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Active
    • Price cut: $10K (8/18)
    $188,900

    5585 Trailwinds Dr APT 314, Fort Myers, FL 33907

    3beds
    1,187sqft
    : 
    $2,087/mo
    Get pre-qualified
    Condominium
    Built in 1985
    -- sqft lot
    $177,500 Zestimate®
    $159/sqft
    $780/mo HOA

    What's special

    Inviting residenceIn-unit washer and dryerOffered fully furnishedSpacious feelUpdated bathroomStainless steel appliances
    Welcome to this beautifully maintained turnkey ground-floor condo in the desirable Hideaway Country Club community! This inviting residence features a spacious feel and a lanai with two convenient entry points, perfect for enjoying Florida’s indoor-outdoor lifestyle. The home includes an updated bathroom, stainless steel appliances, a pantry, and the convenience of an in-unit washer and dryer. Offered fully furnished, it’s ready for immediate enjoyment or seasonal use. Additional highlights include an assigned parking space plus a dedicated golf cart space, making it easy to take advantage of everything the community has to offer. Located within Hideaway Country Club, residents enjoy amenities right at their fingertips, including golf, clubhouse, dining, tennis, fitness, and more. Whether you’re looking for a year-round residence, seasonal retreat, or investment opportunity, this condo offers comfort, convenience, and an exceptional lifestyle in one of Fort Myers’ sought-after communities.
    179 days
    862
    43

    Zillow last checked:

    Listing updated:

    Listed by:

    Martin Hawley 239-355-4040,

    KW Florida Living,

    Kimberly Hawley 239-420-9027,

    KW Florida Living

    Source: Florida Gulf Coast MLS,MLS#: 2026011845MLS LogoOriginating MLS: Florida Gulf Coast

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Family Room, Screened Porch
      Primary bedroom
      • Description: Master Bedroom
      • Dimensions: 10.60 x 17.60
      Bedroom
      • Description: Bedroom
      • Dimensions: 11.30 x 10.30
      Bedroom
      • Description: Bedroom
      • Dimensions: 12.50 x 10.20
      Dining room
      • Description: Dining Room
      • Dimensions: 11.70 x 14.20
      Kitchen
      • Description: Kitchen
      • Dimensions: 8.10 x 11.30
      Living room
      • Description: Living Room
      • Dimensions: 14.80 x 21.10
      Screened porch
      • Description: Lanai
      • Dimensions: 15.40 x 9.40
      Heating
      • Central, Electric
      Cooling
      • Central Air, Ceiling Fan(s), Electric
      Appliances
      • Included: Dryer, Dishwasher, Electric Cooktop, Freezer, Disposal, Microwave, Range, Refrigerator, Self Cleaning Oven, Washer
      • Laundry: Washer Hookup, Dryer Hookup, Inside
      Features
      • Breakfast Bar, Bedroom on Main Level, Entrance Foyer, Eat-in Kitchen, Living/Dining Room, Main Level Primary, Pantry, Shower Only, Separate Shower, Cable TV, Walk-In Closet(s), High Speed Internet, Family Room, Screened Porch
      • Flooring: Vinyl
      • Windows: Single Hung, Sliding
      • Furnished: Yes
      Interior area
      • Total structure area: 1,187
      • Total interior livable area: 1,187 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 1
      • Parking features: Assigned, Golf Cart Garage, Guest, One Space, Detached Carport
      • Carport spaces: 1
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Lanai, Patio, Porch, Screened
      • Exterior features: Courtyard, Sprinkler/Irrigation, None, Outdoor Grill, Patio, Storage, Water Feature
      • Pool features: Community
      • Has view: Yes
      • View description: Golf Course, Landscaped, Lake, Water
      • Has water view: Yes
      • Water view: Lake,Water
      • Waterfront features: None
      Lot
      • Size: 7,657 Square Feet
      • Dimensions: 245 x 41 x 241 x 41
      • Features: On Golf Course, Rectangular Lot, Pond on Lot, Sprinklers Automatic
      Details
      • Parcel number: 1245242500003.3140
      • Lease amount: $0
      • Zoning description: BALTUSROL VILLAGE

      Construction

      Type & style
      • Home type: Condo
      • Architectural style: Other,Two Story,Low Rise
      • Property subtype: Condominium
      Materials
      • Block, Concrete, Stucco
      • Roof: Shingle
      Condition
      • Resale
      • Year built: 1985

