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
Rainier Dr1943$379,0002,615 Sq.Ft.3/26/2025Rain Shower Ln1832$298,7221,798 Sq.Ft.4/25/2025Raleigh St831$258,8751,170 Sq.Ft.9/16/2022Rally Dr1N/AN/AN/A143,132 Sq.Ft.9/29/2010Rama Dr561313$1,323,8165,412 Sq.Ft.4/30/2025Rambling Oaks Way3743$473,8002,928 Sq.Ft.5/24/2025Rancher Highlands Rd1N/AN/AN/AN/AN/ARancho Mirage Dr2033$579,7502,752 Sq.Ft.12/12/2024Ranch Side Rd2442$436,1501,983 Sq.Ft.6/26/2023Randal Way1942$405,3571,944 Sq.Ft.3/3/2025Randolph Ave3931$272,2671,423 Sq.Ft.11/7/2024Rankin St5N/AN/A$396,000N/A9/5/2023Rapollo Dr5632$509,7452,083 Sq.Ft.4/28/2025Ravello St1N/AN/AN/AN/AN/ARaven Ct3532$279,1141,678 Sq.Ft.8/30/2024Ravendale Ct2042$420,3002,186 Sq.Ft.4/25/2024Ravenwood Cir116264N/A185,522 Sq.Ft.1/2/2018Ray Pl1432$269,9291,773 Sq.Ft.9/5/2024Reading Trl14343$596,9621,987 Sq.Ft.2/4/2025Reagan Ln532$327,0001,589 Sq.Ft.11/15/2024Reaves Rd6333$643,8303,074 Sq.Ft.4/22/2025Recife Dr5944$432,3042,336 Sq.Ft.4/30/2025Red Apple Cir2N/A482N/A261,930 Sq.Ft.5/13/2015Red Ash Ct442$424,0002,218 Sq.Ft.11/8/2023Red Bay Ct553$616,8003,706 Sq.Ft.9/8/2020Red Blossom Ln1842$457,3891,987 Sq.Ft.6/27/2024Redbud St543$834,8002,376 Sq.Ft.2/21/2025Red Canyon Dr26N/AN/A$317,333N/A7/14/2022Redfin Dr5532$249,6361,956 Sq.Ft.7/10/2024Redfin Pl1344$582,3082,704 Sq.Ft.12/5/2024Redfin Way2532$256,2801,849 Sq.Ft.4/4/2025Red Fox Ln6532$294,3081,583 Sq.Ft.3/13/2024Red Ginger Rd2423$284,1671,264 Sq.Ft.4/24/2025Red Hawk Ln842$424,2501,937 Sq.Ft.9/27/2016Red Horse Dr2232$456,3182,130 Sq.Ft.6/21/2024Red Jasper Dr3N/AN/AN/AN/AN/ARed Maple Dr4632$380,9131,717 Sq.Ft.12/16/2024Red Oak Dr2732$354,7411,471 Sq.Ft.6/24/2024Red Rock Ct842$380,7141,730 Sq.Ft.12/4/2024Redwing Ct4332$277,6051,836 Sq.Ft.12/26/2024Redwood Bark Trl742$385,7142,524 Sq.Ft.8/2/2010Redwood Cir632$300,8331,697 Sq.Ft.4/29/2022Redwood Ct4932$308,8571,551 Sq.Ft.5/22/2025Reed Grass Pl1443$543,6432,664 Sq.Ft.11/19/2024Reedy Bay Dr1N/AN/AN/AN/AN/AReedy Creek Blvd15N/AN/AN/A73,816 Sq.Ft.8/15/2023Reedy Glen Dr7642$388,1322,062 Sq.Ft.3/1/2024Reef Way128464N/A242,298 Sq.Ft.4/20/2023Ree Ln3N/AN/AN/A25,000 Sq.Ft.10/13/2017Reeves St1243$978,2502,610 Sq.Ft.10/2/2023Regal Cove Blvd744$616,2863,062 Sq.Ft.8/30/2021Regal Cove Ct1843$690,7063,163 Sq.Ft.2/11/2025Regal Ct2532$418,9602,076 Sq.Ft.10/27/2023Regal Darner Dr5242$410,5102,085 Sq.Ft.10/11/2024Regal King Dr3943$468,2052,105 Sq.Ft.2/28/2025Regal Oak Dr4332$459,0932,353 Sq.Ft.11/22/2024Regatta Bay Blvd3N/A5N/A9,068 Sq.Ft.1/12/2018Regatta Dr2233$321,8501,426 Sq.Ft.2/29/2024Regency Way6332$300,2331,654 Sq.Ft.8/19/2024Regent Way2643$390,0002,155 Sq.Ft.2/25/2025Reindeer Dr7832$279,4231,569 Sq.Ft.1/17/2025Reins Ct1732$342,0591,478 Sq.Ft.10/25/2024Relaxing Ln5743$455,0592,185 Sq.Ft.2/20/2024Remick Ct543$449,2501,859 Sq.Ft.5/2/2024Remington Blvd22N/AN/AN/A43,534 Sq.Ft.10/13/2017Remington Pointe Blvd6232$360,8451,529 Sq.Ft.5/15/2025Rena Ln432$335,0001,473 Sq.Ft.1/2/2025Rennes Ct2032$290,8501,736 Sq.Ft.2/24/2025Renshaw St4033$407,2751,444 Sq.Ft.4/28/2025Rens Trl454$997,0004,793 Sq.Ft.10/8/2021Reserve Pl644$993,5003,271 Sq.Ft.3/25/2024Resolute St14833$672,6081,954 Sq.Ft.5/8/2025Reunion Blvd6N/AN/A$152,0005,712 Sq.Ft.4/6/2018Reunion Village Blvd18N/AN/AN/AN/A8/25/2021Rhine Ct138N/A178,745 Sq.Ft.5/24/2022Rhodes St11365$639,3423,088 Sq.Ft.4/23/2025Rhododendron Ave4N/AN/AN/A131,015 