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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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  • 2639 BETTY ST, ORLANDO, FL 32803

    $470,00068 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


  • 4512 BRIDGEWATER DR, ORLANDO, FL 32817

    $895,000171 Days on yellowkey   MLS ID: O6365659

    REDUCED by $41,000 (4.4%) on 05/20/2026

    For Sale O6365659 - 4512 BRIDGEWATER DR, ORLANDO, FL 32817 46 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2091
       Built: 1983   Tax: $7,214 (2025)
    Community: Watermill Sec 01
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,505 (change assumption)
    Mortgage ($4,904) + Taxes in 2025 ($601)


    Taxes:$7,214

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 3803 ETHAN LN, ORLANDO, FL 32814

    $889,00025 Days on yellowkey   MLS ID: O6402987

    For Sale O6402987 - 3803 ETHAN LN, ORLANDO, FL 32814 47 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2178
       Built: 2005
    Monthly Fee: $534
       Tax: $12,183 (2025)
    Community: Baldwin Park
    Spa: No

    Townhouse


    Estimated Monthly Payment: $6,420 (change assumption)
    Mortgage ($4,871) + Fees ($534) + Taxes in 2025 ($1,015)


    Taxes:$12,183

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 4353 ROUSH AVE, ORLANDO, FL 32803

    $517,50017 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


  • 4357 ROUSH AVE, ORLANDO, FL 32803

    $633,20217 Days on yellowkey   MLS ID: TB8507003

    For Sale TB8507003 - 4357 ROUSH AVE, ORLANDO, FL 32803 35 photos

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


    Estimated Monthly Payment: $3,803 (change assumption)
    Mortgage ($3,470) + Fees ($290) + Taxes in 2025 ($43)


    Taxes:$517

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 9717 LAKE DOUGLAS PL, ORLANDO, FL 32817

    $749,00061 Days on yellowkey   MLS ID: O6391068

    INCREASED by $149,001 (24.8%) on 04/28/2026

    For Sale O6391068 - 9717 LAKE DOUGLAS PL, ORLANDO, FL 32817 49 photos

    Bed: 6   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 2855
       Built: 1987   Tax: $4,727 (2025)
    Community: Arbor Club
    Single Family


    Estimated Monthly Payment: $4,498 (change assumption)
    Mortgage ($4,104) + Taxes in 2025 ($394)


    Taxes:$4,727

    Elementary School: Arbor Ridge Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Union Park Middle


  • 1353 CHATFIELD PL, ORLANDO, FL 32814

    $595,00074 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

    $1,399,00017 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

    $1,399,00018 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

    $274,90072 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


  • 3923 HAWS LN, ORLANDO, FL 32814

    $1,225,0003 Days on yellowkey   MLS ID: O6410482

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

    For Sale O6410482 - 3923 HAWS LN, ORLANDO, FL 32814 1 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2549
       Built: 2004
    Monthly Fee: $102
       Tax: $12,903 (2025)
    Community: Baldwin Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,889 (change assumption)
    Mortgage ($6,712) + Fees ($102) + Taxes in 2025 ($1,075)


    Taxes:$12,903

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 8874 ASPEN AVE, ORLANDO, FL 32817

    $429,00012 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

    $625,00011 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

    $475,0004 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

    $285,00011 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


  • 4029 TAMARISK WAY, ORLANDO, FL 32817

    $475,0006 Days on yellowkey   MLS ID: O6409365

    0 Days Off yellowkey (back on 5/22/2026)

    For Sale O6409365 - 4029 TAMARISK WAY, ORLANDO, FL 32817 49 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1992
       Built: 1979
    Monthly Fee: $67
       Tax: $2,650 (2025)
    Community: Woodside Village
    Single Family


    Estimated Monthly Payment: $2,891 (change assumption)
    Mortgage ($2,603) + Fees ($67) + Taxes in 2025 ($221)


    Taxes:$2,650

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2916 PLAZA TERRACE DRIVE #2916, ORLANDO, FL 32803

    $299,90033 Days on yellowkey   MLS ID: O6401067

    REDUCED by $5,100 (1.7%) on 05/22/2026

    For Sale O6401067 - 2916 PLAZA TERRACE DRIVE #2916, ORLANDO, FL 32803 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 890
       Built: 1972
    Monthly Fee: $281
       Tax: $3,594 (2025)
    Community: Audubon Place City Condo
    Condo


    Estimated Monthly Payment: $2,224 (change assumption)
    Mortgage ($1,643) + Fees ($281) + Taxes in 2025 ($300)


    Taxes:$3,594

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 3709 MOCKINGBIRD LN, ORLANDO, FL 32803

    $575,00082 Days on yellowkey   MLS ID: O6387642

    0 Days Off yellowkey (back on 5/22/2026)

    REDUCED by $20,000 (3.4%) on 05/05/2026

    For Sale O6387642 - 3709 MOCKINGBIRD LN, ORLANDO, FL 32803 35 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1675
       Built: 1954   Tax: $6,647 (2025)
    Community: Audubon Park Tanager Sec
    Single Family


    Estimated Monthly Payment: $3,705 (change assumption)
    Mortgage ($3,151) + Taxes in 2025 ($554)


    Taxes:$6,647

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 3715 WREN LANE, ORLANDO, FL 32803

    $699,00011 Days on yellowkey   MLS ID: O6404996

    0 Days Off yellowkey (back on 5/22/2026)

    For Sale O6404996 - 3715 WREN LANE, ORLANDO, FL 32803 36 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1425
       Built: 1956   Tax: $6,730 (2025)
    Community: Audubon Park Tanager Sec
    Single Family


    Estimated Monthly Payment: $4,391 (change assumption)
    Mortgage ($3,830) + Taxes in 2025 ($561)


    Taxes:$6,730

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 9504 CANNON DR, ORLANDO, FL 32817

    $420,00038 Days on yellowkey   MLS ID: O6400350

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

    For Sale O6400350 - 9504 CANNON DR, ORLANDO, FL 32817 27 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1521
       Built: 1985   Tax: $3,518 (2025)
    Community: Watermill Sec 03
    Single Family


    Estimated Monthly Payment: $2,594 (change assumption)
    Mortgage ($2,301) + Taxes in 2025 ($293)


    Taxes:$3,518

    Elementary School: Arbor Ridge Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle




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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.