      Utilities & green energy

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

      Community & HOA

      Community
      • Features: Condo Hotel Community, Golf, Gated, Near Hotel/Motel, Tennis Court(s), Street Lights
      • Security: Security Gate, Gated Community, Smoke Detector(s)
      • Condo and coop fee: $1,050 quarterly
      • Membership fee: $0
      • Senior community: Yes
      • Subdivision: BALTUSROL VILLAGE
      HOA
      • Has HOA: Yes
      • Amenities included: Bocce Court, Clubhouse, Fitness Center, Golf Course, Hobby Room, Media Room, Barbecue, Picnic Area, Pickleball, Pool, Putting Green(s), Restaurant, Storage, Tennis Court(s), Trail(s), Management
      • Services included: Association Management, Golf, Insurance, Internet, Irrigation Water, Legal/Accounting, Maintenance Grounds, Pest Control, Recreation Facilities, Reserve Fund, Road Maintenance, Sewer, Street Lights, Security, Trash, Water
      • HOA fee: $5,155 annually
      • HOA phone: 239-728-6100
      Location
      • Region: Fort Myers

      Financial & listing details

      • Price per square foot: $159/sqft
      • Tax assessed value: $187,582
      • Annual tax amount: $500
      • Date on market: 3/11/2026
      • Cumulative days on market: 350 days
      • Listing terms: All Financing Considered,Cash,FHA,VA Loan
      • Ownership: Condo

        Estimated market value

        $177,500

        $169,000 - $186,000

        $2,005/mo

        Price history

        DateEventPrice
        8/18/2026Price change$188,900-5%$159/sqft
        Source: Florida Gulf Coast MLS #2026011845 Report a problem
        7/13/2026Listed for sale$198,900$168/sqft
        Source: Florida Gulf Coast MLS #2026011845 Report a problem
        7/9/2026Pending sale$198,900$168/sqft
        Source: Florida Gulf Coast MLS #2026011845 Report a problem
        6/22/2026Price change$198,900-9.6%$168/sqft
        Source: Florida Gulf Coast MLS #2026011845 Report a problem
        5/29/2026Price change$220,000-7.2%$185/sqft
        Source: Florida Gulf Coast MLS #2026011845 Report a problem
        3/29/2026Price change$237,000-5.2%$200/sqft
        Source: Florida Gulf Coast MLS #2026011845 Report a problem
        3/11/2026Listed for sale$250,000+2%$211/sqft
        Source: Florida Gulf Coast MLS #2026011845 Report a problem
        2/19/2026Listing removed$245,000$206/sqft
        Source: SWFLMLS #225069137 Report a problem
        10/23/2025Price change$245,000-2%$206/sqft
        Source: SWFLMLS #225069137 Report a problem
        9/2/2025Listed for sale$249,900-2.4%$211/sqft
        Source: SWFLMLS #225069137 Report a problem
        6/1/2025Listing removed$256,000$216/sqft
        Source: SWFLMLS #224092296 Report a problem
        5/1/2025Price change$256,000-1.5%$216/sqft
        Source: SWFLMLS #224092296 Report a problem
        4/8/2025Price change$260,000-5.5%$219/sqft
        Source: SWFLMLS #224092296 Report a problem
        3/1/2025Price change$275,000-3.3%$232/sqft
        Source: SWFLMLS #224092296 Report a problem
        1/7/2025Price change$284,500-0.2%$240/sqft
        Source: SWFLMLS #224092296 Report a problem
        11/14/2024Listed for sale$285,000$240/sqft
        Source: SWFLMLS #224092296 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$520 +5.1%$77,955 +2.9%
        2024$495 +2.2%$75,758 +3%
        2023$485 -20.1%$73,551 +3%
        2022$607 -0.1%$71,409 +3%
        2021$607 -0.7%$69,329 +1.4%
        2020$612 +1.5%$68,372 -40.4%
        2019$603 $114,665 +74.8%
        2018$603 0%$65,589 +2.1%
        2017$603 -0.4%$64,240 -39.3%
        2016$606 +0.5%$105,912 +17%
        2015$603 -1.1%$90,530 +11.5%
        2014$609 +6.2%$81,200 -10.2%
        2013$574 +3.3%$90,400 +25.7%
        2012$555 +0.4%$71,900 +23.3%
        2011$553 -25.6%$58,300 -22.5%
        2010$743 -25%$75,200 -19.6%
        2009$992 -38.4%$93,540 -33.2%
        2008$1,611 -6%$140,000 -7.9%
        2007$1,713 -0.7%$152,000 +16%
        2006$1,726 -10%$131,000 +26%
        2004$1,917 -3.7%$104,000
        2003$1,992 +20.3%$104,000 +22.4%
        2002$1,656 $85,000 +32.8%
        2000-- $64,000
        Find assessor info on the county website

        Monthly payment

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        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: Villas

        Getting around

        22 / 100
        Car-Dependent
        65 / 100
        Bikeable

        Nearby schools

        GreatSchools rating

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