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    Winter Park Heights, Winter Park, FL
    Map
    31 Properties Available

    31 Properties Available

    The average price in the selected areas has remained stable. Learn more
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    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    2478 WHITEHALL CIR, Winter Park, FL 32792
    1/37
    Exclusive Listing
    Pending

    $650,000

    3 Beds2 Baths2,256 SqFt

    2478 WHITEHALL CIR, Winter Park, FL 32792

    Listed by Erica Magtira LPT REALTY, LLC

    Stellar MLS
    2350 CADY WAY, Winter Park, FL 32792
    1/31
    Open Sun 2PM-4PM

    $575,000

    4 Beds2 Baths1,854 SqFt

    2350 CADY WAY, Winter Park, FL 32792

    Listed by Wendy Williams Crumit FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
    1891 OGLESBY AVE, Winter Park, FL 32789
    1/15
    New

    $3,000

    3 Beds2 Baths1,195 SqFt

    1891 OGLESBY AVE, Winter Park, FL 32789

    Listed by Paul Jimenez URBANISTA BROKERS

    Stellar MLS
    350 N PHELPS AVE, Winter Park, FL 32789
    1/50
    New

    $3,700

    4 Beds3 Baths2,267 SqFt

    350 N PHELPS AVE, Winter Park, FL 32789

    Listed by Freddy Decoster GOYAL & DECOSTER REALTY

    Stellar MLS
    1221 RICHMOND RD, Winter Park, FL 32789
    1/43
    New

    $19,000

    5 Beds6 Baths5,164 SqFt

    1221 RICHMOND RD, Winter Park, FL 32789

    Listed by Christopher Salhab LA ROSA REALTY LLC

    Stellar MLS
    1802 ARBOR PARK DR, Winter Park, FL 32789
    1/67
    Pending

    $895,000

    3 Beds3 Baths1,808 SqFt

    1802 ARBOR PARK DR, Winter Park, FL 32789

    Listed by Jennifer Roberts FLORIDA EXECUTIVE REALTY

    Stellar MLS
    2183 CRANDON AVE #1/2, Winter Park, FL 32789
    1/16
    Active

    $1,295

    2 Beds1 Bath600 SqFt

    2183 CRANDON AVE #1/2, Winter Park, FL 32789

    Listed by Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    Stellar MLS
    473 FLETCHER PL, Winter Park, FL 32789
    1/50
    Active

    $3,250,000

    5 Beds6 Baths4,296 SqFt

    473 FLETCHER PL, Winter Park, FL 32789

    Listed by Brandon Geers COMPASS FLORIDA LLC

    Stellar MLS
    5117 CYPRESS CT, Winter Park, FL 32792
    1/36
    Pending

    $340,000

    3 Beds2 Baths1,534 SqFt

    5117 CYPRESS CT, Winter Park, FL 32792

    Listed by Stacey Mortensen KELLER WILLIAMS REALTY AT THE PARKS

    Stellar MLS
    332 HARRIS AVE, Winter Park, FL 32789
    1/49
    Active

    $3,000

    3 Beds2 Baths1,392 SqFt

    332 HARRIS AVE, Winter Park, FL 32789

    Listed by Flory Clark UNITED REAL ESTATE PREFERRED

    Stellar MLS
    1251 ARLINGTON PL, Winter Park, FL 32789
    1/43
    Pending

    $845,000

    3 Beds4 Baths2,116 SqFt

    1251 ARLINGTON PL, Winter Park, FL 32789

    Listed by Mary Colton FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
    1030 N LAKEMONT AVE., Winter Park, FL 32792
    1/29
    Pending

    $425,000

    3 Beds2 Baths1,050 SqFt

    1030 N LAKEMONT AVE., Winter Park, FL 32792

    Listed by Nathalie Bates PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
    1730 ONECO AVENUE, Winter Park, FL 32789
    1/52
    Active

    $3,150

    3 Beds2 Baths1,408 SqFt

    1730 ONECO AVENUE, Winter Park, FL 32789

    Listed by Vincent Scarlatos CORCORAN PREMIER REALTY

    Stellar MLS
    1450 GLENCOE RD, Winter Park, FL 32789
    1/41
    Pending

    $1,625,000

    4 Beds3 Baths2,785 SqFt

    1450 GLENCOE RD, Winter Park, FL 32789

    Listed by MaryStuart Day FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
    1661 PALM AVENUE, Winter Park, FL 32789
    1/41
    Pending

    $2,400,000

    4 Beds6 Baths3,570 SqFt

    1661 PALM AVENUE, Winter Park, FL 32789

    Listed by Nancy Bagby FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
    2412 MIDDLETON AVE, Winter Park, FL 32792
    1/20
    Active

