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4.2K Properties
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4,243 Sold Properties

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  • Year Built (Newest)
  • 631 SYMONDS AVE, Winter Park, FL 32789
    0.13 Acres
    $475,000 $499,000 4.8%

    631 SYMONDS AVE, Winter Park, FL 32789

    Listed by Emily Williams FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
  • 621 SYMONDS AVE, Winter Park, FL 32789
    0.13 Acres
    $475,000 $499,000 4.8%

    621 SYMONDS AVE, Winter Park, FL 32789

    Listed by Emily Williams FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
  • 225 E CANTON AVE #225, Winter Park, FL 32789
    2 Beds2 Baths1,057 SqFt
    $632,100 $649,000 2.6%

    225 E CANTON AVE #225, Winter Park, FL 32789

    Listed by Richard Palmano PALMANO GROUP RE BROKERAGE LLC

    Stellar MLS
  • 1915 STONEHURST RD, Winter Park, FL 32789
    4 Beds3 Baths2,489 SqFt
    $1,650,000 $1,650,000

    1915 STONEHURST RD, Winter Park, FL 32789

    Listed by Nick McKee KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 1831 MIZELL AVE, Winter Park, FL 32789
    4 Beds4 Baths3,204 SqFt
    $1,545,000 $1,595,000 3.1%

    1831 MIZELL AVE, Winter Park, FL 32789

    Listed by Bryan DeCorso EXP REALTY LLC

    Stellar MLS
  • 2161 SHARON RD, Winter Park, FL 32789
    5 Beds7 Baths6,338 SqFt
    $4,430,000 $4,650,000 4.7%

    2161 SHARON RD, Winter Park, FL 32789

    Listed by Marcio Tannus LA ROSA REALTY HORIZONS LLC

    Stellar MLS
  • 2445 LEE RD, Winter Park, FL 32789
    2,456 SqFt
    $675,000 $799,900 15.6%

    2445 LEE RD, Winter Park, FL 32789

    Listed by Nohora Gomez COLDWELL BANKER RESIDENTIAL RE

    Stellar MLS
  • 930 S KENTUCKY AVE, Winter Park, FL 32789
    3 Beds3 Baths2,495 SqFt
    $1,100,000 $1,100,000

    930 S KENTUCKY AVE, Winter Park, FL 32789

    Listed by Debra Callahan ADAMS, CAMERON & CO., REALTORS

    Stellar MLS
  • 1155 WOODMERE DR, Winter Park, FL 32789
    5 Beds6 Baths5,051 SqFt
    $5,250,000 $5,295,000 0.8%

    1155 WOODMERE DR, Winter Park, FL 32789

    Listed by Harif Hazera PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 260 KILLARNEY BAY CT #6, Winter Park, FL 32789
    2 Beds1 Bath1,140 SqFt
    $325,000 $345,000 5.8%

    260 KILLARNEY BAY CT #6, Winter Park, FL 32789

    Listed by Tyler Gibson LLC LPT REALTY, LLC

    Stellar MLS
  • 1711 CHESTNUT AVE, Winter Park, FL 32789
    4 Beds3 Baths2,720 SqFt
    $1,040,000 $1,040,000

    1711 CHESTNUT AVE, Winter Park, FL 32789

    Listed by Courtney Pelfrey MILLER GRANT AND COMPANY

    Stellar MLS
  • 1015 BUNGALOW AVE, Winter Park, FL 32789
    3 Beds2 Baths1,670 SqFt
    $630,000 $630,000

    1015 BUNGALOW AVE, Winter Park, FL 32789

    Listed by David Francetic COLDWELL BANKER RESIDENTIAL RE

    Stellar MLS
  • 100 S INTERLACHEN AVE #203D, Winter Park, FL 32789
    2 Beds2 Baths1,267 SqFt
    $750,000 $775,000 3.2%

