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

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Active 7595 Sunflower Cir, KISSIMMEE

$439,900

SUMMERVILLE RESORT

7595 Sunflower Cir, KISSIMMEE

3 Beds 3 Baths 1,530 SqFt Residential Townhouse MLS® # O6383310
Active 4959 Thames St E, KISSIMMEE

$439,900

▼ $10,000 TRAFALGAR VILLAGE PH 3

4959 Thames St E, KISSIMMEE

4 Beds 3 Baths 1,744 SqFt Residential Single Family Residence MLS® # R4910911
New
Active 2612 Waterline St, KISSIMMEE

$439,900

SARATOGA PARK PH 4B

2612 Waterline St, KISSIMMEE

4 Beds 3 Baths 2,534 SqFt Residential Single Family Residence MLS® # O6446230
Active 4521 Casablanca Ave, KISSIMMEE

$439,900

▼ $20,000 CASA BELLA

4521 Casablanca Ave, KISSIMMEE

4 Beds 2 Baths 2,168 SqFt Residential Single Family Residence MLS® # S5155291
Active 948 Lake Berkley Dr, KISSIMMEE

$439,900

▼ $20,000 LAKE BERKLEY RESORT

948 Lake Berkley Dr, KISSIMMEE

4 Beds 3 Baths 2,340 SqFt Residential Single Family Residence MLS® # O6418722
Active 3191 Brasilia Ave, KISSIMMEE

$439,000

▼ $4,000 MAGIC VILLAGE REP

3191 Brasilia Ave, KISSIMMEE

4 Beds 5 Baths 2,396 SqFt Residential Townhouse MLS® # O6398263
Active 3184 Caribbean Soul Dr, KISSIMMEE

$439,000

▼ $10,500 ROLLING OAKS PH 7

3184 Caribbean Soul Dr, KISSIMMEE

4 Beds 3 Baths 1,712 SqFt Residential Townhouse MLS® # O6348355
Active 2660 Santosh Cv, KISSIMMEE

$439,000

▼ $1,000 VERANDA PALMS PH 1C

2660 Santosh Cv, KISSIMMEE

4 Beds 4 Baths 2,038 SqFt Residential Single Family Residence MLS® # O6421204
Active 5697 Seagrape Ln, KISSIMMEE

$438,304

▼ $10,000 WESTVIEW

5697 Seagrape Ln, KISSIMMEE

4 Beds 4 Baths 2,582 SqFt Residential Single Family Residence MLS® # O6440080
Active 4722 Cumbrian Lakes Dr, KISSIMMEE

$438,000

CUMBRIAN LAKES RESIDENCE PH 3

4722 Cumbrian Lakes Dr, KISSIMMEE

5 Beds 5 Baths 2,565 SqFt Residential Single Family Residence MLS® # O6397603
Active 8615 Cavendish Dr, KISSIMMEE

$437,500

▼ $7,500 LINDFIELDS UNIT 04

8615 Cavendish Dr, KISSIMMEE

4 Beds 2 Baths 2,124 SqFt Residential Single Family Residence MLS® # C7529774
Active 2926 Boating Blvd, KISSIMMEE

$437,000

▼ $1,000 SHINGLE CREEK RESERVE AT THE OAKS PH 3 & 4

2926 Boating Blvd, KISSIMMEE

4 Beds 3 Baths 3,108 SqFt Residential Single Family Residence MLS® # L4961656
Active 2704 Vista Verde Ln, KISSIMMEE

$436,900

EAST LAKE PRESERVE PH 3

2704 Vista Verde Ln, KISSIMMEE

4 Beds 3 Baths 2,128 SqFt Residential Single Family Residence MLS® # S5156347
Active 4614 Coral Harbour Rd, KISSIMMEE

$436,730

▲ $250 WESTVIEW 50S GC

4614 Coral Harbour Rd, KISSIMMEE

4 Beds 3 Baths 2,366 SqFt Residential Single Family Residence MLS® # O6417432
Active 1739 Good Neighbor Loop, KISSIMMEE

$436,000

▼ $9,000 TOHOQUA PH 2

1739 Good Neighbor Loop, KISSIMMEE

3 Beds 2 Baths 2,068 SqFt Residential Single Family Residence MLS® # O6430418
Active 4433 Le Reve Ct, KISSIMMEE

$436,000

▼ $26,300 LE REVE

4433 Le Reve Ct, KISSIMMEE

4 Beds 4 Baths 1,752 SqFt Residential Townhouse MLS® # O6351975
Active 1326 Sweetwood Blvd, KISSIMMEE

$435,000

SWEETWOOD ESTATES

1326 Sweetwood Blvd, KISSIMMEE

3 Beds 2 Baths 1,571 SqFt Residential Single Family Residence MLS® # S5147282
Active 3129 Bear Path, KISSIMMEE

$435,000

▲ $10,000 INDIAN WELLS UNIT 8

3129 Bear Path, KISSIMMEE

3 Beds 2 Baths 1,410 SqFt Residential Single Family Residence MLS® # O6436552
Open House
Active 151 Aurelia Ct, KISSIMMEE

