Recently Sold Homes in 32789

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  $730,000

  Sold Sep 01, 2026

  950 S Kentucky Ave, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,155 Sq Ft
  • Built 1941

  Last Sold Summary

  • 9% Below List Price
  • $339/SF
  • 8 Days On Market

  Current Estimated Value $639,225

  Last Listing Agent Gwendolen Flynn COLDWELL BANKER REALTY

  950 S Kentucky Ave, Winter Park, FL 32789
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  /2

  $1,965,000

  Sold Jul 29, 2026

  2261 Mulbry Dr, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 3,696 Sq Ft
  • Built 2020

  Last Sold Summary

  • 2% Below List Price
  • $532/SF
  • 28 Days On Market

  Current Estimated Value $1,883,940

  Last Listing Agent Jo-Ann Lamar PREMIER SOTHEBY'S INTL. REALTY

  2261 Mulbry Dr, Winter Park, FL 32789
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  /2

  $955,000

  Sold Feb 24, 2026

  512 Clarendon Ave, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 2,824 Sq Ft
  • Built 2001

  Last Sold Summary

  • 3% Below List Price
  • $338/SF
  • 21 Days On Market

  Current Estimated Value $1,015,427

  Last Listing Agent Sarah Tomlinson COMPASS FLORIDA LLC

  512 Clarendon Ave, Winter Park, FL 32789
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  /2

  $449,000

  Sold Aug 12, 2026

  2611 Lotafun Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,838 Sq Ft
  • Built 1962

  Last Sold Summary

  • $244/SF
  • 3 Days On Market

  Current Estimated Value $458,308

  Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

  2611 Lotafun Ave, Winter Park, FL 32789
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  $2,295,000

  Sold Dec 16, 2025

  1661 Palm Ave, Winter Park, FL 32789

  • 4 Beds
  • 6 Baths
  • 3,570 Sq Ft
  • Built 2025

  Last Sold Summary

  • 12% Below List Price
  • $643/SF
  • 26 Days On Market

  Current Estimated Value $2,153,705

  Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

  1661 Palm Ave, Winter Park, FL 32789
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  /2

  $2,700,000

  Sold Oct 30, 2025

  1020 Mayfield Ave, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,663 Sq Ft
  • Built 1989

  Last Sold Summary

  • 15% Below List Price
  • $1,014/SF
  • 149 Days On Market

  Current Estimated Value $2,794,128

  Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

  1020 Mayfield Ave, Winter Park, FL 32789
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  $4,250,000

  Sold Jun 01, 2026

  1336 College Point, Winter Park, FL 32789

  • 4 Beds
  • 5 Baths
  • 3,181 Sq Ft
  • Built 1926

  Last Sold Summary

  • 8% Below List Price
  • $1,336/SF
  • 109 Days On Market

  Current Estimated Value $4,208,723

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

  1336 College Point, Winter Park, FL 32789
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  /2

  $1,590,000

  Sold Mar 06, 2026

  1166 Oaks Blvd, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 2,860 Sq Ft
  • Built 2018

  Last Sold Summary

  • 12% Below List Price
  • $556/SF
  • 153 Days On Market

  Current Estimated Value $1,610,305

  Last Listing Agent Kevin Kelly FANNIE HILLMAN & ASSOCIATES

  1166 Oaks Blvd, Winter Park, FL 32789
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  $2,050,000

  Sold Apr 30, 2026

  1205 Mayfield Ave, Winter Park, FL 32789

  • Land
  • 23,958 Sq Ft
  • $3,727,273 per Acre

  Last Sold Summary

  • 18% Below List Price
  • 89 Days On Market

  Current Estimated Value $2,145,964

  Last Listing Agent Abby Nelson RE/MAX 200 REALTY

  1205 Mayfield Ave, Winter Park, FL 32789
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  /2

  $261,000

  Sold May 13, 2026

  1500 Gay Rd Unit 8D, Winter Park, FL 32789

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

  Last Sold Summary

  • 2% Below List Price
  • $254/SF
  • 19 Days On Market

  Current Estimated Value $259,669

  Last Listing Agent Trevor Laug. Realtor SOLID OAK REAL ESTATE LLC

  1500 Gay Rd Unit 8D, Winter Park, FL 32789
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  /2

  $800,000

  Sold Apr 30, 2026

  737 N Capen Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,930 Sq Ft
  • Built 2021

  Last Sold Summary

  • 13% Below List Price
  • $415/SF
  • 99 Days On Market

  Current Estimated Value $828,742

  Last Listing Agent Jenn Carlisle LPT REALTY, LLC

  737 N Capen Ave, Winter Park, FL 32789
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  $640,000

  Sold Jun 05, 2026

  352 Cambridge Blvd, Winter Park, FL 32789

  • 5 Beds
  • 3 Baths
  • 1,917 Sq Ft
  • Built 1920

  Last Sold Summary

  • 2% Below List Price
  • $334/SF
  • 46 Days On Market

  Current Estimated Value $639,165

  Last Listing Agent Karen Jacobs COLDWELL BANKER REALTY

  352 Cambridge Blvd, Winter Park, FL 32789
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  $875,000

  Sold Sep 10, 2026

  1600 Oneco Ave, Winter Park, FL 32789

  • 3 Beds
  • 3 Baths
  • 2,538 Sq Ft
  • Built 1969

  Last Sold Summary

  • $345/SF
