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Homes for Sale Near Winter Park High in Orlando - 111 homes

Winter Park High is an High School in Orange County. Find homes for sale close to Winter Park High. Our REALTORS® can assist you in your search for Winter Park High, Orlando nearby homes.

Location: Orlando

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  • 4345 ROUSH AVE, ORLANDO, FL 32803

    $517,35551 Days on yellowkey   MLS ID: TB8505792

    REDUCED by $15 (0.0%) on 06/24/2026

    For Sale TB8505792 - 4345 ROUSH AVE, ORLANDO, FL 32803 20 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1390
       Built: 2025
    Monthly Fee: $289
       Tax: $517 (2025)
    Community: Baldwin Crossing
    Townhouse


    Estimated Monthly Payment: $3,167 (change assumption)
    Mortgage ($2,835) + Fees ($289) + Taxes in 2025 ($43)


    Taxes:$517

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 4495 TWINVIEW LN, ORLANDO, FL 32814

    $875,00020 Days on yellowkey   MLS ID: O6412567

    For Sale O6412567 - 4495 TWINVIEW LN, ORLANDO, FL 32814 40 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2667
       Built: 2004
    Monthly Fee: $523
       Tax: $9,154 (2025)
    Community: Baldwin Park Unit 1
    Townhouse


    Estimated Monthly Payment: $6,080 (change assumption)
    Mortgage ($4,794) + Fees ($523) + Taxes in 2025 ($763)


    Taxes:$9,154

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 3004 PLAZA TERRACE DR #3004, ORLANDO, FL 32803

    $269,900103 Days on yellowkey   MLS ID: O6390840

    REDUCED by $5,000 (1.8%) on 06/11/2026

    For Sale O6390840 - 3004 PLAZA TERRACE DR #3004, ORLANDO, FL 32803 30 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 890
       Built: 1972
    Monthly Fee: $289
       Tax: $4,271 (2025)
    Community: Audubon Place City Condo
    Condo


    Estimated Monthly Payment: $2,124 (change assumption)
    Mortgage ($1,479) + Fees ($289) + Taxes in 2025 ($356)


    Taxes:$4,271

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 3069 STANFIELD AVE, ORLANDO, FL 32814

    $1,350,0003 Days on yellowkey   MLS ID: O6419066

    For Sale O6419066 - 3069 STANFIELD AVE, ORLANDO, FL 32814 34 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2607
       Built: 2009
    Monthly Fee: $102
       Tax: $13,890 (2025)
    Community: Baldwin Park
    Single Family


    Estimated Monthly Payment: $8,657 (change assumption)
    Mortgage ($7,397) + Fees ($102) + Taxes in 2025 ($1,157)


    Taxes:$13,890

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 5362 CHATAS LN, ORLANDO, FL 32814

    $749,00013 Days on yellowkey   MLS ID: O6415259

    0 Days Off yellowkey (back on 6/15/2026)

    For Sale O6415259 - 5362 CHATAS LN, ORLANDO, FL 32814 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1509
       Built: 2006
    Monthly Fee: $102
       Tax: $8,052 (2025)
    Community: Baldwin Park Un 09A
    Single Family


    Estimated Monthly Payment: $4,877 (change assumption)
    Mortgage ($4,104) + Fees ($102) + Taxes in 2025 ($671)


    Taxes:$8,052

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 2936 MOORCROFT CT, ORLANDO, FL 32817

    $485,00021 Days on yellowkey   MLS ID: O6413385

    For Sale O6413385 - 2936 MOORCROFT CT, ORLANDO, FL 32817 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1670
       Built: 1994   Tax: $2,294 (2025)
    Community: Arbor Pointe
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,849 (change assumption)
    Mortgage ($2,657) + Taxes in 2025 ($191)


    Taxes:$2,294

    Elementary School: Arbor Ridge Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1333 UTAH BLVD, ORLANDO, FL 32803

    $470,0009 Days on yellowkey   MLS ID: O6417684

    0 Days Off yellowkey (back on 6/17/2026)

    For Sale O6417684 - 1333 UTAH BLVD, ORLANDO, FL 32803 1 photos

    Bed: 3   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 918
       Built: 1949   Tax: $1,976 (2025)
    Community: Colonial Manor
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,740 (change assumption)
    Mortgage ($2,575) + Taxes in 2025 ($165)


