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Winter Park Condos For Sale - 94 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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  • 7488 WHISPERWOOD DR #28, WINTER PARK, FL 32792

    $220,00036 Days on yellowkey   MLS ID: O6419151

    REDUCED by $10,000 (4.3%) on 07/17/2026

    For Sale O6419151 - 7488 WHISPERWOOD DR #28, WINTER PARK, FL 32792 36 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1578
       Built: 1974
    Monthly Fee: $575
       Tax: $3,078 (2025)
    Community: Whisperwood Condo
    Condo


    Estimated Monthly Payment: $2,037 (change assumption)
    Mortgage ($1,205) + Fees ($575) + Taxes in 2025 ($257)


    Taxes:$3,078

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


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

    $149,00084 Days on yellowkey   MLS ID: O6404916

    REDUCED by $15,900 (9.6%) on 06/27/2026

    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: $1,293 (change assumption)
    Mortgage ($816) + Fees ($292) + Taxes in 2025 ($185)


    Taxes:$2,216

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 200 SAINT ANDREWS BLVD #2904, WINTER PARK, FL 32792

    $230,0006 Days on yellowkey   MLS ID: O6427536

    For Sale O6427536 - 200 SAINT ANDREWS BLVD #2904, WINTER PARK, FL 32792 21 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1219
       Built: 1970
    Monthly Fee: $430
       Tax: $3,519 (2025)
    Community: Four Seasons Condo
    Condo


    Estimated Monthly Payment: $1,983 (change assumption)
    Mortgage ($1,260) + Fees ($430) + Taxes in 2025 ($293)


    Taxes:$3,519

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 2336 SUN VALLEY CIR #BLDG 20, WINTER PARK, FL 32792

    $285,000300 Days on yellowkey   MLS ID: O6342993

    For Sale O6342993 - 2336 SUN VALLEY CIR #BLDG 20, WINTER PARK, FL 32792 12 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1669
       Built: 1986
    Monthly Fee: $511
       Tax: $3,477 (2024)
    Community: Cedarwood Village
    Spa: No

    Condo


    Estimated Monthly Payment: $2,362 (change assumption)
    Mortgage ($1,562) + Fees ($511) + Taxes in 2024 ($290)


    Taxes:$3,477

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 303 SCOTTSDALE SQ #303, WINTER PARK, FL 32792

    $80,00019 Days on yellowkey   MLS ID: O6424296

    For Sale O6424296 - 303 SCOTTSDALE SQ #303, WINTER PARK, FL 32792 3 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1020
       Built: 1974   Tax: $1,392 (2025)
    Community: Winter Park Woods Condo
    Condo


    Estimated Monthly Payment: $554 (change assumption)
    Mortgage ($438) + Taxes in 2025 ($116)


    Taxes:$1,392

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


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

    $180,00069 Days on yellowkey   MLS ID: S5150301

    REDUCED by $10,000 (5.3%) on 07/01/2026

    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: $1,488 (change assumption)
    Mortgage ($986) + Fees ($441) + Taxes in 2025 ($60)


    Taxes:$725

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $129,900124 Days on yellowkey   MLS ID: S5146352

    REDUCED by $5,000 (3.7%) on 07/22/2026

    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: $1,364 (change assumption)
    Mortgage ($712) + 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


  • 2948 ANTIQUE OAKS CIR #94, WINTER PARK, FL 32792

    $150,000325 Days on yellowkey   MLS ID: O6342254

    For Sale O6342254 - 2948 ANTIQUE OAKS CIR #94, WINTER PARK, FL 32792 33 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 749
       Built: 1984
    Monthly Fee: $300
       Tax: $1,831 (2024)
    Community: Parkview Village Condo
    Condo


    Estimated Monthly Payment: $1,274 (change assumption)
    Mortgage ($822) + Fees ($300) + Taxes in 2024 ($153)


    Taxes:$1,831

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


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

    $109,500277 Days on yellowkey   MLS ID: O6355536

    REDUCED by $400 (0.4%) on 06/29/2026

    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: $880
       Tax: $1,271 (2024)
    Community: Winter Park Woods Condo
    Condo


    Estimated Monthly Payment: $1,586 (change assumption)
    Mortgage ($600) + Fees ($880) + Taxes in 2024 ($106)


    Taxes:$1,271

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1134 WASHINGTON AVE #13C, WINTER PARK, FL 32789

