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    74 Properties
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    74 Properties Available

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    • Newest Listings
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    1450 CHESTNUT AVE, Winter Park, FL 32789
    Open Sun 2PM-4PM

    $1,250,000

    1450 CHESTNUT AVE, Winter Park, FL 32789

    3 Beds4 Baths1,942 SqFt

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS
    720 W WEBSTER AVE, Winter Park, FL 32789
    Open Sat 10AM-12PM

    $625,000

    720 W WEBSTER AVE, Winter Park, FL 32789

    3 Beds2 Baths1,356 SqFt

    Listed by THE AGENCY ORLANDO

    Stellar MLS
    311 E MORSE BLVD #7-11, Winter Park, FL 32789
    Open Sun 1PM-3PM

    $349,900

    311 E MORSE BLVD #7-11, Winter Park, FL 32789

    1 Bed1 Bath570 SqFt

    Listed by FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
    715 VIA BELLA, Winter Park, FL 32789
    Open Sun 1PM-3PM

    $2,329,000

    715 VIA BELLA, Winter Park, FL 32789

    5 Beds4 Baths4,328 SqFt

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
    2500 LEE RD #219, Winter Park, FL 32789
    Open Sat 12PM-2PM

    $200,000

    2500 LEE RD #219, Winter Park, FL 32789

    2 Beds1 Bath851 SqFt

    Listed by SUNDIAL REAL ESTATE LLC

    Stellar MLS
    512 CLARENDON AVE, Winter Park, FL 32789
    Open Sun 12PM-2PM

    $995,000

    512 CLARENDON AVE, Winter Park, FL 32789

    4 Beds4 Baths2,826 SqFt

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
    617 WORTHINGTON DR, Winter Park, FL 32789
    Open Sun 2PM-4PM

    $1,899,000

    617 WORTHINGTON DR, Winter Park, FL 32789

    5 Beds5 Baths3,533 SqFt

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS
    140 E MORSE BLVD #J, Winter Park, FL 32789
    Open Sat 12PM-2PM

    $2,495,000

    140 E MORSE BLVD #J, Winter Park, FL 32789

    3 Beds3 Baths2,143 SqFt

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
    1275 MICHIGAN AVE, Winter Park, FL 32789
    Price Dropped by $25K

    $689,000

    1275 MICHIGAN AVE, Winter Park, FL 32789

    3 Beds3 Baths1,866 SqFt

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
    632 GAINES WAY, Winter Park, FL 32789
    New

    $2,100

    632 GAINES WAY, Winter Park, FL 32789

    1 Bed1 Bath550 SqFt

    Listed by WEMERT GROUP REALTY LLC

    Stellar MLS
    1166 OAKS BLVD, Winter Park, FL 32789
    Price Dropped by $99K

    $1,699,999

    1166 OAKS BLVD, Winter Park, FL 32789

    4 Beds4 Baths2,860 SqFt

    Listed by FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
    851 MILES AVE #21, Winter Park, FL 32789
    Active

    $1,695

    851 MILES AVE #21, Winter Park, FL 32789

    2 Beds1 Bath808 SqFt

    Listed by FLORIDA ONE REAL ESTATE LLC

    Stellar MLS
    215 SALVADOR SQUARE, Winter Park, FL 32789
    Price Dropped by $100K

    $1,095,000

    215 SALVADOR SQUARE, Winter Park, FL 32789

    4 Beds4 Baths2,565 SqFt

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
    1740 ANZLE AVE, Winter Park, FL 32789
    Price Dropped by $165K

    $630,000

    1740 ANZLE AVE, Winter Park, FL 32789

    4 Beds2 Baths1,808 SqFt

    Listed by GOYAL & DECOSTER REALTY

    Stellar MLS
    1661 HILLCREST AVE, Winter Park, FL 32789
    Price Dropped by $1K

    $10,000

    1661 HILLCREST AVE, Winter Park, FL 32789

    4 Beds4 Baths3,104 SqFt

    Listed by ROYALTY R E BOUTIQUE INC

    Stellar MLS
    1641 CHESTNUT AVE, Winter Park, FL 32789
    Active

    $3,695

    1641 CHESTNUT AVE, Winter Park, FL 32789

    3 Beds3 Baths1,750 SqFt

    Listed by REAL PROPERTY MANAGEMENT AND REALTY

    Stellar MLS
    1250 S DENNING DR #232, Winter Park, FL 32789
    Active

    $1,600

    1250 S DENNING DR #232, Winter Park, FL 32789

    2 Beds2 Baths913 SqFt

    Listed by RE/MAX DOWNTOWN

    Stellar MLS
    2843 RIDDLE DR, Winter Park, FL 32789
    Active

    $2,760

    2843 RIDDLE DR, Winter Park, FL 32789

    4 Beds3 Baths1,970 SqFt

    Listed by MAIN STREET RENEWAL LLC

    Stellar MLS
    1500 MICHIGAN AVE #B, Winter Park, FL 32789
    Active

    $1,499

    1500 MICHIGAN AVE #B, Winter Park, FL 32789

    2 Beds1 Bath650 SqFt

    Listed by 407 PROPERTIES

    Stellar MLS
    955 MINNESOTA AVE, Winter Park, FL 32789
    Active

    $2,550

    955 MINNESOTA AVE, Winter Park, FL 32789

    3 Beds1 Bath1,349 SqFt

    Listed by REAL PROPERTY MANAGEMENT AND REALTY

    Stellar MLS
    200 SANDLEWOOD TRL #4, Winter Park, FL 32789
    Active

    $1,895

    200 SANDLEWOOD TRL #4, Winter Park, FL 32789

    2 Beds3 Baths1,133 SqFt

    Listed by FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
    1205 MAYFIELD AVE, Winter Park, FL 32789
    Active

    $6,995

    1205 MAYFIELD AVE, Winter Park, FL 32789

    4 Beds5 Baths3,948 SqFt

    Listed by RE/MAX 200 REALTY

    Stellar MLS
    1288 MICHIGAN AVE, Winter Park, FL 32789
    Active

    $3,500

    1288 MICHIGAN AVE, Winter Park, FL 32789

    6 Beds3 Baths2,722 SqFt

    Listed by CQ ORLANDO REALTY INC

    Stellar MLS
    240 ORANGE TERRACE DR, Winter Park, FL 32789
    Price Dropped by $10K

    $535,000

    240 ORANGE TERRACE DR, Winter Park, FL 32789

    4 Beds2 Baths1,718 SqFt

    Listed by A+ REALTY PROFESSIONALS, INC

    Stellar MLS
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    Black with Red
    Engel & Völkers

    Marisa Gillman Denton License ID: BK 3335871

    +1(386) 682-9776 marisa.gillmandenton@engelvoelkers.com

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

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    Black with Red
    Engel & Völkers

    Marisa Gillman Denton License ID: BK 3335871

    +1(386) 682-9776 marisa.gillmandenton@engelvoelkers.com

      • Home
        About
        1. About Us
        2. Contact Us
        3. Reviews
      • Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
      • Sell
        1. Sell My Home
        2. Home Valuation

    Get My App

    Download for iOS
    iOS
    Download for Android
    Android

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

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

    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.