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3,376 listings in KISSIMMEE
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KISSIMMEE, FL
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Listings
New
$299,995
1200 WAHNETA DR
KISSIMMEE, 34759
3 bd·2 ba·1,445 sqft
1 day on market
New construction
Listed by HOMETRUST REALTY GROUP
Source: Stellar MLS
$299,900
1881 RED CANYON DR
KISSIMMEE, 34744
3 bd·2.5 ba·1,624 sqft
25 days on market
Listed by CHARLES RUTENBERG REALTY ORLANDO
Source: Stellar MLS
$294,900
418 QUARRY ROCK CIR
KISSIMMEE, 34758
3 bd·2 ba·1,510 sqft
35 days on market
Listed by KELLER WILLIAMS DEDICATED PROF
Source: Stellar MLS
New
$290,000
1640 TALON COURT
KISSIMMEE, 34746
3 bd·2 ba·1,617 sqft
1 day on market
Listed by EXP REALTY LLC
Source: Stellar MLS
$290,000
2501 HASSONITE ST
KISSIMMEE, 34744
3 bd·2.5 ba·1,769 sqft
12 days on market
Listed by CASA SOL REALTY LLC
Source: Stellar MLS
$249,950
8705 KNIGHTSBRIDGE CT #C
KISSIMMEE, 34747
3 bd·2 ba·1,381 sqft
29 days on market
Listed by FUTURE HOME REALTY INC
Source: Stellar MLS
$235,000
8516 CRYSTAL COVE LOOP
KISSIMMEE, 34747
3 bd·2.5 ba·1,291 sqft
18 days on market
Listed by REAL BROKER, LLC
Source: Stellar MLS
New
$225,000
2307 BUTTERFLY PALM WAY #302
KISSIMMEE, 34747
2 bd·2 ba·1,022 sqft
1 day on market
Listed by REAL BROKER, LLC
Source: Stellar MLS
$215,000
2478 SWEETWATER CLUB CIR #92
KISSIMMEE, 34746
3 bd·2 ba·1,220 sqft
8 days on market
Listed by COMPASS FLORIDA LLC
Source: Stellar MLS
$197,500
2218 GRAND CAYMAN CT #1335
KISSIMMEE, 34741
2 bd·2 ba·1,026 sqft
32 days on market
Listed by MAKTUB REALTY
Source: Stellar MLS
$1,389,999
1104 CASTLE PINES CT
KISSIMMEE, 34747
6 bd·6.5 ba·3,620 sqft
32 days on market
Pool
Listed by REAL BROKER, LLC
Source: Stellar MLS
New
$1,200,000
7713 GRABEN ST
KISSIMMEE, 34747
11 bd·11.5 ba·5,496 sqft
1 day on market
Pool
Listed by HOME BY HICKS & CO
Source: Stellar MLS
New
$1,100,000
780 GOLDEN BEAR DR
KISSIMMEE, 34747
4 bd·4 ba·3,678 sqft
1 day on market
Pool
Listed by REAL BROKER, LLC
Source: Stellar MLS
New
$1,050,000
7398 GATHERING CT
KISSIMMEE, 34747
4 bd·4.5 ba·3,294 sqft
1 day on market
Pool
Listed by REAL BROKER, LLC
Source: Stellar MLS
New
$670,000
8923 COCONUT BREEZE DR
KISSIMMEE, 34747
7 bd·6.5 ba·3,533 sqft
1 day on market
Pool
Listed by LA ROSA REALTY LLC
Source: Stellar MLS
$580,000
2187 TRIPOLI CT
KISSIMMEE, 34747
8 bd·6 ba·4,041 sqft
30 days on market
Pool
Listed by LA ROSA REALTY LLC
Source: Stellar MLS
New
$568,888
8947 AMELIA DOWNS TRL
KISSIMMEE, 34747
7 bd·4.5 ba·2,998 sqft
1 day on market
Pool
Listed by FLAT FEE MLS REALTY
Source: Stellar MLS
$540,000
1894 CASSIDY KNOLL DR
KISSIMMEE, 34744
5 bd·3.5 ba·2,824 sqft
17 days on market
Listed by AVANTI WAY REALTY LLC
Source: Stellar MLS
$508,985
1884 SOUTHBURY DR
KISSIMMEE, 34744
5 bd·3 ba·2,601 sqft
33 days on market
New construction
Listed by DR HORTON REALTY OF CENTRAL FLORIDA LLC
Source: Stellar MLS
$499,000
2222 N STEWART ST
KISSIMMEE, 34746
4 bd·3 ba·3,452 sqft
20 days on market
Pool
Listed by PROFESSIONAL REAL ESTATE TEAM
Source: Stellar MLS
$470,000
2500 AVIAN LOOP
KISSIMMEE, 34741
4 bd·2.5 ba·2,170 sqft
34 days on market
Listed by KELLER WILLIAMS CLASSIC
Source: Stellar MLS
$440,000
506 BERRY JAMES CT
KISSIMMEE, 34744
3 bd·2.5 ba·2,387 sqft
7 days on market
Listed by SCHULTE REALTY LLC
Source: Stellar MLS
New
$439,000
2869 SIMILE ST
KISSIMMEE, 34746
4 bd·3 ba·1,914 sqft
1 day on market
Pool
Listed by SHINE VILLAS REALTY LLC
Source: Stellar MLS
New
$419,000
2433 DUBAI ST
KISSIMMEE, 34747
5 bd·4.5 ba·2,263 sqft
1 day on market
Pool
Listed by RATIO REAL ESTATE, LLC
Source: Stellar MLS
Listing data provided by Stellar MLS. Last updated October 9, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.