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Winter Garden Single Family Homes For Sale - 695 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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  • 4624 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787

    $614,90097 Days on yellowkey   MLS ID: S5145370

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

    REDUCED by $5,000 (0.8%) on 04/28/2026

    For Sale S5145370 - 4624 PRAIRIE CREEK ST, WINTER GARDEN, FL 34787 36 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2459
       Built: 2021
    Monthly Fee: $281
       Tax: $8,150 (2024)
    Community: Enclave/Hamlin
    Single Family


    Estimated Monthly Payment: $4,329 (change assumption)
    Mortgage ($3,369) + Fees ($281) + Taxes in 2024 ($679)


    Taxes:$8,150

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1028 SPRING LANDING DR, WINTER GARDEN, FL 34787

    $539,99919 Days on yellowkey   MLS ID: O6410232

    REDUCED by $10,001 (1.8%) on 06/11/2026

    For Sale O6410232 - 1028 SPRING LANDING DR, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2275
       Built: 1990
    Monthly Fee: $25
       Tax: $3,703 (2026)
    Community: Crown Point Springs
    Single Family


    Estimated Monthly Payment: $3,292 (change assumption)
    Mortgage ($2,959) + Fees ($25) + Taxes in 2026 ($309)


    Taxes:$3,703

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2026

    Middle School: Lakeview Middle


  • 10264 LOVE STORY ST, WINTER GARDEN, FL 34787

    $915,00026 Days on yellowkey   MLS ID: O6409005

    For Sale O6409005 - 10264 LOVE STORY ST, WINTER GARDEN, FL 34787 35 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3295
       Built: 2018
    Monthly Fee: $228
       Tax: $11,228 (2025)
    Community: Storey Grove Ph 1B-2
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,177 (change assumption)
    Mortgage ($5,014) + Fees ($228) + Taxes in 2025 ($936)


    Taxes:$11,228

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14255 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787

    $1,200,00072 Days on yellowkey   MLS ID: O6395612

    REDUCED by $100,000 (7.7%) on 06/11/2026

    For Sale O6395612 - 14255 HAMPSHIRE BAY CIR, WINTER GARDEN, FL 34787 59 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4625
       Built: 2003
    Monthly Fee: $141
       Tax: $12,364 (2025)
    Community: Bay Isle 48 17
    Single Family


    Estimated Monthly Payment: $7,746 (change assumption)
    Mortgage ($6,575) + Fees ($141) + Taxes in 2025 ($1,030)


    Taxes:$12,364

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 13978 LANYARD WAY, WINTER GARDEN, FL 34787

    $885,00016 Days on yellowkey   MLS ID: O6411513

    For Sale O6411513 - 13978 LANYARD WAY, WINTER GARDEN, FL 34787 57 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3687
       Built: 2022
    Monthly Fee: $225
       Tax: $13,148 (2025)
    Community: Encore/Ovation-Ph 3
    Single Family


    Estimated Monthly Payment: $6,170 (change assumption)
    Mortgage ($4,849) + Fees ($225) + Taxes in 2025 ($1,096)


    Taxes:$13,148

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15607 SYLVESTER PALM DR, WINTER GARDEN, FL 34787

    $749,00021 Days on yellowkey   MLS ID: O6410558

    For Sale O6410558 - 15607 SYLVESTER PALM DR, WINTER GARDEN, FL 34787 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2092
       Built: 2017
    Monthly Fee: $281
       Tax: $10,040 (2025)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $5,222 (change assumption)
    Mortgage ($4,104) + Fees ($281) + Taxes in 2025 ($837)


    Taxes:$10,040

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 17806 SEDONA ST, WINTER GARDEN, FL 34787

    $638,2094 Days on yellowkey   MLS ID: O6415594

    For Sale O6415594 - 17806 SEDONA ST, WINTER GARDEN, FL 34787 31 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1843
       Built: 2026
    Monthly Fee: $140

