501

Recently Sold Homes in 32789

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  • /2

    $2,325,000

    Sold Nov 10, 2025

    1268 Preserve Point Dr, Winter Park, FL 32789

    • 4 Beds
    • 4 Baths
    • 4,315 Sq Ft
    • Built 2006

    Last Sold Summary

    • 1% Below List Price
    • $539/SF
    • 2 Days On Market

    Current Estimated Value $2,389,666

    Last Listing Agent Nancy Bagby FANNIE HILLMAN & ASSOCIATES

    1268 Preserve Point Dr, Winter Park, FL 32789
  • /2

    $700,000

    Sold Feb 26, 2026

    2002 Karolina Ave, Winter Park, FL 32789

    • Land
    • 19,602 Sq Ft
    • $1,555,556 per Acre

    Last Sold Summary

    • 7% Below List Price
    • 68 Days On Market

    Current Estimated Value $653,687

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

    2002 Karolina Ave, Winter Park, FL 32789
  • /2

    $7,164,000

    Sold May 15, 2026

    1821 Pinetree Rd, Winter Park, FL 32789

    • 5 Beds
    • 6.5 Baths
    • 5,006 Sq Ft
    • Built 2018

    Last Sold Summary

    • 2% Above List Price
    • $1,431/SF
    • 5 Days On Market

    Current Estimated Value $7,220,947

    Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    1821 Pinetree Rd, Winter Park, FL 32789
  • /2

