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

    $390,00022 Days on yellowkey   MLS ID: R4911307

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

    Bed: 1   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


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

    $750,00022 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


  • 2500 LEE RD #219, WINTER PARK, FL 32789

    $164,000316 Days on yellowkey   MLS ID: O6332524

    3 Days Off yellowkey (back on 3/30/2026)

    For Sale O6332524 - 2500 LEE RD #219, WINTER PARK, FL 32789 37 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 851
       Built: 1969
    Monthly Fee: $360
       Tax: $2,392 (2024)
    Community: Lakeside Manor Apts Condo
    Condo


    Estimated Monthly Payment: $1,458 (change assumption)
    Mortgage ($899) + Fees ($360) + Taxes in 2024 ($199)


    Taxes:$2,392

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: College Park Middle


  • 2923 ANTIQUE OAKS CIR #34, WINTER PARK, FL 32792

    $190,00023 Days on yellowkey   MLS ID: S5150301

    For Sale S5150301 - 2923 ANTIQUE OAKS CIR #34, WINTER PARK, FL 32792 22 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1105
       Built: 1984
    Monthly Fee: $441
       Tax: $725 (2025)
    Community: Parkview Village
    Condo


    Estimated Monthly Payment: $1,542 (change assumption)
    Mortgage ($1,041) + Fees ($441) + Taxes in 2025 ($60)


    Taxes:$725

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7301 CEDAR CREEK CT #66, WINTER PARK, FL 32792

    $184,95065 Days on yellowkey   MLS ID: O6397477

    REDUCED by $2,550 (1.4%) on 05/20/2026

    For Sale O6397477 - 7301 CEDAR CREEK CT #66, WINTER PARK, FL 32792 44 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1031
       Built: 1983
    Monthly Fee: $10
       Tax: $2,731 (2025)
    Community: Hidden Oaks Condo Ph 04
    Condo


    Estimated Monthly Payment: $1,251 (change assumption)
    Mortgage ($1,013) + Fees ($10) + Taxes in 2025 ($228)


    Taxes:$2,731

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1500 GAY RD #17D, WINTER PARK, FL 32789

    $259,90026 Days on yellowkey   MLS ID: O6408516

    For Sale O6408516 - 1500 GAY RD #17D, WINTER PARK, FL 32789 36 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1026
       Built: 1972   Tax: $3,244 (2025)
    Community: Chateaux Du Lac
    Spa: No

    Condo


    Estimated Monthly Payment: $1,694 (change assumption)
    Mortgage ($1,424) + Taxes in 2025 ($270)


    Taxes:$3,244

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 144 LEWFIELD CIR #144, WINTER PARK, FL 32792

    $137,00093 Days on yellowkey   MLS ID: O6390043

    0 Days Off yellowkey (back on 5/18/2026)

    REDUCED by $7,000 (4.9%) on 04/21/2026

    For Sale O6390043 - 144 LEWFIELD CIR #144, WINTER PARK, FL 32792 18 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 678
       Built: 1973
    Monthly Fee: $351
       Tax: $720 (2024)
    Community: Stratford A Winter Park Condo
    Condo


    Estimated Monthly Payment: $1,162 (change assumption)
    Mortgage ($751) + Fees ($351) + Taxes in 2024 ($60)


    Taxes:$720

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $225,00072 Days on yellowkey   MLS ID: O6395720

    3 Days Off yellowkey (back on 5/18/2026)

    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


  • 2500 LEE RD #232, WINTER PARK, FL 32789

    $164,90038 Days on yellowkey   MLS ID: O6404916

    For Sale O6404916 - 2500 LEE RD #232, WINTER PARK, FL 32789 26 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 645
       Built: 1969
    Monthly Fee: $292
       Tax: $2,216 (2025)
    Community: Lakeside Manor Apts Condo
    Condo


    Estimated Monthly Payment: $1,380 (change assumption)
    Mortgage ($904) + Fees ($292) + Taxes in 2025 ($185)


    Taxes:$2,216

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 205 LEWFIELD CIR #205, WINTER PARK, FL 32792

    $220,000152 Days on yellowkey   MLS ID: S5141588

    For Sale S5141588 - 205 LEWFIELD CIR #205, WINTER PARK, FL 32792 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 927
       Built: 1973   Tax: $796 (2024)
    Community: Stratford A Winter Park Condo
    Condo


    Estimated Monthly Payment: $1,272 (change assumption)
    Mortgage ($1,205) + Taxes in 2024 ($66)


    Taxes:$796

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $175,000428 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


