For most people, Kissimmee, FL is known for its more reasonably priced hotels, restaurants, and souvenir shops. It sits along Highway 192 (Irlo Bronson Memorial Hwy). However, this area is much more than that. Maybe you are looking for something near Disney World for a more reasonable price. Kissimmee might be the place to look. Kissimmee is one of the most accessible cities for homeownership in Orlando. My favorite neighborhoods are The Oaks, Cypress Reserve, Weston Reserve, and Indian Point. Expect to find a home below the Orlando median home price here.

On average, Kissimmee is 12 miles from Walt Disney World. It is 14 miles from Orlando International Airport. And it is 18 miles from Universal Orlando.

If there’s a specific Kissimmee property below you are interested in, you can select the ASK link. This is available when viewing an individual listing. Or you can click the Contact Us icon below to speak with one of our Realtors! If you have questions about moving to Central Florida and would like to talk with a real estate professional, please contact us.

New Listing - 3 days online
$304,900
Single Family Home For Sale
Active
3
BEDS
1
TOTAL BATH
1,672
SQFT
103 Grady Polk Road
Winter Haven, FL 33880
00000 Subdivision
$265,000
Land For Sale
Active
28.56
ACRES
POLK
COUNTY
Lake Millsite Rd
Winter Haven, FL 33880
 
$295,000
Land For Sale
Active
0.26
ACRES
POLK
COUNTY
3130 Spirit Lake Road
Winter Haven, FL 33880
Spirit Lake Sub Subdivision
$335,000
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,629
SQFT
4337 Shadow Wood Way
Winter Haven, FL 33880
Shadow Wood Subdivision
Price Change - 2 weeks ago
$269,900
Single Family Home For Sale
Active
2
BEDS
1
TOTAL BATH
1,306
SQFT
2024 Spirit Lake Road
Winter Haven, FL 33880
Spirit Lake Sub Subdivision
$350,000
Land For Sale
Active
3.87
ACRES
POLK
COUNTY
Bradbury Road
Winter Haven, FL 33880
Eagle Beach Or Hamptons Sub Subdivision
New Listing - 2 weeks online
$275,000
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,110
SQFT
309 Arrowroot Road
Eagle Lake, FL 33839
Mcleod Gardens Ph 03 Subdivision
New Listing - 7 hours online
$259,900
Single Family Home For Sale
Active
4
BEDS
2
TOTAL BATHS
1,643
SQFT
194 Lake Thomas Drive
Winter Haven, FL 33880
Lake Thomas Woods Eighth Add Subdivision
New Listing - yesterday
$337,990
Single Family Home For Sale
Active
4
BEDS
2
TOTAL BATHS
1,850
SQFT
1645 Seth Drive
Winter Haven, FL 33880
Pinnacle Point Subdivision
New Listing - yesterday
$339,990
Single Family Home For Sale
Active
4
BEDS
2
TOTAL BATHS
1,850
SQFT
1706 Durden Drive
Winter Haven, FL 33880
Pinnacle Point Subdivision
New Listing - 4 days online
$254,900
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,764
SQFT
175 Palm Drive
Winter Haven, FL 33880
Lake Shipp Heights Subdivision
New Listing - yesterday
$334,990
Single Family Home For Sale
Active
4
BEDS
2
TOTAL BATHS
1,850
SQFT
1439 Axel Circle
Winter Haven, FL 33880
Pinnacle Point Subdivision
New Listing - 3 weeks online
$349,900
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,800
SQFT
1506 Lake Thomas Loop
Winter Haven, FL 33880
Lake Thomas Woods Subdivision
Price Change - 2 weeks ago
$230,000
Land For Sale
Active
0.44
ACRES
POLK
COUNTY
2631 Gerties Road
Bartow, FL 33830
Gordonville Subdivision
New Listing - 3 days online
$285,000
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,685
SQFT
901 Kerry Boulevard
Winter Haven, FL 33880
Emerald Estates Subdivision
Price Change - 4 weeks ago
$260,000
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,432
SQFT
959 Sunrise Court
Winter Haven, FL 33880
Whisper Lake 02 Subdivision
New Listing - 6 days online
$235,000
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,270
SQFT
127 Coleman Road
Winter Haven, FL 33880
Jan Phyl Village Subdivision
Price Change - 3 weeks ago
$280,000
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,296
SQFT
1306 15th Street SW
Winter Haven, FL 33880
Tranquility Park Second Replat Subdivision
$268,000
Single Family Home For Sale
Active
5
BEDS
2
TOTAL BATHS
1,630
SQFT
255 35th Street NW
Winter Haven, FL 33880
Brysons R H Sub Subdivision
$340,000
Single Family Home For Sale
Active
4
BEDS
3
TOTAL BATHS
2,594
SQFT
2201 S Avenue B SW
Winter Haven, FL 33880
Lathers Grove Sub Subdivision

Pete Werner

I'm an Orlando local and owner of The DIS (wdwinfo.com), DVCfan.com, DCLfan.com, and host of the DIS Unplugged podcast.

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