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Winter Park Condos For Sale - 84 condos

Winter Park Condos for sale are located in Orange County, Florida. Find condos in Winter Park for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Winter Park condominiums.

Location: Winter Park

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  • 1500 GAY RD #8D, WINTER PARK, FL 32789

    $267,00019 Days on yellowkey   MLS ID: O6392693

    0 Days Off yellowkey (back on 4/14/2026)

    For Sale O6392693 - 1500 GAY RD #8D, WINTER PARK, FL 32789 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1026
       Built: 1972
    Monthly Fee: $425
       Tax: $2,630 (2025)
    Community: Chateaux Du Lac
    Condo


    Estimated Monthly Payment: $2,107 (change assumption)
    Mortgage ($1,463) + Fees ($425) + Taxes in 2025 ($219)


    Taxes:$2,630

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1500 GAY RD #24B, WINTER PARK, FL 32789

    $261,500196 Days on yellowkey   MLS ID: O6348568

    REDUCED by $2,500 (0.9%) on 04/13/2026

    For Sale O6348568 - 1500 GAY RD #24B, WINTER PARK, FL 32789 21 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1026
       Built: 1972   Tax: $1,271 (2024)
    Community: Chateaux Du Lac
    Spa: No

    Condo


    Estimated Monthly Payment: $1,539 (change assumption)
    Mortgage ($1,433) + Taxes in 2024 ($106)


    Taxes:$1,271

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 640 N PARK AVE #5, WINTER PARK, FL 32789

    $450,000117 Days on yellowkey   MLS ID: O6367841

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale O6367841 - 640 N PARK AVE #5, WINTER PARK, FL 32789 19 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 673
       Built: 1956
    Monthly Fee: $812
       Tax: $4,623 (2024)
    Community: Park Aire Condo
    Condo


    Estimated Monthly Payment: $3,663 (change assumption)
    Mortgage ($2,466) + Fees ($812) + Taxes in 2024 ($385)


    Taxes:$4,623

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 300 CAROLINA AVE #207, WINTER PARK, FL 32789

    $495,00026 Days on yellowkey   MLS ID: O6391523

    For Sale O6391523 - 300 CAROLINA AVE #207, WINTER PARK, FL 32789 27 photos

    Bed: 1   Bath: 2.0
    Liv Area Sq Ft: 1149
       Built: 1981   Tax: $6,512 (2025)
    Community: Park West Condo
    Condo


    Estimated Monthly Payment: $3,255 (change assumption)
    Mortgage ($2,712) + Taxes in 2025 ($543)


    Taxes:$6,512

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 1000 S SEMORAN BLVD #805, WINTER PARK, FL 32792

    $174,70024 Days on yellowkey   MLS ID: O6392099

    0 Days Off yellowkey (back on 4/13/2026)

    REDUCED by $5,000 (2.8%) on 04/13/2026

    For Sale O6392099 - 1000 S SEMORAN BLVD #805, WINTER PARK, FL 32792 19 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1003
       Built: 1969
    Monthly Fee: $355
       Tax: $1,111 (2025)
    Community: Golfside Villas Condo
    Condo


    Estimated Monthly Payment: $1,405 (change assumption)
    Mortgage ($957) + Fees ($355) + Taxes in 2025 ($93)


    Taxes:$1,111

    Elementary School: None

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1695 LEE RD #E103, WINTER PARK, FL 32789

    $139,99018 Days on yellowkey   MLS ID: S5146352

    For Sale S5146352 - 1695 LEE RD #E103, WINTER PARK, FL 32789 23 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 881
       Built: 1966
    Monthly Fee: $482
       Tax: $2,041 (2025)
    Community: Waterfall Cove
    Condo


    Estimated Monthly Payment: $1,419 (change assumption)
    Mortgage ($767) + Fees ($482) + Taxes in 2025 ($170)


    Taxes:$2,041

    Elementary School: Hungerford Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 106 S INTERLACHEN AVE #118, WINTER PARK, FL 32789

    $1,395,00067 Days on yellowkey   MLS ID: O6380506

    REDUCED by $55,000 (3.8%) on 04/13/2026

    For Sale O6380506 - 106 S INTERLACHEN AVE #118, WINTER PARK, FL 32789 55 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1834
       Built: 1971   Tax: $9,767 (2025)
    Community: Cloisters Condo
    Condo