  • 1500 GAY RD #5, WINTER PARK, FL 32789

    $170,000128 Days on yellowkey   MLS ID: S5143213

    0 Days Off yellowkey (back on 5/13/2026)

    REDUCED by $15,000 (8.1%) on 04/29/2026

    For Sale S5143213 - 1500 GAY RD #5, WINTER PARK, FL 32789 17 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 732
       Built: 1972   Tax: $2,098 (2024)
    Community: Chateaux Du Lac
    Condo


    Estimated Monthly Payment: $1,106 (change assumption)
    Mortgage ($931) + Taxes in 2024 ($175)


    Taxes:$2,098

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 311 SCOTTSDALE SQ #311, WINTER PARK, FL 32792

    $109,900231 Days on yellowkey   MLS ID: O6355536

    For Sale O6355536 - 311 SCOTTSDALE SQ #311, WINTER PARK, FL 32792 8 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 785
       Built: 1974
    Monthly Fee: $2,097
       Tax: $1,271 (2024)
    Community: Winter Park Woods Condo
    Condo


    Estimated Monthly Payment: $2,805 (change assumption)
    Mortgage ($602) + Fees ($2,097) + Taxes in 2024 ($106)


    Taxes:$1,271

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1745 INDIANA AVE #J, WINTER PARK, FL 32789

    $524,00040 Days on yellowkey   MLS ID: O6402920

    1 Days Off yellowkey (back on 5/8/2026)

    For Sale O6402920 - 1745 INDIANA AVE #J, WINTER PARK, FL 32789 22 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1616
       Built: 2008
    Monthly Fee: $464
       Tax: $6,444 (2025)
    Community: La Casas De Indiana
    Condo


    Estimated Monthly Payment: $3,872 (change assumption)
    Mortgage ($2,871) + Fees ($464) + Taxes in 2025 ($537)


    Taxes:$6,444

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


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

    $224,999492 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


  • 1809 HAMMERLIN AVE, WINTER PARK, FL 32789

    $549,000150 Days on yellowkey   MLS ID: O6373616

    REDUCED by $36,000 (6.2%) on 05/06/2026

    For Sale O6373616 - 1809 HAMMERLIN AVE, WINTER PARK, FL 32789 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1818
       Built: 2006   Tax: $5,826 (2024)
    Community: Terazzo Del Sol Condo Assn Inc
    Condo


    Estimated Monthly Payment: $3,494 (change assumption)
    Mortgage ($3,008) + Taxes in 2024 ($486)


    Taxes:$5,826

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Audubon Park K-8


  • 100 S INTERLACHEN AVE #101, WINTER PARK, FL 32789

    $1,299,000114 Days on yellowkey   MLS ID: O6382597

    For Sale O6382597 - 100 S INTERLACHEN AVE #101, WINTER PARK, FL 32789 53 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1734
       Built: 1971   Tax: $9,362 (2025)
    Community: Cloisters Condo
    Condo


    Estimated Monthly Payment: $7,898 (change assumption)
    Mortgage ($7,118) + Taxes in 2025 ($780)


    Taxes:$9,362

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


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

    $250,00047 Days on yellowkey   MLS ID: O6402492

    For Sale O6402492 - 7484 CANFORD CT #8, WINTER PARK, FL 32792 25 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1578
       Built: 1974   Tax: $2,121 (2025)
    Community: Whisperwood Condo
    Condo


    Estimated Monthly Payment: $1,547 (change assumption)
    Mortgage ($1,370) + Taxes in 2025 ($177)


    Taxes:$2,121

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 259 E CANTON AVE #259, WINTER PARK, FL 32789

    $619,00095 Days on yellowkey   MLS ID: O6389246

    1 Days Off yellowkey (back on 4/25/2026)

    REDUCED by $10,000 (1.6%) on 04/19/2026

    For Sale O6389246 - 259 E CANTON AVE #259, WINTER PARK, FL 32789 36 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1040
       Built: 1971   Tax: $3,603 (2025)
    Community: Village Winterset Inc
    Condo


    Estimated Monthly Payment: $3,692 (change assumption)
    Mortgage ($3,392) + Taxes in 2025 ($300)


    Taxes:$3,603

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 291 LEWFIELD CIR #291, WINTER PARK, FL 32792

    $144,000117 Days on yellowkey   MLS ID: O6382547

    For Sale O6382547 - 291 LEWFIELD CIR #291, WINTER PARK, FL 32792 32 photos

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


    Estimated Monthly Payment: $1,301 (change assumption)
    Mortgage ($789) + 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




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.