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
Pelican Hill Way1922$312,2631,550 Sq.Ft.4/1/2025Pellham Way3232$287,5001,376 Sq.Ft.9/26/2023Pembridge St4542$415,0442,028 Sq.Ft.3/24/2025Pembrooke Ct832$353,5001,557 Sq.Ft.4/27/2020Pendant Ct3566$629,1522,968 Sq.Ft.3/20/2025Penelope Loop5764$791,0183,241 Sq.Ft.12/9/2024Penfield St3232$288,4061,398 Sq.Ft.7/25/2024Penny Ln3632$316,0281,548 Sq.Ft.3/12/2025Pennyroyal St432$693,0001,570 Sq.Ft.3/23/2022Pensacola Ct2842$357,8331,916 Sq.Ft.12/27/2023Penshurst Pl453$510,0002,897 Sq.Ft.3/29/2023Peppercorn St1842$380,9441,986 Sq.Ft.8/29/2019Peppermill Cir7432$316,5141,837 Sq.Ft.4/3/2025Pepper Tree Ct832$372,6251,501 Sq.Ft.5/5/2023Pequod Pl8143$527,3161,976 Sq.Ft.4/30/2025Perch Dr3232$275,9061,690 Sq.Ft.1/21/2025Perdido Ct4132$271,4631,625 Sq.Ft.4/30/2025Perennial Ln3242$362,9381,840 Sq.Ft.4/30/2024Peridot Cir7832$398,9482,091 Sq.Ft.2/7/2025Periwinkle Ct1233$808,8331,910 Sq.Ft.4/22/2025Perpignan Ct5732$284,4561,703 Sq.Ft.3/28/2025Pershing St2153$279,0912,351 Sq.Ft.4/4/2025Pershoie Ln1342$457,9231,878 Sq.Ft.2/10/2025Persimmon St643$912,5002,687 Sq.Ft.9/5/2019Person St2732$253,3681,514 Sq.Ft.2/14/2025Peterlee Ct5242$307,5001,772 Sq.Ft.5/16/2025Petiole Pl3143$510,2672,394 Sq.Ft.9/6/2024Petition Ln655$756,1673,101 Sq.Ft.2/14/2023Pettis Blvd652$281,0001,672 Sq.Ft.12/3/2018Philadelphia Cir13242$426,5282,454 Sq.Ft.3/17/2025Phillip St1632$322,6881,633 Sq.Ft.4/13/2023Phrase St565$765,4003,181 Sq.Ft.11/15/2024Picadilly Cir9342$433,8202,002 Sq.Ft.4/15/2025Picardy Dr3232$292,9061,941 Sq.Ft.8/7/2024Picasso Ct2443$425,4171,951 Sq.Ft.5/7/2025Pickerel Ct4242$126,6193,372 Sq.Ft.7/25/2024Pickfair Ct1932$397,7371,879 Sq.Ft.12/15/2023Piedmont Ln1433$280,9171,560 Sq.Ft.4/27/2021Pike Way942$264,1111,706 Sq.Ft.8/14/2024Pilchard Ct3432$266,0881,671 Sq.Ft.5/15/2025Pilchard Dr4532$279,1561,976 Sq.Ft.1/8/2025Pilgrim Ct433$839,2502,013 Sq.Ft.8/19/2024Pinales Way4332$365,6741,733 Sq.Ft.2/10/2025Pinata Ct922$325,2221,379 Sq.Ft.11/16/2022Pincon Ln3232$302,1881,756 Sq.Ft.4/3/2025Pineapple Isle Dr1443$427,5712,432 Sq.Ft.5/17/2021Pineapple Way6332$181,3171,233 Sq.Ft.5/1/2025Pine Bark Ct842$337,3751,859 Sq.Ft.2/18/2022Pine Bark Way1132$325,0001,748 Sq.Ft.2/25/2022Pine Brook Dr1N/A300N/A169,147 Sq.Ft.N/APinehurst Ct242$363,0002,327 Sq.Ft.9/10/2024Pinehurst Cv7032$354,7792,111 Sq.Ft.5/2/2025Pine Island Cir9532$243,8151,053 Sq.Ft.5/20/2025Pine Island Rd2433$721,4442,240 Sq.Ft.1/24/2025Pine Lily Ave3143$306,6332,127 Sq.Ft.4/11/2025Pinemont St3N/AN/AN/A123,991 Sq.Ft.3/9/2017Pine Needle Ln932$354,2221,544 Sq.Ft.2/15/2023Pine Needle Trl6932$431,9062,132 Sq.Ft.9/27/2024Pine Oaks Trl1032$388,3002,042 Sq.Ft.10/11/2016Pineridge Cir7232$345,2121,689 Sq.Ft.2/13/2025Pine Top Ln1132$316,1821,641 Sq.Ft.8/25/2022Pine Top Pl1332$329,9231,853 Sq.Ft.9/6/2024Pine Tree Ct732$370,5711,534 Sq.Ft.4/17/2019Pine Tree Ter732$372,7141,523 Sq.Ft.11/7/2024Pine View Trl2242$621,1672,447 Sq.Ft.6/14/2021Pinewood Cir7432$357,7701,494 Sq.Ft.5/28/2025Pinewood Ct1343$498,6152,411 Sq.Ft.1/14/2025Pinewood St1332$325,4171,377 Sq.Ft.4/10/2023Pininfarina Ln28N/AN/A$241,000N/AN/APinto Dr6032$341,6671,350 Sq.Ft.8/30/2024Pinyon Ct932$365,7781,768 Sq.Ft.11/26/2024Pioneer Ct632$651,1671,775 Sq.Ft.6/7/2021Pioneer St1632$275,3131,192 Sq.Ft.6/27/2023Pirates Retreat Ct8432$241,2381,692 Sq.Ft.4/7/2025Pirate Way1933$544,1581,510 Sq.Ft.2/28/2025Pisa Ln1742$308,8821,774 Sq.Ft.4/23/2025Pisa Pl522$342,4001,656 Sq.Ft.8/22/2005Pitch Way1943$488,1582,597 Sq.Ft.4/17/2024Placetas Ct1932$328,1051,392 Sq.Ft.8/6/2024Placid Way532$358,0001,497 Sq.Ft.7/17/2023Plantation Dr14721$184,463924 Sq.Ft.4/1/2025Platte Ct5532$301,5821,739 Sq.Ft.2/26/2025Platte Ln2932$299,4831,854 Sq.Ft.12/16/2024Platte Way2932$292,3451,729 Sq.Ft.12/11/2024Platypus Ct3832$319,7631,722 Sq.Ft.5/6/2025Play Hard Aly2033$360,1581,658 Sq.Ft.1/17/2025Playing