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
Juarez Dr2532$313,4401,331 Sq.Ft.1/21/2025Jubilee Rd1542$440,8002,500 Sq.Ft.11/23/2021Judge Loop3443$427,8822,876 Sq.Ft.12/11/2024Judith Dr1232$286,9171,195 Sq.Ft.3/14/2022Juillac Way1242$314,4171,827 Sq.Ft.10/31/2022Juliet Dr1343$507,6671,999 Sq.Ft.12/1/2024Julip Dr2842$399,9261,894 Sq.Ft.10/20/2023Juneberry Way543$439,4002,591 Sq.Ft.3/6/2020June St2032$268,8181,106 Sq.Ft.4/3/2023Juniper Ct543$356,0001,758 Sq.Ft.1/15/2021Jura Ln1732$289,3531,744 Sq.Ft.10/13/2022Kalamata Path8N/AN/A$245,000N/AN/AKalispell Rd1443$395,0712,191 Sq.Ft.5/16/2025Kam Ct1032$267,9001,151 Sq.Ft.3/15/2024Kangaroo Dr3232$274,2501,844 Sq.Ft.3/21/2025Kansas Ave1N/AN/AN/AN/A1/17/2025Karat Ct1032$374,8001,708 Sq.Ft.5/19/2025Karba Way842$416,6252,454 Sq.Ft.3/7/2025Karen Ridge Ct1532$403,1331,849 Sq.Ft.3/28/2025Kariba Ct3543$472,3132,967 Sq.Ft.1/24/2025Kari Ct832$300,7501,230 Sq.Ft.4/4/2016Kari Dr1232$324,6671,238 Sq.Ft.1/10/2020Kasey Ct443$544,7502,957 Sq.Ft.10/3/2024Katie Beth Ct632$353,6671,446 Sq.Ft.11/20/2023Kato Way2243$359,4291,933 Sq.Ft.3/31/2023Katz Crossing Dr2N/AN/AN/AN/AN/AKeefer Trl1732$666,5002,276 Sq.Ft.1/27/2022Keel Way2032$431,1002,615 Sq.Ft.10/23/2023Keen St1221$198,2501,821 Sq.Ft.12/8/2023Kelby Rd4132$280,1221,173 Sq.Ft.3/10/2025Kelley Ave2263$333,0009,714 Sq.Ft.1/17/2025Kelley Ln264$680,00010,908 Sq.Ft.12/30/2021Kellie Ann Ct742$353,5711,683 Sq.Ft.5/31/2019Kellwood Ct1732$349,6471,508 Sq.Ft.2/28/2023Kendall Ave4432$361,7911,489 Sq.Ft.8/12/2024Kendrick Dr125N/A304,308 Sq.Ft.6/29/2022Kenilworth Dr3842$332,4621,741 Sq.Ft.3/14/2024Kensington Ct2842$390,9291,869 Sq.Ft.5/3/2024Kensley Ave5N/AN/AN/AN/AN/AKenwood Ln15N/AN/A$390,400N/AN/AKeppel Ct1242$401,0831,799 Sq.Ft.2/7/2024Kesler Ct1432$394,8571,877 Sq.Ft.12/14/2020Kestrel Ct644$1,425,1673,583 Sq.Ft.3/11/2022Keswick Ct1643$456,0672,412 Sq.Ft.2/21/2025Kevin Way322$629,0001,616 Sq.Ft.6/14/2017Kevstin Dr3N/AN/AN/A15,720 Sq.Ft.12/13/2017Key Bay Trl7922$381,3031,528 Sq.Ft.5/14/2025Key Colony Pl1942$382,8952,107 Sq.Ft.8/2/2024Key Ct932$295,4441,268 Sq.Ft.10/14/2022Key Lime Loop2833$504,0001,423 Sq.Ft.5/9/2025Key West Ct10222$208,520910 Sq.Ft.3/7/2025Kiawah St1033$628,7001,826 Sq.Ft.8/13/2024Kilimanjaro Dr7342$313,5341,913 Sq.Ft.12/13/2024Killarney Way4044$406,6391,689 Sq.Ft.10/1/2024Kimberlee Ln643$479,1672,773 Sq.Ft.12/28/2021Kimlyn Cir8432$365,0362,003 Sq.Ft.5/27/2025Kindle St2N/AN/A$324,000N/AN/AKing Arthur Ct642$493,6672,501 Sq.Ft.6/2/2022King Charles Dr942$430,8892,031 Sq.Ft.12/21/2022Kingdom Ave222$320,0001,965 Sq.Ft.3/14/1997King Edward Dr3432$428,8822,046 Sq.Ft.10/21/2024Kingfish Cir732$283,1431,633 Sq.Ft.8/29/2024Kingfish Dr6932$278,1161,895 Sq.Ft.4/21/2025Kingfisher Ct1243$531,1672,511 Sq.Ft.5/2/2022Kingfisher Dr5732$283,4041,645 Sq.Ft.2/20/2025Kingfish Way942$224,6671,889 Sq.Ft.11/28/2023King George Dr1332$424,0001,959 Sq.Ft.2/15/2023King Henry Dr1332$426,1542,026 Sq.Ft.5/30/2024King James Rd1133$479,1002,256 Sq.Ft.9/13/2021Kinglet Blvd3N/AN/AN/AN/AN/AKing Palm Cir5643$512,2912,097 Sq.Ft.4/9/2025King Phillip Dr1532$419,0002,024 Sq.Ft.6/10/2024King Ranch St2N/AN/A$378,500N/AN/AKingsbury Ct842$423,7502,004 Sq.Ft.7/10/2023Kings Castle Cir9865$743,2253,198 Sq.Ft.4/10/2025Kings Crest Rd6332$432,8691,882 Sq.Ft.5/8/2025Kings Ct242$450,5001,926 Sq.Ft.5/14/2021Kings Hwy4332$527,4052,730 Sq.Ft.4/19/2025Kings Point Blvd3732$411,8611,902 Sq.Ft.12/30/2024King St1253$359,5451,843 Sq.Ft.9/19/2024Kingston Cir5032$339,9401,498 Sq.Ft.4/8/2025Kingston Ct932$365,8891,654 Sq.Ft.8/15/2024Kingston Way4032$433,1541,837 Sq.Ft.7/17/2024Kinsey Dr1943$400,3162,143 Sq.Ft.12/20/2023Kiowa