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3,376 listings in KISSIMMEE
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KISSIMMEE, FL
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Listings
$465,000
2856 MIDDLETON CIR
KISSIMMEE, 34743
4 bd·2.5 ba·2,398 sqft
24 days on market
Pool
Listed by SOUTHERN GROUNDS REALTY LLC
Source: Stellar MLS
$425,000
8615 CAVENDISH DR
KISSIMMEE, 34747
4 bd·2 ba·2,124 sqft
86 days on market
Pool
Listed by SOVEREIGN REAL ESTATE GROUP
Source: Stellar MLS
$414,000
1099 LAKESHORE BREEZE PL PL
KISSIMMEE, 34747
4 bd·3 ba·2,042 sqft
66 days on market
New construction
Listed by EXP REALTY LLC
Source: Stellar MLS
$409,999
2524 RAPOLLO DR
KISSIMMEE, 34741
3 bd·2 ba·1,706 sqft
72 days on market
Listed by FLORIDA REALTY INVESTMENTS
Source: Stellar MLS
$375,000
204 TARANTO WAY
KISSIMMEE, 34758
4 bd·3 ba·2,384 sqft
64 days on market
Pool
Listed by SOVEREIGN REAL ESTATE GROUP
Source: Stellar MLS
$369,000
3117 CARIBBEAN SOUL DR
KISSIMMEE, 34747
3 bd·3 ba·1,545 sqft
68 days on market
Waterfront
Listed by EXP REALTY LLC
Source: Stellar MLS
$359,900
1359 ISLETA LOOP
KISSIMMEE, 34741
3 bd·2.5 ba·1,676 sqft
85 days on market
Listed by LPT REALTY, LLC
Source: Stellar MLS
$289,000
2376 CARAVELLE CIR
KISSIMMEE, 34746
4 bd·3 ba·1,512 sqft
69 days on market
Listed by GOLDEN SUN REALTY INC
Source: Stellar MLS
New
$275,000
8953 SHINE DR
KISSIMMEE, 34747
3 bd·2 ba·1,300 sqft
1 day on market
Listed by MIAMI TANGO INVESTMENTS REALTY
Source: Stellar MLS
$247,500
205 BELL TOWER CROSSING WEST
KISSIMMEE, 34759
2 bd·2 ba·1,405 sqft
79 days on market
Listed by BETTER HOMES & GARDENS LIFESTYLES REALTY
Source: Stellar MLS
New
$212,900
8838 CORAL PALMS CT #B
KISSIMMEE, 34747
2 bd·2 ba·1,168 sqft
1 day on market
Listed by EXP REALTY LLC
Source: Stellar MLS
$205,000
1937 ESTANCIA CIR #1937
KISSIMMEE, 34741
2 bd·2 ba·1,259 sqft
7 days on market
Listed by LUNA GROUP
Source: Stellar MLS
New
$1,500,000
323 W CYPRESS ST
KISSIMMEE, 34741
4,551 sqft
0 days on market
Listed by EAST PARK REALTY LLC
Source: Stellar MLS
New
$1,070,000
2303 SEA ROCK ROSE TRL
KISSIMMEE, 34747
9 bd·6.5 ba·4,363 sqft
1 day on market
PoolNew construction
Listed by MS LAND & BUILDING LLC
Source: Stellar MLS
$947,000
7643 WILMINGTON LOOP
KISSIMMEE, 34747
11 bd·10 ba·4,707 sqft
71 days on market
Pool
Listed by PALM CIRCLE REALTY
Source: Stellar MLS
$847,000
7519 MARKER AVE
KISSIMMEE, 34747
10 bd·10 ba·4,683 sqft
71 days on market
Pool
Listed by PALM CIRCLE REALTY
Source: Stellar MLS
New
$749,000
SOLARA RESORT
KISSIMMEE, 34747
9 bd·6.5 ba·4,363 sqft
1 day on market
Pool
Listed by EXP REALTY LLC
Source: Stellar MLS
$624,999
3318 STRATTON CIRCLE
KISSIMMEE, 34744
5 bd·3.5 ba·3,208 sqft
32 days on market
Pool
Listed by WINAGA HOME REALTY LLC
Source: Stellar MLS
$599,900
7795 BASNETT CIR
KISSIMMEE, 34747
5 bd·5 ba·2,494 sqft
36 days on market
Pool
Listed by THE AGENCY FL
Source: Stellar MLS
$535,000
2805 LAKE TOHOPEKALIGA BLVD
KISSIMMEE, 34746
4 bd·3 ba·2,264 sqft
83 days on market
Waterfront
Listed by ERA GRIZZARD REAL ESTATE
Source: Stellar MLS
$499,900
3087 JULIET DR
KISSIMMEE, 34746
5 bd·4 ba·2,168 sqft
80 days on market
Pool
Listed by REAL BROKER, LLC
Source: Stellar MLS
$499,000
1836 DELROSE RD
KISSIMMEE, 34744
4 bd·2 ba·1,846 sqft
50 days on market
Listed by LA ROSA REALTY LLC
Source: Stellar MLS
$486,825
1864 SOUTHBURY DR
KISSIMMEE, 34744
5 bd·3 ba·2,077 sqft
68 days on market
New construction
Listed by DR HORTON REALTY OF CENTRAL FLORIDA LLC
Source: Stellar MLS
$420,000
1534 OAK RESERVE DR
KISSIMMEE, 34744
4 bd·2 ba·1,846 sqft
66 days on market
Listed by COMPASS FLORIDA LLC
Source: Stellar MLS
Listing data provided by Stellar MLS. Last updated September 12, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.