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Winter Garden Single Family Homes For Sale - 700 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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  • 14536 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787

    $450,000349 Days on yellowkey   MLS ID: O6320739

    2 Days Off yellowkey (back on 1/23/2026)

    SHORT SALE O6320739 - 14536 GOLDEN HARBOR LN, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1904
       Built: 2016
    Monthly Fee: $159
       Tax: $7,554 (2024)
    Community: Watermark Ph 2C
    Single Family


    Estimated Monthly Payment: $3,254 (change assumption)
    Mortgage ($2,466) + Fees ($159) + Taxes in 2024 ($630)


    Taxes:$7,554

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 13184 DENDY WAY, WINTER GARDEN, FL 34787

    $664,000110 Days on yellowkey   MLS ID: O6384386

    For Sale O6384386 - 13184 DENDY WAY, WINTER GARDEN, FL 34787 46 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2211
       Built: 2025
    Monthly Fee: $139
       Tax: $2,677 (2025)
    Community: Horizon Isle
    Single Family


    Estimated Monthly Payment: $4,000 (change assumption)
    Mortgage ($3,638) + Fees ($139) + Taxes in 2025 ($223)


    Taxes:$2,677

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17060 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $819,39192 Days on yellowkey   MLS ID: G5109737

    0 Days Off yellowkey (back on 5/6/2026)

    For Sale G5109737 - 17060 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 7 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3117
       Built: 2026
    Monthly Fee: $140

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,630 (change assumption)
    Mortgage ($4,490) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 1112 JUNIPER HAMMOCK CT, WINTER GARDEN, FL 34787

    $520,00099 Days on yellowkey   MLS ID: O6388013

    REDUCED by $5,000 (1.0%) on 04/01/2026

    For Sale O6388013 - 1112 JUNIPER HAMMOCK CT, WINTER GARDEN, FL 34787 28 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2545
       Built: 2002
    Monthly Fee: $44
       Tax: $6,455 (2024)
    Community: Fullers Crossing Ph 02 49 31
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,431 (change assumption)
    Mortgage ($2,849) + Fees ($44) + Taxes in 2024 ($538)


    Taxes:$6,455

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 7720 SUMMERLAKE POINTE BLVD, WINTER GARDEN, FL 34787

    $800,00062 Days on yellowkey   MLS ID: O6399030

    For Sale O6399030 - 7720 SUMMERLAKE POINTE BLVD, WINTER GARDEN, FL 34787 42 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3893
       Built: 2013
    Monthly Fee: $252
       Tax: $7,628 (2025)
    Community: Summerlake
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,271 (change assumption)
    Mortgage ($4,383) + Fees ($252) + Taxes in 2025 ($636)


    Taxes:$7,628

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 7107 BROWN PELICAN CT, WINTER GARDEN, FL 34787

    $625,00048 Days on yellowkey   MLS ID: O6400618

    0 Days Off yellowkey (back on 5/4/2026)

    For Sale O6400618 - 7107 BROWN PELICAN CT, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2751
       Built: 2017
    Monthly Fee: $252
       Tax: $6,112 (2025)
    Community: Summerlake Pd Phase 4A
    Single Family


    Estimated Monthly Payment: $4,186 (change assumption)
    Mortgage ($3,425) + Fees ($252) + Taxes in 2025 ($509)


    Taxes:$6,112

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 10693 PETRILLO WAY, WINTER GARDEN, FL 34787

    $799,00062 Days on yellowkey   MLS ID: O6399081

    2 Days Off yellowkey (back on 5/4/2026)

    For Sale O6399081 - 10693 PETRILLO WAY, WINTER GARDEN, FL 34787 60 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3149
       Built: 2021
    Monthly Fee: $102
       Tax: $8,845 (2025)
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $5,217 (change assumption)
    Mortgage ($4,378) + Fees ($102) + Taxes in 2025 ($737)


    Taxes:$8,845

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 17066 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $765,37792 Days on yellowkey   MLS ID: G5109739

    For Sale G5109739 - 17066 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3038
       Built: 2026
    Monthly Fee: $122

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,316 (change assumption)
    Mortgage ($4,194) + Fees ($122) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14327 WABASSO LOOP, WINTER GARDEN, FL 34787

    $899,990264 Days on yellowkey   MLS ID: O6347454

    For Sale O6347454 - 14327 WABASSO LOOP, WINTER GARDEN, FL 34787 48 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3710
       Built: 2022
    Monthly Fee: $200
       Tax: $12,141 (2024)
    Community: Tilden Place/Winter Garden
    Single Family


    Estimated Monthly Payment: $6,143 (change assumption)
    Mortgage ($4,931) + Fees ($200) + Taxes in 2024 ($1,012)


    Taxes:$12,141

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 13617 SALAMANDER ST, WINTER GARDEN, FL 34787

    $530,00090 Days on yellowkey   MLS ID: O6391534

    REDUCED by $19,900 (3.6%) on 05/03/2026

    For Sale O6391534 - 13617 SALAMANDER ST, WINTER GARDEN, FL 34787 59 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2216
       Built: 2022
    Monthly Fee: $291
       Tax: $7,653 (2025)
    Community: Waterleigh Ph 4A
    Single Family


