Buying a House in Kissimmee Florida

INTRO

For most people, Kissimmee, FL is known for it’s more reasonably priced hotels, restaurants and souvenir shops along Highway 192 (also known as Irlo Bronson Memorial Hwy). However, Kissimmee is much more than that, with several beautiful and reasonably priced neighborhoods that are very close to Walt Disney World.

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The Ferris Wheel at Old Town, on the 192 strip of Kissimmee

LOCATION & HISTORY

When I think of the Kissimmee before Disney, I think of agriculture. One thing many visitors don’t know about this city is its country roots: Things like Rodeo Day (No School!) and The Silver Spurs Arena that hosts Kissimmee’s annual rodeo are reminders of its history. Much of southern Osceola County is still very rural, but the closest slice of “Old Florida” close to Disney is Shingle Creek Park. The Paddling Center is a great place to rent kayaks and see alligators up close. It’s located centrally right off 192 near Give Kids the World Village (which you should volunteer at — you won’t regret it.)

Historic Downtown Kissimmee dates back to 1883. While not a tourist destination, it does have a few great restaurants and bars more frequented by locals. The Kissimmee Lakefront is a block from the downtown area and was renovated in 2015. It includes a large, walkable sidewalk with views of Lake Toho, a brand-new floating dock marina, and a mini-amphitheater for outdoor events.

If you’ve ever been to Kissimmee while on vacation to Disney, you’ve probably experienced the newer side of it. The 192 corridor of Kissimmee is dominated by all things Disney, and the surrounding area reflects that. The Kissimmee commute to Walt Disney World is dotted with hotels, themed restaurants, souvenir shops, and a surprisingly high number of mini-golf courses. Hotels are everywhere, and you’ll be hard-pressed not to find an affordable room if family and friends are in town. You’re also 15 minutes away from Disney World, so commuting is a breeze. The Kissimmee 192 corridor also features stores shaped like giant wizards, mermaids, and oranges; you have a 0% chance of not noticing these souvenir shops, I promise!


Map and relative location to theme parks


Homes

Like I said earlier, the first thing I think of when I hear the word Kissimmee is affordability.  It’s one of the most accessible cities for home ownership. Some of my favorite neighborhoods are The Oaks, Cypress Reserve, Weston Reserve, and Indian Point. Expect to find a great home below the Orlando median home price here.

Homes for sale in Kissimmee, FL

If you have questions about moving to Central Florida and would like to speak with a real estate professional, please contact us.

Price Change - 3 weeks ago
$277,000
Condo For Sale
Active
1
BED
1
TOTAL BATH
658
SQFT
4849 W Irlo Bronson Highway #316
Kissimmee, FL 34746
Acreage & Unrec Subdivision
Price Change - 3 weeks ago
$277,000
Condo For Sale
Active
1
BED
1
TOTAL BATH
658
SQFT
4849 W Irlo Bronson Highway #306
Kissimmee, FL 34746
Acreage & Unrec Subdivision
Price Change - 3 weeks ago
$286,000
Condo For Sale
Active
1
BED
1
TOTAL BATH
757
SQFT
4849 W Irlo Bronson Highway #322
Kissimmee, FL 34746
Acreage & Unrec Subdivision
New Listing - 2 weeks online
$304,900
Townhouse For Sale
Active
3
BEDS
3
TOTAL BATHS
1,624
SQFT
1866 Red Canyon Drive
Kissimmee, FL 34744
Kindred Ph 2c1 Subdivision
Price Change - 2 weeks ago
$314,999
Single Family Home For Sale
Active
4
BEDS
2
TOTAL BATHS
1,694
SQFT
1140 Munster Court
Kissimmee, FL 34759
Poinciana Village 05 Neighborhood 01 Subdivision
$339,900
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,565
SQFT
Address Withheld
Kissimmee, FL 34746
 
Price Change - 4 weeks ago
$341,000
Townhouse For Sale
Active
3
BEDS
3
TOTAL BATHS
1,699
SQFT
4519 Cypress Cay Way
Kissimmee, FL 34746
Cypress Cay Subdivision
New Listing - 2 weeks online
$345,000
Townhouse For Sale
Active
3
BEDS
3
TOTAL BATHS
1,797
SQFT
4864 Tribute Trail
Kissimmee, FL 34746
Storey Lake Subdivision
Price Change - 2 weeks ago
$347,335
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,541
SQFT
4475 Casablanca Avenue
Kissimmee, FL 34746
Casa Bella Subdivision
$348,990
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,549
SQFT
2980 Slough Creek Drive
Kissimmee, FL 34744
Creekside Subdivision
$349,900
Single Family Home For Sale
Active
3
BEDS
2
TOTAL BATHS
1,493
SQFT
4600 Via Veneto Court
Kissimmee, FL 34746
Via Roma Subdivision
Price Change - 3 weeks ago
$355,000
Condo For Sale
Active
2
BEDS
2
TOTAL BATHS
952
SQFT
4849 W Irlo Bronson Highway #224
Kissimmee, FL 34746
Acreage & Unrec Subdivision
Price Change - 3 weeks ago
$355,000
Condo For Sale
Active
2
BEDS
2
TOTAL BATHS
952
SQFT
4849 W Irlo Bronson Highway #227
Kissimmee, FL 34746
Acreage & Unrec Subdivision
Price Change - 3 weeks ago
$355,000
Condo For Sale
Active
2
BEDS
2
TOTAL BATHS
952
SQFT
4849 W Irlo Bronson Highway #226
Kissimmee, FL 34746
Acreage & Unrec Subdivision
New Listing - 2 weeks online
$356,650
Single Family Home For Sale
Active
4
BEDS
2
TOTAL BATHS
1,707
SQFT
4516 Casablanca Avenue
Kissimmee, FL 34746
Casabella Subdivision
New Listing - 2 weeks online
$357,650
Single Family Home For Sale
Active
4
BEDS
2
TOTAL BATHS
1,707
SQFT
4524 Casablanca Avenue
Kissimmee, FL 34746
Casabella Subdivision
Price Change - 2 weeks ago
$358,129
Single Family Home For Sale
Active
4
BEDS
2
TOTAL BATHS
1,707
SQFT
4487 Casablanca Avenue
Kissimmee, FL 34746
Casa Bella Subdivision
New Listing - a week online
$360,000
Townhouse For Sale
Active
3
BEDS
3
TOTAL BATHS
1,700
SQFT
2298 Centerra Loop #LOT 906
Kissimmee, FL 34741
Tapestry Subdivision
New Listing - 2 weeks online
$361,335
Single Family Home For Sale
Active
4
BEDS
2
TOTAL BATHS
1,848
SQFT
312 Citrine Loop
Kissimmee, FL 34758
Stepping Stone Preserve Subdivision
$365,500
Condo For Sale
Active
1
BED
1
TOTAL BATH
716
SQFT
7650 W Irlo Bronson Mem Highway #511
Kissimmee, FL 34747
Sternon Fortune Star Condo 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.

2 thoughts on “Buying a House in Kissimmee Florida

  • When we took the train to WDW the first year WDW was open, the train delivered us to the Kissimmee station. To me, WDW was in Kissimmee, not Orlando. I wonder if Kissimmee even has a train station any longer.

    Reply
  • Is there any truth to the rumor that, “Disney will no longer sell annual passes”?

    Reply

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