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
Sadina St16420N/A97,784 Sq.Ft.N/ASafari Trl1288120N/A184,912 Sq.Ft.9/21/2018Saffron Way1432$315,5381,783 Sq.Ft.12/13/2024Sagamore Ln943$514,7782,341 Sq.Ft.4/28/2025Sage Dr6932$358,1671,785 Sq.Ft.1/21/2025Sage Way1532$360,6001,847 Sq.Ft.8/8/2024Sago Palm Blvd5222$170,115980 Sq.Ft.5/30/2024Saha Ct544$643,6003,761 Sq.Ft.1/10/2020Sail Breeze Way4643$585,0222,657 Sq.Ft.1/24/2024Sail Creek Ct743$848,7144,153 Sq.Ft.11/30/2018Sail Ct4232$274,7381,837 Sq.Ft.11/25/2024Sail Dr3732$300,2431,756 Sq.Ft.10/28/2024Sailfish Ct1632$444,0001,956 Sq.Ft.10/27/2023Sail Harbor Dr4442$373,5371,947 Sq.Ft.3/28/2024Sail Ln932$314,0001,729 Sq.Ft.10/7/2022Sail Pl832$228,6251,838 Sq.Ft.2/9/2023Sail Way1642$215,2503,578 Sq.Ft.10/12/2023Saint Andrews Ct3422$187,0001,101 Sq.Ft.2/25/2025Saint Augustine Ct3032$357,1671,774 Sq.Ft.11/8/2024Saint Clair St2242$345,3642,145 Sq.Ft.10/28/2024Saint Cloud Village Ct1N/A384N/A198,144 Sq.Ft.7/1/2013Saint Georges Ct8033$236,8001,306 Sq.Ft.3/7/2025Saint Michel Way2442$310,2502,094 Sq.Ft.4/18/2025Saint Tropez Ct12932$324,0961,808 Sq.Ft.5/29/2025Salerno Ct5532$292,7091,710 Sq.Ft.5/30/2025Salinas Ct233$671,5002,374 Sq.Ft.6/24/2016Salina Way1222$216,4171,311 Sq.Ft.2/28/2024Salisbury Ct732$376,5711,673 Sq.Ft.11/21/2023Salmon Ct4032$282,2251,906 Sq.Ft.4/23/2025Salmon Way532$298,2001,989 Sq.Ft.8/3/2023Salsona Ave1732$468,3532,279 Sq.Ft.5/3/2023Salted Rim Rd6534$600,2031,659 Sq.Ft.5/5/2025Salty Winds Way3275$468,6253,471 Sq.Ft.5/23/2025Samoa Cir832$378,0001,553 Sq.Ft.4/9/2021Sample St2831$266,7781,207 Sq.Ft.12/8/2023San Augusto Dr3432$468,8242,053 Sq.Ft.5/15/2024San Benito Way2432$309,7082,169 Sq.Ft.4/23/2025San Blas Ave4232$340,4881,544 Sq.Ft.2/26/2025San Blas Ct532$344,6001,756 Sq.Ft.8/30/2021San Carlos Way2732$291,8891,676 Sq.Ft.1/28/2025Sanchez Dr1532$190,9331,183 Sq.Ft.10/21/2019San Clemente Ct932$371,7781,916 Sq.Ft.4/21/2023San Cristobolo Dr1643$256,9381,383 Sq.Ft.4/17/2024Sandalwood Dr9532$351,2741,535 Sq.Ft.12/16/2024Sand Bar Dr1533$551,0671,530 Sq.Ft.11/18/2024Sand Crane Ln1043$627,1003,437 Sq.Ft.1/3/2025Sanddollar Ct1032$370,0001,536 Sq.Ft.7/25/2024Sand Dune Ct432$366,7501,486 Sq.Ft.10/15/2015Sand Hill Blvd8N/AN/AN/AN/AN/ASand Hill Cir1N/AN/AN/AN/AN/ASand Hill Rd25N/AN/A$402,5002,401 Sq.Ft.3/1/2024Sandhurst St5132$351,7841,866 Sq.Ft.12/21/2023Sandlace Ct1233$864,7502,219 Sq.Ft.5/21/2025Sandmine Rd8N/AN/AN/AN/AN/ASand Pierre Ct2522$392,8501,509 Sq.Ft.10/30/2023Sand Piper Dr3322$380,7882,057 Sq.Ft.3/15/2024Sand Run Rd2332$326,7371,268 Sq.Ft.1/8/2024Sandy Creek Trl5N/AN/AN/AN/A12/31/2014Sandy Park Trl1465$702,6673,105 