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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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  • 1000 S SEMORAN BLVD BLVD #603, WINTER PARK, FL 32792

    $99,90019 Days on yellowkey   MLS ID: O6420027

    0 Days Off yellowkey (back on 7/3/2026)

    For Sale O6420027 - 1000 S SEMORAN BLVD BLVD #603, WINTER PARK, FL 32792 17 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1003
       Built: 1969   Tax: $1,878 (2025)
    Community: Golfside Villas Condo
    Condo


    Estimated Monthly Payment: $704 (change assumption)
    Mortgage ($547) + Taxes in 2025 ($157)


    Taxes:$1,878

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 2305 SUN VALLEY CIR, WINTER PARK, FL 32792, WINTER PARK, FL 32792

    $279,90012 Days on yellowkey   MLS ID: O6421422

    For Sale O6421422 - 2305 SUN VALLEY CIR, WINTER PARK, FL 32792, WINTER PARK, FL 32792 42 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1295
       Built: 1985
    Monthly Fee: $499

    Community: Cedarwood Village
    Condo


    Estimated Monthly Payment: $2,033 (change assumption)
    Mortgage ($1,534) + Fees ($499) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $95,000173 Days on yellowkey   MLS ID: O6375872

    REDUCED by $3,000 (3.1%) on 07/03/2026

    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: $645 (change assumption)
    Mortgage ($521) + Taxes in 2024 ($124)


    Taxes:$1,493

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2372 SUN VALLEY CIR #2372, WINTER PARK, FL 32792

    $285,00013 Days on yellowkey   MLS ID: O6421135

    For Sale O6421135 - 2372 SUN VALLEY CIR #2372, WINTER PARK, FL 32792 42 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1495
       Built: 1984   Tax: $1,918 (2025)
    Community: Cedarwood Village 1
    Condo


    Estimated Monthly Payment: $1,721 (change assumption)
    Mortgage ($1,562) + Taxes in 2025 ($160)


    Taxes:$1,918

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7488 WHISPERWOOD DR #28, WINTER PARK, FL 32792

    $230,00021 Days on yellowkey   MLS ID: O6419151

    For Sale O6419151 - 7488 WHISPERWOOD DR #28, WINTER PARK, FL 32792 64 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: $2,092 (change assumption)
    Mortgage ($1,260) + 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


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

    $180,00054 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


  • 3651 N GOLDENROD RD #D102, WINTER PARK, FL 32792

    $157,50084 Days on yellowkey   MLS ID: O6401114

    1 Days Off yellowkey (back on 7/1/2026)

    REDUCED by $400 (0.3%) on 06/27/2026

    For Sale O6401114 - 3651 N GOLDENROD RD #D102, WINTER PARK, FL 32792 16 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 840
       Built: 1990
    Monthly Fee: $370
       Tax: $2,461 (2025)
    Community: Lancelot/Winter Park
    Condo


    Estimated Monthly Payment: $1,438 (change assumption)
    Mortgage ($863) + Fees ($370) + Taxes in 2025 ($205)


    Taxes:$2,461

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • WINTER PARK, FL 32792

    $229,90020 Days on yellowkey   MLS ID: O6419422

    1 Days Off yellowkey (back on 7/1/2026)

    For Sale O6419422 - WINTER PARK, FL 32792 34 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 1219
       Built: 1970   Tax: $1,675 (2025)
    Community: Four Seasons Condo
    Condo


    Estimated Monthly Payment: $1,399 (change assumption)
    Mortgage ($1,260) + Taxes in 2025 ($140)


    Taxes:$1,675

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


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

    $152,90068 Days on yellowkey   MLS ID: C7525448

    REDUCED by $2,000 (1.3%) on 07/01/2026

    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: $944 (change assumption)
    Mortgage ($838) + Taxes in 2024 ($106)


    Taxes:$1,278

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2500 LEE RD. #222, WINTER PARK, FL 32789

    $184,900205 Days on yellowkey   MLS ID: O6368580

    For Sale O6368580 - 2500 LEE RD. #222, WINTER PARK, FL 32789 26 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 645
       Built: 1969
    Monthly Fee: $245
       Tax: $926 (2024)
    Community: Lakeside Manor Apts Condo
    Condo


    Estimated Monthly Payment: $1,335 (change assumption)
    Mortgage ($1,013) + Fees ($245) + Taxes in 2024 ($77)


    Taxes:$926

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $164,000347 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


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

    $230,00031 Days on yellowkey   MLS ID: O6416143

    3 Days Off yellowkey (back on 6/29/2026)

    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


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

    $159,00069 Days on yellowkey   MLS ID: O6404916

    REDUCED by $5,900 (3.6%) 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: $1,348 (change assumption)
    Mortgage ($871) + Fees ($292) + Taxes in 2025 ($185)


    Taxes:$2,216

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3282 OAK LAKE PL #3282, WINTER PARK, FL 32792

    $154,50075 Days on yellowkey   MLS ID: O6403912

    REDUCED by $15,000 (8.8%) on 05/28/2026

    For Sale O6403912 - 3282 OAK LAKE PL #3282, WINTER PARK, FL 32792 27 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 990
       Built: 1984   Tax: $2,899 (2025)
    Community: Hidden Oaks Condominium Association, Inc
    Condo


    Estimated Monthly Payment: $1,088 (change assumption)
    Mortgage ($847) + Taxes in 2025 ($242)


    Taxes:$2,899

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $390,00053 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


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

    $275,00091 Days on yellowkey   MLS ID: O6398856

    REDUCED by $5,000 (1.8%) on 06/29/2026

    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: $1,563 (change assumption)
    Mortgage ($1,507) + Taxes in 2024 ($56)


    Taxes:$668

    Elementary School: Eastbrook Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


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

    $109,500262 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: $2,097
       Tax: $1,271 (2024)
    Community: Winter Park Woods Condo
    Condo


    Estimated Monthly Payment: $2,803 (change assumption)
    Mortgage ($600) + Fees ($2,097) + Taxes in 2024 ($106)


    Taxes:$1,271

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $1,299,000145 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


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

    $250,000103 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


  • 700 MELROSE AVE #H4, WINTER PARK, FL 32789

    $290,00053 Days on yellowkey   MLS ID: O6409318

    2 Days Off yellowkey (back on 6/27/2026)

    For Sale O6409318 - 700 MELROSE AVE #H4, WINTER PARK, FL 32789 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1074
       Built: 1964
    Monthly Fee: $699
       Tax: $851 (2025)
    Community: Winter Park Gardens Condo
    Condo


    Estimated Monthly Payment: $2,359 (change assumption)
    Mortgage ($1,589) + Fees ($699) + Taxes in 2025 ($71)


    Taxes:$851

    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.