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
Indian Creek Dr5222$165,6351,007 Sq.Ft.2/14/2025Indian Mound Trl3043$581,3573,028 Sq.Ft.10/4/2024Indian Oaks Trl4042$393,4861,576 Sq.Ft.4/11/2025Indian Point Cir7232$360,2271,335 Sq.Ft.5/1/2024Indian Ridge Trl17342$395,8401,760 Sq.Ft.5/23/2025Indian River St632$336,0001,731 Sq.Ft.9/30/2021Indian Wells Ave13622$377,8901,904 Sq.Ft.5/22/2025Indigo Bay Dr1143$603,8892,574 Sq.Ft.1/7/2022Indigo Dr3633$927,3612,296 Sq.Ft.3/28/2025Indigo Sky Ln2143$567,0482,606 Sq.Ft.1/22/2024Industrial Ln15N/A10N/A55,315 Sq.Ft.9/17/2024Ingram St1032$316,8752,237 Sq.Ft.5/14/2025Inlet Pt643$820,6672,331 Sq.Ft.5/27/2025Inspiration Dr4N/AN/AN/A25,440 Sq.Ft.N/AInterlock Dr7542$540,0002,422 Sq.Ft.4/30/2024International Dr9N/AN/A$359,50051,396 Sq.Ft.N/AInterstate 43N/AN/AN/AN/AN/AIris Ct932$356,3331,706 Sq.Ft.10/17/2024Iris St643$1,115,3333,047 Sq.Ft.7/6/2021Irlo Bronson Mem Hwy9N/AN/A$295,000N/A4/26/2023Irlo Bronson Memoria Hwy1244N/A41,562 Sq.Ft.5/25/1996Irlo Bronson Memorial Blvd1N/AN/AN/A61,818 Sq.Ft.N/AIrlo Bronson Memorial Hwy1,85145$564,0008,869 Sq.Ft.5/29/2025Irlo Bronson Memorial Rd1N/AN/AN/A37,175 Sq.Ft.7/13/2017Irlo Ct632$407,3331,835 Sq.Ft.12/12/2019Irlo Dr2132$398,4292,012 Sq.Ft.4/14/2023Ironsmith Dr4622$466,7171,843 Sq.Ft.3/31/2025Ironwood Way2042$445,6002,218 Sq.Ft.10/27/2022Irvine Ranch Rd6632$534,9702,332 Sq.Ft.3/19/2025Isabela Ter8542$421,0711,939 Sq.Ft.1/24/2024Isla Bonita Ct576$610,0003,183 Sq.Ft.3/7/2025Island Cir128488N/A265,052 Sq.Ft.4/20/2023Island Club Ct23N/AN/A$272,300N/AN/AIsland Village Way1933$597,11818,969 Sq.Ft.3/28/2025Isla Vista Ct565$622,8003,236 Sq.Ft.12/12/2022Isles Arbor Ln3043$437,1672,407 Sq.Ft.5/27/2025Isles Of Bellalago Dr21N/AN/AN/AN/AN/AIsleta Loop21933$353,8101,762 Sq.Ft.5/30/2025Ivy Dr1132$375,2731,906 Sq.Ft.7/13/2022Ivy Ln987$305,0004,430 Sq.Ft.11/16/2023Ixora Ct1432$384,0001,897 Sq.Ft.1/18/2019Jacaranda Ln932$311,6671,598 Sq.Ft.1/12/2022Jack Calhoun Dr4043$280,0007,425 Sq.Ft.9/15/2023Jack Nicklaus Ct5578$2,094,6125,645 Sq.Ft.4/9/2025Jacks Club Ct1866$1,773,3334,618 Sq.Ft.4/23/2025Jacks Club Dr4N/AN/AN/AN/AN/AJackson Grey Rd1033$303,0001,715 Sq.Ft.7/18/2024Jackson St2932$267,4762,298 Sq.Ft.4/10/2025Jacksonville Ct4732$284,5531,518 Sq.Ft.11/22/2024Jade East Ln6132$260,6611,136 Sq.Ft.4/18/2024Jade St1332$338,1541,346 Sq.Ft.11/4/2021Jaguar Ct4832$279,1461,609 Sq.Ft.10/21/2024Jalapa Dr7432$320,2701,291 Sq.Ft.2/18/2025Jamaica Ln3832$341,2971,562 Sq.Ft.3/20/2024James Ct3932$310,8211,788 Sq.Ft.11/27/2024James Dr3442$324,5591,985 Sq.Ft.12/18/2024James Ln1532$289,1331,672 Sq.Ft.9/11/2024James Way1632$307,8131,929 Sq.Ft.2/28/2025Jamison