Recently Sold Winter Park, FL Homes

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  $625,000 Sold Nov 03, 2025

  7888 Pleasant Pine Cir, Winter Park, FL 32792

  • 4 Beds
  • 2.5 Baths
  • 2,267 Sq Ft
  • Built 2016

  Last Sold Summary

  • $276/SF
  • 7 Days On Market

  Last Listing Agent Todd Schroth EXP REALTY LLC

  7888 Pleasant Pine Cir, Winter Park, FL 32792
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  $3,295,000 Sold Mar 10, 2025

  100 E Rockwood Way, Winter Park, FL 32789

  • 4 Beds
  • 5.5 Baths
  • 4,304 Sq Ft
  • Built 2020

  Last Sold Summary

  • $766/SF
  • 3 Days On Market

  Current Estimated Value $3,208,468

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

  100 E Rockwood Way, Winter Park, FL 32789
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  $600,000 Sold Aug 05, 2025

  2244 Brookshire Ave, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,464 Sq Ft
  • Built 1958

  Last Sold Summary

  • 9% Above List Price
  • $410/SF
  • 26 Days On Market

  Current Estimated Value $574,840

  Last Listing Agent Melissa Johnson EXP REALTY LLC

  2244 Brookshire Ave, Winter Park, FL 32792
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  $230,000 Sold May 20, 2025

  3106 Patel Dr, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 916 Sq Ft
  • Built 1989

  Last Sold Summary

  • 4% Below List Price
  • $251/SF
  • 20 Days On Market

  Current Estimated Value $230,272

  Last Listing Agent Karen Jacobs CHARLES RUTENBERG REALTY ORLANDO

  3106 Patel Dr, Winter Park, FL 32792
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  $429,900 Sold Jan 30, 2025

  3092 Nicholson Dr, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,738 Sq Ft
  • Built 1976

  Last Sold Summary

  • 2% Below List Price
  • $247/SF
  • 51 Days On Market

  Current Estimated Value $432,357

  Last Listing Agent Shirley Jones COLDWELL BANKER RESIDENTIAL RE

  3092 Nicholson Dr, Winter Park, FL 32792
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  $358,000 Sold Feb 26, 2025

  3890 Waterview Loop, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,527 Sq Ft
  • Built 1991

  Last Sold Summary

  • 3% Below List Price
  • $234/SF
  • 4 Days On Market

  Current Estimated Value $366,386

  Last Listing Agent Angie Kollcaku KELLER WILLIAMS WINTER PARK

  3890 Waterview Loop, Winter Park, FL 32792
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  $630,000 Sold Oct 03, 2025

  1015 Bungalow Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,670 Sq Ft
  • Built 2012

  Last Sold Summary

  • $377/SF
  • 2 Days On Market

  Last Listing Agent David Francetic COLDWELL BANKER RESIDENTIAL RE

  1015 Bungalow Ave, Winter Park, FL 32789
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  $650,000 Sold May 30, 2025

  1219 Verdant Glade Place, Winter Park, FL 32792

  • 3 Beds
  • 3.5 Baths
  • 2,002 Sq Ft
  • Built 2019

  Last Sold Summary

  • 6% Below List Price
  • $325/SF
  • 79 Days On Market

  Current Estimated Value $648,931

  Last Listing Agent Maggie Walas FORTUNE INTERNATIONAL REALTY

  1219 Verdant Glade Place, Winter Park, FL 32792
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  $455,500 Sold Oct 16, 2025

  1317 Medinah Ct, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 2,015 Sq Ft
  • Built 1979

  Last Sold Summary

  • 9% Below List Price
  • $226/SF

  Last Listing Agent Amy Turner KELLER WILLIAMS WINTER PARK

  1317 Medinah Ct, Winter Park, FL 32792
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  $825,000 Sold Dec 27, 2024

  1776 Mondrian Cir, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 2,193 Sq Ft
  • Built 2022

  Last Sold Summary

  • 6% Below List Price
  • $376/SF
  • 88 Days On Market

  Current Estimated Value $827,485

  Last Listing Agent Brian Teach COLDWELL BANKER RESIDENTIAL RE

  1776 Mondrian Cir, Winter Park, FL 32789
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  $1,825,000 Sold Oct 16, 2025

