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Homes For Sale in Winter Park 32789 - 219 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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  • 1411 MILLER AVE, WINTER PARK, FL 32789

    $899,00043 Days on yellowkey   MLS ID: O6416926

    For Sale O6416926 - 1411 MILLER AVE, WINTER PARK, FL 32789 37 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1824
       Built: 2023
    Monthly Fee: $200
       Tax: $8,005 (2025)
    Community: H Vanwies Sub
    Townhouse


    Estimated Monthly Payment: $5,793 (change assumption)
    Mortgage ($4,926) + Fees ($200) + Taxes in 2025 ($667)


    Taxes:$8,005

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 1750 CAROLLEE LANE, WINTER PARK, FL 32789

    $1,780,000131 Days on yellowkey   MLS ID: O6391179

    REDUCED by $40,000 (2.2%) on 07/16/2026

    For Sale O6391179 - 1750 CAROLLEE LANE, WINTER PARK, FL 32789 46 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3249
       Built: 2012   Tax: $24,658 (2025)
    Community: Green Terrace V/140 Lot 3 Blk B
    Single Family


    Estimated Monthly Payment: $11,808 (change assumption)
    Mortgage ($9,753) + Taxes in 2025 ($2,055)


    Taxes:$24,658

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1347 CHAPMAN CIR, WINTER PARK, FL 32789

    $1,395,00075 Days on yellowkey   MLS ID: O6408189

    0 Days Off yellowkey (back on 5/20/2026)

    For Sale O6408189 - 1347 CHAPMAN CIR, WINTER PARK, FL 32789 51 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2922
       Built: 2013
    Monthly Fee: $268
       Tax: $16,875 (2025)
    Community: Windsong Elizabeths Walk
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,318 (change assumption)
    Mortgage ($7,644) + Fees ($268) + Taxes in 2025 ($1,406)


    Taxes:$16,875

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1150 VIA SALERNO, WINTER PARK, FL 32789

    $3,975,000396 Days on yellowkey   MLS ID: O6321143

    REDUCED by $220,000 (5.2%) on 07/29/2026

    For Sale O6321143 - 1150 VIA SALERNO, WINTER PARK, FL 32789 64 photos

    Bed: 4   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3850
       Built: 2025   Tax: $10,158 (2024)
    Community: Cloister Grove Sub
    Spa: No

    Single Family


    Estimated Monthly Payment: $22,627 (change assumption)
    Mortgage ($21,780) + Taxes in 2024 ($847)


    Taxes:$10,158

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 2430 CHANTILLY AVE, WINTER PARK, FL 32789

    $1,599,00076 Days on yellowkey   MLS ID: O6401352

    REDUCED by $66,000 (4.0%) on 07/07/2026

    For Sale O6401352 - 2430 CHANTILLY AVE, WINTER PARK, FL 32789 49 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2916
       Built: 2026   Tax: $4,730 (2025)
    Community: Winter Park Village
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,156 (change assumption)
    Mortgage ($8,761) + Taxes in 2025 ($394)


    Taxes:$4,730

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1751 GLENCOE RD, WINTER PARK, FL 32789

    $3,390,000267 Days on yellowkey   MLS ID: O6339739

    REDUCED by $100,000 (2.9%) on 06/06/2026

    For Sale O6339739 - 1751 GLENCOE RD, WINTER PARK, FL 32789 45 photos

    Bed: 5   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4520
       Built: 2025   Tax: $12,895 (2024)
    Community: Forest Hills
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $19,649 (change assumption)
    Mortgage ($18,575) + Taxes in 2024 ($1,075)


    Taxes:$12,895

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Audubon Park K-8


  • 721 PANSY AVE, WINTER PARK, FL 32789

    $1,850,000281 Days on yellowkey   MLS ID: O6352857

    3 Days Off yellowkey (back on 7/29/2026)

    REDUCED by $75,000 (3.9%) on 06/10/2026

    For Sale O6352857 - 721 PANSY AVE, WINTER PARK, FL 32789 29 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2653
       Built: 2018   Tax: $15,480 (2025)
    Community: Villa View Park
    Single Family


    Estimated Monthly Payment: $11,427 (change assumption)
    Mortgage ($10,137) + Taxes in 2025 ($1,290)


    Taxes:$15,480

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1649 HARMON AVE, WINTER PARK, FL 32789

    $1,250,000131 Days on yellowkey   MLS ID: O6392216

    REDUCED by $99,900 (7.4%) on 06/12/2026

    For Sale O6392216 - 1649 HARMON AVE, WINTER PARK, FL 32789 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3223
       Built: 2018   Tax: $11,908 (2025)
    Community: Lawndale
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,841 (change assumption)
    Mortgage ($6,849) + Taxes in 2025 ($992)


    Taxes:$11,908

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 1885 TEMPLE DR, WINTER PARK, FL 32789

