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Winter Garden Single Family Homes For Sale - 644 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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  • 838 BETHUNE AVE, WINTER GARDEN, FL 34787

    $275,00076 Days on yellowkey   MLS ID: O6388596

    2 Days Off yellowkey (back on 5/12/2026)

    REDUCED by $2,000 (0.7%) on 04/02/2026

    For Sale O6388596 - 838 BETHUNE AVE, WINTER GARDEN, FL 34787 8 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 985
       Built: 1961   Tax: $1,340 (2025)
    Community: Overstreet Crate
    Single Family


    Estimated Monthly Payment: $1,618 (change assumption)
    Mortgage ($1,507) + Taxes in 2025 ($112)


    Taxes:$1,340

    Elementary School: Maxey Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 1681 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787

    $479,00011 Days on yellowkey   MLS ID: B4902258

    For Sale B4902258 - 1681 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787 70 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1858
       Built: 1990
    Monthly Fee: $25
       Tax: $2,403 (2025)
    Community: Crown Point Spgs
    Single Family


    Estimated Monthly Payment: $2,850 (change assumption)
    Mortgage ($2,625) + Fees ($25) + Taxes in 2025 ($200)


    Taxes:$2,403

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6153 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787

    $680,03013 Days on yellowkey   MLS ID: G5112171

    0 Days Off yellowkey (back on 5/9/2026)

    For Sale G5112171 - 6153 FLOWERING CHERRY BND, WINTER GARDEN, FL 34787 2 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2026
    Monthly Fee: $150

    Community: Avalon Woods
    Single Family


    Estimated Monthly Payment: $3,876 (change assumption)
    Mortgage ($3,726) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 8807 EDEN COVE DR, WINTER GARDEN, FL 34787

    $699,500109 Days on yellowkey   MLS ID: G5107610

    REDUCED by $25,000 (3.5%) on 05/03/2026

    For Sale G5107610 - 8807 EDEN COVE DR, WINTER GARDEN, FL 34787 37 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3278
       Built: 2015
    Monthly Fee: $342
       Tax: $11,198 (2025)
    Community: Marina Bay At Waterl
    Single Family


    Estimated Monthly Payment: $5,108 (change assumption)
    Mortgage ($3,833) + Fees ($342) + Taxes in 2025 ($933)


    Taxes:$11,198

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 8150 GRAY KINGBIRD DR, WINTER GARDEN, FL 34787

    $649,99941 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


  • 15807 SWEET LEMON WAY, WINTER GARDEN, FL 34787

    $752,000188 Days on yellowkey   MLS ID: O6361039

    For Sale O6361039 - 15807 SWEET LEMON WAY, WINTER GARDEN, FL 34787 35 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2867
       Built: 2018
    Monthly Fee: $58
       Tax: $9,096 (2024)
    Community: Highlands/Summerlake Grvs Ph 2
    Single Family


    Estimated Monthly Payment: $4,936 (change assumption)
    Mortgage ($4,120) + Fees ($58) + Taxes in 2024 ($758)


    Taxes:$9,096

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 9354 LAKE HICKORY NUT DR, WINTER GARDEN, FL 34787

    $999,99984 Days on yellowkey   MLS ID: O6385808

    REDUCED by $49,001 (4.7%) on 05/06/2026

    For Sale O6385808 - 9354 LAKE HICKORY NUT DR, WINTER GARDEN, FL 34787 47 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2278
       Built: 1983   Tax: $3,375 (2025)
    Community: Hickory Lake Estates
    Single Family


    Estimated Monthly Payment: $5,761 (change assumption)
    Mortgage ($5,479) + Taxes in 2025 ($281)


    Taxes:$3,375

    Elementary School: Panther Lake Elementary

    High School: None

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 14494 BREAKWATER WAY, WINTER GARDEN, FL 34787

    $679,000172 Days on yellowkey   MLS ID: S5139023

    INCREASED by $30,000 (4.6%) on 05/11/2026

    For Sale S5139023 - 14494 BREAKWATER WAY, WINTER GARDEN, FL 34787 52 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3638
       Built: 2016
    Monthly Fee: $140
       Tax: $9,261 (2024)
    Community: Black Lake Preserve
    Single Family


    Estimated Monthly Payment: $4,632 (change assumption)
    Mortgage ($3,720) + Fees ($140) + Taxes in 2024 ($772)


    Taxes:$9,261

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 17054 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787

    $688,32471 Days on yellowkey   MLS ID: G5109477

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

    For Sale G5109477 - 17054 HAGGERTY HOLLOW DR, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2235
       Built: 2026
    Monthly Fee: $150

    Community: Hamlin Meadows At Hamlin
    Single Family


    Estimated Monthly Payment: $3,922 (change assumption)
    Mortgage ($3,772) + Fees ($150) + Taxes in 2025 ($0)


    Taxes:$0

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 2609 SLAGROVE CT, WINTER GARDEN, FL 34787

    $539,000143 Days on yellowkey   MLS ID: O6369515

    REDUCED by $5,000 (0.9%) on 05/11/2026

    For Sale O6369515 - 2609 SLAGROVE CT, WINTER GARDEN, FL 34787 44 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2383
       Built: 2003
    Monthly Fee: $205
       Tax: $4,293 (2024)
    Community: Stoneybrook West Ut 04 Rep 49 121
    Single Family