    $470,000

    Sold Aug 10, 2026

    1521 Cavendish Rd, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 1,036 Sq Ft
    • Built 1946

    Last Sold Summary

    • $454/SF
    • 20 Days On Market

    Current Estimated Value $468,176

    Last Listing Agent John Goggin STOCKWORTH REALTY GROUP

    1521 Cavendish Rd, Winter Park, FL 32789
  • /2

    $655,000

    Sold Dec 03, 2025

    2825 Mulford Ave, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,249 Sq Ft
    • Built 1952

    Last Sold Summary

    • 6% Below List Price
    • $524/SF
    • 50 Days On Market

    Current Estimated Value $662,166

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

    2825 Mulford Ave, Winter Park, FL 32789
  • /2

    $300,000

    Sold Feb 20, 2026

    600 W Webster Ave, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 754 Sq Ft
    • Built 1950

    Last Sold Summary

    • 2% Above List Price
    • $398/SF
    • 5 Days On Market

    Current Estimated Value $305,125

    Last Listing Agent Nicholas Cadwallader REALTY ONE GROUP MVP

    600 W Webster Ave, Winter Park, FL 32789
  • /34

    $365,000

    Sold Sep 10, 2026

    1333 S Denning Dr, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 702 Sq Ft
    • Built 1950

    Last Sold Summary

    • 22% Above List Price
    • $520/SF
    • 2 Days On Market

    Current Estimated Value $329,171

    Last Listing Agent Steven Ritz KELLER WILLIAMS WINTER PARK

    1333 S Denning Dr, Winter Park, FL 32789
  • /2

    $845,000

    Sold Jun 12, 2026

    2208 Howard Dr, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 2,155 Sq Ft
    • Built 1957

    Last Sold Summary

    • $392/SF
    • 0 Days On Market

    Current Estimated Value $842,281

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

    2208 Howard Dr, Winter Park, FL 32789
  • /2

    $765,000

    Sold Nov 21, 2025

    441 N Capen Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 1,745 Sq Ft
    • Built 2017

    Last Sold Summary

    • 4% Below List Price
    • $438/SF
    • 183 Days On Market

    Current Estimated Value $803,991

    Last Listing Agent Susan Taliaferro COLDWELL BANKER REALTY

    441 N Capen Ave, Winter Park, FL 32789
  • /2

    $1,700,000

    Sold May 07, 2026

    633 Balmoral Rd, Winter Park, FL 32789

    • Land
    • 23,086 Sq Ft
    • $3,207,547 per Acre

    Last Sold Summary

    • 13% Below List Price
    • 152 Days On Market

    Current Estimated Value $1,694,845

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

    633 Balmoral Rd, Winter Park, FL 32789
  • /2

    $5,250,000

    Sold Oct 06, 2025

    1155 Woodmere Dr, Winter Park, FL 32789

    • 5 Beds
    • 5.5 Baths
    • 5,051 Sq Ft
    • Built 2003

    Last Sold Summary

    • 1% Below List Price
    • $1,039/SF
    • 0 Days On Market

    Current Estimated Value $4,851,274

    Last Listing Agent Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

    1155 Woodmere Dr, Winter Park, FL 32789
  • /2

    $630,000

    Sold Jun 15, 2026

    3018 Northwood Blvd, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,761 Sq Ft
    • Built 1954

    Last Sold Summary

    • 16% Below List Price
    • $358/SF
    • 216 Days On Market

    Current Estimated Value $629,449

    Last Listing Agent Joel Bornstein ROCK SPRINGS REALTY, LLC

    3018 Northwood Blvd, Winter Park, FL 32789
  • /2

    $1,005,000

    Sold Apr 01, 2026

    244 Osceola Ct, Winter Park, FL 32789

    • 4 Beds
    • 2.5 Baths
    • 1,837 Sq Ft
    • Built 1940

    Last Sold Summary

    • 23% Below List Price
    • $547/SF
    • 41 Days On Market

    Current Estimated Value $1,011,796

    Last Listing Agent Maria Van Warner FANNIE HILLMAN & ASSOCIATES

    244 Osceola Ct, Winter Park, FL 32789
  • /2

    $1,201,000

    Sold Jun 18, 2026

    1723 Chestnut Ave, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 2,608 Sq Ft
    • Built 1962

    Last Sold Summary

    • 7% Above List Price
    • $461/SF
    • 1 Day On Market

    Current Estimated Value $1,195,828

    Last Listing Agent Anne Rogers ANNE ROGERS REALTY GROUP INC

    1723 Chestnut Ave, Winter Park, FL 32789
  • /2

    $345,000

    Sold Jul 17, 2026

    2889 Rouen Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,144 Sq Ft
    • Built 1959

    Last Sold Summary

    • 14% Below List Price
    • $302/SF
    • 64 Days On Market

    Current Estimated Value $366,010

    Last Listing Agent Dan Farber HELLOSOLD LLC

    2889 Rouen Ave, Winter Park, FL 32789
  • /2

    $6,500,000

    Sold Jul 31, 2026

    405 Lakewood Dr, Winter Park, FL 32789

    • 4 Beds
    • 3 Baths
    • 4,208 Sq Ft
    • Built 2008

    Last Sold Summary

    • 3% Below List Price
    • $1,545/SF
    • 0 Days On Market

    Current Estimated Value $4,032,525

    Last Listing Agent Kelly Price KELLY PRICE & COMPANY LLC

    405 Lakewood Dr, Winter Park, FL 32789
  • /2

    $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

    Current Estimated Value $683,321

    Last Listing Agent David Francetic COLDWELL BANKER REALTY

    1015 Bungalow Ave, Winter Park, FL 32789
  • /2

    $105,000

    Sold Jun 30, 2026

    1695 Lee Rd Unit E116, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,149 Sq Ft
    • Built 1966

    Last Sold Summary

    • 16% Below List Price
    • $91/SF
    • 36 Days On Market

    Current Estimated Value $122,343

    Last Listing Agent Cara Edwards ALL REAL ESTATE & INVESTMENTS

    1695 Lee Rd Unit E116, Winter Park, FL 32789
  • /2

    $1,575,000

    Sold Jan 20, 2026

    1780 Mizell Ave, Winter Park, FL 32789

    • 4 Beds
    • 4 Baths
    • 2,743 Sq Ft
    • Built 2025

    Last Sold Summary

    • 1% Below List Price
    • $574/SF
    • 0 Days On Market

    Current Estimated Value $1,528,575

    Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    1780 Mizell Ave, Winter Park, FL 32789
  • /2

    $4,550,000

    Sold Jun 05, 2026

    1701 Summerland Ave, Winter Park, FL 32789

    • 5 Beds
    • 5.5 Baths
    • 5,253 Sq Ft
    • Built 2026

    Last Sold Summary

    • $866/SF
    • 0 Days On Market

    Current Estimated Value $4,236,144

    Last Listing Agent Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    1701 Summerland Ave, Winter Park, FL 32789
  • /2

