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    480 Properties
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    480 Properties Available In Winter Park

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    • Newest Listings
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    FL >Winter Park >
    Market Insights
    720 N PENNSYLVANIA AVE, Winter Park, FL 32789
    Active

    $550,000

    720 N PENNSYLVANIA AVE, Winter Park, FL 32789

    3 Beds2 Baths1,115 SqFt

    Listed by RE/MAX TOWN & COUNTRY REALTY

    Stellar MLS
    1913 WOODCREST DR #B, Winter Park, FL 32792
    Price Dropped by $15K

    $225,000

    1913 WOODCREST DR #B, Winter Park, FL 32792

    2 Beds2 Baths987 SqFt

    Listed by FUTURE HOME REALTY INC

    Stellar MLS
    3651 N GOLDENROD RD #210, Winter Park, FL 32792
    Active

    $191,000

    3651 N GOLDENROD RD #210, Winter Park, FL 32792

    2 Beds2 Baths840 SqFt

    Listed by WRA BUSINESS & REAL ESTATE

    Stellar MLS
    224 LEWFIELD CIR, Winter Park, FL 32792
    Active

    $185,000

    224 LEWFIELD CIR, Winter Park, FL 32792

    2 Beds2 Baths953 SqFt

    Listed by WEMERT GROUP REALTY LLC

    Stellar MLS
    166 SCOTTSDALE SQ #166, Winter Park, FL 32792
    Active

    $100,000

    166 SCOTTSDALE SQ #166, Winter Park, FL 32792

    2 Beds2 Baths1,020 SqFt

    Listed by KYLIN REALTY LLC

    Stellar MLS
    607 ELLEN DR, Winter Park, FL 32789
    Price Dropped by $10K

    $1,664,900

    607 ELLEN DR, Winter Park, FL 32789

    4 Beds5 Baths2,812 SqFt

    Listed by COMMUNITY REALTY ASSOCIATES

    Stellar MLS
    1611 CHESTNUT AVE, Winter Park, FL 32789
    Price Dropped by $100K

    $1,195,000

    1611 CHESTNUT AVE, Winter Park, FL 32789

    4 Beds4 Baths2,916 SqFt

    Listed by PARK AVENUE REALTY LLC

    Stellar MLS
    625 BRECHIN DR, Winter Park, FL 32792
    Active

    $795,000

    625 BRECHIN DR, Winter Park, FL 32792

    3 Beds2 Baths1,827 SqFt

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS
    2412 CHANTILLY AVE, Winter Park, FL 32789
    Active

    $2,389,000

    2412 CHANTILLY AVE, Winter Park, FL 32789

    5 Beds7 Baths4,506 SqFt

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
    3901 WOODGLADE CV, Winter Park, FL 32792
    Price Dropped by $5K

