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Winter Park Condos For Sale - 99 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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  • 2923 ANTIQUE OAKS CIR #39, WINTER PARK, FL 32792

    $184,999509 Days on yellowkey   MLS ID: OM695642

    0 Days Off yellowkey (back on 6/26/2026)

    For Sale OM695642 - 2923 ANTIQUE OAKS CIR #39, WINTER PARK, FL 32792 22 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1105
       Built: 1984
    Monthly Fee: $442
       Tax: $2,702 (2024)
    Community: Parkview Village
    Condo


    Estimated Monthly Payment: $1,681 (change assumption)
    Mortgage ($1,014) + Fees ($442) + Taxes in 2024 ($225)


    Taxes:$2,702

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 700 MELROSE AVE #F 21, WINTER PARK, FL 32789

    $235,90039 Days on yellowkey   MLS ID: O6413612

    1 Days Off yellowkey (back on 6/26/2026)

    For Sale O6413612 - 700 MELROSE AVE #F 21, WINTER PARK, FL 32789 27 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 787
       Built: 1964   Tax: $1,123 (2025)
    Community: Winter Park Gdns Condo
    Condo


    Estimated Monthly Payment: $1,386 (change assumption)
    Mortgage ($1,293) + Taxes in 2025 ($94)


    Taxes:$1,123

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3037 ANTIQUE OAKS CIR #156, WINTER PARK, FL 32792

    $154,90019 Days on yellowkey   MLS ID: O6420008

    For Sale O6420008 - 3037 ANTIQUE OAKS CIR #156, WINTER PARK, FL 32792 21 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 749
       Built: 1984   Tax: $2,058 (2025)
    Community: Parkview Village
    Condo


    Estimated Monthly Payment: $1,020 (change assumption)
    Mortgage ($849) + Taxes in 2025 ($172)


    Taxes:$2,058

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 2500 LEE RD #208, WINTER PARK, FL 32789

    $175,000459 Days on yellowkey   MLS ID: O6297570

    REDUCED by $5,000 (2.8%) on 05/14/2026

    For Sale O6297570 - 2500 LEE RD #208, WINTER PARK, FL 32789 49 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 956
       Built: 1969
    Monthly Fee: $432
       Tax: $1,519 (2025)
    Community: Lakeside Manor Apts Condo
    Condo


    Estimated Monthly Payment: $1,517 (change assumption)
    Mortgage ($959) + Fees ($432) + Taxes in 2025 ($127)


    Taxes:$1,519

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 7484 CANFORD CT #8, WINTER PARK, FL 32792

    $240,00078 Days on yellowkey   MLS ID: O6402492

    REDUCED by $10,000 (4.0%) on 06/22/2026

    For Sale O6402492 - 7484 CANFORD CT #8, WINTER PARK, FL 32792 26 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 1578
       Built: 1974   Tax: $2,121 (2025)
    Community: Whisperwood Condo
    Condo


    Estimated Monthly Payment: $1,492 (change assumption)
    Mortgage ($1,315) + Taxes in 2025 ($177)


    Taxes:$2,121

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 300 CAROLINA AVE #402C, WINTER PARK, FL 32789

    $750,00053 Days on yellowkey   MLS ID: O6410016

    For Sale O6410016 - 300 CAROLINA AVE #402C, WINTER PARK, FL 32789 34 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1350
       Built: 1982   Tax: $2,416 (2025)
    Community: Park West Condominiums
    Spa: No

    Condo


    Estimated Monthly Payment: $4,311 (change assumption)
    Mortgage ($4,109) + Taxes in 2025 ($201)


    Taxes:$2,416

    Elementary School: None

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 340 KILLARNEY BAY CT #4-4, WINTER PARK, FL 32789

    $379,00060 Days on yellowkey   MLS ID: O6407259

    1 Days Off yellowkey (back on 6/22/2026)

    REDUCED by $16,000 (4.1%) on 06/16/2026

    For Sale O6407259 - 340 KILLARNEY BAY CT #4-4, WINTER PARK, FL 32789 37 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1428
       Built: 1986   Tax: $1,080 (2025)
    Community: Killarney Bay Condo
    Condo


