This lovely town in Osceola County, Florida, is known for its proximity to the Kissimmee Chain of Lakes, a beautiful area with many lakes of different sizes that are all connected by meandering creeks and canals. This spot is very popular with tourists who love the out-of-doors; however, it is also close to the ever-popular Walt Disney World and the world-class city of Orlando.

Interested in purchasing a vacation home in the Kissimmee area?
Please visit our Orlando Vacation Homes

Kissimmee Homes for Sale, Under $100,000

5245 West Irlo Bronson Memorial Highway 248

$100,000

KISSIMMEE

MLS® # O6188797

1 Baths, 325 Sf

5245 West Irlo Bronson Memorial Highway 246

$100,000

KISSIMMEE

MLS® # O6188667

1 Baths, 325 Sf

Reduced 11.2%

Westside Boulevard

$99,900

KISSIMMEE

MLS® # S5100569

1 Acres

Reduced 9.2%

5245 West Irlo Bronson Memorial Highway 127

$99,000

KISSIMMEE

MLS® # O6165061

1 Beds, 1 Baths, 325 Sf

Reduced 9.2%

5245 West Irlo Bronson Memorial Highway 125

$99,000

KISSIMMEE

MLS® # O6165016

1 Beds, 1 Baths, 325 Sf

5245 West Irlo Bronson Mem Hwy 139

$99,000

KISSIMMEE

MLS® # S5099614

1 Beds, 1 Baths, 325 Sf

Reduced 10%

5245 West Irlo Bronson Memorial Highway 186

$98,900

KISSIMMEE

MLS® # S5098361

1 Beds, 1 Baths, 325 Sf

Reduced 0.2%

Fairview Circle Lot 149

$97,350

KISSIMMEE

MLS® # S5086643

5245 West Irlo Bronson Memorial Highway 191

$95,000

KISSIMMEE

MLS® # S5100205

1 Baths, 325 Sf

5245 West Irlo Bronson Memorial Highway 148

$95,000

KISSIMMEE

MLS® # S5098177

1 Baths, 325 Sf

Willow Lane

$90,000

KISSIMMEE

MLS® # S5096914

1 Acres

5367 West Irlo Bronson Mem Hwy 1-202 1-202

$90,000

KISSIMMEE

MLS® # NS1080204

1 Beds, 1 Baths, 231 Sf

N/A

$89,900

KISSIMMEE

MLS® # O6183280

Reduced 6.4%

N/A

$89,900

KISSIMMEE

MLS® # S5095806

1 Beds, 1 Baths, 325 Sf

Reduced 6.4%

N/A

$89,900

KISSIMMEE

MLS® # S5095803

1 Beds, 1 Baths, 325 Sf

5367 West Irlo Bronson Mem Hwy 1-124 1214

$88,000

KISSIMMEE

MLS® # R4907591

1 Beds, 1 Baths, 198 Sf

Reduced 4.4%

431 Dove Drive

$85,999

KISSIMMEE

MLS® # R4905733

Lot 152 Fairview Circle

$85,000

KISSIMMEE

MLS® # O6192771

Reduced 10.5%

Westside Boulevard

$84,900

KISSIMMEE

MLS® # A4604198

1 Acres

3000 Maingate Lane 228

$83,000

KISSIMMEE

MLS® # O6162783

1 Beds, 1 Baths, 304 Sf

Reduced 2.4%

5367 West Irlo Bronson Memorial Highway 4206

$83,000

KISSIMMEE

MLS® # O6155986

1 Baths, 231 Sf

5367 West Irlo Bronson Memorial Highway 1-207

$82,000

KISSIMMEE

MLS® # O6188874

1 Beds, 1 Baths, 231 Sf

292 Elm Court

$80,000

KISSIMMEE

MLS® # O6192272

Normandy Drive

$80,000

KISSIMMEE

MLS® # S5100230

Reduced 5.9%

3000 Maingate Lane 504

$80,000

KISSIMMEE

MLS® # O6160323

1 Beds, 1 Baths, 304 Sf

3000 Maingate Lane 522

$79,900

KISSIMMEE

MLS® # O6170410

1 Beds, 1 Baths, 304 Sf

Reduced 4.2%

5367 West Irlo Bronson Memorial Highway 1201

