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Active
    • $269,000

    5825 Trailwinds Dr APT 425, Fort Myers, FL 33907

    3beds
    1,436sqft
    : 
    $2,718/mo
    Get pre-qualified
    Condominium
    Built in 1993
    -- sqft lot
    $-- Zestimate®
    $187/sqft
    $947/mo HOA

    What's special

    Generously sized bedroomsSpacious residenceLarge enclosed sunroomOpen-concept layoutSunset viewsFully equipped kitchen
    Sunset views set the tone for this beautifully maintained 3-bedroom, 2-bath condo located in a premier gated golf course community. Designed for both comfort and entertaining, this spacious residence features an open-concept layout, generously sized bedrooms, and a private primary suite with walk-in closet and en-suite bath. The fully equipped kitchen flows seamlessly into the living area and large enclosed sunroom, the perfect place to relax and enjoy breathtaking evening skies. Convenience abounds with an assigned covered parking space close to the unit, plus a deeded covered golf cart space. Residents enjoy access to multiple resort-style pools, a restaurant and bar, clubhouse with fitness center, game rooms, meeting spaces, golf course, tennis courts, and more. Ideally located near shopping, dining, recreation, major highways, and just a short drive to the beach. Recent community improvements include village paving completed Spring 2026, building freshly painted Fall 2025, and a new roof installed in 2024.
    200 days
    |
    42
    |
    2
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Rhonda Milligan 239-850-1359,

    The Keyes Company,

    Barry Milligan 239-770-1010,

    The Keyes Company

    Source: Florida Gulf Coast MLS,MLS#: 2026001626MLS LogoOriginating MLS: Florida Gulf Coast

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Florida Room, Great Room
      Heating
      • Central, Electric
      Cooling
      • Central Air, Ceiling Fan(s), Electric
      Appliances
      • Included: Dryer, Dishwasher, Electric Cooktop, Freezer, Microwave, Refrigerator, Self Cleaning Oven, Washer
      • Laundry: Inside
      Features
      • Breakfast Bar, Built-in Features, Family/Dining Room, Kitchen Island, Living/Dining Room, Shower Only, Separate Shower, Cable TV, Window Treatments, High Speed Internet, Split Bedrooms, Florida Room, Great Room
      • Flooring: Carpet, Tile
      • Windows: Single Hung, Sliding, Window Coverings
      • Furnished: Yes
      Interior area
      • Total structure area: 1,436
      • Total interior livable area: 1,436 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 1
      • Parking features: Assigned, Golf Cart Garage, Guest, Paved, One Space, Detached Carport, Electric Vehicle Charging Station(s)
      • Carport spaces: 1
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Balcony, Screened
      • Exterior features: None, Storage
      • Pool features: Community
      • Has view: Yes
      • View description: Golf Course, Landscaped, Pond, Water
      • Has water view: Yes
      • Water view: Pond,Water
      • Waterfront features: Lake
      Lot
      • Features: Zero Lot Line
      Details
      • Parcel number: 1245242800000.4250
      • Lease amount: $0

      Construction

      Type & style
      • Home type: Condo
      • Architectural style: Two Story,Low Rise
      • Property subtype: Condominium
      Materials
      • Block, Concrete, Stucco
      • Roof: Shingle
      Condition
      • Resale
      • Year built: 1993

      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: Golf, Gated, Street Lights
      • Security: Fenced, Security Gate, Gated Community, Phone Entry, Smoke Detector(s)
      • Condo and coop fee: $1,550 quarterly
      • Membership fee: $0
      • Subdivision: OAKMONT VILLAGE
      HOA
      • Has HOA: Yes
      • Amenities included: Clubhouse, Fitness Center, Golf Course, Barbecue, Picnic Area, Private Membership, Pool, Putting Green(s), Restaurant, Storage, Tennis Court(s), Vehicle Wash Area, Management
      • Services included: Association Management, Cable TV, Internet, Maintenance Grounds, Recreation Facilities, Reserve Fund, Road Maintenance, Street Lights, Security
      • HOA fee: $5,155 annually
      • HOA phone: 239-645-4187
      Location
      • Region: Fort Myers

      Financial & listing details

      • Price per square foot: $187/sqft
      • Tax assessed value: $185,967
      • Annual tax amount: $3,385
      • Date on market: 1/9/2026
      • Cumulative days on market: 413 days
      • Listing terms: All Financing Considered,Cash
      • Ownership: Condo
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        1/10/2026Listed for sale$269,000$187/sqft
        Source: Florida Gulf Coast MLS #2026001626 Report a problem
        1/1/2026Listing removed$269,000$187/sqft
        Source: Florida Gulf Coast MLS #225045580 Report a problem
        6/3/2025Listed for sale$269,000-3.6%$187/sqft
        Source: SWFLMLS #225045580 Report a problem
        1/21/2022Sold$279,000$194/sqft
        Source: Public Record Report a problem
        1/8/2022Pending sale$279,000+146.9%$194/sqft
        Source: Florida Gulf Coast MLS #222001081 Report a problem
        7/7/1993Sold$113,000$79/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$2,513 -25.8%$185,967 -26%
        2024$3,386 +3.6%$251,278 +5%
        2023$3,269 +277.2%$239,236 +159.3%
        2022$867 +1.2%$92,280 +3%
        2021$857 -0.1%$89,592 +1.4%
        2020$858 +2.7%$88,355 -27.5%
        2019$836 $121,933 +43.9%
        2018$836 +0.9%$84,759 +2.1%
        2017$828 +0.6%$83,016 -33.1%
        2016$823 +0.5%$124,033 +17.7%
        2015$819 +25.3%$105,400 +16.6%
        2014$654 +7.2%$90,400 -8.4%
        2013$610 +0.3%$98,700 +27.2%
        2012$608 -7.7%$77,600 -2.4%
        2011$659 -11.3%$79,500 -4.7%
        2010$743 -34.3%$83,400 -24.9%
        2009$1,131 -10.9%$110,980 -25.3%
        2008$1,269 -15.9%$148,600 -16.6%
        2007$1,509 -0.7%$178,200 +17.1%
        2006$1,519 -4.5%$152,200 +39.6%
        2004$1,592 -1.3%$109,000 +2.8%
        2003$1,613 -17.9%$106,000 +5%
        2002$1,964 $101,000 +29.5%
        2000-- $78,000
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        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.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: Villas

        Getting around

        8 / 100
        Car-Dependent
        70 / 100
        Very Bikeable

        Nearby schools

        GreatSchools rating

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