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 2.6%

4715 Ainsdale Walk

$450,000

KISSIMMEE

MLS® # O6144895

4 Beds, 2 Baths, 1,542 Sf

417 Waterford Way

$450,000

KISSIMMEE

MLS® # S5090099

2 Beds, 2 Baths, 1,040 Sf

Reduced 6.3%

8845 Candy Palm Road

$450,000

KISSIMMEE

MLS® # O6114371

4 Beds, 3 Baths, 1,902 Sf

2710 Orangebud Drive

$449,990

KISSIMMEE

MLS® # T3514255

4 Beds, 3 Baths, 2,231 Sf

3826 Gulf Shore Circle

$449,900

KISSIMMEE

MLS® # O6194224

4 Beds, 3 Baths, 2,341 Sf

Reduced 4.3%

7805 Somersworth Drive

$449,900

KISSIMMEE

MLS® # T3474603

4 Beds, 3 Baths, 1,811 Sf

Reduced 5.3%

4423 Blackbird Street

$449,900

KISSIMMEE

MLS® # O6192103

4 Beds, 3 Baths, 2,584 Sf

Reduced 5.3%

2421 Huron Circle

$449,900

KISSIMMEE

MLS® # S5101518

5 Beds, 3 Baths, 2,794 Sf

Reduced 2.8%

4721 Clock Tower Drive 208

$449,900

KISSIMMEE

MLS® # O6173394

3 Beds, 2 Baths, 1,329 Sf

3111 Paradox Circle 406

$449,900

KISSIMMEE

MLS® # O6164992

3 Beds, 2 Baths, 1,186 Sf

Reduced 2.2%

1347 Greenfield Loop

$449,900

KISSIMMEE

MLS® # T3443300

4 Beds, 3 Baths, 2,080 Sf

3050 Rising Mist Court

$449,450

KISSIMMEE

MLS® # S5102976

4 Beds, 3 Baths, 2,105 Sf

Reduced 2.2%

3141 Paradox Circle 101

$449,000

KISSIMMEE

MLS® # S5096044

3 Beds, 2 Baths, 1,329 Sf

7748 Water Oak Court

$449,000

KISSIMMEE

MLS® # S5102067

3 Beds, 2 Baths, 1,462 Sf

7521 Stone Creek Trail

$449,000

KISSIMMEE

MLS® # O6190870

3 Beds, 3 Baths, 1,797 Sf

Reduced 2.2%

608 Abaco Court

$449,000

KISSIMMEE

MLS® # O6190311

4 Beds, 3 Baths, 2,141 Sf

Reduced 2.4%

7925 Magnolia Bend Court

$449,000

KISSIMMEE

MLS® # O6139092

4 Beds, 3 Baths, 1,662 Sf

9040 Alba Lane

$449,000

KISSIMMEE

MLS® # S5100668

4 Beds, 3 Baths, 2,464 Sf

2062 Bearing Lane

$449,000

KISSIMMEE

MLS® # S5099536

4 Beds, 2 Baths, 2,216 Sf

4741 Clock Tower Drive 208

$449,000

KISSIMMEE

MLS® # O6165433

3 Beds, 2 Baths, 1,329 Sf

2341 Andrews Valley Drive

$449,000

KISSIMMEE

MLS® # S5094378

5 Beds, 4 Baths, 2,907 Sf

Reduced 4.5%

2910 Castaway Lane

$449,000

KISSIMMEE

MLS® # O6108600

3 Beds, 3 Baths, 1,545 Sf

7657 Amazonas Street

$448,800

KISSIMMEE

MLS® # O6185873

3 Beds, 4 Baths, 2,181 Sf

8967 Candy Palm Road

$448,750

KISSIMMEE

MLS® # O6171337

5 Beds, 4 Baths, 2,024 Sf

361 Blue Lake Circle

$448,000

KISSIMMEE

MLS® # O6185992

4 Beds, 3 Baths, 2,156 Sf

Reduced 0.4%

397 Citrine Loop

$448,000

KISSIMMEE

MLS® # S5100351

4 Beds, 3 Baths, 2,143 Sf

Reduced 0.2%

4056 Meadowlark Drive

$448,000

KISSIMMEE

MLS® # W7860405

5 Beds, 3 Baths, 3,132 Sf

Reduced 0.4%

310 Ashburton Way

$447,900

KISSIMMEE

MLS® # S5097115

5 Beds, 3 Baths, 3,047 Sf

1796 Bull Hill Road

$447,735

KISSIMMEE

MLS® # O6192408

5 Beds, 3 Baths, 2,447 Sf

1776 Bull Hill Road

$447,735

KISSIMMEE

MLS® # O6192362

5 Beds, 3 Baths, 2,447 Sf

198 North Lake Court

$445,900

KISSIMMEE

MLS® # S5097584

3 Beds, 3 Baths, 1,706 Sf

N/A

$445,000

KISSIMMEE

MLS® # S5101201

4 Beds, 2 Baths, 2,038 Sf

218 Amber Way

$445,000

KISSIMMEE

MLS® # O6182008

5 Beds, 3 Baths, 2,271 Sf

Reduced 1.5%

2982 Conner Lane

$445,000

KISSIMMEE

MLS® # O6180731

3 Beds, 2 Baths, 1,894 Sf

Reduced 1.1%

2630 Grasmere View Parkway

$445,000

KISSIMMEE

MLS® # O6177633

4 Beds, 2 Baths, 2,300 Sf

8570 Bay Lilly Loop

$445,000

KISSIMMEE

MLS® # O6172841

4 Beds, 3 Baths, 1,650 Sf

434 Janice Kay Place

$445,000

KISSIMMEE

MLS® # A4592423

5 Beds, 3 Baths, 2,906 Sf

Reduced 1.5%

7639 Recife Drive

$445,000

KISSIMMEE

MLS® # O6153320

3 Beds, 4 Baths, 2,181 Sf

2449 Torrens Way

$445,000

KISSIMMEE

MLS® # O6093563

5 Beds, 3 Baths, 2,880 Sf

Reduced 2.2%

4304 Silver Creek Street

$444,900

KISSIMMEE

MLS® # O6190595

3 Beds, 2 Baths, 1,818 Sf

Reduced 1.1%

4770 Vero Beach Place

$444,900

KISSIMMEE

MLS® # A4596531

4 Beds, 3 Baths, 1,636 Sf

8952 California Palm Road

$444,900

KISSIMMEE

MLS® # O6143894

4 Beds, 3 Baths, 1,902 Sf

7595 Sunflower Circle

$444,900

KISSIMMEE

MLS® # O6130855

3 Beds, 3 Baths, 1,547 Sf

7852 Somersworth Drive

$444,900

KISSIMMEE

MLS® # T3455523

3 Beds, 3 Baths, 1,700 Sf

911 La Terraza Lane

$444,000

KISSIMMEE

MLS® # S5101470

4 Beds, 3 Baths, 2,252 Sf

Reduced 0.9%

3904 Port Sea Place

$444,000

KISSIMMEE

MLS® # S5098145

4 Beds, 3 Baths, 2,246 Sf

Reduced 1.2%

2992 Conner Lane

$443,900

KISSIMMEE

MLS® # O6191543

4 Beds, 2 Baths, 2,063 Sf

Reduced 8.3%

572 Bitterwood Court

$441,000

KISSIMMEE

MLS® # O6189930

4 Beds, 3 Baths, 2,274 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.