2275 ISLAND RUN
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    +24 more
    Active
    Townhouse

    2275 ISLAND RUN

    WINTER PARK, FL, 32792·WINDWARD SQUARE SEC 3

    MLS# O6439848

    $299,990

    3

    Beds

    2

    Baths

    1,467

    Sq Ft

    Description

    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! 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!

    Property Overview

    StatusActive
    TypeTownhouse
    Year Built1980
    CityWINTER PARK
    Area32792 - WINTER PARK
    SubdivisionWINDWARD SQUARE SEC 3
    StateFL
    CountySeminole
    List Date09/07/2026
    MLS#O6439848
    List Price$299,990

    Bedrooms & Bathrooms

    Bedrooms3
    Bathrooms2
    Full Bathrooms2
    Half Bathrooms0

    Structure

    Construction MaterialsStucco
    RoofShingle
    Foundation DetailsSlab
    FlooringTile
    Private PoolNo

    Size & Lot

    Living Area1,467 sqft
    Lot Size4,533 sqft
    Acres0.10
    Water FrontNo

    Utilities

    HeatingCentral
    CoolingCentral Air
    WaterPublic
    SewerPublic Sewer

    Additional Features

    Interior FeaturesHigh Ceilings, Walk-In Closet(s)
    Exterior FeaturesOther
    AppliancesConvection Oven, Dishwasher, Electric Water Heater, Microwave, Refrigerator

    Contact Agent

    Holiday Realty LLC

    Central Florida Real Estate Experts

    (800) 936-1754

    Our team typically responds within 1 hour during business hours.

    Neighborhood

    About WINDWARD SQUARE SEC 3

    2275 ISLAND RUN is located in the WINDWARD SQUARE SEC 3 community in WINTER PARK, FL. Part of Seminole County.

    The WINDWARD SQUARE SEC 3 neighborhood offers convenient access to local schools, shopping, dining, parks, and major commute routes.

    HOA & Tax Information

    Annual Property Tax$4,730 (2025)

    HOA, Community & Pets

    HOA & Recurring Fees

    Associationwinter park
    HOA Fee$85 / monthly
    Fee Includes
    Maintenance Grounds
    Maintenance

    Community Features

    Playground

    Pet Policy

    Pets AllowedNo

    Pet policies are subject to HOA/condo association rules. Verify current restrictions before purchase.

    Ask About This Property

    Ask a question about this home and get quick, listing-based help from Holiday Realty.

    Answers are generated from listing data and may be incomplete — please verify details with a Holiday Realty agent.

    Listing courtesy of U KEY REALTY · Yukey Hoo

    Frequently Asked Questions

    What is the asking price for 2275 ISLAND RUN?

    The listing price for 2275 ISLAND RUN is $299,990.

    How many bedrooms and bathrooms does 2275 ISLAND RUN have?

    This property features 3 bedrooms and 2 full bathrooms.

    What is the square footage of 2275 ISLAND RUN?

    The living area is approximately 1,467 square feet.

    What community is 2275 ISLAND RUN located in?

    This property is located in the WINDWARD SQUARE SEC 3 community in WINTER PARK, FL. The neighborhood offers convenient access to local schools, shopping, dining, and parks.

    When was 2275 ISLAND RUN built?

    This property was built in 1980.

    What schools are near 2275 ISLAND RUN?

    WINTER PARK is served by the Orange County Public Schools district. Contact us for details on nearby elementary, middle, and high schools, including ratings and enrollment information.

    How do I schedule a showing for 2275 ISLAND RUN?

    You can schedule a private showing by clicking "Schedule a Showing" on this page or calling us at (800) 936-1754.

    Listings courtesy of Stellar MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 2026-09-08. All data is obtained from various sources and may not have been verified by broker or MLS GRID.

    IDX information is provided exclusively for consumers' personal noncommercial use.

    © 2026 Stellar MLS. All rights reserved.