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
Casuarina Ln1032$349,7001,314 Sq.Ft.11/17/2022Catalina Ct3232$321,8751,801 Sq.Ft.11/26/2024Catamaran Bay Trl1N/AN/AN/AN/AN/ACatania Ln2033$575,5002,768 Sq.Ft.12/11/2024Catawba Cir1N/AN/AN/A172,394 Sq.Ft.5/24/2022Caterham Way1242$325,4172,048 Sq.Ft.6/9/2023Cathedral Rock Dr1643$440,2502,347 Sq.Ft.3/3/2025Catherine St8432$303,5661,389 Sq.Ft.12/13/2024Cat Palm Rd3243$387,6881,902 Sq.Ft.1/30/2025Cattail Ct1532$384,5711,506 Sq.Ft.12/6/2021Cattle Dr953$949,0003,603 Sq.Ft.12/20/2024Cattleya Dr2622$224,7311,310 Sq.Ft.5/5/2025Cavalier Ct442$448,0002,319 Sq.Ft.12/7/2021Cavendish Dr2942$415,9311,859 Sq.Ft.5/21/2025Caverns Dr6832$383,9102,247 Sq.Ft.5/3/2024Cayman Ct116N/AN/A403,092 Sq.Ft.3/29/2022Caywood St1042$402,0002,393 Sq.Ft.6/16/2021Cecile Dr2N/AN/AN/A7,200 Sq.Ft.11/15/2022Cecile St5232$320,0381,458 Sq.Ft.2/28/2025Cecilia Way1242$352,6672,135 Sq.Ft.10/31/2024Cedar Ave621$223,833961 Sq.Ft.12/6/2021Cedar Bay Ter1543$389,0001,882 Sq.Ft.12/23/2024Cedarfield Ln1732$322,4121,303 Sq.Ft.4/1/2025Cedar Mont Loop543$313,6002,515 Sq.Ft.8/18/2023Cedarwood Cir18032$339,9551,424 Sq.Ft.2/14/2025Cedro Dr1403N/A5,798 Sq.Ft.4/5/2013Celava Ct1232$332,5001,272 Sq.Ft.1/19/2022Celava Way932$309,2501,239 Sq.Ft.12/23/2021Celebration Ave40932$615,0852,416 Sq.Ft.5/27/2025Celebration Blvd27833$771,6218,479 Sq.Ft.5/22/2025Celebration Pl30322$237,75010,074 Sq.Ft.3/10/2025Celebrity Way5262N/A6,888 Sq.Ft.7/6/2024Celleny Ct1154$612,3004,025 Sq.Ft.12/8/2021Cello Ln3533$373,2121,636 Sq.Ft.12/21/2024Centaury Dr3443$267,9412,169 Sq.Ft.12/4/2023Center Rail St2N/AN/AN/AN/AN/ACenterra Loop6333$432,0161,930 Sq.Ft.10/29/2024Centervale Dr4422$390,6361,333 Sq.Ft.12/3/2024Centerview Blvd10N/AN/AN/A71,909 Sq.Ft.2/6/2018Central Ave105720$263,0636,492 Sq.Ft.3/24/2025Centre Court Ridge Dr531$396,3332,810 Sq.Ft.9/10/2010Cervantes Dr3322$248,0321,152 Sq.Ft.6/20/2024Chadbury Way4143$436,3252,185 Sq.Ft.4/3/2025Chad Ln343$625,0006,141 Sq.Ft.6/25/2004Chadwick Cir1853$453,4442,576 Sq.Ft.5/1/2025Chadworth Dr6332$279,5561,589 Sq.Ft.5/2/2025Chalcedony St6133$310,9661,596 Sq.Ft.7/19/2024Chambers St7N/AN/A$348,000N/AN/AChannel Way1143$585,6672,968 Sq.Ft.11/30/2022Chantilly Ave6643$518,4552,208 Sq.Ft.10/25/2024Chantilly Loop1N/AN/AN/AN/AN/AChapala Dr6753$539,4763,262 Sq.Ft.5/7/2025Chapman Oak Ct1132$362,1821,543 Sq.Ft.7/8/2024Chappell Ct832$371,2501,592 Sq.Ft.6/23/2022Chaps Pl1N/AN/AN/A20,500 Sq.Ft.6/3/2022Charleston Pl1133$831,6362,936 Sq.Ft.2/15/2024Chateau Loop4343$563,6252,427 Sq.Ft.12/4/2024Chatham Cir18332$364,1631,572 Sq.Ft.5/5/2025Chaucer Way742$439,0002,214 Sq.Ft.11/10/2016Cheetah Ln1432$271,9291,579 Sq.Ft.6/21/2023Chelmsford Ct6632$302,9851,762 Sq.Ft.5/22/2025Chelsea Ct632$470,6671,867 Sq.Ft.5/8/2015Cheltenham Pl1642$313,6251,908 Sq.Ft.3/13/2025Cherbourg Way1242$316,5831,995 Sq.Ft.1/26/2023Cheri Ct1143$502,6362,531 Sq.Ft.3/7/2025Cherokee Ct631$339,3331,339 Sq.Ft.3/14/2025Cherokee Dr2232$304,0001,430 Sq.Ft.4/21/2025Cherokee Trl2143$570,5382,345 Sq.Ft.4/8/2025Cherry Branch Ct1643$380,3752,736 Sq.Ft.2/8/2023Cherry St2532$295,7371,984 Sq.Ft.9/9/2024Cherrywood Ct542$359,8002,001 Sq.Ft.7/29/2011Chervil Dr5232$237,6731,618 Sq.Ft.9/13/2024Cheryl Ct1232$702,2732,278 Sq.Ft.5/25/2021Cheryl Ln2732$422,7782,133 Sq.Ft.8/7/2024Cheshire Ct3932$291,6921,630 Sq.Ft.12/4/2024Chesswood Ave2922$225,429911 Sq.Ft.10/1/2022Chester Cir443$351,5002,080 Sq.Ft.5/19/2022Chesterfield Ct3542$300,5431,883 Sq.Ft.12/31/2024Chestnut St5N/AN/AN/A123,795 Sq.Ft.10/21/2022Cheyenne Point Trl9632$366,2601,422 Sq.Ft.2/26/2025Chianti Ct654$588,5002,947 Sq.Ft.5/30/2024Chichester Ct2632$302,9231,835 Sq.Ft.3/29/2024Chillingham Ln1632$268,9381,430 Sq.Ft.5/6/2024China Berry Ct542$373,8001,910 Sq.Ft.3/15/2021Chip Ct4632$265,0431,558 Sq.Ft.8/29/2024Chiquita Ct4432$270,7501,749 