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Winter Garden Single Family Homes For Sale - 711 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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  • 15327 HERON HIDEAWAY CIR, WINTER GARDEN, FL 34787

    $885,000131 Days on yellowkey   MLS ID: G5107891

    REDUCED by $30,000 (3.3%) on 06/17/2026

    For Sale G5107891 - 15327 HERON HIDEAWAY CIR, WINTER GARDEN, FL 34787 96 photos

    Bed: 7   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4267
       Built: 2012
    Monthly Fee: $128
       Tax: $11,470 (2025)
    Community: Johns Lake Pointe A & S
    Single Family


    Estimated Monthly Payment: $5,933 (change assumption)
    Mortgage ($4,849) + Fees ($128) + Taxes in 2025 ($956)


    Taxes:$11,470

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 2621 SHIREHALL LN, WINTER GARDEN, FL 34787

    $475,000104 Days on yellowkey   MLS ID: O6386585

    0 Days Off yellowkey (back on 5/14/2026)

    REDUCED by $25,000 (5.0%) on 04/17/2026

    For Sale O6386585 - 2621 SHIREHALL LN, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1960
       Built: 2003
    Monthly Fee: $243
       Tax: $3,181 (2024)
    Community: Stoneybrook West Ut 04 48 48
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,111 (change assumption)
    Mortgage ($2,603) + Fees ($243) + Taxes in 2024 ($265)


    Taxes:$3,181

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3407 CURRENT AVE, WINTER GARDEN, FL 34787

    $624,00062 Days on yellowkey   MLS ID: O6400102

    REDUCED by $26,000 (4.0%) on 06/17/2026

    For Sale O6400102 - 3407 CURRENT AVE, WINTER GARDEN, FL 34787 46 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3747
       Built: 2020
    Monthly Fee: $152
       Tax: $10,520 (2025)
    Community: Lakeview Preserve
    Single Family


    Estimated Monthly Payment: $4,448 (change assumption)
    Mortgage ($3,419) + Fees ($152) + Taxes in 2025 ($877)


    Taxes:$10,520

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 14542 BLACK CHERRY TRL, WINTER GARDEN, FL 34787

    $589,90023 Days on yellowkey   MLS ID: O6410574

    REDUCED by $10,100 (1.7%) on 06/16/2026

    For Sale O6410574 - 14542 BLACK CHERRY TRL, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2234
       Built: 2008
    Monthly Fee: $184
       Tax: $5,498 (2025)
    Community: Signature Lks-Pcl 01D Ph 01
    Single Family


    Estimated Monthly Payment: $3,874 (change assumption)
    Mortgage ($3,232) + Fees ($184) + Taxes in 2025 ($458)


    Taxes:$5,498

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15555 PANTHER LAKE DR, WINTER GARDEN, FL 34787

    $2,100,00062 Days on yellowkey   MLS ID: O6400010

    For Sale O6400010 - 15555 PANTHER LAKE DR, WINTER GARDEN, FL 34787 90 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4342
       Built: 2016
    Monthly Fee: $431
       Tax: $28,576 (2025)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $14,319 (change assumption)
    Mortgage ($11,507) + Fees ($431) + Taxes in 2025 ($2,381)


    Taxes:$28,576

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9414 EMERALD BERRY DR, WINTER GARDEN, FL 34787

    $867,000261 Days on yellowkey   MLS ID: O6348107

    72 Days Off yellowkey (back on 5/16/2026)

    For Sale O6348107 - 9414 EMERALD BERRY DR, WINTER GARDEN, FL 34787 66 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2921
       Built: 2024
    Monthly Fee: $86
       Tax: $1,802 (2024)
    Community: Summerlake Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,987 (change assumption)
    Mortgage ($4,751) + Fees ($86) + Taxes in 2024 ($150)


    Taxes:$1,802

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 11205 HOLLOW BAY DR, WINTER GARDEN, FL 34787

    $939,99087 Days on yellowkey   MLS ID: O6392839

    1 Days Off yellowkey (back on 5/15/2026)

    REDUCED by $10,000 (1.1%) on 05/15/2026

    For Sale O6392839 - 11205 HOLLOW BAY DR, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3327
       Built: 2025
    Monthly Fee: $250
       Tax: $1,989 (2025)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,566 (change assumption)
    Mortgage ($5,151) + Fees ($250) + Taxes in 2025 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13019 SERENE GLADE RD, WINTER GARDEN, FL 34787

    $549,9906 Days on yellowkey   MLS ID: G5113698

    REDUCED by $20,000 (3.5%) on 06/17/2026

    For Sale G5113698 - 13019 SERENE GLADE RD, WINTER GARDEN, FL 34787 26 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2078
       Built: 2026
    Monthly Fee: $121

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,135 (change assumption)
    Mortgage ($3,014) + Fees ($121) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8114 SAYINGS DR, WINTER GARDEN, FL 34787

    $739,00056 Days on yellowkey   MLS ID: O6401941

    REDUCED by $10,000 (1.3%) on 05/23/2026

    For Sale O6401941 - 8114 SAYINGS DR, WINTER GARDEN, FL 34787 56 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3284
       Built: 2023
    Monthly Fee: $221
       Tax: $9,107 (2025)
    Community: Storey Grove Ph 4
    Single Family