Sq.Ft.3/9/1999Rhyme St1865$768,1113,208 Sq.Ft.3/18/2024Rhythm Rd2743$512,5562,321 Sq.Ft.2/21/2025Riachuelo Ln5943$419,3792,127 Sq.Ft.12/21/2024Rialto Ct2243$583,0002,973 Sq.Ft.4/8/2022Rialto Rd6122$258,7331,422 Sq.Ft.5/16/2025Rider Cir643$435,1672,383 Sq.Ft.8/8/2024Ridge St5N/AN/AN/A8,346 Sq.Ft.5/11/2020Ridgeway Dr3743$454,2672,599 Sq.Ft.3/25/2024Ridgewood Ave142$427,0001,291 Sq.Ft.1/21/2015Rio Grande Canyon Loop7232$310,1532,068 Sq.Ft.2/12/2025Rio Grande Ct3132$297,5481,846 Sq.Ft.11/15/2024Rio Grande Dr1932$228,9471,672 Sq.Ft.5/28/2024Rio Grande Forest Ln1642$319,4002,112 Sq.Ft.5/15/2023Rio Grande Ln1232$316,5832,098 Sq.Ft.12/15/2023Rio Grande Pl642$307,5001,829 Sq.Ft.5/23/2023Rio Grande Trl13532$217,9641,206 Sq.Ft.10/2/2024Rio Grande Valley Ct2242$331,4762,645 Sq.Ft.5/12/2023Rio Grande Way542$315,0002,008 Sq.Ft.8/28/2024Ripple Ave1N/AN/AN/AN/AN/ARisata Dr1N/AN/AN/AN/AN/ARising Mist Ct1043$455,3002,512 Sq.Ft.10/4/2024Rising Star Ct2343$524,0912,305 Sq.Ft.12/11/2023Rising Sun Ct565$752,7503,274 Sq.Ft.9/23/20248913 Legacy Ct #312Kissimmee, FL 34747
Estimated Value $187,000
Living Area 747 SqFt
Beds 1
Baths 1
Year Built 2000
Property Type Condominium
Ownership Type Individual
APN 06-25-27-2951-0015-3120
Subdivision Legacy Dunes Condo
School District Osceola County School District
939 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
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
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
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
245 Vista DrDavenport, FL 33897
Estimated Value $501,000
Living Area 2,800 SqFt
Beds 5
Baths 5
Year Built 2004
Property Type Single Family
Ownership Type Corporate
APN 26-25-12-999998-000110
Neighborhood Lake Davenport Estates
School District Polk County School District
17711 Woodcrest WayClermont, FL 34714
Estimated Value $401,000
Living Area 1,662 SqFt
Beds 4
Baths 3
Year Built 2004
Property Type Single Family
Ownership Type Related
APN 25-24-26-1900-000-03000
Subdivision Silver Creek
School District Lake County School District
2369 White Poppy DrKissimmee, FL 34747
Estimated Value $429,000
Living Area 1,672 SqFt
Beds 3
Baths 2
Year Built 2019
Property Type Single Family
Ownership Type Related
APN 18-25-27-4037-0001-1970
Subdivision Murano At Westside Ph 2
School District Osceola County School District
9100 Calypso Ct #202Davenport, FL 33897
Estimated Value $226,000
Living Area 1,302 SqFt
Beds 3
Baths 2
Year Built 2007
Property Type Condominium
Ownership Type Corporate
APN 07-25-27-3128-0045-2020
Subdivision Bahama Bay 2 Condo Ph 45
School District Osceola County School District
50989 Highway 27 #277Davenport, FL 33897
Estimated Value $298,000
Living Area 1,128 SqFt
Beds 3
Baths 2
Year Built 1997
Property Type Single Family
Ownership Type Related
APN 26-25-12-488056-002770
Subdivision Lakeside At Bass Lake
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
2389 White Poppy DrKissimmee, FL 34747
Estimated Value $401,000
Living Area 1,672 SqFt
Beds 3
Baths 2
Year Built 2019
Property Type Single Family
Ownership Type Multiple
APN 18-25-27-4037-0001-1930
Subdivision Murano At Westside Ph 2
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
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
8957 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
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