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
Wax Myrtle Ct1743$584,3753,030 Sq.Ft.11/22/2024Waxwing Ct1642$316,6252,013 Sq.Ft.9/30/2024Waynes Way732$379,5001,698 Sq.Ft.2/28/2024Weatherfield Dr3232$378,5001,844 Sq.Ft.5/15/2025Webb Ct242$403,5002,293 Sq.Ft.7/12/2013Weddington Green Ct1143$418,4551,986 Sq.Ft.12/17/2024Wedge Ln1732$260,2351,322 Sq.Ft.8/8/2024Wedgewood Way4332$414,9771,990 Sq.Ft.9/10/2024Weeping Willow Ct1032$336,9001,290 Sq.Ft.10/5/2023Welcome Cir832$423,0001,698 Sq.Ft.3/28/2025Wellington Loop6232$368,7701,559 Sq.Ft.5/1/2025Wells Ave532$298,0001,484 Sq.Ft.7/6/2021Wells Ct1N/AN/AN/AN/A4/15/2005Wendy Ct1132$353,2731,305 Sq.Ft.11/15/2024Wensinger Way1N/AN/AN/AN/A12/8/2022Wentworth Ln3833$330,5262,004 Sq.Ft.2/6/2025Wesley Ct1N/AN/AN/AN/A12/7/2021Westborough Ln2143$454,1502,488 Sq.Ft.5/13/2025Westbrook Rd642$341,8332,137 Sq.Ft.2/6/2023Westchester Ct642$367,3331,720 Sq.Ft.1/21/2025Westchester Dr1932$403,4211,988 Sq.Ft.11/21/2024Westgate Blvd81513N/A869,444 Sq.Ft.11/18/2023Westlake Dr6N/AN/AN/AN/AN/AWestland Dr2576$852,2003,535 Sq.Ft.4/24/2025Westminster Way1132$435,4551,996 Sq.Ft.3/29/2022Westmoreland Cir9742$416,9252,029 Sq.Ft.4/18/2025Weston Blvd2N/A2N/A1,823 Sq.Ft.N/AWestpark Dr3244$1,323,2193,671 Sq.Ft.4/30/2025Westpark Way2922$414,8281,376 Sq.Ft.12/27/2024Westside Blvd49N/A1$316,77842,135 Sq.Ft.9/25/2024Westview Ct1242$401,4551,976 Sq.Ft.6/19/2023Westwood Cir443$484,2502,506 Sq.Ft.3/26/2024Wet N Wild Ct4322$234,1921,052 Sq.Ft.2/14/2025Weymouth Ct1632$326,8751,204 Sq.Ft.3/11/2025Whalebone Bay Dr6532$341,5381,547 Sq.Ft.12/10/2024Whimsical Ln2142$445,0002,630 Sq.Ft.5/4/2023Whirlaway Dr1843$436,8892,462 Sq.Ft.9/20/2024Whispering Pines Blvd1N/AN/AN/A12,982 Sq.Ft.12/7/2005Whisper Way3N/A1$298,50025,644 Sq.Ft.9/14/2021Whisper Wood Ct832$357,2501,602 Sq.Ft.5/12/2025Whistlers Park Cir1N/A243N/A138,583 Sq.Ft.N/AWhistling Wind Ave7243$462,2902,686 Sq.Ft.2/10/2025White Adler Ct743$527,8572,512 Sq.Ft.2/14/2025White Birch Dr7232$371,0991,679 Sq.Ft.5/15/2025White Cedar Cir9532$440,5051,980 Sq.Ft.5/29/2025White Crane Ct2242$464,2272,031 Sq.Ft.9/4/2024White Dove Ln1032$335,2001,364 Sq.Ft.4/28/2025Whitefield Dr5N/AN/A$317,000N/A11/3/2021Whitehall Way2142$303,5241,867 Sq.Ft.8/12/2022White Horse Ct1543$573,4002,612 Sq.Ft.6/7/2024White Ibis Dr2432$292,2081,540 Sq.Ft.3/13/2024White Lilly Dr5842$443,9222,073 Sq.Ft.11/22/2024Whitemarsh Way33910$520,4845,827 Sq.Ft.N/AWhite Moss Ln1132$690,3641,624 Sq.Ft.2/7/2025White Oak Cir6932$398,6181,826 Sq.Ft.2/16/2024White Orchid Rd7433$298,1131,287 Sq.Ft.4/30/2025White Poppy Dr8442$458,3862,104 Sq.Ft.4/2/2024Whitestone Cir17532$264,2411,621 Sq.Ft.5/2/2025Whitewood Ct1732$546,3332,156 Sq.Ft.4/29/2025Whitney St2032$268,7502,063 Sq.Ft.10/8/2024Whooping Crane Run9032$398,9441,494 Sq.Ft.1/24/2025Wickham Ave3122$208,833920 Sq.Ft.3/22/2023Wilde Dr4243$1,110,6672,988 Sq.Ft.4/2/2025Wild Elm St2343$1,138,6523,090 Sq.Ft.5/5/2025Wilderness Trl5832$358,3511,678 Sq.Ft.5/29/2025Wildflower Ln5833$336,5171,585 Sq.Ft.6/30/2023Wild Oak Ct543$499,0002,506 Sq.Ft.5/18/2022Wildwood Ct1132$339,7271,629 Sq.Ft.4/19/2017Wildwood Trl632$646,2001,955 Sq.Ft.1/4/2022Will Barber Rd1942$494,2632,286 Sq.Ft.3/11/2024Willett Way2233$364,6191,735 Sq.Ft.6/26/2023Will Hughey Rd722$602,2501,325 Sq.Ft.6/15/2020William Wyatt Way5N/AN/AN/AN/AN/AWillingham Way642$423,5002,356 Sq.Ft.7/14/2021Willoughby St1042$373,5002,247 Sq.Ft.10/25/2024Willow Bend Ter532$368,6001,837 Sq.Ft.10/31/2024Willow Bend Trl6842$396,5152,157 Sq.Ft.5/19/2025Willow Branch Ln1332$436,7691,798 Sq.Ft.1/8/2024Willow Creek Ln2732$436,5191,839 Sq.Ft.3/26/2024Willow Ct543$502,0002,616 Sq.Ft.5/29/2018Willow Dr4642$296,7171,725 Sq.Ft.1/8/2025Willow Glen Cir7842$407,8001,815 Sq.Ft.9/10/2024Willow Ln4242$283,2621,624 Sq.Ft.3/11/2025Willow