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Winter Park Condos For Sale - 103 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 #20D, WINTER PARK, FL 32789

    $258,000141 Days on yellowkey   MLS ID: O6385626

    REDUCED by $4,000 (1.5%) on 06/07/2026

    For Sale O6385626 - 1500 GAY RD #20D, WINTER PARK, FL 32789 22 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1026
       Built: 1972   Tax: $3,283 (2024)
    Community: Chat6eaux Du Lac
    Spa: No

    Condo


    Estimated Monthly Payment: $1,687 (change assumption)
    Mortgage ($1,414) + Taxes in 2024 ($274)


    Taxes:$3,283

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 140 E MORSE BLVD #J, WINTER PARK, FL 32789

    $2,350,00029 Days on yellowkey   MLS ID: O6414891

    For Sale O6414891 - 140 E MORSE BLVD #J, WINTER PARK, FL 32789 38 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2143
       Built: 2008   Tax: $18,655 (2025)
    Community: Landmark Winter Park Condo
    Condo


    Estimated Monthly Payment: $14,431 (change assumption)
    Mortgage ($12,876) + Taxes in 2025 ($1,555)


    Taxes:$18,655

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 1695 LEE RD #E215, WINTER PARK, FL 32789

    $135,000149 Days on yellowkey   MLS ID: O6383089

    REDUCED by $14,990 (10.0%) on 06/17/2026

    For Sale O6383089 - 1695 LEE RD #E215, WINTER PARK, FL 32789 82 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1149
       Built: 1966
    Monthly Fee: $624
       Tax: $2,472 (2024)
    Community: Waterfall Cove
    Condo


    Estimated Monthly Payment: $1,570 (change assumption)
    Mortgage ($740) + Fees ($624) + Taxes in 2024 ($206)


    Taxes:$2,472

    Elementary School: Hungerford Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: College Park Middle


  • 2500 LEE RD #220, WINTER PARK, FL 32789

    $199,90038 Days on yellowkey   MLS ID: O6411927

    For Sale O6411927 - 2500 LEE RD #220, WINTER PARK, FL 32789 28 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 851
       Built: 1969
    Monthly Fee: $292
       Tax: $2,015 (2025)
    Community: Lakeside Manor Apts Condo
    Condo


    Estimated Monthly Payment: $1,555 (change assumption)
    Mortgage ($1,095) + Fees ($292) + Taxes in 2025 ($168)


    Taxes:$2,015

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 300 CAROLINA AVE #301, WINTER PARK, FL 32789

    $739,00042 Days on yellowkey   MLS ID: O6413279

    0 Days Off yellowkey (back on 6/13/2026)

    For Sale O6413279 - 300 CAROLINA AVE #301, WINTER PARK, FL 32789 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1305
       Built: 1981   Tax: $4,605 (2025)
    Community: Park West Condo
    Condo


    Estimated Monthly Payment: $4,433 (change assumption)
    Mortgage ($4,049) + Taxes in 2025 ($384)


    Taxes:$4,605

    Elementary School: None

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 269 E CANTON AVE #269, WINTER PARK, FL 32789

    $989,50056 Days on yellowkey   MLS ID: O6404706

    For Sale O6404706 - 269 E CANTON AVE #269, WINTER PARK, FL 32789 44 photos

    Bed: 1   Bath: 1.5
    Liv Area Sq Ft: 1109
       Built: 1971
    Monthly Fee: $1,039
       Tax: $3,470 (2025)
    Community: Village Winterset Inc
    Condo


    Estimated Monthly Payment: $6,750 (change assumption)
    Mortgage ($5,422) + Fees ($1,039) + Taxes in 2025 ($289)


    Taxes:$3,470

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 700 MELROSE AVE #K25, WINTER PARK, FL 32789

    $245,00037 Days on yellowkey   MLS ID: O6414821

    0 Days Off yellowkey (back on 6/13/2026)

    For Sale O6414821 - 700 MELROSE AVE #K25, WINTER PARK, FL 32789 30 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 787
       Built: 1964   Tax: $3,196 (2025)
    Community: Winter Park Gardens Condo
    Condo


    Estimated Monthly Payment: $1,609 (change assumption)
    Mortgage ($1,342) + Taxes in 2025 ($266)


    Taxes:$3,196

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7771 COUNTRY PL #7, WINTER PARK, FL 32792

    $219,900226 Days on yellowkey   MLS ID: O6364384

    3 Days Off yellowkey (back on 6/12/2026)

    For Sale O6364384 - 7771 COUNTRY PL #7, WINTER PARK, FL 32792 15 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1230
       Built: 1987
    Monthly Fee: $340
       Tax: $2,950 (2024)
    Community: Goldenrod Villas Condo
    Condo


    Estimated Monthly Payment: $1,791 (change assumption)
    Mortgage ($1,205) + Fees ($340) + Taxes in 2024 ($246)


    Taxes:$2,950

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 2923 ANTIQUE OAKS CIR #37, WINTER PARK, FL 32792

    $178,900582 Days on yellowkey   MLS ID: A4632112

    3 Days Off yellowkey (back on 6/10/2026)

    REDUCED by $3,500 (1.9%) on 06/04/2026

    For Sale A4632112 - 2923 ANTIQUE OAKS CIR #37, WINTER PARK, FL 32792 7 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1105
       Built: 1984
    Monthly Fee: $442
       Tax: $2,648 (2023)
    Community: Parkview Village
    Condo


    Estimated Monthly Payment: $1,643 (change assumption)
    Mortgage ($980) + Fees ($442) + Taxes in 2023 ($221)


