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For sale
  • $355,000

    5203 PLEASURE ISLAND ROAD, ORLANDO, FL 32809

    2beds
    1,336sqft
    Single Family Residence
    Built in 1953
    0.38 Acres Lot
    $-- Zestimate®
    $266/sqft
    $-- HOA

    What's special

    Cozy fireplaceOversized detached garageAbundant natural lightSpacious bonus roomSoaring vaulted ceilingsOverlooking the oversized yardScreened porch
    Welcome to 5203 Pleasure Island Road, a beautifully updated home situated on an expansive 0.38-acre corner lot in the highly desirable Belle Isle area. Offering the perfect blend of character, functionality, and modern updates, this move-in-ready property provides the space and flexibility today’s buyers are looking for. Step inside to a bright and inviting floor plan featuring soaring vaulted ceilings, a cozy fireplace, abundant natural light, and a fully remodeled bathroom (2022). The spacious bonus room offers endless possibilities as a home office, media room, playroom, gym, or additional living space to suit your needs. Enjoy Florida living year-round from the screened porch, an ideal place to relax, entertain, or enjoy your morning coffee while overlooking the oversized yard. One of the home’s standout features is the oversized detached garage, providing exceptional space for multiple vehicles, a workshop, storage, boats, recreational equipment, or hobbies. The generous 0.38-acre lot offers plenty of room to spread out while maintaining privacy. Major improvements provide peace of mind, including a new roof (2020), seven new windows (2022), remodeled bathroom (2022), interior paint (2020), exterior paint (2023), recently serviced mini-split A/C systems (2026), and a septic system that was pumped and serviced in 2026. Located just minutes from Downtown Orlando, Orlando International Airport, major highways, shopping, and dining, this home also offers easy access to Belle Isle’s nearby public boat ramp, making it a fantastic opportunity for boating and outdoor enthusiasts. Combining thoughtful updates, flexible living spaces, an oversized garage, and an incredible lot in one of Central Florida’s most sought-after communities, this home is truly one you won’t want to miss.
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    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Matthew Hughes 407-619-4717,

    REAL BROKER, LLC 855-450-0442

    Source: Stellar MLS,MLS#: O6431697MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 2
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Features: Built-in Closet
      • Level: First
      • Area: 169 Square Feet
      • Dimensions: 13x13
      Bathroom 2
      • Features: Built-in Closet
      • Level: Second
      • Area: 160 Square Feet
      • Dimensions: 16x10
      Balcony porch lanai
      • Level: First
      • Area: 98 Square Feet
      • Dimensions: 14x7
      Bonus room
      • Features: No Closet
      • Level: First
      • Area: 72 Square Feet
      • Dimensions: 8x9
      Florida room
      • Level: First
      • Area: 352 Square Feet
      • Dimensions: 22x16
      Kitchen
      • Level: First
      • Area: 90 Square Feet
      • Dimensions: 10x9
      Living room
      • Level: First
      • Area: 308 Square Feet
      • Dimensions: 22x14
      Heating
      • Central
      Cooling
      • Central Air, Ductless
      Appliances
      • Included: Dishwasher, Disposal, Microwave, Refrigerator
      • Laundry: In Garage
      Features
      • Ceiling Fan(s), High Ceilings, Open Floorplan, Smart Home
      • Flooring: Ceramic Tile, Luxury Vinyl
      • Has fireplace: Yes
      • Fireplace features: Wood Burning
      Interior area
      • Total structure area: 1,336
      • Total interior livable area: 1,336 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage - Attached
      • Attached garage spaces: 2
      Features
      • Levels: Multi/Split
      • Exterior features: Private Yard
      Lot
      • Size: 0.38 Acres
      Details
      • Parcel number: 182330716400620
      • Zoning: R-1-AA
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Property subtype: Single Family Residence
      Materials
      • Block, Wood Siding
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1953

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public
      • Utilities for property: Electricity Available

      Community & HOA

      Community
      • Pet fee: $0 monthly
      • Subdivision: PLEASURE ISLAND REP
      HOA
      • Has HOA: No
      Location
      • Region: Belle Isle

      Financial & listing details

      • Price per square foot: $266/sqft
      • Tax assessed value: $299,365
      • Annual tax amount: $5,596
      • Date on market: 8/7/2026
      • Cumulative days on market: 2 days
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Asphalt

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        8/7/2026Listed for sale$355,000+33.2%$266/sqft
        Source: Stellar MLS #O6431697 Report a problem
        7/14/2023Listing removed--
        Source: Zillow Rentals Report a problem
        7/12/2023Price change$2,400-4%$2/sqft
        Source: Zillow Rentals Report a problem
        7/5/2023Listed for rent$2,500+4.2%$2/sqft
        Source: Zillow Rentals Report a problem
        3/17/2023Listing removed--
        Source: Zillow Rentals Report a problem
        3/7/2023Listed for rent$2,400$2/sqft
        Source: Zillow Rentals Report a problem
        7/28/2020Sold$266,500-4.8%$199/sqft
        Source: Public Record Report a problem
        6/26/2020Pending sale$280,000$210/sqft
        Source: CONNECT REALTY.COM INC #O5867701 Report a problem
        6/9/2020Listed for sale$280,000+75%$210/sqft
        Source: CONNECT REALTY.COM INC #O5867701 Report a problem
        9/25/2013Sold$160,000-3.6%$120/sqft
        Source: Stellar MLS #O5176974 Report a problem
        8/13/2013Listed for sale$166,000+27.7%$124/sqft
        Source: Coldwell Banker Residential Real Estate - Orlando #O5176974 Report a problem
        11/2/2011Sold$130,000-3.6%$97/sqft
        Source: Public Record Report a problem
        9/23/2011Listed for sale$134,900+51.6%$101/sqft
        Source: Exit Real Estate Results #O5065006 Report a problem
        10/5/1998Sold$89,000-68.1%$67/sqft
        Source: Public Record Report a problem
        7/28/1997Sold$279,000$209/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2024$5,364 +31.9%$299,365 +14.5%
        2023$4,067 +4.5%$261,508 +3%
        2022$3,893 +2.1%$253,891 +3%
        2021$3,811 +26.6%$246,496 +24.5%
        2020$3,009 +1.6%$198,044 +2.3%
        2019$2,962 +1.3%$193,591 +1.9%
        2018$2,924 $189,981 -8.4%
        2017$2,924 +2.9%$207,459 +13.8%
        2016$2,841 +0.4%$182,246 +3.9%
        2015$2,830 -0.1%$175,360 +24.9%
        2014$2,833 +69.8%$140,393 +22%
        2013$1,668 +0.2%$115,047 +0.7%
        2012$1,665 -12.3%$114,279 +28.1%
        2011$1,898 +1.3%$89,200 -1.6%
        2010$1,874 $90,688 -19.8%
        2009-- $113,086 -26.2%
        2008$2,551 +115%$153,313 -6.8%
        2007$1,186 -3.6%$164,510 +3.8%
        2006$1,230 +2.4%$158,555 +23.6%
        2005$1,201 +9.9%$128,313 +14.6%
        2004$1,093 +3.6%$111,948 +13.3%
        2003$1,055 +6.5%$98,849 +12.2%
        2002$991 -0.9%$88,062 +5.7%
        2001$1,000 +2.6%$83,311 +5%
        2000$975 $79,316
        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.
        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: 32809

        Getting around

        0 / 100
        Car-Dependent
        28 / 100
        Somewhat Bikeable

        Nearby schools

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