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Homes for Sale Near Winter Park High in Orlando - 93 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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  • 1310 COLETTA DR, ORLANDO, FL 32807

    $339,00035 Days on yellowkey   MLS ID: O6386157

    0 Days Off yellowkey (back on 4/21/2026)

    For Sale O6386157 - 1310 COLETTA DR, ORLANDO, FL 32807 34 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1513
       Built: 1952   Tax: $5,177 (2025)
    Community: J J Kates Sub
    Single Family


    Estimated Monthly Payment: $2,289 (change assumption)
    Mortgage ($1,857) + Taxes in 2025 ($431)


    Taxes:$5,177

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1563 COMMON WAY RD, ORLANDO, FL 32814

    $619,000102 Days on yellowkey   MLS ID: O6371726

    REDUCED by $10,000 (1.6%) on 04/21/2026

    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: $4,907 (change assumption)
    Mortgage ($3,392) + 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


  • 1735 FOSS AVE, ORLANDO, FL 32814

    $3,195,00020 Days on yellowkey   MLS ID: O6394768

    REDUCED by $100,000 (3.0%) on 04/15/2026

    For Sale O6394768 - 1735 FOSS AVE, ORLANDO, FL 32814 45 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 5358
       Built: 2014
    Monthly Fee: $93
       Tax: $26,052 (2025)
    Community: Baldwin Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $19,770 (change assumption)
    Mortgage ($17,506) + Fees ($93) + Taxes in 2025 ($2,171)


    Taxes:$26,052

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 5416 PENWAY DR, ORLANDO, FL 32814

    $967,000165 Days on yellowkey   MLS ID: O6357821

    0 Days Off yellowkey (back on 4/21/2026)

    REDUCED by $28,000 (2.8%) on 04/11/2026

    For Sale O6357821 - 5416 PENWAY DR, ORLANDO, FL 32814 78 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2518
       Built: 2006
    Monthly Fee: $93
       Tax: $7,918 (2024)
    Community: Baldwin Park Poa
    Single Family


    Estimated Monthly Payment: $6,051 (change assumption)
    Mortgage ($5,298) + Fees ($93) + Taxes in 2024 ($660)


    Taxes:$7,918

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 2620 WOODS EDGE CIR, ORLANDO, FL 32817

    $365,00029 Days on yellowkey   MLS ID: O6391878

    4 Days Off yellowkey (back on 4/20/2026)

    For Sale O6391878 - 2620 WOODS EDGE CIR, ORLANDO, FL 32817 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1498
       Built: 1997
    Monthly Fee: $9
       Tax: $4,195 (2025)
    Community: Econ River Estates
    Single Family


    Estimated Monthly Payment: $2,359 (change assumption)
    Mortgage ($2,000) + Fees ($9) + Taxes in 2025 ($350)


    Taxes:$4,195

    Elementary School: Arbor Ridge Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Union Park Middle


  • 2414 ILLINOIS ST, ORLANDO, FL 32803

    $455,000201 Days on yellowkey   MLS ID: NS1086116

    REDUCED by $10,000 (2.2%) on 04/21/2026

    For Sale NS1086116 - 2414 ILLINOIS ST, ORLANDO, FL 32803 33 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1094
       Built: 1953   Tax: $7,656 (2024)
    Community: Colonial Acres
    Single Family


    Estimated Monthly Payment: $3,131 (change assumption)
    Mortgage ($2,493) + Taxes in 2024 ($638)


    Taxes:$7,656

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Audubon Park K-8


  • 925 HANLEY ALY, ORLANDO, FL 32814

    $1,100,0004 Days on yellowkey   MLS ID: O6398590

    For Sale O6398590 - 925 HANLEY ALY, ORLANDO, FL 32814 64 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2160
       Built: 2003
    Monthly Fee: $102
       Tax: $10,144 (2025)
    Community: Baldwin Park Ut 01 50 121
    Single Family


    Estimated Monthly Payment: $6,975 (change assumption)
    Mortgage ($6,027) + Fees ($102) + Taxes in 2025 ($845)


    Taxes:$10,144

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 7920 DUNSTABLE CIR, ORLANDO, FL 32817

    $509,00096 Days on yellowkey   MLS ID: TB8464605

    1 Days Off yellowkey (back on 4/21/2026)

    REDUCED by $9,000 (1.7%) on 04/21/2026

    For Sale TB8464605 - 7920 DUNSTABLE CIR, ORLANDO, FL 32817 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1988
       Built: 1984
    Monthly Fee: $7
       Tax: $2,993 (2025)
    Community: Aloma Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,045 (change assumption)
    Mortgage ($2,789) + Fees ($7) + Taxes in 2025 ($249)


    Taxes:$2,993

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2035 LAKE SUE DR, ORLANDO, FL 32803

    $1,100,00056 Days on yellowkey   MLS ID: O6380179

    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


  • 1389 CHATFIELD PL, ORLANDO, FL 32814

    $715,0004 Days on yellowkey   MLS ID: O6399919

    For Sale O6399919 - 1389 CHATFIELD PL, ORLANDO, FL 32814 54 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2337
       Built: 2004
    Monthly Fee: $494
       Tax: $12,506 (2025)
    Community: Baldwin Park Unit 3
    Townhouse