Otter Ct2043$496,0502,080 Sq.Ft.5/24/2024Plaza Dr7211N/A1,519 Sq.Ft.5/28/2025Pleasant Cypress Cir15233$352,6571,759 Sq.Ft.2/24/2025Pleasant Hill Ranch Rd543$457,5002,799 Sq.Ft.8/31/2023Pleasant Hill Rd20633$396,56716,035 Sq.Ft.4/24/2025Pleasant Oaks Ct1044$391,8001,901 Sq.Ft.1/22/2024Pleasant St1131N/A62,318 Sq.Ft.8/3/2022Pledge Rd1N/AN/AN/A308,298 Sq.Ft.10/28/2016Pliny Ct1532$365,6001,455 Sq.Ft.5/7/2024Plum Blossom Ct554$639,6002,648 Sq.Ft.4/9/2021Plumwood Cir2632$350,2801,642 Sq.Ft.9/6/2024Plymouth Pl2033$397,2001,829 Sq.Ft.4/28/2025Poblado Ct333$567,3332,574 Sq.Ft.8/17/2023Pocky Way4142$422,8161,954 Sq.Ft.2/19/20258957 Sugar Palm RdKissimmee, FL 34747
Estimated Value $425,000
Living Area 1,902 SqFt
Beds 4
Baths 3
Year Built 2014
Property Type Single Family
Ownership Type Individual
APN 06-25-27-4697-0001-1510
Subdivision Paradise Palms Resort Ph 3b
School District Osceola County School District
3078 Yellow Lantana LnKissimmee, FL 34747
Estimated Value $286,000
Living Area 1,161 SqFt
Beds 2
Baths 2.5
Year Built 2010
Property Type Single Family
Ownership Type Individual
APN 05-25-27-3161-0001-0630
Subdivision Encantada Ph 1
School District Osceola County School District
17238 Blessing DrClermont, FL 34714
Estimated Value $453,000
Living Area 1,996 SqFt
Beds 4
Baths 3
Year Built 2022
Property Type Single Family
Ownership Type Corporate
APN 25-24-26-1930-000-10000
Subdivision Hidden Forest At Silver Creek
School District Lake 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
8109 Sun Palm DrKissimmee, FL 34747
Estimated Value $535,000
Living Area 2,788 SqFt
Beds 5
Baths 3
Year Built 2003
Property Type Single Family
Ownership Type Individual
APN 16-25-27-5616-0001-0690
Subdivision Wyndham Palms Ph 3
School District Osceola County School District
3216 Queen Palms CtKissimmee, FL 34747
Estimated Value $242,000
Living Area 1,043 SqFt
Beds 2
Baths 2
Year Built 1993
Property Type Single Family
Ownership Type Individual
APN 05-25-27-3279-0001-0210
Subdivision Grand Palms
School District Osceola 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
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
3010 Red Ginger RdKissimmee, FL 34747
Estimated Value $304,000
Living Area 1,470 SqFt
Beds 3
Baths 2.5
Year Built 2010
Property Type Single Family
Ownership Type Individual
APN 05-25-27-3162-0001-2730
Subdivision Encantada Ph 2
School District Osceola 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
2774 Almaton Loop #105Kissimmee, FL 34747
Estimated Value $336,000
Living Area 1,410 SqFt
Beds 3
Baths 2
Year Built 2005
Property Type Condominium
Ownership Type Individual
APN 10-25-27-5443-0001-1050
Neighborhood Windsor Hills
School District Osceola County School District
745 Riggs CirDavenport, FL 33897
Estimated Value $430,000
Living Area 2,269 SqFt
Beds 4
Baths 3
Year Built 1996
Property Type Single Family
Ownership Type Related
APN 26-25-12-999976-001930
Neighborhood Lake Davenport Estates
School District Polk County School District
1021 Winding Water WayClermont, FL 34714
Estimated Value $393,000
Living Area 1,660 SqFt
Beds 3
Baths 2
Year Built 1998
Property Type Single Family
Ownership Type Individual
APN 25-24-26-0300-000-00600
Subdivision Clear Creek Phase One Sub
School District Lake County School District
3205 Wish AveKissimmee, FL 34747
Estimated Value $324,000
Living Area 1,300 SqFt
Beds 3
Baths 2
Year Built 2016
Property Type Single Family
Ownership Type Corporate
APN 06-25-27-5534-0001-0460
Subdivision West Lucaya Village
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
2779 Picadilly CirKissimmee, FL 34747
Estimated Value $458,000
Living Area 2,189 SqFt
Beds 4
Baths 2.5
Year Built 1993
Property Type Single Family
Ownership Type Related
APN 08-25-27-3963-0001-4150
Subdivision Lindfields Unit 4
School District Osceola County School District