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    Winter Park, FL
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    694 Properties Available

    694 Properties Available

    The average price in the selected areas has remained stable. Learn more
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    • Newest Listings
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    1261 MICHIGAN AVE, Winter Park, FL 32789
    1/42
    Open Sun 12PM-2PM

    $650,000

    3 Beds3 Baths1,798 SqFt

    1261 MICHIGAN AVE, Winter Park, FL 32789

    Listed by Mary Colton FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
    1354 CASA PARK CIR, Winter Springs, FL 32708
    1/62
    Open Sun 2PM-5PM

    $245,000

    2 Beds3 Baths1,156 SqFt

    1354 CASA PARK CIR, Winter Springs, FL 32708

    Listed by Lucilma Roman KINGDOM KEY GROUP LLC

    Stellar MLS
    2168 RIDGE DR, Winter Park, FL 32792
    1/27
    Open Wed 5PM-7PM

    $365,000

    3 Beds2 Baths1,208 SqFt

    2168 RIDGE DR, Winter Park, FL 32792

    Listed by Uwem Akpan CHARLES RUTENBERG REALTY ORLANDO

    Stellar MLS
    7463 CANFORD CT #15, Winter Park, FL 32792
    1/44
    Open Sat 11AM-2PM

    $270,000

    3 Beds3 Baths1,580 SqFt

    7463 CANFORD CT #15, Winter Park, FL 32792

    Listed by Maria Santana EXP REALTY LLC

    Stellar MLS
    1825 WHITEHALL DR, Winter Park, FL 32789
    1/98
    Open Sat 12PM-4PM

    $3,195,000

    4 Beds6 Baths4,311 SqFt

    1825 WHITEHALL DR, Winter Park, FL 32789

    Listed by Ahmad Hassan, PA COMPASS FLORIDA LLC

    Stellar MLS
    1751 GLENCOE RD, Winter Park, FL 32789
    1/67
    Open Sat 12PM-2PM

    $3,390,000

    5 Beds7 Baths4,520 SqFt

    1751 GLENCOE RD, Winter Park, FL 32789

    Listed by Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    Stellar MLS
    1760 OAKHURST AVE, Winter Park, FL 32789
    1/41
    Open Sat 1PM-4PM
    3D

    $2,500,000

    5 Beds5 Baths3,700 SqFt

    1760 OAKHURST AVE, Winter Park, FL 32789

    Listed by Sylvester Harding SIERRA REALTY GROUP LLC

    Stellar MLS
    1737 INDIANA AVE, Winter Park, FL 32789
    1/38
    Open 11/15 12PM-4PM

    $1,399,900

    4 Beds4 Baths2,984 SqFt

    1737 INDIANA AVE, Winter Park, FL 32789

    Listed by Tori Nguyen LOKATION

    Stellar MLS
    2823 PARKLAND CIRCLE, Winter Park, FL 32789
    1/46
    Open Sat 12PM-2PM

    $3,250,000

    5 Beds6 Baths4,459 SqFt

    2823 PARKLAND CIRCLE, Winter Park, FL 32789

    Listed by Sandra Cuba PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
    2067 POINCIANA RD, Winter Park, FL 32792
    1/90
    Open Sat 11AM-1PM
    3D

    $548,000

    4 Beds2 Baths2,352 SqFt

    2067 POINCIANA RD, Winter Park, FL 32792

    Listed by Brandon Williams WATSON REALTY CORP

    Stellar MLS
    2322 WOODCREST DR, Winter Park, FL 32792
    1/28
    Open Sat 12PM-2PM

    $650,000

    4 Beds2 Baths1,650 SqFt

    2322 WOODCREST DR, Winter Park, FL 32792

    Listed by Jill Healey KELLER WILLIAMS WINTER PARK

    Stellar MLS
    939 KYLEE ALY, Winter Garden, FL 34787
    1/39
    Open Fri 11:30AM-1:30PM
    3D

    $648,500

    3 Beds3 Baths1,772 SqFt

    939 KYLEE ALY, Winter Garden, FL 34787

    Listed by Erica Diaz HOMEVEST REALTY

    Stellar MLS
    1314 PARK VILLA PL, Winter Springs, FL 32708
    1/23
    Open Sat 10AM-4PM

    $2,000

    3 Beds2 Baths1,078 SqFt

    1314 PARK VILLA PL, Winter Springs, FL 32708

    Listed by Ping Song SUNSHINE GROUP USA, INC

    Stellar MLS
    555 E LAKE SUE AVE, Winter Park, FL 32789
    1/96
    Open Sun 1PM-3PM

    $2,000,000

    4 Beds4 Baths3,776 SqFt

    555 E LAKE SUE AVE, Winter Park, FL 32789

    Listed by Claudia Davidson KELLER WILLIAMS WINTER PARK

    Stellar MLS
    533 COUNTRY CLUB DR, Winter Park, FL 32789
    1/31
    Open Fri 3PM-6PM

    $1,599,000

    4 Beds4 Baths2,942 SqFt

    533 COUNTRY CLUB DR, Winter Park, FL 32789

    Listed by Jill Healey KELLER WILLIAMS WINTER PARK

    Stellar MLS
    2572 FIFESHIRE DR, Winter Park, FL 32792
    1/47
    Open 11/15 1PM-4PM
    3D

