Search Kissimmee Real Estate Listings, $300,000 - $400,000

Sort by:
New
Active 2911 Banana Palm Dr, KISSIMMEE

$335,000

PARADISE PALMS RESIDENCE PH 4

2911 Banana Palm Dr, KISSIMMEE

4 Beds 3 Baths 1,902 SqFt Residential Townhouse MLS® # O6446672
Active 2720 Roadster, KISSIMMEE

$334,995

▼ $5,005 REGAL OAKS AT OLD TOWN

2720 Roadster, KISSIMMEE

4 Beds 3 Baths 1,440 SqFt Residential Townhouse MLS® # O6398687
Active 1259 Wispy Cypress Dr, KISSIMMEE

$334,900

▼ $5,000 CYPRESS HAMMOCK PH 1

1259 Wispy Cypress Dr, KISSIMMEE

4 Beds 3 Baths 1,876 SqFt Residential Townhouse MLS® # O6419499
Active 2319 Lily Pad Ln, KISSIMMEE

$334,900

SHANNON LAKES PH 3

2319 Lily Pad Ln, KISSIMMEE

3 Beds 2 Baths 1,704 SqFt Residential Single Family Residence MLS® # S5154140
Active 2274 Centerra Loop, KISSIMMEE

$334,900

TAPESTRY PH 5

2274 Centerra Loop, KISSIMMEE

3 Beds 3 Baths 1,602 SqFt Residential Townhouse MLS® # S5149195
Active 2971 Banana Palm Dr, KISSIMMEE

$334,900

PARADISE PALMS RESORT PH 4

2971 Banana Palm Dr, KISSIMMEE

4 Beds 3 Baths 1,902 SqFt Residential Townhouse MLS® # O6439668
Active 4609 Cheyenne Point Tr, KISSIMMEE

$334,900

INDIAN POINT PH 2

4609 Cheyenne Point Tr, KISSIMMEE

3 Beds 2 Baths 1,228 SqFt Residential Single Family Residence MLS® # S5157339
Active 8972 Cat Palm Rd, KISSIMMEE

$334,900

PARADISE PALMS RESORT PH 1

8972 Cat Palm Rd, KISSIMMEE

4 Beds 3 Baths 1,902 SqFt Residential Townhouse MLS® # S5157712
Active 216 Spoonbill Dr, KISSIMMEE

$334,625

▼ $8,000 POINCIANA NBRHD 06 SOUTH VILLAGE 03

216 Spoonbill Dr, KISSIMMEE

4 Beds 2 Baths 1,828 SqFt Residential Single Family Residence MLS® # O6421165
Open House
Active 4782 Cloister St, KISSIMMEE

$334,000

▼ $1,000 WESTVIEW POD B NEIGHBORHOOD 2A & 2B PH 1

4782 Cloister St, KISSIMMEE

3 Beds 2 Baths 1,560 SqFt Residential
Sat, Oct 10th, 2026 @ 12pm - 3pm
Single Family Residence MLS® # O6435535
Active 856 Franconville Ct, KISSIMMEE