    Taxes:$2,648

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2023

    Middle School: Glenridge Middle


  • 1600 ALABAMA DR #402, WINTER PARK, FL 32789

    $1,250,00043 Days on yellowkey   MLS ID: O6413153

    For Sale O6413153 - 1600 ALABAMA DR #402, WINTER PARK, FL 32789 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1574
       Built: 1981   Tax: $4,206 (2025)
    Community: Alabama Condo
    Condo


    Estimated Monthly Payment: $7,200 (change assumption)
    Mortgage ($6,849) + Taxes in 2025 ($351)


    Taxes:$4,206

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 193 LEWFIELD CIR, WINTER PARK, FL 32792

    $248,90051 Days on yellowkey   MLS ID: O6409075

    For Sale O6409075 - 193 LEWFIELD CIR, WINTER PARK, FL 32792 33 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1300
       Built: 1973
    Monthly Fee: $533
       Tax: $2,286 (2025)
    Community: Stratford A Winter Park Condo
    Condo


    Estimated Monthly Payment: $2,087 (change assumption)
    Mortgage ($1,364) + Fees ($533) + Taxes in 2025 ($191)


    Taxes:$2,286

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 311 E MORSE BLVD #6-12, WINTER PARK, FL 32789

    $275,00043 Days on yellowkey   MLS ID: O6413554

    For Sale O6413554 - 311 E MORSE BLVD #6-12, WINTER PARK, FL 32789 20 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 570
       Built: 1960
    Monthly Fee: $737
       Tax: $2,493 (2025)
    Community: Phillips Circle Rep
    Condo


    Estimated Monthly Payment: $2,452 (change assumption)
    Mortgage ($1,507) + Fees ($737) + Taxes in 2025 ($208)


    Taxes:$2,493

    Elementary School: None

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


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

    $134,900111 Days on yellowkey   MLS ID: S5146352

    REDUCED by $3,000 (2.2%) on 05/24/2026

    For Sale S5146352 - 1695 LEE RD #E103, WINTER PARK, FL 32789 24 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: $1,391 (change assumption)
    Mortgage ($739) + 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


  • 7300 DANIEL WEBSTER DR #M7, WINTER PARK, FL 32792

    $159,000119 Days on yellowkey   MLS ID: O6388668

    REDUCED by $6,000 (3.6%) on 06/01/2026

    For Sale O6388668 - 7300 DANIEL WEBSTER DR #M7, WINTER PARK, FL 32792 34 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1108
       Built: 1974
    Monthly Fee: $471
       Tax: $2,050 (2025)
    Community: Colonies
    Spa: No

    Condo


    Estimated Monthly Payment: $1,513 (change assumption)
    Mortgage ($871) + Fees ($471) + Taxes in 2025 ($171)


    Taxes:$2,050

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 3027 AARON BURR AVE #L1, WINTER PARK, FL 32792

    $159,000119 Days on yellowkey   MLS ID: O6390662

    REDUCED by $6,000 (3.6%) on 06/01/2026

    For Sale O6390662 - 3027 AARON BURR AVE #L1, WINTER PARK, FL 32792 35 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1090
       Built: 1974
    Monthly Fee: $471
       Tax: $2,050 (2025)
    Community: Colonies
    Condo


    Estimated Monthly Payment: $1,513 (change assumption)
    Mortgage ($871) + Fees ($471) + Taxes in 2025 ($171)


    Taxes:$2,050

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 200 SAINT ANDREWS BLVD #704, WINTER PARK, FL 32792

    $164,99948 Days on yellowkey   MLS ID: O6411608

    For Sale O6411608 - 200 SAINT ANDREWS BLVD #704, WINTER PARK, FL 32792 27 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 793
       Built: 1970   Tax: $2,396 (2025)
    Community: Four Seasons Condo
    Condo


    Estimated Monthly Payment: $1,104 (change assumption)
    Mortgage ($904) + Taxes in 2025 ($200)


    Taxes:$2,396

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3370 CEDAR SPRINGS PL #156, WINTER PARK, FL 32792

    $185,000369 Days on yellowkey   MLS ID: O6326460

    REDUCED by $4,000 (2.1%) on 05/11/2026

    For Sale O6326460 - 3370 CEDAR SPRINGS PL #156, WINTER PARK, FL 32792 26 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1031
       Built: 1984
    Monthly Fee: $420
       Tax: $2,549 (2024)
    Community: Hidden Oaks Condo Ph 09
    Condo


    Estimated Monthly Payment: $1,646 (change assumption)
    Mortgage ($1,014) + Fees ($420) + Taxes in 2024 ($212)


    Taxes:$2,549

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2500 LEE RD #202, WINTER PARK, FL 32789

    $224,999525 Days on yellowkey   MLS ID: O6277579

    REDUCED by $10,000 (4.3%) on 04/28/2026

    For Sale O6277579 - 2500 LEE RD #202, WINTER PARK, FL 32789 52 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 956
       Built: 1969
    Monthly Fee: $432
       Tax: $2,327 (2025)
    Community: Lakeside Manor Condominium Association, Inc.
    Condo


    Estimated Monthly Payment: $1,859 (change assumption)
    Mortgage ($1,233) + Fees ($432) + Taxes in 2025 ($194)


    Taxes:$2,327

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


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

    $205,000499 Days on yellowkey   MLS ID: O6285607

    REDUCED by $5,000 (2.4%) on 04/23/2026

    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: $1,300 (change assumption)
    Mortgage ($1,123) + Taxes in 2024 ($177)


    Taxes:$2,126

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $169,900139 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




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.