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3,376 listings in KISSIMMEE
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KISSIMMEE, FL
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Listings

New
$395,000
637 EAGLE POINTE S
KISSIMMEE, 34746
4 bd·3 ba·2,319 sqft
1 day on market
Pool
Listed by EVERGREEN REAL ESTATE SERVICES
Source: Stellar MLS

$379,900
2300 FINWICK CT
KISSIMMEE, 34743
3 bd·2 ba·1,642 sqft
37 days on market
Listed by COLDWELL BANKER SOLOMON
Source: Stellar MLS

New
$360,000
7593 GATHERING DR #311
KISSIMMEE, 34747
2 bd·2 ba·1,432 sqft
1 day on market
Listed by EXP REALTY LLC
Source: Stellar MLS

$355,000
701 LAS FUENTES DR
KISSIMMEE, 34746
4 bd·3 ba·1,907 sqft
34 days on market
Pool
Listed by EXP REALTY LLC
Source: Stellar MLS

$347,000
2621 EAGLE CLIFF DR
KISSIMMEE, 34746
3 bd·2 ba·1,809 sqft
40 days on market
Listed by IAD REAL ESTATE
Source: Stellar MLS

$330,000
3202 SUSTAINABLE WAY
KISSIMMEE, 34747
3 bd·3 ba·1,372 sqft
47 days on market
Listed by MIAMI TANGO INVESTMENTS REALTY
Source: Stellar MLS

$329,900
1805 VERONA ST
KISSIMMEE, 34741
3 bd·2 ba·1,396 sqft
45 days on market
Listed by VP REALTY
Source: Stellar MLS

$320,000
2860 EASTHAM LN
KISSIMMEE, 34741
3 bd·2.5 ba·1,776 sqft
44 days on market
Listed by EXP REALTY LLC
Source: Stellar MLS

$314,900
46 ALICANTE CT
KISSIMMEE, 34758
4 bd·2 ba·1,665 sqft
28 days on market
Listed by ENTERA REALTY LLC
Source: Stellar MLS

$310,000
221 CITRUS DR
KISSIMMEE, 34743
2 bd·2 ba·1,000 sqft
25 days on market
Listed by HENTHORN REAL ESTATE
Source: Stellar MLS

$308,000
107 MEDITERRANEAN CT
KISSIMMEE, 34758
3 bd·2 ba·1,745 sqft
34 days on market
Listed by MARK SPAIN REAL ESTATE
Source: Stellar MLS

$300,000
1765 BROCKRIDGE RD
KISSIMMEE, 34744
3 bd·2 ba·1,690 sqft
26 days on market
Listed by KELLER WILLIAMS REALTY AT THE LAKES
Source: Stellar MLS

$270,000
636 REGENCY WAY
KISSIMMEE, 34758
3 bd·2 ba·1,607 sqft
46 days on market
Listed by EXP REALTY LLC
Source: Stellar MLS

$217,000
2486 SWEETWATER CLUB CIR #75
KISSIMMEE, 34746
3 bd·2 ba·1,220 sqft
42 days on market
Listed by EPIQUE REALTY INC.
Source: Stellar MLS

$205,000
2611 GALA RD N #105
KISSIMMEE, 34746
3 bd·2 ba·1,296 sqft
8 days on market
Listed by RE/MAX PRIME PROPERTIES
Source: Stellar MLS

New
$205,000
5006 LAGUNA BAY CIR #58
KISSIMMEE, 34746
2 bd·2 ba·1,066 sqft
1 day on market
Listed by RE/MAX REALTY UNLIMITED
Source: Stellar MLS

$199,000
150 BARRINGTON DR
KISSIMMEE, 34758
3 bd·2 ba·1,382 sqft
32 days on market
Pool
Listed by REAL BROKER, LLC
Source: Stellar MLS

$635,000
1472 FAIRVIEW CIR
KISSIMMEE, 34747
5 bd·5.5 ba·3,076 sqft
6 days on market
Pool
Listed by NEXTHOME SUNSHINE REALTY
Source: Stellar MLS

$590,000
8514 PALM HARBOUR DR
KISSIMMEE, 34747
7 bd·4.5 ba·2,881 sqft
42 days on market
Pool
Listed by AVENUE HOMES LLC
Source: Stellar MLS

$475,000
4965 WINDERMERE AVE
KISSIMMEE, 34746
4 bd·3 ba·1,914 sqft
3 days on market
Pool
Listed by RE/MAX ASSURED
Source: Stellar MLS

$473,320
2617 RANIA LN
KISSIMMEE, 34744
4 bd·2 ba·2,059 sqft
49 days on market
New construction
Listed by KELLER WILLIAMS ADVANTAGE REALTY
Source: Stellar MLS

New
$389,999
2416 REGENT WAY
KISSIMMEE, 34758
3 bd·2 ba·1,930 sqft
1 day on market
Listed by PROFILES INTERNATIONAL REALTY
Source: Stellar MLS

$379,900
406 E DRURY AVE
KISSIMMEE, 34744
3 bd·2 ba·1,895 sqft
32 days on market
Pool
Listed by DREAM BUILDERS REALTY
Source: Stellar MLS

$294,900
2491 FASSONA DR
KISSIMMEE, 34741
3 bd·2.5 ba·1,528 sqft
47 days on market
Listed by KELLER WILLIAMS LEGACY REALTY
Source: Stellar MLS
Listing data provided by Stellar MLS. Last updated September 25, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.