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Winter Park Condos For Sale - 97 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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  • 147 S INTERLACHEN AVE #202, WINTER PARK, FL 32789

    $2,095,000149 Days on yellowkey   MLS ID: L4959060

    REDUCED by $75,000 (3.5%) on 06/04/2026

    For Sale L4959060 - 147 S INTERLACHEN AVE #202, WINTER PARK, FL 32789 31 photos

    Bed: 3   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3272
       Built: 1990   Tax: $18,439 (2024)
    Community: 147 Interlachen Place
    Condo


    Estimated Monthly Payment: $13,016 (change assumption)
    Mortgage ($11,479) + Taxes in 2024 ($1,537)


    Taxes:$18,439

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $184,9005 Days on yellowkey   MLS ID: O6419663

    For Sale O6419663 - 2500 LEE RD #222, WINTER PARK, FL 32789 22 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 645
       Built: 1969
    Monthly Fee: $292
       Tax: $926 (2024)
    Community: Lakeside Manor
    Condo


    Estimated Monthly Payment: $1,382 (change assumption)
    Mortgage ($1,013) + Fees ($292) + Taxes in 2024 ($77)


    Taxes:$926

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $154,50060 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


  • 4756 TANGERINE AVE #4756, WINTER PARK, FL 32792

    $195,00012 Days on yellowkey   MLS ID: R4911483

    For Sale R4911483 - 4756 TANGERINE AVE #4756, WINTER PARK, FL 32792 5 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1058
       Built: 1973   Tax: $2,244 (2025)
    Community: Wrenwood Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $1,255 (change assumption)
    Mortgage ($1,068) + Taxes in 2025 ($187)


    Taxes:$2,244

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 100 S INTERLACHEN AVE #503, WINTER PARK, FL 32789

    $879,000292 Days on yellowkey   MLS ID: O6343006

    2 Days Off yellowkey (back on 5/27/2026)

    For Sale O6343006 - 100 S INTERLACHEN AVE #503, WINTER PARK, FL 32789 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1143
       Built: 1971   Tax: $7,844 (2024)
    Community: Cloisters Condo
    Condo


    Estimated Monthly Payment: $5,470 (change assumption)
    Mortgage ($4,816) + Taxes in 2024 ($654)


    Taxes:$7,844

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Audubon Park K-8


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

    $190,00039 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


  • WINTER PARK, FL 32792

    $229,9005 Days on yellowkey   MLS ID: O6419422

    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


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

    $175,000444 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


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

    $98,000158 Days on yellowkey   MLS ID: O6375872

    REDUCED by $1,000 (1.0%) on 06/23/2026

    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: $661 (change assumption)
    Mortgage ($537) + Taxes in 2024 ($124)


    Taxes:$1,493

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2317 SUN VALLEY CIR #2317, WINTER PARK, FL 32792

    $259,00073 Days on yellowkey   MLS ID: O6398500

    REDUCED by $10,000 (3.7%) on 06/04/2026

    For Sale O6398500 - 2317 SUN VALLEY CIR #2317, WINTER PARK, FL 32792 19 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1295
       Built: 1987   Tax: $1,107 (2025)
    Community: Cedarwood Village 1
    Condo


    Estimated Monthly Payment: $1,511 (change assumption)
    Mortgage ($1,419) + Taxes in 2025 ($92)


    Taxes:$1,107

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $250,00011 Days on yellowkey   MLS ID: O6417533

    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: $2,065 (change assumption)
    Mortgage ($1,370) + 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


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

    $240,00063 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

    $750,00038 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


  • 1695 LEE RD #D211, WINTER PARK, FL 32789

    $114,00082 Days on yellowkey   MLS ID: O6396190

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

    For Sale O6396190 - 1695 LEE RD #D211, WINTER PARK, FL 32789 28 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 881
       Built: 1966   Tax: $2,051 (2025)
    Community: Waterfall Cove/Winter Park
    Condo


    Estimated Monthly Payment: $796 (change assumption)
    Mortgage ($625) + Taxes in 2025 ($171)


    Taxes:$2,051

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 101 S NEW YORK AVE #311, WINTER PARK, FL 32789

    $1,849,90012 Days on yellowkey   MLS ID: O6416927

    For Sale O6416927 - 101 S NEW YORK AVE #311, WINTER PARK, FL 32789 39 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3112
       Built: 2008
    Monthly Fee: $1,303
       Tax: $20,039 (2025)
    Community: Winter Park Residential
    Condo


    Estimated Monthly Payment: $13,109 (change assumption)
    Mortgage ($10,136) + Fees ($1,303) + Taxes in 2025 ($1,670)


    Taxes:$20,039

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


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

    $379,00045 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

    $229,90039 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

    $259,500272 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


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

    $1,925,00052 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


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

    $390,00038 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




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.