View 5068 OLD TAMPA HWY 04 Kissimmee, FL MLS# O6415714
  • New Construction
1 of 4
$2,502,500
7,149

Sq.Ft.

5068 OLD TAMPA HWY 04

Kissimmee, FL

View 5034 OLD TAMPA HWY 06 Kissimmee, FL MLS# O6415717
  • New Construction
1 of 4
$1,449,000
4,140

Sq.Ft.

5034 OLD TAMPA HWY 06

Kissimmee, FL

View 5028 OLD TAMPA HWY 07 Kissimmee, FL MLS# O6415718
  • New Construction
1 of 4
$1,867,600
5,336

Sq.Ft.

5028 OLD TAMPA HWY 07

Kissimmee, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 5022 OLD TAMPA HWY 08 Kissimmee, FL MLS# O6415721
  • New Construction
1 of 4
$1,251,250
3,322

Sq.Ft.

5022 OLD TAMPA HWY 08

Kissimmee, FL

View 5016 OLD TAMPA HWY 09 Kissimmee, FL MLS# O6415723
  • New Construction
1 of 4
$1,251,250
3,322

Sq.Ft.

5016 OLD TAMPA HWY 09

Kissimmee, FL

View 5010 OLD TAMPA HWY 10 Kissimmee, FL MLS# O6415725
  • New Construction
1 of 4
$1,867,600
5,336

Sq.Ft.

5010 OLD TAMPA HWY 10

Kissimmee, FL

View 5046 OLD TAMPA HWY 11 Kissimmee, FL MLS# O6415726
  • New Construction
1 of 4
$831,250
2,375

Sq.Ft.

5046 OLD TAMPA HWY 11

Kissimmee, FL

View 5040 OLD TAMPA HWY 12 Kissimmee, FL MLS# O6415727
  • New Construction
1 of 4
$831,250
2,375

Sq.Ft.

5040 OLD TAMPA HWY 12

Kissimmee, FL

View 5058 OLD TAMPA HWY 13 Kissimmee, FL MLS# O6415730
  • New Construction
1 of 4
$831,250
2,375

Sq.Ft.

5058 OLD TAMPA HWY 13

Kissimmee, FL

View 5052 OLD TAMPA HWY 14 Kissimmee, FL MLS# O6415731
  • New Construction
1 of 4
$831,250
2,375

Sq.Ft.

5052 OLD TAMPA HWY 14

Kissimmee, FL

View 5092 OLD TAMPA HWY 01 Kissimmee, FL MLS# O6415644
  • New Construction
1 of 4
$1,456,000
4,181

Sq.Ft.

5092 OLD TAMPA HWY 01

Kissimmee, FL

View 5086 OLD TAMPA HWY 02 Kissimmee, FL MLS# O6415709
  • New Construction
1 of 4
$1,993,600
5,545

Sq.Ft.

5086 OLD TAMPA HWY 02

Kissimmee, FL

View 1400 W OAK STREET C1/D2 Kissimmee, FL MLS# O6415724
$499,000
1,868

Sq.Ft.

1400 W OAK STREET C1/D2

Kissimmee, FL

Courtesy of CAPSTRATA PROPERTY MANAGEMENT LLC
View 109 BROADWAY Kissimmee, FL MLS# S5151060
  • Virtual Tour
1 of 10
$775,000
3,550

Sq.Ft.

109 BROADWAY

Kissimmee, FL

View 705 E OAK STREET B Kissimmee, FL MLS# S5149668
$310,000
1,239

Sq.Ft.

705 E OAK STREET B

Kissimmee, FL

View 1503 N MAIN STREET Kissimmee, FL MLS# S5149686
$569,000
2,760

Sq.Ft.

1503 N MAIN STREET

Kissimmee, FL

View 3250 W VINE STREET Kissimmee, FL MLS# S5149353
$1,750,000
2,460

Sq.Ft.

3250 W VINE STREET

Kissimmee, FL

View 820 N MAIN STREET Kissimmee, FL MLS# S5149301
  • Virtual Tour
1 of 27
$520,000
1,530

Sq.Ft.

820 N MAIN STREET

Kissimmee, FL

View 1307 E OSCEOLA PARKWAY Kissimmee, FL MLS# S5148980
$350,000
90,934

Sq.Ft.

1307 E OSCEOLA PARKWAY

Kissimmee, FL

View Address not provided Kissimmee, FL MLS# O6403004
$90,000
1,700

Sq.Ft.

Address not provided

Kissimmee, FL

About Kissimmee

Newcomers who want all the world-class amenities of a major metropolitan area but the relaxed pace and feeling of small-town living will enjoy Kissimmee.  Few towns can claim the nearby attractions that residents of Kissimmee enjoy, including leisure activities, recreational facilities, shopping outlets, dinner shows, and internationally famous theme parks.  Even closer to the community are unique attractions ranging from the World of Orchids and Chinatown to the Flying Tigers Warbird Restoration Air Museum.  The Osceola Center for the Arts anchors a strong cultural community.  Outdoor enthusiasts will find riding stables, golf courses, tennis courts, water sports, and crowd-pleasing spectator sports.  The Osceola County Stadium is the spring training home of the Houston Astros baseball team, and hosts summer games for the Astros' minor league team.  Festivals and celebrations brighten every season, highlighted by one of the nation's most famous rodeos.  Residents and visitors alike enjoy strolling through the restored downtown district with its quaint shops and cafes.  A diverse selection of housing ranges from cozy bungalows in the heart of town to magnificent estates or luxurious condominiums in beautiful new developments.

Listings in Kissimmee, FL

3,665

Estimated median home price

$385,000
Kissimmee FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Kissimmee, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Kissimmee, FL.

Homes for Sale by Price in Kissimmee, FL

PriceCount
$0 - 100K117
$100K - 200K177
$200K - 300K709
$300K - 400K1,033
$400K - 500K681
$500K - 600K356
$600K - 700K222
$700K - 800K92
$800K - 900K74
$900K - 1M54
$1M - Max150

Homes for Sale by Type in Kissimmee, FL

Property TypeCount
Single Family2,050
Townhouse818
Condo486
Commercial86
Rental1,032
Lots and Land176
Condo/Town/CoOp0
CoOp0
Multi Family23
Mobile Home23
Farms0

(Data as of 8/28/2026)

Information deemed reliable but not guaranteed.

The data relating to the real estate for sale on this web site comes in part from the Realtor Association of Greater Miami and the Beaches.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective consumers may be interested in purchasing

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. 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.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 8/29/2026.