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Homes For Sale in Winter Park 32789 - 235 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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  • 1870 WALKER AVE, WINTER PARK, FL 32789

    $1,299,00079 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


  • 1782 PINE AVE, WINTER PARK, FL 32789

    $3,875,00080 Days on yellowkey   MLS ID: O6389039

    REDUCED by $322,000 (7.7%) on 05/27/2026

    For Sale O6389039 - 1782 PINE AVE, WINTER PARK, FL 32789 70 photos

    Bed: 5   Bath: 6.5   Gar: 4
    Liv Area Sq Ft: 4782
       Built: 2026   Tax: $4,880 (2025)
    Community: Conwill Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $21,639 (change assumption)
    Mortgage ($21,232) + Taxes in 2025 ($407)


    Taxes:$4,880

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1751 GLENCOE RD, WINTER PARK, FL 32789

    $3,490,000208 Days on yellowkey   MLS ID: O6339739

    REDUCED by $100,000 (2.8%) on 04/23/2026

    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: $20,197 (change assumption)
    Mortgage ($19,123) + 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


  • 1473 BERKSHIRE AVE, WINTER PARK, FL 32789

    $1,479,000343 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

    $2,235,000192 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


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

    $179,00089 Days on yellowkey   MLS ID: O6384082

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

    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


  • 2228 HOWARD DR, WINTER PARK, FL 32789

    $2,460,00018 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


  • 1571 WOODLAND AVE, WINTER PARK, FL 32789

    $6,000,0002 Days on yellowkey   MLS ID: O6411706

    For Sale O6411706 - 1571 WOODLAND AVE, WINTER PARK, FL 32789 73 photos

    Bed: 5   Bath: 7.0   Gar: 3
    Liv Area Sq Ft: 7397
       Built: 2007   Tax: $31,040 (2025)
    Community: Comstock Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $35,463 (change assumption)
    Mortgage ($32,876) + Taxes in 2025 ($2,587)


    Taxes:$31,040

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2614 PARKLAND DR, WINTER PARK, FL 32789

    $1,924,450406 Days on yellowkey   MLS ID: O6301489

    REDUCED by $24,550 (1.3%) on 05/29/2026

    For Sale O6301489 - 2614 PARKLAND DR, WINTER PARK, FL 32789 54 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3307
       Built: 2007   Tax: $12,712 (2024)
    Community: Parklando 03
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,604 (change assumption)
    Mortgage ($10,545) + Taxes in 2024 ($1,059)


    Taxes:$12,712

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Audubon Park K-8


  • 151 OAKWOOD WAY, WINTER PARK, FL 32789

    $2,850,000115 Days on yellowkey   MLS ID: O6380037

    0 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $100,000 (3.4%) on 05/26/2026

    For Sale O6380037 - 151 OAKWOOD WAY, WINTER PARK, FL 32789 68 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4129
       Built: 2023   Tax: $34,218 (2025)
    Community: Charmont
    Spa: No

    Single Family


    Estimated Monthly Payment: $18,468 (change assumption)
    Mortgage ($15,616) + Taxes in 2025 ($2,852)


    Taxes:$34,218

    Elementary School: None

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 1760 VIA VENETIA, WINTER PARK, FL 32789

    $4,650,00065 Days on yellowkey   MLS ID: O6391840

    2 Days Off yellowkey (back on 4/17/2026)

    For Sale O6391840 - 1760 VIA VENETIA, WINTER PARK, FL 32789 44 photos

    Bed: 4   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 6242
       Built: 2013   Tax: $29,537 (2025)
    Community: Sicilian Shores Rep 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $27,940 (change assumption)
    Mortgage ($25,479) + Taxes in 2025 ($2,461)


    Taxes:$29,537

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1750 CAROLLEE LANE, WINTER PARK, FL 32789

    $1,820,00072 Days on yellowkey   MLS ID: O6391179

    REDUCED by $70,000 (3.7%) on 05/26/2026

    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: $12,027 (change assumption)
    Mortgage ($9,972) + Taxes in 2025 ($2,055)


