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Kissimmee Florida

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

1,750 Properties Found. Page 1 of 37.
Photo of Listing #S5071918

2211 West Vine Street

$14,500,000
KISSIMMEE
MLS® # S5071918
144,332 Sf
Photo of Listing #O6058321
KISSIMMEE
MLS® # O6058321
4,400 Sf
Photo of Listing #P4922879

222 Pawnee Trail

$5,900,000
KISSIMMEE
MLS® # P4922879
3 Beds, 5 Baths, 6,559 Sf
Photo of Listing #S5073705

1099 Suhls Lane

$5,900,000
KISSIMMEE
MLS® # S5073705
Photo of Listing #S5069652

N/A

$5,400,000
KISSIMMEE
MLS® # S5069652
17,728 Sf
Photo of Listing #O6073505

3070 Gus Road

$5,000,000
KISSIMMEE
MLS® # O6073505
20 Acres
Photo of Listing #O6049594
KISSIMMEE
MLS® # O6049594
10,800 Sf
Photo of Listing #S4820510

West Vine Street

$4,900,000
KISSIMMEE
MLS® # S4820510
Photo of Listing #R4905868

South Goodman Road

$4,800,000
KISSIMMEE
MLS® # R4905868
17 Acres
Photo of Listing #O6054839
KISSIMMEE
MLS® # O6054839
9 Acres
Photo of Listing #O6038617

4441 Anderson Road

$3,800,000
KISSIMMEE
MLS® # O6038617
12 Acres
Photo of Listing #O6015144

2481 Ham Brown Road

$3,500,000
KISSIMMEE
MLS® # O6015144
3 Beds, 2 Baths, 2,800 Sf
Photo of Listing #O6015156

2481 Ham Brown Road

$3,500,000
KISSIMMEE
MLS® # O6015156
16 Acres
Photo of Listing #S5069662
KISSIMMEE
MLS® # S5069662
15,044 Sf
Photo of Listing #S5068866
Reduced 5.7%
KISSIMMEE
MLS® # S5068866
10 Acres
Photo of Listing #O6041484

1010 Suhls Lane

$3,250,000
KISSIMMEE
MLS® # O6041484
7 Acres
Photo of Listing #O6066876
KISSIMMEE
MLS® # O6066876
8 Beds, 10 Baths, 5,590 Sf
Photo of Listing #R4906147

Old Vineland Road

$3,200,000
KISSIMMEE
MLS® # R4906147
14 Acres
Photo of Listing #U8147259
KISSIMMEE
MLS® # U8147259
8 Acres
Photo of Listing #O6073331
KISSIMMEE
MLS® # O6073331
5 Acres
Photo of Listing #O5978209
Reduced 61.8%
KISSIMMEE
MLS® # O5978209
15,000 Sf
Photo of Listing #R4904813

1511 Simmons Road

$2,990,000
KISSIMMEE
MLS® # R4904813
1,387 Sf
Photo of Listing #S5055608
KISSIMMEE
MLS® # S5055608
3 Acres
Photo of Listing #O5942296
KISSIMMEE
MLS® # O5942296
3 Acres
Photo of Listing #S5072743
KISSIMMEE
MLS® # S5072743
7 Acres
Photo of Listing #S5065177
Reduced 7.4%
KISSIMMEE
MLS® # S5065177
Photo of Listing #O5979926

4445 Austin Road

$2,500,000
KISSIMMEE
MLS® # O5979926
8 Acres
Photo of Listing #S5071094

510 Golfpark Drive

$2,400,000
KISSIMMEE
MLS® # S5071094
6 Beds, 6 Baths, 5,547 Sf
Photo of Listing #S5073570

8165 Surf Street

$2,275,000
KISSIMMEE
MLS® # S5073570
8 Beds, 9 Baths, 4,672 Sf
Photo of Listing #O6071066

8073 Surf Street

$2,200,000
KISSIMMEE
MLS® # O6071066
8 Beds, 11 Baths, 4,582 Sf
Photo of Listing #S5074255

1020 Dyer Boulevard

$2,200,000
KISSIMMEE
MLS® # S5074255
2 Acres
Photo of Listing #S5031594

4421 Reaves Road

$2,200,000
KISSIMMEE
MLS® # S5031594
5 Beds, 6 Baths, 5,044 Sf
Photo of Listing #S5075053
KISSIMMEE
MLS® # S5075053
5 Acres
Photo of Listing #S5075102
KISSIMMEE
MLS® # S5075102
8 Beds, 8 Baths, 6,072 Sf
Photo of Listing #S5073546

2125 Cattle Drive

$2,000,000
KISSIMMEE
MLS® # S5073546
9 Acres
Photo of Listing #S5072279

1830 Kings Highway

$1,800,000
KISSIMMEE
MLS® # S5072279
9 Beds, 8 Baths, 12,460 Sf
Photo of Listing #O6046954
Reduced 4%

8025 Surf Street

$1,795,000
KISSIMMEE
MLS® # O6046954
7 Beds, 7 Baths, 4,212 Sf
Photo of Listing #O6046251
Reduced 2.8%

8101 Surf Street

$1,738,888
KISSIMMEE
MLS® # O6046251
7 Beds, 7 Baths, 4,212 Sf
Photo of Listing #S5076241
KISSIMMEE
MLS® # S5076241
Photo of Listing #S5075698
KISSIMMEE
MLS® # S5075698
14 Beds, 11 Baths, 6,404 Sf
Photo of Listing #S5073925
KISSIMMEE
MLS® # S5073925
11 Beds, 13 Baths, 5,496 Sf
Photo of Listing #O6071591

310 Falls Drive

$1,500,000
KISSIMMEE
MLS® # O6071591
12 Beds, 13 Baths, 6,351 Sf
Photo of Listing #S5073167
KISSIMMEE
MLS® # S5073167
5 Beds, 4 Baths, 4,852 Sf
Photo of Listing #O6051978
KISSIMMEE
MLS® # O6051978
8 Beds, 5 Baths, 4,289 Sf
Photo of Listing #O6041024
KISSIMMEE
MLS® # O6041024
10 Beds, 8 Baths, 6,602 Sf
Photo of Listing #S5070192
KISSIMMEE
MLS® # S5070192
2,576 Sf
Photo of Listing #S5070183
KISSIMMEE
MLS® # S5070183
2,576 Sf
Photo of Listing #O6017163

50 Lakeview Drive

$1,500,000
KISSIMMEE
MLS® # O6017163
2 Acres

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.

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.

Listing information last updated on December 1st, 2022 at 10:18pm EST.