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
Shannon Lakes Ct2532$378,3201,655 Sq.Ft.6/20/2023Shanti Dr1101211$1,091,9574,949 Sq.Ft.4/25/2025Sharpey Rd1832$246,2501,317 Sq.Ft.3/27/2025Sharp Rd4543$484,6492,143 Sq.Ft.5/15/2025Shawnda Ln2732$442,4073,073 Sq.Ft.2/21/2025Shawnee Dr2632$220,5601,159 Sq.Ft.5/3/2024Shea Ct432$377,7501,708 Sq.Ft.4/28/2022Sheana Ln1732$363,5881,502 Sq.Ft.7/10/2024Sheboygan Pl2542$426,5422,339 Sq.Ft.8/19/2024Shelbourne Loop1222$315,1671,610 Sq.Ft.8/7/2024Shelby Cir8932$348,6631,419 Sq.Ft.12/20/2024Shell Creek St622$293,3331,558 Sq.Ft.9/25/2019Shelley Trl2043$652,7782,658 Sq.Ft.3/14/2025Shelter Bay Dr3042$381,9661,992 Sq.Ft.10/22/2024Shenandoah Ln832$341,8751,520 Sq.Ft.4/28/2023Sherberth Rd15N/AN/AN/A68,290 Sq.Ft.11/20/2023Sherborne Ln1843$347,0561,954 Sq.Ft.2/16/2024Sherbrook Ct842$391,6251,876 Sq.Ft.4/1/2017Sherbrook Ln1442$388,2141,897 Sq.Ft.8/25/2021Sherman St1932$403,1181,664 Sq.Ft.4/20/2023Sherry Cir843$363,0001,808 Sq.Ft.4/16/2024Shiloh Brook St1N/AN/AN/AN/AN/AShine Dr7632$330,7371,445 Sq.Ft.3/13/2025Shiney Ct632$262,0001,476 Sq.Ft.2/28/2025Shingle Creek Ct4443$500,1752,328 Sq.Ft.12/16/2022Shingle Oak Ln632$373,3331,836 Sq.Ft.4/14/2022Shirley Ave932$328,4441,449 Sq.Ft.1/26/2022Shiva Loop2187$767,6003,696 Sq.Ft.5/31/2024Shoal Bass Way1254$762,3333,503 Sq.Ft.10/13/2023Shore Dr2632$524,6002,329 Sq.Ft.2/12/2024Shorehaven Dr9222$423,7691,990 Sq.Ft.3/27/2025Shoreside Dr6544$651,2543,276 Sq.Ft.2/27/2025Shoreview Dr10753$582,1603,138 Sq.Ft.3/20/2025Shorewood Dr1343$513,8462,728 Sq.Ft.11/12/2021Short Dr4132$260,4151,324 Sq.Ft.9/30/2024Shortleaf Ct1642$436,6252,105 Sq.Ft.4/8/2025Short Leaf Pine Ct532$337,4001,601 Sq.Ft.8/1/2018Siena Palm Dr13222$328,3561,658 Sq.Ft.4/4/2025Siena Park Blvd4422$364,1821,229 Sq.Ft.3/19/2025Sienna Ct332$362,0001,511 Sq.Ft.11/20/2017Sienna Dr1722$417,4122,115 Sq.Ft.3/24/2025Sierra Blvd1N/AN/AN/AN/AN/ASierra Cir10232$341,4901,412 Sq.Ft.12/14/2023Siesta Lago Dr12N/AN/A$297,000N/A11/6/2023Siesta View Dr7743$496,8752,642 Sq.Ft.10/2/2024Silk Oak Dr1632$373,0001,799 Sq.Ft.5/1/2023Silktree Ct17N/AN/A$303,412N/A11/6/2024Silverado Flats St2N/AN/AN/AN/A9/1/2016Silver Bass Ct654$539,8332,329 Sq.Ft.5/9/2022Silver Creek St10443$500,5682,320 Sq.Ft.12/2/2024Silver Falls Cir4632$233,6891,054 Sq.Ft.3/18/2025Silver Fin Way3243$493,0312,409 Sq.Ft.9/12/2024Silver Lake Ct3932$285,4621,688 Sq.Ft.4/28/2025Silver Lake Dr4032$284,34216,631 Sq.Ft.9/25/2024Silver Leaf Ct644$568,1672,976 Sq.Ft.8/16/2022Silver Oak Cir4032$233,8971,054 Sq.Ft.5/15/2025Silver Palm Dr22432$297,3011,351 Sq.Ft.11/15/2024Silver Park Cir7732$218,8951,052 Sq.Ft.5/16/2025Silver Pine St643$431,5002,491 Sq.Ft.3/11/2022Silver Pl2432$329,8331,431 Sq.Ft.3/17/2025Silver Spur Ln1N/AN/AN/A375,903 Sq.Ft.12/11/2001Silver Swan Ct3232$235,5941,060 Sq.Ft.6/19/2024Silver Wood Dr1143$550,9092,842 Sq.Ft.1/3/2022Simile St6064$714,1272,987 Sq.Ft.5/28/2025Simmons Rd2932$554,5222,714 Sq.Ft.3/7/2025Simon Ridge Ct1432$394,4291,814 Sq.Ft.12/19/2024Simpson Rd161910$408,23611,100 Sq.Ft.5/28/2025Sinanan Pl533$266,8001,330 Sq.Ft.4/16/2024Sinclair Rd12N/A227$426,75048,985 Sq.Ft.9/4/2020Sioux Trl1043$962,4003,938 Sq.Ft.10/16/2023Sir Kaufmann Ct4433$393,2951,440 Sq.Ft.5/1/2025Siskin Dr4542$397,1332,026 Sq.Ft.3/1/2023Skipper Ct442$422,7502,180 Sq.Ft.9/30/2015Skylark Dr1N/AN/AN/AN/AN/ASkyline Dr4332$432,1862,187 Sq.Ft.10/4/2024Skyline Loop35133$198,1011,698 Sq.Ft.5/30/2025Skyview Dr1442$392,8571,893 Sq.Ft.3/28/2025Sleeping Dragon Ln1365$835,1673,525 Sq.Ft.5/3/2024Sleepy Hollow Dr3765$728,8653,193 Sq.Ft.2/7/2025Slim Ct432$417,2501,849 Sq.Ft.10/30/2024Slough Creek Dr15743$476,3292,206 