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

1,718 Properties Found. Page 1 of 36.
Photo of Listing #S5015482

3098 Will Hughey Rd

$10,000,000
Kissimmee
MLS® # S5015482
11 Acres
Photo of Listing #O5886107

00 S Poinciana Blvd

$7,970,000
Kissimmee
MLS® # O5886107
11 Acres
Photo of Listing #O5898603
New

8590 Apache Trl

$5,000,000
Kissimmee
MLS® # O5898603
5 Beds, 9 Baths, 11,138 Sf
Photo of Listing #S4832428
Reduced 4.9%
Kissimmee
MLS® # S4832428
48,962 Sf
Photo of Listing #S4667762
Kissimmee
MLS® # S4667762
37,000 Sf
Photo of Listing #O5897853

Ham Brown Rd

$3,300,000
Kissimmee
MLS® # O5897853
20 Acres
Photo of Listing #O5848406

1515 Simmons Rd

$3,100,000
Kissimmee
MLS® # O5848406
8 Acres
Photo of Listing #G4839644
Reduced 16.7%

Old Tampa Hwy

$2,999,999
Kissimmee
MLS® # G4839644
67 Acres
Photo of Listing #S4857197
Reduced 2.4%

Sand Hill Rd

$2,880,000
Kissimmee
MLS® # S4857197
237 Acres
Photo of Listing #O5771154

1210 Dyer Blvd Blvd

$2,800,000
Kissimmee
MLS® # O5771154
17,400 Sf
Photo of Listing #O5881359

1511 Simmons Rd

$2,700,000
Kissimmee
MLS® # O5881359
Photo of Listing #S5026767

4445 Austin Rd

$2,500,000
Kissimmee
MLS® # S5026767
3 Beds, 2 Baths, 1,560 Sf
Photo of Listing #O5883372

1501 G And H Dr

$2,480,000
Kissimmee
MLS® # O5883372
640 Sf
Photo of Listing #O5883725

1501 G And H Dr

$2,480,000
Kissimmee
MLS® # O5883725
640 Sf
Photo of Listing #S5005297
Reduced 4%
Kissimmee
MLS® # S5005297
14,496 Sf
Photo of Listing #S5036295
Reduced 8%

4441 Anderson Rd

$2,300,000
Kissimmee
MLS® # S5036295
3 Beds, 2 Baths, 1,608 Sf
Photo of Listing #S5031594

4421 Reaves Rd

$2,200,000
Kissimmee
MLS® # S5031594
5 Beds, 6 Baths, 5,044 Sf
Photo of Listing #S4820510

W Vine St

$1,999,999
Kissimmee
MLS® # S4820510
Photo of Listing #S5009637
Reduced 6.4%

952 Jack Calhoun Dr

$1,750,000
Kissimmee
MLS® # S5009637
6,600 Sf
Photo of Listing #S5028716
Reduced 10.3%

1011 W Carroll St

$1,749,000
Kissimmee
MLS® # S5028716
3,546 Sf
Photo of Listing #O5860608
Reduced 15.3%
Kissimmee
MLS® # O5860608
3 Acres
Photo of Listing #O5824323
Kissimmee
MLS® # O5824323
3,426 Sf
Photo of Listing #O5822907

N/A

$1,650,000
Kissimmee
MLS® # O5822907
Photo of Listing #U8029940
Kissimmee
MLS® # U8029940
7 Acres
Photo of Listing #S5028500
Kissimmee
MLS® # S5028500
5 Acres
Photo of Listing #S5026587
Reduced 15.8%
Kissimmee
MLS® # S5026587
875 Sf
Photo of Listing #S5037621
Reduced 1.5%

2713 Formosa Blvd

$1,599,900
Kissimmee
MLS® # S5037621
9 Beds, 10 Baths, 8,198 Sf
Photo of Listing #S5040434

2982 Michigan Ave

$1,500,000
Kissimmee
MLS® # S5040434
6,373 Sf
Photo of Listing #R4903129

323 W Oak St

$1,500,000
Kissimmee
MLS® # R4903129
2,691 Sf
Photo of Listing #R4903055

1115 N Central Ave

$1,500,000
Kissimmee
MLS® # R4903055
2,592 Sf
Photo of Listing #O5790804
Kissimmee
MLS® # O5790804
8 Acres
Photo of Listing #S4856294

Granada Blvd

$1,500,000
Kissimmee
MLS® # S4856294
6 Acres
Photo of Listing #OM551661

Siesta Lago Dr

$1,495,000
Kissimmee
MLS® # OM551661
6 Acres
Photo of Listing #S5024681
Reduced 10.2%

7937 Sea Pearl Cir

$1,414,840
Kissimmee
MLS® # S5024681
7 Beds, 9 Baths, 9,128 Sf
Photo of Listing #S5031410
Kissimmee
MLS® # S5031410
3 Acres
Photo of Listing #O5700001
Reduced 9.7%
Kissimmee
MLS® # O5700001
8 Acres
Photo of Listing #S5028974

7958 Sea Pearl Cir

$1,200,000
Kissimmee
MLS® # S5028974
8 Beds, 8 Baths, 6,328 Sf
Photo of Listing #R4903618
Kissimmee
MLS® # R4903618
3,556 Sf
Photo of Listing #S5024669
Reduced 8.4%

7985 Sea Pearl Cir

$1,186,050
Kissimmee
MLS® # S5024669
7 Beds, 9 Baths, 7,907 Sf
Photo of Listing #O5862664
Reduced 3.3%

3080 Parrot Head Pl

$1,160,000
Kissimmee
MLS® # O5862664
8 Beds, 11 Baths, 4,518 Sf
Photo of Listing #S4853056
Kissimmee
MLS® # S4853056
4 Acres
Photo of Listing #O5889316

307 Broadway

$1,100,000
Kissimmee
MLS® # O5889316
8,180 Sf
Photo of Listing #S5023051

2613 Yountville Ave

$1,100,000
Kissimmee
MLS® # S5023051
14 Beds, 11 Baths, 6,255 Sf
Photo of Listing #S5038113
Reduced 7.9%

535 Muirfield Loop

$1,050,000
Kissimmee
MLS® # S5038113
5 Beds, 6 Baths, 4,896 Sf
Photo of Listing #O5818359

8081 Surf St

$1,029,700
Kissimmee
MLS® # O5818359
7 Beds, 7 Baths, 4,218 Sf
Photo of Listing #S5037966

2904 Lake Vista Dr

$1,000,000
Kissimmee
MLS® # S5037966
5 Acres
Photo of Listing #W7817766
Kissimmee
MLS® # W7817766
5 Beds, 4 Baths, 4,141 Sf
Photo of Listing #S5026361

4055 Reaves Rd

$970,000
Kissimmee
MLS® # S5026361
5 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 October 20th, 2020 at 7:45am EDT.