Kissimmee Homes for Sale under $300K

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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

14501 GROVE RESORT AVENUE # 3220, KISSIMMEE, FL 34747

Newly Listed

Home for Sale

$290,000

2 bd · 2 ba · 1,265 sqft

14501 GROVE RESORT AVENUE # 3220, KISSIMMEE, FL 34747

21 Days on Market

House for Sale

$290,000

4 bd · 2 ba · 1,903 sqft

704 CARACARA COURT, KISSIMMEE, FL 34759

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

4751 CLOCK TOWER DRIVE # 107, KISSIMMEE, FL 34746

18 Days on Market

Condo for Sale

$290,000

2 bd · 2 ba · 1,186 sqft

4751 CLOCK TOWER DRIVE # 107, KISSIMMEE, FL 34746

1740 SAINT TROPEZ COURT, KISSIMMEE, FL 34744

69 Days on Market

Townhome for Sale

$290,000

3 bd · 3 ba · 2,104 sqft

1740 SAINT TROPEZ COURT, KISSIMMEE, FL 34744

8061 VACATION AVENUE # 309, KISSIMMEE, FL 34747

19 Days on Market

Home for Sale

$290,000

1 bd · 1 ba · 734 sqft

8061 VACATION AVENUE # 309, KISSIMMEE, FL 34747

Newly Listed

Townhome for Sale

$290,000

3 bd · 3 ba · 1,840 sqft

2452 SKYLINE LOOP, KISSIMMEE, FL 34758

Newly Listed

House for Sale

$289,999

3 bd · 2 ba · 1,425 sqft

1029 DUDLEY DRIVE, KISSIMMEE, FL 34758

Newly Listed

House for Sale

$289,999

3 bd · 3 ba · 2,215 sqft

621 JUILLAC WAY, KISSIMMEE, FL 34759

2736 OAKWATER DRIVE, KISSIMMEE, FL 34747

Newly Listed

Townhome for Sale

$289,990

3 bd · 2 ba · 1,427 sqft

2736 OAKWATER DRIVE, KISSIMMEE, FL 34747

4721 CLOCK TOWER DRIVE # 304, KISSIMMEE, FL 34746

89 Days on Market

Condo for Sale

$289,990

2 bd · 2 ba · 1,126 sqft

4721 CLOCK TOWER DRIVE # 304, KISSIMMEE, FL 34746

Newly Listed

House for Sale

$289,985

3 bd · 2 ba · 1,569 sqft

909 SAN MARCO DR, KISSIMMEE, FL 34758

7671 COMROW STREET # 202, KISSIMMEE, FL 34747

535 Days on Market

Condo for Sale

$289,950

2 bd · 2 ba · 1,081 sqft

7671 COMROW STREET # 202, KISSIMMEE, FL 34747

30 Days on Market

House for Sale

$289,900

4 bd · 2 ba · 1,924 sqft

236 ELM COURT, KISSIMMEE, FL 34759

490 Days on Market

House for Sale

$289,900

3 bd · 2 ba · 1,771 sqft

602 MESILLA DRIVE, KISSIMMEE, FL 34758

107 Days on Market

House for Sale

$289,900

4 bd · 2 ba · 2,196 sqft

818 CARROUSEL LANE, KISSIMMEE, FL 34759

8550 CRYSTAL COVE LOOP, KISSIMMEE, FL 34747

Newly Listed

Townhome for Sale

$289,900

3 bd · 3 ba · 1,277 sqft

8550 CRYSTAL COVE LOOP, KISSIMMEE, FL 34747

9061 TREASURE TROVE LANE # 204, KISSIMMEE, FL 34747

Newly Listed

Condo for Sale

$289,900

3 bd · 2 ba · 1,700 sqft

9061 TREASURE TROVE LANE # 204, KISSIMMEE, FL 34747

78 Days on Market

House for Sale

$289,900

3 bd · 2 ba · 1,449 sqft

615 MCKINLEY COURT, KISSIMMEE, FL 34758

2781 ALMATON LOOP # 401, KISSIMMEE, FL 34747

94 Days on Market

Condo for Sale

$289,500

3 bd · 2 ba · 1,246 sqft

2781 ALMATON LOOP # 401, KISSIMMEE, FL 34747

Newly Listed

Townhome for Sale

$289,000

3 bd · 2 ba · 1,300 sqft

3208 CUPID PLACE, KISSIMMEE, FL 34747

66 Days on Market

House for Sale

$289,000

4 bd · 2 ba · 1,608 sqft

1011 CANNES DRIVE, KISSIMMEE, FL 34759

3151 SUNSET WALK DRIVE # 1507, KISSIMMEE, FL 34747

