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Recently Sold Homes in 32789

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  • /2

    $417,100

    Sold Nov 24, 2025

    690 Osceola Ave Unit 502, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1969

    Last Sold Summary

    • 26% Below List Price
    • $298/SF
    • 196 Days On Market

    Current Estimated Value $416,543

    Last Listing Agent Ashley Jacobs CHARLES RUTENBERG REALTY ORLANDO

    690 Osceola Ave Unit 502, Winter Park, FL 32789
  • /2

    $1,200,000

    Sold Mar 20, 2026

    950 Aragon Ave, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 2,592 Sq Ft
    • Built 2020

    Last Sold Summary

    • $463/SF
    • 5 Days On Market

    Current Estimated Value $1,186,434

    Last Listing Agent Brandon Geers COMPASS FLORIDA LLC

    950 Aragon Ave, Winter Park, FL 32789
  • /2

    $168,500

    Sold Jul 02, 2026

    1500 Gay Rd Unit 5, Winter Park, FL 32789

    • 1 Bed
    • 1 Bath
    • 732 Sq Ft
    • Built 1972

    Last Sold Summary

    • 14% Below List Price
    • $230/SF
    • 97 Days On Market

    Last Listing Agent Jacob Hara TRANSCEND REALTY

    1500 Gay Rd Unit 5, Winter Park, FL 32789
  • /2

    $625,090

    Sold Jun 03, 2026

    2713 Eastern Pkwy, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,304 Sq Ft
    • Built 1988

    Last Sold Summary

    • 7% Below List Price
    • $479/SF
    • 12 Days On Market

    Current Estimated Value $647,558

    Last Listing Agent Helen Thompson RE/MAX SELECT GROUP

    2713 Eastern Pkwy, Winter Park, FL 32789
  • /2

    $637,500

    Sold Jan 16, 2026

    595 Huntington Ave Unit 4, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 1,951 Sq Ft
    • Built 1987

    Last Sold Summary

    • 6% Below List Price
    • $327/SF
    • 149 Days On Market

    Current Estimated Value $648,369

    Last Listing Agent Andrew Livingston COLDWELL BANKER REALTY

    595 Huntington Ave Unit 4, Winter Park, FL 32789
  • /2

    $1,250,000

    Sold Dec 29, 2025

    359 Beloit Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,395 Sq Ft
    • Built 1979

    Last Sold Summary

    • $522/SF
    • 0 Days On Market

    Current Estimated Value $1,305,474

    Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    359 Beloit Ave, Winter Park, FL 32789
  • /2

    $775,000

    Sold May 22, 2026

    521 Fairfax Ave, Winter Park, FL 32789

    • 4 Beds
    • 2 Baths
    • 2,112 Sq Ft
    • Built 1955

    Last Sold Summary

    • 2% Below List Price
    • $367/SF
    • 2 Days On Market

    Current Estimated Value $775,190

    Last Listing Agent Jennifer Sloan COMPASS FLORIDA LLC

    521 Fairfax Ave, Winter Park, FL 32789
  • /2

    $1,199,000

    Sold Jun 09, 2026

    1807 Magnolia Ave, Winter Park, FL 32789

    • 5 Beds
    • 3 Baths
    • 2,618 Sq Ft
    • Built 2026

    Last Sold Summary

    • $458/SF
    • 9 Days On Market

    Current Estimated Value $1,172,211

    Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    1807 Magnolia Ave, Winter Park, FL 32789
  • /2