Trl1543$801,6252,265 Sq.Ft.9/20/2024Kissimmee Bay Blvd1N/AN/AN/AN/AN/AKissimmee Bay Cir6743$651,7973,307 Sq.Ft.1/23/2025Kissimmee Ct2732$290,8891,673 Sq.Ft.5/21/2024Kissimmee Dr1632$284,1251,919 Sq.Ft.12/27/2024Kissimmee Ln842$269,8751,923 Sq.Ft.1/11/2021Kissimmee Oaks Ct1161N/A43,977 Sq.Ft.N/AKissimmee Way2142$260,1432,914 Sq.Ft.12/4/2023Knee Deep Rd5734$659,0731,669 Sq.Ft.3/18/2025Knightsbridge Blvd3332$338,6191,455 Sq.Ft.2/21/2025Knightsbridge Ct3232$253,7501,393 Sq.Ft.3/5/2025Knob Hill Cir1832$433,3892,053 Sq.Ft.9/26/2022Knoll Wood Dr4422$316,5451,618 Sq.Ft.5/20/2025Knottingham Dr3242$447,2502,150 Sq.Ft.5/5/2025Knotts Ln1254$402,1672,187 Sq.Ft.12/23/2021Knowles Blvd932$371,6671,792 Sq.Ft.5/28/20248825 Kensington CtKissimmee, FL 34747
Estimated Value $467,000
Living Area 2,361 SqFt
Beds 5
Baths 4.5
Year Built 1997
Property Type Single Family
Ownership Type Multiple
APN 05-25-27-3955-0001-0110
Subdivision Lindfields Unit 1
School District Osceola County School District
8905 Legacy Ct #101Kissimmee, FL 34747
Estimated Value $253,000
Living Area 1,110 SqFt
Beds 2
Baths 2
Year Built 2000
Property Type Condominium
Ownership Type Multiple
APN 06-25-27-2951-0014-1010
Subdivision Legacy Dunes Condo
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
8127 Sun Palm DrKissimmee, FL 34747
Estimated Value $445,000
Living Area 1,834 SqFt
Beds 4
Baths 3
Year Built 2002
Property Type Single Family
Ownership Type Individual
APN 16-25-27-5616-0001-0600
Subdivision Wyndham Palms Ph 3
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
2975 Buccaneer Palm RdKissimmee, FL 34747
Estimated Value $564,000
Living Area 3,291 SqFt
Beds 6
Baths 5
Year Built 2013
Property Type Single Family
Ownership Type Related
APN 06-25-27-4696-0001-0830
Subdivision Paradise Palms Resort Ph 3a
School District Osceola 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
103 Ethan AveDavenport, FL 33897
Estimated Value $371,000
Living Area 1,934 SqFt
Beds 3
Baths 2
Year Built 1993
Property Type Single Family
Ownership Type Multiple
APN 26-25-01-488044-001460
Subdivision Davenport Lakes Phase 02
School District Polk County School District
626 Lake Davenport BlvdDavenport, FL 33897
Estimated Value $386,000
Living Area 2,226 SqFt
Beds 3
Baths 3
Year Built 1995
Property Type Single Family
Ownership Type Related
APN 26-25-01-488037-001950
Subdivision Davenport Lakes Phase 03
School District Polk County School District
15074 Lebeau LoopWinter Garden, FL 34787
Estimated Value $568,000
Living Area 1,800 SqFt
Beds 3
Baths 2.5
Year Built 2022
Property Type Single Family
Ownership Type Multiple
APN 20-24-27-7830-03-090
Subdivision Winding Bay Phase 3
School District Orange 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
2369 White Poppy DrKissimmee, FL 34747
Estimated Value $429,000
Living Area 1,672 SqFt
Beds 3
Baths 2
Year Built 2019
Property Type Single Family
Ownership Type Related
APN 18-25-27-4037-0001-1970
Subdivision Murano At Westside Ph 2
School District Osceola 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
1407 Silver Cove DrClermont, FL 34714
Estimated Value $382,000
Living Area 1,488 SqFt
Beds 3
Baths 3
Year Built 2004
Property Type Single Family
Ownership Type Multiple
APN 25-24-26-1900-000-06200
Subdivision Silver Creek
School District Lake 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
1286 Jaybee AveDavenport, FL 33897
Estimated Value $398,000
Living Area 1,361 SqFt
Beds 3
Baths 2
Year Built 1998
Property Type Single Family
Ownership Type Related
APN 26-25-01-488031-002410
Subdivision Fairways Lake Estates Phase Four
School District Polk County School District