Sq.Ft.3/16/2023Chloe St1N/AN/AN/AN/AN/AChoctaw Trl1643$976,8892,358 Sq.Ft.3/4/2025Christian Way1832$220,8821,018 Sq.Ft.4/18/2025Christine Dr3132$341,8621,174 Sq.Ft.5/13/2025Chromatic St4133$145,8331,873 Sq.Ft.3/13/2025Churchill Ct10032$308,6801,921 Sq.Ft.5/30/2025Churchill Pl242$327,0002,384 Sq.Ft.6/27/2023Church St16107N/A11,031 Sq.Ft.8/21/2024Ciara Ct553$399,0002,467 Sq.Ft.5/18/2021Cielo Lindo Loop77N/AN/A$143,469N/AN/ACielo Trl832$549,7142,349 Sq.Ft.4/22/2021Cimarron Ct3542$327,9432,072 Sq.Ft.4/17/2025Cimarron Dr2332$315,1742,091 Sq.Ft.3/14/2025Cimarron Ln2732$321,3702,203 Sq.Ft.6/21/20242254 Wyndham Palms WayKissimmee, FL 34747
Estimated Value $441,000
Living Area 1,834 SqFt
Beds 4
Baths 3
Year Built 2002
Property Type Single Family
Ownership Type Corporate
APN 16-25-27-5616-0001-0760
Subdivision Wyndham Palms Ph 3
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
3149 Sun Lake Ct #AKissimmee, FL 34747
Estimated Value $277,000
Living Area 1,650 SqFt
Beds 3
Baths 3
Year Built 2004
Property Type Condominium
Ownership Type Related
APN 03-25-27-5171-0003-149A
Subdivision Sun Lake Condo
School District Osceola 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
2525 Oneida LoopKissimmee, FL 34747
Estimated Value $467,000
Living Area 1,760 SqFt
Beds 4
Baths 3
Year Built 2003
Property Type Single Family
Ownership Type Corporate
APN 09-25-27-3436-0001-5110
Subdivision Indian Creek Ph 5
School District Osceola County School District
3131 Yellow Lantana LnKissimmee, FL 34747
Estimated Value $338,000
Living Area 1,295 SqFt
Beds 3
Baths 2.5
Year Built 2006
Property Type Single Family
Ownership Type Multiple
APN 05-25-27-3161-0001-0910
Subdivision Encantada Ph 1
School District Osceola County School District
15341 Blue Peacock LnWinter Garden, FL 34787
Estimated Value $599,000
Living Area 2,552 SqFt
Beds 4
Baths 3
Year Built 2024
Property Type Single Family
Ownership Type Related
APN 29-24-27-6383-00-650
Subdivision Osprey Ranch - Phase 1
School District Orange 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
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
221 Allison AveDavenport, FL 33897
Estimated Value $301,000
Living Area 1,052 SqFt
Beds 3
Baths 2
Year Built 1993
Property Type Single Family
Ownership Type Related
APN 26-25-01-488043-000830
Subdivision Davenport Lakes Phase O1
School District Polk 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
3050 Pirates Retreat Ct #204Kissimmee, FL 34747
Estimated Value $240,000
Living Area 1,700 SqFt
Beds 3
Baths 2
Year Built 2007
Property Type Condominium
Ownership Type Multiple
APN 06-25-27-3142-0002-2040
Subdivision Caribe Cove Condo Ph 2
School District Osceola County School District
8919 Legacy Ct #104Kissimmee, FL 34747
Estimated Value $223,000
Living Area 901 SqFt
Beds 2
Baths 1
Year Built 2000
Property Type Condominium
Ownership Type Related
APN 06-25-27-2951-0018-1040
Subdivision Legacy Dunes Condo
School District Osceola County School District
9005 Carlotta WayKissimmee, FL 34747
Estimated Value $322,000
Living Area 1,530 SqFt
Beds 3
Baths 2.5
Year Built 2019
Property Type Single Family
Ownership Type Mixed
APN 18-25-27-4036-0001-1150
Subdivision Murano At Westside
School District Osceola County School District
1426 Retreat CirClermont, FL 34714
Estimated Value $324,000
Living Area 1,501 SqFt
Beds 3
Baths 3
Year Built 2016
Property Type Single Family
Ownership Type Individual
APN 25-24-26-1920-000-01400
Subdivision Retreat At Silver Creek
School District Lake County School District
205 Allison AveDavenport, FL 33897
Estimated Value $314,000
Living Area 1,502 SqFt
Beds 3
Baths 2
Year Built 1993
Property Type Single Family
Ownership Type Individual
APN 26-25-01-488043-000850
Subdivision Davenport Lakes Phase O1
School District Polk County School District