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

810 Properties Found. Page 1 of 17.
Photo of Listing #O5978209
KISSIMMEE
MLS® # O5978209
44,820 Sf
Photo of Listing #O5976274
KISSIMMEE
MLS® # O5976274
10 Beds, 12 Baths, 11,802 Sf
Photo of Listing #P4914773

Goodman

$4,500,000
KISSIMMEE
MLS® # P4914773
68 Acres
Photo of Listing #S4667762
KISSIMMEE
MLS® # S4667762
37,000 Sf
Photo of Listing #S5050541

2963 Old Dixie Hyw

$3,800,000
KISSIMMEE
MLS® # S5050541
Photo of Listing #O5952941
KISSIMMEE
MLS® # O5952941
6 Beds, 8 Baths, 8,299 Sf
Photo of Listing #R4904813

1511 Simmons Road

$2,990,000
KISSIMMEE
MLS® # R4904813
1,387 Sf
Photo of Listing #O5918414
KISSIMMEE
MLS® # O5918414
3 Acres
Photo of Listing #O5854329

1714 Louis Drive

$2,775,000
KISSIMMEE
MLS® # O5854329
8 Acres
Photo of Listing #O5979928
New

4445 Austin Road

$2,500,000
KISSIMMEE
MLS® # O5979928
3 Beds, 2 Baths, 2,624 Sf
Photo of Listing #O5979926
New

4445 Austin Road

$2,500,000
KISSIMMEE
MLS® # O5979926
8 Acres
Photo of Listing #O5970141
Reduced 58.3%

1000 Mann Street

$2,500,000
KISSIMMEE
MLS® # O5970141
17,563 Sf
Photo of Listing #O5966089

2960 Frontier Drive

$2,400,000
KISSIMMEE
MLS® # O5966089
5 Beds, 5 Baths, 5,464 Sf
Photo of Listing #S5031594

4421 Reaves Road

$2,200,000
KISSIMMEE
MLS® # S5031594
5 Beds, 6 Baths, 5,044 Sf
Photo of Listing #O5942296
KISSIMMEE
MLS® # O5942296
3 Acres
Photo of Listing #O5970269
Reduced 2.3%
KISSIMMEE
MLS® # O5970269
7 Beds, 10 Baths, 5,944 Sf
Photo of Listing #O5978159
KISSIMMEE
MLS® # O5978159
Photo of Listing #S5057359

N John Young Pkwy

$2,000,000
KISSIMMEE
MLS® # S5057359
5 Acres
Photo of Listing #S4820510

West Vine Street

$1,999,999
KISSIMMEE
MLS® # S4820510
Photo of Listing #S5055608
Reduced 13.5%
KISSIMMEE
MLS® # S5055608
3 Acres
Photo of Listing #O5912022

Simpson Road

$1,950,000
KISSIMMEE
MLS® # O5912022
3 Acres
Photo of Listing #P4913748

Twilight Trail

$1,600,000
KISSIMMEE
MLS® # P4913748
10 Acres
Photo of Listing #S5056408
KISSIMMEE
MLS® # S5056408
6,450 Sf
Photo of Listing #S4856294

Granada Boulevard

$1,500,000
KISSIMMEE
MLS® # S4856294
6 Acres
Photo of Listing #O5971870

8109 Surf Street

$1,495,000
KISSIMMEE
MLS® # O5971870
8 Beds, 11 Baths, 4,090 Sf
Photo of Listing #O5979851
New
KISSIMMEE
MLS® # O5979851
6 Beds, 7 Baths, 4,345 Sf
Photo of Listing #S5057806
New

1800 Palmetto Drive

$1,450,000
KISSIMMEE
MLS® # S5057806
3,970 Sf
Photo of Listing #O5974427

7704 Westland Drive

$1,300,000
KISSIMMEE
MLS® # O5974427
10 Beds, 9 Baths, 5,138 Sf
Photo of Listing #S5053560
KISSIMMEE
MLS® # S5053560
3 Acres
Photo of Listing #O5971716
Reduced 4.6%
KISSIMMEE
MLS® # O5971716
13 Beds, 13 Baths, 6,351 Sf
Photo of Listing #S5056509

271 Falls Drive

$1,200,000
KISSIMMEE
MLS® # S5056509
11 Beds, 13 Baths, 5,496 Sf
Photo of Listing #S5051861
KISSIMMEE
MLS® # S5051861
5 Acres
Photo of Listing #S5049407

820 Emmett Street

$1,200,000
KISSIMMEE
MLS® # S5049407
5,135 Sf
Photo of Listing #O5558119
KISSIMMEE
MLS® # O5558119
2 Acres
Photo of Listing #O5978243
New
KISSIMMEE
MLS® # O5978243
5 Beds, 6 Baths, 5,409 Sf
Photo of Listing #O5949358

N/A

$1,170,000
KISSIMMEE
MLS® # O5949358
10,062 Sf
Photo of Listing #W7817766
KISSIMMEE
MLS® # W7817766
5 Beds, 4 Baths, 4,141 Sf
Photo of Listing #S4853056
KISSIMMEE
MLS® # S4853056
4 Acres
Photo of Listing #O5976390
KISSIMMEE
MLS® # O5976390
5 Beds, 7 Baths, 4,966 Sf
Photo of Listing #S5056231

1694 Bryant Street

$1,100,000
KISSIMMEE
MLS® # S5056231
3 Acres
Photo of Listing #S5026587
KISSIMMEE
MLS® # S5026587
875 Sf
Photo of Listing #S5055071
KISSIMMEE
MLS® # S5055071
5 Beds, 6 Baths, 7,844 Sf
Photo of Listing #V4921213
Reduced 16.8%
KISSIMMEE
MLS® # V4921213
14 Acres
Photo of Listing #O5970253
KISSIMMEE
MLS® # O5970253
8 Beds, 8 Baths, 4,733 Sf
Photo of Listing #S5055533
KISSIMMEE
MLS® # S5055533
3 Beds, 3 Baths, 3,129 Sf
Photo of Listing #P4913741

Twilight Trail

$980,000
KISSIMMEE
MLS® # P4913741
5 Acres
Photo of Listing #O5975977
KISSIMMEE
MLS® # O5975977
4,250 Sf
Photo of Listing #S5057436
New

3620 Reaves Road

$975,000
KISSIMMEE
MLS® # S5057436
4 Beds, 2 Baths, 3,296 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 October 19th, 2021 at 11:39am EDT.