Search Kissimmee Real Estate Listings, $400,000 - $500,000

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Active 3079 Tom Sawyer Dr, KISSIMMEE

$468,000

▼ $52,000 STOREY LAKE PH 2

3079 Tom Sawyer Dr, KISSIMMEE

4 Beds 3 Baths 1,914 SqFt Residential Townhouse MLS® # O6327355
Active 3160 Pantanal Ln, KISSIMMEE

$467,500

▼ $2,500 MAGIC VILLAGE

3160 Pantanal Ln, KISSIMMEE

4 Beds 5 Baths 2,396 SqFt Residential Townhouse MLS® # O6361487
Active 1326 Seven Eagles Ct 1326, KISSIMMEE

$467,500

SEVEN EAGLES CONDO

1326 Seven Eagles Ct 1326, KISSIMMEE

3 Beds 3 Baths 2,124 SqFt Residential Condominium MLS® # S5150080
Active 8923 Cuban Palm Rd, KISSIMMEE

$465,980

▼ $4,000 PARADISE PALMS RESORT PH 2

8923 Cuban Palm Rd, KISSIMMEE

5 Beds 5 Baths 3,015 SqFt Residential Single Family Residence MLS® # TB8472898
Open House
Active 3531 Linnet Ct, KISSIMMEE

$465,000

AUDUBON RESERVE

3531 Linnet Ct, KISSIMMEE

4 Beds 3 Baths 3,434 SqFt Residential
Sun, Oct 4th, 2026 @ 11am - 5pm
Single Family Residence MLS® # O6439556
Active 1839 Good Neighbor Loop, KISSIMMEE

