Kissimmee Homes for Sale under $300K

822 listings
8401 CRYSTAL COVE LOOP, KISSIMMEE, FL 34747
73 Days on Market

Townhome for Sale

$299,000

4 bd · 4 ba · 1,645 sqft

8401 CRYSTAL COVE LOOP, KISSIMMEE, FL 34747

3180 PARADOX CIRCLE # 405, KISSIMMEE, FL 34746
56 Days on Market

Condo for Sale

$299,000

2 bd · 2 ba · 1,196 sqft

3180 PARADOX CIRCLE # 405, KISSIMMEE, FL 34746

305 BOWFIN DRIVE, KISSIMMEE, FL 34759
19 Days on Market

House for Sale

$299,000

3 bd · 2 ba · 1,552 sqft

305 BOWFIN DRIVE, KISSIMMEE, FL 34759

Listing
34 Days on Market

House for Sale

$299,000

3 bd · 2 ba · 1,588 sqft

3151 SUNSET WALK DRIVE # 411, KISSIMMEE, FL 34747
202 Days on Market

Home for Sale

$299,000

1 bd · 1 ba · 501 sqft

3151 SUNSET WALK DRIVE # 411, KISSIMMEE, FL 34747

660 COTULLA DRIVE, KISSIMMEE, FL 34758
106 Days on Market

House for Sale

$299,000

4 bd · 2 ba · 1,872 sqft

660 COTULLA DRIVE, KISSIMMEE, FL 34758

2756 BIG TIMBER DRIVE, KISSIMMEE, FL 34758
180 Days on Market

House for Sale

$299,000

3 bd · 2 ba · 1,493 sqft

2756 BIG TIMBER DRIVE, KISSIMMEE, FL 34758

1024 CHALCEDONY STREET, KISSIMMEE, FL 34744
299 Days on Market

Townhome for Sale

$299,000

3 bd · 3 ba · 1,562 sqft

1024 CHALCEDONY STREET, KISSIMMEE, FL 34744

406 Cinnamon Drive, Kissimmee, FL 34759
Newly Listed

House for Sale

$299,000

3 bd · 2 ba ·

406 Cinnamon Drive, Kissimmee, FL 34759

POINCIANA NBRHD 03 SOUTH V

2109 WOODSEDGE DRIVE, KISSIMMEE, FL 34746
166 Days on Market

House for Sale

$299,000

4 bd · 2 ba · 1,936 sqft

2109 WOODSEDGE DRIVE, KISSIMMEE, FL 34746

1404 EMMETT STREET, KISSIMMEE, FL 34741
40 Days on Market

House for Sale

$299,000

3 bd · 2 ba · 1,424 sqft

1404 EMMETT STREET, KISSIMMEE, FL 34741

8519 BAY LILLY LOOP, KISSIMMEE, FL 34747
162 Days on Market

Townhome for Sale

$299,000

3 bd · 3 ba · 1,295 sqft

8519 BAY LILLY LOOP, KISSIMMEE, FL 34747

102 SAFFRON WAY, KISSIMMEE, FL 34758
8 Days on Market

House for Sale

$299,000

3 bd · 2 ba · 1,562 sqft

102 SAFFRON WAY, KISSIMMEE, FL 34758

3390 BELLEZZA COURT, KISSIMMEE, FL 34746
Newly Listed

Townhome for Sale

$299,000

3 bd · 3 ba · 2,019 sqft

3390 BELLEZZA COURT, KISSIMMEE, FL 34746

3151 SUNSET WALK DRIVE # 1209, KISSIMMEE, FL 34747
Newly Listed

Home for Sale

$298,999

1 bd · 1 ba · 734 sqft

3151 SUNSET WALK DRIVE # 1209, KISSIMMEE, FL 34747

2903 EDENSHIRE WAY # 102, KISSIMMEE, FL 34746
Newly Listed

Townhome for Sale

$298,990

3 bd · 2 ba · 1,300 sqft

2903 EDENSHIRE WAY # 102, KISSIMMEE, FL 34746

4558 ADA LANE, KISSIMMEE, FL 34746
133 Days on Market

Townhome for Sale

$298,900

3 bd · 3 ba · 1,295 sqft

4558 ADA LANE, KISSIMMEE, FL 34746

3202 GUANA WAY, KISSIMMEE, FL 34747
Newly Listed

Townhome for Sale

$298,000

3 bd · 2 ba · 1,300 sqft

3202 GUANA WAY, KISSIMMEE, FL 34747

2406 KAM COURT, KISSIMMEE, FL 34744
30 Days on Market

Townhome for Sale

$298,000

3 bd · 2 ba · 1,148 sqft

2406 KAM COURT, KISSIMMEE, FL 34744

5266 PARADISE CAY CIRCLE, KISSIMMEE, FL 34746
Newly Listed

Townhome for Sale

$298,000

3 bd · 3 ba · 1,595 sqft

5266 PARADISE CAY CIRCLE, KISSIMMEE, FL 34746

2581 SAGE DRIVE, KISSIMMEE, FL 34758
29 Days on Market

House for Sale

$297,500

3 bd · 2 ba · 1,434 sqft

2581 SAGE DRIVE, KISSIMMEE, FL 34758

230 BAY DRIVE, KISSIMMEE, FL 34759
Newly Listed

House for Sale

$296,000

2 bd · 2 ba · 1,489 sqft

230 BAY DRIVE, KISSIMMEE, FL 34759

62 CORDONA DRIVE, KISSIMMEE, FL 34758
59 Days on Market

House for Sale

$296,000

3 bd · 2 ba · 1,696 sqft

62 CORDONA DRIVE, KISSIMMEE, FL 34758

4729 CORAL CASTLE DRIVE, KISSIMMEE, FL 34746
95 Days on Market

Townhome for Sale

$295,900

3 bd · 3 ba · 1,762 sqft

4729 CORAL CASTLE DRIVE, KISSIMMEE, FL 34746

Talk to a local agent

Looking at Kissimmee Homes for Sale under $300K?

Tell us what you're after — we'll send matching homes, off-market options and recent sales, and set up private showings.

Matthew Gromadzki, Real Estate Broker
Matthew Gromadzki
Real Estate Broker
(786) 370-8570
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Live MLS inventory in Kissimmee, updated continuously. Florida Lux Real Estate currently tracks 822 active listings here. MLS inventory updated November 1, 2026.

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