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
Windlass Ct7854$858,4194,233 Sq.Ft.4/17/2025Windmark Dr1243$479,3002,576 Sq.Ft.4/15/2024Windmill Dr3633$354,9411,617 Sq.Ft.4/1/2025Windmill Point Blvd4732$362,0511,944 Sq.Ft.5/19/2025Windover Ave5322$199,7121,012 Sq.Ft.10/21/2024Winds Blvd4N/AN/AN/AN/A4/22/2020Windsong Ave822$387,0002,065 Sq.Ft.1/21/2025Windsong Dr1432$372,0831,795 Sq.Ft.4/16/2021Windsor Dr1022$190,5001,220 Sq.Ft.6/12/2023Windsor Oak Ct4432$281,6111,319 Sq.Ft.10/15/2024Windward Cv843$647,1253,560 Sq.Ft.8/4/2023Windward Oaks Ct4743$506,4472,731 Sq.Ft.12/16/2024Windway Cir6932$324,5441,400 Sq.Ft.12/18/2024Windwood Dr7332$372,5071,576 Sq.Ft.12/18/2024Windy Dune Ct1732$376,8821,540 Sq.Ft.3/14/2024Winewood Ct1032$356,8001,399 Sq.Ft.11/29/2021Winfield Dr6732$398,2421,936 Sq.Ft.5/29/2025Wingfield Pl443$393,0002,162 Sq.Ft.7/24/2024Winners Cir3543$548,1522,642 Sq.Ft.1/31/2025Winslow Ct832$341,0001,538 Sq.Ft.8/19/2020Winston Way643$222,5001,893 Sq.Ft.11/5/2024Winter Calm Ln3743$176,0002,018 Sq.Ft.3/21/2025Wiregrass St932$689,5561,648 Sq.Ft.4/24/2025Wish Ave1933$333,0561,619 Sq.Ft.8/22/2024Wispy Cypress Dr5643$387,7681,887 Sq.Ft.12/12/2024Wisteria Ct733$796,7141,953 Sq.Ft.8/2/2023Wisteria Ln933$771,2221,838 Sq.Ft.7/29/2021W Lake St4N/AN/A$343,000N/A1/31/2025Wolcott Ln1N/AN/A$265,000576 Sq.Ft.N/AWombat Way1632$276,0001,655 Sq.Ft.9/27/2024Woodbay Ct2332$340,2171,413 Sq.Ft.6/22/2023Woodberry Creek Ln543$647,5002,975 Sq.Ft.11/15/2023Woodberry Ct2043$601,5562,653 Sq.Ft.6/24/2024Woodcrest Blvd943$407,2502,414 Sq.Ft.11/1/2021Woodcrest Ct343$411,0001,971 Sq.Ft.4/10/2020Woodcutter Ct632$333,8001,503 Sq.Ft.11/19/2024Wood Cv3232$363,8931,859 Sq.Ft.10/22/2024Wood Dr4032$293,9751,684 Sq.Ft.3/3/2025Woodfield Ct3432$323,3821,290 Sq.Ft.4/7/2025Woodford Dr1832$345,6671,887 Sq.Ft.7/10/2023Woodland Creek Blvd7142$417,4182,523 Sq.Ft.3/14/2025Woodland Creek Loop3342$365,1212,211 Sq.Ft.4/18/2023Woodlawn Ter1132$442,3641,954 Sq.Ft.7/3/2024Wood Ln1432$270,9291,472 Sq.Ft.3/10/2025Woodmont Blvd5043$484,9322,318 Sq.Ft.1/30/2025Woodpath Ct532$370,2001,902 Sq.Ft.7/7/2020Woodsedge Dr1142$392,3642,420 Sq.Ft.11/26/2024Woodside Cir1N/A356N/A217,066 Sq.Ft.10/30/2019Woodside Ct742$425,5712,254 Sq.Ft.5/31/2023Woodside Way842$378,8751,561 Sq.Ft.8/8/2023Woodsmere Ct1642$479,5632,283 Sq.Ft.3/14/2024Woodson Ct443$523,7502,901 Sq.Ft.7/10/2023Woodstream Cir7732$391,5451,810 Sq.Ft.12/27/2024Wood Thrush Dr9132$399,2872,033 Sq.Ft.4/4/2025Woody Cypress Dr2043$355,1001,883 Sq.Ft.1/30/2025Worchester Dr12242$340,7912,017 Sq.Ft.3/28/2025Wordsmith Rd2743$554,1112,524 Sq.Ft.5/2/2025World Dr40N/AN/A$350,000N/A10/1/2016Wortham Ln1442$434,6432,159 Sq.Ft.3/7/2024W Park2N/AN/AN/AN/AN/AWren Ln1042$284,0004,223 Sq.Ft.3/24/2025Wright Cir6522$453,8921,749 Sq.Ft.5/19/2025Wyman Cir3932$361,8951,632 Sq.Ft.9/18/2024Wyndam Way5042$395,5711,920 Sq.Ft.1/2/2025Wyndham Palms Way6943$486,7382,075 Sq.Ft.5/15/2025Wynn Ln12115N/A8,229 Sq.Ft.7/30/2021Yacht Club Ct2142$376,0001,977 Sq.Ft.5/2/2025Yacht Dr1N/A2$338,0001,110 Sq.Ft.N/AYak Ct2532$371,2801,935 Sq.Ft.3/28/2025Yardley Ct732$377,7141,831 Sq.Ft.10/29/2021Yates Rd1632$1,223,3332,076 Sq.Ft.5/9/2023Yellow Bay Dr3442$388,6182,251 Sq.Ft.3/22/2023Yellow Crane Dr1853$523,8822,297 Sq.Ft.4/14/2025Yellow Elder Way6243$311,6492,004 Sq.Ft.5/28/2025Yellowgold Rd6432$290,1251,383 Sq.Ft.3/12/2025Yellow Lantana Ln15133$345,4931,381 Sq.Ft.5/8/2025Yevette Ct942$326,8891,428 Sq.Ft.10/1/2016Yew Ct933$819,1112,164 Sq.Ft.12/11/2024York Ct6932$284,8411,643 Sq.Ft.11/13/2024Yorkshire Ln3343$475,6062,484 Sq.Ft.4/7/2025Yountville Ave171010$1,014,6475,046 