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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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  • 13536 SUNSET LAKES CIR, WINTER GARDEN, FL 34787

    $1,100,00060 Days on yellowkey   MLS ID: O6399227

    REDUCED by $50,000 (4.3%) on 05/26/2026

    For Sale O6399227 - 13536 SUNSET LAKES CIR, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3389
       Built: 1998
    Monthly Fee: $69
       Tax: $10,940 (2025)
    Community: Sunset Lakes
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,008 (change assumption)
    Mortgage ($6,027) + Fees ($69) + Taxes in 2025 ($912)


    Taxes:$10,940

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 1670 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787

    $410,00048 Days on yellowkey   MLS ID: O6403033

    0 Days Off yellowkey (back on 5/26/2026)

    REDUCED by $15,000 (3.5%) on 05/14/2026

    For Sale O6403033 - 1670 E SPRING RIDGE CIR, WINTER GARDEN, FL 34787 5 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1699
       Built: 1995
    Monthly Fee: $50
       Tax: $1,352 (2025)
    Community: Crown Point Springs Ut 2
    Single Family


    Estimated Monthly Payment: $2,409 (change assumption)
    Mortgage ($2,247) + Fees ($50) + Taxes in 2025 ($113)


    Taxes:$1,352

    Elementary School: Dillard Street Elem

    High School: Ocoee High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 912 LANDRUM DR, WINTER GARDEN, FL 34787

    $1,300,00033 Days on yellowkey   MLS ID: O6407616

    0 Days Off yellowkey (back on 5/26/2026)

    For Sale O6407616 - 912 LANDRUM DR, WINTER GARDEN, FL 34787 68 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2834
       Built: 2024
    Monthly Fee: $208
       Tax: $13,517 (2025)
    Community: Oakland Park
    Single Family


    Estimated Monthly Payment: $8,458 (change assumption)
    Mortgage ($7,123) + Fees ($208) + Taxes in 2025 ($1,126)


    Taxes:$13,517

    Elementary School: Tildenville Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Lakeview Middle


  • 12438 CLEAR SAPPHIRE DR #223, WINTER GARDEN, FL 34787

    $684,99081 Days on yellowkey   MLS ID: O6393877

    4 Days Off yellowkey (back on 5/26/2026)

    REDUCED by $5,000 (0.7%) on 04/16/2026

    For Sale O6393877 - 12438 CLEAR SAPPHIRE DR #223, WINTER GARDEN, FL 34787 1 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3460
       Built: 2026
    Monthly Fee: $96

    Community: Osprey Ranch
    Single Family


    Estimated Monthly Payment: $3,849 (change assumption)
    Mortgage ($3,753) + Fees ($96) + Taxes in 2026 ($0)


    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2026

    Middle School: None


  • 11858 SHINE VIEW LN, WINTER GARDEN, FL 34787

    $534,990255 Days on yellowkey   MLS ID: O6349514

    4 Days Off yellowkey (back on 5/26/2026)

    REDUCED by $5,000 (0.9%) on 04/22/2026

    For Sale O6349514 - 11858 SHINE VIEW LN, WINTER GARDEN, FL 34787 35 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2025
    Monthly Fee: $190
       Tax: $1,989 (2024)
    Community: Waterleigh
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,287 (change assumption)
    Mortgage ($2,931) + Fees ($190) + Taxes in 2024 ($166)


    Taxes:$1,989

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15058 SAWGRASS BLUFF DR, WINTER GARDEN, FL 34787

    $579,90061 Days on yellowkey   MLS ID: O6396640

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

    For Sale O6396640 - 15058 SAWGRASS BLUFF DR, WINTER GARDEN, FL 34787 26 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2626
       Built: 2013
    Monthly Fee: $128
       Tax: $6,746 (2025)
    Community: Johns Lake Pointe A & S
    Single Family


    Estimated Monthly Payment: $3,868 (change assumption)
    Mortgage ($3,177) + Fees ($128) + Taxes in 2025 ($562)


    Taxes:$6,746

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1157 VINSETTA CIR, WINTER GARDEN, FL 34787