    $325,000

    Sold Sep 23, 2026

    644 N Knowles Ave Unit 3, Winter Park, FL 32789

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

    Last Sold Summary

    • 32% Below List Price
    • $424/SF
    • 78 Days On Market

    Current Estimated Value $417,385

    Last Listing Agent Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

    644 N Knowles Ave Unit 3, Winter Park, FL 32789
  • /2

    $1,095,000

    Sold Dec 01, 2025

    1450 Chestnut Ave, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 1,942 Sq Ft
    • Built 2009

    Last Sold Summary

    • 16% Below List Price
    • $564/SF
    • 49 Days On Market

    Current Estimated Value $1,136,346

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

    1450 Chestnut Ave, Winter Park, FL 32789
  • /2

    $220,000

    Sold Jan 30, 2026

    700 Melrose Ave Unit J23, Winter Park, FL 32789

    • 1 Bed
    • 1 Bath
    • 772 Sq Ft
    • Built 1964

    Last Sold Summary

    • 6% Below List Price
    • $285/SF
    • 107 Days On Market

    Current Estimated Value $221,664

    Last Listing Agent Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

    700 Melrose Ave Unit J23, Winter Park, FL 32789
  • /2

    $1,900,000

    Sold Jun 03, 2026

    1760 Alabama Dr, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 2,841 Sq Ft
    • Built 1971

    Last Sold Summary

    • 24% Below List Price
    • $669/SF
    • 75 Days On Market

    Current Estimated Value $1,912,974

    Last Listing Agent Brian Ruth DAILLAND REAL ESTATE

    1760 Alabama Dr, Winter Park, FL 32789
  • /2

    $735,000

    Sold May 19, 2026

    675 Overspin Dr, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 3,062 Sq Ft
    • Built 2010

    Last Sold Summary

    • 8% Below List Price
    • $240/SF
    • 58 Days On Market

    Current Estimated Value $752,148

    Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

    675 Overspin Dr, Winter Park, FL 32789
  • /2

    $425,000

    Sold Jun 30, 2026

    2142 Blossom Ln, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,363 Sq Ft
    • Built 1957

    Last Sold Summary

    • 6% Above List Price
    • $312/SF
    • 7 Days On Market

    Current Estimated Value $416,418

    Last Listing Agent Billy Wygle THE WILKINS WAY LLC

    2142 Blossom Ln, Winter Park, FL 32789
  • /2

    $567,500

    Sold Dec 09, 2025

    1010 Aragon Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,453 Sq Ft
    • Built 1949

    Last Sold Summary

    • 1% Below List Price
    • $391/SF
    • 2 Days On Market

    Current Estimated Value $581,890

    Last Listing Agent Devin Loh COLDWELL BANKER REALTY

    1010 Aragon Ave, Winter Park, FL 32789
  • /2

    $2,078,500

    Sold Dec 11, 2025

    715 Via Bella, Winter Park, FL 32789

    • 5 Beds
    • 4 Baths
    • 4,328 Sq Ft
    • Built 1976

    Last Sold Summary

    • 12% Below List Price
    • $480/SF
    • 70 Days On Market

    Current Estimated Value $2,222,763

    Last Listing Agent Adam Roark COMPASS FLORIDA LLC

    715 Via Bella, Winter Park, FL 32789
  • /2

    $250,000

    Sold Mar 11, 2026

    2009 Cornell Ave, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 762 Sq Ft
    • Built 1940

    Last Sold Summary

    • 7% Below List Price
    • $328/SF
    • 95 Days On Market

    Current Estimated Value $273,965

    Last Listing Agent Juliet Saldarriaga ORLANDO HOME DEALER LLC

    2009 Cornell Ave, Winter Park, FL 32789
  • /2

    $375,000

    Sold Mar 06, 2026

    1007 Early Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,721 Sq Ft
    • Built 1956

    Last Sold Summary

    • 12% Below List Price
    • $218/SF
    • 101 Days On Market

    Current Estimated Value $392,393

    Last Listing Agent Eric Gross EXP REALTY LLC

    1007 Early Ave, Winter Park, FL 32789
  • /2

    $850,000

    Sold Mar 25, 2026

    465 N Phelps Ave, Winter Park, FL 32789

    • Land
    • 11,761 Sq Ft
    • $3,148,148 per Acre

    Last Sold Summary

    • 7 Days On Market

    Current Estimated Value $859,530

    Last Listing Agent Hircanys Vicioso KELLER WILLIAMS ADVANTAGE III

    465 N Phelps Ave, Winter Park, FL 32789
  • /2

    $410,000

    Sold Jun 30, 2026

    2779 Sanbina St, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,405 Sq Ft
    • Built 1960

    Last Sold Summary

    • 11% Below List Price
    • $292/SF
    • 82 Days On Market

    Current Estimated Value $410,367

    Last Listing Agent Caroline Fiore MAINFRAME REAL ESTATE

    2779 Sanbina St, Winter Park, FL 32789
  • /2

    $353,000

    Sold Jul 22, 2026

    2973 Sanbina St, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,128 Sq Ft
    • Built 1965

    Last Sold Summary

    • 7% Below List Price
    • $313/SF
    • 53 Days On Market

    Current Estimated Value $376,242

    Last Listing Agent Nicholas Musashe SUN PROPERTIES, INC.