    Estimated Monthly Payment: $5,454 (change assumption)
    Mortgage ($3,918) + Fees ($494) + Taxes in 2025 ($1,042)


    Taxes:$12,506

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 3505 CORRINE DR, ORLANDO, FL 32803

    $399,99940 Days on yellowkey   MLS ID: O6390232

    0 Days Off yellowkey (back on 4/20/2026)

    For Sale O6390232 - 3505 CORRINE DR, ORLANDO, FL 32803 22 photos

    Bed: 2   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 987
       Built: 1952   Tax: $4,573 (2025)
    Community: Northwood Terrace
    Single Family


    Estimated Monthly Payment: $2,573 (change assumption)
    Mortgage ($2,192) + Taxes in 2025 ($381)


    Taxes:$4,573

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 1315 GEORGIA BLVD, ORLANDO, FL 32803

    $1,890,000105 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


  • 2066 BRINK ALY, ORLANDO, FL 32814

    $680,00077 Days on yellowkey   MLS ID: O6379018

    0 Days Off yellowkey (back on 4/20/2026)

    REDUCED by $15,000 (2.2%) on 04/17/2026

    For Sale O6379018 - 2066 BRINK ALY, ORLANDO, FL 32814 36 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2123
       Built: 2010
    Monthly Fee: $572
       Tax: $11,203 (2025)
    Community: Baldwin Park Rep 01
    Townhouse


    Estimated Monthly Payment: $5,232 (change assumption)
    Mortgage ($3,726) + Fees ($572) + Taxes in 2025 ($934)


    Taxes:$11,203

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 4036 BIBB LN, ORLANDO, FL 32817

    $458,00074 Days on yellowkey   MLS ID: O6379247

    For Sale O6379247 - 4036 BIBB LN, ORLANDO, FL 32817 24 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: $2,791 (change assumption)
    Mortgage ($2,510) + Taxes in 2024 ($281)


    Taxes:$3,374

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 8407 ROANNE DR, ORLANDO, FL 32817

    $398,50022 Days on yellowkey   MLS ID: O6394593

    1 Days Off yellowkey (back on 4/19/2026)

    For Sale O6394593 - 8407 ROANNE DR, ORLANDO, FL 32817 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1498
       Built: 1978   Tax: $5,198 (2025)
    Community: Glenwood Park Sub
    Single Family


    Estimated Monthly Payment: $2,617 (change assumption)
    Mortgage ($2,184) + Taxes in 2025 ($433)


    Taxes:$5,198

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1864 PROSPECT AVE, ORLANDO, FL 32814

    $649,00054 Days on yellowkey   MLS ID: O6383275

    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: $5,132 (change assumption)
    Mortgage ($3,556) + 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


  • 2990 PLAZA TERRACE DR #2990, ORLANDO, FL 32803

    $214,80061 Days on yellowkey   MLS ID: O6383596

    0 Days Off yellowkey (back on 2/24/2026)

    For Sale O6383596 - 2990 PLAZA TERRACE DR #2990, ORLANDO, FL 32803 24 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 663
       Built: 1972   Tax: $3,262 (2025)
    Community: Audubon Place City Condo
    Condo


    Estimated Monthly Payment: $1,449 (change assumption)
    Mortgage ($1,177) + Taxes in 2025 ($272)


    Taxes:$3,262

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: None


  • 1894 PROSPECT AVE, ORLANDO, FL 32814

    $650,0006 Days on yellowkey   MLS ID: O6393158

    For Sale O6393158 - 1894 PROSPECT AVE, ORLANDO, FL 32814 38 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2420
       Built: 2008
    Monthly Fee: $592
       Tax: $12,484 (2025)
    Community: Baldwin Park Rep 01
    Townhouse


    Estimated Monthly Payment: $5,194 (change assumption)
    Mortgage ($3,562) + Fees ($592) + Taxes in 2025 ($1,040)


    Taxes:$12,484

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 4571 VIRGINIA DR, ORLANDO, FL 32814

    $690,000164 Days on yellowkey   MLS ID: O6357766

    For Sale O6357766 - 4571 VIRGINIA DR, ORLANDO, FL 32814 68 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2436
       Built: 2005
    Monthly Fee: $574
       Tax: $12,397 (2024)
    Community: Baldwin Park
    Townhouse


    Estimated Monthly Payment: $5,388 (change assumption)
    Mortgage ($3,781) + Fees ($574) + Taxes in 2024 ($1,033)


    Taxes:$12,397

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 7923 THURMOND CT, ORLANDO, FL 32817

    $475,0006 Days on yellowkey   MLS ID: O6399360

    For Sale O6399360 - 7923 THURMOND CT, ORLANDO, FL 32817 60 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1820
       Built: 1984
    Monthly Fee: $7
       Tax: $2,979 (2025)
    Community: Aloma Estates
    Single Family


    Estimated Monthly Payment: $2,858 (change assumption)
    Mortgage ($2,603) + Fees ($7) + Taxes in 2025 ($248)


    Taxes:$2,979

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland 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.