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Displaying: For Sale

Location: Winter Garden

Property Type(s): Single Family

Price: $1,000,000+

Winter Garden - 87 properties found

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  • 14168 LARKSPUR LAKE DR, WINTER GARDEN, FL 34787

    $2,999,990222 Days on yellowkey   MLS ID: O6346469

    REDUCED by $333,389 (10.0%) on 04/14/2026

    For Sale O6346469 - 14168 LARKSPUR LAKE DR, WINTER GARDEN, FL 34787 19 photos

    Bed: 6   Bath: 7.0   Gar: 4
    Liv Area Sq Ft: 6442
       Built: 2025
    Monthly Fee: $112
       Tax: $6,673 (2024)
    Community: Shorefront Cove
    Single Family


    Estimated Monthly Payment: $17,106 (change assumption)
    Mortgage ($16,438) + Fees ($112) + Taxes in 2024 ($556)


    Taxes:$6,673

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 15312 GILLIGAN CT, WINTER GARDEN, FL 34787

    $1,150,000102 Days on yellowkey   MLS ID: O6372954

    0 Days Off yellowkey (back on 4/14/2026)

    For Sale O6372954 - 15312 GILLIGAN CT, WINTER GARDEN, FL 34787 69 photos

    Bed: 5   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3652
       Built: 2020
    Monthly Fee: $102
       Tax: $9,787 (2024)
    Community: Winding Bay Ii Llc
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,219 (change assumption)
    Mortgage ($6,301) + Fees ($102) + Taxes in 2024 ($816)


    Taxes:$9,787

    Elementary School: Water Spring Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 14241 COLONIAL POINTE DR, WINTER GARDEN, FL 34787

    $1,390,00088 Days on yellowkey   MLS ID: O6379808

    3 Days Off yellowkey (back on 4/14/2026)

    For Sale O6379808 - 14241 COLONIAL POINTE DR, WINTER GARDEN, FL 34787 41 photos

    Bed: 7   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5001
       Built: 2017
    Monthly Fee: $215
       Tax: $9,308 (2024)
    Community: Overlook 2 At Hamlin
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,607 (change assumption)
    Mortgage ($7,616) + Fees ($215) + Taxes in 2024 ($776)


    Taxes:$9,308

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2024

    Middle School: Hamlin Middle


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

    $1,049,00066 Days on yellowkey   MLS ID: O6385808

    REDUCED by $50,000 (4.5%) on 04/07/2026

    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: $6,029 (change assumption)
    Mortgage ($5,748) + Taxes in 2025 ($281)


    Taxes:$3,375

    Elementary School: Panther Lake Elementary

    High School: None

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 9014 MORGANA CT, WINTER GARDEN, FL 34787

    $2,190,000117 Days on yellowkey   MLS ID: O6371050

    REDUCED by $35,000 (1.6%) on 04/12/2026

    For Sale O6371050 - 9014 MORGANA CT, WINTER GARDEN, FL 34787 55 photos

    Bed: 5   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4436
       Built: 2022
    Monthly Fee: $424
       Tax: $24,481 (2025)
    Community: Avalon Cove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,464 (change assumption)
    Mortgage ($12,000) + Fees ($424) + Taxes in 2025 ($2,040)


    Taxes:$24,481

    Elementary School: None

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Water Spring Middle


  • 15120 SHONAN GOLD DR, WINTER GARDEN, FL 34787

    $1,745,00066 Days on yellowkey   MLS ID: O6386104

    5 Days Off yellowkey (back on 4/8/2026)

    For Sale O6386104 - 15120 SHONAN GOLD DR, WINTER GARDEN, FL 34787 14 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3487
       Built: 2020
    Monthly Fee: $230
       Tax: $16,822 (2025)
    Community: Overlook At Hamlin
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,193 (change assumption)
    Mortgage ($9,561) + Fees ($230) + Taxes in 2025 ($1,402)


    Taxes:$16,822

    Elementary School: Independence Elementary

    High School: Horizon High School

    Tax Year: 2025

    Middle School: Bridgewater Middle


  • 743 CANOPY ESTATES DR, WINTER GARDEN, FL 34787

    $1,499,99941 Days on yellowkey   MLS ID: O6392705

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale O6392705 - 743 CANOPY ESTATES DR, WINTER GARDEN, FL 34787 71 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 4283
       Built: 2018
    Monthly Fee: $298
       Tax: $10,715 (2025)
    Community: Canopy Oaks Ph I
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,410 (change assumption)
    Mortgage ($8,219) + Fees ($298) + Taxes in 2025 ($893)