    Estimated Monthly Payment: $3,516 (change assumption)
    Mortgage ($2,953) + Fees ($205) + Taxes in 2024 ($358)


    Taxes:$4,293

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2205 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787

    $750,00038 Days on yellowkey   MLS ID: O6398720

    For Sale O6398720 - 2205 WINTERMERE POINTE DR, WINTER GARDEN, FL 34787 52 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3747
       Built: 2000
    Monthly Fee: $90
       Tax: $10,152 (2025)
    Community: Wintermere Pointe
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,045 (change assumption)
    Mortgage ($4,109) + Fees ($90) + Taxes in 2025 ($846)


    Taxes:$10,152

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 6221 ARGENT WOOD DR, WINTER GARDEN, FL 34787

    $930,00074 Days on yellowkey   MLS ID: O6388355

    REDUCED by $66,000 (6.6%) on 05/11/2026

    For Sale O6388355 - 6221 ARGENT WOOD DR, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3878
       Built: 2025
    Monthly Fee: $55
       Tax: $1,647 (2024)
    Community: Silverleaf Oaks
    Single Family


    Estimated Monthly Payment: $5,288 (change assumption)
    Mortgage ($5,096) + Fees ($55) + Taxes in 2024 ($137)


    Taxes:$1,647

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16031 PEBBLE BLUFF LOOP, WINTER GARDEN, FL 34787

    $560,00019 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


  • 906 ALLENDALE LN, WINTER GARDEN, FL 34787

    $1,765,000110 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 67 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


  • 9827 BEACH PORT DR, WINTER GARDEN, FL 34787

    $1,374,99015 Days on yellowkey   MLS ID: O6405480

    For Sale O6405480 - 9827 BEACH PORT DR, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3910
       Built: 2020
    Monthly Fee: $259
       Tax: $11,122 (2025)
    Community: Waterleigh Ph 2C-2 & 2C-3
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,720 (change assumption)
    Mortgage ($7,534) + Fees ($259) + Taxes in 2025 ($927)


    Taxes:$11,122

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 931 KYLEE ALY, WINTER GARDEN, FL 34787

    $799,90017 Days on yellowkey   MLS ID: O6404673

    REDUCED by $25,100 (3.0%) on 05/11/2026

    For Sale O6404673 - 931 KYLEE ALY, WINTER GARDEN, FL 34787 35 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2831
       Built: 2022
    Monthly Fee: $393
       Tax: $9,637 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $5,579 (change assumption)
    Mortgage ($4,383) + Fees ($393) + Taxes in 2025 ($803)


    Taxes:$9,637

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 4842 LIME RICKEY ALY, WINTER GARDEN, FL 34787

    $534,90099 Days on yellowkey   MLS ID: O6381954

    2 Days Off yellowkey (back on 5/10/2026)

    REDUCED by $4,600 (0.9%) on 04/30/2026

    For Sale O6381954 - 4842 LIME RICKEY ALY, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2114
       Built: 2023
    Monthly Fee: $148
       Tax: $8,002 (2024)
    Community: Silverleaf Reserve/Haml Ph 2A
    Single Family


    Estimated Monthly Payment: $3,746 (change assumption)
    Mortgage ($2,931) + Fees ($148) + Taxes in 2024 ($667)


    Taxes:$8,002

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16256 MISTY HILLS AVE, WINTER GARDEN, FL 34787

    $629,000142 Days on yellowkey   MLS ID: O6369818

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

    REDUCED by $19,000 (2.9%) on 05/08/2026

    For Sale O6369818 - 16256 MISTY HILLS AVE, WINTER GARDEN, FL 34787 55 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2240
       Built: 2020
    Monthly Fee: $115
       Tax: $9,333 (2024)
    Community: Wincey Grvs Ph 1
    Single Family


    Estimated Monthly Payment: $4,339 (change assumption)
    Mortgage ($3,446) + Fees ($115) + Taxes in 2024 ($778)


    Taxes:$9,333

    Elementary School: Hamlin Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787

    $525,00051 Days on yellowkey   MLS ID: O6395079

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

    REDUCED by $10,000 (1.9%) on 05/01/2026

    For Sale O6395079 - 14834 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787 56 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2049
       Built: 2014
    Monthly Fee: $252
       Tax: $3,824 (2025)
    Community: Summerlake Pd Ph 1B-A Rep
    Single Family


    Estimated Monthly Payment: $3,447 (change assumption)
    Mortgage ($2,877) + Fees ($252) + Taxes in 2025 ($319)


    Taxes:$3,824

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 17006 SEVILLE ORANGE RD, WINTER GARDEN, FL 34787

    $718,79950 Days on yellowkey   MLS ID: TB8493597

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

    For Sale TB8493597 - 17006 SEVILLE ORANGE RD, WINTER GARDEN, FL 34787 11 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2224
       Built: 2026
    Monthly Fee: $84
       Tax: $2,363 (2025)
    Community: Northlake/Ovation Ph 1
    Single Family


    Estimated Monthly Payment: $4,219 (change assumption)
    Mortgage ($3,939) + Fees ($84) + Taxes in 2025 ($197)


    Taxes:$2,363

    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.