    $2,195,000259 Days on yellowkey   MLS ID: O6359471

    REDUCED by $30,000 (1.3%) on 07/23/2026

    For Sale O6359471 - 1885 TEMPLE DR, WINTER PARK, FL 32789 62 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: $12,533 (change assumption)
    Mortgage ($12,027) + Taxes in 2025 ($506)


    Taxes:$6,073

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2525 LAFAYETTE AVE, WINTER PARK, FL 32789

    $1,749,000Listed 07/28/2026 9:45PM   MLS ID: O6428823

    For Sale O6428823 - 2525 LAFAYETTE AVE, WINTER PARK, FL 32789 10 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2715
       Built: 2026   Tax: $4,700 (2025)
    Community: Winter Park Village
    Single Family


    Estimated Monthly Payment: $9,975 (change assumption)
    Mortgage ($9,583) + Taxes in 2025 ($392)


    Taxes:$4,700

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1138 S PENNSYLVANIA AVE, WINTER PARK, FL 32789

    $1,025,00033 Days on yellowkey   MLS ID: O6420090

    REDUCED by $25,000 (2.4%) on 07/22/2026

    For Sale O6420090 - 1138 S PENNSYLVANIA AVE, WINTER PARK, FL 32789 35 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2434
       Built: 2005
    Monthly Fee: $500
       Tax: $10,213 (2025)
    Community: Virginia Heights Rep
    Townhouse


    Estimated Monthly Payment: $6,967 (change assumption)
    Mortgage ($5,616) + Fees ($500) + Taxes in 2025 ($851)


    Taxes:$10,213

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 1840 LAUREL RD, WINTER PARK, FL 32789

    $2,299,000Listed 07/28/2026 9:49PM   MLS ID: O6428841

    For Sale O6428841 - 1840 LAUREL RD, WINTER PARK, FL 32789 12 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 2868
       Built: 2026   Tax: $12,141 (2025)
    Community: Charmont
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,609 (change assumption)
    Mortgage ($12,597) + Taxes in 2025 ($1,012)


    Taxes:$12,141

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


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

    $290,00068 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


  • 1250 FORMOSA AVE, WINTER PARK, FL 32789

    $560,00056 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


  • 1404 BORDER DR, WINTER PARK, FL 32789

    $1,150,00061 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


  • 723 SYMONDS AVE, WINTER PARK, FL 32789

    $1,800,00062 Days on yellowkey   MLS ID: O6406823

    For Sale O6406823 - 723 SYMONDS AVE, WINTER PARK, FL 32789 50 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3065
       Built: 2023   Tax: $15,884 (2025)
    Community: Horton Aaron
    Single Family


    Estimated Monthly Payment: $11,186 (change assumption)
    Mortgage ($9,863) + Taxes in 2025 ($1,324)


    Taxes:$15,884

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 338 BLUE HERON DR, WINTER PARK, FL 32789

    $840,00060 Days on yellowkey   MLS ID: O6410174

    REDUCED by $25,000 (2.9%) on 07/28/2026

    For Sale O6410174 - 338 BLUE HERON DR, WINTER PARK, FL 32789 44 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2017
       Built: 1960   Tax: $6,647 (2025)
    Community: Flamingo Shores
    Single Family


    Estimated Monthly Payment: $5,157 (change assumption)
    Mortgage ($4,603) + Taxes in 2025 ($554)


    Taxes:$6,647

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 1398 GROVE TER, WINTER PARK, FL 32789

    $1,995,000104 Days on yellowkey   MLS ID: O6399698

    REDUCED by $100,000 (4.8%) on 07/28/2026

    For Sale O6399698 - 1398 GROVE TER, WINTER PARK, FL 32789 58 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3450
       Built: 2004   Tax: $24,548 (2025)
    Community: Sylvan Lake Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $12,977 (change assumption)
    Mortgage ($10,931) + Taxes in 2025 ($2,046)


    Taxes:$24,548

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2702 PARKLAND DR, WINTER PARK, FL 32789

    $1,049,000110 Days on yellowkey   MLS ID: O6397997

    REDUCED by $50,000 (4.5%) on 07/21/2026

    For Sale O6397997 - 2702 PARKLAND DR, WINTER PARK, FL 32789 48 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2656
       Built: 1949   Tax: $5,269 (2025)
    Community: Parklando
    Single Family


    Estimated Monthly Payment: $6,187 (change assumption)
    Mortgage ($5,748) + Taxes in 2025 ($439)


    Taxes:$5,269

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 341 E READING WAY, WINTER PARK, FL 32789

    $1,625,00029 Days on yellowkey   MLS ID: O6420387

    REDUCED by $70,000 (4.1%) on 07/28/2026

    For Sale O6420387 - 341 E READING WAY, WINTER PARK, FL 32789 57 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3723
       Built: 2007   Tax: $20,249 (2026)
    Community: Charmont
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,591 (change assumption)
    Mortgage ($8,904) + Taxes in 2026 ($1,687)


    Taxes:$20,249

    Elementary School: None

    High School: Winter Park High

    Tax Year: 2026

    Middle School: Audubon Park K-8




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.