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Winter Park Condos For Sale - 91 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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  • 100 S INTERLACHEN AVE #101, WINTER PARK, FL 32789

    $1,299,00070 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


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

    $879,000232 Days on yellowkey   MLS ID: O6343006

    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


  • 639 SAINT JOHNS CT #639, WINTER PARK, FL 32792

    $199,9004 Days on yellowkey   MLS ID: O6402025

    For Sale O6402025 - 639 SAINT JOHNS CT #639, WINTER PARK, FL 32792 42 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1120
       Built: 1981   Tax: $3,077 (2025)
    Community: Winter Park Villas
    Condo


    Estimated Monthly Payment: $1,352 (change assumption)
    Mortgage ($1,095) + Taxes in 2025 ($256)


    Taxes:$3,077

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


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

    $250,0003 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


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

    $170,00084 Days on yellowkey   MLS ID: S5143213

    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


  • 3053 GEORGE MASON AVE #8A, WINTER PARK, FL 32792

    $75,0002 Days on yellowkey   MLS ID: O6402957

    For Sale O6402957 - 3053 GEORGE MASON AVE #8A, WINTER PARK, FL 32792 29 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 809
       Built: 1974
    Monthly Fee: $303
       Tax: $1,671 (2025)
    Community: Colonies
    Condo


    Estimated Monthly Payment: $853 (change assumption)
    Mortgage ($411) + Fees ($303) + Taxes in 2025 ($139)


    Taxes:$1,671

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


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

    $550,00044 Days on yellowkey   MLS ID: O6391277

    REDUCED by $30,000 (5.2%) on 04/28/2026

    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: $3,530 (change assumption)
    Mortgage ($3,014) + 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


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

    $224,999448 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 50 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


  • 3057 AARON BURR AVE #1, WINTER PARK, FL 32792

    $116,000148 Days on yellowkey   MLS ID: O6364189

    1 Days Off yellowkey (back on 4/28/2026)

    For Sale O6364189 - 3057 AARON BURR AVE #1, WINTER PARK, FL 32792 11 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1066
       Built: 1974
    Monthly Fee: $409
       Tax: $1,911 (2024)
    Community: Colonies
    Condo


    Estimated Monthly Payment: $1,204 (change assumption)
    Mortgage ($636) + Fees ($409) + Taxes in 2024 ($159)


    Taxes:$1,911

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4790 TANGERINE AVE #4790, WINTER PARK, FL 32792

    $194,99573 Days on yellowkey   MLS ID: O6380539

    0 Days Off yellowkey (back on 4/28/2026)

    REDUCED by $20,000 (9.3%) on 04/07/2026

    For Sale O6380539 - 4790 TANGERINE AVE #4790, WINTER PARK, FL 32792 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1058
       Built: 1973   Tax: $2,253 (2024)
    Community: Wrenwood Condo
    Condo


    Estimated Monthly Payment: $1,256 (change assumption)
    Mortgage ($1,068) + Taxes in 2024 ($188)


    Taxes:$2,253

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 2384 SUN VALLEY CIR, WINTER PARK, FL 32792

    $269,90059 Days on yellowkey   MLS ID: O6386755

    REDUCED by $5,000 (1.8%) on 04/28/2026

    For Sale O6386755 - 2384 SUN VALLEY CIR, WINTER PARK, FL 32792 36 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1311
       Built: 1983   Tax: $688 (2024)
    Community: Cedarwood Village 1
    Condo


    Estimated Monthly Payment: $1,536 (change assumption)
    Mortgage ($1,479) + Taxes in 2024 ($57)


    Taxes:$688

    Elementary School: English Estates Elementary

    High School: Lake Howell High

    Tax Year: 2024

    Middle School: Tuskawilla Middle


  • 311 E MORSE BLVD #7-11, WINTER PARK, FL 32789

    $309,900246 Days on yellowkey   MLS ID: O6337061

    REDUCED by $5,000 (1.6%) on 04/25/2026

    For Sale O6337061 - 311 E MORSE BLVD #7-11, WINTER PARK, FL 32789 25 photos

    Bed: 1   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 570
       Built: 1960   Tax: $668 (2024)
    Community: Phillips Circle Rep
    Condo


    Estimated Monthly Payment: $1,754 (change assumption)
    Mortgage ($1,698) + Taxes in 2024 ($56)


    Taxes:$668

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $225,00028 Days on yellowkey   MLS ID: O6395720

    1 Days Off yellowkey (back on 4/27/2026)

    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


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

    $279,00013 Days on yellowkey   MLS ID: O6398500

    For Sale O6398500 - 2317 SUN VALLEY CIR #2317, WINTER PARK, FL 32792 17 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: $1,621 (change assumption)
    Mortgage ($1,529) + Taxes in 2025 ($92)


    Taxes:$1,107

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $261,500212 Days on yellowkey   MLS ID: O6348568

    REDUCED by $2,500 (0.9%) on 04/13/2026

    For Sale O6348568 - 1500 GAY RD #24B, WINTER PARK, FL 32789 21 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: $1,539 (change assumption)
    Mortgage ($1,433) + Taxes in 2024 ($106)


    Taxes:$1,271

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2500 LEE RD #122, WINTER PARK, FL 32789

    $179,00058 Days on yellowkey   MLS ID: O6384082

    For Sale O6384082 - 2500 LEE RD #122, WINTER PARK, FL 32789 25 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 645
       Built: 1969   Tax: $428 (2024)
    Community: Lakeside Manor Apts Condo
    Condo


    Estimated Monthly Payment: $1,016 (change assumption)
    Mortgage ($981) + Taxes in 2024 ($36)


    Taxes:$428

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: College Park Middle


  • 200 SAINT ANDREWS BLVD #315, WINTER PARK, FL 32792

    $169,00076 Days on yellowkey   MLS ID: V4947283

    For Sale V4947283 - 200 SAINT ANDREWS BLVD #315, WINTER PARK, FL 32792 43 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 793
       Built: 1970
    Monthly Fee: $451
       Tax: $873 (2024)
    Community: Four Seasons Condo
    Condo


    Estimated Monthly Payment: $1,450 (change assumption)
    Mortgage ($926) + Fees ($451) + Taxes in 2024 ($73)


    Taxes:$873

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 1809 HAMMERLIN AVE, WINTER PARK, FL 32789

    $585,000106 Days on yellowkey   MLS ID: O6373616

    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: $3,691 (change assumption)
    Mortgage ($3,205) + 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


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

    $619,00051 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


  • 851 MILES AVE #13, WINTER PARK, FL 32789

    $209,999133 Days on yellowkey   MLS ID: O6368234

    2 Days Off yellowkey (back on 4/24/2026)

    For Sale O6368234 - 851 MILES AVE #13, WINTER PARK, FL 32789 24 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 808
       Built: 1984   Tax: $2,694 (2025)
    Community: Aragon Condo
    Condo


    Estimated Monthly Payment: $1,375 (change assumption)
    Mortgage ($1,151) + Taxes in 2025 ($224)


    Taxes:$2,694

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8




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.