Kissimmee Homes for Sale under $300K

822 listings
3208 CUPID PLACE, KISSIMMEE, FL 34747
Newly Listed

Townhome for Sale

$289,000

3 bd · 2 ba · 1,300 sqft

3208 CUPID PLACE, KISSIMMEE, FL 34747

932 ALBERTVILLE COURT, KISSIMMEE, FL 34759
12 Days on Market

House for Sale

$289,000

3 bd · 2 ba · 1,684 sqft

932 ALBERTVILLE COURT, KISSIMMEE, FL 34759

540 OAK BRANCH CIRCLE, KISSIMMEE, FL 34758
277 Days on Market

House for Sale

$288,999

3 bd · 2 ba · 1,443 sqft

540 OAK BRANCH CIRCLE, KISSIMMEE, FL 34758

2329 WATER VIEW LOOP, KISSIMMEE, FL 34743
185 Days on Market

Townhome for Sale

$288,900

3 bd · 3 ba · 1,460 sqft

2329 WATER VIEW LOOP, KISSIMMEE, FL 34743

7671 COMROW STREET # 302, KISSIMMEE, FL 34747
Newly Listed

Condo for Sale

$288,000

2 bd · 2 ba · 1,081 sqft

7671 COMROW STREET # 302, KISSIMMEE, FL 34747

141 FLATFISH COURT, KISSIMMEE, FL 34759
21 Days on Market

House for Sale

$288,000

4 bd · 2 ba · 1,942 sqft

141 FLATFISH COURT, KISSIMMEE, FL 34759

1008 UNIVERSAL REST PLACE, KISSIMMEE, FL 34744
20 Days on Market

Townhome for Sale

$288,000

3 bd · 2 ba · 1,728 sqft

1008 UNIVERSAL REST PLACE, KISSIMMEE, FL 34744

2954 LUCAYAN HARBOUR CIRCLE # 106, KISSIMMEE, FL 34746
79 Days on Market

Townhome for Sale

$287,000

3 bd · 2 ba · 1,300 sqft

2954 LUCAYAN HARBOUR CIRCLE # 106, KISSIMMEE, FL 34746

4764 ORMOND BEACH WAY, KISSIMMEE, FL 34746
126 Days on Market

Townhome for Sale

$285,500

3 bd · 3 ba · 1,286 sqft

4764 ORMOND BEACH WAY, KISSIMMEE, FL 34746

2394 CARAVELLE CIRCLE, KISSIMMEE, FL 34746
Newly Listed

Townhome for Sale

$285,500

4 bd · 3 ba · 1,536 sqft

2394 CARAVELLE CIRCLE, KISSIMMEE, FL 34746

796 DEL PRADO DRIVE, KISSIMMEE, FL 34758
162 Days on Market

House for Sale

$285,000

3 bd · 2 ba · 1,348 sqft

796 DEL PRADO DRIVE, KISSIMMEE, FL 34758

2900 CLARABELLE COURT, KISSIMMEE, FL 34743
41 Days on Market

Townhome for Sale

$285,000

3 bd · 3 ba · 1,703 sqft

2900 CLARABELLE COURT, KISSIMMEE, FL 34743

2456 TEMPLE GROVE LANE, KISSIMMEE, FL 34741
50 Days on Market

Townhome for Sale

$285,000

3 bd · 3 ba · 1,384 sqft

2456 TEMPLE GROVE LANE, KISSIMMEE, FL 34741

2691 CORVETTE LANE, KISSIMMEE, FL 34746
243 Days on Market

Townhome for Sale

$285,000

2 bd · 3 ba · 1,350 sqft

2691 CORVETTE LANE, KISSIMMEE, FL 34746

380 SORRENTO ROAD, KISSIMMEE, FL 34759
43 Days on Market

House for Sale

$285,000

3 bd · 2 ba · 1,786 sqft

380 SORRENTO ROAD, KISSIMMEE, FL 34759

4850 CORAL CASTLE DRIVE, KISSIMMEE, FL 34746
Newly Listed

Townhome for Sale

$285,000

3 bd · 3 ba · 1,762 sqft

4850 CORAL CASTLE DRIVE, KISSIMMEE, FL 34746

2634 CORVETTE LANE, KISSIMMEE, FL 34746
161 Days on Market

Townhome for Sale

$285,000

2 bd · 3 ba · 1,350 sqft

2634 CORVETTE LANE, KISSIMMEE, FL 34746

611 BASINGSTOKE COURT, KISSIMMEE, FL 34758
Newly Listed

House for Sale

$285,000

3 bd · 2 ba · 1,442 sqft

611 BASINGSTOKE COURT, KISSIMMEE, FL 34758

1135 PARK RIDGE CIRCLE, KISSIMMEE, FL 34746
703 Days on Market

Townhome for Sale

$285,000

3 bd · 3 ba · 1,277 sqft

1135 PARK RIDGE CIRCLE, KISSIMMEE, FL 34746

3420 FALLBROOK DR, KISSIMMEE, FL 34759
38 Days on Market

House for Sale

$285,000

2 bd · 2 ba · 1,499 sqft

3420 FALLBROOK DR, KISSIMMEE, FL 34759

2630 CORVETTE LANE, KISSIMMEE, FL 34746
150 Days on Market

Townhome for Sale

$285,000

2 bd · 3 ba · 1,350 sqft

2630 CORVETTE LANE, KISSIMMEE, FL 34746

50 SAWFISH COURT, KISSIMMEE, FL 34759
21 Days on Market

House for Sale

$285,000

3 bd · 2 ba · 1,612 sqft

50 SAWFISH COURT, KISSIMMEE, FL 34759

9004 SHINE DRIVE, KISSIMMEE, FL 34747
102 Days on Market

Townhome for Sale

$285,000

3 bd · 2 ba · 1,300 sqft

9004 SHINE DRIVE, KISSIMMEE, FL 34747

3607 MAIN HARBOR DRIVE, KISSIMMEE, FL 34746
56 Days on Market

Townhome for Sale

$285,000

3 bd · 3 ba · 1,550 sqft

3607 MAIN HARBOR 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
Send a message

We reply the same day.

By submitting you agree to be contacted about your inquiry. No spam, ever.

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

Discover Your Perfect Home

Homes for Sale under $300K in Nearby Cities
Show more (7)
Select Property Type
Show more (1)
Kissimmee Condos for Sale by Type & Price
Show more (2)
Bedroom Size Homes in Kissimmee
Show more (1)
Homes by Price in Kissimmee
Show more (6)
Lifestyle & New in Kissimmee
Rentals in Kissimmee
Homes Nearby Kissimmee: Neighborhoods
Show more (10)
Homes Nearby Kissimmee: Cities
Show more (10)
Homes Nearby Kissimmee: ZIP Codes