Recently Sold Winter Park, FL Homes

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  $1,250,000 Sold Mar 14, 2025

  1778 Mondrian Cir, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,377 Sq Ft
  • Built 2023

  Last Sold Summary

  • $526/SF
  • 51 Days On Market

  Current Estimated Value $1,226,157

  Last Listing Agent Brian Teach COLDWELL BANKER RESIDENTIAL RE

  1778 Mondrian Cir, Winter Park, FL 32789
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  $600,000 Sold Oct 17, 2025

  2812 Woodside Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,842 Sq Ft
  • Built 1952

  Last Sold Summary

  • 4% Below List Price
  • $326/SF
  • 50 Days On Market

  Current Estimated Value $595,775

  Last Listing Agent Jill Healey KELLER WILLIAMS WINTER PARK

  2812 Woodside Ave, Winter Park, FL 32789
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  $2,594,550 Sold May 09, 2025

  254 Sylvan Blvd, Winter Park, FL 32789

  • 3 Beds
  • 3 Baths
  • 3,653 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Below List Price
  • $710/SF
  • 8 Days On Market

  Current Estimated Value $2,523,268

  Last Listing Agent Jill Healey KELLER WILLIAMS WINTER PARK

  254 Sylvan Blvd, Winter Park, FL 32789
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  $300,000 Sold Dec 23, 2025

  1405 Auburn Green Loop, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 1,126 Sq Ft
  • Built 1984

  Last Sold Summary

  • 17% Below List Price
  • $266/SF
  • 170 Days On Market

  Last Listing Agent Geannina Mejia-Acevedo Charles Rutenberg Realty Orlan

  1405 Auburn Green Loop, Winter Park, FL 32792
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  $1,025,000 Sold Jun 27, 2025

  2680 Oglesby Ave, Winter Park, FL 32789

  • 4 Beds
  • 2.5 Baths
  • 2,546 Sq Ft
  • Built 2019

  Last Sold Summary

  • 2% Below List Price
  • $403/SF
  • 55 Days On Market

  Current Estimated Value $1,016,846

  Last Listing Agent Kris Kennedy COMPASS FLORIDA LLC

  2680 Oglesby Ave, Winter Park, FL 32789
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  $390,000 Sold Oct 27, 2025

  5346 Cypress Dr, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,670 Sq Ft
  • Built 1976

  Last Sold Summary

  • 7% Below List Price
  • $234/SF
  • 31 Days On Market

  Current Estimated Value $388,151

  Last Listing Agent Kristy Kesterson KELLER WILLIAMS ADVANTAGE REALTY

  5346 Cypress Dr, Winter Park, FL 32792
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  $635,000 Sold Feb 21, 2025

  8073 Pleasant Pine Cir, Winter Park, FL 32792

  • 4 Beds
  • 3 Baths
  • 2,319 Sq Ft
  • Built 2014

  Last Sold Summary

  • 1% Below List Price
  • $274/SF
  • 14 Days On Market

  Current Estimated Value $638,847

  Last Listing Agent Justin Adams EXP REALTY LLC

  8073 Pleasant Pine Cir, Winter Park, FL 32792
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  $170,000 Sold Sep 04, 2025

  3651 N Goldenrod Rd Unit 210, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 840 Sq Ft
  • Built 1990

  Last Sold Summary

  • 15% Below List Price
  • $202/SF
  • 176 Days On Market

  Last Listing Agent Elenice Pereira WRA BUSINESS & REAL ESTATE

  3651 N Goldenrod Rd Unit 210, Winter Park, FL 32792
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  $5,250,000 Sold Mar 31, 2025

  210 Chelton Cir, Winter Park, FL 32789

  • 5 Beds
  • 5.5 Baths
  • 5,264 Sq Ft
  • Built 2024

  Last Sold Summary

  • 8% Below List Price
  • $997/SF
  • 125 Days On Market

  Current Estimated Value $1,309,179

  Last Listing Agent Laura Earl CORCORAN PREMIER REALTY

  210 Chelton Cir, Winter Park, FL 32789
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  $2,400,000 Sold Mar 28, 2025