$465,000

▼ $5,000 TOHOQUA PH 2

1839 Good Neighbor Loop, KISSIMMEE

4 Beds 4 Baths 2,717 SqFt Residential Single Family Residence MLS® # O6328214
Active 4609 Formby Ct, KISSIMMEE

$465,000

▼ $5,000 LAKE BERKLEY RESORT

4609 Formby Ct, KISSIMMEE

4 Beds 3 Baths 1,844 SqFt Residential Single Family Residence MLS® # S5151857
Active 4439 Le Reve Ct, KISSIMMEE

$465,000

LE REVE

4439 Le Reve Ct, KISSIMMEE

4 Beds 4 Baths 1,752 SqFt Residential Townhouse MLS® # O6357348
Active 2433 Huron Cir, KISSIMMEE

$465,000

BRIGHTON LAKES PH 1

2433 Huron Cir, KISSIMMEE

5 Beds 3 Baths 2,880 SqFt Residential Single Family Residence MLS® # TB8378409
Active 4419 Azure Isle Way, KISSIMMEE

$465,000

NORTH POINT

4419 Azure Isle Way, KISSIMMEE

3 Beds 2 Baths 1,941 SqFt Residential Single Family Residence MLS® # O6440193
Active 2856 Middleton Cir, KISSIMMEE

$465,000

PEBBLE POINTE UNIT 2

2856 Middleton Cir, KISSIMMEE

4 Beds 3 Baths 2,398 SqFt Residential Single Family Residence MLS® # S5155955
Active 8923 Sydney Ave, KISSIMMEE

$465,000

WINDSOR AT WESTSIDE PH 3

8923 Sydney Ave, KISSIMMEE

5 Beds 5 Baths 2,263 SqFt Residential Townhouse MLS® # O6425993
Active 1314 Asher Mason Ave, KISSIMMEE

$465,000

BIG SKY

1314 Asher Mason Ave, KISSIMMEE

3 Beds 2 Baths 1,500 SqFt Residential Single Family Residence MLS® # S5157409
Active 4104 Gooseberry Tr, KISSIMMEE

$465,000

▼ $60,000 STOREY CREEK PH 3A

4104 Gooseberry Tr, KISSIMMEE

4 Beds 4 Baths 2,516 SqFt Residential Single Family Residence MLS® # S5155899
Active 2886 Oconnell Dr, KISSIMMEE

$465,000

CYPRESS RESERVE PH 02

2886 Oconnell Dr, KISSIMMEE

3 Beds 2 Baths 2,063 SqFt Residential Single Family Residence MLS® # O6405575
Active 1450 Silverado Flats St, KISSIMMEE

$464,900

KINDRED LT 75 & TR 64 REP

1450 Silverado Flats St, KISSIMMEE

5 Beds 3 Baths 2,674 SqFt Residential Single Family Residence MLS® # O6442809
Active 3860 Rose Mallow Dr, KISSIMMEE

$464,900

▼ $20,000 BELLALAGO PH 5J SEC 3

3860 Rose Mallow Dr, KISSIMMEE

5 Beds 4 Baths 3,436 SqFt Residential Single Family Residence MLS® # O6379370
Active 2952 Beach Palm Ave, KISSIMMEE

$464,000

▼ $19,000 PARADISE PALMS RESORT PH 3B

2952 Beach Palm Ave, KISSIMMEE

6 Beds 5 Baths 3,291 SqFt Residential Single Family Residence MLS® # S5124221
Active 4402 Le Reve Ct, KISSIMMEE

$463,990

LE REVE

4402 Le Reve Ct, KISSIMMEE

4 Beds 4 Baths 1,752 SqFt Residential Townhouse MLS® # O6366499
Active 1868 Southbury Dr, KISSIMMEE

$463,490

KINDRED

1868 Southbury Dr, KISSIMMEE

4 Beds 2 Baths 1,828 SqFt Residential Single Family Residence MLS® # O6441078
Active 7949 Golden Pond Cir, KISSIMMEE

$463,000

▼ $6,000 ROLLING HILLS ESTATES UNIT 1 AT FORMOSA

7949 Golden Pond Cir, KISSIMMEE

4 Beds 2 Baths 1,822 SqFt Residential Single Family Residence MLS® # S5150418
Active 2153 Serenity Garden Dr, KISSIMMEE

$462,490

KINDRED

2153 Serenity Garden Dr, KISSIMMEE

5 Beds 3 Baths 2,447 SqFt Residential Single Family Residence MLS® # O6440877
New
Active 5131 Worchester Dr, KISSIMMEE

$460,540

KNIGHTSBRIDGE 50S

5131 Worchester Dr, KISSIMMEE

5 Beds 3 Baths 2,896 SqFt Residential Single Family Residence MLS® # O6446521
Active 2756 Lido Key Dr, KISSIMMEE

$460,000

EMERALD ISLAND RESORT PH 5B

2756 Lido Key Dr, KISSIMMEE

5 Beds 3 Baths 1,960 SqFt Residential Single Family Residence MLS® # S5148950
Active 3817 Golden Feather Way, KISSIMMEE

$460,000

▼ $25,000 BELLALAGO PH 4P

3817 Golden Feather Way, KISSIMMEE

4 Beds 3 Baths 2,724 SqFt Residential Single Family Residence MLS® # O6429442
Active 3879 Shoreside Dr, KISSIMMEE

$460,000

▼ $20,000 BELLALAGO PH 4K

3879 Shoreside Dr, KISSIMMEE

4 Beds 3 Baths 3,188 SqFt Residential Single Family Residence MLS® # O6393484
Active 1929 Howard Mesa Dr, KISSIMMEE

$460,000

KINDRED PH 3B 3C & 3D

1929 Howard Mesa Dr, KISSIMMEE

5 Beds 3 Baths 2,447 SqFt Residential Single Family Residence MLS® # O6442897
New
Active 3058 Cadence Sound Ln, KISSIMMEE