  • 0 Days On Market

  Current Estimated Value $867,046

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

  1600 Oneco Ave, Winter Park, FL 32789
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  $325,000

  Sold Dec 30, 2025

  520 Killarney Bay Ct Unit 2, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,160 Sq Ft
  • Built 1986

  Last Sold Summary

  • 7% Below List Price
  • $280/SF
  • 6 Days On Market

  Current Estimated Value $327,875

  Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK

  520 Killarney Bay Ct Unit 2, Winter Park, FL 32789
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  /2

  $779,000

  Sold Aug 31, 2026

  1826 Banchory Rd, Winter Park, FL 32789

  • 4 Beds
  • 2.5 Baths
  • 2,391 Sq Ft
  • Built 1962

  Last Sold Summary

  • $326/SF
  • 0 Days On Market

  Current Estimated Value $864,499

  Last Listing Agent Karen Jacobs COLDWELL BANKER REALTY

  1826 Banchory Rd, Winter Park, FL 32789
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  $5,410,000

  Sold Sep 02, 2026

  2025 Summerland Ave, Winter Park, FL 32789

  • 5 Beds
  • 4.5 Baths
  • 4,432 Sq Ft
  • Built 1972

  Last Sold Summary

  • 2% Above List Price
  • $1,221/SF
  • 0 Days On Market

  Current Estimated Value $3,548,658

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

  2025 Summerland Ave, Winter Park, FL 32789
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  $6,200,000

  Sold Aug 21, 2026

  550 Palmer Ave, Winter Park, FL 32789

  • 5 Beds
  • 6.5 Baths
  • 5,939 Sq Ft
  • Built 2025

  Last Sold Summary

  • 14% Below List Price
  • $1,044/SF
  • 285 Days On Market

  Current Estimated Value $5,859,205

  Last Listing Agent John McDade FANNIE HILLMAN & ASSOCIATES

  550 Palmer Ave, Winter Park, FL 32789
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  $720,000

  Sold Jan 20, 2026

  2955 Lolissa Ln, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 3,538 Sq Ft
  • Built 1969

  Last Sold Summary

  • 4% Below List Price
  • $204/SF
  • 47 Days On Market

  Current Estimated Value $832,826

  Last Listing Agent Catherine Williams COLDWELL BANKER REALTY

  2955 Lolissa Ln, Winter Park, FL 32789
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  $2,285,000

  Sold Nov 19, 2025

  521 S Phelps Ave, Winter Park, FL 32789

  • 4 Beds
  • 4.5 Baths
  • 3,883 Sq Ft
  • Built 2015

  Last Sold Summary

  • 7% Below List Price
  • $588/SF
  • 118 Days On Market

  Current Estimated Value $2,394,095

  Last Listing Agent Marcio Tannus LA ROSA REALTY HORIZONS LLC

  521 S Phelps Ave, Winter Park, FL 32789
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  $1,825,000

  Sold Sep 22, 2026

  631 Williams Dr, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 2,972 Sq Ft
  • Built 1962

  Last Sold Summary

  • $614/SF
  • 1 Day On Market

  Current Estimated Value $1,683,847

  Last Listing Agent Katherine Mcelyea CHARLES RUTENBERG REALTY ORLANDO

  631 Williams Dr, Winter Park, FL 32789
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  $2,700,000

  Sold Oct 02, 2025

  1445 Holts Grove Cir, Winter Park, FL 32789

  • 5 Beds
  • 5 Baths
  • 4,489 Sq Ft
  • Built 2002

  Last Sold Summary

  • 2% Above List Price
  • $601/SF
  • 2 Days On Market

  Current Estimated Value $2,767,437

  Last Listing Agent Shelley Heistand PREMIER SOTHEBY'S INTL. REALTY

  1445 Holts Grove Cir, Winter Park, FL 32789
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  $3,485,000

  Sold Oct 17, 2025

  2171 Forrest Rd, Winter Park, FL 32789

  • 5 Beds
  • 6 Baths
  • 4,565 Sq Ft
  • Built 2016

  Last Sold Summary

  • 9% Below List Price
  • $763/SF
  • 134 Days On Market

  Current Estimated Value $3,497,606

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

  2171 Forrest Rd, Winter Park, FL 32789
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  $1,810,000

  Sold Sep 10, 2026

  721 Pansy Ave, Winter Park, FL 32789

  • 4 Beds
  • 4 Baths
  • 2,653 Sq Ft
  • Built 2018

  Last Sold Summary

  • 6% Below List Price
  • $682/SF
  • 129 Days On Market

  Current Estimated Value $1,826,478

  Last Listing Agent Drew Henner PREMIER SOTHEBY'S INTL. REALTY

  721 Pansy Ave, Winter Park, FL 32789
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  $1,000,000

  Sold Apr 01, 2026

  2607 Lafayette Ave, Winter Park, FL 32789

  • 4 Beds
  • 3.5 Baths
  • 2,770 Sq Ft
  • Built 2018

  Last Sold Summary

  • 15% Below List Price
  • $361/SF
  • 244 Days On Market

  Current Estimated Value $1,053,677

  Last Listing Agent Malgorzata Walas Fortune Christie's International Real Estate

  2607 Lafayette Ave, Winter Park, FL 32789
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  /2

  $1,905,000

  Sold Apr 10, 2026

  501 Henkel Cir, Winter Park, FL 32789

  • 5 Beds
  • 4.5 Baths
  • 3,746 Sq Ft
  • Built 2009

  Last Sold Summary

  • 4% Above List Price
  • $509/SF
  • 4 Days On Market

  Current Estimated Value $1,941,572

  Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  501 Henkel Cir, Winter Park, FL 32789
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  /2

