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

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Active 159 Casavista Dr, KISSIMMEE

$419,500

▼ $9,500 SOLIVITA

159 Casavista Dr, KISSIMMEE

2 Beds 2 Baths 1,771 SqFt Residential Single Family Residence MLS® # S5153987
Active 4907 Rockvale Dr., KISSIMMEE

$419,000

▼ $20,000 HAMMOCK TRAILS

4907 Rockvale Dr., KISSIMMEE

5 Beds 4 Baths 2,785 SqFt Residential Single Family Residence MLS® # O6428549
Active 2530 Maneshaw Ln, KISSIMMEE

$419,000

WINDSOR HILLS PH 4

2530 Maneshaw Ln, KISSIMMEE

3 Beds 3 Baths 1,440 SqFt Residential Townhouse MLS® # O6421480
Active 8904 Sydney Ave, KISSIMMEE

$419,000

▼ $10,000 WINDSOR AT WESTSIDE; WINDSOR/WESTSIDE

8904 Sydney Ave, KISSIMMEE

5 Beds 5 Baths 2,263 SqFt Residential Townhouse MLS® # O6413060
Active 2592 Maneshaw Ln, KISSIMMEE

$419,000

WINDSOR HILLS PH 2

2592 Maneshaw Ln, KISSIMMEE

3 Beds 3 Baths 1,440 SqFt Residential Townhouse MLS® # O6442328
Active 1099 Lakeshore Breeze Pl Pl, KISSIMMEE

$419,000

▼ $4,999 SOLEIL AT WESTSIDE

1099 Lakeshore Breeze Pl Pl, KISSIMMEE

4 Beds 3 Baths 2,042 SqFt Residential Single Family Residence MLS® # G5116621
Active 7568 Sunflower Cir, KISSIMMEE

$419,000

SUMMERVILLE RESORT

7568 Sunflower Cir, KISSIMMEE

3 Beds 3 Baths 1,530 SqFt Residential Townhouse MLS® # O6387020
Active 1260 Pecan St, KISSIMMEE

$419,000

▼ $10,000 MOSS OAKS

1260 Pecan St, KISSIMMEE

4 Beds 2 Baths 2,107 SqFt Residential Single Family Residence MLS® # O6426199
Active 2428 Dubai St, KISSIMMEE

$419,000

▼ $21,000 WINDSOR AT WESTSIDE PH 3

2428 Dubai St, KISSIMMEE

5 Beds 4 Baths 2,263 SqFt Residential Townhouse MLS® # O6233761
Active 947 Emerald Green Ct, KISSIMMEE

$419,000

▼ $10,000 CRYSTAL COVE RESORT UNIT 2

947 Emerald Green Ct, KISSIMMEE

4 Beds 4 Baths 2,246 SqFt Residential Single Family Residence MLS® # S5120069
Active 3905 Bowfin Tr, KISSIMMEE

$419,000

BELLALAGO PH 4K

3905 Bowfin Tr, KISSIMMEE

3 Beds 3 Baths 2,533 SqFt Residential Single Family Residence MLS® # S5153371
Active 2801 Baywood Ln, KISSIMMEE

$419,000

▼ $20,900 THE OAKS PLAT NO 2

2801 Baywood Ln, KISSIMMEE

3 Beds 3 Baths 2,259 SqFt Residential Single Family Residence MLS® # S5137135
Active 3015 Yellow Lantana Ln, KISSIMMEE

$418,999

ENCANTADA

3015 Yellow Lantana Ln, KISSIMMEE

4 Beds 3 Baths 1,636 SqFt Residential Townhouse MLS® # S5126724
Active 1391 Greenfield Loop, KISSIMMEE

$418,000

▼ $10,000 REUNION VILLAGE PHASE 4

1391 Greenfield Loop, KISSIMMEE

4 Beds 3 Baths 1,811 SqFt Residential Single Family Residence MLS® # S5149597