Sq.Ft.8/22/2024Sandy Ridge Dr31N/A2$383,96224,820 Sq.Ft.4/10/2024Sandy Shore Ln9932$240,6171,068 Sq.Ft.5/28/2025Sandy Toes Way2533$663,9581,634 Sq.Ft.4/21/2025San Gallo Dr4843$255,5001,383 Sq.Ft.5/12/2025Sangria St6932$398,9691,836 Sq.Ft.5/20/2025Sanibel Dr1622$239,8671,297 Sq.Ft.7/19/2022San Joaquin Rd9222$423,2171,946 Sq.Ft.11/7/2024San Jose Ct4032$286,9751,586 Sq.Ft.4/23/2025San Juan Cir1N/AN/AN/A94,821 Sq.Ft.9/15/2015San Lorenzo Rd8N/AN/AN/A864 Sq.Ft.3/21/2024San Luis Rey Ct532$366,8001,954 Sq.Ft.8/17/2023San Marco Dr1242$319,7501,820 Sq.Ft.2/23/2024San Miguel Rd2N/AN/AN/AN/A3/21/2024San Paulo Way2432$285,7501,488 Sq.Ft.2/14/2025San Pedro Ct5232$282,2501,563 Sq.Ft.10/15/2024San Rafael Way1832$277,6671,514 Sq.Ft.4/9/2025San Raphael St12033$590,1712,685 Sq.Ft.6/2/2025San Remo Ct432$348,7502,064 Sq.Ft.5/14/2021San Remo Rd13N/AN/A$219,0004,342 Sq.Ft.5/11/2024San Sabastian Dr3243$272,1881,383 Sq.Ft.2/13/2025San Sebastian Dr1N/AN/A$330,000N/AN/ASan Simeon Way6743$555,4632,569 Sq.Ft.5/6/2025Santa Ana St1732$325,3531,218 Sq.Ft.4/4/2025Santa Barbara Ln722$486,8572,142 Sq.Ft.4/5/2021Santa Barbara Rd2932$352,6791,973 Sq.Ft.2/21/2024Santa Cruz Dr3642$358,8181,731 Sq.Ft.1/30/2024Santa Elena Ln832$398,0001,817 Sq.Ft.7/29/2024Santa Lucia St9632$326,5311,370 Sq.Ft.3/6/2025Santa Maria Dr7243$271,6531,383 Sq.Ft.7/31/2023Santa Rosa Dr1N/AN/AN/A231,022 Sq.Ft.8/15/2022Santavita Pl1332$563,3082,591 Sq.Ft.2/14/2025Santee Dr4843$480,4381,933 Sq.Ft.10/29/2024Santiago Pl3N/AN/AN/AN/AN/ASantorini Dr4155$400,5832,270 Sq.Ft.4/28/2025Santosh Cv5154$529,1192,384 Sq.Ft.11/18/2024Santos Rd4032$195,5251,178 Sq.Ft.12/18/2023San Vicente Ln933$629,8892,641 Sq.Ft.7/13/2023San Vital Dr4043$267,9001,383 Sq.Ft.11/22/2024San Vittorino Cir13743$264,7011,374 Sq.Ft.5/15/2025San Zanobi Dr942$261,0001,248 Sq.Ft.5/29/2024Saphire Ct732$358,8571,659 Sq.Ft.4/28/2023221 Allison AveDavenport, FL 33897
Estimated Value $301,000
Living Area 1,052 SqFt
Beds 3
Baths 2
Year Built 1993
Property Type Single Family
Ownership Type Related
APN 26-25-01-488043-000830
Subdivision Davenport Lakes Phase O1
School District Polk County School District
3011 Bird Of Paradise LnKissimmee, FL 34747
Estimated Value $334,000
Living Area 1,470 SqFt
Beds 3
Baths 2.5
Year Built 2011
Property Type Single Family
Ownership Type Corporate
APN 05-25-27-3162-0001-3140
Subdivision Encantada Ph 2
School District Osceola County School District
645 Allison AveDavenport, FL 33897
Estimated Value $306,000
Living Area 1,180 SqFt
Beds 3
Baths 2
Year Built 1992
Property Type Single Family
Ownership Type Corporate
APN 26-25-01-488043-000530
