REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search

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

Sort:
  • 4317 ROUSH AVE, ORLANDO, FL 32803

    $630,000238 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


  • 817 ALTALOMA AVE, ORLANDO, FL 32803

    $399,000140 Days on yellowkey   MLS ID: O6374066

    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: $2,564 (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


  • 2264 GRENWICH AVE #2264, ORLANDO, FL 32817

    $249,00015 Days on yellowkey   MLS ID: O6409470

    0 Days Off yellowkey (back on 5/28/2026)

    For Sale O6409470 - 2264 GRENWICH AVE #2264, ORLANDO, FL 32817 44 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1248
       Built: 1991
    Monthly Fee: $380
       Tax: $3,287 (2025)
    Community: Colonial Landings Ph 05
    Condo


    Estimated Monthly Payment: $2,018 (change assumption)
    Mortgage ($1,364) + Fees ($380) + Taxes in 2025 ($274)


    Taxes:$3,287

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 2066 BRINK ALY, ORLANDO, FL 32814

    $680,000122 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


  • 918 SHOREVIEW DR, ORLANDO, FL 32807

    $309,00074 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 40 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


  • 2414 ILLINOIS ST, ORLANDO, FL 32803

    $450,000246 Days on yellowkey   MLS ID: NS1086116

    0 Days Off yellowkey (back on 5/27/2026)

    REDUCED by $5,000 (1.1%) on 05/17/2026

    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: $3,104 (change assumption)
    Mortgage ($2,466) + 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


  • 2733 MIDDLE ST, ORLANDO, FL 32807

    $395,00070 Days on yellowkey   MLS ID: O6394410

    REDUCED by $5,000 (1.3%) on 05/26/2026

    For Sale O6394410 - 2733 MIDDLE ST, ORLANDO, FL 32807 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1204
       Built: 1975   Tax: $5,667 (2025)
    Community: Hanging Moss Estates
    Single Family


    Estimated Monthly Payment: $2,637 (change assumption)
    Mortgage ($2,164) + Taxes in 2025 ($472)


    Taxes:$5,667

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 2614 CAVANAUGH DR, ORLANDO, FL 32817

    $600,00022 Days on yellowkey   MLS ID: O6408051

    0 Days Off yellowkey (back on 5/26/2026)

    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


  • 5416 PENWAY DR, ORLANDO, FL 32814

    $949,999210 Days on yellowkey   MLS ID: O6357821

    REDUCED by $17,001 (1.8%) on 04/30/2026

    For Sale O6357821 - 5416 PENWAY DR, ORLANDO, FL 32814 79 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: $5,958 (change assumption)
    Mortgage ($5,205) + 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


  • 4036 BIBB LN, ORLANDO, FL 32817

    $440,000119 Days on yellowkey   MLS ID: O6379247

    REDUCED by $10,000 (2.2%) on 05/26/2026

    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: $2,692 (change assumption)
    Mortgage ($2,411) + Taxes in 2024 ($281)


    Taxes:$3,374

    Elementary School: Aloma Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 2639 BETTY ST, ORLANDO, FL 32803

    $470,00078 Days on yellowkey   MLS ID: O6391321

    For Sale O6391321 - 2639 BETTY ST, ORLANDO, FL 32803 21 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1263
       Built: 1953   Tax: $6,785 (2025)
    Community: Colonial Acres
    Single Family


    Estimated Monthly Payment: $3,141 (change assumption)
    Mortgage ($2,575) + Taxes in 2025 ($565)


    Taxes:$6,785

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 4353 ROUSH AVE, ORLANDO, FL 32803

    $517,50027 Days on yellowkey   MLS ID: TB8507013

    For Sale TB8507013 - 4353 ROUSH AVE, ORLANDO, FL 32803 36 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: $3,168 (change assumption)
    Mortgage ($2,836) + 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