Loop1N/AN/AN/A342,139 Sq.Ft.2/12/2021Janet St5532$295,7641,297 Sq.Ft.4/4/2025Janice Kay Pl5242$430,4202,532 Sq.Ft.8/12/2024Jardin St3133$565,0002,259 Sq.Ft.5/30/2023Jarnac Dr8332$299,7831,752 Sq.Ft.5/12/2025Jasmine Cir632$297,5004,893 Sq.Ft.5/16/2025Jasmine Creek Rd4332$507,2142,268 Sq.Ft.1/31/2024Jasmine St3144$1,270,0973,419 Sq.Ft.1/13/2025Jasmine Trace Dr7242$412,7752,211 Sq.Ft.4/30/2025Jasmine Trace Ln1142$392,5451,932 Sq.Ft.9/23/2022Jason Ridge Ct2142$388,7141,729 Sq.Ft.3/8/2024Jason St3432$367,8531,632 Sq.Ft.5/12/2025Jasper Run842$379,7142,071 Sq.Ft.10/19/2018Jay Ct4532$286,5781,658 Sq.Ft.1/5/2024Jeater Bend Dr3133$761,1291,890 Sq.Ft.10/28/2024Jeater Crescent St433$773,0001,868 Sq.Ft.12/14/2018Jenkins St2132$292,2861,172 Sq.Ft.12/7/2022Jennie Ridge Trl3042$396,3001,879 Sq.Ft.8/20/2024Jenni Lee Ct1532$441,1331,940 Sq.Ft.6/18/2024Jeremiah Way4033$302,5381,679 Sq.Ft.11/27/2024Jernigan Loop7032$413,0652,053 Sq.Ft.10/28/2024Jerstad Way1126352N/A320,913 Sq.Ft.N/AJessa Dr11232$333,4681,409 Sq.Ft.5/2/2025Jessica Ln7532$455,3111,981 Sq.Ft.4/29/2025Jessup Ave1532$177,9331,105 Sq.Ft.3/7/2025Jetty Dr1232$398,7501,825 Sq.Ft.5/1/2023Jim Branch Rd1342$503,5381,978 Sq.Ft.7/1/2024Jodi Ridge Ct2042$389,1501,748 Sq.Ft.10/29/2024Joe Ct132$390,0002,242 Sq.Ft.9/29/2000Joelson Rd1N/AN/AN/A46,161 Sq.Ft.6/20/2008John Henry Jones Blvd1N/AN/AN/A30,868 Sq.Ft.8/19/2003John Ridge Ct1542$404,6001,863 Sq.Ft.10/30/2023Johns Lake Ct543$423,4002,502 Sq.Ft.8/14/2020Johnson St1431$264,5711,012 Sq.Ft.2/24/2021John Young Pkwy24542$314,36412,096 Sq.Ft.3/3/2025Jolene Ct732$346,4291,493 Sq.Ft.11/19/2024Jonafree Ln3243$289,5311,383 Sq.Ft.7/13/2022Jonagold Blvd1N/A6N/A10,462 Sq.Ft.N/AJonathan St1432$221,0001,016 Sq.Ft.8/3/2020Jones Ln999N/A4,444 Sq.Ft.12/21/2021Josefina Dr2143$529,2502,488 Sq.Ft.4/17/2024Joyce Pl6N/AN/A$245,000N/AN/A8907 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
1231 Whitewood WayClermont, FL 34714
Estimated Value $372,000
Living Area 1,882 SqFt
Beds 3
Baths 2
Year Built 1997
Property Type Single Family
Ownership Type Individual
APN 26-24-26-2405-000-03000
Subdivision Woodridge Phase Ii Sub
School District Lake County School District
8600 Cavendish DrKissimmee, FL 34747
Estimated Value $424,000
Living Area 1,910 SqFt
Beds 4
Baths 2.5
Year Built 1994
Property Type Single Family
Ownership Type Individual
APN 08-25-27-3963-0001-4670
Subdivision Lindfields Unit 4
School District Osceola County School District
2817 Roccella CtKissimmee, FL 34747
Estimated Value $403,000
Living Area 1,581 SqFt
Beds 4
Baths 2
Year Built 2008
Property Type Single Family
Ownership Type Individual
APN 06-25-27-5459-0001-0540