    Taxes:$1,976

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 3838 HAWS LN, ORLANDO, FL 32814

    $1,149,00031 Days on yellowkey   MLS ID: O6410550

    For Sale O6410550 - 3838 HAWS LN, ORLANDO, FL 32814 52 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2731
       Built: 2005
    Monthly Fee: $92
       Tax: $17,789 (2025)
    Community: Baldwin Park
    Single Family


    Estimated Monthly Payment: $7,870 (change assumption)
    Mortgage ($6,296) + Fees ($92) + Taxes in 2025 ($1,482)


    Taxes:$17,789

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 2680 CAVANAUGH DR, ORLANDO, FL 32817

    $648,990181 Days on yellowkey   MLS ID: O6369656

    For Sale O6369656 - 2680 CAVANAUGH DR, ORLANDO, FL 32817 14 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3198
       Built: 2026
    Monthly Fee: $130
       Tax: $887 (2025)
    Community: Harrell Oaks
    Single Family


    Estimated Monthly Payment: $3,760 (change assumption)
    Mortgage ($3,556) + Fees ($130) + Taxes in 2025 ($74)


    Taxes:$887

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 2620 CAVANAUGH DR, ORLANDO, FL 32817

    $600,000185 Days on yellowkey   MLS ID: O6369315

    REDUCED by $25,000 (4.0%) on 06/12/2026

    For Sale O6369315 - 2620 CAVANAUGH DR, ORLANDO, FL 32817 13 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2560
       Built: 2025
    Monthly Fee: $130
       Tax: $887 (2025)
    Community: Harrell Oaks
    Single Family


    Estimated Monthly Payment: $3,492 (change assumption)
    Mortgage ($3,288) + Fees ($130) + Taxes in 2025 ($74)


    Taxes:$887

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 2506 WOODSIDE AVE, ORLANDO, FL 32803

    $1,149,00023 Days on yellowkey   MLS ID: O6413252

    For Sale O6413252 - 2506 WOODSIDE AVE, ORLANDO, FL 32803 21 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2642
       Built: 2017   Tax: $14,777 (2025)
    Community: Beeman Park
    Single Family


    Estimated Monthly Payment: $7,527 (change assumption)
    Mortgage ($6,296) + Taxes in 2025 ($1,231)


    Taxes:$14,777

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 2843 UPPER PARK RD, ORLANDO, FL 32814

    $660,0005 Days on yellowkey   MLS ID: O6418525

    For Sale O6418525 - 2843 UPPER PARK RD, ORLANDO, FL 32814 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1818
       Built: 2005
    Monthly Fee: $490
       Tax: $4,936 (2025)
    Community: Baldwin Park 6
    Townhouse


    Estimated Monthly Payment: $4,518 (change assumption)
    Mortgage ($3,616) + Fees ($490) + Taxes in 2025 ($411)


    Taxes:$4,936

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 2501 LONG MEADOW WAY, ORLANDO, FL 32817

    $299,00014 Days on yellowkey   MLS ID: O6415787

    For Sale O6415787 - 2501 LONG MEADOW WAY, ORLANDO, FL 32817 20 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1079
       Built: 1986
    Monthly Fee: $13
       Tax: $4,044 (2025)
    Community: Carmel Park
    Spa: No

    Half Duplex


    Estimated Monthly Payment: $1,988 (change assumption)
    Mortgage ($1,638) + Fees ($13) + Taxes in 2025 ($337)


    Taxes:$4,044

    Elementary School: Arbor Ridge Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1563 COMMON WAY RD, ORLANDO, FL 32814

    $599,990168 Days on yellowkey   MLS ID: O6371726

    REDUCED by $9,010 (1.5%) on 06/11/2026

    For Sale O6371726 - 1563 COMMON WAY RD, ORLANDO, FL 32814 43 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1871
       Built: 2005
    Monthly Fee: $620
       Tax: $10,738 (2024)
    Community: Baldwin Park
    Townhouse