    Taxes:$10,715

    Elementary School: Lake Whitney Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 14038 JOMATT LOOP, WINTER GARDEN, FL 34787

    $1,059,00028 Days on yellowkey   MLS ID: O6394977

    For Sale O6394977 - 14038 JOMATT LOOP, WINTER GARDEN, FL 34787 67 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4105
       Built: 2018
    Monthly Fee: $70
       Tax: $7,306 (2025)
    Community: Cypress Reserve
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,481 (change assumption)
    Mortgage ($5,803) + Fees ($70) + Taxes in 2025 ($609)


    Taxes:$7,306

    Elementary School: Sunrise Elem

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787

    $1,150,00052 Days on yellowkey   MLS ID: O6390569

    For Sale O6390569 - 16071 BARKLY RIDGE CT, WINTER GARDEN, FL 34787 31 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2986
       Built: 2024
    Monthly Fee: $225
       Tax: $2,420 (2024)
    Community: Avalon Ridge
    Single Family


    Estimated Monthly Payment: $6,728 (change assumption)
    Mortgage ($6,301) + Fees ($225) + Taxes in 2024 ($202)


    Taxes:$2,420

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 4004 REX DR, WINTER GARDEN, FL 34787

    $2,900,00031 Days on yellowkey   MLS ID: O6395737

    For Sale O6395737 - 4004 REX DR, WINTER GARDEN, FL 34787 30 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1804
       Built: 1971   Tax: $3,688 (2025)
    Community: Lake Avalon Groves Rep
    Single Family


    Estimated Monthly Payment: $16,197 (change assumption)
    Mortgage ($15,890) + Taxes in 2025 ($307)


    Taxes:$3,688

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5526 TINY RD, WINTER GARDEN, FL 34787

    $1,675,000270 Days on yellowkey   MLS ID: O6334009

    0 Days Off yellowkey (back on 4/3/2026)

    For Sale O6334009 - 5526 TINY RD, WINTER GARDEN, FL 34787 39 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2474
       Built: 2007   Tax: $10,165 (2024)
    Community: None
    Single Family


    Estimated Monthly Payment: $10,025 (change assumption)
    Mortgage ($9,178) + Taxes in 2024 ($847)


    Taxes:$10,165

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 16077 BARKLY RIDGE CT, WINTER GARDEN, FL 34787

    $2,200,00045 Days on yellowkey   MLS ID: O6391901

    For Sale O6391901 - 16077 BARKLY RIDGE CT, WINTER GARDEN, FL 34787 47 photos

    Bed: 6   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 5524
       Built: 2024
    Monthly Fee: $225
       Tax: $8,585 (2025)
    Community: Avalon Rdg
    Single Family


    Estimated Monthly Payment: $12,995 (change assumption)
    Mortgage ($12,054) + Fees ($225) + Taxes in 2025 ($715)


    Taxes:$8,585

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 16826 BROADWATER AVE, WINTER GARDEN, FL 34787

    $1,540,00061 Days on yellowkey   MLS ID: O6387379

    REDUCED by $50,000 (3.1%) on 04/02/2026

    For Sale O6387379 - 16826 BROADWATER AVE, WINTER GARDEN, FL 34787 58 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4451
       Built: 2019
    Monthly Fee: $218
       Tax: $9,892 (2025)
    Community: Waterside/Johns Lk-Ph 1
    Single Family


    Estimated Monthly Payment: $9,480 (change assumption)
    Mortgage ($8,438) + Fees ($218) + Taxes in 2025 ($824)


    Taxes:$9,892

    Elementary School: Hamlin Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787

    $1,115,00088 Days on yellowkey   MLS ID: O6379346

    For Sale O6379346 - 15625 SYLVESTER PALM DR, WINTER GARDEN, FL 34787 72 photos

    Bed: 5   Bath: 4.5
    Liv Area Sq Ft: 3886
       Built: 2018
    Monthly Fee: $360
       Tax: $9,571 (2024)
    Community: Lakeshore Preserve Ph 1
    Single Family


    Estimated Monthly Payment: $7,267 (change assumption)
    Mortgage ($6,109) + Fees ($360) + Taxes in 2024 ($798)


