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For sale
  • $759,000

    8104 JAILENE DRIVE, WINDERMERE, FL 34786

    4beds
    2,886sqft
    : 
    $5,160/mo
    Get pre-qualified
    Single Family Residence
    Built in 2012
    6,000 Square Feet Lot
    $-- Zestimate®
    $263/sqft
    $81/mo HOA

    What's special

    Screened poolButler pantryFresh interior paintTopazio white granite countertopsPrivacy and outdoor livingOpen light-filled floor planWasher and dryer
    Welcome to 8104 Jailene Drive, a beautifully updated 4-bedroom, 3.5-bath pool home offering nearly 2,900 square feet of thoughtfully designed living space in the desirable Lake Sawyer community in Windermere. Set against a peaceful conservation backdrop with no rear neighbors, this home pairs privacy and outdoor living with a long list of recent improvements—including a NEW ROOF completed in May 2026, fresh interior paint and landscape lighting that beautifully highlights the property after sunset. Inside, an open, light-filled floor plan creates an easy flow for both everyday living and entertaining. The centrally located kitchen features upgraded cabinetry, Topazio White granite countertops a butler pantry, stainless steel appliances with a Bosch dishwasher, and generous workspace and storage. Custom details continue throughout the home, including upgraded wood and laminate flooring, a built-in credenza in the family room and built-in shelving in the office. The spacious primary suite offers a private retreat of its own, complete with a separate sitting area, oversized walk-in closet with built-in cabinetry. Step outside to the screened pool and enjoy a private backyard setting surrounded by mature landscaping and peaceful conservation views—an ideal place to unwind, entertain, or spend a quiet Florida afternoon. Additional conveniences include a washer and dryer, Vivant security system, and an attached 2-car garage. Some furnishings may also be negotiable. Lake Sawyer residents enjoy a community pool, basketball and tennis courts, walking trails, dog-walking areas, and more, all in a sought-after Windermere location convenient to shopping, dining, top area attractions, and everything that makes this part of Central Florida such a desirable place to call home. With significant updates already completed and an inviting indoor-outdoor lifestyle, 8104 Jailene Drive is ready for its next chapter.
    6 days
    997
    69

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Jay Martin 407-496-8613,

    CORCORAN PREMIER REALTY 407-965-1155

    Source: Stellar MLS,MLS#: O6437963MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 4
      • Full bathrooms: 3
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 208 Square Feet
      • Dimensions: 16x13
      Bonus room
      • Features: Built-in Closet
      • Level: Second
      • Area: 361 Square Feet
      • Dimensions: 19x19
      Kitchen
      • Level: First
      • Area: 216 Square Feet
      • Dimensions: 18x12
      Living room
      • Level: First
      • Area: 247 Square Feet
      • Dimensions: 19x13
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Dishwasher, Microwave, Range, Refrigerator
      • Laundry: Inside
      Features
      • Ceiling Fan(s)
      • Flooring: Carpet, Ceramic Tile, Hardwood
      • Has fireplace: No
      Interior area
      • Total structure area: 3,629
      • Total interior livable area: 2,886 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Covered, Deck, Patio, Porch
      • Exterior features: Irrigation System, Lighting, Private Entrance, Sidewalk
      • Has private pool: Yes
      • Pool features: Gunite
      Lot
      • Size: 6,000 Square Feet
      • Dimensions: 50 x 120
      • Residential vegetation: Trees/Landscaped
      Details
      • Parcel number: 352327476600430
      • Zoning: P-D
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 2012

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: BB/HS Internet Available, Cable Available

      Community & HOA

      Community
      • Features: Deed Restrictions, Pool
      • Security: Security System Owned, Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: LAKE SAWYER SOUTH PH 05
      HOA
      • Has HOA: Yes
      • HOA fee: $81 monthly
      • HOA name: Tiffany Castille
      Location
      • Region: Windermere

      Financial & listing details

      • Price per square foot: $263/sqft
      • Tax assessed value: $619,928
      • Annual tax amount: $5,884
      • Date on market: 9/1/2026
      • Cumulative days on market: 7 days
      • Listing terms: Cash,Conventional,FHA,VA Loan
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Road surface type: Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/1/2026Listed for sale$759,000+87.4%$263/sqft
        Source: Stellar MLS #O6437963 Report a problem
        3/23/2018Sold$405,000-3.8%$140/sqft
        Source: Public Record Report a problem
        2/3/2018Price change$420,900-0.9%$146/sqft
        Source: OFFERPAD BROKERAGE #T2916132 Report a problem
        1/13/2018Price change$424,900-0.7%$147/sqft
        Source: OFFERPAD BROKERAGE #T2916132 Report a problem
        12/14/2017Price change$427,900-0.5%$148/sqft
        Source: OFFERPAD BROKERAGE #T2916132 Report a problem
        11/30/2017Listed for sale$429,900+5.6%$149/sqft
        Source: OFFERPAD BROKERAGE #T2916132 Report a problem
        11/17/2017Sold$407,000+6.3%$141/sqft
        Source: Public Record Report a problem
        8/3/2015Sold$383,000-1.5%$133/sqft
        Source: Public Record Report a problem
        6/7/2015Price change$389,000-1%$135/sqft
        Source: RE/MAX Magic #O5346302 Report a problem
        5/25/2015Price change$393,000-3%$136/sqft
        Source: RE/MAX Magic #O5346302 Report a problem
        5/5/2015Price change$405,000-4.7%$140/sqft
        Source: RE/MAX Magic #O5346302 Report a problem
        4/16/2015Listed for sale$425,000-2.3%$147/sqft
        Source: RE/MAX Magic #O5346302 Report a problem
        3/12/2015Listing removed$435,000$151/sqft
        Source: RE/MAX Marketplace Ii #O5346302 Report a problem
        2/12/2015Listed for sale$435,000+20.8%$151/sqft
        Source: RE/MAX GATEWAY #O5346302 Report a problem
        10/30/2012Sold$360,200$125/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$5,600 +7.5%$359,554 +3%
        2023$5,207 +2.5%$349,082 +3%
        2022$5,082 +1%$338,915 +3%
        2021$5,035 +0.8%$329,044 +1.4%
        2020$4,996 +1.1%$324,501 +2.3%
        2019$4,941 -20.9%$317,205 -10.3%
        2018$6,248 $353,610 +1.9%
        2017$6,248 +28.5%$346,883 +12.3%
        2016$4,864 +12.3%$308,802 +4.5%
        2015$4,332 -9.3%$295,421 +0.5%
        2014$4,777 +1.9%$293,958 +5.3%
        2013$4,689 +327.7%$279,241 +458.5%
        2012$1,096 +115.6%$50,000 +75.4%
        2011$508 $28,500
        Find assessor info on the county website

        Monthly payment

        Est. payment

        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: 34786

        Getting around

        0 / 100
        Car-Dependent
        29 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Sunset Park Elem
        • Middle: Bridgewater Middle
        • High: West Orange High

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

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