Newly Listed

Home for Sale

$289,000

1 bd · 1 ba · 734 sqft

3151 SUNSET WALK DRIVE # 1507, KISSIMMEE, FL 34747

29 Days on Market

Townhome for Sale

$290,000

3 bd · 3 ba · 1,286 sqft

157 POMPANO BEACH DRIVE, KISSIMMEE, FL 34746

Newly Listed

Home for Sale

$290,000

2 bd · 2 ba · 1,265 sqft

14501 GROVE RESORT AVENUE # 3220, KISSIMMEE, FL 34747

21 Days on Market

House for Sale

$290,000

4 bd · 2 ba · 1,903 sqft

704 CARACARA COURT, KISSIMMEE, FL 34759

90 Days on Market

Townhome for Sale

$290,000

3 bd · 3 ba · 1,595 sqft

2682 MAYAGUANA STREET, KISSIMMEE, FL 34747

18 Days on Market

Condo for Sale

$290,000

2 bd · 2 ba · 1,186 sqft

4751 CLOCK TOWER DRIVE # 107, KISSIMMEE, FL 34746

69 Days on Market

Townhome for Sale

$290,000

3 bd · 3 ba · 2,104 sqft

1740 SAINT TROPEZ COURT, KISSIMMEE, FL 34744

19 Days on Market

Home for Sale

$290,000

1 bd · 1 ba · 734 sqft

8061 VACATION AVENUE # 309, KISSIMMEE, FL 34747

Newly Listed

Townhome for Sale

$290,000

3 bd · 3 ba · 1,840 sqft

2452 SKYLINE LOOP, KISSIMMEE, FL 34758

Newly Listed

House for Sale

$289,999

3 bd · 2 ba · 1,425 sqft

1029 DUDLEY DRIVE, KISSIMMEE, FL 34758

Newly Listed

House for Sale

$289,999

3 bd · 3 ba · 2,215 sqft

621 JUILLAC WAY, KISSIMMEE, FL 34759

Newly Listed

Townhome for Sale

$289,990

3 bd · 2 ba · 1,427 sqft

2736 OAKWATER DRIVE, KISSIMMEE, FL 34747

89 Days on Market

Condo for Sale

$289,990

2 bd · 2 ba · 1,126 sqft

4721 CLOCK TOWER DRIVE # 304, KISSIMMEE, FL 34746

Newly Listed

House for Sale

$289,985

3 bd · 2 ba · 1,569 sqft

909 SAN MARCO DR, KISSIMMEE, FL 34758

535 Days on Market

Condo for Sale

$289,950

2 bd · 2 ba · 1,081 sqft

7671 COMROW STREET # 202, KISSIMMEE, FL 34747

30 Days on Market

House for Sale

$289,900

4 bd · 2 ba · 1,924 sqft

236 ELM COURT, KISSIMMEE, FL 34759

490 Days on Market

House for Sale

$289,900

3 bd · 2 ba · 1,771 sqft

602 MESILLA DRIVE, KISSIMMEE, FL 34758

107 Days on Market

House for Sale

$289,900

4 bd · 2 ba · 2,196 sqft

818 CARROUSEL LANE, KISSIMMEE, FL 34759

Newly Listed

Townhome for Sale

$289,900

3 bd · 3 ba · 1,277 sqft

8550 CRYSTAL COVE LOOP, KISSIMMEE, FL 34747

Newly Listed

Condo for Sale

$289,900

3 bd · 2 ba · 1,700 sqft

9061 TREASURE TROVE LANE # 204, KISSIMMEE, FL 34747

78 Days on Market

House for Sale

$289,900

3 bd · 2 ba · 1,449 sqft

615 MCKINLEY COURT, KISSIMMEE, FL 34758

94 Days on Market

Condo for Sale

$289,500

3 bd · 2 ba · 1,246 sqft

2781 ALMATON LOOP # 401, KISSIMMEE, FL 34747

Newly Listed

Townhome for Sale

$289,000

3 bd · 2 ba · 1,300 sqft

3208 CUPID PLACE, KISSIMMEE, FL 34747

66 Days on Market

House for Sale

$289,000

4 bd · 2 ba · 1,608 sqft

1011 CANNES DRIVE, KISSIMMEE, FL 34759

Newly Listed

Home for Sale

$289,000

1 bd · 1 ba · 734 sqft

3151 SUNSET WALK DRIVE # 1507, 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

(786) 370-8570

Live MLS inventory in Kissimmee, updated continuously. Florida Lux Real Estate currently tracks 822 active listings here. MLS inventory updated November 5, 2026.

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