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Winter Garden Single Family Homes For Sale - 730 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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  • 14731 FIELD DAISY DR, WINTER GARDEN, FL 34787

    $620,00057 Days on yellowkey   MLS ID: O6410869

    1 Days Off yellowkey (back on 5/30/2026)

    For Sale O6410869 - 14731 FIELD DAISY DR, WINTER GARDEN, FL 34787 29 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 2800
       Built: 2026
    Monthly Fee: $229

    Community: Harvest At Ovation
    Single Family


    Estimated Monthly Payment: $3,626 (change assumption)
    Mortgage ($3,397) + Fees ($229) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 107 TRADITIONS DR, WINTER GARDEN, FL 34787

    $429,975127 Days on yellowkey   MLS ID: S5145650

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

    REDUCED by $15,000 (3.4%) on 07/02/2026

    For Sale S5145650 - 107 TRADITIONS DR, WINTER GARDEN, FL 34787 30 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1582
       Built: 1999
    Monthly Fee: $45
       Tax: $1,458 (2024)
    Community: Traditions Sub
    Single Family


    Estimated Monthly Payment: $2,522 (change assumption)
    Mortgage ($2,356) + Fees ($45) + Taxes in 2024 ($121)


    Taxes:$1,458

    Elementary School: Dillard Street Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: Lakeview Middle


  • 3367 HANGING TIDE ST, WINTER GARDEN, FL 34787

    $774,90068 Days on yellowkey   MLS ID: O6408299

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

    REDUCED by $25,000 (3.1%) on 06/03/2026

    For Sale O6408299 - 3367 HANGING TIDE ST, WINTER GARDEN, FL 34787 50 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4440
       Built: 2021
    Monthly Fee: $152
       Tax: $12,253 (2025)
    Community: Lakeview Preserve Ph 2
    Single Family


    Estimated Monthly Payment: $5,419 (change assumption)
    Mortgage ($4,246) + Fees ($152) + Taxes in 2025 ($1,021)


    Taxes:$12,253

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 14257 LAGOON COVE LN, WINTER GARDEN, FL 34787

    $510,000183 Days on yellowkey   MLS ID: O6375296

    REDUCED by $30,000 (5.6%) on 06/01/2026

    For Sale O6375296 - 14257 LAGOON COVE LN, WINTER GARDEN, FL 34787 33 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2365
       Built: 2007
    Monthly Fee: $123
       Tax: $8,178 (2025)
    Community: Black Lake Park Ph 02
    Single Family


    Estimated Monthly Payment: $3,599 (change assumption)
    Mortgage ($2,794) + Fees ($123) + Taxes in 2025 ($682)


    Taxes:$8,178

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 906 ALLENDALE LN, WINTER GARDEN, FL 34787

    $1,765,000171 Days on yellowkey   MLS ID: G5107489

    REDUCED by $20,000 (1.1%) on 04/01/2026

    For Sale G5107489 - 906 ALLENDALE LN, WINTER GARDEN, FL 34787 65 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3784
       Built: 2023
    Monthly Fee: $203
       Tax: $17,228 (2024)
    Community: Oakland Park B-2
    Spa: No

    Single Family


    Estimated Monthly Payment: $11,310 (change assumption)
    Mortgage ($9,671) + Fees ($203) + Taxes in 2024 ($1,436)


    Taxes:$17,228

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 9605 LOST CREEK DR, WINTER GARDEN, FL 34787

    $699,000313 Days on yellowkey   MLS ID: V4944858

    SHORT SALE V4944858 - 9605 LOST CREEK DR, WINTER GARDEN, FL 34787 83 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2117
       Built: 2021
    Monthly Fee: $261
       Tax: $614 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,142 (change assumption)
    Mortgage ($3,830) + Fees ($261) + Taxes in 2024 ($51)


    Taxes:$614

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 15607 SYLVESTER PALM DR, WINTER GARDEN, FL 34787

    $729,00059 Days on yellowkey   MLS ID: O6410558

    REDUCED by $20,000 (2.7%) on 07/06/2026

    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: $5,112 (change assumption)
    Mortgage ($3,994) + 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


  • 9567 MEADOW HUNT WAY, WINTER GARDEN, FL 34787

    $965,00017 Days on yellowkey   MLS ID: O6422408

    For Sale O6422408 - 9567 MEADOW HUNT WAY, WINTER GARDEN, FL 34787 69 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4305
       Built: 2019
    Monthly Fee: $164
       Tax: $9,084 (2025)
    Community: Watermark
    Single Family


    Estimated Monthly Payment: $6,209 (change assumption)
    Mortgage ($5,288) + Fees ($164) + Taxes in 2025 ($757)


    Taxes:$9,084

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 13067 TOLLCROSS WAY, WINTER GARDEN, FL 34787

    $599,000191 Days on yellowkey   MLS ID: O6367311

    For Sale O6367311 - 13067 TOLLCROSS WAY, WINTER GARDEN, FL 34787 64 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1906
       Built: 2024
    Monthly Fee: $96
       Tax: $2,239 (2024)
    Community: Westhaven At Ovation
    Single Family


    Estimated Monthly Payment: $3,565 (change assumption)
    Mortgage ($3,282) + Fees ($96) + Taxes in 2024 ($187)


    Taxes:$2,239

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2024

    Middle School: None


  • 1349 CASTLEPORT RD, WINTER GARDEN, FL 34787

    $720,000141 Days on yellowkey   MLS ID: O6377923

    For Sale O6377923 - 1349 CASTLEPORT RD, WINTER GARDEN, FL 34787 41 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3673
       Built: 2001
    Monthly Fee: $250
       Tax: $9,122 (2024)
    Community: Stoneybrook West 44/134
    Single Family