    Estimated Monthly Payment: $3,833 (change assumption)
    Mortgage ($2,904) + Fees ($291) + Taxes in 2025 ($638)


    Taxes:$7,653

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 6523 SHORE JUNIPER ST, WINTER GARDEN, FL 34787

    $998,535271 Days on yellowkey   MLS ID: G5102345

    0 Days Off yellowkey (back on 9/19/2025)

    For Sale G5102345 - 6523 SHORE JUNIPER ST, WINTER GARDEN, FL 34787 1 photos

    Bed: 6   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4222
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,621 (change assumption)
    Mortgage ($5,471) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15213 MARITIME PINE DR, WINTER GARDEN, FL 34787

    $899,360272 Days on yellowkey   MLS ID: G5102285

    0 Days Off yellowkey (back on 11/28/2025)

    For Sale G5102285 - 15213 MARITIME PINE DR, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2879
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $5,078 (change assumption)
    Mortgage ($4,928) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16933 OAKBORO ST, WINTER GARDEN, FL 34787

    $560,00087 Days on yellowkey   MLS ID: R4910916

    For Sale R4910916 - 16933 OAKBORO ST, WINTER GARDEN, FL 34787 32 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2020
    Monthly Fee: $257
       Tax: $3,651 (2025)
    Community: Waterleigh Ph 3A
    Single Family


    Estimated Monthly Payment: $3,630 (change assumption)
    Mortgage ($3,068) + Fees ($257) + Taxes in 2025 ($304)


    Taxes:$3,651

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 16012 MICELLI DR, WINTER GARDEN, FL 34787

    $699,000128 Days on yellowkey   MLS ID: TB8472370

    For Sale TB8472370 - 16012 MICELLI DR, WINTER GARDEN, FL 34787 77 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2428
       Built: 2021
    Monthly Fee: $101
       Tax: $7,755 (2024)
    Community: Winding Bay Ph 1B
    Single Family


    Estimated Monthly Payment: $4,577 (change assumption)
    Mortgage ($3,830) + Fees ($101) + Taxes in 2024 ($646)


    Taxes:$7,755

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8978 SONOMA COAST DR, WINTER GARDEN, FL 34787

    $1,299,50083 Days on yellowkey   MLS ID: O6393744

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

    For Sale O6393744 - 8978 SONOMA COAST DR, WINTER GARDEN, FL 34787 76 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3911
       Built: 2022
    Monthly Fee: $277
       Tax: $13,033 (2025)
    Community: Waterleigh
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,483 (change assumption)
    Mortgage ($7,120) + Fees ($277) + Taxes in 2025 ($1,086)


    Taxes:$13,033

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 4230 REX DR, WINTER GARDEN, FL 34787

    $2,500,000503 Days on yellowkey   MLS ID: O6274608

    0 Days Off yellowkey (back on 3/26/2026)

    For Sale O6274608 - 4230 REX DR, WINTER GARDEN, FL 34787 60 photos

    Bed: 9   Bath: 6.0   Gar: 5
    Liv Area Sq Ft: 7505
       Built: 2003   Tax: $16,471 (2024)
    Community: Lake Avalon Grvs 2Nd Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,071 (change assumption)
    Mortgage ($13,698) + Taxes in 2024 ($1,373)


    Taxes:$16,471

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 12790 BRODLOVE LN, WINTER GARDEN, FL 34787

    $574,90048 Days on yellowkey   MLS ID: O6403539

    For Sale O6403539 - 12790 BRODLOVE LN, WINTER GARDEN, FL 34787 44 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2322
       Built: 2022
    Monthly Fee: $225
       Tax: $8,775 (2025)
    Community: Encore/Ovation-Ph 3
    Single Family


    Estimated Monthly Payment: $4,106 (change assumption)
    Mortgage ($3,150) + Fees ($225) + Taxes in 2025 ($731)


    Taxes:$8,775

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6165 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $745,13053 Days on yellowkey   MLS ID: G5111538

    0 Days Off yellowkey (back on 4/25/2026)

    For Sale G5111538 - 6165 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3038
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $4,233 (change assumption)
    Mortgage ($4,083) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17434 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787

    $749,36054 Days on yellowkey   MLS ID: G5111523

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

    For Sale G5111523 - 17434 SUNSET PRAIRIE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 6   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3412
       Built: 2026
    Monthly Fee: $140

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $4,246 (change assumption)
    Mortgage ($4,106) + Fees ($140) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13259 SERENE GLADE RD, WINTER GARDEN, FL 34787

    $778,53160 Days on yellowkey   MLS ID: G5111211

    0 Days Off yellowkey (back on 4/18/2026)

    For Sale G5111211 - 13259 SERENE GLADE RD, WINTER GARDEN, FL 34787 19 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2689
       Built: 2026
    Monthly Fee: $160

    Community: Serenade At Ovation
    Single Family


    Estimated Monthly Payment: $4,426 (change assumption)
    Mortgage ($4,266) + Fees ($160) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: None

    High School: Horizon High School

    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.