    $3,100,000

    Sold Jul 06, 2026

    141 Glenridge Way, Winter Park, FL 32789

    • 5 Beds
    • 4.5 Baths
    • 5,243 Sq Ft
    • Built 2008

    Last Sold Summary

    • 5% Below List Price
    • $591/SF
    • 49 Days On Market

    Current Estimated Value $3,141,491

    Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

    141 Glenridge Way, Winter Park, FL 32789
  • /18

    $435,000

    Sold Sep 11, 2026

    405 Lake Fair Ln, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,491 Sq Ft
    • Built 1957

    Last Sold Summary

    • 2% Below List Price
    • $292/SF
    • 29 Days On Market

    Current Estimated Value $442,983

    Last Listing Agent Franklyn Fennelys Agent Trust Realty Corporation

    405 Lake Fair Ln, Winter Park, FL 32789
  • /2

    $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

    Current Estimated Value $1,888,706

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

    1361 Palmer Ave, Winter Park, FL 32789
  • /2

    $5,125,000

    Sold Jun 24, 2026

    1221 Richmond Rd, Winter Park, FL 32789

    • 5 Beds
    • 5.5 Baths
    • 5,164 Sq Ft
    • Built 2024

    Last Sold Summary

    • 3% Above List Price
    • $992/SF
    • 3 Days On Market

    Current Estimated Value $5,036,902

    Last Listing Agent Christopher Salhab LA ROSA REALTY HORIZONS LLC

    1221 Richmond Rd, Winter Park, FL 32789
  • /2

    $775,000

    Sold Apr 05, 2026

    1770 Bryan Ave, Winter Park, FL 32789

    • Land
    • 8,276 Sq Ft
    • $4,078,947 per Acre

    Last Sold Summary

    • 3% Below List Price
    • 142 Days On Market

    Current Estimated Value $831,000

    Last Listing Agent Nickolas McKee KELLER WILLIAMS WINTER PARK

    1770 Bryan Ave, Winter Park, FL 32789
  • /2

    $160,000

    Sold Aug 18, 2026

    2500 Lee Rd Unit 219, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 851 Sq Ft
    • Built 1969

    Last Sold Summary

    • 24% Below List Price
    • $188/SF
    • 238 Days On Market

    Current Estimated Value $171,368

    Last Listing Agent Nicole Van Treese SUNDIAL REAL ESTATE LLC

    2500 Lee Rd Unit 219, Winter Park, FL 32789
  • /2

    $450,000

    Sold May 13, 2026

    518 Shoreview Ave, Winter Park, FL 32789

    • 2 Beds
    • 2 Baths
    • 1,609 Sq Ft
    • Built 1920

    Last Sold Summary

    • 10% Above List Price
    • $280/SF
    • 14 Days On Market

    Current Estimated Value $452,348

    Last Listing Agent Kendra Wallace UNITED REAL ESTATE PREFERRED

    518 Shoreview Ave, Winter Park, FL 32789
  • /36

    $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

    Current Estimated Value $1,124,976

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

    930 S Kentucky Ave, Winter Park, FL 32789
  • /2

    $4,300,000

    Sold May 29, 2026

    1760 Via Venetia, Winter Park, FL 32789

    • 4 Beds
    • 6.5 Baths
    • 6,242 Sq Ft
    • Built 2013

    Last Sold Summary

    • 8% Below List Price
    • $689/SF
    • 19 Days On Market

    Current Estimated Value $4,421,849

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

    1760 Via Venetia, Winter Park, FL 32789
  • /2

    $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

    Current Estimated Value $485,661

    Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK

    260 Orange Terrace Dr, Winter Park, FL 32789
  • /2

    $1,325,000

    Sold Aug 19, 2026

    501 Lakeview Ave, Winter Park, FL 32789

    • 4 Beds
    • 4.5 Baths
    • 3,253 Sq Ft
    • Built 2026

    Last Sold Summary

    • 5% Below List Price
    • $407/SF
    • 367 Days On Market

    Current Estimated Value $1,224,000