Sq.Ft.3/7/2025Small Creek Rd9933$402,0321,650 Sq.Ft.5/13/2025Smarts Rule St2143$511,6502,379 Sq.Ft.8/8/2024Smith St7633$292,2646,679 Sq.Ft.12/2/2024Smoke Signal Cir4132$338,9021,363 Sq.Ft.1/10/2025Snapdragon Ct2732$339,9631,327 Sq.Ft.5/6/2025Snapper Dr7632$274,6051,787 Sq.Ft.11/15/2024Snapper Pl732$265,5711,770 Sq.Ft.6/23/2022Snapper Way832$291,6251,769 Sq.Ft.2/18/2025Snook Pl642$305,0001,978 Sq.Ft.9/16/2024Snook Way3432$277,3531,828 Sq.Ft.9/12/2024Soaring Eagle Ln5132$398,8631,633 Sq.Ft.8/21/2024Soda Springs Ln2132$438,1432,064 Sq.Ft.3/25/2024Softwind Ct1032$324,4001,358 Sq.Ft.1/13/2023Soiree Way1N/AN/AN/AN/AN/ASolitude Ct1443$505,1432,663 Sq.Ft.4/19/2024Solivita Blvd1922$310,1251,888 Sq.Ft.4/2/2025Solomon Ln331212$411,6336,860 Sq.Ft.1/9/2024Solstice Dr1N/AN/AN/A348,750 Sq.Ft.N/ASol Way1N/AN/AN/AN/A1/30/2019225 Vista DrDavenport, FL 33897
Estimated Value $519,000
Living Area 2,258 SqFt
Beds 4
Baths 5
Year Built 2002
Property Type Single Family
Ownership Type Multiple
APN 26-25-12-999998-000090
Neighborhood Lake Davenport Estates
School District Polk 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
2351 White Lilly DrKissimmee, FL 34747
Estimated Value $410,000
Living Area 1,830 SqFt
Beds 4
Baths 2
Year Built 2020
Property Type Single Family
Ownership Type Individual
APN 18-25-27-4037-0001-2390
Subdivision Murano At Westside Ph 2
School District Osceola County School District
2503 Oneida LoopKissimmee, FL 34747
Estimated Value $477,000
Living Area 1,748 SqFt
Beds 4
Baths 3
Year Built 2003
Property Type Single Family
Ownership Type Corporate
APN 09-25-27-3435-0001-4890
Subdivision Indian Creek Ph 4
School District Osceola 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
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
1266 Jaybee AveDavenport, FL 33897
Estimated Value $365,000
Living Area 1,559 SqFt
Beds 3
Baths 2
Year Built 1999
Property Type Single Family
Ownership Type Individual
APN 26-25-01-488031-002390
Subdivision Fairways Lake Estates Phase Four
School District Polk County School District
9055 Treasure Trove Ln #503Kissimmee, FL 34747
Estimated Value $250,000
Living Area 1,700 SqFt
Beds 3
Baths 2
Year Built 2007
Property Type Condominium
Ownership Type Individual
APN 06-25-27-3144-0004-5030
Subdivision Caribe Cove Condo Ph 4
School District Osceola County School District
17711 Woodcrest WayClermont, FL 34714
Estimated Value $401,000
Living Area 1,662 SqFt
Beds 4
Baths 3
Year Built 2004
Property Type Single Family
Ownership Type Related
APN 25-24-26-1900-000-03000
Subdivision Silver Creek
School District Lake 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
524 Ella Mae DrDavenport, FL 33897
Estimated Value $401,000
Living Area 1,663 SqFt
Beds 3
Baths 2
Year Built 1998
Property Type Single Family
Ownership Type Multiple
APN 26-25-01-488034-001550
Subdivision Fairways Lake Estates Phase Three
School District Polk 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
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
50989 Highway 27 #393Davenport, FL 33897
Estimated Value $305,000
Living Area 1,404 SqFt
Beds 3
Baths 2
Year Built 2002
Property Type Single Family
Ownership Type Individual
APN 26-25-12-488056-003930
Subdivision Lakeside At Bass Lake
School District Polk County School District
12211 Bracco StWinter Garden, FL 34787
Estimated Value $546,000
Living Area 1,893 SqFt
Beds 4
Baths 2.5
Year Built 2024
Property Type Single Family
Ownership Type Multiple
APN 28-24-27-3561-01-940
Subdivision Highland Ridge Phase 2
School District Orange County School District
9005 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