$334,000

POINCIANA VILLAGE 5 NBHD 1

856 Franconville Ct, KISSIMMEE

3 Beds 2 Baths 1,825 SqFt Residential Single Family Residence MLS® # S5153617
Active 8956 California Palm Rd, KISSIMMEE

$333,900

▲ $7,400 PARADISE PALMS RESORT PH 1

8956 California Palm Rd, KISSIMMEE

4 Beds 3 Baths 1,902 SqFt Residential Townhouse MLS® # O6429230
Active 2000 Rankin St, KISSIMMEE

$333,000

▲ $44,000 KINDRED PH 3A

2000 Rankin St, KISSIMMEE

3 Beds 3 Baths 1,814 SqFt Residential Townhouse MLS® # S5151625
Active 1759 Leyland Cir, KISSIMMEE

$330,990

EVERGREEN PARK

1759 Leyland Cir, KISSIMMEE

3 Beds 3 Baths 1,463 SqFt Residential Townhouse MLS® # O6441185
Active 1755 Leyland Cir, KISSIMMEE

$330,990

EVERGREEN PARK

1755 Leyland Cir, KISSIMMEE

3 Beds 3 Baths 1,463 SqFt Residential Townhouse MLS® # O6441200
Active 2705 Impala Ln, KISSIMMEE

$330,000

REGAL OAKS AT OLD TOWN

2705 Impala Ln, KISSIMMEE

3 Beds 3 Baths 1,435 SqFt Residential Townhouse MLS® # O6418130
Active Donegan, KISSIMMEE

$330,000

▼ $15,000 HOLTONS SUB

Donegan, KISSIMMEE

0 Beds 0 Baths 0 SqFt Land Land MLS® # S5123102
Active 7593 Gathering Dr 706, KISSIMMEE

$330,000

▲ $5,000 REUNION GRANDE CONDO

7593 Gathering Dr 706, KISSIMMEE

2 Beds 2 Baths 1,430 SqFt Residential Condo - Hotel MLS® # O6432143
Active 3200 Cupid Pl, KISSIMMEE

$330,000

WEST LUCAYA VILLAGE

3200 Cupid Pl, KISSIMMEE

4 Beds 3 Baths 1,694 SqFt Residential Townhouse MLS® # O6431279
Active 7424 Stone Creek Tr, KISSIMMEE

$330,000

LAKE WILSON RESERVE

7424 Stone Creek Tr, KISSIMMEE

3 Beds 3 Baths 1,797 SqFt Residential Townhouse MLS® # O6435233
Active 1425 Nelson Brook Way, KISSIMMEE

$330,000

▼ $10,000 POINCIANA NBRHD 06 VILLAGE 07

1425 Nelson Brook Way, KISSIMMEE

4 Beds 3 Baths 2,210 SqFt Residential Single Family Residence MLS® # V4949026
Active 7593 Gathering Dr 307, KISSIMMEE

$330,000

▲ $5,000 REUNION GRANDE CONDO

7593 Gathering Dr 307, KISSIMMEE

2 Beds 2 Baths 1,430 SqFt Residential Condo - Hotel MLS® # O6432059
Active 8957 Cat Palm Rd, KISSIMMEE

$330,000

▼ $20,000 PARADISE PALMS RESORT PH 1

8957 Cat Palm Rd, KISSIMMEE

4 Beds 3 Baths 1,902 SqFt Residential Townhouse MLS® # O6428364
Active 314 Huron Dr, KISSIMMEE

$330,000

POINCIANA NBRHD 5 VIL 7

314 Huron Dr, KISSIMMEE

4 Beds 3 Baths 2,857 SqFt Residential Single Family Residence MLS® # O6439844
Active 8959 Shine Dr, KISSIMMEE

$330,000

▼ $20,000 WEST LUCAYA VILLAGE

8959 Shine Dr, KISSIMMEE

4 Beds 3 Baths 1,694 SqFt Residential Townhouse MLS® # O6441442
Active 3651 Sail Harbor Dr, KISSIMMEE

$330,000

ISLES OF BELLALAGO PH 2

3651 Sail Harbor Dr, KISSIMMEE

3 Beds 2 Baths 1,490 SqFt Residential Single Family Residence MLS® # S5156963
Active 2888 Oakwater Dr 2888, KISSIMMEE

$330,000

▼ $10,000 OAKWATER CONDO PH 1

2888 Oakwater Dr 2888, KISSIMMEE

3 Beds 2 Baths 1,427 SqFt Residential Condominium MLS® # O6355016
Active 5316 Jade St, KISSIMMEE

$330,000

INDIAN WELLS UNIT 1

5316 Jade St, KISSIMMEE

2 Beds 2 Baths 1,330 SqFt Residential Single Family Residence MLS® # O6411707
Active 8913 W Shine Dr, KISSIMMEE

$330,000

▼ $20,000 WEST LUCAYA VILLAGE

8913 W Shine Dr, KISSIMMEE

4 Beds 3 Baths 1,694 SqFt Residential Townhouse MLS® # O6401214
Active 5689 Sycamore Canyon Dr, KISSIMMEE

$330,000

BLACKSTONE LANDING PH 3

5689 Sycamore Canyon Dr, KISSIMMEE

3 Beds 2 Baths 1,498 SqFt Residential Single Family Residence MLS® # O6437929
Active 3486 Hawkin Dr, KISSIMMEE

$330,000

▲ $6,000 WILDERNESS PH 1 UNIT 1 THE

3486 Hawkin Dr, KISSIMMEE

3 Beds 3 Baths 1,833 SqFt Residential Single Family Residence MLS® # TB8489427
Open House
Active 906 San Paulo Way, KISSIMMEE

$330,000

▼ $9,500 POINCIANA VILLAGE 1 NBHD 2

906 San Paulo Way, KISSIMMEE

4 Beds 3 Baths 1,900 SqFt Residential
Sun, Oct 4th, 2026 @ 1pm - 4:30pm
Single Family Residence MLS® # S5153286
Active 711 S Emory Ave, KISSIMMEE

