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

N/A

$248,995

KISSIMMEE

MLS® # O6189827

3 Beds, 2 Baths, 1,484 Sf

2010 Royal Bay Boulevard 115

$247,000

KISSIMMEE

MLS® # O6139081

3 Beds, 2 Baths, 1,326 Sf

Reduced 16.8%

3100 Parkway Boulevard 310

$247,000

KISSIMMEE

MLS® # O6123922

524 Sf

New

9055 Treasure Trove Lane 402

$245,000

KISSIMMEE

MLS® # O6205306

2 Beds, 2 Baths, 1,445 Sf

New

2749 North Poinciana Boulevard 22

$245,000

KISSIMMEE

MLS® # S5104870

2 Beds, 2 Baths, 1,087 Sf

405 Fountainhead Circle 246

$245,000

KISSIMMEE

MLS® # S5102921

3 Beds, 2 Baths, 1,246 Sf

2848 Osprey Cove Place 204

$245,000

KISSIMMEE

MLS® # O6194387

3 Beds, 2 Baths, 1,136 Sf

Reduced 2%

2729 North Poinciana Boulevard 119

$245,000

KISSIMMEE

MLS® # O6189288

3 Beds, 2 Baths, 1,287 Sf

Reduced 3.9%

2316 Prime Circle B

$245,000

KISSIMMEE

MLS® # O6178421

3 Beds, 2 Baths, 1,251 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

Reduced 4%

2772 Club Cortile Cir B

$240,000

KISSIMMEE

MLS® # S5102326

3 Beds, 2 Baths, 1,202 Sf

Reduced 2%

2739 North Poinciana Boulevard 78

$240,000

KISSIMMEE

MLS® # O6180511

3 Beds, 2 Baths, 1,287 Sf

Reduced 2%

3174 Feltrim Place 104

$240,000

KISSIMMEE

MLS® # O6133378

2 Beds, 2 Baths, 1,062 Sf

9055 Treasure Trove Lane 108

$239,998

KISSIMMEE

MLS® # O6202235

2 Beds, 2 Baths, 1,445 Sf

Reduced 0.4%

5017 Laguna Bay Circle 99

$239,000

KISSIMMEE

MLS® # O6125151

3 Beds, 2 Baths, 1,220 Sf

Reduced 2.5%

2216 Grand Cayman Court 1428

$237,000

KISSIMMEE

MLS® # O6185884

2 Beds, 2 Baths, 1,026 Sf

3176 Feltrim Place 102

$235,900

KISSIMMEE

MLS® # S5103116

2 Beds, 2 Baths, 1,062 Sf

1812 Avon Boulevard 19e

$235,000

KISSIMMEE

MLS® # O6200446

2 Beds, 2 Baths, 1,028 Sf

Reduced 4.1%

3174 Feltrim Place 205

$235,000

KISSIMMEE

MLS® # O6135556

2 Beds, 2 Baths, 1,062 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

2818 Osprey Cove Place 203

$234,900

KISSIMMEE

MLS® # S5103569

3 Beds, 2 Baths, 1,136 Sf

3175 Feltrim Place 204

$234,000

KISSIMMEE

MLS® # O6200801

2 Beds, 2 Baths, 1,080 Sf

Reduced 7.4%

5005 Laguna Bay Circle 19

$231,500

KISSIMMEE

MLS® # O6197154

3 Beds, 2 Baths, 1,220 Sf

Reduced 1.2%

2021 Caribbean Drive S 1

$231,000

KISSIMMEE

MLS® # O6188252

2 Beds, 2 Baths, 991 Sf

5014 Laguna Bay Circle 108

$230,000

KISSIMMEE

MLS® # S5104182

2 Beds, 2 Baths, 1,066 Sf

Reduced 2.1%

8919 Legacy Court 303

$230,000

KISSIMMEE

MLS® # O6187480

2 Beds, 1 Baths, 901 Sf

8921 Legacy Court 306

$230,000

KISSIMMEE

MLS® # O6186637

2 Beds, 1 Baths, 901 Sf

Reduced 4.2%

2906 Rio Grande Trail B

$230,000

KISSIMMEE

MLS® # S5099068

3 Beds, 2 Baths, 1,250 Sf

Reduced 8%

1107 Watson Court

$230,000

KISSIMMEE

MLS® # O6153237

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 1.1%

5007 Laguna Bay Circle 38

$229,900

KISSIMMEE

MLS® # S5102477

2 Beds, 2 Baths, 1,066 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

Reduced 4.2%

2721 N Poinciana Blvd 163

$229,000

KISSIMMEE

MLS® # O6199790

3 Beds, 2 Baths, 1,287 Sf

New

755 Havana Drive

$225,000

KISSIMMEE

MLS® # O6204503

2 Beds, 2 Baths, 1,394 Sf

3206 Sabal Palms Court B

$225,000

KISSIMMEE

MLS® # O6195881

2 Beds, 2 Baths, 1,087 Sf

Reduced 4.3%

3205 Sabal Palms Court B

$225,000

KISSIMMEE

MLS® # S5099907

2 Beds, 2 Baths, 1,087 Sf

Reduced 0.4%

3204 Sabal Palms Court A

$222,500

KISSIMMEE

MLS® # S5096684

2 Beds, 2 Baths, 928 Sf

8901 Legacy Court 2 203

$220,000

KISSIMMEE

MLS® # S5103666

2 Beds, 2 Baths, 1,048 Sf

251 Grand Rapids Drive

$220,000

KISSIMMEE

MLS® # O6194902

3 Beds, 2 Baths, 1,249 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

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.