Kissimmee Homes for Sale under $300K

822 listings
4770 TRIBUTE TRAIL, KISSIMMEE, FL 34746
96 Days on Market

Townhome for Sale

$295,900

3 bd · 3 ba · 1,674 sqft

4770 TRIBUTE TRAIL, KISSIMMEE, FL 34746

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

3171 PARADOX CIRCLE # 104, KISSIMMEE, FL 34746
54 Days on Market

Condo for Sale

$295,000

2 bd · 3 ba · 1,126 sqft

3171 PARADOX CIRCLE # 104, KISSIMMEE, FL 34746

7740 Sandy Ridge Dr # 112, Kissimmee, FL 34747
782 Days on Market

Condo for Sale

$295,000

3 bd · 3 ba ·

7740 Sandy Ridge Dr # 112, Kissimmee, FL 34747

SPECTRUM AT REUNION

3013 BONFIRE BEACH DRIVE # 201, KISSIMMEE, FL 34746
Newly Listed

Condo for Sale

$295,000

3 bd · 2 ba · 1,444 sqft

3013 BONFIRE BEACH DRIVE # 201, KISSIMMEE, FL 34746

3150 PARADOX CIRCLE # 305, KISSIMMEE, FL 34746
Newly Listed

Condo for Sale

$295,000

2 bd · 2 ba · 1,126 sqft

3150 PARADOX CIRCLE # 305, KISSIMMEE, FL 34746

3150 PARADOX CIRCLE # 302, KISSIMMEE, FL 34746
190 Days on Market

Condo for Sale

$295,000

2 bd · 2 ba · 1,186 sqft

3150 PARADOX CIRCLE # 302, KISSIMMEE, FL 34746

8710 RAIN FOREST PLACE # B, KISSIMMEE, FL 34747
61 Days on Market

Condo for Sale

$295,000

4 bd · 3 ba · 1,616 sqft

8710 RAIN FOREST PLACE # B, KISSIMMEE, FL 34747

811 CARROUSEL LANE, KISSIMMEE, FL 34759
Newly Listed

House for Sale

$295,000

3 bd · 2 ba · 1,536 sqft

811 CARROUSEL LANE, KISSIMMEE, FL 34759

1036 DUDLEY DRIVE, KISSIMMEE, FL 34758
Newly Listed

House for Sale

$295,000

3 bd · 2 ba · 1,551 sqft

1036 DUDLEY DRIVE, KISSIMMEE, FL 34758

2724 COUPE STREET, KISSIMMEE, FL 34746
Newly Listed

Townhome for Sale

$295,000

4 bd · 3 ba · 1,440 sqft

2724 COUPE STREET, KISSIMMEE, FL 34746

2024 CYPRESS BAY BOULEVARD, KISSIMMEE, FL 34743
105 Days on Market

Townhome for Sale

$294,999

3 bd · 3 ba · 1,807 sqft

2024 CYPRESS BAY BOULEVARD, KISSIMMEE, FL 34743

433 CARIBBEAN COURT, KISSIMMEE, FL 34759
91 Days on Market

House for Sale

$294,990

3 bd · 2 ba · 1,328 sqft

433 CARIBBEAN COURT, KISSIMMEE, FL 34759

4703 VERO BEACH PLACE, KISSIMMEE, FL 34746
181 Days on Market

Townhome for Sale

$294,990

3 bd · 3 ba · 1,286 sqft

4703 VERO BEACH PLACE, KISSIMMEE, FL 34746

4741 CLOCK TOWER DRIVE # 102, KISSIMMEE, FL 34746
302 Days on Market

Condo for Sale

$294,500

2 bd · 2 ba · 1,186 sqft

4741 CLOCK TOWER DRIVE # 102, KISSIMMEE, FL 34746

4878 CORAL CASTLE DRIVE, KISSIMMEE, FL 34746
Newly Listed

Townhome for Sale

$294,000

3 bd · 3 ba · 1,762 sqft

4878 CORAL CASTLE DRIVE, KISSIMMEE, FL 34746

1112 ROAN COURT, KISSIMMEE, FL 34759
85 Days on Market

House for Sale

$294,000

4 bd · 2 ba · 1,804 sqft

1112 ROAN COURT, KISSIMMEE, FL 34759

274 ELM COURT, KISSIMMEE, FL 34759
45 Days on Market

House for Sale

$294,000

4 bd · 2 ba · 1,764 sqft

274 ELM COURT, KISSIMMEE, FL 34759

116 TALAVERA LANE, KISSIMMEE, FL 34758
13 Days on Market

House for Sale

$293,000

3 bd · 2 ba · 1,329 sqft

116 TALAVERA LANE, KISSIMMEE, FL 34758

1991 KEY BAY TRAIL, KISSIMMEE, FL 34747
320 Days on Market

Home for Sale

$293,000

2 bd · 2 ba · 1,437 sqft

1991 KEY BAY TRAIL, KISSIMMEE, FL 34747

414 CARIBBEAN COURT, KISSIMMEE, FL 34759
64 Days on Market

House for Sale

$290,900

3 bd · 2 ba · 1,471 sqft

414 CARIBBEAN COURT, KISSIMMEE, FL 34759

157 POMPANO BEACH DRIVE, KISSIMMEE, FL 34746
29 Days on Market

Townhome for Sale

$290,000

3 bd · 3 ba · 1,286 sqft

157 POMPANO BEACH DRIVE, KISSIMMEE, FL 34746

2452 SKYLINE LOOP, KISSIMMEE, FL 34758
Newly Listed

Townhome for Sale

$290,000

3 bd · 3 ba · 1,840 sqft

2452 SKYLINE LOOP, KISSIMMEE, FL 34758

2682 MAYAGUANA STREET, KISSIMMEE, FL 34747
90 Days on Market

Townhome for Sale

$290,000

3 bd · 3 ba · 1,595 sqft

2682 MAYAGUANA STREET, KISSIMMEE, FL 34747

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 4, 2026.

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