Recently Sold Winter Park, FL Homes

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  $195,000 Sold Dec 08, 2025

  607 Saint Johns Ct Unit 607, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 1981

  Last Sold Summary

  • 9% Below List Price
  • $174/SF
  • 69 Days On Market

  Last Listing Agent Allison Day RE/MAX TOWN & COUNTRY REALTY

  607 Saint Johns Ct Unit 607, Winter Park, FL 32792
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  $715,000 Sold Feb 19, 2025

  648 Worthington Dr, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 2,139 Sq Ft
  • Built 1958

  Last Sold Summary

  • 7% Below List Price
  • $334/SF
  • 67 Days On Market

  Current Estimated Value $733,554

  Last Listing Agent Patricia Sullivan OLDE TOWN BROKERS INC

  648 Worthington Dr, Winter Park, FL 32789
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  $645,000 Sold Dec 05, 2025

  224 Overlook Rd, Winter Park, FL 32789

  • 2 Beds
  • 1.5 Baths
  • 1,399 Sq Ft
  • Built 1936

  Last Sold Summary

  • 3% Below List Price
  • $461/SF
  • 3 Days On Market

  Last Listing Agent Stephen Hachey FLAT FEE MLS REALTY

  224 Overlook Rd, Winter Park, FL 32789
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  $436,000 Sold Jul 24, 2025

  5240 N Lake Burkett Ln, Winter Park, FL 32792

  • 4 Beds
  • 2.5 Baths
  • 2,290 Sq Ft
  • Built 1987

  Last Sold Summary

  • 24% Below List Price
  • $190/SF
  • 224 Days On Market

  Current Estimated Value $450,464

  Last Listing Agent Ashley Harper COLDWELL BANKER REALTY

  5240 N Lake Burkett Ln, Winter Park, FL 32792
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  $157,500 Sold Oct 31, 2025

  150 Lewfield Cir Unit 150, Winter Park, FL 32792

  • 1 Bed
  • 1 Bath
  • 678 Sq Ft
  • Built 1973

  Last Sold Summary

  • 1% Below List Price
  • $232/SF
  • 41 Days On Market

  Last Listing Agent Randall Shirey CHARLES RUTENBERG REALTY ORLANDO

  150 Lewfield Cir Unit 150, Winter Park, FL 32792
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  $2,585,000 Sold Jun 18, 2025

  815 Bonita Dr, Winter Park, FL 32789

  • 5 Beds
  • 4.5 Baths
  • 4,328 Sq Ft
  • Built 2000

  Last Sold Summary

  • $597/SF

  Current Estimated Value $2,583,078

  Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

  815 Bonita Dr, Winter Park, FL 32789
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  $599,000 Sold Mar 14, 2025

  220 Blossom Ln, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 2,193 Sq Ft
  • Built 1954

  Last Sold Summary

  • 8% Below List Price
  • $273/SF
  • 331 Days On Market

  Current Estimated Value $593,810

  Last Listing Agent Newton Hieda SUMMERHILL REALTY GROUP LLC

  220 Blossom Ln, Winter Park, FL 32789
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  $127,000 Sold Dec 22, 2025

  1000 S Semoran Blvd Unit 716, Winter Park, FL 32792

  • 1 Bed
  • 1 Bath
  • 796 Sq Ft
  • Built 1969

  Last Sold Summary

  • 7% Below List Price
  • $160/SF
  • 131 Days On Market

  Last Listing Agent Nathalie Romero HOME WISE REALTY GROUP, INC.

  1000 S Semoran Blvd Unit 716, Winter Park, FL 32792
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  $800,000 Sold Jul 18, 2025

  1823 Sunset Dr, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,414 Sq Ft
  • Built 1940

  Last Sold Summary

  • 3% Above List Price
  • $331/SF
  • 0 Days On Market

  Current Estimated Value $809,263

  Last Listing Agent Sue Silberbusch COMPASS FLORIDA LLC

  1823 Sunset Dr, Winter Park, FL 32789
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  $1,640,000 Sold Sep 26, 2025

  101 S New York Ave Unit 313, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 3,147 Sq Ft
  • Built 2008

  Last Sold Summary

  • 3% Below List Price
  • $521/SF
  • 3 Days On Market

  Last Listing Agent Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  101 S New York Ave Unit 313, Winter Park, FL 32789
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  $450,000 Sold Aug 07, 2025

