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Homes for Sale Near Winter Park High in Orlando - 113 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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  • 8013 RHEA CIR, ORLANDO, FL 32807

    $320,000132 Days on yellowkey   MLS ID: O6373437

    REDUCED by $10,000 (3.0%) on 05/16/2026

    For Sale O6373437 - 8013 RHEA CIR, ORLANDO, FL 32807 31 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1025
       Built: 1970   Tax: $3,535 (2025)
    Community: Ivanhoe Estates
    Single Family


    Estimated Monthly Payment: $2,048 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($295)


    Taxes:$3,535

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 2620 CAVANAUGH DR, ORLANDO, FL 32817

    $625,000154 Days on yellowkey   MLS ID: O6369315

    REDUCED by $33,990 (5.2%) on 05/15/2026

    For Sale O6369315 - 2620 CAVANAUGH DR, ORLANDO, FL 32817 2 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: $3,629 (change assumption)
    Mortgage ($3,425) + Fees ($130) + Taxes in 2025 ($74)


    Taxes:$887

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 2614 CAVANAUGH DR, ORLANDO, FL 32817

    $600,00012 Days on yellowkey   MLS ID: O6408051

    REDUCED by $24,990 (4.0%) on 05/15/2026

    For Sale O6408051 - 2614 CAVANAUGH DR, ORLANDO, FL 32817 9 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: $3,492 (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


  • 8101 DOMINGUIN ST, ORLANDO, FL 32817

    $289,000465 Days on yellowkey   MLS ID: S5120808

    0 Days Off yellowkey (back on 5/15/2026)

    For Sale S5120808 - 8101 DOMINGUIN ST, ORLANDO, FL 32817 22 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1200
       Built: 1960   Tax: $3,558 (2024)
    Community: Sun Haven First Add
    Single Family


    Estimated Monthly Payment: $1,880 (change assumption)
    Mortgage ($1,584) + Taxes in 2024 ($297)


    Taxes:$3,558

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 1315 GEORGIA BLVD, ORLANDO, FL 32803

    $1,890,000140 Days on yellowkey   MLS ID: O6371109

    For Sale O6371109 - 1315 GEORGIA BLVD, ORLANDO, FL 32803 10 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3939
       Built: 2026   Tax: $6,159 (2024)
    Community: Colonial Manor
    Single Family


    Estimated Monthly Payment: $10,869 (change assumption)
    Mortgage ($10,356) + Taxes in 2024 ($513)


    Taxes:$6,159

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Audubon Park K-8


  • 1864 PROSPECT AVE, ORLANDO, FL 32814

    $644,00089 Days on yellowkey   MLS ID: O6383275

    1 Days Off yellowkey (back on 5/15/2026)

    REDUCED by $5,000 (0.8%) on 05/04/2026

    For Sale O6383275 - 1864 PROSPECT AVE, ORLANDO, FL 32814 100 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2434
       Built: 2009
    Monthly Fee: $592
       Tax: $11,810 (2024)
    Community: Baldwin Park
    Townhouse


    Estimated Monthly Payment: $5,105 (change assumption)
    Mortgage ($3,529) + Fees ($592) + Taxes in 2024 ($984)


    Taxes:$11,810

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 2680 CAVANAUGH DR, ORLANDO, FL 32817

    $648,990150 Days on yellowkey   MLS ID: O6369656

    For Sale O6369656 - 2680 CAVANAUGH DR, ORLANDO, FL 32817 2 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


  • 4475 TWINVIEW LN, ORLANDO, FL 32814

    $975,00025 Days on yellowkey   MLS ID: O6403983

    1 Days Off yellowkey (back on 5/7/2026)

    For Sale O6403983 - 4475 TWINVIEW LN, ORLANDO, FL 32814 28 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2669
       Built: 2004
    Monthly Fee: $523
       Tax: $15,658 (2025)
    Community: Baldwin Park Un #1
    Townhouse


    Estimated Monthly Payment: $7,170 (change assumption)
    Mortgage ($5,342) + Fees ($523) + Taxes in 2025 ($1,305)


    Taxes:$15,658

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 9513 DARIEN AVE #9513, ORLANDO, FL 32817

    $170,00095 Days on yellowkey   MLS ID: O6384336

    For Sale O6384336 - 9513 DARIEN AVE #9513, ORLANDO, FL 32817 34 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 732
       Built: 1987   Tax: $1,739 (2024)
    Community: Colonial Landings Ph 04
    Condo


    Estimated Monthly Payment: $1,076 (change assumption)
    Mortgage ($931) + Taxes in 2024 ($145)


    Taxes:$1,739

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Union Park Middle


  • 9705 LINGWOOD TRL, ORLANDO, FL 32817

    $369,90015 Days on yellowkey   MLS ID: S5149681

    0 Days Off yellowkey (back on 5/13/2026)

    For Sale S5149681 - 9705 LINGWOOD TRL, ORLANDO, FL 32817 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1318
       Built: 1990   Tax: $1,611 (2025)
    Community: Arbor Ridge North
    Single Family


    Estimated Monthly Payment: $2,161 (change assumption)
    Mortgage ($2,027) + Taxes in 2025 ($134)


    Taxes:$1,611

    Elementary School: Arbor Ridge Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Union Park Middle


  • 4337 ROUSH AVE, ORLANDO, FL 32803

    $632,43033 Days on yellowkey   MLS ID: TB8501100

    2 Days Off yellowkey (back on 5/13/2026)

    For Sale TB8501100 - 4337 ROUSH AVE, ORLANDO, FL 32803 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1932
       Built: 2025
    Monthly Fee: $299
       Tax: $517 (2025)
    Community: Baldwin Crossing
    Townhouse