    Last Listing Agent Marie Ledbetter COLDWELL BANKER REALTY

    501 Lakeview Ave, Winter Park, FL 32789
  • /2

    $505,000

    Sold Jan 05, 2026

    1651 N Park Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,263 Sq Ft
    • Built 1965

    Last Sold Summary

    • $400/SF
    • 0 Days On Market

    Current Estimated Value $548,361

    Last Listing Agent Ingrid Livingston COLDWELL BANKER REALTY

    1651 N Park Ave, Winter Park, FL 32789
  • /2

    $750,000

    Sold Jan 12, 2026

    1278 S Pennsylvania Ave Unit 13, Winter Park, FL 32789

    • 3 Beds
    • 2.5 Baths
    • 1,957 Sq Ft
    • Built 2007

    Last Sold Summary

    • 6% Below List Price
    • $383/SF
    • 84 Days On Market

    Current Estimated Value $775,275

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

    1278 S Pennsylvania Ave Unit 13, Winter Park, FL 32789
  • /2

    $110,000

    Sold Apr 15, 2026

    1695 Lee Rd Unit E211, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 881 Sq Ft
    • Built 1966

    Last Sold Summary

    • 24% Below List Price
    • $125/SF
    • 117 Days On Market

    Current Estimated Value $113,249

    Last Listing Agent David Small KELLER WILLIAMS REALTY SMART 1

    1695 Lee Rd Unit E211, Winter Park, FL 32789
  • /2

    $230,000

    Sold Jun 09, 2026

    1250 S Denning Dr Unit 117, Winter Park, FL 32789

    • 2 Beds
    • 1.5 Baths
    • 908 Sq Ft
    • Built 1967

    Last Sold Summary

    • 4% Below List Price
    • $253/SF
    • 11 Days On Market

    Current Estimated Value $230,412

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

    1250 S Denning Dr Unit 117, Winter Park, FL 32789
  • /2

    $625,000

    Sold Jun 11, 2026

    962 Aragon Ave, Winter Park, FL 32789

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 1996

    Last Sold Summary

    • 4% Above List Price
    • $372/SF
    • 1 Day On Market

    Current Estimated Value $614,184

    Last Listing Agent Jennifer Wemert WEMERT GROUP REALTY LLC

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

    $1,395,000

    Sold Jun 30, 2026

    2408 Lafayette Ave, Winter Park, FL 32789

    • 4 Beds
    • 3.5 Baths
    • 2,838 Sq Ft
    • Built 2024

    Last Sold Summary

    • 7% Below List Price
    • $492/SF
    • 60 Days On Market

    Current Estimated Value $1,430,074

    Last Listing Agent Matthew Burks CORCORAN PREMIER REALTY

    2408 Lafayette Ave, Winter Park, FL 32789
  • /2

    $475,000

    Sold Jun 17, 2026

    1036 Aragon Ave, Winter Park, FL 32789

    • 2 Beds
    • 1 Bath
    • 1,073 Sq Ft
    • Built 1957

    Last Sold Summary

    • 10% Below List Price
    • $443/SF
    • 108 Days On Market

    Current Estimated Value $475,644

    Last Listing Agent Tim Veigle WATSON REALTY CORP

    1036 Aragon Ave, Winter Park, FL 32789
  • /2

    $3,200,000

    Sold Oct 20, 2025

    1610 Oakhurst Ave, Winter Park, FL 32789

    • 5 Beds
    • 7 Baths
    • 4,255 Sq Ft
    • Built 2021

    Last Sold Summary

    • 2% Below List Price
    • $752/SF
    • 3 Days On Market

    Current Estimated Value $3,195,474

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

    1610 Oakhurst Ave, Winter Park, FL 32789
  • /2

    $2,650,000

    Sold Jul 31, 2026

    1630 Lasbury Ave, Winter Park, FL 32789

    • 5 Beds
    • 5 Baths
    • 4,917 Sq Ft
    • Built 2003

    Last Sold Summary

    • 4% Below List Price
    • $539/SF
    • 49 Days On Market

    Current Estimated Value $2,648,726

    Last Listing Agent Teresa Chris Harralson COMPASS FLORIDA, LLC

    1630 Lasbury Ave, Winter Park, FL 32789

Showing Results 241 - 280, Page 7 of 13

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