  1010 N Pennsylvania Ave, Winter Park, FL 32789

  • 4 Beds
  • 4.5 Baths
  • 4,074 Sq Ft
  • Built 2017

  Last Sold Summary

  • 14% Below List Price
  • $589/SF
  • 94 Days On Market

  Current Estimated Value $2,409,666

  Last Listing Agent Dana Laing BHHS FLORIDA REALTY

  1010 N Pennsylvania Ave, Winter Park, FL 32789
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  $1,050,000 Sold Jul 14, 2025

  795 W Canton Ave, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,374 Sq Ft
  • Built 2017

  Last Sold Summary

  • 9% Below List Price
  • $442/SF
  • 23 Days On Market

  Current Estimated Value $1,056,510

  Last Listing Agent Margo Rochelle WEICHERT REALTORS HALLMARK PROPERTIES

  795 W Canton Ave, Winter Park, FL 32789
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  $360,000 Sold Aug 08, 2025

  1612 Eastbrook Blvd, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft
  • Built 1961

  Last Sold Summary

  • 3% Below List Price
  • $290/SF
  • 104 Days On Market

  Current Estimated Value $356,949

  Last Listing Agent Justin Adams EXP REALTY LLC

  1612 Eastbrook Blvd, Winter Park, FL 32792
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  $1,480,000 Sold Sep 19, 2025

  1742 Barcelona Way, Winter Park, FL 32789

  • 5 Beds
  • 8 Baths
  • 3,626 Sq Ft
  • Built 1973

  Last Sold Summary

  • 18% Below List Price
  • $408/SF
  • 81 Days On Market

  Current Estimated Value $1,500,180

  Last Listing Agent Dee Morgan KELLY PRICE & COMPANY LLC

  1742 Barcelona Way, Winter Park, FL 32789
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  $350,000 Sold Jul 21, 2025

  1541 Florentino Ln, Winter Park, FL 32792

  • 3 Beds
  • 2.5 Baths
  • 1,682 Sq Ft
  • Built 2004

  Last Sold Summary

  • $208/SF
  • 70 Days On Market

  Current Estimated Value $351,606

  Last Listing Agent Jeffrey Friedman FANNIE HILLMAN & ASSOCIATES

  1541 Florentino Ln, Winter Park, FL 32792
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  $1,500,000 Sold May 14, 2025

  1741 Pine Ave, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 3,297 Sq Ft
  • Built 2002

  Last Sold Summary

  • $455/SF
  • 7 Days On Market

  Current Estimated Value $1,529,759

  Last Listing Agent Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

  1741 Pine Ave, Winter Park, FL 32789
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  $560,000 Sold Aug 19, 2025

  1339 Orchid Ave, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 789 Sq Ft
  • Built 1953

  Last Sold Summary

  • 12% Below List Price
  • $710/SF
  • 46 Days On Market

  Current Estimated Value $550,957

  Last Listing Agent Barbara Allen ABIDE REALTY

  1339 Orchid Ave, Winter Park, FL 32789
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  $140,000 Sold Nov 17, 2025

  4960 Tangerine Ave Unit 4960, Winter Park, FL 32792

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

  Last Sold Summary

  • 10% Below List Price
  • $183/SF
  • 72 Days On Market

  Last Listing Agent Stacy Chen KELLER WILLIAMS ADVANTAGE III

  4960 Tangerine Ave Unit 4960, Winter Park, FL 32792
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  $475,000 Sold Oct 14, 2025

  621 Symonds Ave, Winter Park, FL 32789

  • Land
  • 0.13 Acre
  • $3,653,846 per Acre

  Last Sold Summary

  • 12% Below List Price
  • 147 Days On Market

  Current Estimated Value $474,333

  Last Listing Agent Emily Williams FANNIE HILLMAN & ASSOCIATES

  621 Symonds Ave, Winter Park, FL 32789
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  $250,000 Sold Jun 27, 2025

  1827 Blaine Terrace, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,114 Sq Ft
  • Built 1990

  Last Sold Summary

  • 11% Below List Price
  • $224/SF
  • 8 Days On Market

  Current Estimated Value $349,893

  Last Listing Agent Kerry Jeffcoat-Squeteri COMPASS FLORIDA LLC

  1827 Blaine Terrace, Winter Park, FL 32792
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  $299,000 Sold Jun 17, 2025

