Recently Sold Winter Park, FL Homes

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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 $443,203

  Last Listing Agent Deborah Summers CHARLES RUTENBERG REALTY ORLANDO

  5326 Lanyard Ct, 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

  Current Estimated Value $1,053,081

  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 $622,123

  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

  Current Estimated Value $201,892

  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 $342,441

  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 $3,569,837

  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

  Current Estimated Value $554,803

  Last Listing Agent Tiffany Licata IRON VALLEY REAL ESTATE OSCEOLA

  1123 Fairway Dr, Winter Park, FL 32792
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  $450,000 Sold Feb 20, 2026

  1932 Houndslake Dr, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,671 Sq Ft
  • Built 1982

  Last Sold Summary

  • 5% Below List Price
  • $269/SF
  • 128 Days On Market

  Current Estimated Value $450,208

  Last Listing Agent Trung Nguyen LA ROSA REALTY LLC

  1932 Houndslake 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 $782,139

  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 $378,219

  Last Listing Agent JASON CRAWFORD FUTURE HOME REALTY INC

  5339 Cypress Dr, Winter Park, FL 32792
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  $615,000 Sold Apr 17, 2025

  735 Maryland Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,242 Sq Ft
  • Built 1987

  Last Sold Summary

  • 32% Below List Price
  • $274/SF
  • 82 Days On Market

  Current Estimated Value $644,935

  Last Listing Agent Chuck Massab FANNIE HILLMAN & ASSOCIATES

  735 Maryland Ave, Winter Park, FL 32789
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  $956,809 Sold Dec 18, 2025

  Lot #20 Karolina Ave, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 2,662 Sq Ft
  • Built 2025

  Last Sold Summary

  • 4% Above List Price
  • $359/SF
  • 63 Days On Market

  Last Listing Agent Laura Hope COMPASS FLORIDA LLC

  Lot #20 Karolina Ave, Winter Park, FL 32789
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  $1,100,000 Sold Dec 30, 2025

  1701 Palmer Ave, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,841 Sq Ft
  • Built 1953

  Last Sold Summary

  • $387/SF
  • 0 Days On Market

  Current Estimated Value $1,118,641

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

  1701 Palmer Ave, Winter Park, FL 32789
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  $896,628 Sold Nov 05, 2025

  3870 Tucks Point, Winter Park, FL 32792

  • 4 Beds
  • 4 Baths
  • 3,323 Sq Ft
  • Built 2003

  Last Sold Summary

  • 10% Below List Price
  • $270/SF
  • 31 Days On Market

  Current Estimated Value $877,000

  Last Listing Agent Nicole Dege REDFIN CORPORATION

  3870 Tucks Point, Winter Park, FL 32792
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  $165,000 Sold Jan 26, 2026

  224 Lewfield Cir Unit 224, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 953 Sq Ft
  • Built 1973

  Last Sold Summary

  • 8% Below List Price
  • $173/SF
  • 124 Days On Market

  Current Estimated Value $177,917

  Last Listing Agent Chris Creegan CREEGAN GROUP

  224 Lewfield Cir Unit 224, Winter Park, FL 32792
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  $1,475,000 Sold Nov 21, 2025

  1453 Lyndale Blvd, Winter Park, FL 32789

  • 5 Beds
  • 3.5 Baths
  • 3,292 Sq Ft
  • Built 2012

  Last Sold Summary

  • 8% Below List Price
  • $448/SF
  • 54 Days On Market

  Current Estimated Value $1,496,376

  Last Listing Agent Tiffany Pantozzi ALIGN REAL ESTATE LLC

  1453 Lyndale Blvd, Winter Park, FL 32789
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  $600,000 Sold Sep 04, 2025

  618 Blairshire Cir, Winter Park, FL 32792

  • 3 Beds
  • 3 Baths
  • 1,876 Sq Ft
  • Built 1964

  Last Sold Summary

  • 14% Below List Price
  • $320/SF
  • 38 Days On Market

  Current Estimated Value $587,163

  Last Listing Agent Nicole Howell FANNIE HILLMAN & ASSOCIATES

  618 Blairshire Cir, Winter Park, FL 32792
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  $2,600,000 Sold Jan 23, 2026

  560 Country Club Dr, Winter Park, FL 32789

  • 6 Beds
  • 7 Baths
  • 3,946 Sq Ft
  • Built 2019

  Last Sold Summary

  • $659/SF
  • 4 Days On Market

  Current Estimated Value $2,561,420

  Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  560 Country Club Dr, Winter Park, FL 32789
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  $415,000 Sold Aug 05, 2025

  1820 Blaine Terrace, Winter Park, FL 32792

  • 3 Beds
  • 2.5 Baths
  • 1,725 Sq Ft
  • Built 1990

  Last Sold Summary

  • 8% Below List Price
  • $241/SF
  • 230 Days On Market

  Current Estimated Value $407,926

  Last Listing Agent Melissa Gonzalez LPT REALTY, LLC

  1820 Blaine Terrace, Winter Park, FL 32792
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  $771,000 Sold Oct 23, 2025

  1340 Pelham Rd, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 2,042 Sq Ft
  • Built 1946

  Last Sold Summary

  • 1% Above List Price
  • $378/SF
  • 2 Days On Market

  Current Estimated Value $754,832

  Last Listing Agent Courtney Pelfrey MILLER GRANT AND COMPANY

  1340 Pelham Rd, Winter Park, FL 32789

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