  $420,000

  Sold Jan 15, 2026

  1847 Azalea Ave, Winter Park, FL 32789

  • 4 Beds
  • 2.5 Baths
  • 1,477 Sq Ft
  • Built 1961

  Last Sold Summary

  • $284/SF
  • 1 Day On Market

  Current Estimated Value $440,159

  Last Listing Agent Trace Christian, III COLDWELL BANKER REALTY

  1847 Azalea Ave, Winter Park, FL 32789
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  /2

  $199,900

  Sold Nov 03, 2025

  2500 Lee Rd Unit 134, Winter Park, FL 32789

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

  Last Sold Summary

  • 5% Below List Price
  • $310/SF
  • 130 Days On Market

  Current Estimated Value $189,633

  Last Listing Agent Jesus Garcia YOUR HOME SOLD GUARANTEED REAL

  2500 Lee Rd Unit 134, Winter Park, FL 32789
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  /2

  $266,000

  Sold Nov 19, 2025

  1500 Gay Rd Unit 9B, Winter Park, FL 32789

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

  Last Sold Summary

  • 1% Below List Price
  • $259/SF
  • 5 Days On Market

  Current Estimated Value $255,709

  Last Listing Agent Janice Erickson REALCOM REAL ESTATE SERVICES INC

  1500 Gay Rd Unit 9B, Winter Park, FL 32789
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  /2

  $235,000

  Sold Jan 29, 2026

  613 Orange Tree Ct Unit 507, Maitland, FL 32751

  • 3 Beds
  • 2 Baths
  • 1,256 Sq Ft
  • Built 1974

  Last Sold Summary

  • 3% Below List Price
  • $187/SF
  • 10 Days On Market

  Current Estimated Value $237,334

  Last Listing Agent Deborah Morris KELLER WILLIAMS ADVANTAGE REALTY

  613 Orange Tree Ct Unit 507, Maitland, FL 32751
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  $570,000

  Sold Sep 16, 2026

  786 Mcintyre Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 1,934 Sq Ft
  • Built 1988

  Last Sold Summary

  • 9% Below List Price
  • $295/SF
  • 15 Days On Market

  Current Estimated Value $627,586

  Last Listing Agent Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

  786 Mcintyre Ave, Winter Park, FL 32789
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  $649,000

  Sold Oct 17, 2025

  2304 Depauw Ave, Orlando, FL 32804

  • 3 Beds
  • 2.5 Baths
  • 1,668 Sq Ft
  • Built 2025

  Move in Ready Sold Summary

  • $389/SF
  • 199 Days On Market

  Current Estimated Value $687,000

  David Weekley Homes Central Living - Downtown

  2304 Depauw Ave, Orlando, FL 32804
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  /2

  $500,000

  Sold May 27, 2026

  720 W Webster Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft
  • Built 1950

  Last Sold Summary

  • 9% Below List Price
  • $369/SF
  • 54 Days On Market

  Current Estimated Value $501,470

  Last Listing Agent Vincent Cordaro SERHANT

  720 W Webster Ave, Winter Park, FL 32789
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  /2

  $160,000

  Sold Jun 05, 2026

  2500 Lee Rd Unit 122, Winter Park, FL 32789

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

  Last Sold Summary

  • 11% Below List Price
  • $248/SF
  • 60 Days On Market

