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Winter Garden Single Family Homes For Sale - 714 homes

Winter Garden Single Family Homes for Sale are located in Orange County, Florida. Find single family homes for sale in Winter Garden with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Winter Garden single family houses.

Location: Winter Garden

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  • 7580 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $693,23064 Days on yellowkey   MLS ID: G5111519

    0 Days Off yellowkey (back on 4/24/2026)

    For Sale G5111519 - 7580 SPRING VALLEY ST, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2515
       Built: 2026
    Monthly Fee: $122

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,920 (change assumption)
    Mortgage ($3,798) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14058 FRASIER ST, WINTER GARDEN, FL 34787

    $459,000127 Days on yellowkey   MLS ID: V4947394

    For Sale V4947394 - 14058 FRASIER ST, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1996
       Built: 2023
    Monthly Fee: $110
       Tax: $7,893 (2024)
    Community: Highland Rdg
    Single Family


    Estimated Monthly Payment: $3,283 (change assumption)
    Mortgage ($2,515) + Fees ($110) + Taxes in 2024 ($658)


    Taxes:$7,893

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 33 TIMBERCREEK PINES CIR, WINTER GARDEN, FL 34787

    $545,00037 Days on yellowkey   MLS ID: O6408941

    REDUCED by $10,000 (1.8%) on 06/22/2026

    For Sale O6408941 - 33 TIMBERCREEK PINES CIR, WINTER GARDEN, FL 34787 29 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1584
       Built: 2004
    Monthly Fee: $46
       Tax: $7,326 (2025)
    Community: Timbercreek Pines A B C & D
    Single Family


    Estimated Monthly Payment: $3,643 (change assumption)
    Mortgage ($2,986) + Fees ($46) + Taxes in 2025 ($610)


    Taxes:$7,326

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 1338 UNION CLUB DR, WINTER GARDEN, FL 34787

    $890,00018 Days on yellowkey   MLS ID: O6412710

    REDUCED by $10,000 (1.1%) on 06/10/2026

    For Sale O6412710 - 1338 UNION CLUB DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2637
       Built: 2014
    Monthly Fee: $208
       Tax: $13,895 (2025)
    Community: Oakland Parka
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,243 (change assumption)
    Mortgage ($4,877) + Fees ($208) + Taxes in 2025 ($1,158)


    Taxes:$13,895

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5545 BOWMAN DR, WINTER GARDEN, FL 34787

    $475,00045 Days on yellowkey   MLS ID: O6407484

    REDUCED by $5,000 (1.0%) on 06/24/2026

    For Sale O6407484 - 5545 BOWMAN DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1998
       Built: 2016
    Monthly Fee: $339
       Tax: $7,894 (2025)
    Community: Overlook 2/Hamlin Ph 1 & 6
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,600 (change assumption)
    Mortgage ($2,603) + Fees ($339) + Taxes in 2025 ($658)


    Taxes:$7,894

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 483 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787

    $339,90074 Days on yellowkey   MLS ID: O6398208

    For Sale O6398208 - 483 PENNSYLVANIA AVE, WINTER GARDEN, FL 34787 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1008
       Built: 1988   Tax: $2,702 (2025)
    Community: East Garden Manor Add 03
    Single Family


    Estimated Monthly Payment: $2,088 (change assumption)
    Mortgage ($1,862) + Taxes in 2025 ($225)


    Taxes:$2,702

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 1701 E BAY ST, WINTER GARDEN, FL 34787

    $295,00021 Days on yellowkey   MLS ID: O6413973

    For Sale O6413973 - 1701 E BAY ST, WINTER GARDEN, FL 34787 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 825
       Built: 1950   Tax: $2,560 (2025)
    Community: Joe Louis Park First Add
    Single Family


    Estimated Monthly Payment: $1,830 (change assumption)
    Mortgage ($1,616) + Taxes in 2025 ($213)


    Taxes:$2,560

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 638 AUTUMN OAKS LOOP, WINTER GARDEN, FL 34787

    $594,00016 Days on yellowkey   MLS ID: G5113531

    REDUCED by $26,000 (4.2%) on 06/18/2026

    For Sale G5113531 - 638 AUTUMN OAKS LOOP, WINTER GARDEN, FL 34787 55 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2044
       Built: 2005
    Monthly Fee: $146
       Tax: $3,096 (2025)
    Community: Winter Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,659 (change assumption)
    Mortgage ($3,255) + Fees ($146) + Taxes in 2025 ($258)


    Taxes:$3,096

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 12959 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $750,00011 Days on yellowkey   MLS ID: O6417449

    For Sale O6417449 - 12959 HARVEST RAIN AVE, WINTER GARDEN, FL 34787 13 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2858
       Built: 2026
    Monthly Fee: $140

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $4,249 (change assumption)
    Mortgage ($4,109) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15741 SWEET LEMON WAY, WINTER GARDEN, FL 34787

    $1,180,00011 Days on yellowkey   MLS ID: O6417058

    For Sale O6417058 - 15741 SWEET LEMON WAY, WINTER GARDEN, FL 34787 42 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3624
       Built: 2020
    Monthly Fee: $55
       Tax: $12,068 (2025)
    Community: Highlands/Summerlake
    Spa: No