Subdivision Davenport Lakes Phase O1
School District Polk 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
2917 Blooming Alamanda LoopKissimmee, FL 34747
Estimated Value $436,000
Living Area 1,667 SqFt
Beds 4
Baths 3
Year Built 2000
Property Type Single Family
Ownership Type Related
APN 09-25-27-4449-0001-0390
Subdivision Oak Island Cove
School District Osceola County School District
50989 Highway 27 #351Davenport, FL 33897
Estimated Value $311,000
Living Area 1,424 SqFt
Beds 3
Baths 2
Year Built 2002
Property Type Single Family
Ownership Type Related
APN 26-25-12-488056-003510
Subdivision Lakeside At Bass Lake
School District Polk 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
3214 Queen Palms CtKissimmee, FL 34747
Estimated Value $263,000
Living Area 888 SqFt
Beds 2
Baths 2
Year Built 1993
Property Type Single Family
Ownership Type Individual
APN 05-25-27-3279-0001-0200
Subdivision Grand Palms
School District Osceola County School District
8617 Wellington LoopKissimmee, FL 34747
Estimated Value $334,000
Living Area 1,272 SqFt
Beds 3
Baths 2
Year Built 1994
Property Type Single Family
Ownership Type Related
APN 05-25-27-3957-0001-2690
Subdivision Lindfields Unit 2
School District Osceola County School District
1122 Blackwood WayClermont, FL 34714
Estimated Value $348,000
Living Area 1,581 SqFt
Beds 3
Baths 2
Year Built 1999
Property Type Single Family
Ownership Type Corporate
APN 26-24-26-2405-000-11600
Subdivision Woodridge Phase Ii Sub
School District Lake County School District
17041 Arrowhead BlvdWinter Garden, FL 34787
Estimated Value $586,000
Living Area 1,820 SqFt
Beds 4
Baths 2
Year Built 1992
Property Type Single Family
Ownership Type Multiple
APN 31-24-27-0306-04-060
Subdivision Arrowhead Lakes
School District Orange County School District
2920 Blooming Alamanda LoopKissimmee, FL 34747
Estimated Value $398,000
Living Area 1,662 SqFt
Beds 4
Baths 3
Year Built 2000
Property Type Single Family
Ownership Type Trust
APN 09-25-27-4449-0001-0790
Subdivision Oak Island Cove
School District Osceola County School District
1424 Retreat CirClermont, FL 34714
Estimated Value $324,000
Living Area 1,512 SqFt
Beds 3
Baths 2
Year Built 2016
Property Type Single Family
Ownership Type Related
APN 25-24-26-1920-000-01300
Subdivision Retreat At 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
2935 Paddington WayKissimmee, FL 34747
Estimated Value $435,000
Living Area 2,157 SqFt
Beds 4
Baths 2
Year Built 1991
Property Type Single Family
Ownership Type Related
APN 05-25-27-3958-0001-4070
Subdivision Lindfields Unit 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