    Estimated Monthly Payment: $5,029 (change assumption)
    Mortgage ($4,049) + Fees ($221) + Taxes in 2025 ($759)


    Taxes:$9,107

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 13037 SERENE GLADE RD, WINTER GARDEN, FL 34787

    $559,9901 Day on yellowkey   MLS ID: G5113926

    For Sale G5113926 - 13037 SERENE GLADE RD, WINTER GARDEN, FL 34787 3 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1836
       Built: 2026
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $3,228 (change assumption)
    Mortgage ($3,068) + Fees ($160) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 7558 BISHOP SQUARE DR, WINTER GARDEN, FL 34787

    $554,9001 Day on yellowkey   MLS ID: O6417556

    For Sale O6417556 - 7558 BISHOP SQUARE DR, WINTER GARDEN, FL 34787 16 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1952
       Built: 2017
    Monthly Fee: $214
       Tax: $7,627 (2024)
    Community: West Lake Hancock Estates
    Single Family


    Estimated Monthly Payment: $3,890 (change assumption)
    Mortgage ($3,040) + Fees ($214) + Taxes in 2024 ($636)


    Taxes:$7,627

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 12959 HARVEST RAIN AVE, WINTER GARDEN, FL 34787

    $750,0001 Day on yellowkey   MLS ID: O6417449

    For Sale O6417449 - 12959 HARVEST RAIN AVE, WINTER GARDEN, FL 34787 19 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


  • 15138 SHONAN GOLD DR, WINTER GARDEN, FL 34787

    $2,799,9501 Day on yellowkey   MLS ID: O6417357

    For Sale O6417357 - 15138 SHONAN GOLD DR, WINTER GARDEN, FL 34787 94 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 5551
       Built: 2019
    Monthly Fee: $230
       Tax: $35,838 (2025)
    Community: Overlook 2/Hamlin Ph 3 & 4
    Spa: No

    Single Family


    Estimated Monthly Payment: $18,558 (change assumption)
    Mortgage ($15,342) + Fees ($230) + Taxes in 2025 ($2,987)


    Taxes:$35,838

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 6225 FLOWERING CHERRY BEND DR, WINTER GARDEN, FL 34787

    $846,0951 Day on yellowkey   MLS ID: G5113896

    0 Days Off yellowkey (back on 6/16/2026)

    For Sale G5113896 - 6225 FLOWERING CHERRY BEND DR, WINTER GARDEN, FL 34787 2 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3412
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,786 (change assumption)
    Mortgage ($4,636) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 9362 WOODCRANE DR, WINTER GARDEN, FL 34787

    $459,3002 Days on yellowkey   MLS ID: O6417277

    SHORT SALE O6417277 - 9362 WOODCRANE DR, WINTER GARDEN, FL 34787 8 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2058
       Built: 2015
    Monthly Fee: $151
       Tax: $7,210 (2025)
    Community: Watermark Ph 1B
    Single Family


    Estimated Monthly Payment: $3,268 (change assumption)
    Mortgage ($2,517) + Fees ($151) + Taxes in 2025 ($601)


    Taxes:$7,210

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15741 SWEET LEMON WAY, WINTER GARDEN, FL 34787

    $1,180,0001 Day 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


  • 15367 GILLIGAN CT, WINTER GARDEN, FL 34787

    $590,0003 Days on yellowkey   MLS ID: O6417175

    For Sale O6417175 - 15367 GILLIGAN CT, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2156
       Built: 2020
    Monthly Fee: $300
       Tax: $7,397 (2025)
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $4,149 (change assumption)
    Mortgage ($3,233) + Fees ($300) + Taxes in 2025 ($616)


    Taxes:$7,397

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 1105 LINCOLN TER, WINTER GARDEN, FL 34787

    $255,0001 Day on yellowkey   MLS ID: O6416937

    For Sale O6416937 - 1105 LINCOLN TER, WINTER GARDEN, FL 34787 25 photos

    Bed: 3   Bath: 1.0
    Liv Area Sq Ft: 814
       Built: 1961   Tax: $1,586 (2025)
    Community: Bay St Park
    Single Family


    Estimated Monthly Payment: $1,529 (change assumption)
    Mortgage ($1,397) + Taxes in 2025 ($132)


    Taxes:$1,586

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 9503 BEAUTIFUL WAY, WINTER GARDEN, FL 34787

    $745,9904 Days on yellowkey   MLS ID: O6416825

    1 Days Off yellowkey (back on 6/16/2026)

    For Sale O6416825 - 9503 BEAUTIFUL WAY, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3062
       Built: 2021
    Monthly Fee: $103
       Tax: $9,209 (2025)
    Community: Storey Grove Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,958 (change assumption)
    Mortgage ($4,088) + Fees ($103) + Taxes in 2025 ($767)


    Taxes:$9,209

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8750 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787

    $1,895,0001 Day on yellowkey   MLS ID: O6416046

    For Sale O6416046 - 8750 BAYVIEW CROSSING DR, WINTER GARDEN, FL 34787 88 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4641
       Built: 2017
    Monthly Fee: $380
       Tax: $16,679 (2025)
    Community: Waterleigh Ph 1
    Single Family


    Estimated Monthly Payment: $12,153 (change assumption)
    Mortgage ($10,383) + Fees ($380) + Taxes in 2025 ($1,390)


    Taxes:$16,679

    Elementary School: Panther Lake Elementary

    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.