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3,376 listings in KISSIMMEE
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KISSIMMEE, FL
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Listings

$460,000
1929 HOWARD MESA DR
KISSIMMEE, 34744
5 bd·3 ba·2,447 sqft
24 days on market
New construction
Listed by DR HORTON REALTY OF CENTRAL FLORIDA LLC
Source: Stellar MLS

$428,900
2911 SWEETSPIRE CIR
KISSIMMEE, 34746
4 bd·3 ba·2,220 sqft
47 days on market
WaterfrontPool
Listed by ORLANDO HOMES & INVESTMENTS
Source: Stellar MLS

$425,000
2333 WALNUT CANYON DR
KISSIMMEE, 34758
4 bd·3 ba·2,520 sqft
53 days on market
Pool
Listed by MAKTUB REALTY
Source: Stellar MLS

$419,000
2592 MANESHAW LN
KISSIMMEE, 34747
3 bd·3 ba·1,440 sqft
11 days on market
Pool
Listed by LA ROSA REALTY LLC
Source: Stellar MLS

New
$415,000
4632 EAGLE PEAK DR
KISSIMMEE, 34746
4 bd·2 ba·1,864 sqft
1 day on market
Pool
Listed by REAL BROKER, LLC
Source: Stellar MLS

$409,900
2887 SWEETSPIRE CIR
KISSIMMEE, 34746
5 bd·3 ba·3,387 sqft
54 days on market
Listed by PROFESSIONAL REAL ESTATE TEAM
Source: Stellar MLS

$375,000
766 HARLAND CT
KISSIMMEE, 34758
4 bd·2.5 ba·2,763 sqft
25 days on market
Listed by MILLENNIUM REALTY CENTER LLC
Source: Stellar MLS

$349,500
319 MARQUEE DR
KISSIMMEE, 34758
4 bd·2 ba·2,204 sqft
23 days on market
Listed by PREFERRED REAL ESTATE BROKERS
Source: Stellar MLS

$345,000
3027 BEACH PALM AVE #3027
KISSIMMEE, 34747
4 bd·3 ba·1,902 sqft
57 days on market
Pool
Listed by DOLBY PROPERTIES INC
Source: Stellar MLS

$340,000
4260 PEBBLES THROW DR
KISSIMMEE, 34746
3 bd·2 ba·1,260 sqft
33 days on market
Listed by LA ROSA REALTY ORLANDO LLC
Source: Stellar MLS

$339,000
8978 CALIFORNIA PALM RD
KISSIMMEE, 34747
4 bd·3 ba·1,902 sqft
33 days on market
Pool
Listed by MS LAND & BUILDING LLC
Source: Stellar MLS

$329,000
5209 BROKEN ARROW DR
KISSIMMEE, 34746
3 bd·2 ba·1,410 sqft
24 days on market
Waterfront
Listed by CENTURY 21 ALL HOMES & PROPERT
Source: Stellar MLS

New
$325,000
4436 SUMMER FLOWERS PL
KISSIMMEE, 34746
4 bd·2.5 ba·1,650 sqft
1 day on market
Listed by KELLER WILLIAMS LEGACY REALTY
Source: Stellar MLS

New
$325,000
4432 SUMMER FLOWERS PL
KISSIMMEE, 34746
4 bd·2.5 ba·1,734 sqft
1 day on market
Listed by KELLER WILLIAMS LEGACY REALTY
Source: Stellar MLS

New
$325,000
4440 SUMMER FLOWERS PL
KISSIMMEE, 34746
4 bd·2.5 ba·1,650 sqft
1 day on market
Listed by KELLER WILLIAMS LEGACY REALTY
Source: Stellar MLS

New
$325,000
4444 SUMMER FLOWERS PL
KISSIMMEE, 34746
4 bd·2.5 ba·1,734 sqft
1 day on market
Listed by KELLER WILLIAMS LEGACY REALTY
Source: Stellar MLS

$320,000
4871 CORAL CASTLE DR
KISSIMMEE, 34746
3 bd·2.5 ba·1,762 sqft
18 days on market
Listed by AMG INTERNATIONAL REALTY
Source: Stellar MLS

$304,420
5728 PORTICO PL
KISSIMMEE, 34758
3 bd·2 ba·1,424 sqft
19 days on market
New construction
Listed by LENNAR REALTY
Source: Stellar MLS

New
$279,990
3211 GOLD LN
KISSIMMEE, 34747
3 bd·2 ba·1,300 sqft
1 day on market
Listed by WRA BUSINESS & REAL ESTATE
Source: Stellar MLS

$264,900
884 GRAND CANAL DR
KISSIMMEE, 34759
2 bd·2 ba·1,507 sqft
57 days on market
Listed by PELLEGO, LLC
Source: Stellar MLS

$199,900
8826 DUNES CT #11-308
KISSIMMEE, 34747
2 bd·1 ba·901 sqft
57 days on market
Listed by REMAX PREMIER PROPERTIES
Source: Stellar MLS

$1,310,000
4432-4436-4440-4444 SUMMER FLOWERS PL
KISSIMMEE, 34746
16 bd·6,768 sqft
10 days on market
Listed by KELLER WILLIAMS LEGACY REALTY
Source: Stellar MLS

$595,000
9058 HAYMAN LN
KISSIMMEE, 34747
5 bd·4.5 ba·2,133 sqft
2 days on market
PoolNew construction
Listed by EXP REALTY LLC
Source: Stellar MLS

$525,000
2957 SUNSET VISTA BLVD
KISSIMMEE, 34747
4 bd·3.5 ba·2,604 sqft
7 days on market
Pool
Listed by TEAM DONOVAN
Source: Stellar MLS
Listing data provided by Stellar MLS. Last updated October 11, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.