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

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Active 7 S Lavon Ave, KISSIMMEE

$324,995

FAIRLAWN

7 S Lavon Ave, KISSIMMEE

4 Beds 2 Baths 1,643 SqFt Residential Single Family Residence MLS® # O6444568
Active 4488 Ochos Rios Pl, KISSIMMEE

$324,990

▼ $4,000 WESTVIEW 45S AA

4488 Ochos Rios Pl, KISSIMMEE

2 Beds 2 Baths 1,872 SqFt Residential Single Family Residence MLS® # O6438527
Active 1796 Bryant St, KISSIMMEE

$324,990

▼ $8,740 EVERGREEN PARK

1796 Bryant St, KISSIMMEE

3 Beds 3 Baths 1,463 SqFt Residential Townhouse MLS® # O6414925
Active 4464 Ochos Rios Pl, KISSIMMEE

$324,990

▼ $4,000 WESTVIEW 45S AA

4464 Ochos Rios Pl, KISSIMMEE

2 Beds 2 Baths 1,872 SqFt Residential Single Family Residence MLS® # O6433231
Active 1025 Derbyshire Dr, KISSIMMEE

$324,990

POINCIANA VILLAGE 2 NBHD 1

1025 Derbyshire Dr, KISSIMMEE

3 Beds 2 Baths 1,834 SqFt Residential Single Family Residence MLS® # O6431713
Active 4482 Ochos Rios Pl, KISSIMMEE

$324,990

▼ $10,000 WESTVIEW 45S AA

4482 Ochos Rios Pl, KISSIMMEE

2 Beds 2 Baths 1,872 SqFt Residential Single Family Residence MLS® # O6438522
Active 4642 Tribute Tr, KISSIMMEE

$324,900

▼ $10,100 STOREY LAKE TRACT K PB 26 PGS 28-32 LOT 137

4642 Tribute Tr, KISSIMMEE

3 Beds 3 Baths 1,797 SqFt Residential Townhouse MLS® # O6426309
New
Active 514 Brentford Ct, KISSIMMEE

$324,900

POINCIANA VILLAGE 2 NBHD 3

514 Brentford Ct, KISSIMMEE

3 Beds 2 Baths 1,910 SqFt Residential Single Family Residence MLS® # S5158581
Active 8957 Sugar Palm Rd, KISSIMMEE

$324,900

PARADISE PALMS RESORT

8957 Sugar Palm Rd, KISSIMMEE

4 Beds 3 Baths 1,902 SqFt Residential Townhouse MLS® # O6439745
Active 140 Guaymas Dr, KISSIMMEE

$324,900

▼ $5,000 BVL UNIT 3

140 Guaymas Dr, KISSIMMEE

3 Beds 2 Baths 1,444 SqFt Residential Single Family Residence MLS® # O6411942
Open House
Active 2221 Paria Ln, KISSIMMEE

$324,900

▼ $25,000 BLACKSTONE LANDING PH 03

2221 Paria Ln, KISSIMMEE

4 Beds 2 Baths 1,874 SqFt Residential
Sun, Oct 4th, 2026 @ 9am - 5pm
Single Family Residence MLS® # O6407028
New
Active 2738 Coupe St, KISSIMMEE

$324,000

REGAL OAKS AT OLD TOWN

2738 Coupe St, KISSIMMEE

4 Beds 3 Baths 1,440 SqFt Residential Townhouse MLS® # O6446347
Active 4493 Ochos Rios Pl, KISSIMMEE

$323,990

▼ $10,000 WESTVIEW 45S AA

4493 Ochos Rios Pl, KISSIMMEE

2 Beds 2 Baths 1,553 SqFt Residential Single Family Residence MLS® # O6433236
Active 4607 Kalispell Rd, KISSIMMEE

$323,990

▼ $10 HAMMOCK TRAILS

4607 Kalispell Rd, KISSIMMEE

3 Beds 2 Baths 1,680 SqFt Residential Single Family Residence MLS® # O6391232
Active 1104 Lakeshore Breeze Pl, KISSIMMEE

$322,000

▼ $2,000 SOLEIL AT WESTSIDE

1104 Lakeshore Breeze Pl, KISSIMMEE

3 Beds 3 Baths 1,460 SqFt Residential Townhouse MLS® # O6402729
Open House
Active 82 Lakepointe Cir 82, KISSIMMEE

$321,000

▼ $1,000 BVL LAKEPOINTE TWNHMS

82 Lakepointe Cir 82, KISSIMMEE

3 Beds 3 Baths 1,471 SqFt Residential
Sun, Oct 11th, 2026 @ 12pm - 3pm
Townhouse MLS® # O6426397
Active 995 Cumberland Dr, KISSIMMEE

