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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

1,451 Properties Found. Page 1 of 31.
Photo of Listing #S5085102
KISSIMMEE
MLS® # S5085102
41 Acres
Photo of Listing #S5085096
KISSIMMEE
MLS® # S5085096
29 Acres
Photo of Listing #O6093939
Reduced 29.2%

2231 Fortune Road

$8,500,000
KISSIMMEE
MLS® # O6093939
10,250 Sf
Photo of Listing #O6094830
KISSIMMEE
MLS® # O6094830
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 #L4934618

Twilight Trail

$5,500,000
KISSIMMEE
MLS® # L4934618
10 Acres
Photo of Listing #O6018108
Reduced 9.5%
KISSIMMEE
MLS® # O6018108
8 Beds, 12 Baths, 9,558 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 #S5069662
KISSIMMEE
MLS® # S5069662
15,044 Sf
Photo of Listing #O6041484

1010 Suhls Lane

$3,250,000
KISSIMMEE
MLS® # O6041484
7 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 #O5942296
KISSIMMEE
MLS® # O5942296
3 Acres
Photo of Listing #O6090732
KISSIMMEE
MLS® # O6090732
8 Beds, 10 Baths, 5,896 Sf
Photo of Listing #R4906147
Reduced 9.4%

Old Vineland Road

$2,900,000
KISSIMMEE
MLS® # R4906147
14 Acres
Photo of Listing #O6066876
Reduced 2.4%
KISSIMMEE
MLS® # O6066876
8 Beds, 10 Baths, 5,590 Sf
Photo of Listing #O6104311
KISSIMMEE
MLS® # O6104311
12,860 Sf
Photo of Listing #O6104903

907 Person Street

$2,500,000
KISSIMMEE
MLS® # O6104903
1,619 Sf
Photo of Listing #O5979926

4445 Austin Road

$2,500,000
KISSIMMEE
MLS® # O5979926
8 Acres
Photo of Listing #S5072743
Reduced 2%
KISSIMMEE
MLS® # S5072743
7 Acres
Photo of Listing #S5055608
Reduced 11.1%
KISSIMMEE
MLS® # S5055608
3 Acres
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 #S5073570
Reduced 4.4%

8165 Surf Street

$2,175,000
KISSIMMEE
MLS® # S5073570
8 Beds, 9 Baths, 4,672 Sf
Photo of Listing #S5083068
KISSIMMEE
MLS® # S5083068
47,000 Sf
Photo of Listing #S5075053
KISSIMMEE
MLS® # S5075053
5 Acres
Photo of Listing #S5073546

2125 Cattle Drive

$2,000,000
KISSIMMEE
MLS® # S5073546
9 Acres
Photo of Listing #S5065177
Reduced 11.3%
KISSIMMEE
MLS® # S5065177
Photo of Listing #O6100191
KISSIMMEE
MLS® # O6100191
10 Beds, 10 Baths, 5,546 Sf
Photo of Listing #S5084610

414 Church Street

$1,900,000
KISSIMMEE
MLS® # S5084610
Photo of Listing #S5083443

414 Church St

$1,900,000
KISSIMMEE
MLS® # S5083443
9 Beds, 9 Baths, 4,400 Sf
Photo of Listing #S5085644
New
KISSIMMEE
MLS® # S5085644
5 Beds, 4 Baths, 3,685 Sf
Photo of Listing #O6085435
KISSIMMEE
MLS® # O6085435
3 Acres
Photo of Listing #O6113358

1300 Garden Street

$1,850,000
KISSIMMEE
MLS® # O6113358
4,000 Sf
Photo of Listing #S5075102
Reduced 7.5%
KISSIMMEE
MLS® # S5075102
8 Beds, 8 Baths, 6,072 Sf
Photo of Listing #O6090786

1429 Smith Street

$1,800,000
KISSIMMEE
MLS® # O6090786
7,020 Sf
Photo of Listing #S5072279

1830 Kings Highway

$1,800,000
KISSIMMEE
MLS® # S5072279
9 Beds, 8 Baths, 12,460 Sf
Photo of Listing #S5076241
KISSIMMEE
MLS® # S5076241
Photo of Listing #S5079436
KISSIMMEE
MLS® # S5079436
6,550 Sf
Photo of Listing #O6114137
New

312 Auburn Avenue

$1,500,000
KISSIMMEE
MLS® # O6114137
9 Beds, 9 Baths, 5,030 Sf
Photo of Listing #R4906943
KISSIMMEE
MLS® # R4906943
2,592 Sf
Photo of Listing #O6101195

2261 Main Sail Cove

$1,500,000
KISSIMMEE
MLS® # O6101195
4 Beds, 5 Baths, 6,258 Sf
Photo of Listing #O6088862

2909 Fable Street

$1,500,000
KISSIMMEE
MLS® # O6088862
8 Beds, 5 Baths, 4,303 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.

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 June 3rd, 2023 at 7:34am EDT.