    Community: Esplanade At Mckinnon Groves
    Single Family


    Estimated Monthly Payment: $3,637 (change assumption)
    Mortgage ($3,497) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 5150 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $970,00040 Days on yellowkey   MLS ID: O6404827

    REDUCED by $25,000 (2.5%) on 06/10/2026

    For Sale O6404827 - 5150 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787 42 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3461
       Built: 2023
    Monthly Fee: $168
       Tax: $12,730 (2025)
    Community: Silverleaf Reserve/Hamlin Ph 2
    Single Family


    Estimated Monthly Payment: $6,544 (change assumption)
    Mortgage ($5,315) + Fees ($168) + Taxes in 2025 ($1,061)


    Taxes:$12,730

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 11192 CARDING MILL LN, WINTER GARDEN, FL 34787

    $761,4975 Days on yellowkey   MLS ID: O6415420

    For Sale O6415420 - 11192 CARDING MILL LN, WINTER GARDEN, FL 34787 13 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2306
       Built: 2026
    Monthly Fee: $140

    Community: Esplanade At Mckinnon Groves
    Single Family


    Estimated Monthly Payment: $4,312 (change assumption)
    Mortgage ($4,172) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2025

    Middle School: Windy Hill Middle


  • 1711 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787

    $1,046,000245 Days on yellowkey   MLS ID: O6346377

    INCREASED by $46,000 (4.6%) on 06/11/2026

    For Sale O6346377 - 1711 AMSEL FALLS PARK TER, WINTER GARDEN, FL 34787 70 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3863
       Built: 2017
    Monthly Fee: $180
       Tax: $10,792 (2024)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $6,811 (change assumption)
    Mortgage ($5,731) + Fees ($180) + Taxes in 2024 ($899)


    Taxes:$10,792

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Bridgewater Middle


  • 7573 SPRING VALLEY ST, WINTER GARDEN, FL 34787

    $590,7155 Days on yellowkey   MLS ID: G5113551

    0 Days Off yellowkey (back on 6/9/2026)

    For Sale G5113551 - 7573 SPRING VALLEY ST, WINTER GARDEN, FL 34787 1 photos

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

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,387 (change assumption)
    Mortgage ($3,237) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15652 GENTLE RAIN DR, WINTER GARDEN, FL 34787

    $924,99910 Days on yellowkey   MLS ID: O6412120

    REDUCED by $1 (0.0%) on 06/10/2026

    For Sale O6412120 - 15652 GENTLE RAIN DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3657
       Built: 2024
    Monthly Fee: $99
       Tax: $12,004 (2025)
    Community: Osprey Ranch-Ph 1
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,168 (change assumption)
    Mortgage ($5,068) + Fees ($99) + Taxes in 2025 ($1,000)


    Taxes:$12,004

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15232 FIRELIGHT DR, WINTER GARDEN, FL 34787

    $829,00030 Days on yellowkey   MLS ID: O6408025

    0 Days Off yellowkey (back on 6/10/2026)

    For Sale O6408025 - 15232 FIRELIGHT DR, WINTER GARDEN, FL 34787 65 photos

    Bed: 7   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4612
       Built: 2010
    Monthly Fee: $167
       Tax: $5,873 (2025)
    Community: Belle Meade Ph 02 H
    Single Family


    Estimated Monthly Payment: $5,199 (change assumption)
    Mortgage ($4,542) + Fees ($167) + Taxes in 2025 ($489)


    Taxes:$5,873

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1253 BRANDY LAKE VIEW CIR, WINTER GARDEN, FL 34787

    $474,90041 Days on yellowkey   MLS ID: O6404570

    1 Days Off yellowkey (back on 5/28/2026)

    For Sale O6404570 - 1253 BRANDY LAKE VIEW CIR, WINTER GARDEN, FL 34787 34 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1702
       Built: 1998
    Monthly Fee: $89
       Tax: $3,024 (2025)
    Community: Brandy Creek
    Single Family


    Estimated Monthly Payment: $2,943 (change assumption)
    Mortgage ($2,602) + Fees ($89) + Taxes in 2025 ($252)


