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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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  • 2515 LAURA PL, ORLANDO, FL 32803

    $410,00027 Days on yellowkey   MLS ID: O6403326

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

    For Sale O6403326 - 2515 LAURA PL, ORLANDO, FL 32803 25 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 1085
       Built: 1953   Tax: $2,495 (2025)
    Community: Colonial Acres
    Single Family


    Estimated Monthly Payment: $2,454 (change assumption)
    Mortgage ($2,247) + Taxes in 2025 ($208)


    Taxes:$2,495

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 5656 ROYAL PINE BLVD #27, ORLANDO, FL 32807

    $195,00096 Days on yellowkey   MLS ID: O6384013

    REDUCED by $4,000 (2.0%) on 05/01/2026

    For Sale O6384013 - 5656 ROYAL PINE BLVD #27, ORLANDO, FL 32807 26 photos

    Bed: 3   Bath: 1.5
    Liv Area Sq Ft: 1133
       Built: 1978
    Monthly Fee: $264
       Tax: $2,052 (2024)
    Community: Semoran Club Condo
    Condo


    Estimated Monthly Payment: $1,503 (change assumption)
    Mortgage ($1,068) + Fees ($264) + Taxes in 2024 ($171)


    Taxes:$2,052

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 3884 LOWER PARK RD, ORLANDO, FL 32814

    $2,090,00063 Days on yellowkey   MLS ID: O6393290

    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: $13,013 (change assumption)
    Mortgage ($11,452) + 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


  • 1563 COMMON WAY RD, ORLANDO, FL 32814

    $619,000137 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


  • 2409 GARBELIA AVE, ORLANDO, FL 32817

    $340,000183 Days on yellowkey   MLS ID: O6362011

    0 Days Off yellowkey (back on 4/30/2026)

    For Sale O6362011 - 2409 GARBELIA AVE, ORLANDO, FL 32817 83 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1010
       Built: 1970   Tax: $2,597 (2024)
    Community: Harrell Heights Rep
    Single Family


    Estimated Monthly Payment: $2,079 (change assumption)
    Mortgage ($1,863) + Taxes in 2024 ($216)


    Taxes:$2,597

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Union Park Middle


  • 4892 BEACH BLVD, ORLANDO, FL 32803

    $582,99572 Days on yellowkey   MLS ID: O6390891

    REDUCED by $1,004 (0.2%) on 04/30/2026

    For Sale O6390891 - 4892 BEACH BLVD, ORLANDO, FL 32803 41 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2077
       Built: 2014
    Monthly Fee: $142
       Tax: $5,849 (2025)
    Community: Baldwin Cove
    Single Family


    Estimated Monthly Payment: $3,824 (change assumption)
    Mortgage ($3,194) + Fees ($142) + Taxes in 2025 ($487)


    Taxes:$5,849

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1131 FERN AVE, ORLANDO, FL 32814

    $1,750,000244 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


  • 2312 MONTANA ST, ORLANDO, FL 32803

    $1,379,00027 Days on yellowkey   MLS ID: TB8502758

    For Sale TB8502758 - 2312 MONTANA ST, ORLANDO, FL 32803 2 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3465
       Built: 2026   Tax: $1,643 (2025)
    Community: Phillips Rep 01 Lakewood
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,693 (change assumption)
    Mortgage ($7,556) + Taxes in 2025 ($137)


    Taxes:$1,643

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 2721 E MARKS ST, ORLANDO, FL 32803

    $675,000130 Days on yellowkey   MLS ID: O6374453

    REDUCED by $2,500 (0.4%) on 04/29/2026

    For Sale O6374453 - 2721 E MARKS ST, ORLANDO, FL 32803 21 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1569
       Built: 1955   Tax: $9,249 (2025)
    Community: Primrose Terrace
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,469 (change assumption)
    Mortgage ($3,699) + Taxes in 2025 ($771)


    Taxes:$9,249

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 1389 CHATFIELD PL, ORLANDO, FL 32814

    $715,00039 Days on yellowkey   MLS ID: O6399919

    0 Days Off yellowkey (back on 4/29/2026)

    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


  • 825 N PRIMROSE DR #204, ORLANDO, FL 32803

    $150,000159 Days on yellowkey   MLS ID: O6367436

    0 Days Off yellowkey (back on 4/28/2026)

    For Sale O6367436 - 825 N PRIMROSE DR #204, ORLANDO, FL 32803 16 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 618
       Built: 1966   Tax: $1,539 (2025)
    Community: Primrose Plaza
    Condo


    Estimated Monthly Payment: $950 (change assumption)
    Mortgage ($822) + Taxes in 2025 ($128)


    Taxes:$1,539

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 4416 TWINVIEW LN, ORLANDO, FL 32814

    $1,695,00099 Days on yellowkey   MLS ID: O6382016

    0 Days Off yellowkey (back on 4/16/2026)

    For Sale O6382016 - 4416 TWINVIEW LN, ORLANDO, FL 32814 70 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4026
       Built: 2003
    Monthly Fee: $93
       Tax: $19,932 (2025)
    Community: Baldwin Park Ut 01 50 121
    Single Family


    Estimated Monthly Payment: $11,041 (change assumption)
    Mortgage ($9,287) + Fees ($93) + Taxes in 2025 ($1,661)


    Taxes:$19,932

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1310 COLETTA DR, ORLANDO, FL 32807

    $339,00070 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


  • 4317 ROUSH AVE, ORLANDO, FL 32803

    $630,000228 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


  • 5508 TARTAN DR, ORLANDO, FL 32807

    $469,00061 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


  • 7920 DUNSTABLE CIR, ORLANDO, FL 32817

    $509,000131 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


  • 2066 BRINK ALY, ORLANDO, FL 32814

    $680,000112 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


  • 7923 THURMOND CT, ORLANDO, FL 32817

    $475,00041 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


  • 3916 VALENCIA GROVE LN, ORLANDO, FL 32817

    $365,00071 Days on yellowkey   MLS ID: O6390980

    1 Days Off yellowkey (back on 4/18/2026)

    For Sale O6390980 - 3916 VALENCIA GROVE LN, ORLANDO, FL 32817 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1188
       Built: 1986   Tax: $4,848 (2025)
    Community: Valencia Grove
    Single Family


    Estimated Monthly Payment: $2,404 (change assumption)
    Mortgage ($2,000) + Taxes in 2025 ($404)


    Taxes:$4,848

    Elementary School: Arbor Ridge Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 2415 LAURA PL, ORLANDO, FL 32803

    $1,600,00081 Days on yellowkey   MLS ID: O6386133

    0 Days Off yellowkey (back on 4/17/2026)

    REDUCED by $80,000 (4.8%) on 04/03/2026

    For Sale O6386133 - 2415 LAURA PL, ORLANDO, FL 32803 37 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3500
       Built: 2026   Tax: $5,502 (2025)
    Community: Colonial Acres
    Single Family


    Estimated Monthly Payment: $9,225 (change assumption)
    Mortgage ($8,767) + Taxes in 2025 ($459)


    Taxes:$5,502

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8




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.