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    4.1K Properties

    4,063 Sold Properties

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    FL >32789 >
    Market Insights
    • 1394 STEWART ST, Winter Park, FL 32789

      closed

      $2,199,000

      11.7%

      $1,942,000

      5 Beds5 Baths3,907 SqFt

      1394 STEWART ST, Winter Park, FL 32789

      Single Family Home

      Listed by REALTY ONE GROUP INSPIRATION

      Stellar MLS

      READ MORE

    • 151 N ORLANDO AVE #131, Winter Park, FL 32789

      closed

      $399,999

      3.7%

      $385,000

      2 Beds1 Bath1,000 SqFt

      151 N ORLANDO AVE #131, Winter Park, FL 32789

      Condo

      Listed by FLORIDA DREAMS REALTY GRP INC

      Stellar MLS

      READ MORE

    • 2809 SANBINA ST, Winter Park, FL 32789

      closed

      $429,000

      2.1%

      $420,000

      3 Beds2 Baths1,140 SqFt

      2809 SANBINA ST, Winter Park, FL 32789

      Single Family Home

      Listed by STRONG FOUNDATION REALTY LLC

      Stellar MLS

      READ MORE

    • 1511 CHESTNUT AVE, Winter Park, FL 32789

      closed

      $675,000

      $675,000

      2 Beds2 Baths1,275 SqFt

      1511 CHESTNUT AVE, Winter Park, FL 32789

      Single Family Home

      Listed by FANNIE HILLMAN & ASSOCIATES

      Stellar MLS

      READ MORE

    • 309 PARK NORTH CT, Winter Park, FL 32789

      closed

      $1,200,000

      7.1%

      $1,115,000

      3 Beds4 Baths3,096 SqFt

      309 PARK NORTH CT, Winter Park, FL 32789

      Single Family Home

      Listed by FANNIE HILLMAN & ASSOCIATES

      Stellar MLS

      READ MORE

    • 1665 TEMPLE DR, Winter Park, FL 32789

      closed

      $1,899,000

      3.9%

      $1,825,000

      4 Beds4 Baths3,830 SqFt

      1665 TEMPLE DR, Winter Park, FL 32789

      Single Family Home

      Listed by COMPASS FLORIDA LLC

      Stellar MLS

      READ MORE

    • 2518 SWEETWATER TRL, Winter Park, FL 32789

      closed

      $509,900

      1.8%

      $519,180

      4 Beds2 Baths2,205 SqFt

      2518 SWEETWATER TRL, Winter Park, FL 32789

      Single Family Home

      Listed by BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY

      Stellar MLS

      READ MORE

    • 835 ANTONETTE AVE, Winter Park, FL 32789

      closed

      $1,200,000

      2.1%

      $1,175,000

      3 Beds2 Baths1,867 SqFt

      835 ANTONETTE AVE, Winter Park, FL 32789

      Single Family Home

      Listed by FANNIE HILLMAN & ASSOCIATES

      Stellar MLS

      READ MORE

    • 1760 MONDRIAN CIR, Winter Park, FL 32789

      closed

      $975,000

      1.0%

      $965,000

      3 Beds4 Baths2,245 SqFt

      1760 MONDRIAN CIR, Winter Park, FL 32789

      Townhouse

      Listed by COLDWELL BANKER RESIDENTIAL RE

      Stellar MLS

      READ MORE

    • 104 CORTLAND AVE, Winter Park, FL 32789

      closed

      $2,375,000

      11.6%

      $2,100,000

      4 Beds3 Baths3,182 SqFt

      104 CORTLAND AVE, Winter Park, FL 32789

      Single Family Home

      Listed by PREMIER SOTHEBY'S INTL. REALTY

      Stellar MLS

      READ MORE

    • 2923 COVE TRL, Winter Park, FL 32789

      closed

      $1,025,000

      2.4%

      $1,050,000

      4 Beds4 Baths3,377 SqFt

      2923 COVE TRL, Winter Park, FL 32789

      Single Family Home

      Listed by KELLER WILLIAMS ADVANTAGE III

      Stellar MLS

      READ MORE

    • 1840 LAUREL RD, Winter Park, FL 32789

      closed

      $740,000

      4.7%

      $705,000

      3 Beds2 Baths2,245 SqFt

      1840 LAUREL RD, Winter Park, FL 32789

      Single Family Home

      Listed by KEYSEEKERS REAL ESTATE

      Stellar MLS

      READ MORE

    • 731 MIDGET DR, Winter Park, FL 32789

      closed

      $799,900

      6.2%

      $750,000

      2 Beds1 Bath960 SqFt