    Estimated Monthly Payment: $4,955 (change assumption)
    Mortgage ($3,945) + Fees ($250) + Taxes in 2024 ($760)


    Taxes:$9,122

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 12475 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787

    $644,99056 Days on yellowkey   MLS ID: O6411217

    0 Days Off yellowkey (back on 7/5/2026)

    For Sale O6411217 - 12475 CLEAR SAPPHIRE DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2500
       Built: 2026
    Monthly Fee: $96
       Tax: $5,390 (2026)
    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $4,079 (change assumption)
    Mortgage ($3,534) + Fees ($96) + Taxes in 2026 ($449)


    Taxes:$5,390

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2026

    Middle School: Water Spring Middle


  • 9738 TOWER PINE DR, WINTER GARDEN, FL 34787

    $950,00033 Days on yellowkey   MLS ID: O6417627

    2 Days Off yellowkey (back on 7/5/2026)

    For Sale O6417627 - 9738 TOWER PINE DR, WINTER GARDEN, FL 34787 55 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2526
       Built: 1993   Tax: $7,549 (2025)
    Community: Lake Avalon Rural Settlement
    Single Family


    Estimated Monthly Payment: $5,834 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($629)


    Taxes:$7,549

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 411 MILLWOOD PL, WINTER GARDEN, FL 34787

    $459,00042 Days on yellowkey   MLS ID: TB8518055

    For Sale TB8518055 - 411 MILLWOOD PL, WINTER GARDEN, FL 34787 18 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1696
       Built: 2014
    Monthly Fee: $72
       Tax: $6,471 (2025)
    Community: Covington Chase Ph 2A
    Single Family


    Estimated Monthly Payment: $3,126 (change assumption)
    Mortgage ($2,515) + Fees ($72) + Taxes in 2025 ($539)


    Taxes:$6,471

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5754 SURPRISE LILY DR, WINTER GARDEN, FL 34787

    $499,00040 Days on yellowkey   MLS ID: S5151845

    REDUCED by $16,000 (3.1%) on 06/24/2026

    For Sale S5151845 - 5754 SURPRISE LILY DR, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2128
       Built: 2021
    Monthly Fee: $91
       Tax: $8,266 (2025)
    Community: Hamilton Gardens Ph 2A 2B
    Single Family


    Estimated Monthly Payment: $3,514 (change assumption)
    Mortgage ($2,734) + Fees ($91) + Taxes in 2025 ($689)


    Taxes:$8,266

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787

    $680,00064 Days on yellowkey   MLS ID: S5150274

    For Sale S5150274 - 4918 WILDWOOD POINTE RD, WINTER GARDEN, FL 34787 30 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2868
       Built: 2015
    Monthly Fee: $187
       Tax: $10,422 (2025)
    Community: Orchard Hills Ph 2
    Single Family


    Estimated Monthly Payment: $4,781 (change assumption)
    Mortgage ($3,726) + Fees ($187) + Taxes in 2025 ($869)


    Taxes:$10,422

    Elementary School: Keene Crossing Elementary

    High School: Windermere High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 57 LAKEVIEW RESERVE BLVD, WINTER GARDEN, FL 34787

    $535,00043 Days on yellowkey   MLS ID: V4949553

    1 Days Off yellowkey (back on 7/5/2026)

    REDUCED by $15,000 (2.7%) on 06/30/2026

    For Sale V4949553 - 57 LAKEVIEW RESERVE BLVD, WINTER GARDEN, FL 34787 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1618
       Built: 2001
    Monthly Fee: $67
       Tax: $4,333 (2025)
    Community: Lakeview Reserve 46/149
    Single Family


    Estimated Monthly Payment: $3,360 (change assumption)
    Mortgage ($2,931) + Fees ($67) + Taxes in 2025 ($361)


    Taxes:$4,333

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7186 EARLY GOLD ST, WINTER GARDEN, FL 34787

    $889,00034 Days on yellowkey   MLS ID: O6417852

    0 Days Off yellowkey (back on 7/4/2026)

    For Sale O6417852 - 7186 EARLY GOLD ST, WINTER GARDEN, FL 34787 51 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3625
       Built: 2017
    Monthly Fee: $55
       Tax: $7,581 (2025)
    Community: Highlands/Summerlake Grvs Ph I
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,558 (change assumption)
    Mortgage ($4,871) + Fees ($55) + Taxes in 2025 ($632)


    Taxes:$7,581

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 638 AUTUMN OAKS LOOP, WINTER GARDEN, FL 34787

    $594,00041 Days on yellowkey   MLS ID: G5113531

    2 Days Off yellowkey (back on 7/4/2026)

    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


  • 5150 CITRUS LEAF BLVD, WINTER GARDEN, FL 34787

    $950,00078 Days on yellowkey   MLS ID: O6404827

    REDUCED by $20,000 (2.1%) on 07/03/2026

    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: $6,434 (change assumption)
    Mortgage ($5,205) + 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


  • 16031 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787

    $560,00080 Days on yellowkey   MLS ID: O6404448

    For Sale O6404448 - 16031 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2487
       Built: 2018
    Monthly Fee: $257
       Tax: $9,371 (2025)
    Community: Waterleigh Ph 2A
    Single Family


    Estimated Monthly Payment: $4,106 (change assumption)
    Mortgage ($3,068) + Fees ($257) + Taxes in 2025 ($781)


    Taxes:$9,371

    Elementary School: Water Spring 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.