Oak Ct1432$331,9231,243 Sq.Ft.3/28/2023Willow Park Ct553$439,0002,429 Sq.Ft.10/1/2018Willowsbrook Way1542$411,2002,108 Sq.Ft.7/22/2024Willow Tree Ct1242$392,0832,248 Sq.Ft.10/9/2020Willow Tree Ln1842$389,1672,063 Sq.Ft.2/29/2024Willow Wood Dr7432$429,5482,152 Sq.Ft.2/5/2025Wilmington Loop6088$888,8274,087 Sq.Ft.10/1/2024Wimbledon St4332$380,7211,700 Sq.Ft.6/28/2024Winchester Blvd5832$359,9141,538 Sq.Ft.3/3/2025Wind Blvd4532$487,1782,019 Sq.Ft.8/5/2024Windermere Ave12743$510,3621,984 Sq.Ft.5/23/2025Winding Cypress Ct753$506,5712,353 Sq.Ft.9/16/2022Winding Hollow Ct743$477,8572,267 Sq.Ft.8/31/2020Winding Ridge Ave5242$378,1601,897 Sq.Ft.7/11/2024Winding Trl6842$393,6411,923 Sq.Ft.6/17/2024Winding Willow Ct3043$458,5672,200 Sq.Ft.11/16/2023Wind Jammer Ct1032$312,0001,231 Sq.Ft.6/6/20188919 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
7603 Acklins RdKissimmee, FL 34747
Estimated Value $286,000
Living Area 1,362 SqFt
Beds 3
Baths 3
Year Built 2006
Property Type Single Family
Ownership Type Multiple
APN 10-25-27-2524-0001-0150
Subdivision Crestwynd Bay
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
937 Berwick DrDavenport, FL 33897
Estimated Value $320,000
Living Area 1,352 SqFt
Beds 5
Baths 2
Year Built 2003
Property Type Single Family
Ownership Type Individual
APN 26-25-12-488055-001350
Neighborhood Lake Davenport Estates
School District Polk County School District
2508 Caliente TrlKissimmee, FL 34747
Estimated Value $458,000
Living Area 1,791 SqFt
Beds 4
Baths 3
Year Built 2004
Property Type Single Family
Ownership Type Multiple
APN 09-25-27-3437-0001-6820
Subdivision Indian Creek Ph 6
School District Osceola County School District
7907 Sea Pearl CirKissimmee, FL 34747
Estimated Value $698,000
Living Area 2,677 SqFt
Beds 5
Baths 4
Year Built 2003
Property Type Single Family
Ownership Type Related
APN 03-25-27-3202-0001-0470
Subdivision Formosa Gardens Unit 2
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
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
3157 Tamarind CirKissimmee, FL 34747
Estimated Value $268,000
Living Area 1,116 SqFt
Beds 3
Baths 2
Year Built 1992
Property Type Single Family
Ownership Type Corporate
APN 05-25-27-5393-0001-0300
Subdivision Vlgs At Mango Key Ph 1a The
School District Osceola County School District
8844 Coral Palms Ct #AKissimmee, FL 34747
Estimated Value $253,000
Living Area 1,168 SqFt
Beds 3
Baths 2
Year Built 1994
Property Type Condominium
Ownership Type Corporate
APN 05-25-27-4634-0001-1370
Subdivision Palm Villas Condo
School District Osceola 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
205 Allison AveDavenport, FL 33897
Estimated Value $314,000
Living Area 1,502 SqFt
Beds 3
Baths 2
Year Built 1993
Property Type Single Family
Ownership Type Individual
APN 26-25-01-488043-000850
Subdivision Davenport Lakes Phase O1
School District Polk County School District
2659 Oneida LoopKissimmee, FL 34747
Estimated Value $465,000
Living Area 2,136 SqFt
Beds 5
Baths 4
Year Built 2001
Property Type Single Family
Ownership Type Related
APN 09-25-27-3435-0001-4160
Subdivision Indian Creek Ph 4
School District Osceola 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
3050 Pirates Retreat Ct #204Kissimmee, FL 34747
Estimated Value $240,000
Living Area 1,700 SqFt
Beds 3
Baths 2
Year Built 2007
Property Type Condominium
Ownership Type Multiple
APN 06-25-27-3142-0002-2040
Subdivision Caribe Cove Condo Ph 2
School District Osceola County School District
1054 Clear Creek CirClermont, FL 34714
Estimated Value $367,000
Living Area 1,410 SqFt
Beds 3
Baths 2.5
Year Built 2001
Property Type Single Family
Ownership Type Related
APN 25-24-26-0310-000-16900
Subdivision Clear Creek Phase Three Sub
School District Lake County School District