      731 MIDGET DR, Winter Park, FL 32789

      Single Family Home

      Listed by COLDWELL BANKER RESIDENTIAL RE

      Stellar MLS

      READ MORE

    • 1795 WALKER AVE, Winter Park, FL 32789

      closed

      $829,000

      2.9%

      $805,000

      5 Beds3 Baths1,813 SqFt

      1795 WALKER AVE, Winter Park, FL 32789

      Single Family Home

      Listed by ALIGN REAL ESTATE LLC

      Stellar MLS

      READ MORE

    • 1700 PALM AVE, Winter Park, FL 32789

      closed

      $2,550,000

      4.3%

      $2,440,000

      4 Beds5 Baths3,770 SqFt

      1700 PALM AVE, Winter Park, FL 32789

      Single Family Home

      Listed by FANNIE HILLMAN & ASSOCIATES

      Stellar MLS

      READ MORE

    • 1550 INDIANA AVE, Winter Park, FL 32789

      closed

      $449,990

      5.6%

      $425,000

      2 Beds2 Baths1,032 SqFt

      1550 INDIANA AVE, Winter Park, FL 32789

      Single Family Home

      Listed by TALENT REALTY SOLUTIONS

      Stellar MLS

      READ MORE

    • 690 OSCEOLA AVE #209, Winter Park, FL 32789

      closed

      $345,000

      8.7%

      $315,000

      2 Beds2 Baths1,148 SqFt

      690 OSCEOLA AVE #209, Winter Park, FL 32789

      Condo

      Listed by PREMIER SOTHEBY'S INTL. REALTY

      Stellar MLS

      READ MORE

    • 2339 LAFAYETTE AVE, Winter Park, FL 32789

      closed

      $1,699,000

      2.9%

      $1,650,000

      4 Beds6 Baths3,379 SqFt

      2339 LAFAYETTE AVE, Winter Park, FL 32789

      Single Family Home

      Listed by COLLADO REAL ESTATE

      Stellar MLS

      READ MORE

    • 1250 S DENNING DR #230, Winter Park, FL 32789

      closed

      $235,000

      7.4%

      $217,500

      2 Beds2 Baths913 SqFt

      1250 S DENNING DR #230, Winter Park, FL 32789

      Condo

      Listed by FANNIE HILLMAN & ASSOCIATES

      Stellar MLS

      READ MORE

    • 300 CAROLINA AVE #304, Winter Park, FL 32789

      closed

      $684,000

      1.8%

      $672,000

      3 Beds2 Baths1,350 SqFt

      300 CAROLINA AVE #304, Winter Park, FL 32789

      Condo

      Listed by FANNIE HILLMAN & ASSOCIATES

      Stellar MLS

      READ MORE

    • 731 WILLIAMS DR, Winter Park, FL 32789

      closed

      $3,180,000

      2.5%

      $3,100,000

      5 Beds6 Baths4,260 SqFt

      731 WILLIAMS DR, Winter Park, FL 32789

      Single Family Home

      Listed by FANNIE HILLMAN & ASSOCIATES

      Stellar MLS

      READ MORE

    • 2680 OGLESBY AVE, Winter Park, FL 32789

      closed

      $1,050,000

      2.4%

      $1,025,000

      4 Beds3 Baths2,546 SqFt

      2680 OGLESBY AVE, Winter Park, FL 32789

      Single Family Home

      Listed by COMPASS FLORIDA LLC

      Stellar MLS

      READ MORE

    • 2446 LOTAFUN AVE, Winter Park, FL 32789

      closed

      $300,000

      6.7%

      $280,000

      0.17 Acres

      2446 LOTAFUN AVE, Winter Park, FL 32789

      Vacant Land

      Listed by COLDWELL BANKER RESIDENTIAL RE

      Stellar MLS

      READ MORE

    • 1979 STAUNTON AVE, Winter Park, FL 32789

      closed

      $269,000

      15.2%

      $228,000

      1 Bed1 Bath736 SqFt

      1979 STAUNTON AVE, Winter Park, FL 32789

      Single Family Home

      Listed by CORBELO LLC

      Stellar MLS

      READ MORE

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    eXp Realty - Color
    eXp Realty
    Michael Crawford | BK 3074190
    401 S Rosalind Ave, Suite 100, Orlando, FL,, 32801

    +1(407) 828-9029

    mcrawford@expmike.com

    Get My App

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

    eXp Realty - Color
    eXp Realty
    Michael Crawford | BK 3074190
    401 S Rosalind Ave, Suite 100, Orlando, FL,, 32801

    +1(407) 828-9029

    mcrawford@expmike.com

    Get My App

    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 2025. All Rights Reserved.