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For sale
    • Price cut: $50K (7/9)
    $749,000

    22140 Long Leaf Trail DR, ESTERO, FL 34135

    3beds
    2,000sqft
    : 
    $6,393/mo
    Get pre-qualified
    Single Family Residence
    Built in 2004
    9,583 Square Feet Lot
    $-- Zestimate®
    $375/sqft
    $1,561/mo HOA

    What's special

    Private poolside lanaiOpen floor planWaterfront homeSpectacular sunsetsPlenty of natural lightPerfect for entertaining
    Exclusive, Shadow Woods at the Brooks, waterfront home. Enjoy spectacular sunsets as you lounge on your private, poolside lanai. Featuring an open floor plan with plenty of natural light. Perfect for entertaining. or just quiet enjoyment. Shadow Wood Country Club memberships are available and offer a spectacular clubhouse, 3 championship golf courses and a top rated tennis program. Additional membership to The Commons Club at the Brooks offers a private beach club, fitness club, social activities and swimming pool. NEW amenity of the Lifestyle Center construction and expansion are underway and will include: indoor Pickleball courts, new tennis courts, a resort-style pool with poolside seating, a firepit lounge, poolside restaurant with full kitchen and a brand-new racquets pro shop (projected completion is Fall 2026. this project will be done with no assessment to the Members.)
    227 days
    |
    386
    |
    11
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    John Holbrook 904-415-0171,

    Pineywoods Realty

    Source: SWFLMLS,MLS#: 225082392MLS LogoOriginating MLS: Bonita Springs

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: 3 Bed
      Dining room
      • Features: Breakfast Room, Dining - Family
      Kitchen
      • Features: Pantry
      Heating
      • Central
      Cooling
      • Ceiling Fan(s), Central Air
      Appliances
      • Included: Dishwasher, Disposal, Microwave, Range, Refrigerator
      • Laundry: Washer/Dryer Hookup, Inside
      Features
      • Tray Ceiling(s), Laundry in Residence
      • Flooring: Tile
      • Has fireplace: No
      Interior area
      • Total structure area: 2,450
      • Total interior livable area: 2,000 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, Attached
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Stories: 1
      • Patio & porch: Patio
      • Exterior features: Tennis Court(s)
      • Has private pool: Yes
      • Pool features: In Ground, Concrete, Screen Enclosure
      • Has spa: Yes
      • Spa features: In Ground
      • Has view: Yes
      • View description: Pond
      • Has water view: Yes
      • Water view: Pond
      • Waterfront features: Lake
      • Frontage type: Lakefront
      Lot
      • Size: 9,583 Square Feet
      Details
      • Additional structures: Cabana, Tennis Court(s)
      • Parcel number: 024725E12900B.0570

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Florida
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Concrete Block
      • Roof: Tile
      Condition
      • New construction: No
      • Year built: 2004

      Utilities & green energy

      • Water: Central

      Community & HOA

      Community
      • Features: Clubhouse, Fitness Center, Golf, Restaurant, Sidewalks, Tennis Court(s), Gated
      • Security: Gated Community
      • Subdivision: LONGLEAF
      HOA
      • Has HOA: Yes
      • Amenities included: Beach Club Available, Cabana, Clubhouse, Fitness Center, Golf Course, Pickleball, Restaurant, Sidewalk, Tennis Court(s)
      • HOA fee: $18,732 annually
      Location
      • Region: Estero

      Financial & listing details

      • Price per square foot: $375/sqft
      • Tax assessed value: $731,035
      • Annual tax amount: $10,338
      • Date on market: 12/12/2025
      • Lease term: Buyer Finance/Cash

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/9/2026Price change$749,000-6.3%$375/sqft
        Source: SWFLMLS #225082392 Report a problem
        6/6/2026Price change$799,000-2.4%$400/sqft
        Source: SWFLMLS #225082392 Report a problem
        3/27/2026Price change$819,000-2.4%$410/sqft
        Source: AINCAR #114295 Report a problem
        2/25/2026Price change$839,000-1.2%$420/sqft
        Source: AINCAR #114295 Report a problem
        1/6/2026Price change$849,000-5.6%$425/sqft
        Source: AINCAR #114295 Report a problem
        11/29/2025Listed for sale$899,000+102%$450/sqft
        Source: AINCAR #114295 Report a problem
        1/5/2020Listing removed$2,500$1/sqft
        Source: Better Homes and Gardens Real Estate Pristine #219041161 Report a problem
        6/8/2019Listed for rent$2,500-16.7%$1/sqft
        Source: Better Homes And Gardens RE #219041161 Report a problem
        1/23/2013Listing removed$445,000$223/sqft
        Source: Downing-Frye Realty Inc. #212005728 Report a problem
        9/21/2012Listing removed$3,000$2/sqft
        Source: Downing-Frye Realty Inc. #211512779 Report a problem
        9/21/2012Listed for sale$445,000+17700%$223/sqft
        Source: Downing-Frye Realty Inc. #212005728 Report a problem
        5/4/2012Listed for rent$3,000+1342.3%$2/sqft
        Source: Downing-Frye Realty Inc. #211512779 Report a problem
        7/31/2011Listing removed$2,500$1/sqft
        Source: Downing Frye Realty Inc. #210025315 Report a problem
        7/24/2011Listing removed$208
        Source: Downing-Frye Realty Inc. #210025315 Report a problem
        7/15/2011Listed for sale$2,500$1/sqft
        Source: Downing Frye Realty Inc. #210025315 Report a problem
        6/4/2011Listing removed$2,500$1/sqft
        Source: Downing Frye Realty Inc. #210025315 Report a problem
        6/4/2011Listed for rent$208
        Source: Downing-Frye Realty Inc. #210025315 Report a problem
        8/15/2010Listed for sale$2,500-99.4%$1/sqft
        Source: Downing Frye Realty Inc. #210025315 Report a problem
        5/28/2004Sold$436,600+98.5%$218/sqft
        Source: Public Record Report a problem
        5/7/1999Sold$220,000$110/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$10,700 +4.9%$613,862 +10%
        2024$10,200 -1.3%$558,056 +10%
        2023$10,339 +28.3%$507,324 +10%
        2022$8,061 +9.8%$461,204 +10%
        2021$7,341 +3.7%$419,276 +6.6%
        2020$7,078 -3.1%$393,249 -3.4%
        2019$7,305 $406,966 -1%
        2018$7,305 -2.3%$411,020 -2.9%
        2017$7,478 -4.4%$423,136 +10.1%
        2016$7,820 +6.4%$384,386 -3.9%
        2015$7,349 $400,189
        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: 34135

        Getting around

        2 / 100
        Car-Dependent
        30 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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