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
Cypress Bay Blvd15632$285,5031,471 Sq.Ft.4/28/2025Cypress Branch Rd10N/AN/AN/AN/A3/1/2016Cypress Cay Way4533$384,2111,715 Sq.Ft.3/25/2025Cypress Cir1N/AN/AN/AN/AN/ACypress Dr3N/AN/AN/A1,875 Sq.Ft.N/ACypress Gardens Ct2822$244,4001,052 Sq.Ft.9/9/2022Cypress Glen Cir23N/A4N/A3,089 Sq.Ft.9/18/2020Cypress Knee Loop4132$276,0751,273 Sq.Ft.1/13/2025Cypress Lake Pl4343$420,5352,504 Sq.Ft.12/2/2024Cypress Ln2532$397,4801,662 Sq.Ft.7/24/2024Cypress Oaks Dr5N/AN/AN/AN/AN/ACypress Pkwy932410$990,00019,630 Sq.Ft.3/18/2025Cypress Reserve Blvd3N/AN/AN/AN/A11/1/2016Cypress Reserve Ct842$527,0002,849 Sq.Ft.11/1/2016Cypress Shadows Blvd1N/AN/AN/AN/AN/ACypress St2231$218,5003,287 Sq.Ft.2/28/2022Cypressview Ct1332$366,0001,682 Sq.Ft.4/21/2023Daffodil Ln3342$298,5151,766 Sq.Ft.5/12/2025Dagama Ct3032$283,9001,635 Sq.Ft.1/2/2025Dahlia Dr3332$330,6061,319 Sq.Ft.3/28/2025Dahlia Reserve Ct343$409,3332,581 Sq.Ft.12/5/2011Dahlia Reserve Dr8043$416,7502,426 Sq.Ft.6/3/2024Dakin Ave2933$281,40014,438 Sq.Ft.4/30/2025Dakota Point Ct1532$367,2861,405 Sq.Ft.8/23/2024Dalehurst Ln1N/AN/AN/AN/AN/ADalton Dr3332$304,6061,757 Sq.Ft.7/5/2024Damask St1732$668,4711,536 Sq.Ft.12/20/2024Damon Ave2232$302,9472,617 Sq.Ft.1/17/2025Dampierre Ct2643$331,2692,063 Sq.Ft.3/6/2025Dana Ct422$216,0001,343 Sq.Ft.1/30/2019Dana Katherine Dr1632$240,6251,488 Sq.Ft.4/13/2023Dana Ln1932$357,7891,429 Sq.Ft.12/15/2023Dana Point Pl432$367,7501,813 Sq.Ft.12/29/2020Dancing Leaves Aly1N/AN/A$372,000N/AN/ADaniels St1832$378,5291,715 Sq.Ft.3/27/2023Danube Dr7632$287,3421,844 Sq.Ft.5/5/2025Danube Rd2833$377,5771,758 Sq.Ft.9/30/2024Danube Way2832$269,1071,705 Sq.Ft.9/23/2024Dara Cay Dr2332$247,5651,395 Sq.Ft.9/23/2024Darby Dr932$284,8751,493 Sq.Ft.9/18/2023Darci Ridge Ct832$360,6251,488 Sq.Ft.3/3/2025Darlington Ave1311$159,2501,849 Sq.Ft.5/15/2025Darlington Ct3732$307,0001,690 Sq.Ft.10/15/2024Dart Ave2N/AN/AN/AN/AN/ADartford Dr3032$298,1001,731 Sq.Ft.11/8/2024Dartmoor Pl1642$306,6881,859 Sq.Ft.12/20/2021Dartmouth Ct2032$292,2501,594 Sq.Ft.2/6/2023Das Ct566$432,4005,433 Sq.Ft.N/ADasha Palm Dr13342$397,7051,963 Sq.Ft.5/1/2025Daugherty Dr4332$395,8421,755 Sq.Ft.6/8/2023Daulby St4964$685,0422,571 Sq.Ft.3/10/2025Davenport Cir6032$361,3501,430 Sq.Ft.4/29/2025Davenport Creek Ct6132$331,1821,494 Sq.Ft.9/27/2023Davinci Pass12422$360,0821,779 Sq.Ft.5/1/2025Davis St1242$311,3001,449 Sq.Ft.5/14/2025Dawes Ave932$309,6671,489 Sq.Ft.1/27/2023Dawn Ave4632$295,0001,531 Sq.Ft.9/20/2024Dawn Ct3523$245,1291,372 Sq.Ft.7/26/2024Dawnview Way1N/AN/AN/AN/AN/ADay Break Dr1122$296,8181,406 Sq.Ft.3/28/2019Dean Ave1N/AN/A$286,000N/AN/ADean B St1832$331,0001,240 Sq.Ft.11/29/2022Deauville Ct6832$295,7651,622 Sq.Ft.12/3/2024Debany Rd4632$344,9351,511 Sq.Ft.6/28/2024Debois Ct1143$476,7272,348 Sq.Ft.9/6/2024Debra Ct632$371,0001,539 Sq.Ft.3/30/2023Decatur Rd1N/AN/AN/AN/A4/24/2020Deck Ave1532$383,0001,843 Sq.Ft.8/6/2021Declaration Dr2242$387,0001,756 Sq.Ft.5/1/2023Decoronado Ave1N/AN/AN/A169,922 Sq.Ft.N/ADeddington Pl1332$297,6151,712 Sq.Ft.12/16/2024Dedication St3043$528,6331,999 Sq.Ft.3/18/2025Deen Still Rd1N/AN/AN/AN/AN/ADeer Lick Ct932$383,5561,749 Sq.Ft.12/23/2022Deer Woods Rd2833$891,1072,436 Sq.Ft.6/16/2023Del Aire Ct1342$328,8461,931 Sq.Ft.1/29/2025Delano Ct4632$279,1091,553 Sq.Ft.4/23/2025Delaware Ave2932$317,9641,409 Sq.Ft.1/21/2025Delicias Ct532$331,6001,369 Sq.Ft.N/ADelido Way3532$303,9431,656 Sq.Ft.5/27/2025Dellwood