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 8.6%

2820 Osprey Cove Place 101

$245,000

KISSIMMEE

MLS® # R4907692

3 Beds, 2 Baths, 1,136 Sf

Reduced 1.6%

2739 North Poinciana Boulevard 78

$245,000

KISSIMMEE

MLS® # O6180511

3 Beds, 2 Baths, 1,287 Sf

Reduced 0.8%

3174 Feltrim Place 205

$245,000

KISSIMMEE

MLS® # O6135556

2 Beds, 2 Baths, 1,062 Sf

2721 North Poinciana Boulevard 162

$245,000

KISSIMMEE

MLS® # S5086419

3 Beds, 2 Baths, 1,287 Sf

Reduced 1.6%

2741 North Poinciana Boulevard 43

$244,800

KISSIMMEE

MLS® # L4943220

3 Beds, 2 Baths, 1,287 Sf

Reduced 3.8%

3209 Sabal Palms Court B

$240,000

KISSIMMEE

MLS® # O6168451

2 Beds, 2 Baths, 1,087 Sf

42 Saint Andrews Court

$240,000

KISSIMMEE

MLS® # S5099390

2 Beds, 2 Baths, 1,157 Sf

Reduced 4%

2906 Rio Grande Trail B

$240,000

KISSIMMEE

MLS® # S5099068

3 Beds, 2 Baths, 1,250 Sf

Reduced 4%

4461 Saint Georges Court

$240,000

KISSIMMEE

MLS® # O6157064

2 Beds, 2 Baths, 1,088 Sf

Reduced 2%

3174 Feltrim Place 104

$240,000

KISSIMMEE

MLS® # O6133378

2 Beds, 2 Baths, 1,062 Sf

Reduced 2.5%

2800 Club Cortile Circle B

$239,900

KISSIMMEE

MLS® # S5102223

3 Beds, 2 Baths, 1,202 Sf

New

2721 N Poinciana Blvd 163

$239,000

KISSIMMEE

MLS® # O6199790

3 Beds, 2 Baths, 1,287 Sf

Nicole Avenue

$239,000

KISSIMMEE

MLS® # O6195966

1 Acres

Reduced 0.4%

5017 Laguna Bay Circle 99

$239,000

KISSIMMEE

MLS® # O6125151

3 Beds, 2 Baths, 1,220 Sf

3176 Feltrim Place 102

$235,900

KISSIMMEE

MLS® # S5103116

2 Beds, 2 Baths, 1,062 Sf

Reduced 2.1%

8919 Legacy Court 303

$235,000

KISSIMMEE

MLS® # O6187480

2 Beds, 1 Baths, 901 Sf

3205 Sabal Palms Court B

$235,000

KISSIMMEE

MLS® # S5099907

2 Beds, 2 Baths, 1,087 Sf

3174 Feltrim Place 305

$235,000

KISSIMMEE

MLS® # S5100196

2 Beds, 2 Baths, 1,062 Sf

8921 Legacy Court 207

$235,000

KISSIMMEE

MLS® # O6180775

2 Beds, 1 Baths, 901 Sf

2210 Grand Cayman Court 1735

$235,000

KISSIMMEE

MLS® # O6171753

2 Beds, 2 Baths, 1,026 Sf

New

2818 Osprey Cove Place 203

$234,900

KISSIMMEE

MLS® # S5103569

3 Beds, 2 Baths, 1,136 Sf

Reduced 0.5%

2021 Caribbean Drive S 1

$233,900

KISSIMMEE

MLS® # O6188252

2 Beds, 2 Baths, 991 Sf

5007 Laguna Bay Circle 38

$232,500

KISSIMMEE

MLS® # S5102477

2 Beds, 2 Baths, 1,066 Sf

8921 Legacy Court 306

$230,000

KISSIMMEE

MLS® # O6186637

2 Beds, 1 Baths, 901 Sf

Reduced 2.1%

2038 Royal Bay Boulevard 28

$230,000

KISSIMMEE

MLS® # O6179307

2 Beds, 2 Baths, 1,162 Sf

2741 North Poinciana Boulevard 50

$229,900

KISSIMMEE

MLS® # S5102836

3 Beds, 2 Baths, 1,287 Sf

2009 Royal Bay Boulevard 142

$229,900

KISSIMMEE

MLS® # S5102912

2 Beds, 2 Baths, 1,162 Sf

Reduced 2.1%

2739 North Poinciana Boulevard 82

$229,900

KISSIMMEE

MLS® # S5097415

2 Beds, 2 Baths, 1,087 Sf

Reduced 11.2%

12 Broadway

$229,900

KISSIMMEE

MLS® # S5091299

1011 Spring Meadow Dr. 1011

$229,900

KISSIMMEE

MLS® # S5088151

2 Beds, 1 Baths, 924 Sf

New

5275 Images Circle 302

$229,000

KISSIMMEE

MLS® # O6198292

3 Beds, 3 Baths, 1,389 Sf

Reduced 0.4%

3204 Sabal Palms Court A

$228,500

KISSIMMEE

MLS® # S5096684

2 Beds, 2 Baths, 928 Sf

Reduced 21.1%

Laurel Avenue

$228,000

KISSIMMEE

MLS® # O6130316

2 Acres

New

151 Briarcliff Drive

$225,000

KISSIMMEE

MLS® # P4930127

3 Beds, 2 Baths, 1,639 Sf

3206 Sabal Palms Court B

$225,000

KISSIMMEE

MLS® # O6195881

2 Beds, 2 Baths, 1,087 Sf

8900 Legacy Court 201

$225,000

KISSIMMEE

MLS® # S5102287

1 Beds, 1 Baths, 747 Sf

Reduced 2.2%

1014 Plantation Drive A10

$224,900

KISSIMMEE

MLS® # S5094930

3 Beds, 2 Baths, 1,194 Sf

N/A

$220,000

KISSIMMEE

MLS® # O6192647

3 Beds, 2 Baths, 868 Sf

1919 Bentley Boulevard

$220,000

KISSIMMEE

MLS® # S5101597

2 Beds, 2 Baths, 864 Sf

Reduced 4.3%

2050 Royal Bay Blvd 7

$220,000

KISSIMMEE

MLS® # O6180572

3 Beds, 2 Baths, 1,350 Sf

469 Hunter Circle

$219,900

KISSIMMEE

MLS® # S5101859

2 Beds, 2 Baths, 1,038 Sf

New

8817 Dunes Court 8 103

$219,000

KISSIMMEE

MLS® # S5103668

2 Beds, 2 Baths, 1,048 Sf

Reduced 8.8%

2717 N Poinciana Blvd 173

$218,800

KISSIMMEE

MLS® # S5094535

3 Beds, 2 Baths, 1,287 Sf

Reduced 1.8%

3036 Parkway Boulevard 206

$216,000

KISSIMMEE

MLS® # O6191692

2 Beds, 2 Baths, 937 Sf

Reduced 90%

2260 San Vital Drive 105

$215,000

KISSIMMEE

MLS® # S5096045

3 Beds, 2 Baths, 1,296 Sf

1740 Pacific Road

$214,999

KISSIMMEE

MLS® # O6197395

2 Beds, 2 Baths, 1,055 Sf

1738 Pacific Road

$214,999

KISSIMMEE

MLS® # O6197382

2 Beds, 2 Baths, 1,055 Sf

1736 Pacific Road

$214,999

KISSIMMEE

MLS® # O6197370

2 Beds, 2 Baths, 1,055 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.