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, $500,000 - $600,000

Reduced 1.9%

2885 Simile Street

$520,000

KISSIMMEE

MLS® # S5102230

4 Beds, 3 Baths, 1,914 Sf

Reduced 1%

2207 Wandering Oak Terrace

$520,000

KISSIMMEE

MLS® # O6190688

4 Beds, 4 Baths, 3,341 Sf

7532 Brooklyn Drive

$520,000

KISSIMMEE

MLS® # O6170571

4 Beds, 5 Baths, 2,356 Sf

4967 Windermere Avenue

$520,000

KISSIMMEE

MLS® # O6168307

4 Beds, 3 Baths, 1,914 Sf

Reduced 5.5%

4599 Eaglet Lane

$520,000

KISSIMMEE

MLS® # T3495056

4 Beds, 2 Baths, 1,822 Sf

Reduced 1.9%

7535 Brooklyn Drive

$520,000

KISSIMMEE

MLS® # O6167222

4 Beds, 5 Baths, 2,356 Sf

7471 Brooklyn Drive

$520,000

KISSIMMEE

MLS® # O6165505

3 Beds, 4 Baths, 2,195 Sf

Reduced 5.5%

5051 Heatherlake Terrace

$520,000

KISSIMMEE

MLS® # O6161665

4 Beds, 3 Baths, 2,797 Sf

365 Quarry Rock Circle

$520,000

KISSIMMEE

MLS® # O6157645

4 Beds, 3 Baths, 2,168 Sf

Reduced 1.9%

153 Barefoot Beach Way

$520,000

KISSIMMEE

MLS® # O6142540

5 Beds, 3 Baths, 1,940 Sf

Reduced 3.5%

8890 Geneve Court

$520,000

KISSIMMEE

MLS® # O6084531

5 Beds, 5 Baths, 2,263 Sf

Reduced 3.7%

1979 Majorca Drive

$520,000

KISSIMMEE

MLS® # O6122891

5 Beds, 5 Baths, 2,265 Sf

Reduced 3.7%

7615 East Recife Drive

$520,000

KISSIMMEE

MLS® # S5077900

4 Beds, 5 Baths, 2,396 Sf

Reduced 3.7%

8115 Yellow Crane Drive

$519,999

KISSIMMEE

MLS® # S5102373

6 Beds, 4 Baths, 2,707 Sf

Reduced 8.8%

2632 Calistoga Avenue

$519,990

KISSIMMEE

MLS® # O6158974

4 Beds, 3 Baths, 1,910 Sf

Reduced 3.7%

1647 Key Bay Trail

$519,990

KISSIMMEE

MLS® # O6076353

2 Beds, 2 Baths, 1,583 Sf

2805 Moonstone Bend

$519,900

KISSIMMEE

MLS® # O6202756

4 Beds, 4 Baths, 3,392 Sf

Reduced 1.9%

4816 Lullaby Lane

$519,900

KISSIMMEE

MLS® # O6173006

4 Beds, 3 Baths, 1,914 Sf

Reduced 1.9%

4285 Quote Street

$519,900

KISSIMMEE

MLS® # O6170170

4 Beds, 3 Baths, 1,914 Sf

Reduced 1.5%

4844 Romeo Circle

$519,900

KISSIMMEE

MLS® # O6147682

4 Beds, 3 Baths, 1,914 Sf

8563 Sunrise Key Drive

$519,000

KISSIMMEE

MLS® # T3523843

4 Beds, 3 Baths, 2,317 Sf

2515 La Jolla Trail

$519,000

KISSIMMEE

MLS® # O6196538

5 Beds, 4 Baths, 2,136 Sf

4694 Cumbrian Lakes Drive

$519,000

KISSIMMEE

MLS® # L4943695

5 Beds, 4 Baths, 2,604 Sf

Reduced 4.8%

8005 Flip Flop Way

$519,000

KISSIMMEE

MLS® # O6154258