  5326 Lanyard Ct, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,634 Sq Ft
  • Built 1973

  Last Sold Summary

  • 2% Below List Price
  • $275/SF
  • 87 Days On Market

  Current Estimated Value $459,171

  Last Listing Agent Deborah Summers CHARLES RUTENBERG REALTY ORLANDO

  5326 Lanyard Ct, Winter Park, FL 32792
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  $500,000 Sold Feb 04, 2025

  2313 Loch Lomond Dr, Winter Park, FL 32792

  • Land
  • 0.38 Acre
  • $1,315,789 per Acre

  Last Sold Summary

  • 7% Below List Price
  • 110 Days On Market

  Current Estimated Value $483,304

  Last Listing Agent Brian Mitnik RE/MAX 200 REALTY

  2313 Loch Lomond Dr, Winter Park, FL 32792
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  $1,042,500 Sold Dec 19, 2025

  1341 Lyndale Blvd, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,388 Sq Ft
  • Built 2007

  Last Sold Summary

  • 20% Below List Price
  • $437/SF
  • 214 Days On Market

  Last Listing Agent Brandon Geers COMPASS FLORIDA LLC

  1341 Lyndale Blvd, Winter Park, FL 32789
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  $595,000 Sold May 01, 2025

  1848 Mizell Ave, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,162 Sq Ft
  • Built 1953

  Last Sold Summary

  • 14% Below List Price
  • $512/SF
  • 211 Days On Market

  Current Estimated Value $591,214

  Last Listing Agent Jorge Zea BLUE LIGHTHOUSE REALTY INC

  1848 Mizell Ave, Winter Park, FL 32789
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  $205,000 Sold Dec 16, 2025

  4928 Tangerine Ave Unit 4928, Winter Park, FL 32792

  • 2 Beds
  • 1.5 Baths
  • 1,281 Sq Ft
  • Built 1973

  Last Sold Summary

  • $160/SF
  • 38 Days On Market

  Last Listing Agent Allison Day RE/MAX TOWN & COUNTRY REALTY

  4928 Tangerine Ave Unit 4928, Winter Park, FL 32792
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  $325,000 Sold Jul 01, 2025

  5481 Park Vale Blvd, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft
  • Built 1980

  Last Sold Summary

  • 16% Below List Price
  • $224/SF
  • 424 Days On Market

  Current Estimated Value $332,910

  Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC

  5481 Park Vale Blvd, Winter Park, FL 32792
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  $4,599,000 Sold May 28, 2025

  985 Lincoln Cir, Winter Park, FL 32789

  • 5 Beds
  • 7 Baths
  • 3,660 Sq Ft
  • Built 1951

  Last Sold Summary

  • $1,257/SF
  • 0 Days On Market

  Current Estimated Value $4,239,921

  Last Listing Agent Clay Wooten UNITED REAL ESTATE PREFERRED

  985 Lincoln Cir, Winter Park, FL 32789
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  $545,000 Sold Nov 13, 2025

  1123 Fairway Dr, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,772 Sq Ft
  • Built 1979

  Last Sold Summary

  • 5% Below List Price
  • $308/SF
  • 73 Days On Market

  Last Listing Agent Tiffany Licata IRON VALLEY REAL ESTATE OSCEOLA

  1123 Fairway Dr, Winter Park, FL 32792
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  $775,000 Sold Apr 16, 2025

  744 London Rd, Winter Park, FL 32792

  • 5 Beds
  • 3 Baths
  • 2,804 Sq Ft
  • Built 1968

  Last Sold Summary

  • 9% Below List Price
  • $276/SF
  • 73 Days On Market

  Current Estimated Value $779,865

  Last Listing Agent Randall Shirey CHARLES RUTENBERG REALTY ORLANDO

  744 London Rd, Winter Park, FL 32792
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  $372,000 Sold Apr 02, 2025

  5339 Cypress Dr, Winter Park, FL 32792

  • 4 Beds
  • 2 Baths
  • 1,782 Sq Ft
  • Built 1975

  Last Sold Summary

  • $209/SF
  • 19 Days On Market

  Current Estimated Value $381,702

  Last Listing Agent JASON CRAWFORD FUTURE HOME REALTY INC

  5339 Cypress Dr, Winter Park, FL 32792

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