  2762 Hilda Cove, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,493 Sq Ft
  • Built 1981

  Last Sold Summary

  • 15% Below List Price
  • $200/SF
  • 119 Days On Market

  Current Estimated Value $301,050

  Last Listing Agent Thomas Weclew THE REALTY MEDICS

  2762 Hilda Cove, Winter Park, FL 32792
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  $365,000 Sold Dec 31, 2025

  1083 Eastbrook Blvd, Winter Park, FL 32792

  • 4 Beds
  • 2 Baths
  • 1,530 Sq Ft
  • Built 1959

  Last Sold Summary

  • 4% Below List Price
  • $239/SF
  • 17 Days On Market

  Last Listing Agent Jo Ann Ortiz ORANGE SLICE PROPERTIES

  1083 Eastbrook Blvd, Winter Park, FL 32792
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  $115,000 Sold Jul 31, 2025

  7336 Daniel Webster Dr Unit 9, Winter Park, FL 32792

  • 2 Beds
  • 2.5 Baths
  • 1,090 Sq Ft
  • Built 1974

  Last Sold Summary

  • 15% Below List Price
  • $106/SF
  • 89 Days On Market

  Last Listing Agent Nicole Rader MAINFRAME REAL ESTATE

  7336 Daniel Webster Dr Unit 9, Winter Park, FL 32792
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  $230,000 Sold May 30, 2025

  1500 Gay Rd Unit 10C, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft
  • Built 1972

  Last Sold Summary

  • 7% Below List Price
  • $224/SF
  • 75 Days On Market

  Last Listing Agent Janice Erickson REALCOM REAL ESTATE SERVICES INC

  1500 Gay Rd Unit 10C, Winter Park, FL 32789
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  $448,000 Sold Sep 23, 2025

  1471 Broad Wing Ln, Winter Park, FL 32792

  • 3 Beds
  • 2.5 Baths
  • 2,010 Sq Ft
  • Built 2020

  Last Sold Summary

  • $223/SF
  • 29 Days On Market

  Current Estimated Value $449,834

  Last Listing Agent Kathryn West EXP REALTY LLC

  1471 Broad Wing Ln, Winter Park, FL 32792
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  $1,740,000 Sold Aug 29, 2025

  443 Beloit Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,964 Sq Ft
  • Built 1983

  Last Sold Summary

  • 3% Below List Price
  • $587/SF
  • 0 Days On Market

  Current Estimated Value $1,758,882

  Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  443 Beloit Ave, Winter Park, FL 32789
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  $3,400,000 Sold Feb 20, 2025

  2810 Lake Howell Ln, Winter Park, FL 32792

  • 7 Beds
  • 5 Baths
  • 4,900 Sq Ft
  • Built 1996

  Last Sold Summary

  • 3% Below List Price
  • $694/SF
  • 5 Days On Market

  Current Estimated Value $2,972,985

  Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY

  2810 Lake Howell Ln, Winter Park, FL 32792
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  $435,000 Sold Dec 11, 2025

  2708 Lion Heart Rd, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,785 Sq Ft
  • Built 1963

  Last Sold Summary

  • 27% Below List Price
  • $244/SF
  • 128 Days On Market

  Last Listing Agent Corey Cannon BHHS FLORIDA REALTY

  2708 Lion Heart Rd, Winter Park, FL 32792
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  $142,000 Sold Jul 18, 2025

  130 Lewfield Cir Unit 130, Winter Park, FL 32792

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

  Last Sold Summary

  • 8% Below List Price
  • $209/SF
  • 64 Days On Market

  Current Estimated Value $142,512

  Last Listing Agent Renee Kumar LLC LA ROSA REALTY LLC

  130 Lewfield Cir Unit 130, Winter Park, FL 32792
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  $85,000 Sold Jul 01, 2025

  198 Scottsdale Square Unit 198, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 1,020 Sq Ft
  • Built 1974

  Last Sold Summary

  • $83/SF
  • 0 Days On Market

  Current Estimated Value $84,181

  Last Listing Agent Edward Lee LA ROSA REALTY ORLANDO LLC

  198 Scottsdale Square Unit 198, Winter Park, FL 32792
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  $409,000 Sold Nov 14, 2025

