Real estate investors should take a close look at Kissimmee, Florida for a number of reasons. First, it is strategically located near Orlando (home to some of the world's most popular tourist attractions like Disney World, SeaWorld, and Universal Studios). These attractions draw millions of tourists each year and create a high demand for short-term rental properties and vacation homes. The thriving tourism industry significantly boosts the local economy, making Kissimmee an ideal location for investors looking to capitalize on the lucrative short-term rental market.
Apart from the tourism sector, which includes numerous hotels, restaurants, and entertainment venues, the healthcare sector also plays a vital role in Kissimmee's economy. Institutions like HCA Florida Osceola Hospital and AdventHealth Kissimmee provide substantial employment opportunities. Plus, the presence of educational institutions like Valencia College and various public and private schools further enhances the local job market. This economic diversity ensures a steady demand for housing, making the real estate market robust and attractive for long-term investment. Between its strong tourism and economy alone, investors are sure to find sound investments in Kissimmee, Florida.
Popular Streets in Kissimmee, Florida
Celebration Ave40932$615,0852,416 Sq.Ft.5/27/2025Grand Canal Dr37522$260,5821,390 Sq.Ft.4/30/2025Irlo Bronson Memorial Hwy1,85145$564,0008,869 Sq.Ft.5/29/2025Maingate Village Cir359N/A2$232,783580 Sq.Ft.N/ANeptune Rd34832$407,6343,932 Sq.Ft.5/20/2025Paradox Cir34122$364,6921,201 Sq.Ft.4/3/2025Parkway Blvd45832$203,1447,878 Sq.Ft.4/24/2025Poinciana Blvd37934$235,47711,492 Sq.Ft.4/4/2025Skyline Loop35133$198,1011,698 Sq.Ft.5/30/2025Vine St368220$324,80014,546 Sq.Ft.5/20/2025All Streets in Kissimmee, Florida
Desmoines Dr1942$307,3891,887 Sq.Ft.4/9/2025Desmoines Ln1942$300,4211,831 Sq.Ft.6/24/2024Desmoines Pl1142$312,7271,747 Sq.Ft.6/27/2023Desmoines Way1332$284,7691,714 Sq.Ft.4/22/2024Desoto Dr1532$206,8001,072 Sq.Ft.1/7/2025Destination Way1N/AN/AN/A475,697 Sq.Ft.12/14/2018Destiny Blvd1N/AN/AN/A285,380 Sq.Ft.4/12/2006Determination Way1N/A32N/A32,739 Sq.Ft.1/7/2011Devereaux St2N/AN/AN/AN/AN/ADevon Ct454$543,2503,591 Sq.Ft.9/30/2024Devonshire Ct942$415,1252,174 Sq.Ft.12/7/2021Dew Ct1432$281,2861,604 Sq.Ft.4/29/2022Dewsbury Way732$305,5711,798 Sq.Ft.10/16/2023Dharma Cir4254$536,9002,407 Sq.Ft.9/9/2024Diamond Bar Ln233$463,0001,989 Sq.Ft.6/1/2017Diamond Loop Dr1N/AN/AN/AN/A9/1/2016Dickens Cir3232$381,1251,745 Sq.Ft.12/12/2024Dickson St832$264,0001,267 Sq.Ft.5/14/2024Dieppe Pl532$307,0001,496 Sq.Ft.1/4/2022Digital Dr2N/AN/AN/A379,943 Sq.Ft.12/4/2018Dillingham Ave4632$309,0261,776 Sq.Ft.1/31/2025Dinville St3954$628,0002,510 Sq.Ft.3/6/2025Diplomat Ct9942$345,6461,497 Sq.Ft.2/24/2025Discovery Pl7N/A156N/A30,697 Sq.Ft.N/ADisney Mgm Studio Ct2522$242,4001,052 Sq.Ft.1/12/2018Distant Sun Trl4955$410,7352,274 Sq.Ft.5/28/2025Divot Ln1432$273,0001,431 Sq.Ft.11/29/2023Dixie Ln4632$354,7781,525 Sq.Ft.5/15/2025Dockside Dr1354$823,9174,102 Sq.Ft.3/18/2024Dodds Ln4843$313,7291,703 Sq.Ft.2/26/2025Dogfish Ct2432$289,6251,861 Sq.Ft.3/29/2025Dogfish Ln2232$281,4551,792 Sq.Ft.4/9/2024Dogfish Way1442$279,4291,918 Sq.Ft.6/30/2023Dogwood Ct732$410,2862,101 Sq.Ft.9/25/2019Dolce Vita Dr45N/AN/A$240,911N/AN/ADolores Dr3N/AN/AN/A9,586 Sq.Ft.3/7/2014Dolphin Ave943$451,7782,385 Sq.Ft.10/31/2023Dolphin Dr2732$277,1481,864 Sq.Ft.3/31/2025Dolphin St3032$281,3101,414 Sq.Ft.10/18/2023Dolphin Way1932$276,4741,972 