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  • Price cut: $20K (11/7)
    $350,000

    4018 Cherrybrook Loop, Fort Myers, FL 33966

    3beds
    1,929sqft
    : 
    Townhouse
    Built in 2007
    4,268.88 Square Feet Lot
    $-- Zestimate®
    $181/sqft
    $441/mo HOA

    What's special

    Screened lanaiFully renovated kitchenFresh paintHigh ceilingsPreserve viewsNewer carpetJack-and-jill bath
    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!
    34 days
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    333
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    37
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    Zillow last checked: 8 hours ago

    Listing updated: November 07, 2025 at 05:48am

    Listed by:

    Rick Harrison 239-310-5478,

    Realty One Group MVP

    Source: Florida Gulf Coast MLS,MLS#: 2025018903MLS LogoOriginating MLS: Florida Gulf Coast

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    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Rooms
    • Room types: Bathroom, Screened Porch
    Heating
    • Central, Electric
    Cooling
    • Central Air, Electric
    Appliances
    • Included: Dryer, Dishwasher, Freezer, Disposal, Microwave, Refrigerator, Washer
    • Laundry: Inside
    Features
    • Breakfast Area, Bathtub, Dual Sinks, High Ceilings, Living/Dining Room, Pantry, Separate Shower, Cable TV, Upper Level Primary, Walk-In Closet(s), Window Treatments, High Speed Internet, Bathroom, Screened Porch
    • Flooring: Carpet, Tile
    • Windows: Single Hung, Impact Glass, Window Coverings
    Interior area
    • Total structure area: 2,382
    • Total interior livable area: 1,929 sqft
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    Property

    Parking
    • Total spaces: 2
    • Parking features: Attached, Driveway, Underground, Garage, Paved, Two Spaces, Garage Door Opener
    • Attached garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Levels: Two
    • Stories: 2
    • Patio & porch: Lanai, Patio, Porch, Screened
    • Exterior features: Security/High Impact Doors, Sprinkler/Irrigation, Patio
    • Pool features: Community
    • Has view: Yes
    • View description: Preserve
    • Waterfront features: None
    Lot
    • Size: 4,268.88 Square Feet
    • Dimensions: 50 x 101 x 35 x 101
    • Features: Corner Lot, Rectangular Lot, Sprinklers Automatic
    Details
    • Parcel number: 334425P100700.0890
    • Lease amount: $0
    • Zoning description: B-1

    Construction

    Type & style
    • Home type: Townhouse
    • Architectural style: Coach/Carriage,Two Story
    • Property subtype: Townhouse
    Materials
    • Block, Concrete, Stucco
    • Roof: Tile
    Condition
    • Resale
    • Year built: 2007

    Utilities & green energy

    • Sewer: Assessment Paid, Public Sewer
    • Water: Assessment Paid, Public
    • Utilities for property: Cable Available, High Speed Internet Available

    Community & HOA

    Community
    • Features: Gated, Street Lights
    • Security: Security Gate, Gated Community, Security System, Smoke Detector(s)
    • Subdivision: TOWNHOMES OF SAN SIMEON
    HOA
    • Has HOA: Yes
    • Amenities included: Clubhouse, Fitness Center, Playground, Pool, Spa/Hot Tub, Sidewalks, Management
    • Services included: Association Management, Cable TV, Irrigation Water, Legal/Accounting, Maintenance Grounds, Pest Control, Reserve Fund, Street Lights, Trash
    • HOA phone: 239-454-1101
    • Second HOA fee: $441 monthly
    • Condo and coop fee: $0
    • Membership fee: $0
    Location
    • Region: Fort Myers

    Financial & listing details

    • Price per square foot: $181/sqft
    • Tax assessed value: $303,363
    • Annual tax amount: $2,526
    • Date on market: 11/7/2025
    • Listing terms: All Financing Considered,Cash,FHA,VA Loan
    • Ownership: Single Family
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    Estimated market value

    Not available

    Estimated sales range

    Not available

    Not available

    Price history

    Price history
    DateEventPrice
    11/7/2025Price change$350,000-5.4%$181/sqft
    Source: Florida Gulf Coast MLS #2025018903 Report a problem
    8/11/2025Price change$2,400-4%$1/sqft
    Source: Zillow Rentals Report a problem
    7/26/2025Listed for rent$2,500$1/sqft
    Source: Zillow Rentals Report a problem
    11/12/2024Price change$370,000+2.8%$192/sqft
    Source: SWFLMLS #224091673 Report a problem
    10/30/2024Listed for sale$360,000+43.5%$187/sqft
    Source: Owner Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2024$2,526 -46.1%$178,019 -32.1%
    2023$4,688 +87.2%$262,297 +56.3%
    2022$2,505 +1.2%$167,800 +3%

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $2,661/mo
    Principal & interest
    $1689
    HOA Fees
    $441
    Other costs
    $531

      Climate risks

      Neighborhood: 33966

      Nearby schools

      GreatSchools rating

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