Dr931$316,3331,268 Sq.Ft.9/6/2023Delmar Ave1132$361,5451,606 Sq.Ft.6/17/2022Del Mar Dr4622$432,4351,929 Sq.Ft.1/14/2025Delmonte Ct10732$289,5331,733 Sq.Ft.4/14/2025Delmos Ave2N/A2$282,000189 Sq.Ft.4/13/2012Del Norte Way542$310,6001,752 Sq.Ft.8/16/2023Delorean Dr2343$334,4781,582 Sq.Ft.2/21/2025Del Prado Dr11632$284,2411,558 Sq.Ft.4/23/2025Delray Beach Ct364$512,3332,536 Sq.Ft.9/11/2020Del Ray Dr3332$283,0611,492 Sq.Ft.7/30/2024Del Rio Way4132$278,4881,552 Sq.Ft.4/23/2025Del Shasta Way532$291,6001,693 Sq.Ft.10/17/2020Dennis Ct1232$367,0831,750 Sq.Ft.8/28/2024Denn John Ln2032$477,28631,896 Sq.Ft.6/29/2021Derby Dr1753$678,4122,939 Sq.Ft.11/26/2024Derbyshire Dr10132$302,0691,744 Sq.Ft.5/12/2025Derringer Ct1232$362,9171,640 Sq.Ft.4/18/2022Desert Mountain Ct6N/AN/A$486,000N/A9/27/2012Desert Rose Ave11832$360,0101,624 Sq.Ft.5/15/2025Desmoines Ct1742$302,2941,769 Sq.Ft.3/26/20243127 Brasilia AveKissimmee, FL 34747
Estimated Value $425,000
Living Area 2,181 SqFt
Beds 3
Baths 3.5
Year Built 2016
Property Type Single Family
Ownership Type Individual
APN 03-25-27-4015-0001-0140
Subdivision Magic Village
School District Osceola County School District
1407 Silver Cove DrClermont, FL 34714
Estimated Value $382,000
Living Area 1,488 SqFt
Beds 3
Baths 3
Year Built 2004
Property Type Single Family
Ownership Type Multiple
APN 25-24-26-1900-000-06200
Subdivision Silver Creek
School District Lake 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
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
235 Judith WayDavenport, FL 33897
Estimated Value $324,000
Living Area 1,682 SqFt
Beds 3
Baths 2
Year Built 1992
Property Type Single Family
Ownership Type Individual
APN 26-25-01-488043-000670
Subdivision Davenport Lakes Phase O1
School District Polk 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
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
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
9000 Us Highway 192 #370Clermont, FL 34714
Estimated Value $149,000
Living Area 490 SqFt
Beds 1
Baths 1
Year Built 2019
Property Type Condominium
Ownership Type Individual
APN 26-25-01-488040-003700
Subdivision Outdoor Resorts Of America
School District Polk County School District
2671 Inagua Ave #101Davenport, FL 33897
Estimated Value $244,000
Living Area 1,374 SqFt
Beds 2
Baths 2
Year Built 2008
Property Type Condominium
Ownership Type Corporate
APN 07-25-27-3155-0040-1010
Subdivision Bahama Bay 2 Condo Ph 40
School District Osceola County School District
9051 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
7929 Magnolia Bend CtKissimmee, FL 34747
Estimated Value $444,000
Living Area 1,662 SqFt
Beds 4
Baths 3
Year Built 1999
Property Type Single Family
Ownership Type Related
APN 10-25-27-4868-0001-0150
Subdivision Rolling Hills Estates Unit 2 At Formosa
School District Osceola 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
8844 Coral Palms Ct #AKissimmee, FL 34747
Estimated Value $253,000
Living Area 1,168 SqFt
Beds 3
Baths 2
Year Built 1994
Property Type Condominium
Ownership Type Corporate
APN 05-25-27-4634-0001-1370
Subdivision Palm Villas Condo
School District Osceola 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
973 Rivers Crossing StClermont, FL 34714
Estimated Value $468,000
Living Area 2,160 SqFt
Beds 4
Baths 3
Year Built 2023
Property Type Single Family
Ownership Type Multiple
APN 36-24-26-0101-000-21300
Subdivision Cagan Crossings
School District Lake County School District