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    Winter Park, FL
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    588 Properties Available

    588 Properties Available

    The average price in the selected areas has remained stable. Learn more
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    • Newest Listings
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    3021 AARON BURR AVE #3, Winter Park, FL 32792
    1/27
    Active

    $145,000

    2 Beds3 Baths1,090 SqFt

    3021 AARON BURR AVE #3, Winter Park, FL 32792

    Listed by Daiana Garcia Medrano LA ROSA REALTY ORLANDO LLC

    Stellar MLS
    1580 OAKHURST AVE, Winter Park, FL 32789
    1/36
    Active

    $4,950

    4 Beds3 Baths2,406 SqFt

    1580 OAKHURST AVE, Winter Park, FL 32789

    Listed by Lisa Gould KELLER WILLIAMS WINTER PARK

    Stellar MLS
    1502 MICHIGAN AVE #B, Winter Park, FL 32789
    1/12
    Active

    $1,399

    2 Beds1 Bath660 SqFt

    1502 MICHIGAN AVE #B, Winter Park, FL 32789

    Listed by Steven Simpson 407 PROPERTIES

    Stellar MLS
    2722 EASTERN Pkwy, Winter Park, FL 32789
    1/14
    Active

    $2,289,000

    5 Beds5 Baths3,334 SqFt

    2722 EASTERN Pkwy, Winter Park, FL 32789

    Listed by Christopher Christensen ONE LUXURY INTERNATIONAL LLC

    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
    300 KILLARNEY DR, Winter Park, FL 32789
    1/41
    Active

    $8,500

    4 Beds3 Baths2,476 SqFt

    300 KILLARNEY DR, Winter Park, FL 32789

    Listed by Kelly Price KELLY PRICE & COMPANY LLC

    Stellar MLS
    2809 BOWER RD, Winter Park, FL 32792
    1/29
    Active

    $2,995

    3 Beds2 Baths1,488 SqFt

    2809 BOWER RD, Winter Park, FL 32792

    Listed by Deborah Teixeira STRAWBERRY FIELDS FOREVER REALY LLC

    Stellar MLS
    5563 GARDEN GROVE CIR, Winter Park, FL 32792
    1/32
    Pending

    $409,999

    3 Beds2 Baths1,436 SqFt

    5563 GARDEN GROVE CIR, Winter Park, FL 32792

    Listed by Gypsy Jones COLDWELL BANKER HUBBARD HANSEN

    Stellar MLS
    1742 TEMPLE DR, Winter Park, FL 32789
    1/58
    Active

    $19,000

    4 Beds5 Baths3,658 SqFt

    1742 TEMPLE DR, Winter Park, FL 32789

    Listed by Nathalie Bates PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
    1350 LYNDALE BLVD, Winter Park, FL 32789
    1/49
    Active

    $9,000

    4 Beds5 Baths3,478 SqFt

    1350 LYNDALE BLVD, Winter Park, FL 32789

    Listed by Jackie O'Leary FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
    2862 KINGS DEER RD, Winter Park, FL 32792
    1/34
    Active

    $3,150

    3 Beds2 Baths1,763 SqFt

    2862 KINGS DEER RD, Winter Park, FL 32792

    Listed by Nicole Howell FANNIE HILLMAN & ASSOCIATES

    Stellar MLS
    1630 CHESTNUT AVE, Winter Park, FL 32789
    1/58
    Active

    $1,750,000

    3 Beds5 Baths3,164 SqFt

    1630 CHESTNUT AVE, Winter Park, FL 32789

    Listed by Brian Teach COLDWELL BANKER RESIDENTIAL RE

    Stellar MLS
    1445 VIA SANGRO PL, Winter Park, FL 32792
    1/59
    Active

    $1,399,990

    7 Beds5 Baths5,021 SqFt

    1445 VIA SANGRO PL, Winter Park, FL 32792

    Listed by Suzanne Seenandan PREFERRED RE BROKERS III

    Stellar MLS
    870 CARVER ST, Winter Park, FL 32789
    1/53
    Active

    $975,000

    3 Beds3 Baths1,875 SqFt

    870 CARVER ST, Winter Park, FL 32789

    Listed by Drew Henner PREMIER SOTHEBY'S INTL. REALTY

    Stellar MLS
    9150 BRADLEIGH DR, Winter Garden, FL 34787
    Pending

    $775,000

    4 Beds4 Baths3,087 SqFt

    9150 BRADLEIGH DR, Winter Garden, FL 34787

    Listed by Hilary Hall COMPASS FLORIDA LLC

    Stellar MLS
    639 FRIAR RD, Winter Park, FL 32792
    1/21
    Pending

    $449,900

    4 Beds3 Baths1,829 SqFt

    639 FRIAR RD, Winter Park, FL 32792

    Listed by Hannah Evans FLORIDA REALTY INVESTMENTS

    Stellar MLS
    3083 CRANE STRAND DR, Winter Park, FL 32792
    1/25
    Pending
    3D

    $375,000

    3 Beds2 Baths1,200 SqFt

    3083 CRANE STRAND DR, Winter Park, FL 32792

    Listed by Sheri Malin REDFIN CORPORATION

    Stellar MLS
    1605 PURITAN AVE, Winter Park, FL 32792
    1/26
    Pending

    $340,000

    3 Beds2 Baths1,285 SqFt

    1605 PURITAN AVE, Winter Park, FL 32792

    Listed by Denise San Miguel REALTY LYNK INC

    Stellar MLS
    837 CAMBRIDGE DR, Winter Haven, FL 33881
    1/19
    Pending

    $211,000

    4 Beds2 Baths1,767 SqFt

    837 CAMBRIDGE DR, Winter Haven, FL 33881

    Listed by Trish Carter CARTER COMPANY REALTORS

    Stellar MLS
    1055 CHEROKEE AVE, Winter Park, FL 32789
    1/45
    Active

    $2,800

    3 Beds2 Baths1,560 SqFt

    1055 CHEROKEE AVE, Winter Park, FL 32789

    Listed by Rafael Casallas, PA EMPIRE NETWORK REALTY

    Stellar MLS
    1565 MICHIGAN AVE, Winter Park, FL 32789
    1/12
    Active

    $1,575

    2 Beds1 Bath900 SqFt

    1565 MICHIGAN AVE, Winter Park, FL 32789

    Listed by Troy Hensley BHHS FLORIDA REALTY

    Stellar MLS
    2412 CHANTILLY AVE, Winter Park, FL 32789
    1/48
    Active

    $2,350,000

    5 Beds7 Baths4,506 SqFt

    2412 CHANTILLY AVE, Winter Park, FL 32789

    Listed by Joshua Hill THE AGENCY ORLANDO

    Stellar MLS
    1092 WADING WATERS CIR, Winter Park, FL 32792
    1/88
    Active

    $1,195,000

    4 Beds3 Baths3,057 SqFt

    1092 WADING WATERS CIR, Winter Park, FL 32792

    Listed by Tara Haefner KELLER WILLIAMS HERITAGE REALTY

    Stellar MLS
    2074 LAURELWOOD WAY, Winter Park, FL 32792
    1/43
    Pending

    $785,000

    4 Beds3 Baths2,192 SqFt

    2074 LAURELWOOD WAY, Winter Park, FL 32792

    Listed by Janki Thakkar EXP REALTY LLC

    Stellar MLS
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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. 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. 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.