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    288 Properties
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    288 Properties Available

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    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    • 571 LAKE FRONT BLVD, Winter Park, FL 32789
      7 Beds5 Baths5,500 SqFt
      1/7 7
      Pending

      $4,200,000

      571 LAKE FRONT BLVD, Winter Park, FL 32789

      Listed by PREMIER SOTHEBY'S INTL. REALTY

      Stellar MLS
    • 311 E MORSE BLVD #7-2, Winter Park, FL 32789
      1 Bed1 Bath900 SqFt
      1/32 32
      Active

      $475,000

      311 E MORSE BLVD #7-2, Winter Park, FL 32789

      Listed by KELLY PRICE & COMPANY LLC

      Stellar MLS
    • 1441 HARMON AVE, Winter Park, FL 32789
      4 Beds4 Baths1,840 SqFt
      1/28 28
      Active

      $3,000

      1441 HARMON AVE, Winter Park, FL 32789

      Listed by PRIMAC REALTY, INC

      Stellar MLS
    • 627 COUNTRY CLUB DR, Winter Park, FL 32789
      4 Beds4 Baths2,858 SqFt
      1/5 5
      Pending

      $1,575,000

      627 COUNTRY CLUB DR, Winter Park, FL 32789

      Listed by CLASSIC HOMES

      Stellar MLS
    • 2234 VIA LUNA, Winter Park, FL 32789
      6 Beds4 Baths3,554 SqFt
      1/49 49
      Active

      $2,160,000

      2234 VIA LUNA, Winter Park, FL 32789

      Listed by LOKATION

      Stellar MLS
    • 700 MELROSE AVE #E4, Winter Park, FL 32789
      2 Beds1 Bath1,035 SqFt
      1/30 30
      Active

      $278,000

      700 MELROSE AVE #E4, Winter Park, FL 32789

      Listed by NEXTHOME BEST RESULTS REAL ESTATE

      Stellar MLS
    • 1860 VIA CONTESSA, Winter Park, FL 32789
      8 Beds6 Baths7,000 SqFt
      1/90 90
      Price Dropped by $40K

      $2,950,000

      1860 VIA CONTESSA, Winter Park, FL 32789

      Listed by SIERRA REALTY GROUP LLC

      Stellar MLS
    • 1250 S PENNSYLVANIA AVE #8, Winter Park, FL 32789
      3 Beds3 Baths1,957 SqFt
      1/67 67
      Price Dropped by $10K

      $809,000

      1250 S PENNSYLVANIA AVE #8, Winter Park, FL 32789

      Listed by MINK REALTY

      Stellar MLS
    • 860 N DENNING DR, Winter Park, FL 32789
      3 Beds3 Baths1,405 SqFt
      1/45 45
      Active

      $5,800

      860 N DENNING DR, Winter Park, FL 32789

      Listed by PROPERTIES IN TOWN

      Stellar MLS
    • 626 BAFFIE AVE, Winter Park, FL 32789
      2 Beds1 Bath1,032 SqFt
      1/32 32
      Active

      $2,500

      626 BAFFIE AVE, Winter Park, FL 32789

      Listed by GRACE REALTY, INC.

      Stellar MLS
    • 2955 LOLISSA LN, Winter Park, FL 32789
      4 Beds3 Baths3,902 SqFt
      1/19 19
      Active

      $849,000

      2955 LOLISSA LN, Winter Park, FL 32789

      Listed by COLDWELL BANKER REALTY

      Stellar MLS
    • 2612 LAFAYETTE AVE, Winter Park, FL 32789
      3 Beds3 Baths2,447 SqFt
      1/41 41
      Price Dropped by $50K

      $699,900

      2612 LAFAYETTE AVE, Winter Park, FL 32789

      Listed by EXP REALTY LLC

      Stellar MLS
    • 1310 ALOMA AVE, Winter Park, FL 32789
      4 Beds3 Baths2,533 SqFt
      1/28 28
      Pending

