision
- Maintained Community
Recreation
- Community Playground
- Fitness Center
- Community Pool
- Community Spa
Additional Features
- Clubhouse
- Gated Community
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $2,526 | $183,182 | -- | -- |
| 2024 | $2,526 | $178,019 | -- | -- |
| 2023 | $4,688 | $262,297 | $105,525 | $156,772 |
| 2022 | $2,505 | $167,800 | $0 | $0 |
| 2021 | $2,475 | $181,982 | $22,000 | $159,982 |
| 2020 | $2,416 | $160,664 | $0 | $0 |
| 2019 | $2,445 | $157,052 | $0 | $0 |
| 2018 | $2,391 | $154,124 | $0 | $0 |
| 2017 | $2,389 | $150,954 | $0 | $0 |
| 2016 | $2,365 | $147,849 | $17,000 | $130,849 |
| 2015 | $3,223 | $151,300 | $21,000 | $130,300 |
| 2014 | $2,805 | $129,214 | $20,000 | $109,214 |
| 2013 | -- | $135,997 | $10,000 | $125,997 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 12/22/2025 12/22/25 | For Rent | $2,200 | 0.0% | -- |
| 11/07/2025 11/07/25 | For Sale | $350,000 | -- | $181 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Divorce Dissolution Of Marriage Transfer | -- | Accommodation | |
| Interfamily Deed Transfer | $91,800 | None Available | |
| Special Warranty Deed | $180,000 | U F C Title Ins Agency Llc |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $145,426 | New Conventional |
Source: Florida Gulf Coast Multiple Listing Service
MLS Number: 2025018903
APN: 33-44-25-P1-00700.0890
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