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    547 Properties
    Map

    547 Properties Available In Winter Park

    • Price-High To Low
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
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    FL >Winter Park >
    Market Insights
    1120 PRESERVE POINT DR, Winter Park, FL 32789
    Price Dropped by $1.0M

    $10,900,000

    1120 PRESERVE POINT DR, Winter Park, FL 32789

    7 Beds11 Baths11,255 SqFt

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
    2661 VIA TUSCANY, Winter Park, FL 32789
    Active

    $8,799,000

    2661 VIA TUSCANY, Winter Park, FL 32789

    4 Beds5 Baths4,564 SqFt

    Listed by PV LUXURY GROUP PA

    Stellar MLS
    541 VIRGINIA DR, Winter Park, FL 32789
    Pending

    $5,800,000

    541 VIRGINIA DR, Winter Park, FL 32789

    4 Beds4 Baths4,725 SqFt

    Listed by HOMEVEST REALTY

    Stellar MLS
    1660 PALMER AVE, Winter Park, FL 32789
    Active

    $5,200,000

    1660 PALMER AVE, Winter Park, FL 32789

    5 Beds7 Baths6,406 SqFt

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
    2228 AZALEA PL, Winter Park, FL 32789
    3D
    Price Dropped by $400K

    $5,000,000

    2228 AZALEA PL, Winter Park, FL 32789

    5 Beds6 Baths5,072 SqFt

    Listed by COMPASS FLORIDA LLC

    Stellar MLS
    421 LAKEWOOD DR, Winter Park, FL 32789
    Active

    $4,500,000

    421 LAKEWOOD DR, Winter Park, FL 32789

    5 Beds9 Baths5,847 SqFt

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
    1581 FOREST AVE, Winter Park, FL 32789
    Active

    $4,175,000

    1581 FOREST AVE, Winter Park, FL 32789

    4 Beds6 Baths4,683 SqFt

    Listed by BHHS FLORIDA REALTY

    Stellar MLS
    1782 PINE AVE, Winter Park, FL 32789
    Active

    $4,100,000

    1782 PINE AVE, Winter Park, FL 32789

    5 Beds7 Baths4,782 SqFt

    Listed by EXP REALTY LLC

    Stellar MLS
    861 BONITA DR, Winter Park, FL 32789
    Active

    $3,850,000

    861 BONITA DR, Winter Park, FL 32789

    6 Beds8 Baths6,939 SqFt

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
    2171 FORREST RD, Winter Park, FL 32789
    Price Dropped by $100K

    $3,750,000

    2171 FORREST RD, Winter Park, FL 32789

    5 Beds6 Baths4,565 SqFt

    Listed by PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
    141 S PHELPS AVE, Winter Park, FL 32789
    Price Dropped by $385K

    $3,595,000

    141 S PHELPS AVE, Winter Park, FL 32789

    6 Beds6 Baths5,878 SqFt

    Listed by COLDWELL BANKER RESIDENTIAL RE

    Stellar MLS
    1391 RICHMOND RD, Winter Park, FL 32789
    Active

    $3,499,500

    1391 RICHMOND RD, Winter Park, FL 32789

    4 Beds6 Baths4,635 SqFt

    Listed by STOCKWORTH REALTY GROUP

    Stellar MLS
    1820 ENGLEWOOD RD, Winter Park, FL 32789
    New

    $3,300,000

    1820 ENGLEWOOD RD, Winter Park, FL 32789

    5 Beds6 Baths4,263 SqFt

    Listed by KELLER WILLIAMS ADVANTAGE III

    Stellar MLS
    532 WORTHINGTON DR, Winter Park, FL 32789
    Active

    $3,295,000

    532 WORTHINGTON DR, Winter Park, FL 32789

    5 Beds6 Baths3,974 SqFt

    Listed by FLORIDA ONE REAL ESTATE LLC

    Stellar MLS
    731 WILLIAMS DR, Winter Park, FL 32789
    Open 6/8 1PM-3PM

    $3,288,000

    731 WILLIAMS DR, Winter Park, FL 32789

    5 Beds6 Baths4,260 SqFt

    Listed by FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
    1891 LAKE SPIER DR, Winter Park, FL 32789
    Active

    $3,200,000

    1891 LAKE SPIER DR, Winter Park, FL 32789

    5 Beds4 Baths3,932 SqFt

    Listed by LPT REALTY, LLC

    Stellar MLS
    1911 STONEHURST RD, Winter Park, FL 32789
    Pending

    $3,195,000

    1911 STONEHURST RD, Winter Park, FL 32789

    4 Beds6 Baths5,097 SqFt

    Listed by FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
    1730 WINCHESTER DR, Winter Park, FL 32789
    Price Dropped by $99K

    $3,150,000

    1730 WINCHESTER DR, Winter Park, FL 32789

    5 Beds6 Baths4,080 SqFt

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
    541 W CANTON AVE, Winter Park, FL 32789
    Active

    $3,150,000

    541 W CANTON AVE, Winter Park, FL 32789

    4 Beds4 Baths3,553 SqFt

    Listed by KELLER WILLIAMS WINTER PARK

    Stellar MLS
    940 LINCOLN CIR, Winter Park, FL 32789
    3D
    Price Dropped by $255K

    $3,095,000

    940 LINCOLN CIR, Winter Park, FL 32789

    4 Beds5 Baths3,551 SqFt

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS
    1020 MAYFIELD AVE, Winter Park, FL 32789
    Price Dropped by $245K

    $2,950,000

    1020 MAYFIELD AVE, Winter Park, FL 32789

    4 Beds3 Baths2,663 SqFt

    Listed by KELLY PRICE & COMPANY LLC

    Stellar MLS
    700 JACKSON AVE, Winter Park, FL 32789
    Price Dropped by $300K

    $2,950,000

    700 JACKSON AVE, Winter Park, FL 32789

    10,174 SqFt

    Listed by BEYOND COMMERCIAL

    Stellar MLS
    1401 GREEN COVE RD, Winter Park, FL 32789
    Open 6/21 11AM-4PM

    $2,900,000

    1401 GREEN COVE RD, Winter Park, FL 32789

    4 Beds7 Baths5,416 SqFt

    Listed by BUCKEYE REALTY LLC

    Stellar MLS
    1860 VIA CONTESSA, Winter Park, FL 32789
    Price Dropped by $50K

    $2,900,000

    1860 VIA CONTESSA, Winter Park, FL 32789

    8 Beds6 Baths7,000 SqFt

    Listed by SIERRA REALTY GROUP LLC

    Stellar MLS
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    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.

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    RE/MAX Signature

    Clarissa Swartzlander License ID: 256503380

    +1(724) 954-2787 clairesellsthecoast@gmail.com

    1134 W Granada Blvd, Ormond Beach, FL, 32174-5913, USA

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    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.

    SITE MAP

        Home
        Buy
        1. All Listings
        Sell
        1. Sell My Home
        2. Home Valuation
        About
        1. Book an Appointment
        2. Contact
        3. Reviews

    RE/MAX Signature

    Clarissa Swartzlander License ID: 256503380

    +1(724) 954-2787 clairesellsthecoast@gmail.com

    1134 W Granada Blvd, Ormond Beach, FL, 32174-5913, USA

    Get My App

    Additional Disclaimers

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

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