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Winter Garden Single Family Homes For Sale - 719 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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  • 1830 MORNING SKY DR, WINTER GARDEN, FL 34787

    $465,0007 Days on yellowkey   MLS ID: O6426519

    For Sale O6426519 - 1830 MORNING SKY DR, WINTER GARDEN, FL 34787 42 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2145
       Built: 2004
    Monthly Fee: $100
       Tax: $6,009 (2025)
    Community: Emerald Ridge
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,149 (change assumption)
    Mortgage ($2,548) + Fees ($100) + Taxes in 2025 ($501)


    Taxes:$6,009

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 4958 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $540,00044 Days on yellowkey   MLS ID: S5151791

    For Sale S5151791 - 4958 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787 41 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1788
       Built: 2023
    Monthly Fee: $166
       Tax: $7,028 (2025)
    Community: Silverleaf Reserve
    Single Family


    Estimated Monthly Payment: $3,710 (change assumption)
    Mortgage ($2,959) + Fees ($166) + Taxes in 2025 ($586)


    Taxes:$7,028

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 12597 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $465,00071 Days on yellowkey   MLS ID: O6407413

    REDUCED by $10,000 (2.1%) on 07/22/2026

    For Sale O6407413 - 12597 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2322
       Built: 2022
    Monthly Fee: $225
       Tax: $8,365 (2025)
    Community: Encore At Ovation
    Single Family


    Estimated Monthly Payment: $3,470 (change assumption)
    Mortgage ($2,548) + Fees ($225) + Taxes in 2025 ($697)


    Taxes:$8,365

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15755 SWEET LIMETTA DR, WINTER GARDEN, FL 34787

    $790,000203 Days on yellowkey   MLS ID: O6370049

    REDUCED by $19,900 (2.5%) on 07/22/2026

    For Sale O6370049 - 15755 SWEET LIMETTA DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3633
       Built: 2018
    Monthly Fee: $110
       Tax: $11,264 (2025)
    Community: Highlands/Summerlake Grove Ph 2
    Single Family


    Estimated Monthly Payment: $5,377 (change assumption)
    Mortgage ($4,329) + Fees ($110) + Taxes in 2025 ($939)


    Taxes:$11,264

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1101 EAGLES PASS WAY, WINTER GARDEN, FL 34787

    $1,649,99970 Days on yellowkey   MLS ID: O6408835

    REDUCED by $25,000 (1.5%) on 07/07/2026

    For Sale O6408835 - 1101 EAGLES PASS WAY, WINTER GARDEN, FL 34787 62 photos

    Bed: 6   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4104
       Built: 2023
    Monthly Fee: $203
       Tax: $19,016 (2024)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $10,829 (change assumption)
    Mortgage ($9,041) + Fees ($203) + Taxes in 2024 ($1,585)


    Taxes:$19,016

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 7389 JOHN HANCOCK DR, WINTER GARDEN, FL 34787

    $1,250,0007 Days on yellowkey   MLS ID: O6426321

    1 Days Off yellowkey (back on 7/22/2026)

    For Sale O6426321 - 7389 JOHN HANCOCK DR, WINTER GARDEN, FL 34787 43 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4006
       Built: 2019
    Monthly Fee: $138
       Tax: $15,462 (2025)
    Community: Overlook 2 At Hamlin
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,276 (change assumption)
    Mortgage ($6,849) + Fees ($138) + Taxes in 2025 ($1,289)


    Taxes:$15,462

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 932 LOST GROVE CIR, WINTER GARDEN, FL 34787

    $619,00012 Days on yellowkey   MLS ID: O6424937

    For Sale O6424937 - 932 LOST GROVE CIR, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2891
       Built: 2007
    Monthly Fee: $95
       Tax: $9,109 (2025)
    Community: Grove Pk/Stone Crest A-E
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,246 (change assumption)
    Mortgage ($3,392) + Fees ($95) + Taxes in 2025 ($759)


    Taxes:$9,109

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 330 ENGLISH LAKE DR, WINTER GARDEN, FL 34787

    $1,090,00033 Days on yellowkey   MLS ID: O6417376

    3 Days Off yellowkey (back on 7/22/2026)

    For Sale O6417376 - 330 ENGLISH LAKE DR, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3047
       Built: 1997
    Monthly Fee: $64
       Tax: $6,672 (2025)
    Community: Westfield Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,592 (change assumption)
    Mortgage ($5,972) + Fees ($64) + Taxes in 2025 ($556)


    Taxes:$6,672

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 7687 BOWERY DR, WINTER GARDEN, FL 34787

    $799,99049 Days on yellowkey   MLS ID: O6415123

    REDUCED by $10,010 (1.2%) on 07/22/2026

    For Sale O6415123 - 7687 BOWERY DR, WINTER GARDEN, FL 34787 40 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3179
       Built: 2020
    Monthly Fee: $134
       Tax: $9,576 (2025)
    Community: Ravenna Ph 1
    Single Family


    Estimated Monthly Payment: $5,315 (change assumption)
    Mortgage ($4,383) + Fees ($134) + Taxes in 2025 ($798)


    Taxes:$9,576

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 6423 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787

    $708,7456 Days on yellowkey   MLS ID: G5115369

    0 Days Off yellowkey (back on 7/21/2026)

    For Sale G5115369 - 6423 WILD PERSIMMON WAY, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2102
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,033 (change assumption)
    Mortgage ($3,883) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 8721 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $679,00085 Days on yellowkey   MLS ID: G5111855