  3128 Patel Dr, Winter Park, FL 32792

  • 4 Beds
  • 4 Baths
  • 1,934 Sq Ft
  • Built 1989

  Last Sold Summary

  • 32% Below List Price
  • $211/SF
  • 615 Days On Market

  Last Listing Agent Keith Race FUSILIER MANAGEMENT GROUP

  3128 Patel Dr, Winter Park, FL 32792
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  $940,000 Sold Aug 29, 2025

  1840 Biscayne Dr, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,646 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Below List Price
  • $355/SF
  • 17 Days On Market

  Current Estimated Value $947,178

  Last Listing Agent Jennifer King CORCORAN PREMIER REALTY

  1840 Biscayne Dr, Winter Park, FL 32789
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  $645,000 Sold Jul 09, 2025

  4030 Cool Water Ct, Winter Park, FL 32792

  • 5 Beds
  • 3 Baths
  • 2,910 Sq Ft
  • Built 1979

  Last Sold Summary

  • 4% Below List Price
  • $222/SF
  • 6 Days On Market

  Current Estimated Value $646,100

  Last Listing Agent Chris Creegan CREEGAN GROUP

  4030 Cool Water Ct, Winter Park, FL 32792
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  $330,000 Sold Oct 30, 2025

  3041 Dikewood Ct, Winter Park, FL 32792

  • 4 Beds
  • 2 Baths
  • 1,401 Sq Ft
  • Built 1984

  Last Sold Summary

  • 3% Above List Price
  • $236/SF
  • 6 Days On Market

  Current Estimated Value $331,948

  Last Listing Agent Jason Asa LPT REALTY, LLC

  3041 Dikewood Ct, Winter Park, FL 32792
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  $362,000 Sold Jun 05, 2025

  1295 Grand Rd, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,803 Sq Ft
  • Built 1982

  Last Sold Summary

  • $201/SF
  • 0 Days On Market

  Current Estimated Value $370,844

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

  1295 Grand Rd, Winter Park, FL 32792
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  $555,000 Sold May 12, 2025

  2025 Kimbrace Place, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,416 Sq Ft
  • Built 1957

  Last Sold Summary

  • $392/SF
  • 2 Days On Market

  Current Estimated Value $537,300

  Last Listing Agent Greg Martinez CORCORAN PREMIER REALTY

  2025 Kimbrace Place, Winter Park, FL 32792
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  $1,525,000 Sold Jun 18, 2025

  747 Mcintyre Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,457 Sq Ft
  • Built 1950

  Last Sold Summary

  • 2% Above List Price
  • $1,047/SF
  • 2 Days On Market

  Current Estimated Value $1,502,651

  Last Listing Agent Chuck Massab FANNIE HILLMAN & ASSOCIATES

  747 Mcintyre Ave, Winter Park, FL 32789
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  $332,000 Sold Oct 20, 2025

  3490 Bougainvillea Dr, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,461 Sq Ft
  • Built 1960

  Last Sold Summary

  • 12% Below List Price
  • $227/SF
  • 39 Days On Market

  Current Estimated Value $333,200

  Last Listing Agent EJ Jimenez KELLER WILLIAMS ADVANTAGE III

  3490 Bougainvillea Dr, Winter Park, FL 32792
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  $270,000 Sold Jul 17, 2025

  463 Warrenton Rd Unit 463, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 1,043 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $259/SF
  • 20 Days On Market

  Current Estimated Value $263,467

  Last Listing Agent Jenny Lake FANNIE HILLMAN & ASSOCIATES

  463 Warrenton Rd Unit 463, Winter Park, FL 32792
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  $335,000 Sold May 05, 2025

  3167 Crown Jewel Ct, Winter Park, FL 32792

  • 3 Beds
  • 2.5 Baths
  • 1,406 Sq Ft
  • Built 2019

  Last Sold Summary

  • 9% Below List Price
  • $238/SF
  • 54 Days On Market

  Current Estimated Value $334,317

  Last Listing Agent Amy Phillips CALL IT CLOSED INTL REALTY

  3167 Crown Jewel Ct, Winter Park, FL 32792
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  $1,175,000 Sold Mar 27, 2025

  1681 Blue Ridge Rd, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 2,762 Sq Ft
  • Built 1960

  Last Sold Summary

  • 16% Below List Price
  • $425/SF
  • 89 Days On Market

  Last Listing Agent Albin Hubscher CENTRAL FLORIDA PRIME REAL ESTATE LLC

  1681 Blue Ridge Rd, Winter Park, FL 32789

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