  Current Estimated Value $161,423

  Last Listing Agent Andrea Aylett-Hosch PINEAPPLE PLACE REALTY, LLC

  2500 Lee Rd Unit 122, Winter Park, FL 32789
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  /2

  $145,000

  Sold Apr 23, 2026

  2500 Lee Rd Unit 243, Winter Park, FL 32789

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

  Last Sold Summary

  • 28% Below List Price
  • $225/SF
  • 286 Days On Market

  Current Estimated Value $146,596

  Last Listing Agent Sue Gilman KELLER WILLIAMS WINTER PARK

  2500 Lee Rd Unit 243, Winter Park, FL 32789
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  /2

  $850,000

  Sold Mar 31, 2026

  1929 S Lakemont Ave, Winter Park, FL 32792

  • 3 Beds
  • 3.5 Baths
  • 2,160 Sq Ft
  • Built 2023

  Last Sold Summary

  • 10% Below List Price
  • $394/SF
  • 91 Days On Market

  Current Estimated Value $788,997

  Last Listing Agent Brandon Geers COMPASS FLORIDA LLC

  1929 S Lakemont Ave, Winter Park, FL 32792
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  /2

  $510,000

  Sold Jul 21, 2026

  641 W Lyman Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft
  • Built 2003

  Last Sold Summary

  • $455/SF
  • 12 Days On Market

  Current Estimated Value $506,872

  Last Listing Agent Ted Moseley REAL BROKER, LLC

  641 W Lyman Ave, Winter Park, FL 32789
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  $3,020,000

  Sold Oct 02, 2025

  1820 Englewood Rd, Winter Park, FL 32789

  • 5 Beds
  • 5.5 Baths
  • 4,263 Sq Ft
  • Built 2015

  Last Sold Summary

  • 8% Below List Price
  • $708/SF
  • 70 Days On Market

  Current Estimated Value $3,112,433

  Last Listing Agent David Hung KELLER WILLIAMS ADVANTAGE III

  1820 Englewood Rd, Winter Park, FL 32789
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  $4,000,000

  Sold Sep 14, 2026

  1180 Via Lugano, Winter Park, FL 32789

  • 5 Beds
  • 5.5 Baths
  • 4,961 Sq Ft
  • Built 2006

  Last Sold Summary

  • 18% Below List Price
  • $806/SF
  • 47 Days On Market

  Current Estimated Value $4,822,693

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

  1180 Via Lugano, Winter Park, FL 32789
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  /2

  $2,150,000

  Sold Aug 13, 2026

  2361 Mulbry Dr, Winter Park, FL 32789

  • 4 Beds
  • 4 Baths
  • 3,130 Sq Ft
  • Built 2026

  Last Sold Summary

  • 10% Below List Price
  • $687/SF
  • 77 Days On Market

  Current Estimated Value $1,953,802

  Last Listing Agent Ahmad Hassan COMPASS FLORIDA LLC

  2361 Mulbry Dr, Winter Park, FL 32789
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  /2

  $389,900

  Sold Mar 18, 2026

  700 Melrose Ave Unit M4, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,074 Sq Ft
  • Built 1964

  Last Sold Summary

  • 1% Below List Price
  • $363/SF
  • 7 Days On Market

  Current Estimated Value $381,022

  Last Listing Agent Mary Harmening ROAM FLORIDA REALTY LLC

  700 Melrose Ave Unit M4, Winter Park, FL 32789

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