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Winter Park Condos For Sale - 93 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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  • 106 S INTERLACHEN AVE #118, WINTER PARK, FL 32789

    $1,295,000128 Days on yellowkey   MLS ID: O6380506

    REDUCED by $65,000 (4.8%) on 06/08/2026

    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: $7,910 (change assumption)
    Mortgage ($7,096) + 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


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

    $750,00023 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


  • 2503 TAHOE CIR #2503, WINTER PARK, FL 32792

    $250,00073 Days on yellowkey   MLS ID: O6395130

    For Sale O6395130 - 2503 TAHOE CIR #2503, WINTER PARK, FL 32792 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1173
       Built: 1981   Tax: $506 (2025)
    Community: Cedarwood Village 1
    Condo


    Estimated Monthly Payment: $1,412 (change assumption)
    Mortgage ($1,370) + Taxes in 2025 ($42)


    Taxes:$506

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2025

    Middle School: Tuskawilla Middle


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

    $395,00030 Days on yellowkey   MLS ID: O6407259

    REDUCED by $15,000 (3.7%) on 05/25/2026

    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: $2,254 (change assumption)
    Mortgage ($2,164) + Taxes in 2025 ($90)


    Taxes:$1,080

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 200 SAINT ANDREWS BLVD #3206, WINTER PARK, FL 32792

    $230,0001 Day on yellowkey   MLS ID: O6416143

    For Sale O6416143 - 200 SAINT ANDREWS BLVD #3206, WINTER PARK, FL 32792 31 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1219
       Built: 1970   Tax: $2,175 (2025)
    Community: Four Seasons Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $1,441 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($181)


    Taxes:$2,175

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


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

    $175,00036 Days on yellowkey   MLS ID: O6406448

    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: $1,186 (change assumption)
    Mortgage ($959) + Taxes in 2025 ($227)


    Taxes:$2,723

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $298,000194 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


  • 2383 SUN VALLEY CIR #2383, WINTER PARK, FL 32792

    $259,00055 Days on yellowkey   MLS ID: O6400674

    REDUCED by $10,000 (3.7%) on 05/24/2026

    For Sale O6400674 - 2383 SUN VALLEY CIR #2383, WINTER PARK, FL 32792 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1295
       Built: 1985
    Monthly Fee: $499
       Tax: $2,560 (2024)
    Community: Cedarwood Village 1
    Condo


    Estimated Monthly Payment: $2,131 (change assumption)
    Mortgage ($1,419) + Fees ($499) + Taxes in 2024 ($213)


    Taxes:$2,560

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


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

    $739,00010 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


  • 311 E MORSE BLVD #1-3, WINTER PARK, FL 32789

    $1,925,00037 Days on yellowkey   MLS ID: O6406368

    REDUCED by $70,000 (3.5%) on 06/12/2026

    For Sale O6406368 - 311 E MORSE BLVD #1-3, WINTER PARK, FL 32789 28 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2304
       Built: 1960
    Monthly Fee: $2,471
       Tax: $16,493 (2025)
    Community: Whispering Waters/Phillips Circle Rep
    Condo


    Estimated Monthly Payment: $14,393 (change assumption)
    Mortgage ($10,548) + Fees ($2,471) + Taxes in 2025 ($1,374)


    Taxes:$16,493

    Elementary School: None

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 1807 HAMMERLIN AVE #G, WINTER PARK, FL 32789

    $525,00089 Days on yellowkey   MLS ID: O6391277

    REDUCED by $25,000 (4.5%) on 05/23/2026

    For Sale O6391277 - 1807 HAMMERLIN AVE #G, WINTER PARK, FL 32789 25 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1818
       Built: 2006   Tax: $6,197 (2025)
    Community: Terrazo Del Sol
    Condo


    Estimated Monthly Payment: $3,393 (change assumption)
    Mortgage ($2,877) + Taxes in 2025 ($516)


    Taxes:$6,197

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


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

    $989,50024 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

    $245,0005 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


  • 700 MELROSE AVE #J24, WINTER PARK, FL 32789

    $390,00023 Days on yellowkey   MLS ID: R4911307

    For Sale R4911307 - 700 MELROSE AVE #J24, WINTER PARK, FL 32789 28 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 987
       Built: 1964   Tax: $3,874 (2025)
    Community: Winter Park Gardens Condo
    Condo


    Estimated Monthly Payment: $2,460 (change assumption)
    Mortgage ($2,137) + Taxes in 2025 ($323)


    Taxes:$3,874

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $219,900194 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


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

    $475,000136 Days on yellowkey   MLS ID: O6375307

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

    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


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

    $259,500257 Days on yellowkey   MLS ID: O6348568

    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


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

    $199,9006 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


  • 3217 OAK LAWN PL #211, WINTER PARK, FL 32792

    $172,00092 Days on yellowkey   MLS ID: O6390713

    1 Days Off yellowkey (back on 6/11/2026)

    REDUCED by $3,000 (1.7%) on 06/04/2026

    For Sale O6390713 - 3217 OAK LAWN PL #211, WINTER PARK, FL 32792 21 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1117
       Built: 1984   Tax: $2,909 (2025)
    Community: Hidden Oaks Condo Ph 11
    Condo


    Estimated Monthly Payment: $1,185 (change assumption)
    Mortgage ($942) + Taxes in 2025 ($242)


    Taxes:$2,909

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $235,9009 Days on yellowkey   MLS ID: O6413612

    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




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.