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
Coralwood Ct4932$387,0431,569 Sq.Ft.2/13/2025Corbel Loop2943$441,3792,337 Sq.Ft.5/23/2025Corcovado Dr2686$746,1673,965 Sq.Ft.12/6/2024Cordona Dr8432$292,2051,849 Sq.Ft.1/3/2025Cordova Ct1532$315,1331,225 Sq.Ft.5/3/2024Corena Ct732$321,4291,367 Sq.Ft.3/4/2023Coriander Dr14122$204,8791,177 Sq.Ft.5/23/2025Corinth Ct16N/AN/A$270,200N/AN/ACormorant St1832$354,3891,469 Sq.Ft.11/25/2020Cornerstone Dr3633$283,0831,560 Sq.Ft.3/5/2024Cornett Pl1832$387,5561,660 Sq.Ft.2/13/2024Cornwall Ct1432$395,8571,893 Sq.Ft.5/24/2024Cornwallis Ct4332$281,5121,617 Sq.Ft.4/4/2025Corolla Ct2N/AN/A$244,000N/A8/22/2018Coronado Dr3722$369,4591,786 Sq.Ft.5/6/2025Corporate Center Pkwy7N/AN/AN/AN/A9/18/2024Corsair Ave4345$207,6502,198 Sq.Ft.4/15/2025Corsa Ln2433$349,5831,409 Sq.Ft.11/1/2022Corsica Ct5842$327,5171,904 Sq.Ft.9/16/2024Corsica Way833$526,0002,781 Sq.Ft.8/9/2023Corsini Ln1142$384,0912,009 Sq.Ft.7/26/2024Cortez Ct3532$278,8571,521 Sq.Ft.7/17/2024Corvette Ln15633$334,4141,434 Sq.Ft.5/13/2025Corybrooke Ln3532$388,5631,949 Sq.Ft.11/1/2023Costa Mesa Ln9443$433,3852,224 Sq.Ft.12/6/2024Cotton Candy Aly1833$316,2941,699 Sq.Ft.5/29/2025Cottonwood Ct842$361,8571,721 Sq.Ft.10/31/2024Cotulla Dr7832$300,8211,742 Sq.Ft.2/21/2025Council Ct622$344,8331,328 Sq.Ft.3/8/2019Country Blvd1033$282,0001,885 Sq.Ft.8/21/2024Country Cir2N/AN/AN/A49,417 Sq.Ft.N/ACountry Club Ct832$268,2501,350 Sq.Ft.12/30/2022Country Club Dr6N/A2N/A9,860 Sq.Ft.6/4/2024Country Club Rd3N/AN/AN/AN/AN/ACountry Cove Way7022$218,290990 Sq.Ft.5/21/2024Country Creek Ln3232$375,3441,582 Sq.Ft.1/22/2025Country Crossing Ct5532$327,4911,275 Sq.Ft.6/27/2024Country Field Way732$332,4291,326 Sq.Ft.10/4/2021Country Woods Cir7632$325,7971,329 Sq.Ft.5/3/2025Coupe St3533$333,0591,510 Sq.Ft.3/7/2025Courthouse Sq2N/AN/AN/A354,761 Sq.Ft.10/24/2023Courtland Pl543$450,2002,319 Sq.Ft.7/27/2023Court St332$314,3331,848 Sq.Ft.5/29/2018Coventry Ct4232$295,7861,644 Sq.Ft.6/20/2024Covey Ct832$349,6251,317 Sq.Ft.9/10/2021Coyote Creek Way2N/AN/A$534,000N/A7/19/2024Craftsman Ave1644$1,153,1883,433 Sq.Ft.2/26/2025Cranbrook Dr6232$274,0651,554 Sq.Ft.5/23/2025Crane Dr5232$271,2121,599 Sq.Ft.4/22/2024Cranes Cove Dr2732$403,2961,495 Sq.Ft.5/15/2023Cranes Cove Loop4432$400,3641,506 Sq.Ft.12/3/2024Cranes Nest Ln2232$236,6821,048 Sq.Ft.12/9/2022Cranmoor Dr4622$215,5001,252 Sq.Ft.8/14/2024Crayson Ct1243$366,4171,808 Sq.Ft.3/20/2024Creek Bank Dr1942$506,5832,270 Sq.Ft.9/23/2021Creek Cove Ln1033$405,2501,653 Sq.Ft.2/26/2024Creekmore Ct6642$401,5081,923 Sq.Ft.11/8/2024Creekside Blvd8332$387,0491,621 Sq.Ft.6/28/2024Creeks Run Blvd3642$363,1471,973 Sq.Ft.3/14/2025Crepe Myrtle Cir5143$437,5742,435 Sq.Ft.5/28/2025Crescent Ct1442$293,6431,688 Sq.Ft.7/29/2024Crescent Lakes Way24N/AN/AN/AN/AN/ACrescent Moon St5543$425,1542,345 Sq.Ft.3/24/2025Crest Dr6143$486,1132,193 Sq.Ft.12/2/2024Crestone