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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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  • 1404 BORDER DR, WINTER PARK, FL 32789

    $1,200,0007 Days on yellowkey   MLS ID: O6412140

    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: $7,927 (change assumption)
    Mortgage ($6,575) + Taxes in 2025 ($1,352)


    Taxes:$16,220

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


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

    $395,00021 Days on yellowkey   MLS ID: O6407259

    REDUCED by $15,000 (3.7%) on 05/25/2026

    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: $2,254 (change assumption)
    Mortgage ($2,164) + Taxes in 2025 ($90)


    Taxes:$1,080

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 1830 EDWIN BLVD, WINTER PARK, FL 32789

    $639,90050 Days on yellowkey   MLS ID: O6400055

    REDUCED by $9,900 (1.5%) on 05/28/2026

    For Sale O6400055 - 1830 EDWIN BLVD, WINTER PARK, FL 32789 52 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1287
       Built: 1957   Tax: $3,955 (2025)
    Community: Campo Bello
    Single Family


    Estimated Monthly Payment: $3,836 (change assumption)
    Mortgage ($3,506) + Taxes in 2025 ($330)


    Taxes:$3,955

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


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

    $525,00080 Days on yellowkey   MLS ID: O6391277

    REDUCED by $25,000 (4.5%) on 05/23/2026

    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: $3,393 (change assumption)
    Mortgage ($2,877) + 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


  • 151 N ORLANDO AVE ##115, WINTER PARK, FL 32789

    $298,000185 Days on yellowkey   MLS ID: O6362403

    For Sale O6362403 - 151 N ORLANDO AVE ##115, WINTER PARK, FL 32789 22 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 710
       Built: 1960   Tax: $2,965 (2025)
    Community: Lake Killarney Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $1,880 (change assumption)
    Mortgage ($1,633) + Taxes in 2025 ($247)


    Taxes:$2,965

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 269 E CANTON AVE #269, WINTER PARK, FL 32789

    $989,50015 Days on yellowkey   MLS ID: O6404706

    For Sale O6404706 - 269 E CANTON AVE #269, WINTER PARK, FL 32789 44 photos

    Bed: 1   Bath: 1.5
    Liv Area Sq Ft: 1109
       Built: 1971
    Monthly Fee: $1,039
       Tax: $3,470 (2025)
    Community: Village Winterset Inc
    Condo


    Estimated Monthly Payment: $6,750 (change assumption)
    Mortgage ($5,422) + Fees ($1,039) + Taxes in 2025 ($289)


    Taxes:$3,470

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 120 BROADVIEW AVE, WINTER PARK, FL 32789

    $1,450,00014 Days on yellowkey   MLS ID: O6409860

    For Sale O6409860 - 120 BROADVIEW AVE, WINTER PARK, FL 32789 6 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1747
       Built: 1947   Tax: $2,693 (2025)
    Community: Killarney Estates
    Single Family


    Estimated Monthly Payment: $8,169 (change assumption)
    Mortgage ($7,945) + Taxes in 2025 ($224)


    Taxes:$2,693

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 2157 LAKE DR, WINTER PARK, FL 32789

    $689,0006 Days on yellowkey   MLS ID: O6412258

    REDUCED by $70,000 (9.2%) on 05/31/2026

    For Sale O6412258 - 2157 LAKE DR, WINTER PARK, FL 32789 45 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2124
       Built: 1962   Tax: $1,605 (2025)
    Community: Killarney Point
    Single Family


    Estimated Monthly Payment: $3,909 (change assumption)
    Mortgage ($3,775) + Taxes in 2025 ($134)


    Taxes:$1,605

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1780 GOODRICH AVE, WINTER PARK, FL 32789

    $625,00022 Days on yellowkey   MLS ID: O6403811

    0 Days Off yellowkey (back on 5/17/2026)

    For Sale O6403811 - 1780 GOODRICH AVE, WINTER PARK, FL 32789 41 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1283
       Built: 1955   Tax: $8,935 (2025)
    Community: Sylvan Heights
    Single Family


    Estimated Monthly Payment: $4,169 (change assumption)
    Mortgage ($3,425) + Taxes in 2025 ($745)


    Taxes:$8,935

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 338 BLUE HERON DR, WINTER PARK, FL 32789

    $865,0006 Days on yellowkey   MLS ID: O6410174

    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: $5,294 (change assumption)
    Mortgage ($4,740) + Taxes in 2025 ($554)


    Taxes:$6,647

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 240 N PHELPS AVE, WINTER PARK, FL 32789

    $2,279,00088 Days on yellowkey   MLS ID: O6389035

    For Sale O6389035 - 240 N PHELPS AVE, WINTER PARK, FL 32789 68 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2889
       Built: 2026   Tax: $6,605 (2025)
    Community: Sylvan Heights
    Spa: No

    Single Family


    Estimated Monthly Payment: $13,038 (change assumption)
    Mortgage ($12,487) + Taxes in 2025 ($550)


    Taxes:$6,605

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1821 ENGLEWOOD RD, WINTER PARK, FL 32789

