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    Winter Park, FL
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    706 Properties Available

    706 Properties Available

    The average price in the selected areas has remained stable. Learn more
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    • Newest Listings
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    1140 WASHINGTON AVE #16C, Winter Park, FL 32789
    1/10
    Open Sat 2PM-5PM

    $739,000

    3 Beds3 Baths2,069 SqFt

    1140 WASHINGTON AVE #16C, Winter Park, FL 32789

    Listed by Chevon Eaton CHEVON EATON

    Stellar MLS
    1398 GROVE TER, Winter Park, FL 32789
    1/37
    Open Tue 12PM-2PM
    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
    1261 MICHIGAN AVE, Winter Park, FL 32789
    1/42
    Open Sat 1PM-3PM

    $650,000

    3 Beds3 Baths1,798 SqFt

    1261 MICHIGAN AVE, Winter Park, FL 32789

    Listed by Mary Colton FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
    1411 DEVON RD, Winter Park, FL 32789
    1/47
    Open Sat 11AM-1PM

    $950,000

    2 Beds2 Baths1,947 SqFt

    1411 DEVON RD, Winter Park, FL 32789

    Listed by Harif Hazera LLC PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
    2021 CANTON PARK DR, Winter Haven, FL 33881
    1/56
    Open Sat 12AM-3PM

    $325,000

    3 Beds2 Baths1,690 SqFt

    2021 CANTON PARK DR, Winter Haven, FL 33881

    Listed by Maria Olmos, LLC LA ROSA REALTY ORLANDO LLC

    Stellar MLS
    1737 INDIANA AVE, Winter Park, FL 32789
    1/38
    Open 11/20 11AM-3PM

    $1,399,900

    4 Beds4 Baths2,984 SqFt

    1737 INDIANA AVE, Winter Park, FL 32789

    Listed by Tori Nguyen LOKATION

    Stellar MLS
    2572 FIFESHIRE DR, Winter Park, FL 32792
    1/47
    Open Sun 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
    623 GRENADINE CT #623, Winter Park, FL 32792
    1/36
    Open Sun 1AM-3PM

    $194,900

    2 Beds2 Baths1,037 SqFt

    623 GRENADINE CT #623, Winter Park, FL 32792

    Listed by Carolyn Kickhofel COLDWELL BANKER REALTY

    Stellar MLS
    1742 TEMPLE DR, Winter Park, FL 32789
    1/30
    New

    $17,000

    4 Beds5 Baths3,658 SqFt

    1742 TEMPLE DR, Winter Park, FL 32789

    Listed by Mark Anthony Buot ROI AVE LLC

    Stellar MLS
    913 MOSS LN, Winter Park, FL 32789
    1/28
    New

    $5,000

    3 Beds2 Baths1,887 SqFt

    913 MOSS LN, Winter Park, FL 32789

    Listed by Peter Rodriguez VECTOR REALTY

    Stellar MLS
    1842 PURITAN AVE, Winter Park, FL 32792
    1/30
    New

    $2,600

    4 Beds2 Baths1,836 SqFt

    1842 PURITAN AVE, Winter Park, FL 32792

    Listed by Karan Jodha MOBED REALTY, P.A.

    Stellar MLS
    3238 CROWN JEWEL CT, Winter Park, FL 32792
    1/31
    New

    $2,200

    3 Beds3 Baths1,406 SqFt

    3238 CROWN JEWEL CT, Winter Park, FL 32792

    Listed by Harrison Ensler ALFANO PROPERTY MANAGEMENT

    Stellar MLS
    1511 CASA PARK CIR, Winter Springs, FL 32708
    1/15
    New

    $1,650

    2 Beds3 Baths1,156 SqFt

    1511 CASA PARK CIR, Winter Springs, FL 32708

    Listed by Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    Stellar MLS
    1507 GOLFSIDE DR, Winter Park, FL 32792
    1/33
    New

    $849,000

    3 Beds2 Baths2,003 SqFt

    1507 GOLFSIDE DR, Winter Park, FL 32792

    Listed by Cameron Matoska LPT REALTY, LLC

    Stellar MLS
    3157 SHADY PINE AVE, Winter Park, FL 32792
    1/31
    New

    $425,000

    3 Beds2 Baths1,495 SqFt

    3157 SHADY PINE AVE, Winter Park, FL 32792

    Listed by Stacy Morano MID-STATE PROPERTIES PSL LLC

    Stellar MLS
    2176 CRANDON AVE, Winter Park, FL 32789
    1/19
    New

    $399,000

    2 Beds1 Bath959 SqFt

    2176 CRANDON AVE, Winter Park, FL 32789

    Listed by Dan Haber CORCORAN PREMIER REALTY

    Stellar MLS
    7314 SWALLOW RUN #7314, Winter Park, FL 32792
    1/33
    New

    $1,495

    2 Beds2 Baths775 SqFt

    7314 SWALLOW RUN #7314, Winter Park, FL 32792

    Listed by Juan Campana AGENT TRUST REALTY CORPORATION

    Stellar MLS
    1663 N PARK AVE, Winter Park, FL 32789
    1/53
    New

    $2,750,000

    4 Beds5 Baths3,640 SqFt

    1663 N PARK AVE, Winter Park, FL 32789

    Listed by Ingrid Livingston COLDWELL BANKER REALTY

    Stellar MLS
    1124 N PENNSYLVANIA AVE, Winter Park, FL 32789
    1/25
    Coming Soon

    $1,650,000

    3 Beds3 Baths2,254 SqFt

    1124 N PENNSYLVANIA AVE, Winter Park, FL 32789

    Listed by Mick Night PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
    1824 JESSICA CT, Winter Park, FL 32789
    1/44
    New

    $1,149,000

    4 Beds3 Baths2,582 SqFt

    1824 JESSICA CT, Winter Park, FL 32789

    Listed by Hannah True RE/MAX 200 REALTY

    Stellar MLS
    1735 MEADOWGOLD LN, Winter Park, FL 32792
    1/32
    New

    $480,000

    3 Beds2 Baths1,768 SqFt

    1735 MEADOWGOLD LN, Winter Park, FL 32792

    Listed by Tracey Plechas RE/MAX TOWN & COUNTRY REALTY

    Stellar MLS
    2940 PARKLAND DR, Winter Park, FL 32789
    1/12
    New

    $3,000

    3 Beds1 Bath950 SqFt

    2940 PARKLAND DR, Winter Park, FL 32789

    Listed by Lianna Dangelo SOTERA LIVING

    Stellar MLS
    1935 CANNY CV, Winter Park, FL 32792
    1/40
    New

    $2,800

    3 Beds3 Baths1,907 SqFt

    1935 CANNY CV, Winter Park, FL 32792

    Listed by Sunveer Lally COMPASS FLORIDA LLC

    Stellar MLS
    1695 LEE RD #B102, Winter Park, FL 32789
    1/49
    New

    $1,850

    3 Beds2 Baths1,149 SqFt

    1695 LEE RD #B102, Winter Park, FL 32789

    Listed by Rosa Urena LA ROSA REALTY PREMIER LLC

    Stellar MLS
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    5719 W John Gay Dr, Spokane, WA 99224

    April Shackle

    +1(612) 997-2412 ashackle@axenrealty.com

    HQ: 5559 S Sossaman Rd, Bldg 1 #101
    Mesa, AZ 85212
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    Nashville, TN 37201

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    Houston, TX 77070
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    Sonny Walton, Broker | sonny@axenrealty.com

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

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    5719 W John Gay Dr, Spokane, WA 99224

    April Shackle

    +1(612) 997-2412 ashackle@axenrealty.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.