$330,000

E L LESLEYS

711 S Emory Ave, KISSIMMEE

5 Beds 4 Baths 1,720 SqFt Residential Single Family Residence MLS® # O6432346
Active 925 Stockport Dr, KISSIMMEE

$330,000

POINCIANA VILLAGE 2 NBHD 1

925 Stockport Dr, KISSIMMEE

4 Beds 3 Baths 2,350 SqFt Residential Single Family Residence MLS® # O6433539
Active 1779 Red Canyon Dr, KISSIMMEE

$329,990

▼ $10,010 KINDRED PH 1FB

1779 Red Canyon Dr, KISSIMMEE

3 Beds 3 Baths 1,624 SqFt Residential Townhouse MLS® # S5142388
Active 4604 Southport Bay Dr, KISSIMMEE

$329,990

SOUTHPORT BAY

4604 Southport Bay Dr, KISSIMMEE

4 Beds 2 Baths 1,402 SqFt Residential Single Family Residence MLS® # S5136457
Active 2903 Banana Palm Dr, KISSIMMEE

$329,990

PARADISE PALMS RESORT PH 4

2903 Banana Palm Dr, KISSIMMEE

4 Beds 3 Baths 1,902 SqFt Residential Townhouse MLS® # O6426138
New
Active 4494 Ochos Rios Pl, KISSIMMEE

$329,990

WESTVIEW 45S AA

4494 Ochos Rios Pl, KISSIMMEE

2 Beds 2 Baths 1,713 SqFt Residential Single Family Residence MLS® # O6446536
Active 3151 Sunset Walk Dr 414, KISSIMMEE

$329,900

▼ $30,000 SUNSET WALK HOTEL CONDO PH 1

3151 Sunset Walk Dr 414, KISSIMMEE

2 Beds 2 Baths 1,163 SqFt Residential Condo - Hotel MLS® # S5155261
Active 2430 Quail Run Blvd, KISSIMMEE

$329,900

QUAIL HOLLOW PH 3

2430 Quail Run Blvd, KISSIMMEE

3 Beds 2 Baths 1,080 SqFt Residential Single Family Residence MLS® # V4948022
Active 367 Camellia Ct, KISSIMMEE

$329,900

▼ $19,100 POINCIANA NBRHD 02 VILLAGE 08

367 Camellia Ct, KISSIMMEE

4 Beds 3 Baths 1,892 SqFt Residential Single Family Residence MLS® # O6439193
Active 3243 Sustainable Way, KISSIMMEE

$329,900

HUB AT WESTSIDE RESERVE

3243 Sustainable Way, KISSIMMEE

3 Beds 3 Baths 1,360 SqFt Residential Townhouse MLS® # S5150504
Active 2778 Almaton Loop 203, KISSIMMEE

$329,900

▼ $8,100 VENTURA AT WINDSOR HILLS CONDO PH 3

2778 Almaton Loop 203, KISSIMMEE

3 Beds 2 Baths 1,246 SqFt Residential Condominium MLS® # O6332735
Active 3151 Sunset Walk Dr 402, KISSIMMEE

$329,900

▼ $45,100 SUNSET WALK HOTEL CONDO PH 1

3151 Sunset Walk Dr 402, KISSIMMEE

1 Bed 1 Bath 745 SqFt Residential Condo - Hotel MLS® # O6399025
Active 1103 Saint Tropez Ct, KISSIMMEE

$329,900

POINCIANA VILLAGE 5 NBHD 1

1103 Saint Tropez Ct, KISSIMMEE

4 Beds 2 Baths 1,623 SqFt Residential Single Family Residence MLS® # S5150726
Active 3125 Sun Lake Court B, KISSIMMEE

$329,900

▼ $10,000 SUN LAKE CONDO

3125 Sun Lake Court B, KISSIMMEE

4 Beds 3 Baths 1,650 SqFt Residential Condominium MLS® # S5149000
Active 620 Heraldo Ct, KISSIMMEE

$329,900

POINCIANA VILLAGE 1 NBHD 3 WEST

620 Heraldo Ct, KISSIMMEE

3 Beds 2 Baths 1,372 SqFt Residential Single Family Residence MLS® # S5141681
Active 2935 Banana Palm Dr, KISSIMMEE

$329,900

▼ $5,000 PARADISE PALMS RESORT PH 4

2935 Banana Palm Dr, KISSIMMEE

4 Beds 3 Baths 1,902 SqFt Residential Townhouse MLS® # O6438109