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
Rismen Ct2232$419,7732,118 Sq.Ft.4/13/2024Ritual Rd4N/AN/AN/AN/AN/ARiverbank Cv1443$573,6922,475 Sq.Ft.5/7/2025River Birch Dr3532$459,2002,209 Sq.Ft.9/12/2024Riverboat Dr2N/AN/AN/AN/AN/ARiver Branch Cir15132$323,9251,519 Sq.Ft.5/9/2025Riverglen Ct942$430,8892,131 Sq.Ft.5/31/2019Riviera Dr4943$507,1953,190 Sq.Ft.12/29/2022Rivkin Dr2342$248,2611,790 Sq.Ft.2/14/2025Rj Cir4832$316,6041,418 Sq.Ft.5/22/2025Roadster Ln10433$325,4611,443 Sq.Ft.5/28/2025Roan Ct5932$290,1361,741 Sq.Ft.7/19/2024Roaring Creek Ct3343$472,2731,844 Sq.Ft.3/20/2024Robert Ct532$428,4002,645 Sq.Ft.9/1/2015Robert Mclane Blvd11N/AN/AN/A113,786 Sq.Ft.9/30/2024Robert Ridge Ct2532$396,9601,783 Sq.Ft.6/18/2024Robert St1432$328,0711,552 Sq.Ft.11/26/2024Robin Ave1332$326,3851,507 Sq.Ft.9/13/2021Robin Ct3832$283,5261,636 Sq.Ft.3/26/2025Robin Ln3332$276,7581,600 Sq.Ft.4/17/2024Robin Pl1122$420,6362,023 Sq.Ft.8/13/2024Robinson Ave3332$180,1542,255 Sq.Ft.3/17/2025Robin Trl2433$599,0003,132 Sq.Ft.12/31/2024Rob Way3242$410,5932,031 Sq.Ft.3/27/2023Roccella Ct5743$466,5282,110 Sq.Ft.11/1/2024Rochelle Ave2843$454,8852,590 Sq.Ft.1/18/2023Rock Creek Ln1232$437,6672,040 Sq.Ft.2/20/2025Rock Ct1242$318,4172,057 Sq.Ft.3/28/2025Rockdale Way653$465,8333,147 Sq.Ft.4/27/2018Rock Dr6542$322,8922,107 Sq.Ft.11/8/2024Rockefeller Way6745$525,4222,303 Sq.Ft.3/12/2025Rockingham Ter4432$251,0001,367 Sq.Ft.6/11/2024Rock Maple Bnd6142$368,1362,111 Sq.Ft.4/30/2025Rock Pl1642$320,0672,248 Sq.Ft.12/12/2024Rock Springs Ct832$367,0001,537 Sq.Ft.9/30/2019Rock Springs Dr5132$324,4001,799 Sq.Ft.10/15/2024Rockvale Dr17242$388,6012,204 Sq.Ft.5/8/2025Rockwell Way1732$583,1182,719 Sq.Ft.7/30/2024Rocky Rd3132$303,3551,152 Sq.Ft.11/19/2024Rocky River Rd1132$336,3751,598 Sq.Ft.7/9/2024Rodeo Dr1943$473,7892,602 Sq.Ft.10/14/2024Rolfe St1232$274,333947 Sq.Ft.12/11/2020Rolling Oaks Blvd4N/AN/AN/A82,089 Sq.Ft.3/31/2017Roma Way4243$413,8242,189 Sq.Ft.10/10/2023Rome Dr2854$536,2922,440 Sq.Ft.4/24/2025Romeo Cir7343$518,6251,992 Sq.Ft.1/6/2025Rontunda Dr2732$293,8521,739 Sq.Ft.8/23/2021Rosalie Ct432$390,5002,084 Sq.Ft.7/5/2024Rosaro Ct4542$336,6002,132 Sq.Ft.4/11/2025Rosa St1032$821,5001,863 Sq.Ft.8/9/2023Roscoe Dr131N/A1,204 Sq.Ft.3/26/2008Rose Ave2132$365,1672,900 Sq.Ft.1/3/2023Roseling Pl833$831,1252,078 Sq.Ft.1/9/2024Rose Mallow Dr3343$540,0672,627 Sq.Ft.6/11/2024Rosemarie Dr1532$364,0712,026 Sq.Ft.9/21/2023Rosemary Way1033$830,7002,101 Sq.Ft.1/28/2022Rose St342$309,0001,624 Sq.Ft.2/18/2011Rosewood Ct1332$370,6151,525 Sq.Ft.12/1/2022Rosie O Grady Ct3322$232,3001,052 Sq.Ft.5/23/2024Rosland Dr2652$319,6002,033 Sq.Ft.2/7/2025Ross Ave4N/AN/AN/A4,911 Sq.Ft.1/16/2024Ross Lanier Ln18342$379,2202,305 Sq.Ft.5/7/2025Ross St2732$237,6151,412 Sq.Ft.12/18/2024Roughside Cir2043$500,5502,498 Sq.Ft.9/23/2024Round Ct543$438,0002,644 Sq.Ft.6/26/2019Roxbury Ct1442$403,0712,129 Sq.Ft.10/7/2024Royal Bay Blvd15632$235,0321,332 Sq.Ft.4/24/2025Royale Oaks Blvd1332$331,7691,416 Sq.Ft.2/8/2022Royal Fern Pl643$430,0002,591 Sq.Ft.6/17/2024Royal Palm Dr25132$302,8991,389 Sq.Ft.3/21/2025Royal Point Ave19242$477,5112,145 Sq.Ft.4/9/2025Royal St3232$273,9311,539 Sq.Ft.7/26/2024Royal Tupper Ter1N/AN/AN/AN/AN/ARoyalty Ct4644$373,1742,036 Sq.Ft.9/30/2024Royal View Ter1N/AN/AN/AN/AN/ARoycroft Ave2743$1,111,4443,219 Sq.Ft.5/29/2025Ruby Ave16N/A2N/A2,508 Sq.Ft.7/24/2023Ruby Red Ln2643$464,0382,159 Sq.Ft.5/15/2024Ruddenstone Way3232$355,6561,529 Sq.Ft.5/1/2023Rum