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Homes for Sale Near Winter Park High in Orlando - 109 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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  • 1822 JASPER DR, ORLANDO, FL 32807

    $334,90010 Days on yellowkey   MLS ID: O6424897

    0 Days Off yellowkey (back on 7/24/2026)

    For Sale O6424897 - 1822 JASPER DR, ORLANDO, FL 32807 15 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1196
       Built: 1976   Tax: $4,803 (2025)
    Community: Tiffany Terrace
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,235 (change assumption)
    Mortgage ($1,835) + Taxes in 2025 ($400)


    Taxes:$4,803

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1406 NOLAN CT, ORLANDO, FL 32814

    $1,050,000183 Days on yellowkey   MLS ID: O6375465

    For Sale O6375465 - 1406 NOLAN CT, ORLANDO, FL 32814 39 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2639
       Built: 2007
    Monthly Fee: $102
       Tax: $15,578 (2025)
    Community: Baldwin Park
    Single Family


    Estimated Monthly Payment: $7,153 (change assumption)
    Mortgage ($5,753) + Fees ($102) + Taxes in 2025 ($1,298)


    Taxes:$15,578

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1131 FERN AVE, ORLANDO, FL 32814

    $1,750,000303 Days on yellowkey   MLS ID: O6346976

    For Sale O6346976 - 1131 FERN AVE, ORLANDO, FL 32814 62 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3461
       Built: 2004
    Monthly Fee: $102
       Tax: $13,827 (2025)
    Community: Baldwin Park Unit 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,843 (change assumption)
    Mortgage ($9,589) + Fees ($102) + Taxes in 2025 ($1,152)


    Taxes:$13,827

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 3884 LOWER PARK RD, ORLANDO, FL 32814

    $1,895,000122 Days on yellowkey   MLS ID: O6393290

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

    REDUCED by $195,000 (9.3%) on 05/28/2026

    For Sale O6393290 - 3884 LOWER PARK RD, ORLANDO, FL 32814 53 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4315
       Built: 2004
    Monthly Fee: $93
       Tax: $17,622 (2025)
    Community: Baldwin Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,945 (change assumption)
    Mortgage ($10,383) + Fees ($93) + Taxes in 2025 ($1,469)


    Taxes:$17,622

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 7909 WALDORF CT, ORLANDO, FL 32817

    $440,0008 Days on yellowkey   MLS ID: O6425425

    For Sale O6425425 - 7909 WALDORF CT, ORLANDO, FL 32817 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1628
       Built: 1992   Tax: $5,492 (2025)
    Community: Bradford Cove Ph 03
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,869 (change assumption)
    Mortgage ($2,411) + Taxes in 2025 ($458)


    Taxes:$5,492

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 2734 MEETING PL, ORLANDO, FL 32814

    $2,250,000Listed 07/24/2026 9:17AM   MLS ID: O6427564

    For Sale O6427564 - 2734 MEETING PL, ORLANDO, FL 32814 46 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4929
       Built: 2005
    Monthly Fee: $102
       Tax: $34,230 (2025)
    Community: Baldwin Park 6
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,283 (change assumption)
    Mortgage ($12,328) + Fees ($102) + Taxes in 2025 ($2,852)


    Taxes:$34,230

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 918 SHOREVIEW DR, ORLANDO, FL 32807

    $309,000123 Days on yellowkey   MLS ID: O6392300

    REDUCED by $10,000 (3.1%) on 05/28/2026

    For Sale O6392300 - 918 SHOREVIEW DR, ORLANDO, FL 32807 41 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 1286
       Built: 1925   Tax: $4,837 (2025)
    Community: Lake Barton Park
    Single Family


    Estimated Monthly Payment: $2,096 (change assumption)
    Mortgage ($1,693) + Taxes in 2025 ($403)


    Taxes:$4,837

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 4495 TWINVIEW LN, ORLANDO, FL 32814

    $825,00048 Days on yellowkey   MLS ID: O6412567

    REDUCED by $50,000 (5.7%) on 07/09/2026

    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: $5,806 (change assumption)
    Mortgage ($4,520) + 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


  • 3021 PLAZA TERRACE DR, ORLANDO, FL 32803

    $649,00040 Days on yellowkey   MLS ID: O6415562

    For Sale O6415562 - 3021 PLAZA TERRACE DR, ORLANDO, FL 32803 31 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1752
       Built: 1967   Tax: $10,530 (2025)
    Community: Plaza Terrace
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,434 (change assumption)
    Mortgage ($3,556) + Taxes in 2025 ($878)


    Taxes:$10,530

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: None


  • 4346 DAUBERT ST, ORLANDO, FL 32803

    $419,90029 Days on yellowkey   MLS ID: O6419932

    For Sale O6419932 - 4346 DAUBERT ST, ORLANDO, FL 32803 25 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1150
       Built: 1974   Tax: $3,833 (2025)
    Community: Jamajo
    Single Family


    Estimated Monthly Payment: $2,620 (change assumption)
    Mortgage ($2,301) + Taxes in 2025 ($319)