    $3,135,000259 Days on yellowkey   MLS ID: O6345085

    For Sale O6345085 - 1821 ENGLEWOOD RD, WINTER PARK, FL 32789 36 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3863
       Built: 2025   Tax: $11,127 (2024)
    Community: Forest Hills
    Spa: No

    Single Family


    Estimated Monthly Payment: $18,105 (change assumption)
    Mortgage ($17,178) + Taxes in 2024 ($927)


    Taxes:$11,127

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Audubon Park K-8


  • 184 SANDLEWOOD TRL ##2, WINTER PARK, FL 32789

    $314,000118 Days on yellowkey   MLS ID: O6380753

    For Sale O6380753 - 184 SANDLEWOOD TRL ##2, WINTER PARK, FL 32789 29 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1133
       Built: 1985
    Monthly Fee: $310
       Tax: $2,915 (2025)
    Community: Sandlewood Creek Condo Ph 10
    Condo


    Estimated Monthly Payment: $2,273 (change assumption)
    Mortgage ($1,721) + Fees ($310) + Taxes in 2025 ($243)


    Taxes:$2,915

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1261 INDIANA AVE, WINTER PARK, FL 32789

    $539,00046 Days on yellowkey   MLS ID: O6400698

    For Sale O6400698 - 1261 INDIANA AVE, WINTER PARK, FL 32789 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1660
       Built: 2005
    Monthly Fee: $360
       Tax: $2,892 (2025)
    Community: Townhomes/Harper Place
    Townhouse


    Estimated Monthly Payment: $3,554 (change assumption)
    Mortgage ($2,953) + Fees ($360) + Taxes in 2025 ($241)


    Taxes:$2,892

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 2501 WINTER PARK RD, WINTER PARK, FL 32789

    $1,649,00093 Days on yellowkey   MLS ID: O6384756

    REDUCED by $41,000 (2.4%) on 05/14/2026

    For Sale O6384756 - 2501 WINTER PARK RD, WINTER PARK, FL 32789 63 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3304
       Built: 2014   Tax: $10,938 (2024)
    Community: Parklando #3
    Single Family


    Estimated Monthly Payment: $9,947 (change assumption)
    Mortgage ($9,035) + Taxes in 2024 ($912)


    Taxes:$10,938

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2024

    Middle School: None


  • 1927 ELAND AVE, WINTER PARK, FL 32789

    $825,000114 Days on yellowkey   MLS ID: O6381009

    For Sale O6381009 - 1927 ELAND AVE, WINTER PARK, FL 32789 68 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2242
       Built: 1957   Tax: $3,190 (2024)
    Community: Lake Bell Terrace
    Single Family


    Estimated Monthly Payment: $4,786 (change assumption)
    Mortgage ($4,520) + Taxes in 2024 ($266)


    Taxes:$3,190

    Elementary School: Hungerford Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: College Park Middle


  • 1870 WALKER AVE, WINTER PARK, FL 32789

    $1,299,00084 Days on yellowkey   MLS ID: O6390504

    REDUCED by $100,000 (7.1%) on 05/29/2026

    For Sale O6390504 - 1870 WALKER AVE, WINTER PARK, FL 32789 32 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2046
       Built: 2026   Tax: $3,981 (2025)
    Community: Osceola Heights
    Single Family


    Estimated Monthly Payment: $7,449 (change assumption)
    Mortgage ($7,118) + Taxes in 2025 ($332)


    Taxes:$3,981

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1473 BERKSHIRE AVE, WINTER PARK, FL 32789

    $1,479,000348 Days on yellowkey   MLS ID: O6320741

    REDUCED by $20,000 (1.3%) on 05/10/2026

    For Sale O6320741 - 1473 BERKSHIRE AVE, WINTER PARK, FL 32789 53 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2895
       Built: 2025   Tax: $5,730 (2024)
    Community: Orwin Manor Westminster Sec
    Single Family


    Estimated Monthly Payment: $8,581 (change assumption)
    Mortgage ($8,104) + Taxes in 2024 ($478)


    Taxes:$5,730

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: College Park Middle


  • 1624 BARCELONA WAY, WINTER PARK, FL 32789

    $2,235,000197 Days on yellowkey   MLS ID: O6362124

    REDUCED by $15,000 (0.7%) on 05/30/2026

    For Sale O6362124 - 1624 BARCELONA WAY, WINTER PARK, FL 32789 62 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3818
       Built: 1972
    Monthly Fee: $87
       Tax: $12,501 (2024)
    Community: Sevilla
    Spa: No

    Single Family


    Estimated Monthly Payment: $13,375 (change assumption)
    Mortgage ($12,246) + Fees ($87) + Taxes in 2024 ($1,042)


    Taxes:$12,501

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Audubon Park K-8


  • 2228 HOWARD DR, WINTER PARK, FL 32789

    $2,460,00023 Days on yellowkey   MLS ID: O6407733

    For Sale O6407733 - 2228 HOWARD DR, WINTER PARK, FL 32789 9 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3294
       Built: 2026   Tax: $3,647 (2025)
    Community: Lake Forest Park
    Single Family


    Estimated Monthly Payment: $13,783 (change assumption)
    Mortgage ($13,479) + Taxes in 2025 ($304)


    Taxes:$3,647

    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.