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

Reduced 4.5%

1858 Foxhall Circle 1858

$210,000

KISSIMMEE

MLS® # P4929084

2 Beds, 2 Baths, 1,074 Sf

Reduced 4.5%

3838 Nautical Way 202

$210,000

KISSIMMEE

MLS® # S5096339

2 Beds, 2 Baths, 910 Sf

497 Hunter Circle

$209,990

KISSIMMEE

MLS® # G5078291

2 Beds, 2 Baths, 1,038 Sf

Reduced 2.4%

560 Hunter Circle

$205,000

KISSIMMEE

MLS® # S5095406

2 Beds, 2 Baths, 1,038 Sf

Reduced 9.1%

28 Las Brisas Way

$200,000

KISSIMMEE

MLS® # O6173204

2 Beds, 2 Baths, 875 Sf

New

52 West Marbrisa Way

$199,990

KISSIMMEE

MLS® # O6201798

2 Beds, 2 Baths, 875 Sf

Reduced 31.5%

West Southport Road

$199,900

KISSIMMEE

MLS® # S5090678

4 Acres

Reduced 16.7%

Nicole Avenue

$199,000

KISSIMMEE

MLS® # O6195966

1 Acres

New

50 Cordona Drive F

$199,000

KISSIMMEE

MLS® # S5102060

2 Beds, 3 Baths, 1,270 Sf

Reduced 2.9%

3100 Parkway Boulevard 324

$199,000

KISSIMMEE

MLS® # S5089062

1 Beds, 1 Baths, 488 Sf

Reduced 4.8%

Woodberry Court

$199,000

KISSIMMEE

MLS® # S5088119

2 Acres

New

1048 Plantation Drive E-9

$198,000

KISSIMMEE

MLS® # O6201178

2 Beds, 1 Baths, 872 Sf

Reduced 0.8%

N/A

$197,900

KISSIMMEE

MLS® # O6129100

1 Acres

New

1048 Plantation Drive E-11

$195,000

KISSIMMEE

MLS® # O6202463

2 Beds, 1 Baths, 872 Sf

3100 Parkway Boulevard 227

$195,000

KISSIMMEE

MLS® # O6189428

1 Beds, 1 Baths, 524 Sf

Reduced 6.7%

105 Lake Villa Way

$194,900

KISSIMMEE

MLS® # O6177251

2 Beds, 1 Baths, 704 Sf

2919 Fox Squirrel Drive A

$190,000

KISSIMMEE

MLS® # O6197705

2 Beds, 2 Baths, 1,100 Sf

Reduced 4.5%

2743 Lucille Street

$190,000

KISSIMMEE

MLS® # S5102820

2202 Lake Marion Golf Resort 2202

$190,000

KISSIMMEE

MLS® # O6193661

2 Beds, 2 Baths, 981 Sf

Reduced 2.6%

3100 Parkway Boulevard 751

$190,000

KISSIMMEE

MLS® # O6177316

1 Beds, 1 Baths, 524 Sf

Reduced 5%

3100 Parkway Boulevard 627

$190,000

KISSIMMEE

MLS® # O6174792

1 Beds, 1 Baths, 488 Sf

Reduced 9.5%

1742 Foxhall Circle 1742

$189,990

KISSIMMEE

MLS® # S5098744

2 Beds, 2 Baths, 938 Sf

Reduced 9.5%

7982 Magnolia Bend Court

$189,900

KISSIMMEE

MLS® # T3477549

3100 Parkway Boulevard 758

$189,500

KISSIMMEE

MLS® # S5101055

1 Beds, 1 Baths, 524 Sf

1028 Plantation Drive C4

$189,000

KISSIMMEE

MLS® # S5099991

1 Beds, 1 Baths, 734 Sf

3100 Parkway Boulevard 749

$189,000

KISSIMMEE

MLS® # S5101053

1 Beds, 1 Baths, 524 Sf

Reduced 17.5%

Laurel Avenue

$188,000

KISSIMMEE

MLS® # O6130316

2 Acres

1829 Coriander Drive

$185,000

KISSIMMEE

MLS® # O6200154

2 Beds, 2 Baths, 1,056 Sf

Reduced 0.5%

3100 Parkway Boulevard 215

$183,000

KISSIMMEE

MLS® # S5100921

1 Beds, 1 Baths, 524 Sf

11102 Indian Creek Drive C

$182,500

KISSIMMEE

MLS® # O6193195

2 Beds, 2 Baths, 981 Sf

Patricia Trail

$180,000

KISSIMMEE

MLS® # O6191218

7 Acres

5297 West Irlo Bronson Memorial Highway

$180,000

KISSIMMEE

MLS® # O6186974

6,836 Sf

Reduced 5.3%

2130 Cascades Boulevard 301

$180,000

KISSIMMEE

MLS® # S5097841

2 Beds, 1 Baths, 870 Sf

Reduced 12.2%

3100 Parkway Boulevard 730

$180,000

KISSIMMEE

MLS® # S5094401

1 Beds, 1 Baths, 524 Sf

New

4105 Tropical Isle Boulevard 213

$179,900

KISSIMMEE

MLS® # O6201688

1 Beds, 1 Baths, 762 Sf

910 Robinson Ave

$179,000

KISSIMMEE

MLS® # O6183769

3100 Parkway Boulevard 735

$175,000

KISSIMMEE

MLS® # S5100897

1 Beds, 1 Baths, 492 Sf

3100 Parkway Boulevard 737

$174,990

KISSIMMEE

MLS® # S5089836

1 Beds, 1 Baths, 492 Sf

Reduced 2.5%

3100 Parkway Boulevard 726

$174,500

KISSIMMEE

MLS® # O6145804

1 Beds, 1 Baths, 524 Sf

Reduced 1.7%

3100 Parkway Boulevard 731

$174,000

KISSIMMEE

MLS® # O6145809

1 Beds, 1 Baths, 524 Sf

New

1260 Sago Palm Boulevard 1260

$172,000

KISSIMMEE

MLS® # O6200001

2 Beds, 2 Baths, 996 Sf

New

3850 Bay Club Circle 202

$172,000

KISSIMMEE

MLS® # S5104195

1 Beds, 1 Baths, 665 Sf

5291 Images Circle 308

$169,000

KISSIMMEE

MLS® # O6199627

2 Beds, 1 Baths, 774 Sf

Reduced 15.2%

Walnut Street

$168,000

KISSIMMEE

MLS® # O6130310

2 Acres

Reduced 2.9%

5291 Images Circle 307

$167,500

KISSIMMEE

MLS® # O6187432

2 Beds, 1 Baths, 774 Sf

2031 Cascades Boulevard 103

$165,000

KISSIMMEE

MLS® # O6124559

1 Beds, 1 Baths, 618 Sf

Sweetwater Trail

$160,000

KISSIMMEE

MLS® # O6023774

6 Acres

N/A

$159,999

KISSIMMEE

MLS® # S5095521

1 Beds, 1 Baths, 539 Sf

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.