$245,000
3 Bed 2.5 Bath Waterfront Townhouse for Sale in TOWNHOMES OF SAN SIMEON, FL
4023 Cherrybrook Loop, Fort Myers, FL, 33966
About this home
NEEDS TLC! INVESTOR SPECIAL!! Gorgeous sunsets await you as you overlook the peaceful lake and fountain from your private lanai! Welcome to San Simeon - Highly desirable gated community centrally located in Fort Myers, off of Colonial & Six Mile Cyprus! This 2-story, 3 bed, 2.5 bath, and 2-car garage townhouse has a large kitchen with 42" cabinets, crown molding, and granite countertops. The dining area and great room are perfect for entertaining family and friends. Once upstairs, you are greeted by 3 bedrooms. The Master Suite features large windows overlooking the lake, trey ceilings, and a huge walk-in closet. The Master-bath has dual vanities, a large garden tub & separate shower. There is also a 2nd floor laundry area. Impact windows for peace of mind! AC, water heater, dishwasher, washer/dryer within the last 3 years! Brand new roof (June 2024)!!. The HOA fees are minimal considering all the amenities: Gated security, state-of-the-art fitness center, children's playground, and a resort-style community pool & spa to enjoy all year long. Perfect for year-around resident, snowbird, or as an investment property.
Property details
- Type
- Townhouse
- Year built
- 2007
- Interior
- 1,648 sqft
- Lot size
- 2,308.68 sqft
- Acreage
- 0.05 acres
- Garage
- 2 car
- Days on market
- 459
- Total association fees
- $4,828/yr (~$402/mo)
- CDD
- None
- Est. taxes (1.4%)
- $3,430/yr
- Flood zone (area est.)
- No · Low risk (X)
- Storm protection
- Impact Windows/Doors, Shutters
- Exposure
- Southwest
- Waterfront
- Yes
- Gulf access
- No
- Gulf access type
- N/A
- Pool
- No
- Spa
- No
- Natural gas
- No
- Water
- Public
- Sewer
- Public Sewer
- New construction
- No
- Pets
- Call, Conditional
- County
- Lee
Total association fees sums the core association dues the MLS feed provides (HOA, condo/master association, and land lease), normalized to a yearly figure. These are separate from and additional to specialty charges — mandatory club or food-and-beverage minimums, special assessments, and rec-lease fees — which the IDX feed does not carry. Always confirm the full fee schedule with the HOA or listing agent.
Maintenance included in the fee
What the association dues cover, per the MLS. Confirm the full schedule with the HOA.
Amenities
Flood risk shown is an area-level estimate and can differ from a specific unit's actual FEMA designation (which varies by structure and elevation). Look up this address on the FEMA Flood Map and verify with a licensed insurance agent before relying on it.
Based on the $/sqft of 8 comparable homes sold nearby in the last 12 months. Indicative, not an appraisal.
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Recently sold nearby
Closed comparable sales within ~1 mile in the last 12 months — similar price, size, beds/baths, and age.
| Address | Sold | Sold price | Beds/Baths | Sq ft | $/sqft |
|---|---|---|---|---|---|
| 4074 Cherrybrook Loop | Jul 2026 | $225,000 | 3/2 | 1,657 | $136 |
| 3996 Cherrybrook Loop | Aug 2025 | $274,500 | 3/2 | 1,650 | $166 |
| 3943 Cherrybrook Loop | Jul 2025 | $249,900 | 3/2 | 1,680 | $149 |
| 3937 Cherrybrook Loop | Sep 2025 | $280,000 | 3/2 | 1,566 | $179 |
| 3813 Cherrybrook Loop | Apr 2026 | $246,500 | 3/2 | 1,650 | $149 |
| 3821 Clearbrook Lane | Nov 2025 | $260,000 | 3/2 | 1,566 | $166 |
| Average | 6 comps | $255,983 | $158 |
Market trends — Fort Myers
Median of closed MLS sales each month over the available window. Months with too few sales are omitted; the range extends automatically as more sales close.
Live area medians from the MLS · see all listings. Indicative, not an appraisal.
Price & status history
Down $139,900 (40%) from the original list price.
| Sep 29, 2025 | Sold | $210,000 |
| Aug 5, 2025 | Back on market | |
| Jul 10, 2025 | Price reducedfrom $260,000 | $245,000 |
| Sep 27, 2023 | Listed | $349,900 |
The good, the trade-offs & the location
- Built 2007 — post-2002 Florida wind codes (typically lower insurance)
- Lower flood risk (zone X)
- Waterfront
- Storm protection: Impact Windows/Doors, Shutters
- 2-car garage
Straight-line distances to major SWFL amenities — approximate; actual drive times vary.
Nearby schools
Get more information on their programs, scores, and extracurriculars on each school's page · browse the full schools directory.
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Listing information is provided in part by the Florida Gulf Coast Multiple Listing Service (MLS) through its Broker Reciprocity / Internet Data Exchange (IDX) program. Properties displayed may be listed by brokerages other than SWFL Relocation Team. Data is deemed reliable but is not guaranteed accurate by the MLS or this brokerage and should be independently verified. Fees, flood zones, taxes, square footage, and school assignments are estimates from the feed and must be confirmed. © 2026 SWFL Relocation Team. All rights reserved.