Runner Rd1N/A687N/A363,694 Sq.Ft.3/31/2025Runner Oak St3433$761,3241,885 Sq.Ft.11/27/2024Running Bear Way1532$339,2671,359 Sq.Ft.12/29/2022Running Brook Cir8142$451,3072,181 Sq.Ft.4/3/2025Running Deer Path1832$344,8891,394 Sq.Ft.1/15/2025Rush Ct1443$1,018,9293,159 Sq.Ft.4/18/2023Rush St1843$1,055,5562,958 Sq.Ft.4/12/2024Russel Ridge Ct932$410,5561,868 Sq.Ft.3/25/2022Russ Pond Dr922$357,8891,747 Sq.Ft.7/31/2020Rustic Dr1932$477,6321,974 Sq.Ft.12/10/2021Ruston Ln1132$223,9091,210 Sq.Ft.7/6/2023Ruth Ln3043$521,2072,210 Sq.Ft.4/7/2025Rydal Water Way542$344,8002,032 Sq.Ft.11/16/2023Rylee Rock Way2N/AN/AN/AN/AN/ASabal Palms Ct2322$218,087998 Sq.Ft.5/20/2025Sabal Point Loop732$636,7142,227 Sq.Ft.8/15/2024Sabatia Ln2342$314,6522,008 Sq.Ft.3/13/2025Sabine Ln3432$293,1471,658 Sq.Ft.5/12/2023Sabine Pl2032$305,9502,177 Sq.Ft.4/15/2025Sable Dr2432$341,0001,296 Sq.Ft.12/22/2023Sabra Ct632$372,0001,664 Sq.Ft.5/2/20229051 Treasure Trove Ln #103Kissimmee, FL 34747
Estimated Value $262,000
Living Area 1,700 SqFt
Beds 3
Baths 2
Year Built 2007
Property Type Condominium
Ownership Type Related
APN 06-25-27-3143-0003-1030
Subdivision Caribe Cove Condo Ph 3
School District Osceola County School District
1621 Retreat CirClermont, FL 34714
Estimated Value $326,000
Living Area 1,512 SqFt
Beds 3
Baths 3
Year Built 2015
Property Type Single Family
Ownership Type Related
APN 25-24-26-1920-000-07400
Subdivision Retreat At Silver Creek
School District Lake 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
1009 Lake Davenport BlvdDavenport, FL 33897
Estimated Value $380,000
Living Area 1,630 SqFt
Beds 3
Baths 2
Year Built 1994
Property Type Single Family
Ownership Type Corporate
APN 26-25-01-488037-001760
Subdivision Davenport Lakes Phase 03
School District Polk 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
1509 Tranquil AveClermont, FL 34714
Estimated Value $332,000
Living Area 1,501 SqFt
Beds 3
Baths 3
Year Built 2015
Property Type Single Family
Ownership Type Individual
APN 25-24-26-1910-000-05400
Subdivision Serenity At Silver Creek
School District Lake 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
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
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
1347 Zureiq CtClermont, FL 34714
Estimated Value $398,000
Living Area 1,673 SqFt
Beds 3
Baths 2
Year Built 2004
Property Type Single Family
Ownership Type Related
APN 25-24-26-1900-000-00900
Subdivision Silver Creek
School District Lake County School District
2389 White Poppy DrKissimmee, FL 34747
Estimated Value $401,000
Living Area 1,672 SqFt
Beds 3
Baths 2
Year Built 2019
Property Type Single Family
Ownership Type Multiple
APN 18-25-27-4037-0001-1930
Subdivision Murano At Westside Ph 2
School District Osceola County School District
8961 Coco Palm RdKissimmee, FL 34747
Estimated Value $380,000
Living Area 1,738 SqFt
Beds 3
Baths 3
Year Built 2010
Property Type Single Family
Ownership Type Individual
APN 06-25-27-3041-0001-1370
Subdivision Paradise Palms Resort Ph 1
School District Osceola County School District
2781 Almaton Loop #305Kissimmee, FL 34747
Estimated Value $315,000
Living Area 1,410 SqFt
Beds 3
Baths 2
Year Built 2005
Property Type Condominium
Ownership Type Related
APN 10-25-27-5442-0001-3100
Neighborhood Windsor Hills
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
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
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