  1361 Palmer Ave, Winter Park, FL 32789

  • 5 Beds
  • 3.5 Baths
  • 3,558 Sq Ft
  • Built 2005

  Last Sold Summary

  • 22% Below List Price
  • $513/SF
  • 121 Days On Market

  Last Listing Agent Michelle Hochfelder PREMIER SOTHEBY'S INTL. REALTY

  1361 Palmer Ave, Winter Park, FL 32789
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  $348,000 Sold Jan 15, 2025

  3251 Crown Jewel Ct, Winter Park, FL 32792

  • 3 Beds
  • 2.5 Baths
  • 1,408 Sq Ft
  • Built 2019

  Last Sold Summary

  • 2% Below List Price
  • $247/SF
  • 6 Days On Market

  Current Estimated Value $341,274

  Last Listing Agent Erin Fang FLORIDA REALTY INVESTMENTS

  3251 Crown Jewel Ct, Winter Park, FL 32792
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  $420,000 Sold Feb 21, 2025

  1025 Early Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,333 Sq Ft
  • Built 1956

  Last Sold Summary

  • $315/SF
  • 5 Days On Market

  Current Estimated Value $412,520

  Last Listing Agent Zach Mitchell SAND DOLLAR REALTY GROUP INC

  1025 Early Ave, Winter Park, FL 32789
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  $400,000 Sold Jul 15, 2025

  1017 Manchester Cir, Winter Park, FL 32792

  • 4 Beds
  • 2 Baths
  • 1,704 Sq Ft
  • Built 1974

  Last Sold Summary

  • $235/SF
  • 23 Days On Market

  Current Estimated Value $385,423

  Last Listing Agent Jenaia Fowlkes FOWLKES REALTY CO

  1017 Manchester Cir, Winter Park, FL 32792
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  $970,000 Sold Mar 11, 2025

  1484 Via Sangro Place, Winter Park, FL 32792

  • 4 Beds
  • 3 Baths
  • 3,063 Sq Ft
  • Built 2015

  Last Sold Summary

  • 2% Below List Price
  • $317/SF
  • 5 Days On Market

  Current Estimated Value $971,826

  Last Listing Agent Nohora Gomez COLDWELL BANKER RESIDENTIAL RE

  1484 Via Sangro Place, Winter Park, FL 32792
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  $2,750,000 Sold Feb 28, 2025

  425 Alberta Dr, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 2,310 Sq Ft
  • Built 1938

  Last Sold Summary

  • 8% Below List Price
  • $1,190/SF
  • 34 Days On Market

  Current Estimated Value $2,603,202

  Last Listing Agent Andy Holland PREMIER SOTHEBY'S INTL. REALTY

  425 Alberta Dr, Winter Park, FL 32789
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  $2,550,000 Sold Aug 15, 2025

  1400 Place Picardy, Winter Park, FL 32789

  • 5 Beds
  • 5.5 Baths
  • 4,338 Sq Ft
  • Built 2008

  Last Sold Summary

  • 10% Below List Price
  • $588/SF
  • 82 Days On Market

  Current Estimated Value $2,534,644

  Last Listing Agent Jennifer King CORCORAN PREMIER REALTY

  1400 Place Picardy, Winter Park, FL 32789
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  $1,100,000 Sold Oct 08, 2025

  930 S Kentucky Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,495 Sq Ft
  • Built 2014

  Last Sold Summary

  • $441/SF
  • 4 Days On Market

  Last Listing Agent Debi Callahan Adams, Cameron & Co., Realtors

  930 S Kentucky Ave, Winter Park, FL 32789
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  $81,000 Sold Jul 01, 2025

  262 Scottsdale Square Unit 262, Winter Park, FL 32792

  • 1 Bed
  • 1 Bath
  • 756 Sq Ft
  • Built 1974

  Last Sold Summary

  • 19% Below List Price
  • $107/SF
  • 10 Days On Market

  Current Estimated Value $79,802

  Last Listing Agent Edward Lee LA ROSA REALTY ORLANDO LLC

  262 Scottsdale Square Unit 262, Winter Park, FL 32792
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  $1,767,500 Sold Mar 21, 2025

  643 Balmoral Rd, Winter Park, FL 32789

  • Land
  • 0.71 Acre
  • $2,489,437 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 17 Days On Market

