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Homes For Sale in Winter Park 32789 - 233 homes

32789 zip code is located in Orange County, Florida. Find homes for sale in Winter Park 32789 from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Winter Park 32789 homes for sale.

Location: Winter Park, 32789

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  • 1841 LAKE SPIER DRIVE, WINTER PARK, FL 32789

    $1,595,00048 Days on yellowkey   MLS ID: O6407841

    REDUCED by $55,000 (3.3%) on 07/02/2026

    For Sale O6407841 - 1841 LAKE SPIER DRIVE, WINTER PARK, FL 32789 32 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2467
       Built: 1964   Tax: $4,844 (2025)
    Community: South Lakemont Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,143 (change assumption)
    Mortgage ($8,740) + Taxes in 2025 ($404)


    Taxes:$4,844

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 2249 MINNESOTA AVE, WINTER PARK, FL 32789

    $429,90020 Days on yellowkey   MLS ID: O6419820

    1 Days Off yellowkey (back on 7/2/2026)

    For Sale O6419820 - 2249 MINNESOTA AVE, WINTER PARK, FL 32789 81 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1536
       Built: 1955   Tax: $5,223 (2025)
    Community: Olympia Heights Annex
    Single Family


    Estimated Monthly Payment: $2,791 (change assumption)
    Mortgage ($2,356) + Taxes in 2025 ($435)


    Taxes:$5,223

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 1600 S PENNSYLVANIA AVE, WINTER PARK, FL 32789

    $1,200,00064 Days on yellowkey   MLS ID: NS1088189

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

    For Sale NS1088189 - 1600 S PENNSYLVANIA AVE, WINTER PARK, FL 32789 49 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2158
       Built: 1958   Tax: $5,218 (2025)
    Community: Banks Colonial Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,010 (change assumption)
    Mortgage ($6,575) + Taxes in 2025 ($435)


    Taxes:$5,218

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1523 MILLER AVE, WINTER PARK, FL 32789

    $1,449,999188 Days on yellowkey   MLS ID: O6371649

    REDUCED by $50,000 (3.3%) on 07/01/2026

    For Sale O6371649 - 1523 MILLER AVE, WINTER PARK, FL 32789 65 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3164
       Built: 2026   Tax: $3,620 (2025)
    Community: Lawndale
    Single Family


    Estimated Monthly Payment: $8,247 (change assumption)
    Mortgage ($7,945) + Taxes in 2025 ($302)


    Taxes:$3,620

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 2412 CHANTILLY AVE, WINTER PARK, FL 32789

    $2,394,500153 Days on yellowkey   MLS ID: O6381552

    0 Days Off yellowkey (back on 5/26/2026)

    REDUCED by $500 (0.0%) on 04/20/2026

    For Sale O6381552 - 2412 CHANTILLY AVE, WINTER PARK, FL 32789 61 photos

    Bed: 5   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 4506
       Built: 2026   Tax: $4,779 (2025)
    Community: Winter Park Village
    Single Family


    Estimated Monthly Payment: $13,518 (change assumption)
    Mortgage ($13,120) + Taxes in 2025 ($398)


    Taxes:$4,779

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1404 BORDER DR, WINTER PARK, FL 32789

    $1,150,00046 Days on yellowkey   MLS ID: O6412140

    REDUCED by $25,000 (2.1%) on 07/01/2026

    For Sale O6412140 - 1404 BORDER DR, WINTER PARK, FL 32789 38 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2469
       Built: 2023   Tax: $16,220 (2025)
    Community: Winter Park Village
    Single Family


    Estimated Monthly Payment: $7,653 (change assumption)
    Mortgage ($6,301) + Taxes in 2025 ($1,352)


    Taxes:$16,220

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2501 LAFAYETTE AVE, WINTER PARK, FL 32789

    $1,795,00027 Days on yellowkey   MLS ID: O6416565

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

    For Sale O6416565 - 2501 LAFAYETTE AVE, WINTER PARK, FL 32789 22 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2819
       Built: 2026   Tax: $4,608 (2026)
    Community: Winter Park Village
    Single Family


    Estimated Monthly Payment: $10,219 (change assumption)
    Mortgage ($9,835) + Taxes in 2026 ($384)


    Taxes:$4,608

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 785 N PHELPS AVE, WINTER PARK, FL 32789

    $1,900,000111 Days on yellowkey   MLS ID: O6393117

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

    REDUCED by $89,000 (4.5%) on 06/05/2026

    For Sale O6393117 - 785 N PHELPS AVE, WINTER PARK, FL 32789 41 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2964
       Built: 2026   Tax: $9,172 (2025)
    Community: Comstock Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,175 (change assumption)
    Mortgage ($10,411) + Taxes in 2025 ($764)