    Estimated Monthly Payment: $8,458 (change assumption)
    Mortgage ($7,644) + Taxes in 2025 ($814)


    Taxes:$9,767

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 311 E MORSE BLVD #7-19, WINTER PARK, FL 32789

    $299,900106 Days on yellowkey   MLS ID: O6368912

    For Sale O6368912 - 311 E MORSE BLVD #7-19, WINTER PARK, FL 32789 34 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 482
       Built: 1960
    Monthly Fee: $870
       Tax: $3,161 (2024)
    Community: Whispering Waters
    Condo


    Estimated Monthly Payment: $2,777 (change assumption)
    Mortgage ($1,643) + Fees ($870) + Taxes in 2024 ($263)


    Taxes:$3,161

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Audubon Park K-8


  • 3021 AARON BURR AVE #3, WINTER PARK, FL 32792

    $140,0001 Day on yellowkey   MLS ID: S5147382

    For Sale S5147382 - 3021 AARON BURR AVE #3, WINTER PARK, FL 32792 21 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1090
       Built: 1974
    Monthly Fee: $479
       Tax: $1,992 (2025)
    Community: Colonies
    Condo


    Estimated Monthly Payment: $1,412 (change assumption)
    Mortgage ($767) + Fees ($479) + Taxes in 2025 ($166)


    Taxes:$1,992

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 851 MILES AVE #13, WINTER PARK, FL 32789

    $209,999117 Days on yellowkey   MLS ID: O6368234

    For Sale O6368234 - 851 MILES AVE #13, WINTER PARK, FL 32789 24 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 808
       Built: 1984   Tax: $2,694 (2025)
    Community: Aragon Condo
    Condo


    Estimated Monthly Payment: $1,375 (change assumption)
    Mortgage ($1,151) + Taxes in 2025 ($224)


    Taxes:$2,694

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 7336 FOREST HILL CT #240, WINTER PARK, FL 32792

    $169,90046 Days on yellowkey   MLS ID: O6386461

    REDUCED by $10,000 (5.6%) on 04/08/2026

    For Sale O6386461 - 7336 FOREST HILL CT #240, WINTER PARK, FL 32792 26 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 990
       Built: 1984
    Monthly Fee: $450
       Tax: $2,899 (2025)
    Community: Hidden Oaks Condo Ph 12
    Condo


    Estimated Monthly Payment: $1,622 (change assumption)
    Mortgage ($931) + Fees ($450) + Taxes in 2025 ($242)


    Taxes:$2,899

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 256 LEWFIELD CIR #256, WINTER PARK, FL 32792

    $184,90093 Days on yellowkey   MLS ID: O6367842

    For Sale O6367842 - 256 LEWFIELD CIR #256, WINTER PARK, FL 32792 55 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 927
       Built: 1973
    Monthly Fee: $465
       Tax: $1,916 (2025)
    Community: Stratford A Winter Park Condo
    Condo


    Estimated Monthly Payment: $1,638 (change assumption)
    Mortgage ($1,013) + Fees ($465) + Taxes in 2025 ($160)


    Taxes:$1,916

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 200 SAINT ANDREWS BLVD #2901, WINTER PARK, FL 32792

    $225,00012 Days on yellowkey   MLS ID: O6395720

    For Sale O6395720 - 200 SAINT ANDREWS BLVD #2901, WINTER PARK, FL 32792 29 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1266
       Built: 1970
    Monthly Fee: $451
       Tax: $2,131 (2025)
    Community: Four Seasons Condo
    Condo


    Estimated Monthly Payment: $1,861 (change assumption)
    Mortgage ($1,233) + Fees ($451) + Taxes in 2025 ($178)


    Taxes:$2,131

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 151 N ORLANDO AVE ##115, WINTER PARK, FL 32789

    $298,000133 Days on yellowkey   MLS ID: O6362403

    For Sale O6362403 - 151 N ORLANDO AVE ##115, WINTER PARK, FL 32789 22 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 710
       Built: 1960   Tax: $2,965 (2025)
    Community: Lake Killarney Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $1,880 (change assumption)
    Mortgage ($1,633) + Taxes in 2025 ($247)