  Current Estimated Value $1,734,025

  Last Listing Agent Laura Hope COMPASS FLORIDA LLC

  643 Balmoral Rd, Winter Park, FL 32789
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  $475,000 Sold Nov 14, 2025

  260 Orange Terrace Dr, Winter Park, FL 32789

  • 3 Beds
  • 3 Baths
  • 1,330 Sq Ft
  • Built 1953

  Last Sold Summary

  • 1% Below List Price
  • $357/SF
  • 6 Days On Market

  Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK

  260 Orange Terrace Dr, Winter Park, FL 32789
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  $1,525,000 Sold Feb 14, 2025

  660 Arjay Way, Winter Park, FL 32789

  • 4 Beds
  • 4 Baths
  • 3,237 Sq Ft
  • Built 1957

  Last Sold Summary

  • 8% Below List Price
  • $471/SF
  • 133 Days On Market

  Current Estimated Value $1,531,554

  Last Listing Agent Julie Bettosini STOCKWORTH REALTY GROUP

  660 Arjay Way, Winter Park, FL 32789
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  $2,800,000 Sold Aug 14, 2025

  1891 Lake Spier Dr, Winter Park, FL 32789

  • 5 Beds
  • 4 Baths
  • 3,932 Sq Ft
  • Built 2024

  Last Sold Summary

  • 12% Below List Price
  • $712/SF
  • 57 Days On Market

  Current Estimated Value $2,792,412

  Last Listing Agent Mike Derenthal LPT REALTY, LLC

  1891 Lake Spier Dr, Winter Park, FL 32789
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  $499,000 Sold Mar 26, 2025

  1005 Leeds Ct, Winter Park, FL 32792

  • 4 Beds
  • 2 Baths
  • 2,032 Sq Ft
  • Built 1977

  Last Sold Summary

  • $246/SF
  • 13 Days On Market

  Current Estimated Value $501,780

  Last Listing Agent Devonna Craner CRANER AND COMPANY REAL ESTATE GROUP LLC

  1005 Leeds Ct, Winter Park, FL 32792
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  $425,000 Sold Aug 04, 2025

  690 Osceola Ave Unit 410, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • Built 1969

  Last Sold Summary

  • 3% Below List Price
  • $370/SF
  • 8 Days On Market

  Current Estimated Value $429,701

  Last Listing Agent Catherine Mitchell LOMBARDI LEMAY REALTY

  690 Osceola Ave Unit 410, Winter Park, FL 32789
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  $450,000 Sold Jan 09, 2025

  1102 Azalea Ln, Winter Park, FL 32789

  • 2 Beds
  • 2.5 Baths
  • 1,530 Sq Ft
  • Built 1982

  Last Sold Summary

  • 10% Below List Price
  • $294/SF
  • 70 Days On Market

  Current Estimated Value $461,836

  Last Listing Agent Shawn Layton SERHANT

  1102 Azalea Ln, Winter Park, FL 32789
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  $750,000 Sold Jun 09, 2025

  2804 Dike Rd, Winter Park, FL 32792

  • 4 Beds
  • 3 Baths
  • 2,503 Sq Ft
  • Built 1980

  Last Sold Summary

  • 12% Below List Price
  • $300/SF
  • 284 Days On Market

  Current Estimated Value $761,775

  Last Listing Agent Barrett Spray KELLER WILLIAMS ADVANTAGE REALTY

  2804 Dike Rd, Winter Park, FL 32792
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  $440,000 Sold Jul 10, 2025

  2312 Poinciana Rd, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,806 Sq Ft
  • Built 1972

  Last Sold Summary

  • 2% Below List Price
  • $244/SF
  • 6 Days On Market

  Current Estimated Value $440,119

  Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

  2312 Poinciana Rd, Winter Park, FL 32792
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  $2,100,000 Sold Apr 15, 2025

  1032 Early Ave, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,894 Sq Ft
  • Built 1999

  Last Sold Summary

  • 9% Below List Price
  • $726/SF
  • 35 Days On Market

  Current Estimated Value $2,073,955

  Last Listing Agent Teresa Corbett KINCAID REALTY

  1032 Early Ave, Winter Park, FL 32789
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  $270,000 Sold Apr 04, 2025

  609 Gallery Dr Unit 2, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 929 Sq Ft
  • Built 1984

  Last Sold Summary

  • 5% Below List Price
  • $291/SF
  • 12 Days On Market

  Current Estimated Value $265,941

  Last Listing Agent Kim Oliver NONA LEGACY POWERED BY LA ROSA

  609 Gallery Dr Unit 2, Winter Park, FL 32792
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  $119,000 Sold Dec 08, 2025