    Taxes:$9,172

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1161 VALENCIA AVE, WINTER PARK, FL 32789

    $3,995,000327 Days on yellowkey   MLS ID: O6330736

    2 Days Off yellowkey (back on 6/30/2026)

    REDUCED by $80,000 (2.0%) on 05/29/2026

    For Sale O6330736 - 1161 VALENCIA AVE, WINTER PARK, FL 32789 65 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4181
       Built: 2021   Tax: $30,421 (2024)
    Community: Valencia Terrace
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $24,425 (change assumption)
    Mortgage ($21,890) + Taxes in 2024 ($2,535)


    Taxes:$30,421

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 2111 MALLARD CIR, WINTER PARK, FL 32789

    $1,199,00082 Days on yellowkey   MLS ID: O6401350

    REDUCED by $46,000 (3.7%) on 06/30/2026

    For Sale O6401350 - 2111 MALLARD CIR, WINTER PARK, FL 32789 28 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2667
       Built: 1973   Tax: $7,352 (2025)
    Community: Quail Hollow
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,182 (change assumption)
    Mortgage ($6,570) + Taxes in 2025 ($613)


    Taxes:$7,352

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 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


  • 1405 MILLER AVE, WINTER PARK, FL 32789

    $899,000134 Days on yellowkey   MLS ID: O6386405

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

    REDUCED by $51,000 (5.4%) on 04/22/2026

    For Sale O6386405 - 1405 MILLER AVE, WINTER PARK, FL 32789 46 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1884
       Built: 2023
    Monthly Fee: $200
       Tax: $8,200 (2025)
    Community: H Vanwies Sub
    Townhouse


    Estimated Monthly Payment: $5,809 (change assumption)
    Mortgage ($4,926) + Fees ($200) + Taxes in 2025 ($683)


    Taxes:$8,200

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 231 CHELTON CIR, WINTER PARK, FL 32789

    $4,950,00034 Days on yellowkey   MLS ID: O6414890

    For Sale O6414890 - 231 CHELTON CIR, WINTER PARK, FL 32789 67 photos

    Bed: 4   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 5550
       Built: 2018   Tax: $56,866 (2025)
    Community: Forest Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $31,861 (change assumption)
    Mortgage ($27,123) + Taxes in 2025 ($4,739)


    Taxes:$56,866

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 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


  • 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


  • 2261 MULBRY DRIVE, WINTER PARK, FL 32789

    $1,995,00046 Days on yellowkey   MLS ID: O6410979

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

    For Sale O6410979 - 2261 MULBRY DRIVE, WINTER PARK, FL 32789 77 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3696
       Built: 2020   Tax: $11,789 (2025)
    Community: Lake Forest Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,914 (change assumption)
    Mortgage ($10,931) + Taxes in 2025 ($982)


    Taxes:$11,789

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 1885 TEMPLE DR, WINTER PARK, FL 32789

    $2,225,000244 Days on yellowkey   MLS ID: O6359471

    For Sale O6359471 - 1885 TEMPLE DR, WINTER PARK, FL 32789 56 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3691
       Built: 1963   Tax: $6,073 (2025)
    Community: Lugano Terrace
    Spa: No

    Single Family


    Estimated Monthly Payment: $12,698 (change assumption)
    Mortgage ($12,191) + Taxes in 2025 ($506)


    Taxes:$6,073

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 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


  • 1250 FORMOSA AVE, WINTER PARK, FL 32789

    $560,00041 Days on yellowkey   MLS ID: O6412954

    For Sale O6412954 - 1250 FORMOSA AVE, WINTER PARK, FL 32789 37 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1937
       Built: 2022
    Monthly Fee: $252
       Tax: $8,328 (2025)
    Community: Urban Green 12
    Townhouse


    Estimated Monthly Payment: $4,014 (change assumption)
    Mortgage ($3,068) + Fees ($252) + Taxes in 2025 ($694)


    Taxes:$8,328

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 950 HANOVER AVE, WINTER PARK, FL 32789

    $460,00094 Days on yellowkey   MLS ID: O6398273

    REDUCED by $10,000 (2.1%) on 06/01/2026

    For Sale O6398273 - 950 HANOVER AVE, WINTER PARK, FL 32789 28 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1606
       Built: 1956   Tax: $3,525 (2025)
    Community: Albert Lee Ridge 1St Add
    Single Family


    Estimated Monthly Payment: $2,814 (change assumption)
    Mortgage ($2,520) + Taxes in 2025 ($294)


    Taxes:$3,525

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for 32789 Homes for Sale and Other Winter Park Real Estate?

32789, Winter Park home, townhome, condo, villa, and other listing rental 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 houses for sale in the 32789 zip code. You can use our website to view Multiple Listing Service (MLS) data on 32789, Winter Park real estate. 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 32789, Winter Park 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.