    Taxes:$24,658

    Elementary School: Brookshire Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1161 VALENCIA AVE, WINTER PARK, FL 32789

    $3,995,000283 Days on yellowkey   MLS ID: O6330736

    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


  • 2779 SANBINA ST, WINTER PARK, FL 32789

    $429,00079 Days on yellowkey   MLS ID: O6388746

    REDUCED by $10,000 (2.3%) on 05/29/2026

    For Sale O6388746 - 2779 SANBINA ST, WINTER PARK, FL 32789 29 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1405
       Built: 1960   Tax: $5,629 (2024)
    Community: Howell Heights
    Single Family


    Estimated Monthly Payment: $2,820 (change assumption)
    Mortgage ($2,351) + Taxes in 2024 ($469)


    Taxes:$5,629

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 234 DETMAR DR, WINTER PARK, FL 32789

    $1,599,000110 Days on yellowkey   MLS ID: O6379927

    2 Days Off yellowkey (back on 5/29/2026)

    REDUCED by $46,000 (2.8%) on 04/29/2026

    For Sale O6379927 - 234 DETMAR DR, WINTER PARK, FL 32789 49 photos

    Bed: 4   Bath: 5.5   Gar: 1
    Liv Area Sq Ft: 3609
       Built: 1935   Tax: $13,664 (2025)
    Community: Osceola Shores Sec 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,900 (change assumption)
    Mortgage ($8,761) + Taxes in 2025 ($1,139)


    Taxes:$13,664

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 630 KILLARNEY BAY CT #3, WINTER PARK, FL 32789

    $495,000122 Days on yellowkey   MLS ID: O6375307

    For Sale O6375307 - 630 KILLARNEY BAY CT #3, WINTER PARK, FL 32789 55 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1428
       Built: 1986   Tax: $6,595 (2025)
    Community: Killarney Bay Condo
    Condo


    Estimated Monthly Payment: $3,262 (change assumption)
    Mortgage ($2,712) + Taxes in 2025 ($550)


    Taxes:$6,595

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 1340 PLACE PICARDY, WINTER PARK, FL 32789

    $1,599,000108 Days on yellowkey   MLS ID: O6382113

    3 Days Off yellowkey (back on 3/30/2026)

    For Sale O6382113 - 1340 PLACE PICARDY, WINTER PARK, FL 32789 34 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3459
       Built: 1997   Tax: $7,515 (2025)
    Community: Fontainebleau
    Single Family


    Estimated Monthly Payment: $9,388 (change assumption)
    Mortgage ($8,761) + Taxes in 2025 ($626)


    Taxes:$7,515

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1077 MINNESOTA AVE, WINTER PARK, FL 32789

    $1,395,0003 Days on yellowkey   MLS ID: O6411722

    For Sale O6411722 - 1077 MINNESOTA AVE, WINTER PARK, FL 32789 45 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3046
       Built: 2025   Tax: $1,383 (2025)
    Community: Na
    Single Family


    Estimated Monthly Payment: $7,759 (change assumption)
    Mortgage ($7,644) + Taxes in 2025 ($115)


    Taxes:$1,383

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 643 N PARK AVE, WINTER PARK, FL 32789

    $4,295,00017 Days on yellowkey   MLS ID: O6403591

    For Sale O6403591 - 643 N PARK AVE, WINTER PARK, FL 32789 82 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4231
       Built: 2018
    Monthly Fee: $948
       Tax: $22,352 (2025)
    Community: Park Hill
    Townhouse


    Estimated Monthly Payment: $26,344 (change assumption)
    Mortgage ($23,534) + Fees ($948) + Taxes in 2025 ($1,863)


    Taxes:$22,352

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


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

    $99,000129 Days on yellowkey   MLS ID: O6375872

    REDUCED by $5,000 (4.8%) on 05/28/2026

    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: $667 (change assumption)
    Mortgage ($542) + Taxes in 2024 ($124)


    Taxes:$1,493

    Elementary School: None

    High School: None

    Tax Year: 2024

    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.