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:
  • 4033 IBIS DR, ORLANDO, FL 32803

    $525,000Listed 06/04/2026 11:07AM   MLS ID: O6413734

    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: $3,468 (change assumption)
    Mortgage ($2,877) + 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


  • 2959 UPPER PARK RD, ORLANDO, FL 32814

    $589,000Listed 06/04/2026 11:48AM   MLS ID: O6412043

    For Sale O6412043 - 2959 UPPER PARK RD, ORLANDO, FL 32814 63 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1897
       Built: 2005
    Monthly Fee: $534
       Tax: $9,857 (2025)
    Community: Baldwin Park
    Townhouse


    Estimated Monthly Payment: $4,583 (change assumption)
    Mortgage ($3,227) + Fees ($534) + Taxes in 2025 ($821)


    Taxes:$9,857

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 9889 LAKE GEORGIA DR, ORLANDO, FL 32817

    $2,790,0001 Day on yellowkey   MLS ID: O6412657

    For Sale O6412657 - 9889 LAKE GEORGIA DR, ORLANDO, FL 32817 82 photos

    Bed: 5   Bath: 6.5   Gar: 3
    Liv Area Sq Ft: 5638
       Built: 2022   Tax: $22,108 (2025)
    Community: Lake Georgia Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $17,130 (change assumption)
    Mortgage ($15,287) + Taxes in 2025 ($1,842)


    Taxes:$22,108

    Elementary School: Arbor Ridge Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2806 MOSS GROVE BLVD, ORLANDO, FL 32807

    $349,990Listed 06/04/2026 6:43AM   MLS ID: S5151206

    For Sale S5151206 - 2806 MOSS GROVE BLVD, ORLANDO, FL 32807 20 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1272
       Built: 1975   Tax: $1,398 (2025)
    Community: Hanging Moss Estates
    Single Family


    Estimated Monthly Payment: $2,034 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($117)


    Taxes:$1,398

    Elementary School: Cheney Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 1310 COLETTA DR, ORLANDO, FL 32807

    $319,99980 Days on yellowkey   MLS ID: O6386157

    REDUCED by $10,000 (3.0%) on 06/04/2026

    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: $2,185 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($431)


    Taxes:$5,177

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 4337 ROUSH AVE, ORLANDO, FL 32803

    $632,43043 Days on yellowkey   MLS ID: TB8501100

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

    For Sale TB8501100 - 4337 ROUSH AVE, ORLANDO, FL 32803 29 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1932
       Built: 2025
    Monthly Fee: $299
       Tax: $517 (2025)
    Community: Baldwin Crossing
    Townhouse


    Estimated Monthly Payment: $3,807 (change assumption)
    Mortgage ($3,465) + Fees ($299) + 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

    $633,20227 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


  • 4333 ROUSH AVE, ORLANDO, FL 32803

    $499,900102 Days on yellowkey   MLS ID: TB8479380

    REDUCED by $17,470 (3.4%) on 05/26/2026

    For Sale TB8479380 - 4333 ROUSH AVE, ORLANDO, FL 32803 36 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1390
       Built: 2026
    Monthly Fee: $290
       Tax: $517 (2025)
    Community: Baldwin Crossing
    Townhouse


    Estimated Monthly Payment: $3,072 (change assumption)
    Mortgage ($2,739) + 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


  • 2315 UPPER PARK RD #302, ORLANDO, FL 32814

    $610,00044 Days on yellowkey   MLS ID: O6399861

    For Sale O6399861 - 2315 UPPER PARK RD #302, ORLANDO, FL 32814 35 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


  • 1777 FIREHOUSE LN #26104, ORLANDO, FL 32814

    $735,0001 Day on yellowkey   MLS ID: O6411996

    For Sale O6411996 - 1777 FIREHOUSE LN #26104, ORLANDO, FL 32814 49 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1737
       Built: 2010
    Monthly Fee: $93
       Tax: $5,136 (2025)
    Community: Baldwin Park 07
    Spa: No

    Condo


    Estimated Monthly Payment: $4,548 (change assumption)
    Mortgage ($4,027) + Fees ($93) + Taxes in 2025 ($428)


    Taxes:$5,136

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 2506 WOODSIDE AVE, ORLANDO, FL 32803

    $1,149,0002 Days on yellowkey   MLS ID: O6413252

    For Sale O6413252 - 2506 WOODSIDE AVE, ORLANDO, FL 32803 18 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2642
       Built: 2017   Tax: $14,777 (2025)
    Community: Beeman Park
    Single Family


    Estimated Monthly Payment: $7,527 (change assumption)
    Mortgage ($6,296) + Taxes in 2025 ($1,231)