  1000 S Semoran Blvd Unit 608, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 1,049 Sq Ft
  • Built 1969

  Last Sold Summary

  • 30% Below List Price
  • $113/SF
  • 155 Days On Market

  Last Listing Agent Maria Peralta CHARLES RUTENBERG REALTY ORLANDO

  1000 S Semoran Blvd Unit 608, Winter Park, FL 32792
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  $270,000 Sold Aug 28, 2025

  2426 Windward Way, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 932 Sq Ft
  • Built 1976

  Last Sold Summary

  • 5% Below List Price
  • $290/SF
  • 50 Days On Market

  Current Estimated Value $269,061

  Last Listing Agent Kim Coburn RE/MAX TOWN & COUNTRY REALTY

  2426 Windward Way, Winter Park, FL 32792
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  $420,000 Sold Jul 11, 2025

  2809 Sanbina St, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • Built 1961

  Last Sold Summary

  • 2% Below List Price
  • $368/SF
  • 4 Days On Market

  Current Estimated Value $421,912

  Last Listing Agent Harry Kazarian STRONG FOUNDATION REALTY LLC

  2809 Sanbina St, Winter Park, FL 32789
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  $370,000 Sold Jan 30, 2025

  7632 Aloma Pines Ct, Winter Park, FL 32792

  • 3 Beds
  • 2.5 Baths
  • 1,872 Sq Ft
  • Built 2018

  Last Sold Summary

  • 7% Below List Price
  • $198/SF
  • 129 Days On Market

  Current Estimated Value $380,825

  Last Listing Agent Dayanne Rivera PREFERRED REAL ESTATE BROKERS

  7632 Aloma Pines Ct, Winter Park, FL 32792
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  $480,000 Sold Jul 28, 2025

  1545 Indiana Ave Unit B, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 1,598 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Below List Price
  • $300/SF
  • 3 Days On Market

  Current Estimated Value $486,076

  Last Listing Agent Ron Murray MAGIC REALTY LLC

  1545 Indiana Ave Unit B, Winter Park, FL 32789
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  $2,910,000 Sold Jul 21, 2025

  1911 Stonehurst Rd, Winter Park, FL 32789

  • 4 Beds
  • 6 Baths
  • 5,097 Sq Ft
  • Built 2001

  Last Sold Summary

  • 14% Below List Price
  • $571/SF
  • 82 Days On Market

  Current Estimated Value $2,885,119

  Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  1911 Stonehurst Rd, Winter Park, FL 32789
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  $1,685,000 Sold Apr 30, 2025

  1871 Winchester Dr, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 3,421 Sq Ft
  • Built 1957

  Last Sold Summary

  • $493/SF

  Current Estimated Value $1,652,432

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

  1871 Winchester Dr, Winter Park, FL 32789
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  $370,000 Sold Oct 20, 2025

  513 Dunraven Dr, Winter Park, FL 32792

  • 3 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • Built 1956

  Last Sold Summary

  • $254/SF

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

  513 Dunraven Dr, Winter Park, FL 32792
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  $277,000 Sold Feb 28, 2025

  2460 Harbour Way, Winter Park, FL 32792

  • 2 Beds
  • 2 Baths
  • 1,019 Sq Ft
  • Built 1978

  Last Sold Summary

  • 1% Above List Price
  • $272/SF
  • 1 Day On Market

  Current Estimated Value $268,693

  Last Listing Agent Robin Leedom-Hafen TOP VALUE PROPERTIES LLC

  2460 Harbour Way, Winter Park, FL 32792
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  $1,430,000 Sold Jan 15, 2025

  513 Worthington Dr, Winter Park, FL 32789

  • 3 Beds
  • 3.5 Baths
  • 3,112 Sq Ft
  • Built 2005

  Last Sold Summary

  • 27% Below List Price
  • $460/SF
  • 329 Days On Market

  Current Estimated Value $1,464,959

  Last Listing Agent Kelly Kellogg COLONIALTOWN REALTY

  513 Worthington Dr, Winter Park, FL 32789

Showing Results 601 - 640, Page 16 of 18