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    City: Winter Park, FL
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    483 Properties Available In Winter Park

    483 Properties Available In Winter Park

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    • Price-Low To High
    • Newest Listings
    • Beds (Most)
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    FL >Winter Park >
    Market Insights
    1261 MICHIGAN AVE, Winter Park, FL 32789
    1/42
    Open Sun 12PM-2PM

    $650,000

    3 Beds3 Baths1,798 SqFt

    1261 MICHIGAN AVE, Winter Park, FL 32789

    Listed by Mary Colton FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
    2168 RIDGE DR, Winter Park, FL 32792
    1/27
    Open Wed 5PM-7PM

    $365,000

    3 Beds2 Baths1,208 SqFt

    2168 RIDGE DR, Winter Park, FL 32792

    Listed by Uwem Akpan CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
    1825 WHITEHALL DR, Winter Park, FL 32789
    1/98
    Open Sat 12PM-4PM

    $3,195,000

    4 Beds6 Baths4,311 SqFt

    1825 WHITEHALL DR, Winter Park, FL 32789

    Listed by Ahmad Hassan, PA COMPASS FLORIDA LLC

    Stellar MLS
    1760 OAKHURST AVE, Winter Park, FL 32789
    1/41
    Open Sat 11AM-5PM
    3D

    $2,500,000

    5 Beds5 Baths3,700 SqFt

    1760 OAKHURST AVE, Winter Park, FL 32789

    Listed by Sylvester Harding SIERRA REALTY GROUP LLC

    Stellar MLS
    1737 INDIANA AVE, Winter Park, FL 32789
    1/38
    Open 11/15 12PM-4PM

    $1,399,900

    4 Beds4 Baths2,984 SqFt

    1737 INDIANA AVE, Winter Park, FL 32789

    Listed by Tori Nguyen LOKATION

    Stellar MLS
    2823 PARKLAND CIRCLE, Winter Park, FL 32789
    1/46
    Open Sat 12PM-2PM

    $3,250,000

    5 Beds6 Baths4,459 SqFt

    2823 PARKLAND CIRCLE, Winter Park, FL 32789

    Listed by Sandra Cuba PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
    2572 FIFESHIRE DR, Winter Park, FL 32792
    1/47
    Open 11/15 1PM-4PM
    3D

    $875,000

    4 Beds3 Baths2,578 SqFt

    2572 FIFESHIRE DR, Winter Park, FL 32792

    Listed by MaryAnne Branner PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
    276 DETMAR DR, Winter Park, FL 32789
    1/81
    Open Sat 12PM-3PM
    3D

    $3,600,000

    4 Beds5 Baths4,202 SqFt

    276 DETMAR DR, Winter Park, FL 32789

    Listed by Melanie Johnston CALL IT CLOSED INTL REALTY

    Stellar MLS
    101 S NEW YORK AVE #311, Winter Park, FL 32789
    1/39
    Open Sun 2PM-4PM

    $1,775,000

    3 Beds4 Baths3,112 SqFt

    101 S NEW YORK AVE #311, Winter Park, FL 32789

    Listed by Tiffany Grindstaff KELLY PRICE & COMPANY LLC

    Stellar MLS
    220 KILLARNEY BAY CT #6-2, Winter Park, FL 32789
    1/32
    New
    3D

    $335,000

    2 Beds2 Baths1,140 SqFt

    220 KILLARNEY BAY CT #6-2, Winter Park, FL 32789

    Listed by Cindy Gold COLDWELL BANKER REALTY

    Stellar MLS
    2535 LEEWARD WAY, Winter Park, FL 32792
    1/20
    New

    $325,000

    3 Beds2 Baths1,783 SqFt

    2535 LEEWARD WAY, Winter Park, FL 32792

    Listed by Angela Amy CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
    1441 GROVE TER, Winter Park, FL 32789
    1/16
    New

    $5,950,000

    5 Beds6 Baths5,796 SqFt

    1441 GROVE TER, Winter Park, FL 32789

    Listed by Julie Christensen ONE LUXURY INTERNATIONAL LLC

    Stellar MLS
    125 S INTERLACHEN AVE #4, Winter Park, FL 32789
    1/80
    New

    $3,995,000

    3 Beds5 Baths3,885 SqFt

    125 S INTERLACHEN AVE #4, Winter Park, FL 32789

    Listed by Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
    1441 PALM AVE, Winter Park, FL 32789
    1/16
    New