      $850,000

      1310 ALOMA AVE, Winter Park, FL 32789

      Listed by KELLY PRICE & COMPANY LLC

      Stellar MLS
    • 421 LAKEWOOD DR, Winter Park, FL 32789
      5 Beds9 Baths5,847 SqFt
      1/41 41
      Pending

      $4,500,000

      421 LAKEWOOD DR, Winter Park, FL 32789

      Listed by PREMIER SOTHEBY'S INTL. REALTY

      Stellar MLS
    • 1871 TAYLOR AVE, Winter Park, FL 32789
      4 Beds5 Baths3,401 SqFt
      1/41 41
      Pending

      $1,550,000

      1871 TAYLOR AVE, Winter Park, FL 32789

      Listed by CORCORAN PREMIER REALTY

      Stellar MLS
    • 2009 OGLESBY AVE, Winter Park, FL 32789
      3 Beds1 Bath1,318 SqFt
      1/2 2
      Active

      $750,000

      2009 OGLESBY AVE, Winter Park, FL 32789

      Listed by CORCORAN PREMIER REALTY

      Stellar MLS
    • 737 N CAPEN AVE, Winter Park, FL 32789
      3 Beds2 Baths1,930 SqFt
      1/37 37
      Pending

      $824,900

      737 N CAPEN AVE, Winter Park, FL 32789

      Listed by LPT REALTY, LLC

      Stellar MLS
    • 281 BREWER AVE, Winter Park, FL 32789
      5 Beds5 Baths4,029 SqFt
      1/60 60
      Pending

      $1,600,000

      281 BREWER AVE, Winter Park, FL 32789

      Listed by KELLER WILLIAMS REALTY AT THE PARKS

      Stellar MLS
    • 621 SYMONDS AVE, Winter Park, FL 32789
      0.13 Acres
      New

      $540,000

      621 SYMONDS AVE, Winter Park, FL 32789

      Listed by FANNIE HILLMAN & ASSOCIATES

      Stellar MLS
    • 631 SYMONDS AVE, Winter Park, FL 32789
      0.13 Acres
      New

      $540,000

      631 SYMONDS AVE, Winter Park, FL 32789

      Listed by FANNIE HILLMAN & ASSOCIATES

      Stellar MLS
    • 700 JACKSON AVE, Winter Park, FL 32789
      10,174 SqFt
      1/40 40
      Price Dropped by $300K

      $2,950,000

      700 JACKSON AVE, Winter Park, FL 32789

      Listed by BEYOND COMMERCIAL

      Stellar MLS
    • 2250 LEE RD #100-120, Winter Park, FL 32789
      21,740 SqFt
      1/50 50
      Active

      $80,049

      2250 LEE RD #100-120, Winter Park, FL 32789

      Listed by INNOVATIVE REALTY, LLC

      Stellar MLS
    • 3006 NORTHWOOD BLVD, Winter Park, FL 32789
      0.19 Acres
      1/4 4
      Active

      $670,000

      3006 NORTHWOOD BLVD, Winter Park, FL 32789

      Listed by ORLANDO HOMES GROUP LLC

      Stellar MLS
    • 1313 W FAIRBANKS AVE #A, Winter Park, FL 32789
      3,000 SqFt
      1/38 38
      Active

      $5,100

      1313 W FAIRBANKS AVE #A, Winter Park, FL 32789

      Listed by INVESTOR'S REAL ESTATE LLC

      Stellar MLS
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    Derrick Alexander License ID: SL3398209

    +1(813) 296-4228 derrick@dadrealtor.com

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        Home
        Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
        Sell
        1. Sell My Home
        2. Home Valuation
        Blogs
        About
        1. About Us
        2. Contact Us
        3. Reviews
        Market Snapshot
        Neighborhoods
        1. Lakeland
        2. Apollo Beach
        3. Tampa
    LPT Realty

    Derrick Alexander License ID: SL3398209

    +1(813) 296-4228 derrick@dadrealtor.com

    Get My App

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

    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.