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    4,012 Sold Properties

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    • Price-Highest
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    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • 2400 ROXBURY RD, Winter Park, FL 32789
      4 Beds4 Baths3,110 SqFt
      $997,500 $997,500

      2400 ROXBURY RD, Winter Park, FL 32789

      Listed by PREMIER SOTHEBY'S INTL. REALTY

      Stellar MLS
    • 1181 VIA CAPRI, Winter Park, FL 32789
      0.3 Acres
      $1,550,000 $1,725,000 10.1%

      1181 VIA CAPRI, Winter Park, FL 32789

      Listed by FANNIE HILLMAN & ASSOCIATES

      Stellar MLS
    • 1368 DEVON RD, Winter Park, FL 32789
      3 Beds2 Baths1,642 SqFt
      $569,000 $569,000

      1368 DEVON RD, Winter Park, FL 32789

      Listed by LPT REALTY, LLC

      Stellar MLS
    • 255 SANDLEWOOD TRL, Winter Park, FL 32789
      2 Beds3 Baths960 SqFt
      $243,800 $249,900 2.4%

      255 SANDLEWOOD TRL, Winter Park, FL 32789

      Listed by INVESTOR'S REAL ESTATE LLC

      Stellar MLS
    • 708 BALMORAL RD, Winter Park, FL 32789
      4 Beds3 Baths2,786 SqFt
      $1,100,000 $1,100,000

      708 BALMORAL RD, Winter Park, FL 32789

      Listed by FANNIE HILLMAN & ASSOCIATES

      Stellar MLS
    • 571 LAKE FRONT BLVD, Winter Park, FL 32789
      2 Beds2 Baths5,500 SqFt
      $1,340,000 $4,200,000 68.1%

      571 LAKE FRONT BLVD, Winter Park, FL 32789

      Listed by PREMIER SOTHEBY'S INTL. REALTY

      Stellar MLS
    • 1633 PINE AVE, Winter Park, FL 32789
      4 Beds4 Baths2,481 SqFt
      $1,375,000 $1,395,000 1.4%

      1633 PINE AVE, Winter Park, FL 32789

      Listed by FANNIE HILLMAN & ASSOCIATES

      Stellar MLS
    • 985 LINCOLN CIR, Winter Park, FL 32789
      5 Beds7 Baths3,660 SqFt
      $4,599,000 $4,599,000

      985 LINCOLN CIR, Winter Park, FL 32789

      Listed by UNITED REAL ESTATE PREFERRED

      Stellar MLS
    • 266 CHASE AVE, Winter Park, FL 32789
      5 Beds6 Baths4,088 SqFt
      $2,935,000 $3,250,000 9.7%

      266 CHASE AVE, Winter Park, FL 32789

      Listed by PREMIER SOTHEBY'S INTL. REALTY

      Stellar MLS
    • 1230 N DENNING DR, Winter Park, FL 32789
      2 Beds1 Bath972 SqFt
      $575,000 $595,000 3.4%

      1230 N DENNING DR, Winter Park, FL 32789

      Listed by FANNIE HILLMAN & ASSOCIATES

      Stellar MLS
    • 984 MAYFIELD AVE, Winter Park, FL 32789
      4 Beds6 Baths4,913 SqFt
      $4,750,000 $4,900,000 3.1%

      984 MAYFIELD AVE, Winter Park, FL 32789

      Listed by PREMIER SOTHEBY'S INTL. REALTY

      Stellar MLS
    • 700 MELROSE AVE #E-24, Winter Park, FL 32789
      1 Bed1 Bath787 SqFt
      $172,000 $193,900 11.3%

      700 MELROSE AVE #E-24, Winter Park, FL 32789

      Listed by HOMEVEST REALTY

      Stellar MLS
    • 2341 DEVON CT, Winter Park, FL 32789
      3 Beds2 Baths1,773 SqFt
      $450,000 $450,000

      2341 DEVON CT, Winter Park, FL 32789

      Listed by UNITED REAL ESTATE PREFERRED

      Stellar MLS
    • 1818 MONDRIAN CIR, Winter Park, FL 32789
      3 Beds4 Baths2,265 SqFt
      $775,000 $775,000

      1818 MONDRIAN CIR, Winter Park, FL 32789

      Listed by COLDWELL BANKER RESIDENTIAL RE

      Stellar MLS
    • 851 GEORGIA AVE, Winter Park, FL 32789
      4 Beds4 Baths4,314 SqFt
      $3,600,000 $3,950,000 8.9%

      851 GEORGIA AVE, Winter Park, FL 32789

      Listed by FANNIE HILLMAN & ASSOCIATES

      Stellar MLS
    • 1970 LAUREL RD, Winter Park, FL 32789
      4 Beds4 Baths3,440 SqFt
      $1,810,000 $1,875,000 3.5%

      1970 LAUREL RD, Winter Park, FL 32789

      Listed by PREMIER SOTHEBY'S INTL. REALTY

      Stellar MLS
    • 681 BALMORAL RD, Winter Park, FL 32789
      1.14 Acres
      $1,645,000 $1,990,000 17.3%

      681 BALMORAL RD, Winter Park, FL 32789

      Listed by EPIC REAL ESTATE ADVISORS LLC

      Stellar MLS
    • 441 CLAY ST, Winter Park, FL 32789
      2 Beds2 Baths969 SqFt
      $429,000 $489,000 12.3%

      441 CLAY ST, Winter Park, FL 32789

      Listed by ORLANDO KEY REALTY LLC

      Stellar MLS
    • 673 BALMORAL RD, Winter Park, FL 32789
      4 Beds3 Baths2,663 SqFt
      $2,220,000 $2,400,000 7.5%

      673 BALMORAL RD, Winter Park, FL 32789

      Listed by KELLY PRICE & COMPANY LLC

      Stellar MLS
    • 2011 HARMON AVE, Winter Park, FL 32789
      4 Beds2 Baths1,699 SqFt
      $479,000 $500,000 4.2%

      2011 HARMON AVE, Winter Park, FL 32789

      Listed by FANNIE HILLMAN & ASSOCIATES

      Stellar MLS
    • 2020 VENETIAN WAY, Winter Park, FL 32789
      4 Beds4 Baths4,188 SqFt
      $3,845,000 $3,995,000 3.8%

      2020 VENETIAN WAY, Winter Park, FL 32789

      Listed by PREMIER SOTHEBY'S INTL. REALTY

      Stellar MLS
    • 2228 HOWARD DR, Winter Park, FL 32789
      0.21 Acres
      $590,000 $590,000

      2228 HOWARD DR, Winter Park, FL 32789

      Listed by PREMIER SOTHEBY'S INTL. REALTY

      Stellar MLS
    • 712 BAFFIE AVE, Winter Park, FL 32789
      3 Beds1 Bath1,304 SqFt
      $292,000 $325,000 10.2%

      712 BAFFIE AVE, Winter Park, FL 32789

      Listed by BALDWIN PARK REALTY LLC

      Stellar MLS
    • 1392 INDIANA AVE, Winter Park, FL 32789
      3 Beds3 Baths1,936 SqFt
      $580,000 $599,000 3.2%

      1392 INDIANA AVE, Winter Park, FL 32789

      Listed by COLDWELL BANKER RESIDENTIAL RE

      Stellar MLS
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    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.