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    Winter Park, FL
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    696 Properties Available

    696 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)
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    1140 WASHINGTON AVE #16C, Winter Park, FL 32789
    1/10
    Open Fri 4PM-7PM

    $739,000

    3 Beds3 Baths2,069 SqFt

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

    Listed by Chevon Eaton CHEVON EATON

    Stellar MLS
    1384 SHERIDAN ST SW, Winter Haven, FL 33880
    1/32
    Open Sat 12PM-1PM

    $200,000

    3 Beds1 Bath1,340 SqFt

    1384 SHERIDAN ST SW, Winter Haven, FL 33880

    Listed by Dan Rodriguez NEW HEIGHTS REALTY GROUP

    Stellar MLS
    1398 GROVE TER, Winter Park, FL 32789
    1/37
    Open 11/10 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
    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
    1939 WOODCREST DR, Winter Park, FL 32792
    1/58
    Open Sat 11AM-3PM
    3D

    $1,349,000

    4 Beds4 Baths2,575 SqFt

    1939 WOODCREST DR, Winter Park, FL 32792

    Listed by Jose Martinez Rivera LLC LA ROSA REALTY PREMIER LLC

    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
    618 BLAIRSHIRE CIR, Winter Park, FL 32792
    1/64
    Open Thu 11AM-2PM

    $875,000

    4 Beds3 Baths1,876 SqFt

    618 BLAIRSHIRE CIR, Winter Park, FL 32792

    Listed by Ken Pozek REAL BROKER, LLC

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

    $189,900

    2 Beds2 Baths1,037 SqFt

    623 GRENADINE CT #623, Winter Park, FL 32792

    Listed by Carolyn Kickhofel COLDWELL BANKER REALTY

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

    $449,000

    3 Beds2 Baths1,737 SqFt

    2703 TIERRA CIR, Winter Park, FL 32792

    Listed by Tony Ubaldini EXP REALTY LLC

    Stellar MLS
    2015 SUMMERFIELD RD, Winter Park, FL 32792
    1/31
    Open Sat 12PM-3PM

    $1,250,000

    4 Beds4 Baths2,928 SqFt

    2015 SUMMERFIELD RD, Winter Park, FL 32792

    Listed by Courtney Lindsay UNITED REAL ESTATE PREFERRED

    Stellar MLS
    240 N PHELPS AVE, Winter Park, FL 32789
    1/44
    Open Sun 12PM-2PM

    $1,999,900

    5 Beds5 Baths2,889 SqFt

    240 N PHELPS AVE, Winter Park, FL 32789

    Listed by Nick McKee KELLER WILLIAMS WINTER PARK

    Stellar MLS
    531 WORTHINGTON DR, Winter Park, FL 32789
    1/32
    New

    $1,100,000

    3 Beds3 Baths2,626 SqFt

    531 WORTHINGTON DR, Winter Park, FL 32789

    Listed by Catherine D'Amico FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
    9228 BRADLEIGH DR, Winter Garden, FL 34787
    1/99
    New

    $975,000

    5 Beds5 Baths3,602 SqFt

    9228 BRADLEIGH DR, Winter Garden, FL 34787

    Listed by Autumn Makin LAKEFIELD REALTY GROUP LLC

    Stellar MLS
    640 N PARK AVE #26, Winter Park, FL 32790
    1/19
    New

    $629,500

    2 Beds2 Baths858 SqFt

    640 N PARK AVE #26, Winter Park, FL 32790

    Listed by Michael O'Shaughnessy MICHAEL O'SHAUGHNESSY, INC.

    Stellar MLS
    1934 TAYLOR AVE, Winter Park, FL 32792
    1/42
    New
    3D

    $499,000

    4 Beds2 Baths1,470 SqFt

    1934 TAYLOR AVE, Winter Park, FL 32792

    Listed by Thomas Nickley, Jr KELLER WILLIAMS REALTY AT THE PARKS

    Stellar MLS
    535 N INTERLACHEN AVE #302, Winter Park, FL 32789
    1/33
    New

    $485,000

    2 Beds2 Baths970 SqFt

    535 N INTERLACHEN AVE #302, Winter Park, FL 32789

    Listed by Mary Colton FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
    2885 ROXBURY RD, Winter Park, FL 32789
    1/20
    New

    $450,000

    3 Beds2 Baths1,511 SqFt

    2885 ROXBURY RD, Winter Park, FL 32789

    Listed by Jason Ricks COLDWELL BANKER REALTY

    Stellar MLS
    662 TRINIDAD CT #662, Winter Park, FL 32792
    1/50
    New

    $177,000

    1 Bed1 Bath759 SqFt

    662 TRINIDAD CT #662, Winter Park, FL 32792

    Listed by Clara Herrera CLARA HERRERA REALTY

    Stellar MLS
    1020 MINNESOTA AVE #1, Winter Park, FL 32789
    1/39
    New

    $3,800

    3 Beds3 Baths2,000 SqFt

    1020 MINNESOTA AVE #1, Winter Park, FL 32789

    Listed by Melissa Johnson EXP REALTY LLC

    Stellar MLS
    764 BAFFIE AVE, Winter Park, FL 32789
    1/16
    New

    $2,100

    3 Beds2 Baths950 SqFt

    764 BAFFIE AVE, Winter Park, FL 32789

    Listed by Michael Danganan RE/MAX PRIME PROPERTIES

    Stellar MLS
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    AXEN Realty (white)
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    259 N Hockett St, Porterville, CA 93257, USA

    Jacqueline Casillas

    +1(559) 350-3609 j.casillas.realtor@gmail.com

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

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    Nashville, TN 37201

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

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    AXEN Realty (white)
    • Buy
      1. Homes for Sale
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      3. Down Payment Assistance
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    AXEN Realty
    AXEN Realty

    +1(509) 443-4103 info@axenrealty.com

    259 N Hockett St, Porterville, CA 93257, USA

    Jacqueline Casillas

    +1(559) 350-3609 j.casillas.realtor@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.