Subdivision Westside Parcel E Tuscany
School District Osceola County School District
2305 Silver Palm Dr #204Kissimmee, FL 34747
Estimated Value $242,000
Living Area 1,022 SqFt
Beds 2
Baths 2
Year Built 2001
Property Type Condominium
Ownership Type Individual
APN 16-25-27-5612-0001-2090
Subdivision Wyndham Palms Condo Ph 9
School District Osceola County School District
229 Downing CirDavenport, FL 33897
Estimated Value $382,000
Living Area 1,908 SqFt
Beds 4
Baths 2
Year Built 1996
Property Type Single Family
Ownership Type Multiple
APN 26-25-12-488054-000880
Neighborhood Lake Davenport Estates
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
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
7641 Long Island DrKissimmee, FL 34747
Estimated Value $281,000
Living Area 1,187 SqFt
Beds 3
Baths 3
Year Built 2007
Property Type Single Family
Ownership Type Multiple
APN 10-25-27-2524-0001-0830
Subdivision Crestwynd Bay
School District Osceola County School District
9130 Calypso Ct #203Davenport, FL 33897
Estimated Value $171,000
Living Area 1,302 SqFt
Beds 3
Baths 2
Year Built 2007
Property Type Condominium
Ownership Type Corporate
APN 07-25-27-3124-0041-2030
Subdivision Bahama Bay 2 Condo Ph 41
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
9032 Paolos PlKissimmee, FL 34747
Estimated Value $610,000
Living Area 2,891 SqFt
Beds 4
Baths 3
Year Built 2007
Property Type Single Family
Ownership Type Related
APN 06-25-27-2521-0001-0380
Subdivision Westside Parcel D Calabria
School District Osceola County School District
412 Vista DrDavenport, FL 33897
Estimated Value $545,000
Living Area 2,681 SqFt
Beds 4
Baths 3
Year Built 2003
Property Type Single Family
Ownership Type Related
APN 26-25-12-999998-000220
Neighborhood Lake Davenport Estates
School District Polk County School District
2307 Silver Palm Dr #205Kissimmee, FL 34747
Estimated Value $285,000
Living Area 1,402 SqFt
Beds 3
Baths 2
Year Built 2001
Property Type Condominium
Ownership Type Related
APN 16-25-27-5612-0001-2050
Subdivision Wyndham Palms Condo Ph 9
School District Osceola County School District
9024 Tuscan Cypress StKissimmee, FL 34747
Estimated Value $486,000
Living Area 1,830 SqFt
Beds 4
Baths 2
Year Built 2019
Property Type Single Family
Ownership Type Corporate
APN 18-25-27-4036-0001-0560
Subdivision Murano At Westside
School District Osceola County School District
1021 Winding Water WayClermont, FL 34714
Estimated Value $393,000
Living Area 1,660 SqFt
Beds 3
Baths 2
Year Built 1998
Property Type Single Family
Ownership Type Individual
APN 25-24-26-0300-000-00600
Subdivision Clear Creek Phase One Sub
School District Lake County School District