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Homes For Sale in Winter Park 32789 - 175 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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  • 2430 CHANTILLY AVE, WINTER PARK, FL 32789

    $1,665,0008 Days on yellowkey   MLS ID: O6395313

    For Sale O6395313 - 2430 CHANTILLY AVE, WINTER PARK, FL 32789 14 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: $9,517 (change assumption)
    Mortgage ($9,123) + Taxes in 2025 ($394)


    Taxes:$4,730

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1565 FOREST AVE, WINTER PARK, FL 32789

    $1,750,000Listed 04/14/2026 11:56AM   MLS ID: O6398694

    For Sale O6398694 - 1565 FOREST AVE, WINTER PARK, FL 32789 37 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2163
       Built: 1925   Tax: $2,803 (2025)
    Community: Ellno Willo
    Single Family


    Estimated Monthly Payment: $9,822 (change assumption)
    Mortgage ($9,589) + Taxes in 2025 ($234)


    Taxes:$2,803

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 3018 NORTHWOOD BLVD, WINTER PARK, FL 32789

    $679,000172 Days on yellowkey   MLS ID: G5103499

    REDUCED by $18,000 (2.6%) on 04/14/2026

    For Sale G5103499 - 3018 NORTHWOOD BLVD, WINTER PARK, FL 32789 47 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1761
       Built: 1954   Tax: $6,623 (2024)
    Community: Northwood Terrace
    Single Family


    Estimated Monthly Payment: $4,272 (change assumption)
    Mortgage ($3,720) + Taxes in 2024 ($552)


    Taxes:$6,623

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Audubon Park K-8


  • 207 E KINGS WAY, WINTER PARK, FL 32789

    $3,650,000203 Days on yellowkey   MLS ID: O6337304

    For Sale O6337304 - 207 E KINGS WAY, WINTER PARK, FL 32789 6 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3719
       Built: 2026   Tax: $2,975 (2024)
    Community: Charmont
    Single Family


    Estimated Monthly Payment: $20,247 (change assumption)
    Mortgage ($20,000) + Taxes in 2024 ($248)


    Taxes:$2,975

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Audubon Park K-8


  • 1800 MAGNOLIA AVE, WINTER PARK, FL 32789

    $1,148,00029 Days on yellowkey   MLS ID: NS1087637

    REDUCED by $1,000 (0.1%) on 04/14/2026

    For Sale NS1087637 - 1800 MAGNOLIA AVE, WINTER PARK, FL 32789 65 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2431
       Built: 1996   Tax: $11,730 (2025)
    Community: Temple Terrace
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,268 (change assumption)
    Mortgage ($6,290) + Taxes in 2025 ($978)


    Taxes:$11,730

    Elementary School: Dommerich Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 721 PANSY AVE, WINTER PARK, FL 32789

    $1,925,000175 Days on yellowkey   MLS ID: O6352857

    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: $11,838 (change assumption)
    Mortgage ($10,548) + Taxes in 2025 ($1,290)


    Taxes:$15,480

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1951 STAUNTON AVE, WINTER PARK, FL 32789

    $599,00068 Days on yellowkey   MLS ID: O6379543

    For Sale O6379543 - 1951 STAUNTON AVE, WINTER PARK, FL 32789 31 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2556
       Built: 1984   Tax: $2,501 (2024)
    Community: Karolina On Killarney
    Single Family


    Estimated Monthly Payment: $3,491 (change assumption)
    Mortgage ($3,282) + Taxes in 2024 ($208)


    Taxes:$2,501

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2024

    Middle School: College Park Middle


  • 541 W CANTON AVE, WINTER PARK, FL 32789

    $2,800,00024 Days on yellowkey   MLS ID: O6389829

    For Sale O6389829 - 541 W CANTON AVE, WINTER PARK, FL 32789 51 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3553
       Built: 2024   Tax: $4,692 (2024)
    Community: Winter Park
    Single Family


    Estimated Monthly Payment: $15,733 (change assumption)
    Mortgage ($15,342) + Taxes in 2024 ($391)


    Taxes:$4,692

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 1500 GAY RD #8D, WINTER PARK, FL 32789

    $267,00019 Days on yellowkey   MLS ID: O6392693

    0 Days Off yellowkey (back on 4/14/2026)

    For Sale O6392693 - 1500 GAY RD #8D, WINTER PARK, FL 32789 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1026
       Built: 1972
    Monthly Fee: $425
       Tax: $2,630 (2025)
    Community: Chateaux Du Lac
    Condo


    Estimated Monthly Payment: $2,107 (change assumption)
    Mortgage ($1,463) + Fees ($425) + Taxes in 2025 ($219)


    Taxes:$2,630

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 150 DANA WAY, WINTER PARK, FL 32789

    $3,799,00018 Days on yellowkey   MLS ID: O6394012

    For Sale O6394012 - 150 DANA WAY, WINTER PARK, FL 32789 81 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4451
       Built: 2026   Tax: $14,010 (2025)
    Community: Charmont
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $21,983 (change assumption)
    Mortgage ($20,816) + Taxes in 2025 ($1,168)


