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

8711 Knightsbridge Court C

$270,000

KISSIMMEE

MLS® # O6195056

3 Beds, 2 Baths, 1,381 Sf

1604 Peach Street

$270,000

KISSIMMEE

MLS® # S5102288

3 Beds, 2 Baths, 1,216 Sf

2727 North Poinciana Boulevard 134

$270,000

KISSIMMEE

MLS® # O6193722

3 Beds, 2 Baths, 1,287 Sf

Reduced 0.7%

114 Briarcliff Drive

$270,000

KISSIMMEE

MLS® # T3497992

4 Beds, 2 Baths, 1,882 Sf

Reduced 3.6%

1911 Manatee Lane

$270,000

KISSIMMEE

MLS® # O6192463

3 Beds, 2 Baths, 1,410 Sf

2300 Butterfly Palm Way 305

$270,000

KISSIMMEE

MLS® # O6190906

3 Beds, 2 Baths, 1,402 Sf

Reduced 4.1%

606 Mayan Place

$270,000

KISSIMMEE

MLS® # S5100393

3 Beds, 2 Baths, 1,046 Sf

2706 Rio Grande Trail 2706

$270,000

KISSIMMEE

MLS® # O6168656

3 Beds, 2 Baths, 1,250 Sf

Reduced 3.6%

2733 Rivkin Drive

$270,000

KISSIMMEE

MLS® # S5094870

3 Beds, 2 Baths, 1,402 Sf

4000 San Gallo Drive 104

$269,990

KISSIMMEE

MLS® # O6191808

3 Beds, 2 Baths, 1,296 Sf

829 Palermo Court

$269,900

KISSIMMEE

MLS® # O6199423

3 Beds, 2 Baths, 1,272 Sf

Reduced 6.6%

1822 Manitoba Court

$269,900

KISSIMMEE

MLS® # O6197792

4 Beds, 2 Baths, 1,450 Sf

Reduced 7.6%

2305 Silver Palm Drive 103

$269,900

KISSIMMEE

MLS® # O6185326

3 Beds, 2 Baths, 1,268 Sf

8827 Grand Palms Circle B

$269,900

KISSIMMEE

MLS® # O6184879

3 Beds, 2 Baths, 1,222 Sf

1313 Royal Street

$269,900

KISSIMMEE

MLS® # O6179177

2 Beds, 1 Baths, 1,072 Sf

Reduced 3.6%

4004 Venetian Bay Drive 103

$269,900

KISSIMMEE

MLS® # S5083509

3 Beds, 2 Baths, 1,296 Sf

New

2812 Club Cortile Circle A

$269,500

KISSIMMEE

MLS® # S5104138

3 Beds, 2 Baths, 1,202 Sf

New

469 Dove Drive

$269,000

KISSIMMEE

MLS® # O6201324

4 Beds, 2 Baths, 1,335 Sf

Reduced 3.6%

884 Colville Drive

$269,000

KISSIMMEE

MLS® # S5101564

3 Beds, 2 Baths, 1,431 Sf

Reduced 0.4%

8823 Coral Palms Court A

$269,000

KISSIMMEE

MLS® # O6147927

3 Beds, 2 Baths, 1,168 Sf

Reduced 1.8%

2731 North Poinciana Boulevard 109

$269,000

KISSIMMEE

MLS® # U8214679

3 Beds, 2 Baths, 1,287 Sf

Reduced 3.9%

2727 North Poinciana Boulevard 140

$268,000

KISSIMMEE

MLS® # O6193326

3 Beds, 2 Baths, 1,287 Sf

1147 Park Ridge Circle

$268,000

KISSIMMEE

MLS® # O6191431

3 Beds, 3 Baths, 1,277 Sf

2723 North Poinciana Boulevard 157

$265,000

KISSIMMEE

MLS® # O6150532

3 Beds, 2 Baths, 1,287 Sf

Reduced 5%

2460 Veerasammy Street

$265,000

KISSIMMEE

MLS® # O6195974

1 Acres

Reduced 1.5%

3209 Windover Avenue

$265,000

KISSIMMEE

MLS® # S5101000

2 Beds, 2 Baths, 992 Sf

1145 Park Ridge Circle

$265,000

KISSIMMEE

MLS® # O6181016

3 Beds, 3 Baths, 1,291 Sf

N/A

$265,000

KISSIMMEE

MLS® # S5097653

3 Beds, 3 Baths, 1,380 Sf

Reduced 8.3%

849 East Flag Lane

$265,000

KISSIMMEE

MLS® # O6168693

3 Beds, 2 Baths, 1,544 Sf

Reduced 1.9%

9051 Treasure Trove Lane 304

$265,000

KISSIMMEE

MLS® # S5096945

3 Beds, 2 Baths, 1,700 Sf

Reduced 7%

Harvest Lane

$265,000

KISSIMMEE

MLS® # O6166991

1 Acres

Reduced 27.4%

5015 Laguna Bay Circle 92

$265,000

KISSIMMEE

MLS® # S5094392

3 Beds, 2 Baths, 1,220 Sf

Thacker Trail

$265,000

KISSIMMEE

MLS® # O6082347

7 Acres

2749 North Poinciana Boulevard 15

$264,990

KISSIMMEE

MLS® # T3520979

3 Beds, 2 Baths, 1,287 Sf

New

2723 Oakwater Drive 2723

$264,900

KISSIMMEE

MLS® # O6203200

2 Beds, 2 Baths, 1,015 Sf

Reduced 1.9%

1110 Najac Lane

$264,900

KISSIMMEE

MLS® # O6184191

3 Beds, 2 Baths, 1,137 Sf

Reduced 1.5%

1081 Park Ridge Circle

$264,900

KISSIMMEE

MLS® # S5093772

3 Beds, 3 Baths, 1,291 Sf

Reduced 2.2%

239 Grifford Drive

$263,900

KISSIMMEE

MLS® # S5098906

3 Beds, 2 Baths, 1,080 Sf

2468 Sweetwater Club Circle 110

$262,000

KISSIMMEE

MLS® # O6190441

3 Beds, 2 Baths, 1,220 Sf

3174 Feltrim Place 201

$260,000

KISSIMMEE

MLS® # O6199609

3 Beds, 2 Baths, 1,269 Sf

1905 Myakka Court

$260,000

KISSIMMEE

MLS® # O6195443

3 Beds, 2 Baths, 1,327 Sf

38 Saint Andrews Court

$260,000

KISSIMMEE

MLS® # S5085801

2 Beds, 2 Baths, 1,198 Sf

Reduced 1.9%

4006 Venetian Bay Drive 104

$259,999

KISSIMMEE

MLS® # S5099963

3 Beds, 2 Baths, 1,296 Sf

Reduced 11.9%

827 Albi Court

$259,900

KISSIMMEE

MLS® # S5098304

3 Beds, 2 Baths, 1,504 Sf

Reduced 3.7%

Lake Avenue

$259,900

KISSIMMEE

MLS® # O6137014

New

2525 Old Kent Circle

$259,000

KISSIMMEE

MLS® # S5104423

3 Beds, 3 Baths, 1,504 Sf

Reduced 3.7%

8828 Dunes Ct 204 Dunes Court 12-204

$259,000

KISSIMMEE

MLS® # O6185978

3 Beds, 2 Baths, 1,331 Sf

Reduced 5.8%

8826 Dunes Court 207

$259,000

KISSIMMEE

MLS® # O6145626

2 Beds, 1 Baths, 901 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.