    Taxes:$2,965

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 101 S NEW YORK AVE #302, WINTER PARK, FL 32789

    $1,580,00020 Days on yellowkey   MLS ID: O6390752

    REDUCED by $50,000 (3.1%) on 04/11/2026

    For Sale O6390752 - 101 S NEW YORK AVE #302, WINTER PARK, FL 32789 40 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3174
       Built: 2009
    Monthly Fee: $1,263
       Tax: $19,802 (2025)
    Community: Winter Park Residential
    Condo


    Estimated Monthly Payment: $11,570 (change assumption)
    Mortgage ($8,657) + Fees ($1,263) + Taxes in 2025 ($1,650)


    Taxes:$19,802

    Elementary School: None

    High School: Winter Park High

    Tax Year: 2025

    Middle School: None


  • 302 LEWFIELD CIR #302, WINTER PARK, FL 32792

    $146,00068 Days on yellowkey   MLS ID: O6380160

    REDUCED by $4,000 (2.7%) on 04/11/2026

    For Sale O6380160 - 302 LEWFIELD CIR #302, WINTER PARK, FL 32792 23 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 678
       Built: 1973
    Monthly Fee: $350
       Tax: $1,942 (2025)
    Community: Stratford A Winter Park Condo
    Condo


    Estimated Monthly Payment: $1,312 (change assumption)
    Mortgage ($800) + Fees ($350) + Taxes in 2025 ($162)


    Taxes:$1,942

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


  • 4864 TANGERINE AVE #4864, WINTER PARK, FL 32792

    $200,00056 Days on yellowkey   MLS ID: O6383320

    INCREASED by $1,000 (0.5%) on 04/09/2026

    For Sale O6383320 - 4864 TANGERINE AVE #4864, WINTER PARK, FL 32792 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1059
       Built: 1973
    Monthly Fee: $441
       Tax: $2,828 (2025)
    Community: Wrenwood Condo
    Condo


    Estimated Monthly Payment: $1,773 (change assumption)
    Mortgage ($1,096) + Fees ($441) + Taxes in 2025 ($236)


    Taxes:$2,828

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1695 LEE RD #C202, WINTER PARK, FL 32789

    $210,000406 Days on yellowkey   MLS ID: O6285607

    For Sale O6285607 - 1695 LEE RD #C202, WINTER PARK, FL 32789 1 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1149
       Built: 1966   Tax: $2,126 (2024)
    Community: Waterfall Cove At Winter Park
    Condo


    Estimated Monthly Payment: $1,328 (change assumption)
    Mortgage ($1,151) + Taxes in 2024 ($177)


    Taxes:$2,126

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1695 LEE RD #D211, WINTER PARK, FL 32789

    $115,0006 Days on yellowkey   MLS ID: O6396190

    For Sale O6396190 - 1695 LEE RD #D211, WINTER PARK, FL 32789 28 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 881
       Built: 1966   Tax: $2,051 (2025)
    Community: Waterfall Cove/Winter Park
    Condo


    Estimated Monthly Payment: $801 (change assumption)
    Mortgage ($630) + Taxes in 2025 ($171)


    Taxes:$2,051

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1695 LEE RD #E204, WINTER PARK, FL 32789

    $115,000125 Days on yellowkey   MLS ID: O6366205

    REDUCED by $9,900 (7.9%) on 04/03/2026

    For Sale O6366205 - 1695 LEE RD #E204, WINTER PARK, FL 32789 27 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 881
       Built: 1966
    Monthly Fee: $482
       Tax: $1,917 (2024)
    Community: Waterfall Cove
    Condo


    Estimated Monthly Payment: $1,272 (change assumption)
    Mortgage ($630) + Fees ($482) + Taxes in 2024 ($160)


    Taxes:$1,917

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None




Why Bother Searching Elsewhere for Winter Park Condos for Sale and Other Condominiums?

Winter Park home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on condos for sale in Winter Park. You can use our website to view Multiple Listing Service (MLS) data on Winter Park condos. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Winter Park condo listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.