    Taxes:$14,010

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 1618 INDIANA AVE, WINTER PARK, FL 32789

    $685,0001 Day on yellowkey   MLS ID: O6398673

    For Sale O6398673 - 1618 INDIANA AVE, WINTER PARK, FL 32789 31 photos

    Bed: 4   Bath: 0.0
    Liv Area Sq Ft: 1604
       Built: 1963   Tax: $5,477 (2025)
    Community: Lawndale
    Apartment


    Estimated Monthly Payment: $4,210 (change assumption)
    Mortgage ($3,753) + Taxes in 2025 ($456)


    Taxes:$5,477

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1540 MILLER AVE, WINTER PARK, FL 32789

    $1,399,9001 Day on yellowkey   MLS ID: O6398421

    For Sale O6398421 - 1540 MILLER AVE, WINTER PARK, FL 32789 55 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2984
       Built: 2026   Tax: $3,573 (2025)
    Community: Lawndale
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,968 (change assumption)
    Mortgage ($7,670) + Taxes in 2025 ($298)


    Taxes:$3,573

    Elementary School: Killarney Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle


  • 1300 MAYFIELD AVE, WINTER PARK, FL 32789

    $2,850,00018 Days on yellowkey   MLS ID: O6393777

    For Sale O6393777 - 1300 MAYFIELD AVE, WINTER PARK, FL 32789 56 photos

    Bed: 5   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 4389
       Built: 1958   Tax: $26,658 (2025)
    Community: Temple Heights
    Spa: No

    Single Family


    Estimated Monthly Payment: $17,838 (change assumption)
    Mortgage ($15,616) + Taxes in 2025 ($2,221)


    Taxes:$26,658

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 841 W SWOOPE AVE, WINTER PARK, FL 32789

    $499,00075 Days on yellowkey   MLS ID: O6373287

    REDUCED by $241,000 (32.6%) on 04/13/2026

    For Sale O6373287 - 841 W SWOOPE AVE, WINTER PARK, FL 32789 31 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1396
       Built: 1930   Tax: $3,824 (2024)
    Community: Capens Add
    Single Family


    Estimated Monthly Payment: $3,053 (change assumption)
    Mortgage ($2,734) + Taxes in 2024 ($319)


    Taxes:$3,824

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $261,500196 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


  • 640 N PARK AVE #5, WINTER PARK, FL 32789

    $450,000117 Days on yellowkey   MLS ID: O6367841

    0 Days Off yellowkey (back on 4/13/2026)

    For Sale O6367841 - 640 N PARK AVE #5, WINTER PARK, FL 32789 19 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 673
       Built: 1956
    Monthly Fee: $812
       Tax: $4,623 (2024)
    Community: Park Aire Condo
    Condo


    Estimated Monthly Payment: $3,663 (change assumption)
    Mortgage ($2,466) + Fees ($812) + Taxes in 2024 ($385)


    Taxes:$4,623

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Maitland Middle


  • 2823 WRIGHT AVE, WINTER PARK, FL 32789

    $929,90032 Days on yellowkey   MLS ID: O6390670

    For Sale O6390670 - 2823 WRIGHT AVE, WINTER PARK, FL 32789 19 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1536
       Built: 1958   Tax: $9,119 (2025)
    Community: Lake Forest Park
    Single Family


    Estimated Monthly Payment: $5,855 (change assumption)
    Mortgage ($5,095) + Taxes in 2025 ($760)


    Taxes:$9,119

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 300 CAROLINA AVE #207, WINTER PARK, FL 32789

    $495,00026 Days on yellowkey   MLS ID: O6391523

    For Sale O6391523 - 300 CAROLINA AVE #207, WINTER PARK, FL 32789 27 photos

    Bed: 1   Bath: 2.0
    Liv Area Sq Ft: 1149
       Built: 1981   Tax: $6,512 (2025)
    Community: Park West Condo
    Condo


    Estimated Monthly Payment: $3,255 (change assumption)
    Mortgage ($2,712) + Taxes in 2025 ($543)


    Taxes:$6,512

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 1250 FORMOSA AVE, WINTER PARK, FL 32789

    $560,0008 Days on yellowkey   MLS ID: O6393725

    For Sale O6393725 - 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


  • 1695 LEE RD #E103, WINTER PARK, FL 32789

    $139,99018 Days on yellowkey   MLS ID: S5146352

    For Sale S5146352 - 1695 LEE RD #E103, WINTER PARK, FL 32789 23 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 881
       Built: 1966
    Monthly Fee: $482
       Tax: $2,041 (2025)
    Community: Waterfall Cove
    Condo


    Estimated Monthly Payment: $1,419 (change assumption)
    Mortgage ($767) + Fees ($482) + Taxes in 2025 ($170)


    Taxes:$2,041

    Elementary School: Hungerford Elem

    High School: Edgewater High

    Tax Year: 2025

    Middle School: College Park Middle




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.