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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

Kissimmee Homes for Sale - Page #2

2,251 Properties Found. Page 2 of 47.
Photo of Listing #S5098141
KISSIMMEE
MLS® # S5098141
5 Beds, 4 Baths, 3,685 Sf
Photo of Listing #O6187856
Reduced 6.9%

222 Pawnee Trail

$1,769,000
KISSIMMEE
MLS® # O6187856
3 Beds, 5 Baths, 6,559 Sf
Photo of Listing #O6184685

7661 Fairfax Drive

$1,745,000
KISSIMMEE
MLS® # O6184685
12 Beds, 13 Baths, 6,351 Sf
Photo of Listing #O6134483
Reduced 0.3%
KISSIMMEE
MLS® # O6134483
4 Beds, 5 Baths, 4,195 Sf
Photo of Listing #S5084610
Reduced 6.8%

414 Church Street

$1,700,000
KISSIMMEE
MLS® # S5084610
Photo of Listing #S5083443
Reduced 6.8%

414 Church St

$1,700,000
KISSIMMEE
MLS® # S5083443
9 Beds, 9 Baths, 4,400 Sf
Photo of Listing #S5097406
KISSIMMEE
MLS® # S5097406
3,473 Sf
Photo of Listing #S5086571

2409 Shanti Drive

$1,700,000
KISSIMMEE
MLS® # S5086571
15 Beds, 17 Baths, 6,249 Sf
Photo of Listing #S5075102
Reduced 5.6%
KISSIMMEE
MLS® # S5075102
8 Beds, 8 Baths, 6,072 Sf
Photo of Listing #O6090786
Reduced 5.6%

1429 Smith Street

$1,699,000
KISSIMMEE
MLS® # O6090786
7,020 Sf
Photo of Listing #O6164922

8085 Surf Street

$1,695,000
KISSIMMEE
MLS® # O6164922
6 Beds, 6 Baths, 3,563 Sf
Photo of Listing #S5076241
KISSIMMEE
MLS® # S5076241
Photo of Listing #O6118616
Reduced 21.1%
KISSIMMEE
MLS® # O6118616
4 Acres
Photo of Listing #S4856294

Granada Boulevard

$1,500,000
KISSIMMEE
MLS® # S4856294
6 Acres
Photo of Listing #O6183803

7713 Graben Street

$1,495,000
KISSIMMEE
MLS® # O6183803
11 Beds, 13 Baths, 5,496 Sf
Photo of Listing #O6172518
KISSIMMEE
MLS® # O6172518
15 Beds, 17 Baths, 6,374 Sf
Photo of Listing #O6166758
KISSIMMEE
MLS® # O6166758
15 Beds, 17 Baths, 6,374 Sf
Photo of Listing #O6168557
KISSIMMEE
MLS® # O6168557
5 Beds, 4 Baths, 5,041 Sf
Photo of Listing #S5100492
KISSIMMEE
MLS® # S5100492
1,641 Sf
Photo of Listing #S5101779
New

2394 Rama Drive

$1,386,000
KISSIMMEE
MLS® # S5101779
12 Beds, 12 Baths, 4,831 Sf
Photo of Listing #S5093302

4108 Foxtail Court

$1,375,000
KISSIMMEE
MLS® # S5093302
4 Beds, 4 Baths, 6,189 Sf
Photo of Listing #O6178382
Reduced 18.8%
KISSIMMEE
MLS® # O6178382
3 Acres
Photo of Listing #O6131665
Reduced 13.3%

312 Auburn Avenue

$1,300,000
KISSIMMEE
MLS® # O6131665
9 Beds, 9 Baths, 5,030 Sf
Photo of Listing #O6142380
KISSIMMEE
MLS® # O6142380
8 Beds, 5 Baths, 4,305 Sf
Photo of Listing #O6177102
Reduced 1.6%

111 Lasso Drive

$1,270,000
KISSIMMEE
MLS® # O6177102
8 Beds, 9 Baths, 4,542 Sf
Photo of Listing #S5100787