$320,990

▼ $4,000 POINCIANA NBRHD 06 VILLAGE 07

995 Cumberland Dr, KISSIMMEE

3 Beds 2 Baths 1,239 SqFt Residential Single Family Residence MLS® # O6384765
Open House
Active 2749 Pleasant Cypress Cir, KISSIMMEE

$320,000

▼ $15,995 CYPRESS RIDGE

2749 Pleasant Cypress Cir, KISSIMMEE

3 Beds 3 Baths 1,747 SqFt Residential
Sat, Oct 10th, 2026 @ 1pm - 4pm
Single Family Residence MLS® # S5150146
Active 1983 Kimlyn Cir, KISSIMMEE

$320,000

▼ $10,000 LITTLE CREEK PH 1

1983 Kimlyn Cir, KISSIMMEE

3 Beds 2 Baths 1,655 SqFt Residential Single Family Residence MLS® # O6418845
Active 4581 Sparkling Shell Ave, KISSIMMEE

$320,000

▼ $29,375 CYPRESS CAY PH 1

4581 Sparkling Shell Ave, KISSIMMEE

3 Beds 3 Baths 1,782 SqFt Residential Townhouse MLS® # S5153606
Active 7593 Gathering Dr 407, KISSIMMEE

$320,000

REUNION GRANDE CONDO

7593 Gathering Dr 407, KISSIMMEE

2 Beds 2 Baths 1,430 SqFt Residential Condo - Hotel MLS® # O6442851
Active 1610 Mohegan Blvd, KISSIMMEE

$320,000

▼ $19,900 HERITAGE RUN

1610 Mohegan Blvd, KISSIMMEE

3 Beds 3 Baths 2,167 SqFt Residential Townhouse MLS® # O6408062
Active 3510 Beau Rd, KISSIMMEE

$320,000

BELLA PARC TWNHMS

3510 Beau Rd, KISSIMMEE

4 Beds 3 Baths 2,043 SqFt Residential Townhouse MLS® # O6348560
Active 420 E Eagle Dr, KISSIMMEE

$320,000

POINCIANA NBRHD 5 NORTH VILL 3

420 E Eagle Dr, KISSIMMEE

3 Beds 2 Baths 1,553 SqFt Residential Single Family Residence MLS® # S5156776
New
Active 1330 Meadowbrook St, KISSIMMEE

$320,000

TOWN & COUNTRY ESTATES UNIT 1

1330 Meadowbrook St, KISSIMMEE

3 Beds 2 Baths 1,362 SqFt Residential Single Family Residence MLS® # S5158005
Active 4652 Tribute Tr, KISSIMMEE

$320,000

▼ $20,000 STOREY LAKE TR K

4652 Tribute Tr, KISSIMMEE

3 Beds 3 Baths 1,674 SqFt Residential Townhouse MLS® # O6370698
Active 3100 Rocky River Rd, KISSIMMEE

$320,000

CONCORDE ESTATES PH 2

3100 Rocky River Rd, KISSIMMEE

3 Beds 2 Baths 1,542 SqFt Residential Single Family Residence MLS® # S5146492
Active 3212 Cupid Pl, KISSIMMEE

$320,000

▼ $5,000 WEST LUCAYA VILLAGE

3212 Cupid Pl, KISSIMMEE

4 Beds 3 Baths 1,694 SqFt Residential Townhouse MLS® # O6262801
Active 2017 Gold Spring Cv, KISSIMMEE

$320,000

▼ $5,000 MEADOW WOODS COVE

2017 Gold Spring Cv, KISSIMMEE

3 Beds 3 Baths 2,079 SqFt Residential Townhouse MLS® # O6442381
Active 1172 S Beach Cir, KISSIMMEE

$320,000

▲ $20,050 FIESTA KEY

1172 S Beach Cir, KISSIMMEE

4 Beds 4 Baths 1,642 SqFt Residential Townhouse MLS® # O6382044
Active 663 Mesilla Dr, KISSIMMEE

$320,000

▼ $5,000 POINC VILLAGE 1 NBD 1 S

663 Mesilla Dr, KISSIMMEE

3 Beds 2 Baths 1,856 SqFt Residential Single Family Residence MLS® # O6428313
Active 3569 Mayfair St, KISSIMMEE

$320,000

▼ $20,000 WESTVIEW POD A PH 1B & 2

3569 Mayfair St, KISSIMMEE