Cir543$417,8002,047 Sq.Ft.6/24/2021Crestone Rd642$418,0002,013 Sq.Ft.3/8/2024Crestridge Dr3732$266,9711,514 Sq.Ft.9/23/2024Crestview Ct531$268,8001,048 Sq.Ft.10/15/2014Cricket Cradle Dr5342$388,2161,826 Sq.Ft.3/28/2025Crossbill Ct942$387,7502,462 Sq.Ft.2/18/2022Cross Prairie Pkwy19033$396,7042,091 Sq.Ft.12/5/2024Croton Pl1432$675,8571,706 Sq.Ft.11/8/2024Croton Rd2543$989,4402,656 Sq.Ft.8/29/2024Crown Ct2132$197,3501,298 Sq.Ft.8/21/2023Crown Haven Dr4944$410,6501,692 Sq.Ft.10/16/2024Crown Ridge Cir5032$398,8571,874 Sq.Ft.5/12/2025Crownview Ct532$451,2001,862 Sq.Ft.8/31/2023Crows Nest Dr3222$174,750788 Sq.Ft.12/5/2023Crow Trl232$1,212,0001,872 Sq.Ft.6/21/2023Croydon Cir532$301,0001,581 Sq.Ft.8/23/2021Crusoe St1743$513,8002,016 Sq.Ft.10/24/2024Crystal Cove Loop12233$289,3171,341 Sq.Ft.5/28/2025Crystal Cv543$618,6002,823 Sq.Ft.7/28/2023Crystal Garden Blvd7N/AN/AN/AN/AN/ACrystal River Dr2032$353,1051,789 Sq.Ft.11/19/2024Cuautla Way2032$323,7501,276 Sq.Ft.11/6/2023Cuban Palm Rd6054$464,9322,536 Sq.Ft.2/6/2025Cumberland Ct932$342,4441,635 Sq.Ft.9/15/2023Cumberland Dr4432$280,0451,793 Sq.Ft.1/24/2025Cumbernauld Way742$298,7141,757 Sq.Ft.4/27/2022Cumbran Ln1632$293,2501,727 Sq.Ft.3/20/2024Cumbrian Lakes Ct843$476,7502,289 Sq.Ft.2/21/2023Cumbrian Lakes Dr20043$460,0462,144 Sq.Ft.5/12/2025Cumin Dr11222$196,1611,004 Sq.Ft.4/14/2025Cummings Ct622$290,8331,097 Sq.Ft.3/19/2021Cupid Pl3032$333,9671,458 Sq.Ft.4/25/2025Cupola Loop2432$438,7082,198 Sq.Ft.5/3/2023Curacao Pl6522$314,4771,562 Sq.Ft.5/9/2025Cutler Ct1132$356,4001,475 Sq.Ft.6/6/2023Cypress Arbor Pl1932$301,7371,316 Sq.Ft.10/11/20229005 Carlotta WayKissimmee, FL 34747
Estimated Value $322,000
Living Area 1,530 SqFt
Beds 3
Baths 2.5
Year Built 2019
Property Type Single Family
Ownership Type Mixed
APN 18-25-27-4036-0001-1150
Subdivision Murano At Westside
School District Osceola County School District
8904 Shine DrKissimmee, FL 34747
Estimated Value $311,000
Living Area 1,300 SqFt
Beds 3
Baths 2
Year Built 2018
Property Type Single Family
Ownership Type Corporate
APN 06-25-27-5534-0001-1580
Subdivision West Lucaya Village
School District Osceola County School District
834 Berwick DrDavenport, FL 33897
Estimated Value $298,000
Living Area 1,226 SqFt
Beds 3
Baths 2
Year Built 1995
Property Type Single Family
Ownership Type Trust
APN 26-25-12-488055-003480
Neighborhood Lake Davenport Estates
School District Polk County School District
8907 Legacy Ct #305Kissimmee, FL 34747
Estimated Value $202,000
Living Area 1,048 SqFt
Beds 2
Baths 2
Year Built 2000
Property Type Condominium
Ownership Type Related
APN 06-25-27-2951-0014-3050
Subdivision Legacy Dunes Condo
School District Osceola County School District
1426 Retreat CirClermont, FL 34714
Estimated Value $324,000
Living Area 1,501 SqFt
Beds 3
Baths 3
Year Built 2016
Property Type Single Family
Ownership Type Individual
APN 25-24-26-1920-000-01400
