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4.3K Properties
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4,307 Sold Properties

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FL >32789 >
Market Insights
  • 1832 MAGNOLIA AVE, Winter Park, FL 32789
    5 Beds4 Baths2,910 SqFt
    $850,000 $875,000 2.9%

    1832 MAGNOLIA AVE, Winter Park, FL 32789

    Listed by Christopher Christensen COMPASS FLORIDA LLC

    Stellar MLS
  • 1251 ARLINGTON PL, Winter Park, FL 32789
    3 Beds4 Baths2,116 SqFt
    $800,000 $845,000 5.3%

    1251 ARLINGTON PL, Winter Park, FL 32789

    Listed by Mary Colton FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
  • 595 HUNTINGTON AVE #4, Winter Park, FL 32789
    3 Beds3 Baths1,951 SqFt
    $637,500 $649,000 1.8%

    595 HUNTINGTON AVE #4, Winter Park, FL 32789

    Listed by Andrew Livingston COLDWELL BANKER RESIDENTIAL RE

    Stellar MLS
  • 1417 MILLER AVE, Winter Park, FL 32789
    5 Beds4 Baths3,312 SqFt
    $1,707,880 $1,599,900 6.7%

    1417 MILLER AVE, Winter Park, FL 32789

    Listed by Laura Earl CORCORAN PREMIER REALTY

    Stellar MLS
  • 1847 AZALEA AVE, Winter Park, FL 32789
    4 Beds3 Baths1,477 SqFt
    $420,000 $420,000

    1847 AZALEA AVE, Winter Park, FL 32789

    Listed by Trace Christian, III COLDWELL BANKER REALTY

    Stellar MLS
  • 320 GRANADA DR, Winter Park, FL 32789
    3 Beds2 Baths1,401 SqFt
    $360,200 $360,200

    320 GRANADA DR, Winter Park, FL 32789

    Listed by Jonathan Cole KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 1278 S PENNSYLVANIA AVE #13, Winter Park, FL 32789
    3 Beds3 Baths1,957 SqFt
    $750,000 $769,000 2.5%

    1278 S PENNSYLVANIA AVE #13, Winter Park, FL 32789

    Listed by Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
  • 801 AUDUBON LN, Winter Park, FL 32789
    2 Beds2 Baths1,320 SqFt
    $850,000 $850,000

    801 AUDUBON LN, Winter Park, FL 32789

    Listed by Benjamin Cole IV SOTERA LIVING

    Stellar MLS
  • 2148 BLOSSOM LN, Winter Park, FL 32789
    3 Beds2 Baths1,685 SqFt
    $417,500 $449,900 7.2%

    2148 BLOSSOM LN, Winter Park, FL 32789

    Listed by Scot Hartwell MP FLORIDA PROPERTY & REALTY INC

    Stellar MLS
  • 1835 JESSICA CT, Winter Park, FL 32789
    2 Beds2 Baths1,637 SqFt
    $622,500 $599,000 3.9%

    1835 JESSICA CT, Winter Park, FL 32789

    Listed by Melissa Johnson EXP REALTY LLC

    Stellar MLS
  • 1651 N PARK AVE, Winter Park, FL 32789
    3 Beds2 Baths1,263 SqFt
    $505,000 $505,000

    1651 N PARK AVE, Winter Park, FL 32789

    Listed by Ingrid Livingston COLDWELL BANKER RESIDENTIAL RE

    Stellar MLS
  • 212 BLOSSOM LN, Winter Park, FL 32789
    3 Beds2 Baths1,771 SqFt
    $530,000 $565,000 6.2%

    212 BLOSSOM LN, Winter Park, FL 32789

    Listed by Michele Pietrowski BHHS FLORIDA REALTY

    Stellar MLS
  • 700 MELROSE AVE #D21, Winter Park, FL 32789
    1 Bed1 Bath871 SqFt
    $195,000 $198,800 1.9%

    700 MELROSE AVE #D21, Winter Park, FL 32789

    Listed by Ronald Ziolkowski RE/MAX PRIME PROPERTIES

    Stellar MLS
  • 640 KILLARNEY BAY CT #4, Winter Park, FL 32789
    2 Beds3 Baths1,718 SqFt
    $570,000 $599,000 4.8%

    640 KILLARNEY BAY CT #4, Winter Park, FL 32789

    Listed by Brandon Geers COMPASS FLORIDA LLC

    Stellar MLS
  • 1270 ARLINGTON PL, Winter Park, FL 32789
    3 Beds4 Baths2,964 SqFt
    $1,525,000 $1,599,000 4.6%

    1270 ARLINGTON PL, Winter Park, FL 32789

    Listed by Brian Mitnik RE/MAX 200 REALTY

    Stellar MLS
  • 641 BONITA DR, Winter Park, FL 32789
    5 Beds6 Baths6,699 SqFt
    $4,800,000 $5,000,000 4.0%

    641 BONITA DR, Winter Park, FL 32789

    Listed by Nicole Seybold FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
  • 1400 S PENNSYLVANIA AVE, Winter Park, FL 32789
    4 Beds3 Baths2,310 SqFt
    $1,300,000 $1,250,000 4.0%

    1400 S PENNSYLVANIA AVE, Winter Park, FL 32789

    Listed by John Keller JACK KELLER INC

    Stellar MLS
  • 1752 CHESTNUT AVE, Winter Park, FL 32789
    4 Beds5 Baths3,314 SqFt
    $1,875,000 $1,995,000 6.0%

    1752 CHESTNUT AVE, Winter Park, FL 32789

    Listed by Nick McKee KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 240 CAMBRIDGE BLVD, Winter Park, FL 32789
    3 Beds2 Baths1,630 SqFt
    $490,000 $525,000 6.7%

    240 CAMBRIDGE BLVD, Winter Park, FL 32789

    Listed by Ashley Bennett REAL BROKER, LLC

    Stellar MLS
  • 520 KILLARNEY BAY CT #2, Winter Park, FL 32789
    2 Beds2 Baths1,160 SqFt
    $325,000 $339,000 4.1%

    520 KILLARNEY BAY CT #2, Winter Park, FL 32789

    Listed by Lisa Gould KELLER WILLIAMS WINTER PARK

    Stellar MLS
  • 1701 PALMER AVE, Winter Park, FL 32789
    4 Beds3 Baths2,841 SqFt
    $1,100,000 $1,100,000

    1701 PALMER AVE, Winter Park, FL 32789

    Listed by Non-Member Agent STELLAR NON-MEMBER OFFICE

    Stellar MLS
  • 359 BELOIT AVE, Winter Park, FL 32789
    3 Beds3 Baths2,395 SqFt
    $1,250,000 $1,250,000

    359 BELOIT AVE, Winter Park, FL 32789

    Listed by MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
  • 1450 GLENCOE RD, Winter Park, FL 32789
    4 Beds3 Baths2,785 SqFt
    $1,589,000 $1,625,000 2.2%

    1450 GLENCOE RD, Winter Park, FL 32789

    Listed by MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
  • 1386 CLAY ST, Winter Park, FL 32789
    2 Beds1 Bath1,182 SqFt
    $479,000 $479,000

    1386 CLAY ST, Winter Park, FL 32789

    Listed by Mark Glaser COLDWELL BANKER RESIDENTIAL RE

    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 2026. 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.