    $549,000

    3 Beds2 Baths1,340 SqFt

    2412 MIDDLETON AVE, Winter Park, FL 32792

    Listed by Santiago Borrero REAL ESTATE INVESTMENTS BY BOR

    Stellar MLS
    1822 GREENWICH AVE, Winter Park, FL 32789
    1/6
    Active

    $1,199,900

    3 Beds2 Baths1,627 SqFt

    1822 GREENWICH AVE, Winter Park, FL 32789

    Listed by Cliff Glansen FLATFEE.COM

    Stellar MLS
    740 BAFFIE AVE, Winter Park, FL 32789
    1/32
    Active

    $445,000

    3 Beds2 Baths1,456 SqFt

    740 BAFFIE AVE, Winter Park, FL 32789

    Listed by Chris Creegan CREEGAN GROUP

    Stellar MLS
    770 BAFFIE AVE, Winter Park, FL 32789
    1/27
    Pending

    $2,049

    3 Beds1 Bath1,381 SqFt

    770 BAFFIE AVE, Winter Park, FL 32789

    Listed by Nicholas Wild GATE PROPERTIES & MANAGEMENT INC

    Stellar MLS
    668 OVERSPIN DR, Winter Park, FL 32789
    1/54
    Active

    $950,000

    4 Beds3 Baths2,509 SqFt

    668 OVERSPIN DR, Winter Park, FL 32789

    Listed by Karen Jacobs COLDWELL BANKER RESIDENTIAL RE

    Stellar MLS
    313 GRANADA DR, Winter Park, FL 32789
    1/36
    Active

    $2,200

    4 Beds2 Baths1,593 SqFt

    313 GRANADA DR, Winter Park, FL 32789

    Listed by Rafael Pierluisi ALFANO PROPERTY MANAGEMENT

    Stellar MLS
    2330 COLDSTREAM DR, Winter Park, FL 32792
    1/32
    Active

    $649,900

    4 Beds2 Baths1,750 SqFt

    2330 COLDSTREAM DR, Winter Park, FL 32792

    Listed by Caio Garcia de Souza Monteiro AUTHENTIC REAL ESTATE TEAM

    Stellar MLS
    1740 ANZLE AVE, Winter Park, FL 32789
    Pending

    $580,000

    4 Beds2 Baths1,808 SqFt

    1740 ANZLE AVE, Winter Park, FL 32789

    Listed by Freddy Decoster GOYAL & DECOSTER REALTY

    Stellar MLS
    1221 RICHMOND RD, Winter Park, FL 32789
    1/52
    Active

    $5,450,000

    5 Beds6 Baths5,164 SqFt

    1221 RICHMOND RD, Winter Park, FL 32789

    Listed by Audra Wilks PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
    • 1
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      • Home
        RESOURCES
        1. Sell My Home
        2. Home Valuation
        3. Calculator
        4. Market Snapshot
        5. CENTRAL FLORIDA FRESH WATER LAKES
        6. DOCK REGULATIONS
        7. Florida’s Fly-In Access Lakes and Seaplanes
        8. Florida’s Native Freshwater Aquatic Plants
        9. Living With Alligators in Central Florida
        10. Septic Tanks and Lakefront Living
        11. Setback Requirements
        12. Water Levels in Central Florida Lakes
        13. Central Florida Lakefront Homeowners’ Associations
        14. Snake Identifier
      • FIND A LAKE HOME
        1. Clermont Chain of Lakes Homes for Sale
        2. Conway Chain of Lakes
        3. Downtown Orlando Lakefront Homes for Sale
        4. Harris Chain of Lakes Waterfront Homes for Sale
        5. Johns Lake Winter Garden Waterfront for Sale
        6. Windermere & Butler Chain of Lakes Waterfront
        7. Winter Park Waterfront Homes for Sale
        8. Tampa Area Waterfront
        Blogs
      • LAKEFRONT SELLERS
    Mike Derenthal
    Michael Derenthal

    +1(321) 662-8014 mike@derenthalrealty.com

    11 S. Bumby Ave, Orlando, FL 32803

    Get My App

    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.
      • Home
        RESOURCES
        1. Sell My Home
        2. Home Valuation
        3. Calculator
        4. Market Snapshot
        5. CENTRAL FLORIDA FRESH WATER LAKES
        6. DOCK REGULATIONS
        7. Florida’s Fly-In Access Lakes and Seaplanes
        8. Florida’s Native Freshwater Aquatic Plants
        9. Living With Alligators in Central Florida
        10. Septic Tanks and Lakefront Living
        11. Setback Requirements
        12. Water Levels in Central Florida Lakes
        13. Central Florida Lakefront Homeowners’ Associations
        14. Snake Identifier
      • FIND A LAKE HOME
        1. Clermont Chain of Lakes Homes for Sale
        2. Conway Chain of Lakes
        3. Downtown Orlando Lakefront Homes for Sale
        4. Harris Chain of Lakes Waterfront Homes for Sale
        5. Johns Lake Winter Garden Waterfront for Sale
        6. Windermere & Butler Chain of Lakes Waterfront
        7. Winter Park Waterfront Homes for Sale
        8. Tampa Area Waterfront
        Blogs
      • LAKEFRONT SELLERS
    Mike Derenthal
    Michael Derenthal

    +1(321) 662-8014 mike@derenthalrealty.com

    11 S. Bumby Ave, Orlando, FL 32803

    Get My App

    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.