    Taxes:$3,833

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 3627 BOBOLINK LN, ORLANDO, FL 32803

    $1,415,0001 Day on yellowkey   MLS ID: TB8532041

    For Sale TB8532041 - 3627 BOBOLINK LN, ORLANDO, FL 32803 6 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3565
       Built: 2026   Tax: $1,683 (2025)
    Community: Audubon Park
    Single Family


    Estimated Monthly Payment: $7,893 (change assumption)
    Mortgage ($7,753) + Taxes in 2025 ($140)


    Taxes:$1,683

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 2410 LAKE SHORE DR, ORLANDO, FL 32803

    $1,975,00011 Days on yellowkey   MLS ID: O6424495

    0 Days Off yellowkey (back on 7/23/2026)

    For Sale O6424495 - 2410 LAKE SHORE DR, ORLANDO, FL 32803 35 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3815
       Built: 1959   Tax: $11,707 (2025)
    Community: Rose Isle Sec 09
    Spa: No

    Single Family


    Estimated Monthly Payment: $11,797 (change assumption)
    Mortgage ($10,822) + Taxes in 2025 ($976)


    Taxes:$11,707

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 980 BURNS ST, ORLANDO, FL 32803

    $719,90024 Days on yellowkey   MLS ID: O6421001

    REDUCED by $10,000 (1.4%) on 07/23/2026

    For Sale O6421001 - 980 BURNS ST, ORLANDO, FL 32803 52 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2446
       Built: 2020   Tax: $9,574 (2025)
    Community: Jamajo
    Single Family


    Estimated Monthly Payment: $4,742 (change assumption)
    Mortgage ($3,945) + Taxes in 2025 ($798)


    Taxes:$9,574

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 4033 IBIS DR, ORLANDO, FL 32803

    $515,00050 Days on yellowkey   MLS ID: O6413734

    1 Days Off yellowkey (back on 7/23/2026)

    REDUCED by $10,000 (1.9%) on 06/30/2026

    For Sale O6413734 - 4033 IBIS DR, ORLANDO, FL 32803 29 photos

    Bed: 3   Bath: 1.0   Gar: 1
    Liv Area Sq Ft: 1190
       Built: 1956   Tax: $7,091 (2025)
    Community: Audubon Park Card Heights Sec
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,413 (change assumption)
    Mortgage ($2,822) + Taxes in 2025 ($591)


    Taxes:$7,091

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 2680 CAVANAUGH DR, ORLANDO, FL 32817

    $600,000209 Days on yellowkey   MLS ID: O6369656

    REDUCED by $48,990 (7.5%) on 07/22/2026

    For Sale O6369656 - 2680 CAVANAUGH DR, ORLANDO, FL 32817 15 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


  • 7923 THURMOND CT, ORLANDO, FL 32817

    $465,000100 Days on yellowkey   MLS ID: O6399360

    REDUCED by $10,000 (2.1%) on 06/01/2026

    For Sale O6399360 - 7923 THURMOND CT, ORLANDO, FL 32817 63 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: $2,803 (change assumption)
    Mortgage ($2,548) + 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


  • 4063 LAKE MIRA DR, ORLANDO, FL 32817

    $565,00031 Days on yellowkey   MLS ID: G5114144

    REDUCED by $10,000 (1.7%) on 07/13/2026

    For Sale G5114144 - 4063 LAKE MIRA DR, ORLANDO, FL 32817 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2113
       Built: 1981
    Monthly Fee: $17
       Tax: $6,844 (2025)
    Community: Cove At Lake Mira
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,683 (change assumption)
    Mortgage ($3,096) + Fees ($17) + Taxes in 2025 ($570)


    Taxes:$6,844

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 2234 STONINGTON AVE #2234, ORLANDO, FL 32817

    $205,00022 Days on yellowkey   MLS ID: O6421962

    For Sale O6421962 - 2234 STONINGTON AVE #2234, ORLANDO, FL 32817 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 874
       Built: 1986
    Monthly Fee: $380
       Tax: $2,342 (2025)
    Community: Colonial Landings Ph 26
    Spa: No

    Condo


    Estimated Monthly Payment: $1,698 (change assumption)
    Mortgage ($1,123) + Fees ($380) + Taxes in 2025 ($195)


    Taxes:$2,342

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Union Park Middle


  • 5492 PENWAY DR, ORLANDO, FL 32814

    $905,00038 Days on yellowkey   MLS ID: O6417286

    For Sale O6417286 - 5492 PENWAY DR, ORLANDO, FL 32814 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1970
       Built: 2006
    Monthly Fee: $75
       Tax: $13,068 (2025)
    Community: Baldwin Parka
    Single Family


    Estimated Monthly Payment: $6,123 (change assumption)
    Mortgage ($4,959) + Fees ($75) + Taxes in 2025 ($1,089)


    Taxes:$13,068

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 3069 STANFIELD AVE, ORLANDO, FL 32814

    $1,350,00031 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




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.