Skip main navigation
Active
    • Price cut: $10K (7/17)
    $169,900

    5905 Trailwinds Dr APT 816, Fort Myers, FL 33907

    3beds
    1,330sqft
    : 
    $2,198/mo
    Get pre-qualified
    Condominium
    Built in 1990
    -- sqft lot
    $164,400 Zestimate®
    $128/sqft
    $1,023/mo HOA

    What's special

    Designated covered parking spaceGolf cart parking spaceLight coastal feelPrivate exterior storage closet
    Price Improvement! This beautifully maintained first-floor end unit an incredible opportunity in The Hideaway Country Club. Featuring brand new Luxury Vinyl Plank flooring installed in the main living areas and kitchen in January 2026, this spacious 3-bedroom, 2-bath condo offers a light, coastal feel with stunning lake and golf course views from multiple rooms. The desirable end-unit location provides additional privacy and natural light, while the air-conditioned Florida Room creates extra year-round living space perfect for relaxing or entertaining. The updated guest bathroom adds a modern touch, and the home is being offered mostly furnished with only a few exclusions, making it easy to start enjoying the Southwest Florida lifestyle right away. Additional features include a designated covered parking space, golf cart parking space, private exterior storage closet, plus access to a shared workshop and garden room available for residents. Oakmont Village residents also enjoy a sparkling village pool and patio area just steps away. The Hideaway Country Club offers optional golf and tennis memberships, clubhouse dining, and a welcoming active community atmosphere all centrally located near shopping, dining, beaches, RSW Airport, and everything Fort Myers has to offer. Don’t miss your chance to own one of the best values and lowest priced 3-bedroom condos in this sought-after community!
    352 days
    |
    682
    |
    19
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Jessica Steinberg 239-940-2715,

    Keller Williams Realty Fort Myers and the Islands

    Source: Florida Gulf Coast MLS,MLS#: 2025005046MLS LogoOriginating MLS: Florida Gulf Coast

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Bathroom, Den, Florida Room, Guest Quarters
      Heating
      • Central, Electric
      Cooling
      • Central Air, Electric
      Appliances
      • Included: Dryer, Dishwasher, Freezer, Disposal, Microwave, Range, Refrigerator, Washer
      • Laundry: Washer Hookup, Dryer Hookup, Inside
      Features
      • Breakfast Bar, Built-in Features, Bedroom on Main Level, Dual Sinks, Living/Dining Room, Main Level Primary, Pantry, Shower Only, Separate Shower, Walk-In Closet(s), Window Treatments, Bathroom, Den, Florida Room, Guest Quarters
      • Flooring: Laminate, Tile, Vinyl
      • Windows: Single Hung, Window Coverings
      • Furnished: Yes
      Interior area
      • Total structure area: 1,330
      • Total interior livable area: 1,330 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 1
      • Parking features: Assigned, Covered, Golf Cart Garage, One Space, Detached Carport
      • Carport spaces: 1
      Features
      • Exterior features: None
      • Pool features: Community
      • Has view: Yes
      • View description: Golf Course, Landscaped, Lake
      • Has water view: Yes
      • Water view: Lake
      • Waterfront features: Lake
      Lot
      • Features: Zero Lot Line
      Details
      • Parcel number: 1245242800000.8160
      • Lease amount: $0

      Construction

      Type & style
      • Home type: Condo
      • Architectural style: Other,Low Rise
      • Property subtype: Condominium
      Materials
      • Block, Concrete, Stucco
      • Roof: Shingle
      Condition
      • Resale
      • Year built: 1990

      Utilities & green energy

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

      Community & HOA

      Community
      • Features: Elevator, Golf, Gated, Tennis Court(s), Street Lights
      • Security: Security Gate, Gated Community, Smoke Detector(s)
      • Condo and coop fee: $1,780 quarterly
      • Membership fee: $0
      • Subdivision: OAKMONT VILLAGE
      HOA
      • Has HOA: Yes
      • Amenities included: Clubhouse, Fitness Center, Golf Course, Barbecue, Picnic Area, Pickleball, Pool, Putting Green(s), Restaurant, Storage, Sidewalks, Tennis Court(s), Vehicle Wash Area, Management
      • Services included: Cable TV, Internet, Irrigation Water, Maintenance Grounds, Maintenance Structure, Pest Control, Recreation Facilities, Reserve Fund, Road Maintenance, Sewer, Street Lights, Trash, Water
      • HOA fee: $5,155 annually
      • HOA phone: 239-461-8700
      Location
      • Region: Fort Myers

      Financial & listing details

      • Price per square foot: $128/sqft
      • Tax assessed value: $183,949
      • Annual tax amount: $2,568
      • Date on market: 8/8/2025
      • Cumulative days on market: 353 days
      • Listing terms: All Financing Considered,Cash,FHA,VA Loan
      • Ownership: Condo
      • Road surface type: Paved

