Kissimmee, FL 34744 Homes For Sale
472 listings. Live MLS data, refreshed nightly. Kissimmee market overview
34744
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Listings
$408,888
1575 BARBERRY DR
KISSIMMEE, 34744
4 bd·2 ba·1,846 sqft
20 days on market
Listed by Victor Jordan, DEMAYA REALTY
$170,000
1055 UNIVERSAL REST PL
KISSIMMEE, 34744
3 bd·2 ba·1,728 sqft
61 days on market
Listed by LA ROSA REALTY LLC
$375,000
1796 TOHOQUA BLVD
KISSIMMEE, 34744
3 bd·2.5 ba·1,755 sqft
125 days on market
Listed by Antonio Velazquez, BP REALTY
$449,900
2907 SUMMER GREEN TRL
KISSIMMEE, 34744
4 bd·3 ba·2,344 sqft
60 days on market
Listed by Gina Carranza, LPT REALTY, LLC
$359,000
2345 SOUTHBURY
KISSIMMEE, 34744
3 bd·2.5 ba·1,553 sqft
117 days on market
Listed by AROD PARTNERS REALTY
$325,000
1973 SPRING SHOWER CIR
KISSIMMEE, 34744
3 bd·2 ba·1,701 sqft
130 days on market
Listed by ARod Rodriguez-Aponte, MARK SPAIN REAL ESTATE
$424,990
1687 PARK SIDE AVE
KISSIMMEE, 34744
4 bd·2 ba·1,846 sqft
111 days on market
Listed by Lisbeth Diaz De Rico, COLDWELL BANKER REALTY
$415,000
1868 HOWARD MESA DR
KISSIMMEE, 34744
4 bd·2 ba·1,665 sqft
116 days on market
New construction
Listed by Stephen Cline, DR HORTON REALTY OF CENTRAL FLORIDA LLC
$409,997
1834 HOWARD MESA DR
KISSIMMEE, 34744
4 bd·2 ba·1,665 sqft
126 days on market
Listed by Stephen Cline, DR HORTON REALTY OF CENTRAL FLORIDA LLC
$75,000
1359 E OSCEOLA PKWY
KISSIMMEE, 34744
46 days on market
Listed by Lina Torres, BROKER HUB REALTY GROUP LLC
$399,900
2713 BARNSLEY LN
KISSIMMEE, 34744
4 bd·3 ba·1,993 sqft
127 days on market
Listed by Lorena Moscoso, SIGNATURE INTERNATIONAL REAL E
$398,950
1850 CHAUCER WAY
KISSIMMEE, 34744
4 bd·2 ba·1,828 sqft
30 days on market
New
$365,000
2563 RELAXING LN
KISSIMMEE, 34744
3 bd·2.5 ba·1,755 sqft
1 day on market
Listed by Raju Abraham, PA, CHARLES RUTENBERG REALTY ORLANDO
$595,000
202 WOODSON CT
KISSIMMEE, 34744
5 bd·3.5 ba·3,744 sqft
79 days on market
Listed by Juan Jose JR Sanchez, PA, KELLER WILLIAMS REALTY AT THE LAKES
New
$379,000
1819 WILD RYE WAY
KISSIMMEE, 34744
3 bd·2 ba·1,504 sqft
1 day on market
Listed by Karina Labarca, CHARLES RUTENBERG REALTY ORLANDO
$352,000
1959 CACUTTA WAY
KISSIMMEE, 34744
4 bd·2 ba·1,846 sqft
71 days on market
Listed by NAIM REAL ESTATE LLC
$445,000
2948 CREST DR
KISSIMMEE, 34744
4 bd·2.5 ba·1,923 sqft
83 days on market
Listed by Steven Alvarez, EXP REALTY LLC
$415,999
2705 WILLOW GLEN CIR
KISSIMMEE, 34744
4 bd·3 ba·1,679 sqft
127 days on market
Pool
Listed by Yindy Reyes, EMPIRE NETWORK REALTY
$430,000
1660 CROSS PRAIRIE PKWY
KISSIMMEE, 34744
3 bd·2.5 ba·1,802 sqft
83 days on market
Listed by Maritza Lopez, INTERNATIONAL EXECUTIVE REALTY
$534,999
1577 STARFISH ST
KISSIMMEE, 34744
3 bd·2 ba·1,733 sqft
90 days on market
Listed by Jonah Mas, LPT REALTY, LLC
$524,000
4461 INDIGO SKY LN
KISSIMMEE, 34744
3 bd·2 ba·1,941 sqft
90 days on market
Pool
Listed by Cariann Vazquez, FN REALTY GROUP LLC
$394,990
2609 MILL RUN BLVD
KISSIMMEE, 34744
3 bd·2 ba·1,280 sqft
90 days on market
Pool
Listed by Hector Colon, LA ROSA REALTY KISSIMMEE
$850,000
2875 SHARP RD
KISSIMMEE, 34744
3 days on market
Listed by Sue Vasquez, FLORIDA REALTY RESULTS LLC
$525,000
3014 SERA BELLA WAY
KISSIMMEE, 34744
4 bd·2.5 ba·2,529 sqft
105 days on market
Listed by AGENT TRUST REALTY CORPORATION
Listing data provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last sample-row update: July 6, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.