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
Blue Dasher Dr3242$422,8672,095 Sq.Ft.5/21/2025Blue Diamond St5343$475,6152,296 Sq.Ft.4/28/2025Blue Hammock Ct2143$480,3502,351 Sq.Ft.10/11/2023Blue Horizon Ct1743$500,0002,046 Sq.Ft.4/18/2025Blue Indigo Ct1232$365,7501,569 Sq.Ft.2/29/2024Blue Lagoon Dr2033$293,2001,359 Sq.Ft.5/7/2024Blue Lake Cir11042$393,2252,119 Sq.Ft.3/14/2025Blue Sage St4522$568,2441,970 Sq.Ft.4/30/2025Blue Springs Ct1432$368,7861,501 Sq.Ft.10/4/2024Blue Spring St832$329,3751,746 Sq.Ft.4/20/2021Bluethread Way8442$313,8211,945 Sq.Ft.5/29/2025Bluff Oak Loop8742$419,5062,156 Sq.Ft.1/9/2025Bly Ct732$292,0001,150 Sq.Ft.5/12/2023Boardwalk Pl5032$413,7231,876 Sq.Ft.5/28/2024Boat Cove Cir3443$583,4412,982 Sq.Ft.1/10/2025Boat Dock Rd1343$463,1542,514 Sq.Ft.7/5/2022Boating Blvd20043$469,5602,434 Sq.Ft.5/15/2025Boat Launch Rd5043$497,5002,483 Sq.Ft.5/16/2025Boat Lift Rd2043$506,6502,590 Sq.Ft.5/15/2023Bobcat Ct2532$353,0002,106 Sq.Ft.3/18/2024Bobcat Ln1832$273,1761,571 Sq.Ft.2/16/2024Bobolink Ct1732$269,7061,642 Sq.Ft.8/16/2024Boca Palms Cir7532$260,2101,386 Sq.Ft.7/21/2023Boggy Creek Rd14832$512,2389,214 Sq.Ft.3/31/2025Boggy Terrace Dr3032$398,4072,029 Sq.Ft.5/12/2025Bogie Ct2032$243,5501,106 Sq.Ft.9/5/2024Bogie Ln832$257,0001,229 Sq.Ft.12/2/2024Bogie Way822$259,3751,222 Sq.Ft.10/4/2024Bolton Ct6532$288,1691,775 Sq.Ft.11/20/2024Bond St2443$394,6362,008 Sq.Ft.5/13/2024Bonfire Beach Dr15122$250,453874 Sq.Ft.4/25/2025Bonita Canyon Dr4222$427,7621,932 Sq.Ft.4/19/2024Bonita Cir4242$418,0982,039 Sq.Ft.7/27/2023Bonito Way2232$265,4091,835 Sq.Ft.3/21/2025Bonnet Creek Pl1642$390,0001,982 Sq.Ft.10/17/2022Bonneville Ln1742$309,6471,905 Sq.Ft.3/30/2023Bookmark Dr12665$785,9513,581 Sq.Ft.4/2/2025Booth Ln1554$256,7782,536 Sq.Ft.7/12/2021Boracay Ct24N/AN/A$370,375N/A5/1/2025Bordeaux Rd2N/AN/AN/AN/A12/3/2024Borinquen Dr3343$545,9382,401 Sq.Ft.4/23/2025Boscobel Dr5N/A5$308,5004,035 Sq.Ft.11/9/2021Bosque Ave1N/AN/AN/AN/AN/ABoswell Way943$330,0002,312 Sq.Ft.5/15/2025Bottlebrush Ct832$347,6251,658 Sq.Ft.4/27/2022Bougainvillea Pl3143$396,9032,204 Sq.Ft.8/28/2024Boulder Dr3533$303,5313,523 Sq.Ft.5/9/2025Bow Creek Rd1543$460,2671,782 Sq.Ft.7/30/2024Bowfin Ct1632$223,3132,366 Sq.Ft.4/18/2025Bowfin Dr2432$224,7921,663 Sq.Ft.2/28/2025Bowfin Ln542$186,6001,773 Sq.Ft.5/13/2025Bowfin Trl11043$641,0383,238 Sq.Ft.4/7/2025Bowie Ln2955$293,4292,480 Sq.Ft.5/10/2024Bowline Cir8011$171,238763 Sq.Ft.12/16/2022Bowmer Dr2332$350,5651,286 Sq.Ft.6/17/2024Bowring St1254$626,8182,326 Sq.Ft.1/6/2022Boxwood Ct2532$342,8401,543 Sq.Ft.3/16/2023Boyd St1N/AN/A$303,0001,248 Sq.Ft.1/31/2014Brack St10632$270,3441,706 Sq.Ft.7/15/2024Bradfield Dr1N/AN/AN/AN/AN/ABradford Ct6632$287,6361,685 Sq.Ft.1/13/2025Bradley Dr932$175,429871 Sq.Ft.7/10/2023Braemar Dr1332$344,7691,369 Sq.Ft.8/26/2024Branch Ave1332$319,4621,283 Sq.Ft.12/7/2023Brand Ln1N/AN/AN/A91,775 Sq.Ft.N/ABrandywine Ct743$412,4001,973 Sq.Ft.3/25/2024Bransbury Ct3232$400,2261,831 Sq.Ft.4/21/2025Brasada Ln3N/AN/A$376,000N/AN/ABrasilia Ave9944$427,7352,343 Sq.Ft.3/18/2025Brassie Ct3543$494,4552,613 Sq.Ft.6/9/2023Brassie Ln1732$273,0001,414 Sq.Ft.2/17/2025Breaker Ln1943$572,4212,936 Sq.Ft.10/19/2023Breakwater Way811$142,500665 Sq.Ft.9/25/2024Bream Cir1032$295,5001,691 Sq.Ft.7/31/2024Breeze Isle Ln2143$601,5502,697 Sq.Ft.7/8/2024Breeze Mist Ter2097$599,4174,378 Sq.Ft.2/27/2025Breezewood St632$319,5001,278 Sq.Ft.12/15/2021Brentford Ct4442$328,3102,158 Sq.Ft.3/28/2025Brentwood Ct743$616,7142,805 Sq.Ft.2/22/2021Brentwood Dr5042$373,1332,030 Sq.Ft.10/30/2024Brewster Dr7832$347,0771,625 Sq.Ft.5/30/2025Briarcliff Dr4932$285,3881,676 Sq.Ft.4/23/2025Briarwood Dr3N/AN/AN/AN/AN/ABridge Brook Dr2942$434,9262,033 Sq.Ft.12/13/2022Bridgeport Way1442$351,0712,110 Sq.Ft.9/13/2023Bridgets Ct3043$635,2313,090 Sq.Ft.8/29/2024Bridgewater Ct3442$332,9712,246 Sq.Ft.6/28/2023Bridle