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
Hibiscus Dr8032$286,4131,612 Sq.Ft.9/6/2024Hibiscus Ln4332$297,0231,522 Sq.Ft.3/26/2025Hibiscus Pl1942$300,1051,636 Sq.Ft.3/31/2025Hibiscus Rd3532$197,6571,095 Sq.Ft.6/8/2022Hibiscus Way1742$287,8821,637 Sq.Ft.3/28/2025Hickory Bluff Rd1N/AN/AN/AN/AN/AHickory Ct1432$361,6921,595 Sq.Ft.3/18/2024Hickorywood Cir632$341,1671,416 Sq.Ft.3/10/2022Hidalgo Ave1132$314,4551,281 Sq.Ft.10/26/2021Hidden Cove Pl1622$170,500788 Sq.Ft.3/30/2022Hidden Dale Ct1043$407,2002,137 Sq.Ft.11/3/2021Hidden Harbor Ln3143$602,2003,307 Sq.Ft.2/27/2025Hidden Lake St1842$364,0001,837 Sq.Ft.9/30/2024Hidden Meadow Dr1942$361,1181,927 Sq.Ft.8/31/2023Hidden Palm Cir1N/AN/AN/A306,317 Sq.Ft.6/23/2021Hidden Springs Cir14332$350,4061,480 Sq.Ft.11/6/2024Hideaway Bay Blvd3322$178,9391,676 Sq.Ft.4/6/2023Hideaway Beach Ln5054$508,8132,419 Sq.Ft.2/10/2025Highland Ave3232$317,4691,266 Sq.Ft.6/12/2023Highland Cir2332$356,7831,607 Sq.Ft.11/27/2024Highlands Hammock Dr2122$377,4762,063 Sq.Ft.8/7/2023High Plains Ln1932$482,1431,835 Sq.Ft.5/12/2022High Point Blvd38687N/A59,114 Sq.Ft.N/AHikers Ct2632$411,2081,944 Sq.Ft.8/5/2024Hilda St26N/A2N/A1,355 Sq.Ft.5/14/2020Hillcrest Dr733N/A1,778 Sq.Ft.N/AHilliard Ct1943$593,4442,704 Sq.Ft.8/19/2024Hilliard Isle Rd2342$834,2313,132 Sq.Ft.11/6/2023Hillsborough Ct4333$214,8144,050 Sq.Ft.4/18/2025Hillsborough Dr3342$216,7583,972 Sq.Ft.1/31/2025Hillsborough Ln1842$238,3893,103 Sq.Ft.5/27/2025Hillsborough Way1732$260,6471,757 Sq.Ft.1/16/2025Hillsdale Ln11N/A3N/A3,113 Sq.Ft.2/17/2021Hill St1342$282,0001,651 Sq.Ft.2/7/2025Hilton Ridge Ave1296$873,3334,277 Sq.Ft.8/24/2022Hinsdale Dr4743$539,5322,994 Sq.Ft.8/4/2023Hoagland Blvd5633$368,50014,534 Sq.Ft.1/9/2024Hockendale St754$637,1672,483 Sq.Ft.4/8/2024Hoeger Cir132N/A68,199 Sq.Ft.N/AHolderness Dr1633$345,2502,017 Sq.Ft.2/18/2025Holiday Trl2296N/A64,829 Sq.Ft.2/3/1999Holiday Woods Dr2332$496,2112,230 Sq.Ft.5/25/2023Holland St642$375,6671,860 Sq.Ft.1/11/2024Hollow Creek Ln1N/AN/AN/AN/AN/AHolly Berry Ct1943$459,0002,739 Sq.Ft.6/30/2022Hollyhock Cir532$357,6001,564 Sq.Ft.7/19/2022Hollyhock Ct3032$355,1671,466 Sq.Ft.5/30/2025Holly Park Ct453$494,5003,351 Sq.Ft.2/23/2024Hollywood Ct1032$369,4001,599 Sq.Ft.4/8/2022Hollywood St1N/A40N/A55,578 Sq.Ft.6/12/2023Holtrock St1064$700,2002,667 Sq.Ft.3/19/2025Home St711$190,0001,235 Sq.Ft.3/23/2019Homosassa Ln1232$228,3331,654 Sq.Ft.4/12/2024Homosassa Way10N/AN/A$213,0009,688 Sq.Ft.1/21/2022Honeydew Rd443$705,0003,647 Sq.Ft.9/1/2021Honeysuckle Ave2243$1,040,2732,696 Sq.Ft.7/26/2024Honeywood Ct1242$381,7501,911 Sq.Ft.4/24/2024Honeywood Dr4432$378,5001,856 Sq.Ft.2/17/2023Hopewell Dr2042$370,7002,262 Sq.Ft.5/31/2023Hopi Trl333$894,0002,599 Sq.Ft.10/31/2024Horseshoe Bay Dr6632$342,3691,550 Sq.Ft.3/10/2025Horseshoe Ct442$363,2501,797 Sq.Ft.7/30/2021Horton Rd833$633,6672,097 Sq.Ft.1/21/2022Hounds Lake Ct1232$393,3331,845 Sq.Ft.5/2/2024Houston St2633$342,4231,452 Sq.Ft.5/15/2023Howard Mesa Dr1N/AN/AN/AN/AN/AHowison Rd2732$196,9631,181 Sq.Ft.3/7/2025Hubbard Ct1055$1,847,8004,431 Sq.Ft.6/30/2021Hudson Ct4332$278,9301,816 Sq.Ft.12/6/2024Hudson Dr1332$295,4621,996 Sq.Ft.11/30/2022Hudson Harbor Ln3932$315,1541,967 Sq.Ft.1/8/2025Hudson St1632$287,4381,321 Sq.Ft.9/11/2024Hudson Valley Dr6442$321,2661,962 Sq.Ft.5/16/2025Hughey St4132$318,9471,512 Sq.Ft.6/28/2024Hummingbird Ct6832$272,5001,639 Sq.Ft.2/13/2025Hunley Loop9842$405,9892,145 Sq.Ft.4/23/2025Hunter Cir15322$211,8881,216 Sq.Ft.5/28/2025Hunters Chase Loop7032$395,7661,922 Sq.Ft.5/2/2024Huntington Ct2432$374,1671,599 Sq.Ft.8/15/2022Hunt