    Taxes:$9,571

    Elementary School: Panther Lake Elementary

    High School: None

    Tax Year: 2024

    Middle School: Water Spring Middle


  • 7832 FREESTYLE LN, WINTER GARDEN, FL 34787

    $1,100,00090 Days on yellowkey   MLS ID: G5107680

    For Sale G5107680 - 7832 FREESTYLE LN, WINTER GARDEN, FL 34787 51 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2650
       Built: 2018
    Monthly Fee: $300
       Tax: $16,616 (2025)
    Community: Isles Of Lake Hancock
    Single Family


    Estimated Monthly Payment: $7,712 (change assumption)
    Mortgage ($6,027) + Fees ($300) + Taxes in 2025 ($1,385)


    Taxes:$16,616

    Elementary School: Independence Elementary

    High School: None

    Tax Year: 2025

    Middle School: Hamlin Middle


  • 14254 SUNRIDGE BLVD, WINTER GARDEN, FL 34787

    $1,150,00037 Days on yellowkey   MLS ID: TB8489171

    For Sale TB8489171 - 14254 SUNRIDGE BLVD, WINTER GARDEN, FL 34787 54 photos

    Bed: 5   Bath: 3.5
    Liv Area Sq Ft: 4004
       Built: 2017
    Monthly Fee: $75
       Tax: $11,716 (2025)
    Community: Cypress Reserve Ph 1
    Single Family


    Estimated Monthly Payment: $7,353 (change assumption)
    Mortgage ($6,301) + Fees ($75) + Taxes in 2025 ($976)


    Taxes:$11,716

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2025

    Middle School: SunRidge Middle


  • 11400 LOVERS LN, WINTER GARDEN, FL 34787

    $1,250,000397 Days on yellowkey   MLS ID: O6295587

    1 Days Off yellowkey (back on 3/28/2026)

    For Sale O6295587 - 11400 LOVERS LN, WINTER GARDEN, FL 34787 48 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2517
       Built: 1999   Tax: $6,673 (2024)
    Community: Avalon Estates
    Single Family


    Estimated Monthly Payment: $7,405 (change assumption)
    Mortgage ($6,849) + Taxes in 2024 ($556)


    Taxes:$6,673

    Elementary School: Lost Lake Elem

    High School: East Ridge High

    Tax Year: 2024

    Middle School: Windy Hill Middle


  • 2450 DAHLGREN WAY, WINTER GARDEN, FL 34787

    $1,950,00063 Days on yellowkey   MLS ID: TB8481106

    For Sale TB8481106 - 2450 DAHLGREN WAY, WINTER GARDEN, FL 34787 68 photos

    Bed: 5   Bath: 5.0
    Liv Area Sq Ft: 4365
       Built: 2007
    Monthly Fee: $225
       Tax: $8,970 (2024)
    Community: Bronsons Lndgs F & M
    Single Family


    Estimated Monthly Payment: $11,657 (change assumption)
    Mortgage ($10,685) + Fees ($225) + Taxes in 2024 ($748)


    Taxes:$8,970

    Elementary School: SunRidge Elementary

    High School: West Orange High

    Tax Year: 2024

    Middle School: SunRidge Middle


  • 9312 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787

    $1,100,00080 Days on yellowkey   MLS ID: S5143665

    For Sale S5143665 - 9312 HOLLISTON CREEK PL, WINTER GARDEN, FL 34787 21 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3077
       Built: 2015
    Monthly Fee: $165
       Tax: $11,481 (2024)
    Community: Watermark Ph 2A
    Single Family


    Estimated Monthly Payment: $7,149 (change assumption)
    Mortgage ($6,027) + Fees ($165) + Taxes in 2024 ($957)


    Taxes:$11,481

    Elementary School: Panther Lake Elementary

    High School: None

    Tax Year: 2024

    Middle School: Hamlin Middle


  • 14126 LAKE TILDEN BLVD, WINTER GARDEN, FL 34787

    $1,490,00061 Days on yellowkey   MLS ID: O6386648

    0 Days Off yellowkey (back on 3/16/2026)

    For Sale O6386648 - 14126 LAKE TILDEN BLVD, WINTER GARDEN, FL 34787 74 photos

    Bed: 4   Bath: 5.0
    Liv Area Sq Ft: 3517
       Built: 1995
    Community: Country Lakes
    Single Family


    Estimated Monthly Payment: $8,164 (change assumption)
    Mortgage ($8,164)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None






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