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

1300 Bucktail Court

$414,900

KISSIMMEE

MLS® # O6125160

3 Beds, 2 Baths, 1,810 Sf

Reduced 2.4%

4430 Seven Canyons Drive

$414,900

KISSIMMEE

MLS® # O6170539

4 Beds, 13 Baths, 2,350 Sf

Reduced 2.4%

1171 Arisha Drive

$414,900

KISSIMMEE

MLS® # O6153826

3 Beds, 2 Baths, 1,789 Sf

Reduced 3.2%

5120 Adelaide Drive

$414,900

KISSIMMEE

MLS® # O6140748

4 Beds, 4 Baths, 1,649 Sf

5304 Lonesome Dove Drive

$413,000

KISSIMMEE

MLS® # O6195089

3 Beds, 2 Baths, 1,410 Sf

2904 Boating Boulevard

$412,190

KISSIMMEE

MLS® # O6191121

4 Beds, 2 Baths, 2,105 Sf

Reduced 0.7%

3190 Whooping Crane Run

$412,000

KISSIMMEE

MLS® # S5101137

3 Beds, 2 Baths, 1,579 Sf

Reduced 4.2%

1770 Ranger Highlands Road

$412,000

KISSIMMEE

MLS® # S5096881

4 Beds, 2 Baths, 1,846 Sf

4745 Sparkling Shell Avenue

$411,290

KISSIMMEE

MLS® # O6194584

3 Beds, 3 Baths, 1,782 Sf

N/A

$411,000

KISSIMMEE

MLS® # S5095489

1 Acres

2948 Oak Run Boulevard

$410,000

KISSIMMEE

MLS® # O6197595

3 Beds, 2 Baths, 1,624 Sf

3180 Paradox Circle 106

$410,000

KISSIMMEE

MLS® # G5080521

2 Beds, 2 Baths, 1,196 Sf

1918 Red Canyon Drive

$410,000

KISSIMMEE

MLS® # O6190417

3 Beds, 2 Baths, 1,622 Sf

1905 Magical Lane

$410,000

KISSIMMEE

MLS® # O6189947

4 Beds, 3 Baths, 1,790 Sf

Reduced 2.4%

2326 Carriage Run Road

$410,000

KISSIMMEE

MLS® # O6187033

4 Beds, 3 Baths, 1,867 Sf

Reduced 1.2%

2766 Creekmore Court

$410,000

KISSIMMEE

MLS® # O6180378

4 Beds, 2 Baths, 1,677 Sf

Reduced 7.8%

2941 Banana Palm Drive

$410,000

KISSIMMEE

MLS® # O6175981

4 Beds, 3 Baths, 1,902 Sf

Reduced 2.4%

8927 Bismarck Palm Road

$410,000

KISSIMMEE

MLS® # O6102979

4 Beds, 3 Baths, 1,902 Sf

Reduced 6.8%

5127 Killarney Way

$410,000

KISSIMMEE

MLS® # O6078556

4 Beds, 4 Baths, 1,782 Sf

324 Woodland Creek Boulevard

$409,999

KISSIMMEE

MLS® # O6185938

4 Beds, 2 Baths, 1,854 Sf

567 Bitterwood Court

$409,999

KISSIMMEE

MLS® # O6167135

4 Beds, 2 Baths, 2,062 Sf

4449 Summer Flowers Place

$409,990

KISSIMMEE

MLS® # S5082426

4 Beds, 3 Baths, 1,764 Sf

New

1354 Emerald Drive

$409,900

KISSIMMEE

MLS® # O6198855

3 Beds, 2 Baths, 1,828 Sf

Reduced 5.3%

7808 Somersworth Drive

$409,900

KISSIMMEE

MLS® # T3485538

3 Beds, 2 Baths, 1,500 Sf

2602 Jetty Dr

$409,000

KISSIMMEE

MLS® # S5103057

3 Beds, 2 Baths, 1,837 Sf

5127 Crown Haven Drive

$409,000

KISSIMMEE

MLS® # O6160461

4 Beds, 4 Baths, 1,782 Sf

Reduced 2.4%

7671 Darci Ridge Court

$409,000

KISSIMMEE

MLS® # O6187677

4 Beds, 2 Baths, 1,707 Sf

Reduced 2.4%

4653 Marcos Circle

$409,000

KISSIMMEE

MLS® # S5099080

4 Beds, 3 Baths, 2,515 Sf

Reduced 1.2%

3616 Valleyview Drive

$409,000

KISSIMMEE

MLS® # O6171325

4 Beds, 3 Baths, 2,262 Sf

Reduced 1.4%

2503 Maneshaw Lane

$409,000

KISSIMMEE

MLS® # O6138143

3 Beds, 3 Baths, 1,440 Sf

Reduced 8.1%

2971 Banana Palm Drive

$409,000

KISSIMMEE

MLS® # O6129661

4 Beds, 3 Baths, 1,902 Sf

5700 Le Marin Way

$406,285

KISSIMMEE

MLS® # O6191029

5 Beds, 4 Baths, 2,516 Sf

New

125 Floral Ct Kissimmee

$405,900

KISSIMMEE

MLS® # O6198165

4 Beds, 3 Baths, 1,832 Sf

Reduced 2.4%

N/A

$405,900

KISSIMMEE

MLS® # S5103411

3 Beds, 2 Baths, 1,831 Sf

243 Amber Way

$405,000

KISSIMMEE

MLS® # O6193498

4 Beds, 3 Baths, 2,106 Sf

Reduced 1.2%

N/A

$405,000

KISSIMMEE

MLS® # S5101188

3 Beds, 2 Baths, 1,616 Sf

Reduced 2.4%

4749 Vero Beach Place

$405,000

KISSIMMEE

MLS® # O6190549

4 Beds, 3 Baths, 1,636 Sf

539 Pinehurst Cove

$405,000

KISSIMMEE

MLS® # O6185577

3 Beds, 2 Baths, 2,334 Sf

Reduced 2.4%

1777 Flora Pass Place

$405,000

KISSIMMEE

MLS® # O6179242

2 Beds, 2 Baths, 1,557 Sf

266 Old Mill Circle

$405,000

KISSIMMEE

MLS® # S5096527

3 Beds, 2 Baths, 1,443 Sf

Reduced 0.2%

531 Bristol Circle

$404,000

KISSIMMEE

MLS® # O6189826

4 Beds, 4 Baths, 2,615 Sf

Reduced 0.5%

2556 Isabela Ter

$403,800

KISSIMMEE

MLS® # O6175436

3 Beds, 2 Baths, 1,678 Sf

New

2731 Creekmore Court

$400,000

KISSIMMEE

MLS® # S5103910

4 Beds, 2 Baths, 1,474 Sf

New

2437 Brookside Avenue

$400,000

KISSIMMEE

MLS® # O6194675

3 Beds, 2 Baths, 1,878 Sf

3026 Morton Way

$400,000

KISSIMMEE

MLS® # O6197114

3 Beds, 2 Baths, 1,540 Sf

1230 Las Fuentes Drive

$400,000

KISSIMMEE

MLS® # O6194272

4 Beds, 3 Baths, 1,636 Sf

1819 Monte Cristo Lane

$400,000

KISSIMMEE

MLS® # S5102313

4 Beds, 3 Baths, 2,200 Sf

4195 East Vista Court

$400,000

KISSIMMEE

MLS® # O6194189

3 Beds, 2 Baths, 1,431 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.