$460,000

SEASONS AT BIG SKY PH 2

3058 Cadence Sound Ln, KISSIMMEE

4 Beds 2 Baths 1,848 SqFt Residential Single Family Residence MLS® # S5158101
Active 3054 Gatsby St, KISSIMMEE

$460,000

STOREY LAKE PH 2

3054 Gatsby St, KISSIMMEE

4 Beds 3 Baths 1,914 SqFt Residential Townhouse MLS® # O6443545
Active 2402 Dubai St, KISSIMMEE

$460,000

▲ $2,000 WINDSOR AT WESTSIDE PH 3

2402 Dubai St, KISSIMMEE

5 Beds 5 Baths 2,263 SqFt Residential Townhouse MLS® # O6341750
Active 4704 Blue Diamond St, KISSIMMEE

$460,000

CRYSTAL COVE RESORT

4704 Blue Diamond St, KISSIMMEE

4 Beds 3 Baths 1,808 SqFt Residential Single Family Residence MLS® # O6364805
Active 2902 Paddington Way, KISSIMMEE

$460,000

▼ $5,000 LINDFIELDS UNIT 3

2902 Paddington Way, KISSIMMEE

3 Beds 2 Baths 1,603 SqFt Residential Single Family Residence MLS® # S5126318
Active 1957 Red Canyon Dr, KISSIMMEE

$460,000

KINDRED PH 1A & 1B

1957 Red Canyon Dr, KISSIMMEE

5 Beds 3 Baths 2,469 SqFt Residential Single Family Residence MLS® # O6409138
Active 4830 Dedication St, KISSIMMEE

$460,000

STOREY LAKE PH 3

4830 Dedication St, KISSIMMEE

4 Beds 3 Baths 1,914 SqFt Residential Townhouse MLS® # S5134077
Active 4261 Paragraph Dr, KISSIMMEE

$460,000

COVE AT STOREY LAKE 4

4261 Paragraph Dr, KISSIMMEE

4 Beds 3 Baths 1,914 SqFt Residential Townhouse MLS® # O6441589
Active 4086 Gooseberry Tr, KISSIMMEE

$459,999

STOREY CREEK PH 3B & 4

4086 Gooseberry Tr, KISSIMMEE

4 Beds 3 Baths 2,109 SqFt Residential Single Family Residence MLS® # S5143863
Active 2753 Monticello Way, KISSIMMEE

$459,995

PRESERVE/TAPESTRY PH 3 & 4

2753 Monticello Way, KISSIMMEE

4 Beds 3 Baths 2,338 SqFt Residential Single Family Residence MLS® # O6436110
Active 8960 Bismarck Palm Rd, KISSIMMEE

$459,990

▼ $30,000 PARADISE PALMS RESORT PH 3B

8960 Bismarck Palm Rd, KISSIMMEE

5 Beds 5 Baths 3,015 SqFt Residential Single Family Residence MLS® # S5143167
Active 2659 Autumn Creek Cir, KISSIMMEE

$459,990

INDIAN CREEK PH 2

2659 Autumn Creek Cir, KISSIMMEE

5 Beds 3 Baths 1,824 SqFt Residential Single Family Residence MLS® # S5151983
Active 4192 Paragraph Dr, KISSIMMEE

$459,990

COVE AT STOREY LAKE 4

4192 Paragraph Dr, KISSIMMEE

4 Beds 3 Baths 1,914 SqFt Residential Townhouse MLS® # O6432816
Active 4381 Creekside Blvd, KISSIMMEE

$459,990

CREEKSIDE PH 3

4381 Creekside Blvd, KISSIMMEE

4 Beds 3 Baths 1,999 SqFt Residential Single Family Residence MLS® # S5153029
Active 8976 Amelia Downs Tr, KISSIMMEE

$459,900

SOLARA RESORT VACATION VILLAS REP

8976 Amelia Downs Tr, KISSIMMEE

4 Beds 5 Baths 2,090 SqFt Residential Townhouse MLS® # O6406587
Active 2873 Blooming Alamanda Loop, KISSIMMEE

$459,900

OAK ISLAND COVE

2873 Blooming Alamanda Loop, KISSIMMEE

4 Beds 2 Baths 1,822 SqFt Residential Single Family Residence MLS® # O6435397
Active 2275 Rambling Oaks Way, KISSIMMEE

$459,900

▼ $35,100 OAK HAMMOCK PRESERVE UNIT 2

2275 Rambling Oaks Way, KISSIMMEE

4 Beds 3 Baths 2,768 SqFt Residential Single Family Residence MLS® # O6418529
Active 1801 Goblet Cove St, KISSIMMEE

$459,900

BELLALAGO PH 5J SEC 3

1801 Goblet Cove St, KISSIMMEE

4 Beds 3 Baths 2,420 SqFt Residential Single Family Residence MLS® # S5158038
Active 7628 Recife Dr, KISSIMMEE

$459,900

▼ $10,000 MAGIC VILLAGE

7628 Recife Dr, KISSIMMEE

4 Beds 5 Baths 2,396 SqFt Residential Townhouse MLS® # S5155205
Active 2815 Monticello Way, KISSIMMEE

$459,900

▼ $15,100 PRESERVE AT TAPESTRY PH 3 & 4

2815 Monticello Way, KISSIMMEE

4 Beds 3 Baths 2,328 SqFt Residential Single Family Residence MLS® # O6441814
Active 2861 Simile St, KISSIMMEE

$459,800

▼ $100,000 COVE AT STOREY LAKE III

2861 Simile St, KISSIMMEE

4 Beds 3 Baths 1,914 SqFt Residential Townhouse MLS® # O6405965