    2973 Sanbina St, Winter Park, FL 32789
  • /2

    $3,200,000

    Sold Nov 04, 2025

    1900 W Fawsett Rd, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 4,600 Sq Ft
    • Built 1969

    Last Sold Summary

    • 4% Below List Price
    • $696/SF
    • 6 Days On Market

    Current Estimated Value $3,268,249

    Last Listing Agent Bianca Rey PREMIER SOTHEBY'S INTL. REALTY

    1900 W Fawsett Rd, Winter Park, FL 32789
  • /2

    $879,000

    Sold Nov 14, 2025

    451 Fairfax Ave, Winter Park, FL 32789

    • 3 Beds
    • 3 Baths
    • 2,227 Sq Ft
    • Built 2003

    Last Sold Summary

    • 2% Below List Price
    • $395/SF
    • 5 Days On Market

    Current Estimated Value $885,646

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

    451 Fairfax Ave, Winter Park, FL 32789
  • /38

    $615,000

    Sold Sep 24, 2026

    1009 Lake Bell Dr, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,467 Sq Ft
    • Built 1958

    Last Sold Summary

    • 12% Below List Price
    • $419/SF
    • 95 Days On Market

    Current Estimated Value $629,967

    Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

    1009 Lake Bell Dr, Winter Park, FL 32789
  • /2

    $2,185,000

    Sold May 21, 2026

    2722 Eastern Pkwy, Winter Park, FL 32789

    • 5 Beds
    • 4.5 Baths
    • 3,334 Sq Ft
    • Built 2026

    Last Sold Summary

    • 5% Below List Price
    • $655/SF
    • 105 Days On Market

    Current Estimated Value $1,997,486

    Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    2722 Eastern Pkwy, Winter Park, FL 32789
  • /2