    $800,00031 Days on yellowkey   MLS ID: O6403597

    0 Days Off yellowkey (back on 5/24/2026)

    For Sale O6403597 - 1157 VINSETTA CIR, WINTER GARDEN, FL 34787 64 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3598
       Built: 2014
    Monthly Fee: $112
       Tax: $6,599 (2025)
    Community: Avalon Reserve Village 1
    Single Family


    Estimated Monthly Payment: $5,045 (change assumption)
    Mortgage ($4,383) + Fees ($112) + Taxes in 2025 ($550)


    Taxes:$6,599

    Elementary School: Whispering Oak Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 12529 DALLINGTON TER, WINTER GARDEN, FL 34787

    $869,99056 Days on yellowkey   MLS ID: O6400678

    0 Days Off yellowkey (back on 5/24/2026)

    REDUCED by $15,000 (1.7%) on 05/12/2026

    For Sale O6400678 - 12529 DALLINGTON TER, WINTER GARDEN, FL 34787 66 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3519
       Built: 2006
    Monthly Fee: $130
       Tax: $6,735 (2025)
    Community: Foxcrest A-N & P
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $5,458 (change assumption)
    Mortgage ($4,767) + Fees ($130) + Taxes in 2025 ($561)


    Taxes:$6,735

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 16140 HARBOR MIST ALY, WINTER GARDEN, FL 34787

    $560,000193 Days on yellowkey   MLS ID: O6365057

    0 Days Off yellowkey (back on 5/22/2026)

    REDUCED by $5,000 (0.9%) on 05/12/2026

    For Sale O6365057 - 16140 HARBOR MIST ALY, WINTER GARDEN, FL 34787 34 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2477
       Built: 2018
    Monthly Fee: $245
       Tax: $8,615 (2025)
    Community: Waterleigh Ph 2A
    Single Family


    Estimated Monthly Payment: $4,031 (change assumption)
    Mortgage ($3,068) + Fees ($245) + Taxes in 2025 ($718)


    Taxes:$8,615

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15594 SHOREBIRD LN, WINTER GARDEN, FL 34787

    $1,219,00070 Days on yellowkey   MLS ID: S5147208

    REDUCED by $39,000 (3.1%) on 04/28/2026

    For Sale S5147208 - 15594 SHOREBIRD LN, WINTER GARDEN, FL 34787 84 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3022
       Built: 2020
    Monthly Fee: $360
       Tax: $17,905 (2025)
    Community: Lakeshore Preserve Ph 4
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,531 (change assumption)
    Mortgage ($6,679) + Fees ($360) + Taxes in 2025 ($1,492)


    Taxes:$17,905

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16197 WIND VIEW LN, WINTER GARDEN, FL 34787

    $517,00067 Days on yellowkey   MLS ID: O6397229

    REDUCED by $3,000 (0.6%) on 05/24/2026

    For Sale O6397229 - 16197 WIND VIEW LN, WINTER GARDEN, FL 34787 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2027
       Built: 2016
    Monthly Fee: $332
       Tax: $7,677 (2025)
    Community: Waterleigh
    Single Family


    Estimated Monthly Payment: $3,805 (change assumption)
    Mortgage ($2,833) + Fees ($332) + Taxes in 2025 ($640)


    Taxes:$7,677

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 16548 RAVEN ROCK PL, WINTER GARDEN, FL 34787

    $1,399,900112 Days on yellowkey   MLS ID: S5144064

    REDUCED by $60,000 (4.1%) on 05/23/2026

    For Sale S5144064 - 16548 RAVEN ROCK PL, WINTER GARDEN, FL 34787 36 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4263
       Built: 2017
    Monthly Fee: $178
       Tax: $16,938 (2024)
    Community: Twinwaters
    Single Family


    Estimated Monthly Payment: $9,260 (change assumption)
    Mortgage ($7,670) + Fees ($178) + Taxes in 2024 ($1,411)


    Taxes:$16,938

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8114 SAYINGS DR, WINTER GARDEN, FL 34787