    0 Days Off yellowkey (back on 7/21/2026)

    REDUCED by $16,000 (2.3%) on 06/08/2026

    For Sale G5111855 - 8721 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2842
       Built: 2015
    Monthly Fee: $342
       Tax: $8,082 (2025)
    Community: Waterleigh Ph 1A
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,736 (change assumption)
    Mortgage ($3,720) + Fees ($342) + Taxes in 2025 ($673)


    Taxes:$8,082

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 13011 TRANQUIL WATER ALY, WINTER GARDEN, FL 34787

    $514,99052 Days on yellowkey   MLS ID: O6414240

    REDUCED by $20,000 (3.7%) on 07/21/2026

    For Sale O6414240 - 13011 TRANQUIL WATER ALY, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2025
    Monthly Fee: $160
       Tax: $1,747 (2025)
    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,127 (change assumption)
    Mortgage ($2,822) + Fees ($160) + Taxes in 2025 ($146)


    Taxes:$1,747

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 13023 TRANQUIL WATER ALY, WINTER GARDEN, FL 34787

    $524,99034 Days on yellowkey   MLS ID: O6419366

    REDUCED by $15,000 (2.8%) on 07/21/2026

    For Sale O6419366 - 13023 TRANQUIL WATER ALY, WINTER GARDEN, FL 34787 51 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2025
    Monthly Fee: $160
       Tax: $1,747 (2025)
    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,182 (change assumption)
    Mortgage ($2,877) + Fees ($160) + Taxes in 2025 ($146)


    Taxes:$1,747

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: None


  • 12033 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $749,99032 Days on yellowkey   MLS ID: O6418908

    REDUCED by $30,000 (3.8%) on 07/21/2026

    For Sale O6418908 - 12033 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2740
       Built: 2026
    Monthly Fee: $169
       Tax: $2,512 (2025)
    Community: Encore At Ovation
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,488 (change assumption)
    Mortgage ($4,109) + Fees ($169) + Taxes in 2025 ($209)


    Taxes:$2,512

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8289 TOPSAIL PL, WINTER GARDEN, FL 34787

    $890,00054 Days on yellowkey   MLS ID: S5151179

    2 Days Off yellowkey (back on 7/21/2026)

    REDUCED by $30,000 (3.3%) on 06/16/2026

    For Sale S5151179 - 8289 TOPSAIL PL, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2755
       Built: 2020
    Monthly Fee: $350
       Tax: $11,564 (2024)
    Community: Lakeshore Preserve Ph 5
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,190 (change assumption)
    Mortgage ($4,877) + Fees ($350) + Taxes in 2024 ($964)


    Taxes:$11,564

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 13822 JOMATT LOOP, WINTER GARDEN, FL 34787

    $975,00059 Days on yellowkey   MLS ID: O6411926

    0 Days Off yellowkey (back on 7/21/2026)

    REDUCED by $25,000 (2.5%) on 06/24/2026

    For Sale O6411926 - 13822 JOMATT LOOP, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3828
       Built: 2016
    Monthly Fee: $75
       Tax: $12,039 (2025)
    Community: Cypress Reserve Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,421 (change assumption)
    Mortgage ($5,342) + Fees ($75) + Taxes in 2025 ($1,003)


    Taxes:$12,039

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787

    $479,900332 Days on yellowkey   MLS ID: S5133690

    REDUCED by $20,000 (4.0%) on 07/14/2026

    For Sale S5133690 - 1672 MALCOLM POINTE DR, WINTER GARDEN, FL 34787 24 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2035
       Built: 2001
    Monthly Fee: $33
       Tax: $6,403 (2024)
    Community: Tuscany Ph 02
    Single Family


    Estimated Monthly Payment: $3,196 (change assumption)
    Mortgage ($2,630) + Fees ($33) + Taxes in 2024 ($534)


    Taxes:$6,403

    Elementary School: Maxey Elem

    High School: Ocoee High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 261 ZACHARY WADE ST, WINTER GARDEN, FL 34787

    $1,599,000267 Days on yellowkey   MLS ID: O6357233

    REDUCED by $46,000 (2.8%) on 07/09/2026

    For Sale O6357233 - 261 ZACHARY WADE ST, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3728
       Built: 2005
    Monthly Fee: $67
       Tax: $15,019 (2024)
    Community: Lakeview Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $10,080 (change assumption)
    Mortgage ($8,761) + Fees ($67) + Taxes in 2024 ($1,252)


    Taxes:$15,019

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 16153 WATER SPRING BLVD, WINTER GARDEN, FL 34787

    $549,990144 Days on yellowkey   MLS ID: O6387508

    For Sale O6387508 - 16153 WATER SPRING BLVD, WINTER GARDEN, FL 34787 53 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2042
       Built: 2020
    Monthly Fee: $108
       Tax: $6,865 (2024)
    Community: Storey Grove Ph 2
    Single Family


    Estimated Monthly Payment: $3,694 (change assumption)
    Mortgage ($3,014) + Fees ($108) + Taxes in 2024 ($572)


    Taxes:$6,865

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 16098 MANGROVE RD, WINTER GARDEN, FL 34787

    $559,000193 Days on yellowkey   MLS ID: O6373125

    1 Days Off yellowkey (back on 7/6/2026)

    REDUCED by $9,000 (1.6%) on 07/02/2026

    For Sale O6373125 - 16098 MANGROVE RD, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2472
       Built: 2021
    Monthly Fee: $257
       Tax: $5,612 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,788 (change assumption)
    Mortgage ($3,063) + Fees ($257) + Taxes in 2025 ($468)


    Taxes:$5,612

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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.