    Taxes:$3,024

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 12513 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787

    $668,00066 Days on yellowkey   MLS ID: O6397713

    For Sale O6397713 - 12513 ENCORE AT OVATION WAY, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2807
       Built: 2023
    Monthly Fee: $210
       Tax: $9,910 (2025)
    Community: Encore/Ovation Ph 3
    Single Family


    Estimated Monthly Payment: $4,696 (change assumption)
    Mortgage ($3,660) + Fees ($210) + Taxes in 2025 ($826)


    Taxes:$9,910

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15403 MURCOTT HARVEST LOOP, WINTER GARDEN, FL 34787

    $669,000102 Days on yellowkey   MLS ID: O6386748

    REDUCED by $6,000 (0.9%) on 05/29/2026

    For Sale O6386748 - 15403 MURCOTT HARVEST LOOP, WINTER GARDEN, FL 34787 26 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2018
    Monthly Fee: $90
       Tax: $6,526 (2025)
    Community: Summerlake Grvs
    Single Family


    Estimated Monthly Payment: $4,299 (change assumption)
    Mortgage ($3,666) + Fees ($90) + Taxes in 2025 ($544)


    Taxes:$6,526

    Elementary School: Summerlake Elementary

    High School: None

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 8150 GRAY KINGBIRD DR, WINTER GARDEN, FL 34787

    $649,99964 Days on yellowkey   MLS ID: O6396729

    0 Days Off yellowkey (back on 5/11/2026)

    For Sale O6396729 - 8150 GRAY KINGBIRD DR, WINTER GARDEN, FL 34787 54 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2706
       Built: 2018
    Monthly Fee: $252
       Tax: $6,076 (2025)
    Community: Summerlake Pd Ph 4B
    Single Family


    Estimated Monthly Payment: $4,320 (change assumption)
    Mortgage ($3,562) + Fees ($252) + Taxes in 2025 ($506)


    Taxes:$6,076

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 10174 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787

    $1,025,00049 Days on yellowkey   MLS ID: O6402434

    REDUCED by $25,000 (2.4%) on 06/11/2026

    For Sale O6402434 - 10174 MERRYMEETING BAY DR, WINTER GARDEN, FL 34787 48 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2758
       Built: 2020
    Monthly Fee: $250
       Tax: $7,946 (2025)
    Community: Waterleigh Ph 2C-2 & 2C-3
    Single Family


    Estimated Monthly Payment: $6,528 (change assumption)
    Mortgage ($5,616) + Fees ($250) + Taxes in 2025 ($662)


    Taxes:$7,946

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787

    $1,399,00058 Days on yellowkey   MLS ID: V4948569

    REDUCED by $51,000 (3.5%) on 06/06/2026

    For Sale V4948569 - 1698 JUNIPER HAMMOCK ST, WINTER GARDEN, FL 34787 78 photos

    Bed: 7   Bath: 4.0   Gar: 4
    Liv Area Sq Ft: 4700
       Built: 2019
    Monthly Fee: $97
       Tax: $9,199 (2025)
    Community: Mcallister Lndg
    Single Family


    Estimated Monthly Payment: $8,529 (change assumption)
    Mortgage ($7,666) + Fees ($97) + Taxes in 2025 ($767)


    Taxes:$9,199

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7222 SPIKERUSH LN, WINTER GARDEN, FL 34787

    $558,0007 Days on yellowkey   MLS ID: O6414660

    0 Days Off yellowkey (back on 6/8/2026)

    For Sale O6414660 - 7222 SPIKERUSH LN, WINTER GARDEN, FL 34787 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2224
       Built: 2006
    Monthly Fee: $195
       Tax: $8,356 (2025)
    Community: Signature Lakes Prcl 01C
    Single Family


    Estimated Monthly Payment: $3,949 (change assumption)
    Mortgage ($3,057) + Fees ($195) + Taxes in 2025 ($696)


    Taxes:$8,356

    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.