Sq.Ft.5/16/2025Yowell Rd3710$402,0005,773 Sq.Ft.4/29/2025Yucatan Ct3532$285,4001,517 Sq.Ft.3/17/2025Zaballina Pl3055$516,0672,253 Sq.Ft.4/30/2025Zacalo Ct332$339,6671,385 Sq.Ft.8/14/2024Zacalo Way7332$311,2251,312 Sq.Ft.1/14/2025Zachary Ct332$324,0001,127 Sq.Ft.7/18/2003Zachary Ridge Ct1842$402,8331,864 Sq.Ft.6/5/2023Zac St20N/AN/A$169,250N/AN/AZen Dr2233$322,7221,363 Sq.Ft.5/22/2025Zinnia Ct542$363,6001,577 Sq.Ft.9/21/2021Zinnia Ln7042$297,9291,835 Sq.Ft.1/28/2025Zircon Rd2743$414,0002,077 Sq.Ft.3/10/2023Zolfo Springs Ct1532$360,4671,471 Sq.Ft.5/26/2023Zurich Ln3365$635,4692,963 Sq.Ft.9/16/20242780 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
9130 Calypso Ct #101Davenport, FL 33897
Estimated Value $199,000
Living Area 1,374 SqFt
Beds 2
Baths 2
Year Built 2007
Property Type Condominium
Ownership Type Corporate
APN 07-25-27-3124-0041-1010
Subdivision Bahama Bay 2 Condo Ph 41
School District Osceola County School District
9032 Paolos PlKissimmee, FL 34747
Estimated Value $610,000
Living Area 2,891 SqFt
Beds 4
Baths 3
Year Built 2007
Property Type Single Family
Ownership Type Related
APN 06-25-27-2521-0001-0380
Subdivision Westside Parcel D Calabria
School District Osceola County School District
2928 Sunset Lakes BlvdKissimmee, FL 34747
Estimated Value $443,000
Living Area 1,701 SqFt
Beds 4
Baths 3
Year Built 1999
Property Type Single Family
Ownership Type Individual
APN 05-25-27-5175-0001-0280
Subdivision Sunset Lakes Ph 1
School District Osceola County School District
2302 Silver Palm Dr #303Kissimmee, FL 34747
Estimated Value $274,000
Living Area 1,268 SqFt
Beds 3
Baths 2
Year Built 2002
Property Type Condominium
Ownership Type Corporate
APN 16-25-27-5609-0001-3080
Subdivision Wyndham Palms Condo Ph 7
School District Osceola County School District
2823 Drifting Lilly LoopKissimmee, FL 34747
Estimated Value $492,000
Living Area 1,852 SqFt
Beds 3
Baths 2
Year Built 1997
Property Type Single Family
Ownership Type Individual
APN 09-25-27-4457-0001-0290
Subdivision Oak Island Harbor At Formosa Gardens
School District Osceola County School District
8807 Dunes Ct #108Kissimmee, FL 34747
Estimated Value $189,000
Living Area 747 SqFt
Beds 1
Baths 1
Year Built 2000
Property Type Condominium
Ownership Type Related
APN 06-25-27-2951-0005-1080
Subdivision Legacy Dunes Condo
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
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
9000 Us Highway 192 #560Clermont, FL 34714
Estimated Value $128,000
Living Area 428 SqFt
Beds 1
Baths 1
Year Built 1990
Property Type Condominium
Ownership Type Related
APN 26-25-01-488040-005600
Subdivision Outdoor Resorts Of America
School District Polk County School District
8910 Legacy Ct #205Kissimmee, FL 34747
Estimated Value $208,000
Living Area 1,249 SqFt
Beds 3
Baths 2
Year Built 2000
Property Type Condominium
Ownership Type Trust
APN 06-25-27-2951-0016-2050
Subdivision Legacy Dunes Condo
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
17439 Hidden Forest DrClermont, FL 34714
Estimated Value $437,000
Living Area 1,960 SqFt
Beds 3
Baths 2
Year Built 2021
Property Type Single Family
Ownership Type Corporate
APN 25-24-26-1930-000-06300
Subdivision Hidden Forest At Silver Creek
School District Lake 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
253 Therese StDavenport, FL 33897
Estimated Value $302,000
Living Area 1,436 SqFt
Beds 3
Baths 2
Year Built 1994
Property Type Single Family
Ownership Type Individual
APN 26-25-01-488045-000110
Subdivision Fairways Lake Estates Phase 01
School District Polk 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