    $525,00013 Days on yellowkey   MLS ID: O6416746

    For Sale O6416746 - 1134 WASHINGTON AVE #13C, WINTER PARK, FL 32789 41 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2195
       Built: 1981   Tax: $7,472 (2025)
    Community: Quarters At Winter Park Condo
    Condo


    Estimated Monthly Payment: $3,499 (change assumption)
    Mortgage ($2,877) + Taxes in 2025 ($623)


    Taxes:$7,472

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 263 SCOTTSDALE SQ #263, WINTER PARK, FL 32792

    $80,00016 Days on yellowkey   MLS ID: O6424619

    For Sale O6424619 - 263 SCOTTSDALE SQ #263, WINTER PARK, FL 32792 3 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1020
       Built: 1974   Tax: $1,392 (2025)
    Community: Winter Park Woods Condo
    Condo


    Estimated Monthly Payment: $554 (change assumption)
    Mortgage ($438) + Taxes in 2025 ($116)


    Taxes:$1,392

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


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

    $175,000474 Days on yellowkey   MLS ID: O6297570

    0 Days Off yellowkey (back on 7/21/2026)

    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


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

    $149,50083 Days on yellowkey   MLS ID: C7525448

    REDUCED by $3,400 (2.2%) on 07/21/2026

    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: $926 (change assumption)
    Mortgage ($819) + Taxes in 2024 ($106)


    Taxes:$1,278

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1500 GAY RD #3C, WINTER PARK, FL 32789

    $244,90041 Days on yellowkey   MLS ID: O6417533

    REDUCED by $3,100 (1.3%) on 07/21/2026

    For Sale O6417533 - 1500 GAY RD #3C, WINTER PARK, FL 32789 26 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1026
       Built: 1972
    Monthly Fee: $425
       Tax: $3,244 (2025)
    Community: Chateaux Du Lac
    Condo


    Estimated Monthly Payment: $2,037 (change assumption)
    Mortgage ($1,342) + Fees ($425) + Taxes in 2025 ($270)


    Taxes:$3,244

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 3381 CEDAR SPRINGS PL #151, WINTER PARK, FL 32792

    $179,90034 Days on yellowkey   MLS ID: O6419959

    0 Days Off yellowkey (back on 7/20/2026)

    For Sale O6419959 - 3381 CEDAR SPRINGS PL #151, WINTER PARK, FL 32792 32 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1031
       Built: 1984   Tax: $197 (2025)
    Community: Hidden. Oaks
    Spa: No

    Condo


    Estimated Monthly Payment: $1,002 (change assumption)
    Mortgage ($986) + Taxes in 2025 ($16)


    Taxes:$197

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


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

    $135,000162 Days on yellowkey   MLS ID: O6383089

    0 Days Off yellowkey (back on 7/20/2026)

    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


  • 3019 ANTIQUE OAKS CIR #124, WINTER PARK, FL 32792

    $142,500341 Days on yellowkey   MLS ID: O6337083

    REDUCED by $2,000 (1.4%) on 07/10/2026

    For Sale O6337083 - 3019 ANTIQUE OAKS CIR #124, WINTER PARK, FL 32792 26 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 749
       Built: 1984
    Monthly Fee: $300
       Tax: $2,050 (2024)
    Community: Parkview Village
    Spa: No

    Condo


    Estimated Monthly Payment: $1,252 (change assumption)
    Mortgage ($781) + Fees ($300) + Taxes in 2024 ($171)


    Taxes:$2,050

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


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

    $144,000163 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


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

    $380,00068 Days on yellowkey   MLS ID: R4911307

    REDUCED by $10,000 (2.6%) on 07/20/2026

    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: $2,405 (change assumption)
    Mortgage ($2,082) + Taxes in 2025 ($323)


    Taxes:$3,874

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2500 LEE RD #104, WINTER PARK, FL 32789

    $254,90049 Days on yellowkey   MLS ID: TB8517242

    REDUCED by $5,099 (2.0%) on 07/07/2026

    For Sale TB8517242 - 2500 LEE RD #104, WINTER PARK, FL 32789 23 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 956
       Built: 1969
    Monthly Fee: $431
       Tax: $2,327 (2025)
    Community: Lakeside Manor Apts Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $2,022 (change assumption)
    Mortgage ($1,397) + Fees ($431) + Taxes in 2025 ($194)


    Taxes:$2,327

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.