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Winter Park Condos For Sale - 91 condos

Winter Park Condos for sale are located in Seminole 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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  • 193 LEWFIELD CIR, WINTER PARK, FL 32792

    $248,90022 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


  • 1500 GAY RD #20D, WINTER PARK, FL 32789

    $258,000112 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


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

    $275,00014 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


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

    $209,999181 Days on yellowkey   MLS ID: O6368234

    2 Days Off yellowkey (back on 4/24/2026)

    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


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

    $134,90082 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


  • 2317 SUN VALLEY CIR #2317, WINTER PARK, FL 32792

    $259,00061 Days on yellowkey   MLS ID: O6398500

    REDUCED by $10,000 (3.7%) on 06/04/2026

    For Sale O6398500 - 2317 SUN VALLEY CIR #2317, WINTER PARK, FL 32792 18 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1295
       Built: 1987   Tax: $1,107 (2025)
    Community: Cedarwood Village 1
    Condo


    Estimated Monthly Payment: $1,511 (change assumption)
    Mortgage ($1,419) + Taxes in 2025 ($92)


    Taxes:$1,107

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $114,000189 Days on yellowkey   MLS ID: O6366205

    REDUCED by $1,000 (0.9%) on 06/01/2026

    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: $1,266 (change assumption)
    Mortgage ($625) + Fees ($482) + Taxes in 2024 ($160)


    Taxes:$1,917

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $114,00070 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: $796 (change assumption)
    Mortgage ($625) + Taxes in 2025 ($171)


    Taxes:$2,051

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 106 S INTERLACHEN AVE #518, WINTER PARK, FL 32789

    $1,899,90057 Days on yellowkey   MLS ID: O6400228

    REDUCED by $50,100 (2.6%) on 06/03/2026

    For Sale O6400228 - 106 S INTERLACHEN AVE #518, WINTER PARK, FL 32789 58 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1807
       Built: 1971   Tax: $14,974 (2025)
    Community: Cloisters Condo
    Condo


    Estimated Monthly Payment: $11,658 (change assumption)
    Mortgage ($10,410) + Taxes in 2025 ($1,248)


    Taxes:$14,974

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 126 SCOTTSDALE SQ #126, WINTER PARK, FL 32792

    $150,000180 Days on yellowkey   MLS ID: S5140472

    For Sale S5140472 - 126 SCOTTSDALE SQ #126, WINTER PARK, FL 32792 25 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1085
       Built: 1974
    Monthly Fee: $950
       Tax: $1,660 (2024)
    Community: Winter Park Woods Condo
    Condo


    Estimated Monthly Payment: $1,910 (change assumption)
    Mortgage ($822) + Fees ($950) + Taxes in 2024 ($138)


    Taxes:$1,660

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 150 KILLARNEY BAY CT #5, WINTER PARK, FL 32789

    $315,000334 Days on yellowkey   MLS ID: O6328063

    For Sale O6328063 - 150 KILLARNEY BAY CT #5, WINTER PARK, FL 32789 26 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1140
       Built: 1986
    Monthly Fee: $460
       Tax: $2,100 (2024)
    Community: Killarney Bay Condo
    Condo


    Estimated Monthly Payment: $2,361 (change assumption)
    Mortgage ($1,726) + Fees ($460) + Taxes in 2024 ($175)


    Taxes:$2,100

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: College Park Middle


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

    $159,00090 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

    $159,00090 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


  • 262 LEWFIELD CIR #262, WINTER PARK, FL 32792

    $154,90041 Days on yellowkey   MLS ID: C7525448

    REDUCED by $4,100 (2.6%) on 06/01/2026

    For Sale C7525448 - 262 LEWFIELD CIR #262, WINTER PARK, FL 32792 36 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 678
       Built: 1973   Tax: $1,278 (2024)
    Community: Stratford A Winter Park Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $955 (change assumption)
    Mortgage ($849) + Taxes in 2024 ($106)


    Taxes:$1,278

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 5143 LAZY OAKS DR #5143, WINTER PARK, FL 32792

    $280,00064 Days on yellowkey   MLS ID: O6398856

    REDUCED by $5,000 (1.8%) on 05/26/2026

    For Sale O6398856 - 5143 LAZY OAKS DR #5143, WINTER PARK, FL 32792 38 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1008
       Built: 1984   Tax: $668 (2024)
    Community: Lazy Oaks Condo
    Condo


    Estimated Monthly Payment: $1,590 (change assumption)
    Mortgage ($1,534) + Taxes in 2024 ($56)


    Taxes:$668

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


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

    $164,99919 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


  • 1695 LEE RD #B210, WINTER PARK, FL 32789

    $99,000146 Days on yellowkey   MLS ID: O6375872

    REDUCED by $5,000 (4.8%) on 05/28/2026

    For Sale O6375872 - 1695 LEE RD #B210, WINTER PARK, FL 32789 27 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 638
       Built: 1966   Tax: $1,493 (2024)
    Community: Waterfall Cove
    Spa: No

    Condo


    Estimated Monthly Payment: $667 (change assumption)
    Mortgage ($542) + Taxes in 2024 ($124)


    Taxes:$1,493

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $185,000340 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


  • 151 N ORLANDO AVE #259, WINTER PARK, FL 32789

    $239,00027 Days on yellowkey   MLS ID: O6409651

    For Sale O6409651 - 151 N ORLANDO AVE #259, WINTER PARK, FL 32789 31 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 582
       Built: 1960   Tax: $2,552 (2025)
    Community: Lake Killarney Condo
    Condo


    Estimated Monthly Payment: $1,522 (change assumption)
    Mortgage ($1,310) + Taxes in 2025 ($213)


    Taxes:$2,552

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 100 S INTERLACHEN AVE #503, WINTER PARK, FL 32789

    $879,000280 Days on yellowkey   MLS ID: O6343006

    2 Days Off yellowkey (back on 5/27/2026)

    For Sale O6343006 - 100 S INTERLACHEN AVE #503, WINTER PARK, FL 32789 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1143
       Built: 1971   Tax: $7,844 (2024)
    Community: Cloisters Condo
    Condo


    Estimated Monthly Payment: $5,470 (change assumption)
    Mortgage ($4,816) + Taxes in 2024 ($654)


    Taxes:$7,844

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Audubon Park K-8




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.