Subdivision Retreat At Silver Creek
School District Lake County School District
426 Allison AveDavenport, FL 33897
Estimated Value $321,000
Living Area 1,243 SqFt
Beds 3
Baths 2
Year Built 1993
Property Type Single Family
Ownership Type Related
APN 26-25-01-488043-000250
Subdivision Davenport Lakes Phase O1
School District Polk County School District
2774 Almaton Loop #105Kissimmee, FL 34747
Estimated Value $336,000
Living Area 1,410 SqFt
Beds 3
Baths 2
Year Built 2005
Property Type Condominium
Ownership Type Individual
APN 10-25-27-5443-0001-1050
Neighborhood Windsor Hills
School District Osceola County School District
2780 Roccella CtKissimmee, FL 34747
Estimated Value $518,000
Living Area 2,752 SqFt
Beds 5
Baths 4.5
Year Built 2013
Property Type Single Family
Ownership Type Related
APN 06-25-27-5459-0001-0430
Subdivision Westside Parcel E Tuscany
School District Osceola County School District
9130 Calypso Ct #101Davenport, FL 33897
Estimated Value $199,000
Living Area 1,374 SqFt
Beds 2
Baths 2
Year Built 2007
Property Type Condominium
Ownership Type Corporate
APN 07-25-27-3124-0041-1010
Subdivision Bahama Bay 2 Condo Ph 41
School District Osceola County School District
8913 Legacy Ct #312Kissimmee, FL 34747
Estimated Value $187,000
Living Area 747 SqFt
Beds 1
Baths 1
Year Built 2000
Property Type Condominium
Ownership Type Individual
APN 06-25-27-2951-0015-3120
Subdivision Legacy Dunes Condo
School District Osceola County School District
2347 White Lilly DrKissimmee, FL 34747
Estimated Value $417,000
Living Area 1,672 SqFt
Beds 3
Baths 2
Year Built 2020
Property Type Single Family
Ownership Type Multiple
APN 18-25-27-4037-0001-2400
Subdivision Murano At Westside Ph 2
School District Osceola County School District
2254 Wyndham Palms WayKissimmee, FL 34747
Estimated Value $441,000
Living Area 1,834 SqFt
Beds 4
Baths 3
Year Built 2002
Property Type Single Family
Ownership Type Corporate
APN 16-25-27-5616-0001-0760
Subdivision Wyndham Palms Ph 3
School District Osceola County School District
2920 Blooming Alamanda LoopKissimmee, FL 34747
Estimated Value $398,000
Living Area 1,662 SqFt
Beds 4
Baths 3
Year Built 2000
Property Type Single Family
Ownership Type Trust
APN 09-25-27-4449-0001-0790
Subdivision Oak Island Cove
School District Osceola County School District
1900 N Goodman RdKissimmee, FL 34747
Estimated Value $568,000
Living Area 3,130 SqFt
Beds 3
Baths 3.5
Year Built 1996
Property Type Single Family
Ownership Type Individual
APN 21-25-27-3301-0001-1080
Subdivision Happy Trails Unit 3 Unrec
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
8109 Sun Palm DrKissimmee, FL 34747
Estimated Value $535,000
Living Area 2,788 SqFt
Beds 5
Baths 3
Year Built 2003
Property Type Single Family
Ownership Type Individual
APN 16-25-27-5616-0001-0690
Subdivision Wyndham Palms Ph 3
School District Osceola County School District