    $975,000

    Sold Feb 10, 2026

    1150 Kenwood Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,557 Sq Ft
    • Built 1988

    Last Sold Summary

    • 24% Below List Price
    • $381/SF
    • 97 Days On Market

    Current Estimated Value $1,051,714

    Last Listing Agent JJ Mackle PREMIER SOTHEBY'S INTL. REALTY

    1150 Kenwood Ave, Winter Park, FL 32789
  • /2

    $475,000

    Sold May 14, 2026

    665 W Lyman Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,119 Sq Ft
    • Built 1994

    Last Sold Summary

    • 6% Above List Price
    • $424/SF
    • 6 Days On Market

    Current Estimated Value $471,517

    Last Listing Agent Jonathan Nakhnoukh CENTRAL FLORIDA PRIME REAL ESTATE LLC

    665 W Lyman Ave, Winter Park, FL 32789
  • /2

    $475,000

    Sold Feb 02, 2026

    1740 Anzle Ave, Winter Park, FL 32789

    • 4 Beds
    • 2 Baths
    • 1,808 Sq Ft
    • Built 1956

    Last Sold Summary

    • 40% Below List Price
    • $263/SF
    • 109 Days On Market

    Current Estimated Value $563,676

    Last Listing Agent Freddy DeCoster GOYAL & DECOSTER REALTY

    1740 Anzle Ave, Winter Park, FL 32789
  • /2

    $2,750,000

    Sold Jun 18, 2026

    151 Oakwood Way, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 4,129 Sq Ft
    • Built 2023

    Last Sold Summary

    • 14% Below List Price
    • $666/SF
    • 113 Days On Market

    Current Estimated Value $2,781,381

    Last Listing Agent Matthew Burks CORCORAN PREMIER REALTY

    151 Oakwood Way, Winter Park, FL 32789
  • /2

    $1,725,000

    Sold Mar 05, 2026

    617 Worthington Dr, Winter Park, FL 32789

    • 5 Beds
    • 4.5 Baths
    • 3,533 Sq Ft
    • Built 2018

    Last Sold Summary

    • 13% Below List Price
    • $488/SF
    • 215 Days On Market

    Current Estimated Value $1,780,985

    Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

    617 Worthington Dr, Winter Park, FL 32789
  • /2

    $2,835,000

    Sold Nov 24, 2025

    255 Stirling Ave, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 3,635 Sq Ft
    • Built 1982

    Last Sold Summary

    • 14% Below List Price
    • $780/SF
    • 25 Days On Market

    Current Estimated Value $2,930,153

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

    255 Stirling Ave, Winter Park, FL 32789
  • /2

    $425,000

    Sold Jun 25, 2026

    1416 Border Dr, Winter Park, FL 32789

    • 3 Beds
    • 1 Bath
    • 1,243 Sq Ft
    • Built 1956

    Last Sold Summary

    • $342/SF

    Current Estimated Value $425,681

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

    1416 Border Dr, Winter Park, FL 32789
  • /2

    $625,000

    Sold Mar 27, 2026

    1500 Berkshire Ave, Winter Park, FL 32789

    • 3 Beds
    • 1.5 Baths
    • 1,485 Sq Ft
    • Built 1925

    Last Sold Summary

    • $421/SF
    • 51 Days On Market

    Current Estimated Value $631,472

    Last Listing Agent Lianna D'Angelo SOTERA LIVING

    1500 Berkshire Ave, Winter Park, FL 32789
  • /2

    $1,430,000

    Sold Nov 10, 2025

    1011 Mckean Cir, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,230 Sq Ft
    • Built 1955

    Last Sold Summary

    • $641/SF
    • 0 Days On Market

    Current Estimated Value $1,496,120

    Last Listing Agent John McDade FANNIE HILLMAN & ASSOCIATES

    1011 Mckean Cir, Winter Park, FL 32789
  • /2

    $2,200,000

    Sold Jun 16, 2026

    2550 Venetian Way, Winter Park, FL 32789

    • 4 Beds
    • 5 Baths
    • 5,051 Sq Ft
    • Built 2008

    Last Sold Summary

    • 10% Below List Price
    • $436/SF
    • 63 Days On Market

    Current Estimated Value $2,255,601

    Last Listing Agent Felicia Donateli PALM PROPERTIES OF CF, INC.

    2550 Venetian Way, Winter Park, FL 32789
  • /2

    $2,875,000

    Sold Jul 15, 2026

    1724 Pine Ave, Winter Park, FL 32789

    • 3 Beds
    • 5 Baths
    • 4,425 Sq Ft
    • Built 2012

    Last Sold Summary

    • 7% Below List Price
    • $650/SF
    • 6 Days On Market

    Current Estimated Value $2,913,809

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

    1724 Pine Ave, Winter Park, FL 32789
  • /2

    $2,575,000

    Sold Oct 20, 2025

    1341 Place Picardy, Winter Park, FL 32789

    • 5 Beds
    • 5.5 Baths
    • 4,469 Sq Ft
    • Built 2016

    Last Sold Summary

    • 8% Below List Price
    • $576/SF
    • 95 Days On Market

    Current Estimated Value $2,599,390

    Last Listing Agent Julie Bettosini STOCKWORTH REALTY GROUP

    1341 Place Picardy, Winter Park, FL 32789
  • /2

    $1,300,000

    Sold Jul 24, 2026

    321 Sylvan Blvd, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,821 Sq Ft
    • Built 1940

    Last Sold Summary

    • 7% Below List Price
    • $461/SF
    • 0 Days On Market

    Current Estimated Value $1,381,639

    Last Listing Agent Mel Bernstein PREMIER SOTHEBYS INT'L REALTY

    321 Sylvan Blvd, Winter Park, FL 32789
  • /2

    $415,000

    Sold Mar 02, 2026

    875 W Lyman Ave, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 760 Sq Ft
    • Built 1925

    Last Sold Summary

    • 13% Below List Price
    • $546/SF
    • 60 Days On Market

    Current Estimated Value $430,677

    Last Listing Agent Joey Bruno CHARLES RUTENBERG REALTY ORLANDO

    875 W Lyman Ave, Winter Park, FL 32789
  • /2

    $1,850,000

    Sold Dec 15, 2025

    419 W Morse Blvd, Winter Park, FL 32789

    • 3 Beds
    • 3.5 Baths
    • 3,027 Sq Ft
    • Built 2018

    Last Sold Summary

    • 5% Below List Price
    • $611/SF
    • 0 Days On Market

    Current Estimated Value $1,866,195

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

    419 W Morse Blvd, Winter Park, FL 32789

Showing Results 41 - 80, Page 2 of 13

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