$435,000

POINCIANA VILLAGE 1 NBHD 2

151 Aurelia Ct, KISSIMMEE

4 Beds 3 Baths 2,778 SqFt Residential
Sun, Oct 4th, 2026 @ 11am - 1pm
Single Family Residence MLS® # S5158275
Active 1660 Tropical Palms Cir, KISSIMMEE

$435,000

▼ $35,000 SOLARA RESORT VACATION VILLAS REP

1660 Tropical Palms Cir, KISSIMMEE

5 Beds 5 Baths 2,294 SqFt Residential Townhouse MLS® # O6325817
Active 4249 Babbling Brook Way, KISSIMMEE

$435,000

▼ $4,000 STOREY CREEK PH 5

4249 Babbling Brook Way, KISSIMMEE

5 Beds 3 Baths 2,115 SqFt Residential Single Family Residence MLS® # S5155784
Active 518 Tohopekaliga Ave, KISSIMMEE

$435,000

▼ $5,000 NEPTUNE REP

518 Tohopekaliga Ave, KISSIMMEE

4 Beds 2 Baths 1,952 SqFt Residential Single Family Residence MLS® # S5153656
Active 1255 Seasons Blvd, KISSIMMEE

$435,000

▼ $24,950 SEASONS

1255 Seasons Blvd, KISSIMMEE

4 Beds 3 Baths 1,940 SqFt Residential Single Family Residence MLS® # O6415764
Active 1068 Lake Berkley Dr, KISSIMMEE

$435,000

LAKE BERKLEY RESORT

1068 Lake Berkley Dr, KISSIMMEE

4 Beds 2 Baths 1,782 SqFt Residential Single Family Residence MLS® # S5151030
Active 8036 Lost Shaker Ln, KISSIMMEE

$435,000

ROLLING OAKS PH 6

8036 Lost Shaker Ln, KISSIMMEE

4 Beds 3 Baths 1,410 SqFt Residential Single Family Residence MLS® # O6440491
Active 8217 Surf St, KISSIMMEE

$435,000

ROLLING OAKS PH 7

8217 Surf St, KISSIMMEE

4 Beds 3 Baths 1,719 SqFt Residential Townhouse MLS® # O6434314
Active 8838 Geneve Ct, KISSIMMEE

$435,000

WINDSOR AT WESTSIDE PH 2B

8838 Geneve Ct, KISSIMMEE

5 Beds 5 Baths 2,263 SqFt Residential Townhouse MLS® # O6420591
Open House
Active 1994 Spring Shower Cir, KISSIMMEE

$435,000

TOHOQUA PH 5A

1994 Spring Shower Cir, KISSIMMEE

3 Beds 2 Baths 2,056 SqFt Residential
Sun, Oct 4th, 2026 @ 12pm - 3pm
Single Family Residence MLS® # S5153955
New
Active 4839 Clock Tower Dr, KISSIMMEE