    100 S INTERLACHEN AVE #203D, Winter Park, FL 32789

    Listed by Michael Ford FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
  • 1820 ENGLEWOOD RD, Winter Park, FL 32789
    5 Beds6 Baths4,263 SqFt
    $3,020,000 $3,190,000 5.3%

    1820 ENGLEWOOD RD, Winter Park, FL 32789

    Listed by David Hung KELLER WILLIAMS ADVANTAGE III

    Stellar MLS
  • 857 BROCK ST, Winter Park, FL 32789
    4 Beds3 Baths2,288 SqFt
    $1,300,000 $1,300,000

    857 BROCK ST, Winter Park, FL 32789

    Listed by Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 1445 HOLTS GROVE, Winter Park, FL 32789
    5 Beds5 Baths4,489 SqFt
    $2,700,000 $2,650,000 1.9%

    1445 HOLTS GROVE, Winter Park, FL 32789

    Listed by Shelley Heistand PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 1409 SUNSET DR, Winter Park, FL 32789
    2 Beds2 Baths1,107 SqFt
    $530,000 $519,990 1.9%

    1409 SUNSET DR, Winter Park, FL 32789

    Listed by Ahmad Karain R MICHAELS REALTY LLC

    Stellar MLS
  • 2021 W FAIRBANKS AVE, Winter Park, FL 32789
    7,100 SqFt
    $2,125,000 $2,225,000 4.5%

    2021 W FAIRBANKS AVE, Winter Park, FL 32789

    Listed by Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 1773 WALNUT AVE, Winter Park, FL 32789
    4 Beds2 Baths2,146 SqFt
    $795,000 $645,000 23.3%

    1773 WALNUT AVE, Winter Park, FL 32789

    Listed by Vincent Scarlatos CORCORAN PREMIER REALTY

    Stellar MLS
  • 251 GLENRIDGE WAY, Winter Park, FL 32789
    3 Beds3 Baths1,314 SqFt
    $850,000 $874,900 2.8%

    251 GLENRIDGE WAY, Winter Park, FL 32789

    Listed by Russ Razzani RAZZANI INTERNATIONAL REALTY

    Stellar MLS
  • 690 OSCEOLA AVE #209, Winter Park, FL 32789
    2 Beds2 Baths1,148 SqFt
    $380,000 $393,800 3.5%

    690 OSCEOLA AVE #209, Winter Park, FL 32789

    Listed by Mike Wang LOKATION

    Stellar MLS
  • 438 W SWOOPE AVE, Winter Park, FL 32789
    4 Beds4 Baths2,604 SqFt
    $715,000 $790,000 9.5%

    438 W SWOOPE AVE, Winter Park, FL 32789

    Listed by Padgett McCormick KELLY PRICE & COMPANY LLC

    Stellar MLS
  • 101 S NEW YORK AVE #313, Winter Park, FL 32789
    3 Beds4 Baths3,147 SqFt
    $1,640,000 $1,695,000 3.2%

    101 S NEW YORK AVE #313, Winter Park, FL 32789

    Listed by Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 1276 S PENNSYLVANIA AVE #12, Winter Park, FL 32789
    3 Beds3 Baths1,957 SqFt
    $792,500 $829,000 4.4%

    1276 S PENNSYLVANIA AVE #12, Winter Park, FL 32789

    Listed by Chase Tate, PLLC COMPASS FLORIDA LLC

    Stellar MLS
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Black with Red
Engel & Völkers

Gwen Curley

+1(386) 409-1855 gwen.curley@engelvoelkers.com

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Black with Red
Engel & Völkers

Gwen Curley

+1(386) 409-1855 gwen.curley@engelvoelkers.com

    • Home
      About
      1. About Us
      2. Contact Us
      3. Reviews
    • Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Market Snapshot
    • Sell
      1. Sell My Home
      2. Home Valuation

Get My App

Download for iOS
iOS
Download for Android
Android

Powered by Lofty Inc. Copyright 2025. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.