Rd3N/A2N/A11,829 Sq.Ft.10/25/2022Huron Bay Cir9942$356,5002,033 Sq.Ft.9/10/2024Huron Cir7242$411,8312,432 Sq.Ft.5/1/2025Huron Dr2532$292,1601,803 Sq.Ft.11/5/2024Huron Ln632$314,0002,066 Sq.Ft.6/11/2021Huron Ter732$302,8571,906 Sq.Ft.6/4/2021Huron Way542$332,8002,516 Sq.Ft.7/2/2024Huxley Ct543$425,0002,180 Sq.Ft.1/9/2023Hyacinth Ct6642$292,7271,673 Sq.Ft.7/24/2024Hybrid Ct1132$336,1111,501 Sq.Ft.3/9/2021Hybrid Dr7632$332,3781,429 Sq.Ft.5/29/2025Ibiza Ln2055$377,9502,270 Sq.Ft.N/AIdora Blvd2432$438,5712,387 Sq.Ft.3/28/2024Iguala Dr2632$311,6541,282 Sq.Ft.11/17/2023Images Cir25722$149,642916 Sq.Ft.5/19/2025Impala Ln2443$320,5831,577 Sq.Ft.2/28/2025Imperial Eagle Pl1444$642,0003,397 Sq.Ft.5/6/2025Imperial Pl3654$388,8332,146 Sq.Ft.2/22/2024Inconnu Ct3832$269,0791,838 Sq.Ft.4/28/2025Inconnu Dr4832$281,9171,922 Sq.Ft.9/30/2024Indian Creek Blvd4743$465,2701,874 Sq.Ft.4/25/2025939 Jaybee AveDavenport, FL 33897
Estimated Value $402,000
Living Area 1,849 SqFt
Beds 4
Baths 2
Year Built 1998
Property Type Single Family
Ownership Type Multiple
APN 26-25-01-488034-001220
Subdivision Fairways Lake Estates Phase Three
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
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
3132 Britannia Blvd #DKissimmee, FL 34747
Estimated Value $247,000
Living Area 1,381 SqFt
Beds 3
Baths 2
Year Built 2001
Property Type Condominium
Ownership Type Related
APN 05-25-27-4091-0001-1820
Subdivision Villas At Island Club Ph 2 Bldg T
School District Osceola County School District
2670 Autumn Creek CirKissimmee, FL 34747
Estimated Value $488,000
Living Area 2,136 SqFt
Beds 5
Baths 4
Year Built 2000
Property Type Single Family
Ownership Type Multiple
APN 09-25-27-3433-0001-2500
Subdivision Indian Creek 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
9000 Us Highway 192 #443Clermont, FL 34714
Estimated Value $158,000
Living Area 408 SqFt
Beds 1
Baths 2
Year Built 1987
Property Type Condominium
Ownership Type Multiple
APN 26-25-01-488040-004430
Subdivision Outdoor Resorts Of America
School District Polk 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
3022 Bird Of Paradise LnKissimmee, FL 34747
Estimated Value $332,000
Living Area 1,470 SqFt
Beds 3
Baths 2.5
Year Built 2011
Property Type Single Family
Ownership Type Corporate
APN 05-25-27-3162-0001-2970
Subdivision Encantada Ph 2
School District Osceola 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
3132 Yellow Lantana LnKissimmee, FL 34747
Estimated Value $337,000
Living Area 1,295 SqFt
Beds 3
Baths 2.5
Year Built 2006
Property Type Single Family
Ownership Type Multiple
APN 05-25-27-3161-0001-1440
Subdivision Encantada Ph 1
School District Osceola County School District
8825 Kensington CtKissimmee, FL 34747
Estimated Value $467,000
Living Area 2,361 SqFt
Beds 5
Baths 4.5
Year Built 1997
Property Type Single Family
Ownership Type Multiple
APN 05-25-27-3955-0001-0110
Subdivision Lindfields Unit 1
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
8705 Knightsbridge Ct #DKissimmee, FL 34747
Estimated Value $250,000
Living Area 1,357 SqFt
Beds 3
Baths 2
Year Built 2001
Property Type Condominium
Ownership Type Individual
APN 05-25-27-4093-0001-2030
Subdivision Villas At Island Club Ph 2 Bldg V
School District Osceola County School District
3175 Brasilia AveKissimmee, FL 34747
Estimated Value $436,000
Living Area 2,538 SqFt
Beds 4
Baths 4.5
Year Built 2019
Property Type Single Family
Ownership Type Corporate
APN 03-25-27-4017-0001-030R
Subdivision Magic Village Replat
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