$434,900

STOREY LAKE

4839 Clock Tower Dr, KISSIMMEE

4 Beds 3 Baths 1,914 SqFt Residential Townhouse MLS® # O6446195
Active 1676 Tropical Palms Cir, KISSIMMEE

$434,900

▼ $10,100 SOLARA RESORT VACATION VILLAS REP

1676 Tropical Palms Cir, KISSIMMEE

4 Beds 5 Baths 2,145 SqFt Residential Townhouse MLS® # O6228785
Active 2012 Bearing Ln, KISSIMMEE

$434,900

NEPTUNE POINTE

2012 Bearing Ln, KISSIMMEE

3 Beds 3 Baths 2,633 SqFt Residential Single Family Residence MLS® # O6434542
Active 4327 Lighterknot Trace, KISSIMMEE

$434,000

▼ $11,000 STOREY CREEK PH 2A

4327 Lighterknot Trace, KISSIMMEE

4 Beds 3 Baths 2,581 SqFt Residential Single Family Residence MLS® # S5145410
Active 3801 Bowfin Tr, KISSIMMEE

$430,000

BELLALAGO PH 4K

3801 Bowfin Tr, KISSIMMEE

4 Beds 2 Baths 2,400 SqFt Residential Single Family Residence MLS® # O6444277
Active 8907 Sydney Ave, KISSIMMEE

$430,000

WINDSOR AT WESTSIDE PH 3

8907 Sydney Ave, KISSIMMEE

5 Beds 5 Baths 2,263 SqFt Residential Townhouse MLS® # O6434299
Active 699 Glendora Rd, KISSIMMEE

$430,000

▼ $19,000 SOLIVITA PH 02D

699 Glendora Rd, KISSIMMEE

3 Beds 3 Baths 2,450 SqFt Residential Single Family Residence MLS® # TB8452905
Active 3114 Stern Ct, KISSIMMEE

$430,000

SARATOGA PARK PH 02

3114 Stern Ct, KISSIMMEE

4 Beds 3 Baths 1,874 SqFt Residential Single Family Residence MLS® # O6421025
Active 3010 Stillwater Dr, KISSIMMEE

$430,000

▼ $20,000 BRIDGEWATER

3010 Stillwater Dr, KISSIMMEE

4 Beds 3 Baths 2,485 SqFt Residential Single Family Residence MLS® # O6433930
Active 1660 Cross Prairie Pkwy, KISSIMMEE

$430,000

▼ $5,000 TOHOQUA PH 2

1660 Cross Prairie Pkwy, KISSIMMEE

3 Beds 3 Baths 1,802 SqFt Residential Single Family Residence MLS® # R4911380
Active 2791 Picadilly Cir, KISSIMMEE

$430,000

▼ $20,000 LINDFIELDS UNIT 4

2791 Picadilly Cir, KISSIMMEE

4 Beds 3 Baths 1,926 SqFt Residential Single Family Residence MLS® # S5155340
Active 7657 Recife Dr, KISSIMMEE

$430,000

▲ $5,000 MAGIC VILLAGE

7657 Recife Dr, KISSIMMEE

4 Beds 5 Baths 2,396 SqFt Residential Townhouse MLS® # O6350643
Active 3254 Moccasin Dr, KISSIMMEE

$430,000

INDIAN WELLS UNIT 5

3254 Moccasin Dr, KISSIMMEE

3 Beds 2 Baths 1,330 SqFt Residential Single Family Residence MLS® # S5147412
Active 1673 Barberry Dr, KISSIMMEE

$429,990

▼ $19,910 KINDRED PH 2C & 2D

1673 Barberry Dr, KISSIMMEE

4 Beds 2 Baths 1,846 SqFt Residential Single Family Residence MLS® # S5147034
Active 1461 Amanda Rd, KISSIMMEE

$429,990

▼ $52,005 MILL RUN UNIT 8

1461 Amanda Rd, KISSIMMEE

3 Beds 3 Baths 1,705 SqFt Residential Single Family Residence MLS® # S5156449
Active 2780 Avian Loop, KISSIMMEE

$429,990

▼ $9,910 TAPESTRY

2780 Avian Loop, KISSIMMEE

4 Beds 3 Baths 2,176 SqFt Residential Single Family Residence MLS® # S5142594
Active 2513 Dharma Cir, KISSIMMEE

$429,990

VERANDA PALMS

2513 Dharma Cir, KISSIMMEE

4 Beds 3 Baths 1,546 SqFt Residential Single Family Residence MLS® # O6379069
Active 162 Harwood Cir, KISSIMMEE

$429,900

▼ $10,000 REMINGTON PH 1 TR D

162 Harwood Cir, KISSIMMEE

4 Beds 3 Baths 2,516 SqFt Residential Single Family Residence MLS® # O6412762
Active 125 Hidden Springs Cir, KISSIMMEE

$429,900

CYPRESS LAKES PH 5

125 Hidden Springs Cir, KISSIMMEE

3 Beds 2 Baths 1,410 SqFt Residential Single Family Residence MLS® # O6437606
Active 7958 Haverhill Way, KISSIMMEE

$429,900

▼ $6,100 REUNION VILLAGE PH 3 REP

7958 Haverhill Way, KISSIMMEE

3 Beds 2 Baths 1,570 SqFt Residential Single Family Residence MLS® # S5135480