    Estimated Monthly Payment: $4,802 (change assumption)
    Mortgage ($3,288) + Fees ($620) + Taxes in 2024 ($895)


    Taxes:$10,738

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 224 CAPE SABLE DR, ORLANDO, FL 32825

    $445,00018 Days on yellowkey   MLS ID: O6414734

    1 Days Off yellowkey (back on 6/20/2026)

    REDUCED by $14,000 (3.1%) on 06/17/2026

    For Sale O6414734 - 224 CAPE SABLE DR, ORLANDO, FL 32825 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1832
       Built: 2004
    Monthly Fee: $100
       Tax: $6,143 (2025)
    Community: Woodland Lakes
    Single Family


    Estimated Monthly Payment: $3,050 (change assumption)
    Mortgage ($2,438) + Fees ($100) + Taxes in 2025 ($512)


    Taxes:$6,143

    Elementary School: Cypress Springs Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Legacy Middle


  • 4357 ROUSH AVE, ORLANDO, FL 32803

    $633,20248 Days on yellowkey   MLS ID: TB8507003

    For Sale TB8507003 - 4357 ROUSH AVE, ORLANDO, FL 32803 32 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1932
       Built: 2025
    Monthly Fee: $290
       Tax: $517 (2025)
    Community: Baldwin Crossing
    Townhouse


    Estimated Monthly Payment: $3,803 (change assumption)
    Mortgage ($3,470) + Fees ($290) + Taxes in 2025 ($43)


    Taxes:$517

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1777 FIREHOUSE LN #26104, ORLANDO, FL 32814

    $674,90023 Days on yellowkey   MLS ID: O6411996

    0 Days Off yellowkey (back on 6/19/2026)

    REDUCED by $60,100 (8.2%) on 06/15/2026

    For Sale O6411996 - 1777 FIREHOUSE LN #26104, ORLANDO, FL 32814 50 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1737
       Built: 2010
    Monthly Fee: $93
       Tax: $5,136 (2025)
    Community: Baldwin Park 07
    Spa: No

    Condo


    Estimated Monthly Payment: $4,219 (change assumption)
    Mortgage ($3,698) + Fees ($93) + Taxes in 2025 ($428)


    Taxes:$5,136

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 817 ALTALOMA AVE, ORLANDO, FL 32803

    $390,000161 Days on yellowkey   MLS ID: O6374066

    REDUCED by $9,000 (2.3%) on 06/19/2026

    For Sale O6374066 - 817 ALTALOMA AVE, ORLANDO, FL 32803 26 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 723
       Built: 1930   Tax: $4,527 (2024)
    Community: Weidows Rep
    Single Family


    Estimated Monthly Payment: $2,514 (change assumption)
    Mortgage ($2,137) + Taxes in 2024 ($377)


    Taxes:$4,527

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Audubon Park K-8


  • 4365 ROUSH AVE, ORLANDO, FL 32803

    $516,57048 Days on yellowkey   MLS ID: TB8505940

    For Sale TB8505940 - 4365 ROUSH AVE, ORLANDO, FL 32803 22 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1390
       Built: 2025
    Monthly Fee: $289
       Tax: $517 (2025)
    Community: Baldwin Crossing
    Townhouse


    Estimated Monthly Payment: $3,163 (change assumption)
    Mortgage ($2,830) + Fees ($289) + Taxes in 2025 ($43)


    Taxes:$517

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 711 HIGH ST, ORLANDO, FL 32803

    $285,00042 Days on yellowkey   MLS ID: O6406516

    0 Days Off yellowkey (back on 5/22/2026)

    For Sale O6406516 - 711 HIGH ST, ORLANDO, FL 32803 26 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 874
       Built: 1956   Tax: $3,619 (2025)
    Community: Lake Barton Shores
    Single Family


    Estimated Monthly Payment: $1,863 (change assumption)
    Mortgage ($1,562) + Taxes in 2025 ($302)


    Taxes:$3,619

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle




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Home, townhome, condo, villa, and other listing sales data closeby Winter Park High is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on homes for sale nearby Winter Park High, Orlando . You can use our website to view Multiple Listing Service (MLS) data on Orlando homes near Winter Park High. 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 listings that are close to Winter Park High.



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.