820 Windlass Court

$1,250,000
KISSIMMEE
MLS® # S5100787
5 Beds, 6 Baths, 5,428 Sf
Photo of Listing #O6176141

North Bass Road

$1,250,000
KISSIMMEE
MLS® # O6176141
8 Acres
Photo of Listing #S5093215
Reduced 3.1%

7658 Fairfax Dr

$1,249,999
KISSIMMEE
MLS® # S5093215
11 Beds, 13 Baths, 5,496 Sf
Photo of Listing #O6138059
Reduced 0.4%

8480 Fox Trail

$1,245,000
KISSIMMEE
MLS® # O6138059
5 Beds, 5 Baths, 2,856 Sf
Photo of Listing #O6118069
Reduced 4.6%

2458 Rama Drive

$1,240,000
KISSIMMEE
MLS® # O6118069
12 Beds, 12 Baths, 4,831 Sf
Photo of Listing #O6182746
KISSIMMEE
MLS® # O6182746
9 Beds, 7 Baths, 4,363 Sf
Photo of Listing #S5098592
Reduced 14.2%
KISSIMMEE
MLS® # S5098592
3,000 Sf
Photo of Listing #O6149067
KISSIMMEE
MLS® # O6149067
8 Beds, 5 Baths, 4,289 Sf
Photo of Listing #S5089426
KISSIMMEE
MLS® # S5089426
5 Beds, 5 Baths, 5,535 Sf
Photo of Listing #O6125282
Reduced 8.4%
KISSIMMEE
MLS® # O6125282
11 Beds, 13 Baths, 5,436 Sf
Photo of Listing #S5090881
Reduced 6.3%

7603 Mackinaw Lane

$1,199,800
KISSIMMEE
MLS® # S5090881
11 Beds, 13 Baths, 5,496 Sf
Photo of Listing #O6159732
Reduced 0.8%
KISSIMMEE
MLS® # O6159732
8 Beds, 7 Baths, 4,363 Sf
Photo of Listing #O6116220
Reduced 2.5%
KISSIMMEE
MLS® # O6116220
11 Beds, 13 Baths, 5,496 Sf
Photo of Listing #S5099754

4151 Oberry Road

$1,150,000
KISSIMMEE
MLS® # S5099754
5 Beds, 6 Baths, 6,037 Sf
Photo of Listing #T3495997
KISSIMMEE
MLS® # T3495997
9 Beds, 5 Baths, 3,994 Sf
Photo of Listing #S5094485
KISSIMMEE
MLS® # S5094485
9 Beds, 9 Baths, 4,630 Sf
Photo of Listing #S5098246

520 Burma Street

$1,111,111
KISSIMMEE
MLS® # S5098246
9 Beds, 9 Baths, 4,630 Sf
Photo of Listing #O6099584
Reduced 3.5%

8321 Happy Trail

$1,110,000
KISSIMMEE
MLS® # O6099584
4 Beds, 4 Baths, 3,495 Sf
Photo of Listing #O6173193

301 Falls Drive

$1,100,000
KISSIMMEE
MLS® # O6173193
9 Beds, 9 Baths, 4,630 Sf
Photo of Listing #O6031550

7708 Fairfax Drive

$1,100,000
KISSIMMEE
MLS® # O6031550
8 Beds, 9 Baths, 4,630 Sf
Photo of Listing #O6143392
Reduced 2.5%

8037 Surf Street

$1,097,000
KISSIMMEE
MLS® # O6143392
5 Beds, 7 Baths, 2,632 Sf
Photo of Listing #O6171986
Reduced 2.8%

2932 Penelope Loop

$1,059,000
KISSIMMEE
MLS® # O6171986
8 Beds, 5 Baths, 4,289 Sf
Photo of Listing #S5096021
KISSIMMEE
MLS® # S5096021
4 Beds, 5 Baths, 3,591 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 March 28th, 2024 at 5:49am EDT.