    Estimated Monthly Payment: $2,167 (change assumption)
    Mortgage ($2,077) + Taxes in 2025 ($90)


    Taxes:$1,080

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


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

    $229,90054 Days on yellowkey   MLS ID: O6409651

    0 Days Off yellowkey (back on 6/21/2026)

    REDUCED by $9,100 (3.8%) on 06/17/2026

    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: $1,472 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($213)


    Taxes:$2,552

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


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

    $259,500287 Days on yellowkey   MLS ID: O6348568

    0 Days Off yellowkey (back on 6/21/2026)

    REDUCED by $2,000 (0.8%) on 05/15/2026

    For Sale O6348568 - 1500 GAY RD #24B, WINTER PARK, FL 32789 23 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: $1,528 (change assumption)
    Mortgage ($1,422) + Taxes in 2024 ($106)


    Taxes:$1,271

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 151 NORTH ORLANDO AVENUE #142, WINTER PARK, FL 32789

    $199,90034 Days on yellowkey   MLS ID: O6412768

    For Sale O6412768 - 151 NORTH ORLANDO AVENUE #142, WINTER PARK, FL 32789 30 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 582
       Built: 1960
    Monthly Fee: $398
       Tax: $2,017 (2025)
    Community: Lake Killarney Condominium Assn Inc.
    Condo


    Estimated Monthly Payment: $1,661 (change assumption)
    Mortgage ($1,095) + Fees ($398) + Taxes in 2025 ($168)


    Taxes:$2,017

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


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

    $184,900184 Days on yellowkey   MLS ID: O6367842

    1 Days Off yellowkey (back on 6/19/2026)

    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 #312, WINTER PARK, FL 32792

    $170,000118 Days on yellowkey   MLS ID: S5145794

    3 Days Off yellowkey (back on 6/19/2026)

    For Sale S5145794 - 200 SAINT ANDREWS BLVD #312, WINTER PARK, FL 32792 28 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 793
       Built: 1970
    Monthly Fee: $451
       Tax: $2,396 (2025)
    Community: Four Seasons Condo
    Condo


    Estimated Monthly Payment: $1,582 (change assumption)
    Mortgage ($931) + Fees ($451) + Taxes in 2025 ($200)


    Taxes:$2,396

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 630 KILLARNEY BAY CT #3, WINTER PARK, FL 32789

    $475,000166 Days on yellowkey   MLS ID: O6375307

    For Sale O6375307 - 630 KILLARNEY BAY CT #3, WINTER PARK, FL 32789 55 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1428
       Built: 1986   Tax: $6,595 (2025)
    Community: Killarney Bay Condo
    Condo


    Estimated Monthly Payment: $3,152 (change assumption)
    Mortgage ($2,603) + Taxes in 2025 ($550)


    Taxes:$6,595

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 3243 FOREST OAKS COURT #117, WINTER PARK, FL 32792

    $172,00066 Days on yellowkey   MLS ID: O6406448

    REDUCED by $3,000 (1.7%) on 06/19/2026

    For Sale O6406448 - 3243 FOREST OAKS COURT #117, WINTER PARK, FL 32792 20 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 990
       Built: 1983   Tax: $2,723 (2025)
    Community: Hidden Oaks Condo Ph 7
    Spa: No

    Condo


    Estimated Monthly Payment: $1,169 (change assumption)
    Mortgage ($942) + Taxes in 2025 ($227)


    Taxes:$2,723

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $258,000139 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

    $2,350,00027 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

    $135,000147 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

    $199,90036 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


  • 639 SAINT JOHNS CT #639, WINTER PARK, FL 32792

    $194,90079 Days on yellowkey   MLS ID: O6402025

    REDUCED by $5,000 (2.5%) on 06/16/2026

    For Sale O6402025 - 639 SAINT JOHNS CT #639, WINTER PARK, FL 32792 42 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1120
       Built: 1981   Tax: $3,077 (2025)
    Community: Winter Park Villas
    Condo


    Estimated Monthly Payment: $1,324 (change assumption)
    Mortgage ($1,068) + Taxes in 2025 ($256)


    Taxes:$3,077

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


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

    $739,00040 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




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.