3 Beds 3 Baths 1,599 SqFt Residential Townhouse MLS® # O6418764
Active 746 Maderia Ct, KISSIMMEE

$320,000

POINCIANA VILLAGE 1 NBHD 3 WEST

746 Maderia Ct, KISSIMMEE

4 Beds 2 Baths 1,719 SqFt Residential Single Family Residence MLS® # O6363600
Active 7770 Sandy Ridge Dr 139, KISSIMMEE

$320,000

SPECTRUM AT REUNION CONDO PH 9A & 9B

7770 Sandy Ridge Dr 139, KISSIMMEE

3 Beds 3 Baths 1,500 SqFt Residential Condominium MLS® # O6439345
Active 4871 Coral Castle Dr, KISSIMMEE

$320,000

FIESTA KEY PH 2

4871 Coral Castle Dr, KISSIMMEE

3 Beds 3 Baths 1,762 SqFt Residential Townhouse MLS® # O6442006
Active 1911 Sunny St, KISSIMMEE

$320,000

NICKS & LAWSONS ADD

1911 Sunny St, KISSIMMEE

3 Beds 2 Baths 1,062 SqFt Residential Single Family Residence MLS® # S5154689
Active 2449 Varenna Loop, KISSIMMEE

$320,000

TAPESTRY PH 5

2449 Varenna Loop, KISSIMMEE

3 Beds 3 Baths 1,602 SqFt Residential Townhouse MLS® # S5148673
Active 1120 Las Fuentes Dr, KISSIMMEE

$320,000

BELLAVIDA PH 1

1120 Las Fuentes Dr, KISSIMMEE

3 Beds 3 Baths 1,295 SqFt Residential Townhouse MLS® # O6399988
Active 8847 Candy Palm Rd, KISSIMMEE

$319,999

▼ $20,001 PARADISE PALMS RESORT PH 2

8847 Candy Palm Rd, KISSIMMEE

4 Beds 3 Baths 1,902 SqFt Residential Townhouse MLS® # S5151394
Active 2239 Pecos Ct, KISSIMMEE

$319,999

▼ $5,000 POINCIANA NBRHD 06 VILLAGE 07

2239 Pecos Ct, KISSIMMEE

4 Beds 3 Baths 1,886 SqFt Residential Single Family Residence MLS® # S5152438
Active 1504 Fort Meade Pl, KISSIMMEE

$319,999

▼ $20,000 POINCIANA NBRHD 02 WEST VILLAGE 07

1504 Fort Meade Pl, KISSIMMEE

4 Beds 2 Baths 1,942 SqFt Residential Single Family Residence MLS® # O6399399
Active 4330 Hazel St, KISSIMMEE

$319,997

▼ $4,993 EVERGREEN PARK

4330 Hazel St, KISSIMMEE

3 Beds 3 Baths 1,463 SqFt Residential Townhouse MLS® # O6414898
Active 1808 Bryant St, KISSIMMEE

$319,990

▼ $5,000 EVERGREEN PARK

1808 Bryant St, KISSIMMEE

3 Beds 3 Baths 1,463 SqFt Residential Townhouse MLS® # O6432937
Active 4326 Hazel St, KISSIMMEE

$319,990

▼ $5,000 EVERGREEN PARK

4326 Hazel St, KISSIMMEE

3 Beds 3 Baths 1,463 SqFt Residential Townhouse MLS® # O6428877
Active 4756 Tribute Tr, KISSIMMEE

$319,900

▼ $8,000 STOREY LAKE TR K

4756 Tribute Tr, KISSIMMEE

3 Beds 3 Baths 1,848 SqFt Residential Townhouse MLS® # S5135287
Active 46 Alicante Ct, KISSIMMEE

$319,900

POINCIANA VILLAGE 1 NBHD 2

46 Alicante Ct, KISSIMMEE

4 Beds 2 Baths 1,665 SqFt Residential Single Family Residence MLS® # O6442997
Active 454 Janice Kay Pl, KISSIMMEE

$319,900

EAGLES LANDING

454 Janice Kay Pl, KISSIMMEE

4 Beds 2 Baths 1,960 SqFt Residential Single Family Residence MLS® # O6435565
Active 1213 Cherokee Dr, KISSIMMEE

$319,900

▼ $5,100 OSCEOLA ACRES

1213 Cherokee Dr, KISSIMMEE

3 Beds 1 Bath 1,715 SqFt Residential Single Family Residence MLS® # K4903584