Recently Sold Winter Park, FL Homes

• 

  

  /2

  $420,000

  Sold Dec 31, 2025

  3236 Knottypine Ave, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,578 Sq Ft
  • Built 1981

  Last Sold Summary

  • 2% Below List Price
  • $266/SF
  • 6 Days On Market

  Current Estimated Value $419,194

  Last Listing Agent Jose Rojo URBAN-O REAL ESTATE SOLUTIONS

  3236 Knottypine Ave, Winter Park, FL 32792
• 

  

  /2

  $425,000

  Sold Mar 12, 2026

  1816 Meadowgold Ln, Winter Park, FL 32792

  • 3 Beds
  • 2.5 Baths
  • 1,546 Sq Ft
  • Built 1986

  Last Sold Summary

  • 7% Below List Price
  • $275/SF
  • 23 Days On Market

  Current Estimated Value $429,400

  Last Listing Agent Kyle Clark RE/MAX TOWN & COUNTRY REALTY

  1816 Meadowgold Ln, Winter Park, FL 32792
• 

  

  /2

  $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
• 

  

  /2

  $331,985

  Sold Mar 25, 2026

  638 Warrenton Rd, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 1,362 Sq Ft
  • Built 1984

  Last Sold Summary

  • 8% Above List Price
  • $244/SF
  • 157 Days On Market

  Current Estimated Value $329,491

  Last Listing Agent Nicholas Musashe SUN PROPERTIES, INC.

  638 Warrenton Rd, Winter Park, FL 32792
• 

  

  /2

  $625,000

  Sold Jan 30, 2026

  785 Mcintyre Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,015 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Below List Price
  • $310/SF
  • 11 Days On Market

  Current Estimated Value $623,112

  Last Listing Agent Beth Logullo KELLER WILLIAMS WINTER PARK

  785 Mcintyre Ave, Winter Park, FL 32789
• 

  /2

  $1,300,000

  Sold May 15, 2026

  1661 Woodland Ave, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 3,215 Sq Ft
  • Built 1948

  Last Sold Summary

  • $404/SF
  • 0 Days On Market

  Current Estimated Value $1,303,541

  Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

  1661 Woodland Ave, Winter Park, FL 32789
• 

  /2

  $1,900,000

  Sold Feb 20, 2026

  319 Santiago Dr, Winter Park, FL 32789

  • 4 Beds
  • 4.5 Baths
  • 3,515 Sq Ft
  • Built 1973

  Last Sold Summary

  • 5% Below List Price
  • $541/SF
  • 104 Days On Market

  Current Estimated Value $1,870,372

  Last Listing Agent Anne Rogers ANNE ROGERS REALTY GROUP INC

  319 Santiago Dr, Winter Park, FL 32789
• 

  /2

  $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

  Current Estimated Value $124,462

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

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

  /2

  $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 $846,373

  Last Listing Agent Sue Silberbusch COMPASS FLORIDA LLC

  1823 Sunset Dr, Winter Park, FL 32789
• 

  /2

  $185,000

  Sold Apr 02, 2026

  2924 Antique Oaks Cir Unit 46, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 1,105 Sq Ft
  • Built 1984

  Last Sold Summary

  • 5% Below List Price
  • $167/SF
  • 21 Days On Market

  Current Estimated Value $187,770

  Last Listing Agent Donna Layton CENTURY 21 EDGE

  2924 Antique Oaks Cir Unit 46, Winter Park, FL 32792
• 

  /2

  $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

  Current Estimated Value $1,645,426

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

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

  /2

  $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 $454,983

  Last Listing Agent Deborah Summers CHARLES RUTENBERG REALTY ORLANDO

  5326 Lanyard Ct, Winter Park, FL 32792
• 

  /2

  $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 $1,074,090

  Last Listing Agent Brandon Geers COMPASS FLORIDA LLC

  1341 Lyndale Blvd, Winter Park, FL 32789
• 

  /2

  $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 $209,832

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

  4928 Tangerine Ave Unit 4928, Winter Park, FL 32792
• 

  /2

  $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 $353,184

  Last Listing Agent Karen Albright OPENDOOR BROKERAGE LLC

  5481 Park Vale Blvd, Winter Park, FL 32792
• 

  /2

  $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 $568,803

  Last Listing Agent Tiffany Licata IRON VALLEY REAL ESTATE OSCEOLA

  1123 Fairway Dr, Winter Park, FL 32792
• 

  /2

  $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 $445,986

  Last Listing Agent Trung Nguyen LA ROSA REALTY LLC

  1932 Houndslake Dr, Winter Park, FL 32792
• 

  /2

  $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
• 

  /2

  $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 $1,116,852

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

  1701 Palmer Ave, Winter Park, FL 32789
• 

  /2

  $765,000

  Sold May 20, 2026

  2681 Fitzhugh Rd, Winter Park, FL 32792

  • 4 Beds
  • 2.5 Baths
  • 2,375 Sq Ft
  • Built 1966

  Last Sold Summary

  • 2% Above List Price
  • $322/SF
  • 4 Days On Market

  Current Estimated Value $739,369

  Last Listing Agent Rebecca Bininger Junod KELLER WILLIAMS WINTER PARK

  2681 Fitzhugh Rd, Winter Park, FL 32792

Showing Results 681 - 720, Page 18 of 18