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For sale
    • $849,000

    21900 Longleaf Trail DR, ESTERO, FL 34135

    4beds
    2,453sqft
    : 
    $6,277/mo
    Get pre-qualified
    Single Family Residence
    Built in 2005
    8,624 Square Feet Lot
    $-- Zestimate®
    $346/sqft
    $801/mo HOA

    What's special

    Versatile loft spaceGas-heated poolBreakfast barNew granite countertopsAbundant natural lightAmple storageSoaring ceilings
    This stunning home features a spacious screened lanai with south exposure, offering breathtaking lake and preserve views, complemented by a gas-heated pool—creating an ideal outdoor sanctuary for morning coffee or relaxing during the day. An 3 bedroom plus den Kingfisher model home located in the highly desirable Shadow Wood at The Brooks community, it offers the perfect balance of comfort, style, and Florida lifestyle living. The open-concept Great Room design on the first floor features soaring ceilings, abundant natural light, and spacious living and dining areas—perfect for relaxing and entertaining. The updated kitchen boasts new granite countertops, a pantry, breakfast bar, and ample storage, seamlessly flowing into the dining area and out to the outdoor oasis. The primary suite and den are conveniently located on the first floor, while upstairs offers two guest bedrooms and a versatile loft space, ideal for family or visitors. The Shadow Wood Club has been completely renovated, providing world-class amenities, and there is no current assessment for the community. Residents enjoy optional golf and country club memberships, tennis, pickleball, fitness, and access to The Commons Club with a private beach club, spa, and dining. This home truly captures the essence of luxury Florida living—a peaceful retreat surrounded by nature and community, where every day feels like a getaway.
    295 days
    256
    7

    Zillow last checked:

    Listing updated:

    Listed by:

    Justin M Jordan (239)287-1371,

    Local Real Estate LLC

    Source: SWFLMLS,MLS#: 225078768MLS LogoOriginating MLS: Bonita Springs

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Den - Study, Great Room, Guest Bath, Guest Room, Screened Lanai/Porch, 4 Bed
      Bedroom
      • Features: First Floor Bedroom, Master BR Ground, Split Bedrooms
      Dining room
      • Features: Breakfast Room
      Kitchen
      • Features: Pantry
      Heating
      • Central
      Cooling
      • Ceiling Fan(s), Central Air
      Appliances
      • Included: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Freezer, Tankless Water Heater, Washer
      • Laundry: Inside, Laundry Tub
      Features
      • Cathedral Ceiling(s), Foyer, Laundry Tub, Pantry, Smoke Detectors, Tray Ceiling(s), Walk-In Closet(s), Window Coverings, Den - Study, Great Room, Guest Bath, Guest Room, Laundry in Residence, Screened Lanai/Porch
      • Flooring: Carpet, Tile
      • Windows: Window Coverings, Shutters - Manual
      • Has fireplace: No
      Interior area
      • Total structure area: 3,150
      • Total interior livable area: 2,453 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, Attached
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Screened Lanai/Porch
      • Has private pool: Yes
      • Pool features: Community, In Ground, Concrete, Equipment Stays, Gas Heat
      • Has view: Yes
      • View description: Lake
      • Has water view: Yes
      • Water view: Lake
      • Waterfront features: Lake
      • Frontage type: Lakefront
      Lot
      • Size: 8,624 Square Feet
      • Features: Regular
      Details
      • Additional structures: Tennis Court(s)
      • Parcel number: 354625E42900B.0350
      • Zoning: RPD

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Traditional
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Concrete Block
      • Roof: Tile
      Condition
      • New construction: No
      • Year built: 2005

      Utilities & green energy

      • Gas: Natural
      • Water: Central

      Community & HOA

      Community
      • Features: Clubhouse, Pool, Fitness Center, Golf, Putting Green, Restaurant, Sidewalks, Tennis Court(s), Gated
      • Security: Smoke Detector(s), Gated Community
      • Subdivision: LONGLEAF
      HOA
      • Has HOA: Yes
      • Amenities included: Basketball Court, Beach Club Available, Bike And Jog Path, Bocce Court, Clubhouse, Pool, Community Room, Fitness Center, Full Service Spa, Golf Course, Internet Access, Pickleball, Private Membership, Putting Green, Restaurant, Sidewalk, Tennis Court(s), Underground Utility
      • HOA fee: $9,614 annually
      Location
      • Region: Estero

      Financial & listing details

      • Price per square foot: $346/sqft
      • Tax assessed value: $699,802
      • Annual tax amount: $10,907
      • Date on market: 11/15/2025
      • Lease term: Buyer Finance/Cash
      • Road surface type: Paved

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        4/2/2026Price change$849,000-3.4%$346/sqft
        Source: SWFLMLS #225078768 Report a problem
        3/10/2026Price change$879,000-1.8%$358/sqft
        Source: SWFLMLS #225078768 Report a problem
        2/24/2026Price change$895,000-3.2%$365/sqft
        Source: SWFLMLS #225078768 Report a problem
        1/20/2026Price change$924,900-2.5%$377/sqft
        Source: SWFLMLS #225078768 Report a problem
        11/15/2025Listed for sale$949,000$387/sqft
        Source: SWFLMLS #225078768 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$10,907 +4.3%$662,362 +10%
        2024$10,458 -4.9%$602,147 +10%
        2023$10,996 +28.3%$547,406 +10%
        2022$8,567 +9.9%$497,642 +10%
        2021$7,794 +3.6%$452,402 +6.5%
        2020$7,521 -3.1%$424,737 -3.3%
        2019$7,764 $439,284 -0.9%
        2018$7,764 -2.3%$443,322 -2.7%
        2017$7,946 -4.2%$455,435 +10.3%
        2016$8,294 +6.5%$413,031 -5.2%
        2015$7,785 $435,502
        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: 34135

        Getting around

        3 / 100
        Car-Dependent
        36 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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