  • 1353 CHATFIELD PL, ORLANDO, FL 32814

    $595,00084 Days on yellowkey   MLS ID: O6389946

    REDUCED by $15,000 (2.5%) on 04/17/2026

    For Sale O6389946 - 1353 CHATFIELD PL, ORLANDO, FL 32814 33 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 1994
       Built: 2004
    Monthly Fee: $93
       Tax: $9,917 (2025)
    Community: Baldwin Park 115
    Townhouse


    Estimated Monthly Payment: $4,180 (change assumption)
    Mortgage ($3,260) + Fees ($93) + Taxes in 2025 ($826)


    Taxes:$9,917

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1567 LAKE BALDWIN LN, ORLANDO, FL 32814

    $1,399,00027 Days on yellowkey   MLS ID: O6406181

    For Sale O6406181 - 1567 LAKE BALDWIN LN, ORLANDO, FL 32814 59 photos

    Bed: 0   Bath: 0.0   Gar: 2
    Liv Area Sq Ft: 3129
       Built: 2006
    Monthly Fee: $900
       Tax: $15,030 (2025)
    Community: Baldwin Parka
    Apartment


    Estimated Monthly Payment: $9,818 (change assumption)
    Mortgage ($7,666) + Fees ($900) + Taxes in 2025 ($1,252)


    Taxes:$15,030

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1567 LAKE BALDWIN LN, ORLANDO, FL 32814

    $1,399,00028 Days on yellowkey   MLS ID: O6406178

    For Sale O6406178 - 1567 LAKE BALDWIN LN, ORLANDO, FL 32814 59 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3129
       Built: 2006
    Monthly Fee: $900
       Tax: $15,030 (2025)
    Community: Baldwin Parka
    Townhouse


    Estimated Monthly Payment: $9,818 (change assumption)
    Mortgage ($7,666) + Fees ($900) + Taxes in 2025 ($1,252)


    Taxes:$15,030

    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

    $274,90082 Days on yellowkey   MLS ID: O6390840

    REDUCED by $5,000 (1.8%) on 05/22/2026

    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: $2,151 (change assumption)
    Mortgage ($1,506) + 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


  • 8874 ASPEN AVE, ORLANDO, FL 32817

    $429,00022 Days on yellowkey   MLS ID: O6407158

    0 Days Off yellowkey (back on 5/23/2026)

    For Sale O6407158 - 8874 ASPEN AVE, ORLANDO, FL 32817 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1602
       Built: 1979
    Monthly Fee: $67
       Tax: $1,968 (2025)
    Community: Woodside Village
    Spa: No

    Single Family


    Estimated Monthly Payment: $2,582 (change assumption)
    Mortgage ($2,351) + Fees ($67) + Taxes in 2025 ($164)


    Taxes:$1,968

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 4602 JETTY ST, ORLANDO, FL 32817

    $625,00021 Days on yellowkey   MLS ID: O6406721

    1 Days Off yellowkey (back on 5/23/2026)

    For Sale O6406721 - 4602 JETTY ST, ORLANDO, FL 32817 32 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2682
       Built: 2001
    Monthly Fee: $53
       Tax: $643 (2025)
    Community: Georgia Cove 44/1
    Single Family


    Estimated Monthly Payment: $3,531 (change assumption)
    Mortgage ($3,425) + Fees ($53) + Taxes in 2025 ($54)


    Taxes:$643

    Elementary School: Arbor Ridge Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2713 YUCCA ST, ORLANDO, FL 32807

    $475,00014 Days on yellowkey   MLS ID: O6409204

    For Sale O6409204 - 2713 YUCCA ST, ORLANDO, FL 32807 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1709
       Built: 1968   Tax: $5,666 (2025)
    Community: Evergreen Terrace
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,075 (change assumption)
    Mortgage ($2,603) + Taxes in 2025 ($472)


    Taxes:$5,666

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 711 HIGH ST, ORLANDO, FL 32803

    $285,00021 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




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.