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 2.7%

1113 Watson Court

$535,000

KISSIMMEE

MLS® # O6165823

Reduced 2.7%

1111 Watson Court

$535,000

KISSIMMEE

MLS® # O6165660

Reduced 1.8%

3048 Rockefeller Way

$534,900

KISSIMMEE

MLS® # O6180370

4 Beds, 5 Baths, 2,356 Sf

Reduced 2.6%

1616 Carey Palm Circle

$534,900

KISSIMMEE

MLS® # O6159057

4 Beds, 5 Baths, 2,090 Sf

Reduced 2.7%

4803 Lullaby Lane

$533,500

KISSIMMEE

MLS® # S5100362

4 Beds, 3 Baths, 1,914 Sf

1380 Cinder Lane

$533,000

KISSIMMEE

MLS® # S5100121

5 Acres

1486 Woodmont Boulevard

$532,990

KISSIMMEE

MLS® # O6197249

4 Beds, 3 Baths, 2,903 Sf

1458 Woodmont Boulevard

$532,990

KISSIMMEE

MLS® # O6161961

4 Beds, 3 Baths, 2,903 Sf

Reduced 0.5%

3714 Paradiso Circle

$531,900

KISSIMMEE

MLS® # O6175933

3 Beds, 3 Baths, 2,750 Sf

Reduced 0.9%

3077 Tom Sawyer Drive

$530,900

KISSIMMEE

MLS® # O6150939

4 Beds, 3 Baths, 1,914 Sf

2885 Simile Street

$530,000

KISSIMMEE

MLS® # S5102230

4 Beds, 3 Baths, 1,914 Sf

340 Citrine Loop

$530,000

KISSIMMEE

MLS® # S5098951

6 Beds, 5 Baths, 3,024 Sf

Reduced 0.9%

4285 Quote Street

$530,000

KISSIMMEE

MLS® # O6170170

4 Beds, 3 Baths, 1,914 Sf

Reduced 1.9%

7535 Brooklyn Drive

$530,000

KISSIMMEE

MLS® # O6167222

4 Beds, 5 Baths, 2,356 Sf

Reduced 1.9%

3087 Pirate Way

$530,000

KISSIMMEE

MLS® # O6162592

3 Beds, 3 Baths, 1,410 Sf

Reduced 5.4%

3172 Caribbean Soul Drive

$530,000

KISSIMMEE

MLS® # O6125944

3 Beds, 3 Baths, 1,545 Sf

Reduced 5.4%

4968 Windermere Avenue

$530,000

KISSIMMEE

MLS® # S5086999

4 Beds, 3 Baths, 1,914 Sf

Reduced 4.5%

4966 Windermere Avenue

$530,000

KISSIMMEE

MLS® # S5086997

4 Beds, 3 Baths, 1,914 Sf

Reduced 3.3%

8894 Geneve Court

$530,000

KISSIMMEE

MLS® # O6110643

5 Beds, 5 Baths, 2,265 Sf

1415 Kingston Way

$529,990

KISSIMMEE

MLS® # S5102240

3 Beds, 4 Baths, 2,811 Sf

4807 Clock Tower Drive

$529,900

KISSIMMEE

MLS® # O6100740

4 Beds, 3 Baths, 1,914 Sf

Reduced 1.5%

4555 Storytelling Way

$529,800

KISSIMMEE

MLS® # S5097317

5 Beds, 4 Baths, 2,425 Sf

4694 Cumbrian Lakes Drive

$529,000

KISSIMMEE

MLS® # L4943695

5 Beds, 4 Baths, 2,604 Sf

3814 Golden Feather Way

$529,000

KISSIMMEE

MLS® # O6189792

4 Beds, 4 Baths, 3,591 Sf

Reduced 1.1%

4835 Memories Lane

$529,000

KISSIMMEE

MLS® # O6180103

4 Beds, 3 Baths, 1,914 Sf

Reduced 0.2%

3069 Caribbean Soul Drive

$529,000

KISSIMMEE

MLS® # S5099177

4 Beds, 3 Baths, 1,719 Sf

Reduced 1.9%

2414 Dubai Street

$529,000

KISSIMMEE

MLS® # O6140947

5 Beds, 5 Baths, 2,265 Sf

Reduced 3.9%

2947 Castaway Lane

$528,000

KISSIMMEE

MLS® # O6147570

3 Beds, 3 Baths, 1,545 Sf

Reduced 0.4%

1965 Fairway Loop

$527,900

KISSIMMEE

MLS® # S5094349

4 Beds, 3 Baths, 2,581 Sf

1279 Drake Ridge Drive

$527,595

KISSIMMEE

MLS® # O6169646

5 Beds, 4 Baths, 2,339 Sf

1952 Spring Shower Circle

$525,190

KISSIMMEE

MLS® # O6196830

4 Beds, 2 Baths, 2,186 Sf

New

7936 Formosa Valley Place

$525,000

KISSIMMEE

MLS® # O6198930

4 Beds, 5 Baths, 2,112 Sf

Reduced 7.1%

4840 Kingston Circle

$525,000

KISSIMMEE

MLS® # O6177170

6 Beds, 4 Baths, 2,441 Sf

2350 Rambling Oaks Way

$525,000

KISSIMMEE

MLS® # O6192562

4 Beds, 3 Baths, 2,768 Sf

Reduced 1.9%

5516 Willow Bend Trail

$525,000

KISSIMMEE

MLS® # S5095338

5 Beds, 3 Baths, 2,790 Sf

8030 King Palm Circle

$525,000

KISSIMMEE

MLS® # O6190898

4 Beds, 3 Baths, 1,834 Sf

4826 Lullaby Lane

$525,000

KISSIMMEE

MLS® # S5101973

4 Beds, 3 Baths, 1,914 Sf

3148 Caribbean Soul Drive

$525,000

KISSIMMEE

MLS® # S5101041

3 Beds, 3 Baths, 1,545 Sf

4824 Rockvale Drive

$525,000

KISSIMMEE

MLS® # O6182667

5 Beds, 4 Baths, 2,785 Sf

2731 Lido Key Drive

$525,000

KISSIMMEE

MLS® # O6181598

7 Beds, 5 Baths, 2,883 Sf

2845 Noble Crow Drive

$525,000

KISSIMMEE

MLS® # S5099961

4 Beds, 3 Baths, 2,586 Sf

768 Driving Range Court 2

$525,000

KISSIMMEE

MLS® # O6170882

3 Beds, 3 Baths, 1,307 Sf

Reduced 1.9%

7988 Formosa Valley Place

$525,000

KISSIMMEE

MLS® # O6175023

5 Beds, 5 Baths, 2,166 Sf

2933 Crest Drive

$525,000

KISSIMMEE

MLS® # S5098267

4 Beds, 3 Baths, 2,320 Sf

Reduced 4.5%

3526 Valleyview Drive

$525,000

KISSIMMEE

MLS® # O6162396

4 Beds, 4 Baths, 3,591 Sf

3059 Key Lime Loop

$525,000

KISSIMMEE

MLS® # O6158025

2 Beds, 3 Baths, 1,217 Sf

Reduced 7.1%

7564 Sunflower Circle

$525,000

KISSIMMEE

MLS® # S5093599

5 Beds, 6 Baths, 2,172 Sf

Reduced 4.5%

1905 Huron Way

$525,000

KISSIMMEE

MLS® # O6100006

6 Beds, 5 Baths, 3,884 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.