Sq.Ft.1/3/2025Domain Cir1N/AN/AN/A341,155 Sq.Ft.N/ADominica Dr3632$306,8751,389 Sq.Ft.2/11/2025Doncaster Ct3532$289,2001,795 Sq.Ft.4/16/2025Donegan Ave7628$278,09715,852 Sq.Ft.2/27/2025Donjay Ave1N/AN/AN/AN/AN/ADon Pl1432$302,7862,094 Sq.Ft.4/19/2024Don Way1132$296,8181,740 Sq.Ft.8/6/2024Dorado Dr2N/A8$164,000363,126 Sq.Ft.9/30/2016Doral Park Ave4742$354,7331,846 Sq.Ft.4/3/2024Doral Pointe Dr2542$365,2782,067 Sq.Ft.1/9/2024Dorchester Ct4032$277,8001,530 Sq.Ft.3/21/2025Doris St4532$303,6001,441 Sq.Ft.10/24/2024Dorking Way642$317,3331,858 Sq.Ft.5/17/2022Dorset Dr6432$290,6251,747 Sq.Ft.3/29/2025Double Oak Dr153$687,0004,098 Sq.Ft.12/14/2018Douglas Ct632$334,5001,454 Sq.Ft.1/7/2021Dove Ct5632$270,8571,571 Sq.Ft.4/21/2025Dove Dr6432$286,3131,771 Sq.Ft.4/23/2025Dover Dr2932$308,5171,939 Sq.Ft.12/17/2024Doverplum Ave5N/AN/AN/A13,918 Sq.Ft.10/24/2023Dove St2N/AN/AN/AN/AN/ADovetail Ave4243$574,8422,696 Sq.Ft.7/1/2024Downey Pl1032$679,7001,657 Sq.Ft.5/6/2022Downing Dr3122$217,5481,276 Sq.Ft.9/5/2024Doyle Dr1532$366,2861,984 Sq.Ft.7/12/2024Dragon Fly Ct832$374,8751,504 Sq.Ft.4/15/2025Drake Elm Dr3232$361,8441,684 Sq.Ft.6/5/2024Drake Ridge Dr3833$387,7781,692 Sq.Ft.12/13/2024Drake St343$804,0002,581 Sq.Ft.6/14/2021Dreamsicle Dr4333$529,8971,411 Sq.Ft.6/16/2023Drifting Lilly Loop3532$461,7142,052 Sq.Ft.8/27/2024Drift Ln1N/AN/AN/AN/A4/16/2021Driftwood Path1475$430,9293,201 Sq.Ft.5/29/2025Driver Cir2432$304,4351,850 Sq.Ft.10/1/2021Driver Ln832$263,5001,397 Sq.Ft.1/8/2025Drive Way1842$514,2222,779 Sq.Ft.2/10/2023Driving Range Ct3N/AN/AN/AN/AN/ADromedary Ct5732$256,4041,500 Sq.Ft.1/15/2025Dromedary Dr6732$252,2391,413 Sq.Ft.4/14/2025Drum Ct3832$291,1581,957 Sq.Ft.5/5/2025Drum Dr2232$286,3181,697 Sq.Ft.3/19/2025Drum Ln2332$273,0001,995 Sq.Ft.3/7/2024Drury Ave2632$343,8701,622 Sq.Ft.1/18/2024Dubai St6955$539,4412,456 Sq.Ft.5/30/2025Dudley Dr6742$307,3431,681 Sq.Ft.4/29/2025Duffer Ln1532$250,5331,246 Sq.Ft.7/24/2024Dulverton Way1032$305,2001,809 Sq.Ft.2/7/2024Dunbarton Ct5232$300,8081,679 Sq.Ft.8/23/2024Dunblane Ct1332$408,5382,007 Sq.Ft.3/8/2024Duncan Ave1431$277,40010,609 Sq.Ft.10/26/2021Dundee Dr3832$326,8891,957 Sq.Ft.7/25/2024Dundee Ln1432$304,2141,620 Sq.Ft.10/31/2024Dunes Ct25622$231,8871,053 Sq.Ft.4/11/2025Dunfield Ct543$453,6002,535 Sq.Ft.8/7/2019Dunlin Ln2632$275,1151,603 Sq.Ft.12/22/2023Dunmore Ln3442$401,0591,869 Sq.Ft.3/31/2025Dunraven Ct2142$400,9051,897 Sq.Ft.8/2/2022Durango Way642$351,6672,198 Sq.Ft.3/6/2020Durga Ln71212$1,024,1434,762 Sq.Ft.12/28/2022Durham Pl842$302,3751,776 Sq.Ft.5/9/20242389 White Poppy DrKissimmee, FL 34747
Estimated Value $401,000
Living Area 1,672 SqFt
Beds 3
Baths 2
Year Built 2019
Property Type Single Family
Ownership Type Multiple
APN 18-25-27-4037-0001-1930
Subdivision Murano At Westside Ph 2
School District Osceola County School District
9051 Treasure Trove Ln #403Kissimmee, FL 34747
Estimated Value $246,000
Living Area 1,700 SqFt
Beds 3
Baths 2
Year Built 2007
Property Type Condominium
Ownership Type Corporate
APN 06-25-27-3143-0003-4030
Subdivision Caribe Cove Condo Ph 3
School District Osceola County School District
17238 Blessing DrClermont, FL 34714
Estimated Value $453,000
Living Area 1,996 SqFt
Beds 4
Baths 3
Year Built 2022
Property Type Single Family
Ownership Type Corporate
APN 25-24-26-1930-000-10000
Subdivision Hidden Forest At Silver Creek
School District Lake County School District
2935 Paddington WayKissimmee, FL 34747
Estimated Value $435,000
Living Area 2,157 SqFt
Beds 4
Baths 2
Year Built 1991