    $2,449,000

    5 Beds5 Baths3,391 SqFt

    1441 PALM AVE, Winter Park, FL 32789

    Listed by Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    Stellar MLS
    1534 MILLER AVE, Winter Park, FL 32789
    1/8
    New

    $1,379,900

    4 Beds4 Baths2,984 SqFt

    1534 MILLER AVE, Winter Park, FL 32789

    Listed by Kim Griffin RE/MAX EXCLUSIVE COLLECTION

    Stellar MLS
    1935 AZALEA AVE, Winter Park, FL 32792
    1/37
    New

    $410,000

    3 Beds2 Baths1,300 SqFt

    1935 AZALEA AVE, Winter Park, FL 32792

    Listed by Michael Cardinali C BRENNER INC

    Stellar MLS
    3471 ATHENA DR, Winter Park, FL 32792
    1/26
    Coming Soon

    $389,000

    3 Beds2 Baths1,416 SqFt

    3471 ATHENA DR, Winter Park, FL 32792

    Listed by Shannon Lee EXPLORE FLORIDA REALTY SERVICES LLC

    Stellar MLS
    7361 GRAND AVE, Winter Park, FL 32792
    1/13
    New
    3D

    $385,000

    3 Beds2 Baths1,305 SqFt

    7361 GRAND AVE, Winter Park, FL 32792

    Listed by Jennifer Sloan COMPASS FLORIDA LLC

    Stellar MLS
    4940 TANGERINE AVE #4940, Winter Park, FL 32792
    1/66
    New

    $249,000

    3 Beds2 Baths1,345 SqFt

    4940 TANGERINE AVE #4940, Winter Park, FL 32792

    Listed by Edward Johnston COLDWELL BANKER REALTY

    Stellar MLS
    3462 SEAGRAPE DR, Winter Park, FL 32792
    1/28
    New
    3D

    $225,000

    3 Beds1 Bath1,227 SqFt

    3462 SEAGRAPE DR, Winter Park, FL 32792

    Listed by Thomas Nickley, Jr KELLER WILLIAMS REALTY AT THE PARKS

    Stellar MLS
    200 ST ANDREWS BLVD #906, Winter Park, FL 32792
    1/30
    New

    $175,000

    1 Bed1 Bath727 SqFt

    200 ST ANDREWS BLVD #906, Winter Park, FL 32792

    Listed by Donna Bryant COLDWELL BANKER REALTY

    Stellar MLS
    541 VIRGINIA DR, Winter Park, FL 32789
    1/99
    New
    3D

    $5,695,000

    4 Beds4 Baths4,725 SqFt

    541 VIRGINIA DR, Winter Park, FL 32789

    Listed by Scott Brazdo EXP REALTY LLC

    Stellar MLS
    1355 HIBISCUS AVE, Winter Park, FL 32789
    1/69
    New

    $2,100,000

    5 Beds6 Baths4,155 SqFt

    1355 HIBISCUS AVE, Winter Park, FL 32789

    Listed by Nadia Moayeri PALMANO GROUP RE BROKERAGE LLC

    Stellar MLS
    345 BELOIT AVE, Winter Park, FL 32789
    1/36
    New
    3D

    $1,625,000

    3 Beds3 Baths2,884 SqFt

    345 BELOIT AVE, Winter Park, FL 32789

    Listed by Sally Fernandez PA KELLER WILLIAMS ADVANTAGE III

    Stellar MLS
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    Florida Beaches Real Estate Co.
    The Coastal Luxury Team
    Let's connect
    info@thecoastalluxuryteam.com +1(386) 315-3577
    701 N Oceanshore Blvd, Flagler Beach, FL 32136, USA

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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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    The Coastal Luxury Team
    Let's connect
    info@thecoastalluxuryteam.com +1(386) 315-3577
    701 N Oceanshore Blvd, Flagler Beach, FL 32136, USA

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    site logo
    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.

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

    Powered by Lofty Inc. Copyright 2026. All Rights Reserved.