Ct643$435,2002,790 Sq.Ft.10/24/2003Bridlewood Dr942$443,0001,989 Sq.Ft.N/ABrier Rose Ln2443$521,7081,985 Sq.Ft.10/30/2024Brigg Ct1742$428,0002,155 Sq.Ft.8/15/2022Bright Ct1732$261,9411,405 Sq.Ft.5/24/2022Bright Jewel St5133$376,1191,711 Sq.Ft.3/21/2025Brighton Ct4742$338,3192,254 Sq.Ft.5/31/2024Brighton Lakes Blvd31N/AN/AN/A1,882 Sq.Ft.12/21/2021Brighton Landings Blvd4N/AN/AN/AN/A8/10/2009Brighton Place Blvd2242$450,4742,262 Sq.Ft.7/28/2020Bright Sky Dr5043$379,6002,093 Sq.Ft.5/29/2025Brightwater Ct3132$408,9631,993 Sq.Ft.5/8/2024Brinwood Dr1142$345,0911,765 Sq.Ft.1/26/20229051 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
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
8961 Coco Palm RdKissimmee, FL 34747
Estimated Value $380,000
Living Area 1,738 SqFt
Beds 3
Baths 3
Year Built 2010
Property Type Single Family
Ownership Type Individual
APN 06-25-27-3041-0001-1370
Subdivision Paradise Palms Resort Ph 1
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
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
8600 Cavendish DrKissimmee, FL 34747
Estimated Value $424,000
Living Area 1,910 SqFt
Beds 4
Baths 2.5
Year Built 1994
Property Type Single Family
Ownership Type Individual
APN 08-25-27-3963-0001-4670
Subdivision Lindfields Unit 4
School District Osceola 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
549 Hillcrest DrDavenport, FL 33897
Estimated Value $367,000
Living Area 1,414 SqFt
Beds 4
Baths 2
Year Built 2001
Property Type Single Family
Ownership Type Individual
APN 26-25-12-999996-000770
Neighborhood Lake Davenport Estates
School District Polk County School District
17336 Woodcrest WayClermont, FL 34714
Estimated Value $409,000
Living Area 1,670 SqFt
Beds 3
Baths 2.5
Year Built 2000
Property Type Single Family
Ownership Type Related
APN 25-24-26-0305-000-15900
Subdivision Clear Creek Phase Two
School District Lake County School District
1009 Lake Davenport BlvdDavenport, FL 33897
Estimated Value $380,000
Living Area 1,630 SqFt
Beds 3
Baths 2
Year Built 1994
Property Type Single Family
Ownership Type Corporate
APN 26-25-01-488037-001760
Subdivision Davenport Lakes Phase 03
School District Polk County School District
1266 Jaybee AveDavenport, FL 33897
Estimated Value $365,000
Living Area 1,559 SqFt
Beds 3
Baths 2
Year Built 1999
Property Type Single Family
Ownership Type Individual
APN 26-25-01-488031-002390
Subdivision Fairways Lake Estates Phase Four
School District Polk County School District
15074 Lebeau LoopWinter Garden, FL 34787
Estimated Value $568,000
Living Area 1,800 SqFt
Beds 3
Baths 2.5
Year Built 2022
Property Type Single Family
Ownership Type Multiple
APN 20-24-27-7830-03-090
Subdivision Winding Bay Phase 3
School District Orange County School District
3193 Yellow Lantana LnKissimmee, FL 34747
Estimated Value $423,000
Living Area 1,636 SqFt
Beds 4
Baths 3
Year Built 2006
Property Type Single Family
Ownership Type Corporate
APN 05-25-27-3161-0001-1180
Subdivision Encantada Ph 1
School District Osceola County School District
3014 Yellow Lantana LnKissimmee, FL 34747
Estimated Value $345,000
Living Area 1,295 SqFt
Beds 3
Baths 2.5
Year Built 2006
Property Type Single Family
Ownership Type Trust
APN 05-25-27-3161-0001-0080
Subdivision Encantada Ph 1
School District Osceola County School District
50989 Highway 27 #393Davenport, FL 33897
Estimated Value $305,000
Living Area 1,404 SqFt
Beds 3
Baths 2
Year Built 2002
Property Type Single Family
Ownership Type Individual
APN 26-25-12-488056-003930
Subdivision Lakeside At Bass Lake
School District Polk County School District
1424 Retreat CirClermont, FL 34714
Estimated Value $324,000
Living Area 1,512 SqFt
Beds 3
Baths 2
Year Built 2016
Property Type Single Family
Ownership Type Related
APN 25-24-26-1920-000-01300
Subdivision Retreat At Silver Creek
School District Lake County School District