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For sale
    • $299,990

    2275 ISLAND RUN, WINTER PARK, FL 32792

    3beds
    1,467sqft
    : 
    $2,231/mo
    Get pre-qualified
    Townhouse
    Built in 1980
    4,533 Square Feet Lot
    $293,300 Zestimate®
    $204/sqft
    $85/mo HOA

    What's special

    End-unit home
    Great opportunity in the established Windward Square community of Winter Park! This END-UNIT home offers 3 bedrooms, 2 full bathrooms and approximately 1,467 square feet of living space, with added privacy and plenty of potential. ROOF REPLACED IN 2017! 10K seller contribution for the floor. The home is ready for some TLC and personal updates, giving the next owner the opportunity to renovate and make it their own. The spacious living and dining areas gives a functional layout, while the large screened porch provides additional space to relax, entertain, and enjoy Florida living. Being located at the end provides additional privacy and a more open feel compared with interior units. The community offers amenities including a swimming pool and tennis courts. Conveniently located near shopping, dining and major roadways, with easy access to Winter Park, Orlando and surrounding areas. Whether you’re looking for a primary residence or an investment opportunity, this property offers great potential and an excellent opportunity to add value through your own improvements. Bring your vision and make this home your own!
    35 days
    411
    23

    Likely to sell faster than

    Zillow last checked:

    Listing updated:

    Listed by:

    Yukey Hoo 407-937-8888,

    U KEY REALTY 407-937-8888

    Source: Stellar MLS,MLS#: O6439848MLS LogoOriginating MLS: Orlando Regional

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 168 Square Feet
      • Dimensions: 12x14
      Bedroom 2
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 143 Square Feet
      • Dimensions: 11x13
      Bedroom 3
      • Features: Walk-In Closet(s)
      • Level: First
      • Area: 180 Square Feet
      • Dimensions: 12x15
      Dining room
      • Level: First
      • Area: 132 Square Feet
      • Dimensions: 11x12
      Kitchen
      • Level: First
      • Area: 44 Square Feet
      • Dimensions: 4x11
      Living room
      • Level: First
      • Area: 315 Square Feet
      • Dimensions: 15x21
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Convection Oven, Dishwasher, Electric Water Heater, Microwave, Refrigerator
      • Laundry: Laundry Closet
      Features
      • High Ceilings, Walk-In Closet(s)
      • Flooring: Tile
      • Has fireplace: No
      Interior area
      • Total structure area: 1,787
      • Total interior livable area: 1,467 sqft
      Video & virtual tour

      Property

      Features
      • Levels: One
      • Stories: 1
      • Exterior features: Other
      Lot
      • Size: 4,533 Square Feet
      Details
      • Parcel number: 34213052500003030
      • Zoning: RMF-13
      • Special conditions: None

      Construction

      Type & style
      • Home type: Townhouse
      • Property subtype: Townhouse
      Materials
      • Stucco
      • Foundation: Slab
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1980

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Electricity Available, Water Available

      Community & HOA

      Community
      • Features: Playground
      • Pet fee: $0 monthly
      • Subdivision: WINDWARD SQUARE SEC 3
      HOA
      • Has HOA: Yes
      • Services included: Maintenance Grounds, Maintenance Repairs
      • HOA fee: $85 monthly
      • HOA name: winter park
      Location
      • Region: Winter Park

      Financial & listing details

      • Price per square foot: $204/sqft
      • Tax assessed value: $315,654
      • Annual tax amount: $4,730
      • Date on market: 9/7/2026
      • Cumulative days on market: 35 days
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Concrete

        Estimated market value

        $293,300

        $279,000 - $308,000

        $2,058/mo

        Price history

        DateEventPrice
        9/7/2026Listed for sale$299,990+185.7%$204/sqft
        Source: Stellar MLS #O6439848 Report a problem
        8/26/2022Listing removed--
        Source: Zillow Rental Manager Report a problem
        8/5/2022Listed for rent$1,900$1/sqft
        Source: Zillow Rental Manager Report a problem
        6/11/2014Sold$105,000$72/sqft
        Source: Stellar MLS #O5219095 Report a problem
        4/1/2014Listed for sale$105,000$72/sqft
        Source: Keller Williams At The Parks #O5219095 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$4,730 +16.3%$237,665 +10%
        2024$4,066 +7.3%$216,059 +10%
        2023$3,790 +13.6%$196,417 +10%
        2022$3,335 +9.4%$178,561 +10%
        2021$3,050 +12%$162,328 +10%
        2020$2,723 +6.5%$147,571 +10%
        2019$2,557 $134,155 -12.8%
        2018$2,557 +9.4%$153,825 +38.7%
        2017$2,338 +12.8%$110,872 -1.2%
        2016$2,073 +7.9%$112,214 +22.5%
        2015$1,921 $91,630 +24.8%
        2014$1,921 +72.8%$73,429 +25.6%
        2013$1,111 +178.4%$58,455 -5.4%
        2012$399 -19%$61,775 -15.5%
        2011$493 +0.5%$73,118 +1.5%
        2010$491 +4%$72,037 +2.7%
        2009$472 +4.4%$70,143 +0.1%
        2008$452 -12.4%$70,073 +3%
        2007$516 -15.4%$68,032 +2.5%
        2006$610 +4.2%$66,373 +3%
        2005$585 +2.7%$64,440 +3%
        2004$569 +2.4%$62,563 +1.9%
        2003$556 +3.4%$61,396 +2.4%
        2002$538 -15.6%$59,957 +4.6%
        2000$637 $57,294
        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: 32792

        Getting around

        46 / 100
        Car-Dependent
        28 / 100
        Some Transit
        40 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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