    Estimated Monthly Payment: $3,807 (change assumption)
    Mortgage ($3,465) + Fees ($299) + Taxes in 2025 ($43)


    Taxes:$517

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 2315 UPPER PARK RD #302, ORLANDO, FL 32814

    $610,00034 Days on yellowkey   MLS ID: O6399861

    For Sale O6399861 - 2315 UPPER PARK RD #302, ORLANDO, FL 32814 35 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1307
       Built: 2006   Tax: $8,191 (2025)
    Community: Baldwin Park #4 Condo
    Condo


    Estimated Monthly Payment: $4,025 (change assumption)
    Mortgage ($3,342) + Taxes in 2025 ($683)


    Taxes:$8,191

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 3966 LAKE MIRA DR, ORLANDO, FL 32817

    $650,000524 Days on yellowkey   MLS ID: O6265478

    1 Days Off yellowkey (back on 4/9/2026)

    For Sale O6265478 - 3966 LAKE MIRA DR, ORLANDO, FL 32817 35 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2369
       Built: 1981
    Monthly Fee: $17
       Tax: $7,757 (2024)
    Community: Cove At Lake Mira
    Single Family


    Estimated Monthly Payment: $4,225 (change assumption)
    Mortgage ($3,562) + Fees ($17) + Taxes in 2024 ($646)


    Taxes:$7,757

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 2503 JAMIE CIR, ORLANDO, FL 32803

    $550,000109 Days on yellowkey   MLS ID: O6380344

    2 Days Off yellowkey (back on 5/12/2026)

    REDUCED by $10,000 (1.8%) on 05/03/2026

    For Sale O6380344 - 2503 JAMIE CIR, ORLANDO, FL 32803 25 photos

    Bed: 4   Bath: 2.5
    Liv Area Sq Ft: 1449
       Built: 1954   Tax: $6,700 (2024)
    Community: Colonial Acres
    Single Family


    Estimated Monthly Payment: $3,572 (change assumption)
    Mortgage ($3,014) + Taxes in 2024 ($558)


    Taxes:$6,700

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Audubon Park K-8


  • 1645 LAKE BALDWIN LN, ORLANDO, FL 32814

    $659,90019 Days on yellowkey   MLS ID: O6405161

    0 Days Off yellowkey (back on 5/12/2026)

    For Sale O6405161 - 1645 LAKE BALDWIN LN, ORLANDO, FL 32814 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1762
       Built: 2007
    Monthly Fee: $490
       Tax: $10,324 (2025)
    Community: Baldwin Park
    Townhouse


    Estimated Monthly Payment: $4,966 (change assumption)
    Mortgage ($3,616) + Fees ($490) + Taxes in 2025 ($860)


    Taxes:$10,324

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 4036 BIBB LN, ORLANDO, FL 32817

    $450,000109 Days on yellowkey   MLS ID: O6379247

    REDUCED by $8,000 (1.7%) on 05/01/2026

    For Sale O6379247 - 4036 BIBB LN, ORLANDO, FL 32817 32 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1645
       Built: 1980   Tax: $3,374 (2024)
    Community: Harbor East
    Single Family


    Estimated Monthly Payment: $2,747 (change assumption)
    Mortgage ($2,466) + Taxes in 2024 ($281)


    Taxes:$3,374

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 817 ALTALOMA AVE, ORLANDO, FL 32803

    $399,000130 Days on yellowkey   MLS ID: O6374066

    1 Days Off yellowkey (back on 5/12/2026)

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

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 723
       Built: 1930   Tax: $4,527 (2024)
    Community: Weidows Rep
    Single Family


    Estimated Monthly Payment: $2,564 (change assumption)
    Mortgage ($2,186) + 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

    $516,57017 Days on yellowkey   MLS ID: TB8505940

    For Sale TB8505940 - 4365 ROUSH AVE, ORLANDO, FL 32803 5 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


  • 2035 LAKE SUE DR, ORLANDO, FL 32803

    $1,100,00091 Days on yellowkey   MLS ID: O6380179

    0 Days Off yellowkey (back on 4/23/2026)

    REDUCED by $95,000 (7.9%) on 04/17/2026

    For Sale O6380179 - 2035 LAKE SUE DR, ORLANDO, FL 32803 45 photos

    Bed: 5   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 3490
       Built: 1938   Tax: $11,880 (2025)
    Community: Beeman Park
    Single Family


    Estimated Monthly Payment: $7,017 (change assumption)
    Mortgage ($6,027) + Taxes in 2025 ($990)


    Taxes:$11,880

    Elementary School: None

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 3658 N ECONLOCKHATCHEE TRL, ORLANDO, FL 32817

    $570,000125 Days on yellowkey   MLS ID: O6375830

    REDUCED by $5,000 (0.9%) on 05/10/2026

    For Sale O6375830 - 3658 N ECONLOCKHATCHEE TRL, ORLANDO, FL 32817 29 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1744
       Built: 1955   Tax: $3,893 (2024)
    Community: Lakewood Park
    Single Family


    Estimated Monthly Payment: $3,448 (change assumption)
    Mortgage ($3,123) + Taxes in 2024 ($324)


    Taxes:$3,893

    Elementary School: Arbor Ridge Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle




Why Bother Searching Elsewhere for Homes For Sale and Real Estate nearby Winter Park High?

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.