    $544,000

    3901 WOODGLADE CV, Winter Park, FL 32792

    4 Beds3 Baths2,213 SqFt

    Listed by OLYMPUS EXECUTIVE REALTY INC

    Stellar MLS
    2500 LEE RD #202, Winter Park, FL 32789
    Price Dropped by $6K

    $249,000

    2500 LEE RD #202, Winter Park, FL 32789

    2 Beds2 Baths956 SqFt

    Listed by THE ANDERSON GROUP & CO PL

    Stellar MLS
    116 SCOTTSDALE SQ #2, Winter Park, FL 32792
    Active

    $154,000

    116 SCOTTSDALE SQ #2, Winter Park, FL 32792

    2 Beds2 Baths1,020 SqFt

    Listed by RE/MAX TOWN & COUNTRY REALTY

    Stellar MLS
    243 SCOTTSDALE SQ #243, Winter Park, FL 32792
    Active

    $154,000

    243 SCOTTSDALE SQ #243, Winter Park, FL 32792

    2 Beds2 Baths1,020 SqFt

    Listed by RE/MAX TOWN & COUNTRY REALTY

    Stellar MLS
    285 SCOTTSDALE SQ #285, Winter Park, FL 32792
    Active

    $154,000

    285 SCOTTSDALE SQ #285, Winter Park, FL 32792

    2 Beds2 Baths1,020 SqFt

    Listed by RE/MAX TOWN & COUNTRY REALTY

    Stellar MLS
    622 PENN PL, Winter Park, FL 32789
    Price Dropped by $55K

    $1,895,000

    622 PENN PL, Winter Park, FL 32789

    3 Beds4 Baths2,767 SqFt

    Listed by COMMUNITY REALTY ASSOCIATES

    Stellar MLS
    2033 CANNY CV, Winter Park, FL 32792
    Active

    $452,000

    2033 CANNY CV, Winter Park, FL 32792

    3 Beds3 Baths1,907 SqFt

    Listed by LPT REALTY, LLC

    Stellar MLS
    785 N PHELPS AVE, Winter Park, FL 32789
    Active

    $2,119,000

    785 N PHELPS AVE, Winter Park, FL 32789

    5 Beds4 Baths2,964 SqFt

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
    1400 S PENNSYLVANIA AVE, Winter Park, FL 32789
    Active

    $1,300,000

    1400 S PENNSYLVANIA AVE, Winter Park, FL 32789

    4 Beds3 Baths2,310 SqFt

    Listed by JACK KELLER INC

    Stellar MLS
    2394 SUN VALLEY CIR #2394, Winter Park, FL 32792
    3D
    Active

    $265,000

    2394 SUN VALLEY CIR #2394, Winter Park, FL 32792

    2 Beds3 Baths1,295 SqFt

    Listed by EXP REALTY LLC

    Stellar MLS
    318 SCOTTSDALE SQ #318, Winter Park, FL 32792
    Active

    $112,000

    318 SCOTTSDALE SQ #318, Winter Park, FL 32792

    2 Beds2 Baths1,020 SqFt

    Listed by RE/MAX ASSURED

    Stellar MLS
    1875 STAUNTON AVE, Winter Park, FL 32789
    Price Dropped by $1K

    $598,000

    1875 STAUNTON AVE, Winter Park, FL 32789

    4 Beds2 Baths2,036 SqFt

    Listed by THE AGENCY ORLANDO

    Stellar MLS
    1417 MILLER AVE, Winter Park, FL 32789
    Active

    $1,599,900

    1417 MILLER AVE, Winter Park, FL 32789

    5 Beds4 Baths3,312 SqFt

    Listed by CORCORAN PREMIER REALTY

    Stellar MLS
    1309 PARADISE LN, Winter Park, FL 32792
    Price Dropped by $10K

    $388,000

    1309 PARADISE LN, Winter Park, FL 32792

    3 Beds2 Baths1,606 SqFt

    Listed by COLDWELL BANKER REALTY

    Stellar MLS
    3069 AARON BURR AVE #D, Winter Park, FL 32792
    Active

    $1,200

    3069 AARON BURR AVE #D, Winter Park, FL 32792

    1 Bed1 Bath537 SqFt

    Listed by ACKLEY FLORIDA PROPERTY MANAGEMENT INC

    Stellar MLS
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    IMPACT Realty Tampa Bay

    Curt Chandler License ID: SL3465262

    curt@thegulfcoastrealtyteam.com

    3309 West Bay to Bay Blvd, Tampa, Florida 33629 USA

    Get My App

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    default
        Home
        Join Our Team
        Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
        Sell
        1. Sell My Home
        2. Home Valuation
        About
        1. About Us
        2. Contact Us
        Calendars
        1. IMPACT Networking Nexus
        2. IMPACT Training Calendar
        3. GTR Training Calendar
        Market Snapshot
    IMPACT Realty Tampa Bay

    Curt Chandler License ID: SL3465262

    curt@thegulfcoastrealtyteam.com

    3309 West Bay to Bay Blvd, Tampa, Florida 33629 USA

    Get My App

    Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap

    Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

    IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.