Property Type Single Family
Ownership Type Related
APN 05-25-27-3958-0001-4070
Subdivision Lindfields Unit 3
School District Osceola County School District
3022 Bird Of Paradise LnKissimmee, FL 34747
Estimated Value $332,000
Living Area 1,470 SqFt
Beds 3
Baths 2.5
Year Built 2011
Property Type Single Family
Ownership Type Corporate
APN 05-25-27-3162-0001-2970
Subdivision Encantada Ph 2
School District Osceola County School District
3131 Yellow Lantana LnKissimmee, FL 34747
Estimated Value $338,000
Living Area 1,295 SqFt
Beds 3
Baths 2.5
Year Built 2006
Property Type Single Family
Ownership Type Multiple
APN 05-25-27-3161-0001-0910
Subdivision Encantada Ph 1
School District Osceola County School District
2917 Blooming Alamanda LoopKissimmee, FL 34747
Estimated Value $436,000
Living Area 1,667 SqFt
Beds 4
Baths 3
Year Built 2000
Property Type Single Family
Ownership Type Related
APN 09-25-27-4449-0001-0390
Subdivision Oak Island Cove
School District Osceola County School District
8702 Knightsbridge Ct #AKissimmee, FL 34747
Estimated Value $260,000
Living Area 1,357 SqFt
Beds 3
Baths 2
Year Built 2001
Property Type Condominium
Ownership Type Multiple
APN 05-25-27-4092-0001-1930
Subdivision Villas At Island Club Ph 2 Bldg U
School District Osceola County School District
9015 Murano Mews CtKissimmee, FL 34747
Estimated Value $489,000
Living Area 2,478 SqFt
Beds 4
Baths 3.5
Year Built 2007
Property Type Single Family
Ownership Type Related
APN 06-25-27-5459-0001-0090
Subdivision Westside Parcel E Tuscany
School District Osceola County School District
8919 Legacy Ct #104Kissimmee, FL 34747
Estimated Value $223,000
Living Area 901 SqFt
Beds 2
Baths 1
Year Built 2000
Property Type Condominium
Ownership Type Related
APN 06-25-27-2951-0018-1040
Subdivision Legacy Dunes Condo
School District Osceola County School District
50989 Highway 27 #220Davenport, FL 33897
Estimated Value $277,000
Living Area 1,157 SqFt
Beds 4
Baths 2
Year Built 2005
Property Type Single Family
Ownership Type Related
APN 26-25-12-488053-002200
Subdivision International Bass Lake Resort Phase One
School District Polk County School District
112 Judith WayDavenport, FL 33897
Estimated Value $307,000
Living Area 1,243 SqFt
Beds 3
Baths 2
Year Built 1994
Property Type Single Family
Ownership Type Related
APN 26-25-01-488037-001890
Subdivision Davenport Lakes Phase 03
School District Polk County School District
3149 Sun Lake Ct #AKissimmee, FL 34747
Estimated Value $277,000
Living Area 1,650 SqFt
Beds 3
Baths 3
Year Built 2004
Property Type Condominium
Ownership Type Related
APN 03-25-27-5171-0003-149A
Subdivision Sun Lake Condo
School District Osceola County School District
2525 Oneida LoopKissimmee, FL 34747
Estimated Value $467,000
Living Area 1,760 SqFt
Beds 4
Baths 3
Year Built 2003
Property Type Single Family
Ownership Type Corporate
APN 09-25-27-3436-0001-5110
Subdivision Indian Creek Ph 5
School District Osceola County School District
2671 Inagua Ave #101Davenport, FL 33897
Estimated Value $244,000
Living Area 1,374 SqFt
Beds 2
Baths 2
Year Built 2008
Property Type Condominium
Ownership Type Corporate
APN 07-25-27-3155-0040-1010
Subdivision Bahama Bay 2 Condo Ph 40
School District Osceola County School District
17109 Cypresswood WayClermont, FL 34714
Estimated Value $339,000
Living Area 1,318 SqFt
Beds 3
Baths 2
Year Built 1997
Property Type Single Family
Ownership Type Multiple
APN 26-24-26-2405-000-03700
Subdivision Woodridge Phase Ii Sub
School District Lake County School District