2 Beds, 3 Baths, 1,305 Sf

Reduced 3.9%

2408 Dubai Street

$519,000

KISSIMMEE

MLS® # O6118717

5 Beds, 5 Baths, 2,263 Sf

Reduced 0.8%

2654 San Simeon Way

$518,000

KISSIMMEE

MLS® # S5102410

4 Beds, 3 Baths, 2,328 Sf

1319 Drake Ridge Drive

$517,210

KISSIMMEE

MLS® # O6169919

5 Beds, 3 Baths, 2,263 Sf

3023 Florencia Drive

$515,000

KISSIMMEE

MLS® # S5104314

4 Beds, 3 Baths, 2,368 Sf

2460 Toscolona Drive

$515,000

KISSIMMEE

MLS® # O6201176

3 Beds, 3 Baths, 2,146 Sf

Reduced 3.7%

2625 Santosh Cove

$515,000

KISSIMMEE

MLS® # O6116352

5 Beds, 5 Baths, 2,806 Sf

4433 Bluff Oak Loop

$515,000

KISSIMMEE

MLS® # O6191047

5 Beds, 4 Baths, 3,193 Sf

Reduced 2.6%

3120 Brasilia Avenue

$515,000

KISSIMMEE

MLS® # O6170966

4 Beds, 5 Baths, 2,396 Sf

Reduced 10.4%

7770 Sandy Ridge 18-129

$515,000

KISSIMMEE

MLS® # S5102022

4 Beds, 3 Baths, 1,771 Sf

Reduced 1.9%

4826 Lullaby Lane

$515,000

KISSIMMEE

MLS® # S5101973

4 Beds, 3 Baths, 1,914 Sf

5019 Windermere Avenue

$515,000

KISSIMMEE

MLS® # S5101591

4 Beds, 3 Baths, 1,914 Sf

581 Woodlawn Terrace

$515,000

KISSIMMEE

MLS® # O6184025

3 Beds, 2 Baths, 2,467 Sf

Reduced 1.9%

4836 Romeo Circle

$515,000

KISSIMMEE

MLS® # S5095532

4 Beds, 3 Baths, 1,914 Sf

2652 Sunrise Shores Dr Avenue 7544

$515,000

KISSIMMEE

MLS® # O6176635

4 Beds, 5 Baths, 1,804 Sf

Reduced 2.8%

169 Aurelia Court

$515,000

KISSIMMEE

MLS® # S5096930

5 Beds, 4 Baths, 3,472 Sf

Reduced 13.4%

4731 Clock Tower Drive 403

$515,000

KISSIMMEE

MLS® # T3469791

4 Beds, 3 Baths, 2,435 Sf

Reduced 2.6%

2427 Dubai Street

$515,000

KISSIMMEE

MLS® # O6118733

5 Beds, 5 Baths, 2,265 Sf

New

1713 Petiole Place

$514,990

KISSIMMEE

MLS® # O6204371

4 Beds, 2 Baths, 2,236 Sf

Reduced 1.9%

1114 Turquoise Waves Cove

$514,990

KISSIMMEE

MLS® # O6186650

4 Beds, 3 Baths, 2,209 Sf

Reduced 1%

7538 Sunville Avenue

$514,000

KISSIMMEE

MLS® # O6177819

4 Beds, 5 Baths, 1,804 Sf

1342 Axel Graeson Avenue

$513,995

KISSIMMEE

MLS® # O6179405

5 Beds, 4 Baths, 2,509 Sf

Reduced 1.5%

1001 Lester Ridge Court

$512,000

KISSIMMEE

MLS® # S5104321

5 Beds, 2 Baths, 1,999 Sf

1436 Levy Bend Drive

$510,346

KISSIMMEE

MLS® # S5099611

4 Beds, 3 Baths, 2,500 Sf

2600 Marg Lane

$510,000

KISSIMMEE

MLS® # O6203027

5 Beds, 5 Baths, 2,656 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.