    Taxes:$14,777

    Elementary School: Audubon Park K8

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Audubon Park K-8


  • 1819 COMMON WAY RD #203, ORLANDO, FL 32814

    $499,000169 Days on yellowkey   MLS ID: O6367794

    REDUCED by $8,000 (1.6%) on 05/28/2026

    For Sale O6367794 - 1819 COMMON WAY RD #203, ORLANDO, FL 32814 23 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1429
       Built: 2010   Tax: $4,266 (2024)
    Community: Baldwin Park 07
    Condo


    Estimated Monthly Payment: $3,090 (change assumption)
    Mortgage ($2,734) + Taxes in 2024 ($356)


    Taxes:$4,266

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2024

    Middle School: Glenridge Middle


  • 8825 BUTTERNUT BLVD, ORLANDO, FL 32817

    $455,9004 Days on yellowkey   MLS ID: O6404329

    For Sale O6404329 - 8825 BUTTERNUT BLVD, ORLANDO, FL 32817 50 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1722
       Built: 1979
    Monthly Fee: $67
       Tax: $2,346 (2025)
    Community: Woodside Village
    Single Family


    Estimated Monthly Payment: $2,761 (change assumption)
    Mortgage ($2,498) + Fees ($67) + Taxes in 2025 ($196)


    Taxes:$2,346

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 1735 FOSS AVE, ORLANDO, FL 32814

    $3,195,00065 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 44 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


  • 3838 HAWS LN, ORLANDO, FL 32814

    $1,149,00010 Days on yellowkey   MLS ID: O6410550

    For Sale O6410550 - 3838 HAWS LN, ORLANDO, FL 32814 52 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2731
       Built: 2005
    Monthly Fee: $92
       Tax: $17,789 (2025)
    Community: Baldwin Park
    Single Family


    Estimated Monthly Payment: $7,870 (change assumption)
    Mortgage ($6,296) + Fees ($92) + Taxes in 2025 ($1,482)


    Taxes:$17,789

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 771 LAKE BALDWIN LN, ORLANDO, FL 32803

    $599,00022 Days on yellowkey   MLS ID: O6407201

    REDUCED by $20,000 (3.2%) on 06/03/2026

    For Sale O6407201 - 771 LAKE BALDWIN LN, ORLANDO, FL 32803 36 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2001
       Built: 2020
    Monthly Fee: $80
       Tax: $8,054 (2025)
    Community: Lake Baldwin 5
    Townhouse


    Estimated Monthly Payment: $4,033 (change assumption)
    Mortgage ($3,282) + Fees ($80) + Taxes in 2025 ($671)


    Taxes:$8,054

    Elementary School: Baldwin Park Elementary

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Glenridge Middle


  • 8617 AMBER OAK CT, ORLANDO, FL 32817

    $599,0008 Days on yellowkey   MLS ID: O6411412

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

    For Sale O6411412 - 8617 AMBER OAK CT, ORLANDO, FL 32817 33 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2253
       Built: 1986   Tax: $8,889 (2025)
    Community: Forest Lakes Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,023 (change assumption)
    Mortgage ($3,282) + Taxes in 2025 ($741)


    Taxes:$8,889

    Elementary School: Lakemont Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Maitland Middle


  • 2726 & 2740 N DEAN RD, ORLANDO, FL 32817

    $2,600,0001144 Days on yellowkey   MLS ID: O6104701

    12 Days Off yellowkey (back on 8/2/2023)

    For Sale O6104701 - 2726 & 2740 N DEAN RD, ORLANDO, FL 32817 9 photos

    Bed: 6   Bath: 4.0
    Liv Area Sq Ft: 4304
       Built: 1947   Tax: $2,320 (2022)
    Community: Orlando
    Single Family


    Estimated Monthly Payment: $14,440 (change assumption)
    Mortgage ($14,246) + Taxes in 2022 ($193)


    Taxes:$2,320

    Elementary School: Arbor Ridge Elem

    High School: Winter Park High

    Tax Year: 2022

    Middle School: Union Park Middle


  • 9909 EARLSTON ST, ORLANDO, FL 32817

    $449,0007 Days on yellowkey   MLS ID: O6411569

    For Sale O6411569 - 9909 EARLSTON ST, ORLANDO, FL 32817 30 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2140
       Built: 1985
    Monthly Fee: $15
       Tax: $4,619 (2025)
    Community: Hunters Trace
    Single Family


    Estimated Monthly Payment: $2,860 (change assumption)
    Mortgage ($2,460) + Fees ($15) + Taxes in 2025 ($385)


    Taxes:$4,619

    Elementary School: Arbor Ridge Elem

    High School: Winter Park High

    Tax Year: 2025

    Middle School: Union Park Middle


  • 9717 LAKE DOUGLAS PL, ORLANDO, FL 32817

    $679,00071 Days on yellowkey   MLS ID: O6391068

    REDUCED by $70,000 (9.3%) on 05/29/2026

    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: $4,114 (change assumption)
    Mortgage ($3,720) + 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




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.