        Estimated market value

        $164,400

        $156,000 - $173,000

        $1,846/mo

        Price history

        DateEventPrice
        7/17/2026Price change$169,900-5.6%$128/sqft
        Source: Florida Gulf Coast MLS #2025005046 Report a problem
        3/23/2026Price change$179,900-5.3%$135/sqft
        Source: Florida Gulf Coast MLS #2025005046 Report a problem
        2/8/2026Listed for rent$2,000$2/sqft
        Source: Florida Gulf Coast MLS #2026006932 Report a problem
        2/7/2026Listing removed$2,000$2/sqft
        Source: Florida Gulf Coast MLS #2025019293 Report a problem
        1/16/2026Price change$189,900-2.6%$143/sqft
        Source: Florida Gulf Coast MLS #2025005046 Report a problem
        11/9/2025Listed for rent$2,000-4.8%$2/sqft
        Source: Florida Gulf Coast MLS #2025019293 Report a problem
        8/8/2025Price change$194,900-2.5%$147/sqft
        Source: Florida Gulf Coast MLS #2025005046 Report a problem
        7/11/2025Listing removed$2,100$2/sqft
        Source: Florida Gulf Coast MLS #225037297 Report a problem
        4/12/2025Listed for rent$2,100$2/sqft
        Source: Florida Gulf Coast MLS #225037297 Report a problem
        3/31/2025Price change$199,900-4.8%$150/sqft
        Source: SWFLMLS #224053919 Report a problem
        3/11/2025Price change$209,900-4.5%$158/sqft
        Source: SWFLMLS #224053919 Report a problem
        1/31/2025Price change$219,900-4.3%$165/sqft
        Source: SWFLMLS #224053919 Report a problem
        12/17/2024Price change$229,900-4.2%$173/sqft
        Source: SWFLMLS #224053919 Report a problem
        11/8/2024Price change$239,900-4%$180/sqft
        Source: SWFLMLS #224053919 Report a problem
        10/14/2024Price change$249,900-3.8%$188/sqft
        Source: SWFLMLS #224053919 Report a problem
        7/22/2024Price change$259,900-3.7%$195/sqft
        Source: SWFLMLS #224053919 Report a problem
        7/10/2024Price change$269,900-3.6%$203/sqft
        Source: SWFLMLS #224053919 Report a problem
        6/25/2024Listed for sale$279,900$210/sqft
        Source: SWFLMLS #224053919 Report a problem
        6/23/2024Listing removed--
        Source: Owner Report a problem
        6/1/2024Listed for sale$279,900+177.1%$210/sqft
        Source: Owner Report a problem
        12/14/2000Sold$101,000+12.2%$76/sqft
        Source: Public Record Report a problem
        4/1/1997Sold$90,000$68/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$2,410 -6.2%$174,638 +10%
        2024$2,569 +4.7%$158,762 +10%
        2023$2,454 +17.3%$144,329 +10%
        2022$2,093 +22.4%$131,208 +10%
        2021$1,709 -5.4%$119,280 -2.8%
        2020$1,806 -1.4%$122,740 -0.7%
        2019$1,832 $123,548 -11%
        2018$1,832 -12.6%$138,890 +0.6%
        2017$2,096 -1.4%$138,083 +11.4%
        2016$2,126 +8.5%$123,982 +23.2%
        2015$1,959 +129.4%$100,600 +17.4%
        2014$854 +6%$85,700 -12.9%
        2013$806 +4.9%$98,400 +24.2%
        2012$769 -9.3%$79,200 -4.3%
        2011$847 -6.8%$82,800 -2.9%
        2010$909 -19%$85,300 -26.2%
        2009$1,122 +5.4%$115,560 -24.1%
        2008$1,065 -9.7%$152,200 -21.5%
        2007$1,179 -0.5%$193,900 +25.7%
        2006$1,185 -0.2%$154,300 +37.8%
        2004$1,187 -1.1%$112,000 +3.7%
        2003$1,200 +1.6%$108,000 +20%
        2002$1,181 $90,000 +15.4%
        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.
        See how much you could borrow to make a competitive offer.
        Get pre-qualified

        Climate risks

        Neighborhood: Villas

        Getting around

        8 / 100
        Car-Dependent
        69 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: PROXIMITY
        • Middle: PROXIITY
        • High: PROXIMITY

        Source: Florida Gulf Coast MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts

        Similar homes

              Nearby cities

              Nearby neighborhoods

              Nearby zip codes

              Other Fort Myers Topics

                Search
                Updates
                Favorites
                Plan
                Inbox