    $875,000

    4 Beds3 Baths2,578 SqFt

    2572 FIFESHIRE DR, Winter Park, FL 32792

    Listed by MaryAnne Branner PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
    2215 WOODCREST DR, Winter Park, FL 32792
    1/41
    Open Sat 1PM-3PM
    3D

    $637,500

    4 Beds2 Baths1,688 SqFt

    2215 WOODCREST DR, Winter Park, FL 32792

    Listed by Shari Klafter KELLER WILLIAMS WINTER PARK

    Stellar MLS
    2207 KINDEL AVE, Winter Park, FL 32789
    1/47
    Open Sun 12PM-2PM

    $1,575,000

    3 Beds3 Baths2,733 SqFt

    2207 KINDEL AVE, Winter Park, FL 32789

    Listed by Sandra Velasquez THE SIMON SIMAAN GROUP

    Stellar MLS
    276 DETMAR DR, Winter Park, FL 32789
    1/81
    Open Sat 12PM-3PM
    3D

    $3,600,000

    4 Beds5 Baths4,202 SqFt

    276 DETMAR DR, Winter Park, FL 32789

    Listed by Melanie Johnston CALL IT CLOSED INTL REALTY

    Stellar MLS
    2703 TIERRA CIR, Winter Park, FL 32792
    1/54
    Open Thu 4PM-7PM
    3D

    $449,000

    3 Beds2 Baths1,737 SqFt

    2703 TIERRA CIR, Winter Park, FL 32792

    Listed by Tony Ubaldini EXP REALTY LLC

    Stellar MLS
    16004 OLLIVETT ST, Winter Garden, FL 34787
    1/45
    Open Sat 11AM-2PM

    $799,999

    7 Beds4 Baths4,704 SqFt

    16004 OLLIVETT ST, Winter Garden, FL 34787

    Listed by Rafael Ortiz Pena KELLER WILLIAMS LEGACY REALTY

    Stellar MLS
    101 S NEW YORK AVE #311, Winter Park, FL 32789
    1/39
    Open Sun 2PM-4PM

    $1,775,000

    3 Beds4 Baths3,112 SqFt

    101 S NEW YORK AVE #311, Winter Park, FL 32789

    Listed by Tiffany Grindstaff KELLY PRICE & COMPANY LLC

    Stellar MLS
    1398 GROVE TER, Winter Park, FL 32789
    1/37
    New
    3D

    $1,949,000

    4 Beds4 Baths3,450 SqFt

    1398 GROVE TER, Winter Park, FL 32789

    Listed by Jennifer Sloan COMPASS FLORIDA LLC

    Stellar MLS
    2006 CANNY CV, Winter Park, FL 32792
    1/56
    New

    $2,700

    3 Beds3 Baths1,782 SqFt

    2006 CANNY CV, Winter Park, FL 32792

    Listed by Fabian Berastegui P & C PROPERTIES

    Stellar MLS
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    AXEN Realty (white)
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    5719 W John Gay Dr, Spokane, WA 99224

    Emy Cassidy Mitchell

    +1(310) 919-8233 ecassidymitchell@gmail.com

    HQ: 5559 S Sossaman Rd, Bldg 1 #101
    Mesa, AZ 85212
    (623) 624-9685 · info@axenrealty.com

    TN Office:
    222 2nd Ave S
    Nashville, TN 37201

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    20333 S Hwy 249
    Houston, TX 77070
    281-595-9500 | 832-797-6191
    Sonny Walton, Broker | sonny@axenrealty.com

    California: Kristen Boano, Broker, DRE #01997200

    Massachusetts: Robin Delaney, Broker of Record, AXEN Realty, LLC, License #9629702-RE-LC

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    Equal Housing Opportunity. AXEN Realty follows the federal Fair Housing Act and every state fair housing law. Each state has a licensed AXEN broker: see our state brokers and license numbers. Texas: Texas Real Estate Commission Consumer Protection Notice and Texas Real Estate Commission Information About Brokerage Services.

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    • Buy
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    AXEN Realty

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    5719 W John Gay Dr, Spokane, WA 99224

    Emy Cassidy Mitchell

    +1(310) 919-8233 ecassidymitchell@gmail.com

    HQ: 5559 S Sossaman Rd, Bldg 1 #101
    Mesa, AZ 85212
    (623) 624-9685 · info@axenrealty.com

    TN Office:
    222 2nd Ave S
    Nashville, TN 37201

    TX Office:
    20333 S Hwy 249
    Houston, TX 77070
    281-595-9500 | 832-797-6191
    Sonny Walton, Broker | sonny@axenrealty.com

    California: Kristen Boano, Broker, DRE #01997200

    Massachusetts: Robin Delaney, Broker of Record, AXEN Realty, LLC, License #9629702-RE-LC

    Get My App

    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.

    Equal Housing Opportunity. AXEN Realty follows the federal Fair Housing Act and every state fair housing law. Each state has a licensed AXEN broker: see our state brokers and license numbers. Texas: Texas Real Estate Commission Consumer Protection Notice and Texas Real Estate Commission Information About Brokerage Services.