    Single Family


    Estimated Monthly Payment: $7,526 (change assumption)
    Mortgage ($6,466) + Fees ($55) + Taxes in 2025 ($1,006)


    Taxes:$12,068

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17434 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $844,00022 Days on yellowkey   MLS ID: O6414274

    For Sale O6414274 - 17434 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 57 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3037
       Built: 2026
    Monthly Fee: $83

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,708 (change assumption)
    Mortgage ($4,625) + Fees ($83) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $775,00038 Days on yellowkey   MLS ID: O6409619

    For Sale O6409619 - 17422 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 39 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 2670
       Built: 2026
    Monthly Fee: $82

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,328 (change assumption)
    Mortgage ($4,246) + Fees ($82) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 17412 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787

    $725,00060 Days on yellowkey   MLS ID: O6402876

    REDUCED by $2,000 (0.3%) on 05/06/2026

    For Sale O6402876 - 17412 HONEYBELL TANGELO CT, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2120
       Built: 2026
    Monthly Fee: $82

    Community: Northlake At Ovation
    Single Family


    Estimated Monthly Payment: $4,055 (change assumption)
    Mortgage ($3,973) + Fees ($82) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 14280 BRAEMAR ST, WINTER GARDEN, FL 34787

    $499,00066 Days on yellowkey   MLS ID: TB8500322

    REDUCED by $40,000 (7.4%) on 06/12/2026

    For Sale TB8500322 - 14280 BRAEMAR ST, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1964
       Built: 2023
    Monthly Fee: $100
       Tax: $7,928 (2025)
    Community: Highland Rdg
    Single Family


    Estimated Monthly Payment: $3,495 (change assumption)
    Mortgage ($2,734) + Fees ($100) + Taxes in 2025 ($661)


    Taxes:$7,928

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14776 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787

    $880,00012 Days on yellowkey   MLS ID: O6416354

    For Sale O6416354 - 14776 MAGNOLIA RIDGE LOOP, WINTER GARDEN, FL 34787 72 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2876
       Built: 2017
    Monthly Fee: $187
       Tax: $11,232 (2025)
    Community: Orchard Hills Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,945 (change assumption)
    Mortgage ($4,822) + Fees ($187) + Taxes in 2025 ($936)


    Taxes:$11,232

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 15518 FOUNTAIN COVE CT, WINTER GARDEN, FL 34787

    $574,99044 Days on yellowkey   MLS ID: O6407942

    For Sale O6407942 - 15518 FOUNTAIN COVE CT, WINTER GARDEN, FL 34787 64 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2040
       Built: 2018
    Monthly Fee: $342
       Tax: $8,434 (2025)
    Community: Waterleigh Ph 1A
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,195 (change assumption)
    Mortgage ($3,151) + Fees ($342) + Taxes in 2025 ($703)


    Taxes:$8,434

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14140 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787

    $996,97577 Days on yellowkey   MLS ID: O6397262

    REDUCED by $25 (0.0%) on 05/28/2026

    For Sale O6397262 - 14140 COUNTRY ESTATE DR, WINTER GARDEN, FL 34787 72 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2346
       Built: 1984
    Monthly Fee: $71
       Tax: $10,303 (2025)
    Community: Country Lakes
    Single Family


    Estimated Monthly Payment: $6,392 (change assumption)
    Mortgage ($5,463) + Fees ($71) + Taxes in 2025 ($859)


    Taxes:$10,303

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15592 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787

    $2,350,00010 Days on yellowkey   MLS ID: A4697264

    1 Days Off yellowkey (back on 6/25/2026)

    For Sale A4697264 - 15592 AVENUE OF THE ARBORS, WINTER GARDEN, FL 34787 61 photos

    Bed: 6   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4978
       Built: 2015
    Monthly Fee: $195
       Tax: $21,848 (2026)
    Community: Signature Lks-Pcl 01D Ph 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,892 (change assumption)
    Mortgage ($12,876) + Fees ($195) + Taxes in 2026 ($1,821)


    Taxes:$21,848

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Horizon West Middle School


  • 8220 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $550,00023 Days on yellowkey   MLS ID: O6412974

    For Sale O6412974 - 8220 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2016
    Monthly Fee: $332
       Tax: $8,597 (2025)
    Community: Waterleigh Ph 1B
    Single Family


    Estimated Monthly Payment: $4,062 (change assumption)
    Mortgage ($3,014) + Fees ($332) + Taxes in 2025 ($716)


    Taxes:$8,597

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 9110 MORGANA CT, WINTER GARDEN, FL 34787

    $2,099,00037 Days on yellowkey   MLS ID: O6409413

    REDUCED by $100,000 (4.5%) on 06/24/2026

    For Sale O6409413 - 9110 MORGANA CT, WINTER GARDEN, FL 34787 72 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4661
       Built: 2021
    Monthly Fee: $423
       Tax: $20,524 (2025)
    Community: Avalon Cove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,634 (change assumption)
    Mortgage ($11,501) + Fees ($423) + Taxes in 2025 ($1,710)


    Taxes:$20,524

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle




Why Bother Searching Elsewhere for Winter Garden Single Family Homes for Sale?

Winter Garden home, townhome, and condo, villa, and other listing sale data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on single family homes for sale in Winter Garden . You can use our website to view Multiple Listing Service (MLS) data on Winter Garden single family homes. 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 Winter Garden single family home listings.



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.