    $739,00053 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


  • 14571 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787

    $519,900179 Days on yellowkey   MLS ID: O6368387

    0 Days Off yellowkey (back on 5/23/2026)

    For Sale O6368387 - 14571 BAHAMA SWALLOW BLVD, WINTER GARDEN, FL 34787 23 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2063
       Built: 2012
    Monthly Fee: $251
       Tax: $7,507 (2024)
    Community: Summerlake Pd Ph 01A
    Single Family


    Estimated Monthly Payment: $3,725 (change assumption)
    Mortgage ($2,849) + Fees ($251) + Taxes in 2024 ($626)


    Taxes:$7,507

    Elementary School: Summerlake Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 14902 ARRENA RD, WINTER GARDEN, FL 34787

    $648,000605 Days on yellowkey   MLS ID: O6248982

    For Sale O6248982 - 14902 ARRENA RD, WINTER GARDEN, FL 34787 40 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3392
       Built: 2001   Tax: $7,754 (2023)
    Community: Arrowhead Lakes
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,197 (change assumption)
    Mortgage ($3,551) + Taxes in 2023 ($646)


    Taxes:$7,754

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2023

    Middle School: Water Spring Middle


  • 13613 LARSEN LN, WINTER GARDEN, FL 34787

    $825,00024 Days on yellowkey   MLS ID: O6410121

    For Sale O6410121 - 13613 LARSEN LN, WINTER GARDEN, FL 34787 25 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3812
       Built: 2005
    Monthly Fee: $189
       Tax: $10,378 (2025)
    Community: Lake Forest Sec 10A
    Single Family


    Estimated Monthly Payment: $5,574 (change assumption)
    Mortgage ($4,520) + Fees ($189) + Taxes in 2025 ($865)


    Taxes:$10,378

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 9186 BRADLEIGH DR, WINTER GARDEN, FL 34787

    $1,099,00030 Days on yellowkey   MLS ID: O6408534

    0 Days Off yellowkey (back on 5/22/2026)

    For Sale O6408534 - 9186 BRADLEIGH DR, WINTER GARDEN, FL 34787 73 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3090
       Built: 2019
    Monthly Fee: $115
       Tax: $11,245 (2025)
    Community: Latham Park South
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,074 (change assumption)
    Mortgage ($6,022) + Fees ($115) + Taxes in 2025 ($937)


    Taxes:$11,245

    Elementary School: Panther Lake Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 2200 ROMANUM DR, WINTER GARDEN, FL 34787

    $560,00031 Days on yellowkey   MLS ID: O6408190

    For Sale O6408190 - 2200 ROMANUM DR, WINTER GARDEN, FL 34787 33 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2561
       Built: 2015
    Monthly Fee: $211
       Tax: $8,843 (2025)
    Community: Alexander Rdg
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,016 (change assumption)
    Mortgage ($3,068) + Fees ($211) + Taxes in 2025 ($737)


    Taxes:$8,843

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7212 DESERT MANDARIN ST, WINTER GARDEN, FL 34787

    $650,00053 Days on yellowkey   MLS ID: O6401040

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

    For Sale O6401040 - 7212 DESERT MANDARIN ST, WINTER GARDEN, FL 34787 42 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2605
       Built: 2018
    Monthly Fee: $64
       Tax: $5,661 (2025)
    Community: Highlands/Summerlake Grvs Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,097 (change assumption)
    Mortgage ($3,562) + Fees ($64) + Taxes in 2025 ($472)


    Taxes:$5,661

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 15480 SANDFIELD LOOP, WINTER GARDEN, FL 34787

    $749,90047 Days on yellowkey   MLS ID: O6399241

    1 Days Off yellowkey (back on 5/22/2026)

    For Sale O6399241 - 15480 SANDFIELD LOOP, WINTER GARDEN, FL 34787 37 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2574
       Built: 2013
    Monthly Fee: $114
       Tax: $7,534 (2025)
    Community: Reserve/Carriage Point Ph 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $4,851 (change assumption)
    Mortgage ($4,109) + Fees ($114) + Taxes in 2025 ($628)


    Taxes:$7,534

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin 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.