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Homes for Sale Near Winter Park High in Orlando - 94 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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  • 2315 UPPER PARK RD #302, ORLANDO, FL 32814

    $610,000Listed 04/22/2026 8:47PM   MLS ID: O6399861

    For Sale O6399861 - 2315 UPPER PARK RD #302, ORLANDO, FL 32814 34 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


  • 1206 COLETTA DR, ORLANDO, FL 32807

    $299,000175 Days on yellowkey   MLS ID: O6356330

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

    For Sale O6356330 - 1206 COLETTA DR, ORLANDO, FL 32807 20 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1520
       Built: 1979   Tax: $4,457 (2025)
    Community: J J Kates Sub
    Single Family


    Estimated Monthly Payment: $2,010 (change assumption)
    Mortgage ($1,638) + Taxes in 2025 ($371)


    Taxes:$4,457

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1800 PALM LN, ORLANDO, FL 32803

    $364,900123 Days on yellowkey   MLS ID: O6368846

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale O6368846 - 1800 PALM LN, ORLANDO, FL 32803 36 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1153
       Built: 1955   Tax: $5,299 (2025)
    Community: Lake Sue Park
    Single Family


    Estimated Monthly Payment: $2,441 (change assumption)
    Mortgage ($1,999) + Taxes in 2025 ($442)


    Taxes:$5,299

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 4317 ROUSH AVE, ORLANDO, FL 32803

    $630,000195 Days on yellowkey   MLS ID: TB8436757

    0 Days Off yellowkey (back on 4/22/2026)

    For Sale TB8436757 - 4317 ROUSH AVE, ORLANDO, FL 32803 39 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1932
       Built: 2025
    Monthly Fee: $290
       Tax: $517 (2024)
    Community: Baldwin Crossing
    Townhouse


    Estimated Monthly Payment: $3,785 (change assumption)
    Mortgage ($3,452) + Fees ($290) + Taxes in 2024 ($43)


    Taxes:$517

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 925 HANLEY ALY, ORLANDO, FL 32814

    $1,100,0006 Days on yellowkey   MLS ID: O6398590

    For Sale O6398590 - 925 HANLEY ALY, ORLANDO, FL 32814 59 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


  • 1224 TURRISI BLVD, ORLANDO, FL 32807

    $440,00063 Days on yellowkey   MLS ID: O6383883

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

    For Sale O6383883 - 1224 TURRISI BLVD, ORLANDO, FL 32807 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1380
       Built: 2012   Tax: $1,808 (2025)
    Community: Lake Susannah
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $2,562 (change assumption)
    Mortgage ($2,411) + Taxes in 2025 ($151)


    Taxes:$1,808

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 2839 ANTIOCH WAY, ORLANDO, FL 32807

    $329,90058 Days on yellowkey   MLS ID: O6385337

    0 Days Off yellowkey (back on 3/14/2026)

    For Sale O6385337 - 2839 ANTIOCH WAY, ORLANDO, FL 32807 40 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1459
       Built: 1970   Tax: $2,230 (2025)
    Community: Belmont Ests
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $1,993 (change assumption)
    Mortgage ($1,808) + Taxes in 2025 ($186)


    Taxes:$2,230

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1735 FOSS AVE, ORLANDO, FL 32814

    $3,195,00022 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: 4
    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


  • 5508 TARTAN DR, ORLANDO, FL 32807

    $469,00028 Days on yellowkey   MLS ID: TB8490608

    4 Days Off yellowkey (back on 4/22/2026)

    REDUCED by $10,000 (2.1%) on 04/11/2026

    For Sale TB8490608 - 5508 TARTAN DR, ORLANDO, FL 32807 70 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1515
       Built: 1961   Tax: $954 (2025)
    Community: Corrine Terrace
    Single Family


    Estimated Monthly Payment: $2,649 (change assumption)
    Mortgage ($2,570) + Taxes in 2025 ($80)


    Taxes:$954

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1310 COLETTA DR, ORLANDO, FL 32807

    $339,00037 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

    $619,000104 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


  • 5416 PENWAY DR, ORLANDO, FL 32814

    $967,000167 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

    $365,00031 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

    $455,000203 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


  • 7920 DUNSTABLE CIR, ORLANDO, FL 32817

    $509,00098 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

    $1,100,00058 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

    $715,0006 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

    $399,99942 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

    $1,890,000107 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

    $680,00079 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




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.