$79,500

KISSIMMEE

MLS® # O6156120

1 Baths, 280 Sf

Reduced 0.6%

3000 Maingate Lane 113

$79,500

KISSIMMEE

MLS® # O6173533

1 Beds, 1 Baths, 304 Sf

Reduced 4.8%

5367 West Irlo Bronson Memorial Highway 1101

$79,000

KISSIMMEE

MLS® # O6156039

1 Baths, 231 Sf

3000 Maingate Lane 326

$79,000

KISSIMMEE

MLS® # O6194406

1 Beds, 1 Baths, 304 Sf

Reduced 2.5%

3000 Maingate Ln 219

$79,000

KISSIMMEE

MLS® # O6153763

1 Beds, 1 Baths, 304 Sf

Reduced 2.4%

3000 Maingate Lane 317

$78,000

KISSIMMEE

MLS® # O6142451

1 Beds, 1 Baths, 304 Sf

3000 Maingate Lane 525

$77,000

KISSIMMEE

MLS® # O6188282

1 Beds, 1 Baths, 304 Sf

3000 Maingate Lane 320

$77,000

KISSIMMEE

MLS® # O6171700

1 Beds, 1 Baths, 304 Sf

Reduced 11.1%

1085 North John Young Parkway

$76,800

KISSIMMEE

MLS® # O6181781

3831 West W Vine Street W 227

$76,000

KISSIMMEE

MLS® # S5086753

550 Sf

Pelican Court

$75,000

KISSIMMEE

MLS® # O6196413

913 Picardy Drive

$75,000

KISSIMMEE

MLS® # S5099855

Reduced 3.8%

3000 Maingate Lane 230

$75,000

KISSIMMEE

MLS® # O6156274

1 Beds, 1 Baths, 304 Sf

Reduced 6.3%

3000 Maingate Ln 209

$74,900

KISSIMMEE

MLS® # O6156702

1 Beds, 1 Baths, 304 Sf

Reduced 1%

Mesilla Drive

$73,500

KISSIMMEE

MLS® # S5094140

Reduced 2.7%

Hargrove Lane

$73,000

KISSIMMEE

MLS® # O6163601

5 Acres

Reduced 4%

1943 Manatee Drive

$71,999

KISSIMMEE

MLS® # R4905735

Reduced 1.4%

Genoa Court

$71,000

KISSIMMEE

MLS® # O6087055

1090 Dudley Drive

$70,000

KISSIMMEE

MLS® # S5095346

307 Corsica Ct

$69,900

KISSIMMEE

MLS® # S5101896

Reduced 21.8%

507 Pearson Court

$68,000

KISSIMMEE

MLS® # S5090303

204 Rontunda Drive

$67,990

KISSIMMEE

MLS® # O6020112

One big draw for Kissimmee is that it is a popular place to stay for tourists, and there are a lot of people who buy homes in the town and rent them to other vacationers when they are back at home. These vacation home sales are making the Kissimmee real estate scene shimmer with activity because many who would not be able to afford a vacation home under normal circumstances can now have one in one of the country’s most beautiful natural areas.

Because of the tourist draw, the restaurants and shopping in Kissimmee are also well above average. There are over 100 hotels, and the dining needs to be top-notch to serve so many visitors—and it is. Also, new developments are being planned constantly in the town as well as the Chain of Lakes regions. People looking for investment properties and vacation homes can find affordable and beautiful surroundings in Kissimmee.

Even with all the development, Kissimmee home prices are staying attractive and steady. Whether a newcomer is buying a personal residence or vacation home, this little town has much to offer including great prices. However, it won’t last long, so when you think about relocating to Florida, check Kissimmee first.