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 2.8%

169 Aurelia Court

$515,000

KISSIMMEE

MLS® # S5096930

5 Beds, 4 Baths, 3,472 Sf

Reduced 2.8%

2439 Dubai Street

$515,000

KISSIMMEE

MLS® # O6160382

5 Beds, 5 Baths, 2,263 Sf

Reduced 1.9%

8063 Knee Deep Road

$515,000

KISSIMMEE

MLS® # O6134369

2 Beds, 2 Baths, 1,188 Sf

1935 Majorca Drive

$515,000

KISSIMMEE

MLS® # O6132885

5 Beds, 5 Baths, 2,265 Sf

Reduced 2.6%

2427 Dubai Street

$515,000

KISSIMMEE

MLS® # O6118733

5 Beds, 5 Baths, 2,265 Sf

Reduced 1%

7538 Sunville Avenue

$514,000

KISSIMMEE

MLS® # O6177819

4 Beds, 5 Baths, 1,804 Sf

Reduced 6.7%

N/A

$512,000

KISSIMMEE

MLS® # O6144685

4 Beds, 5 Baths, 2,090 Sf

1342 Axel Graeson Avenue

$511,995

KISSIMMEE

MLS® # O6179405

5 Beds, 4 Baths, 2,143 Sf

4910 Windermere Avenue

$510,000

KISSIMMEE

MLS® # O6197729

4 Beds, 3 Baths, 1,914 Sf

2662 Trafalgar Boulevard

$510,000

KISSIMMEE

MLS® # S5103252

4 Beds, 4 Baths, 2,808 Sf

3149 Brasilia Avenue

$510,000

KISSIMMEE

MLS® # O6180445

4 Beds, 5 Baths, 2,396 Sf

Reduced 6.9%

154 Barefoot Beach Way

$510,000

KISSIMMEE

MLS® # O6174564

7 Beds, 5 Baths, 2,834 Sf

Reduced 1%

8968 Amelia Downs Trail

$510,000

KISSIMMEE

MLS® # O6172756

3 Beds, 4 Baths, 1,962 Sf

2190 Cooper Bell Place

$510,000

KISSIMMEE

MLS® # S5097739

3 Beds, 4 Baths, 1,962 Sf

Reduced 2.9%

2817 Noble Crow Drive

$510,000

KISSIMMEE

MLS® # S5097267

4 Beds, 3 Baths, 2,586 Sf

Reduced 1%

8138 Coconut Place

$509,998

KISSIMMEE

MLS® # O6129757

3 Beds, 3 Baths, 1,545 Sf

Reduced 3.8%

2879 Paynes Prairie Circle

$509,990

KISSIMMEE

MLS® # S5100317

4 Beds, 3 Baths, 2,666 Sf

New

3028 Aleksey View Drive

$509,919

KISSIMMEE

MLS® # S5103526

4 Beds, 3 Baths, 2,260 Sf

2404 Dubai Street

$509,900

KISSIMMEE

MLS® # S5095569

5 Beds, 5 Baths, 2,263 Sf

4929 Windermere Avenue

$509,800

KISSIMMEE

MLS® # S5101787

4 Beds, 3 Baths, 1,914 Sf

4403 Le Reve Court

$509,000

KISSIMMEE

MLS® # S5103251

4 Beds, 4 Baths, 1,752 Sf

9043 Rhodes Street

$509,000

KISSIMMEE

MLS® # O6196578

5 Beds, 5 Baths, 2,263 Sf

Reduced 4%

2755 Monticello Way

$508,950

KISSIMMEE

MLS® # S5096295

3 Beds, 3 Baths, 2,338 Sf

New

3032 Camino Real Drive S

$508,000

KISSIMMEE

MLS® # S5103558

5 Beds, 3 Baths, 2,264 Sf

Reduced 1.9%

7546 Sunville Avenue

$508,000

KISSIMMEE

MLS® # O6189226

4 Beds, 5 Baths, 1,804 Sf

Reduced 4.1%

2441 Dubai Street

$508,000

KISSIMMEE

MLS® # S5089045

5 Beds, 5 Baths, 2,265 Sf

1436 Levy Bend Drive

$507,781

KISSIMMEE

MLS® # S5099611

4 Beds, 3 Baths, 2,500 Sf

Reduced 1.4%

2021 Lacosta Place

$507,000

KISSIMMEE

MLS® # O6177835

5 Beds, 4 Baths, 3,052 Sf

Reduced 4.3%

2753 Corbel Loop

$506,500

KISSIMMEE

MLS® # S5098650

5 Beds, 4 Baths, 3,092 Sf

3273 Stratton Circle

$505,000

KISSIMMEE

MLS® # O6195539

3 Beds, 2 Baths, 2,432 Sf

2914 Sera Bella Way

$505,000

KISSIMMEE

MLS® # S5101377

3 Beds, 3 Baths, 2,427 Sf

Reduced 2.9%

2807 Alpine Meadow Lane

$505,000

KISSIMMEE

MLS® # O6178627

3 Beds, 3 Baths, 2,281 Sf

3046 Aleksey View Drive

$504,590

KISSIMMEE

MLS® # S5103211

4 Beds, 3 Baths, 2,260 Sf

675 Eagle Pointe S

$500,000

KISSIMMEE

MLS® # O6196264

4 Beds, 3 Baths, 1,622 Sf

7866 Spectrum Drive

$500,000

KISSIMMEE

MLS® # O6194043

3 Beds, 3 Baths, 1,707 Sf

9051 Rhodes Street

$500,000

KISSIMMEE

MLS® # O6190416

5 Beds, 5 Baths, 2,263 Sf

8134 Sun Palm Drive

$500,000

KISSIMMEE

MLS® # O6172515

4 Beds, 3 Baths, 1,834 Sf

2213 Antilles Club Drive

$500,000

KISSIMMEE

MLS® # O6183470

3 Beds, 2 Baths, 1,904 Sf

8929 Sydney Avenue

$500,000

KISSIMMEE

MLS® # O6165159

5 Beds, 5 Baths, 2,263 Sf

2405 W Lyndell Dr

$500,000

KISSIMMEE

MLS® # S5094032

4 Beds, 3 Baths, 2,231 Sf

2675 Emerald Island Boulevard

$499,999

KISSIMMEE

MLS® # S5097676

5 Beds, 3 Baths, 1,960 Sf

2519 Trielle Avenue

$499,999

KISSIMMEE

MLS® # S5103055

4 Beds, 3 Baths, 2,391 Sf

Amiens Way Road

$499,999

KISSIMMEE

MLS® # A4605100

2 Acres

Reduced 2%

7626 Recife Drive

$499,999

KISSIMMEE

MLS® # FC292833

3 Beds, 4 Baths, 2,181 Sf

Reduced 10.7%

2863 Picadilly Circle

$499,999

KISSIMMEE

MLS® # S5078498

4 Beds, 3 Baths, 2,078 Sf

1169 Grand Hammock Court

$499,990

KISSIMMEE

MLS® # O6197428

4 Beds, 3 Baths, 2,257 Sf

1210 Portage Street

$499,980

KISSIMMEE

MLS® # S5099848

1 Acres

7804 Somersworth Drive

$499,900

KISSIMMEE

MLS® # T3501999

4 Beds, 3 Baths, 2,080 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.