Active 832 Driving Range Ct, KISSIMMEE

$418,000

REUNION FAIRWAYS 17 & 18 PH 3

832 Driving Range Ct, KISSIMMEE

3 Beds 3 Baths 1,704 SqFt Residential Townhouse MLS® # O6419977
Active 2614 Sunrise Shores Dr, KISSIMMEE

$418,000

▲ $9,000 SUMMERVILLE RESORT

2614 Sunrise Shores Dr, KISSIMMEE

3 Beds 4 Baths 1,678 SqFt Residential Townhouse MLS® # O6383399
Active 4071 Longworth Loop, KISSIMMEE

$418,000

TURNBERRY RESV U2

4071 Longworth Loop, KISSIMMEE

3 Beds 2 Baths 1,809 SqFt Residential Single Family Residence MLS® # O6423960
Active 2900 Bonita Cir, KISSIMMEE

$417,990

▼ $2,000 LAGO BUENDIA PH 1

2900 Bonita Cir, KISSIMMEE

4 Beds 2 Baths 1,941 SqFt Residential Single Family Residence MLS® # O6440201
Active 8546 Bay Lilly Loop, KISSIMMEE

$417,900

ENCANTADA PH 1

8546 Bay Lilly Loop, KISSIMMEE

4 Beds 3 Baths 1,636 SqFt Residential Townhouse MLS® # O6424476
Active 1987 Majorca Dr, KISSIMMEE

$416,999

WINDSOR AT WESTSIDE PH 1

1987 Majorca Dr, KISSIMMEE

4 Beds 4 Baths 2,263 SqFt Residential Townhouse MLS® # O6397361
Active 1828 Kindle St, KISSIMMEE

$416,990

KINDRED PH 3B 3C & 3D

1828 Kindle St, KISSIMMEE

3 Beds 2 Baths 1,504 SqFt Residential Single Family Residence MLS® # O6442520
Active 46 Cordona Dr, KISSIMMEE

$416,990

▼ $5,000 POINCIANA VILLAGE 1 NBHD 3 EAST

46 Cordona Dr, KISSIMMEE

4 Beds 2 Baths 2,067 SqFt Residential Single Family Residence MLS® # O6428211
New
Active 2404 Tanger Dr, KISSIMMEE

$416,000

WINDSOR AT WESTSIDE PH 3

2404 Tanger Dr, KISSIMMEE

5 Beds 5 Baths 2,263 SqFt Residential Townhouse MLS® # O6442227
Active 2705 Willow Glen Cir, KISSIMMEE

$415,999

▼ $4,000 GLENEAGLES

2705 Willow Glen Cir, KISSIMMEE

4 Beds 3 Baths 1,679 SqFt Residential Single Family Residence MLS® # G5113160
Active 2968 On The Rocks Pt, KISSIMMEE

$415,000

▼ $10,000 ROLLING OAKS PH 7

2968 On The Rocks Pt, KISSIMMEE

3 Beds 3 Baths 1,545 SqFt Residential Townhouse MLS® # TB8523622
Active 4632 Eagle Peak Dr, KISSIMMEE

$415,000

EAGLE POINTE PH 2

4632 Eagle Peak Dr, KISSIMMEE

4 Beds 2 Baths 1,864 SqFt Residential Single Family Residence MLS® # O6442264
Active 1540 Carey Palm Cir, KISSIMMEE

$415,000

▼ $24,800 SOLARA RESORT

1540 Carey Palm Cir, KISSIMMEE

3 Beds 4 Baths 1,962 SqFt Residential Townhouse MLS® # O6356158
Active 4400 Le Reve Ct, KISSIMMEE

$415,000

LE REVE

4400 Le Reve Ct, KISSIMMEE

4 Beds 4 Baths 1,778 SqFt Residential Townhouse MLS® # O6434681
Active 1856 Howard Mesa Dr, KISSIMMEE

$415,000

▼ $4,990 KINDRED PH 3B 3C & 3D

1856 Howard Mesa Dr, KISSIMMEE

4 Beds 2 Baths 1,665 SqFt Residential Single Family Residence MLS® # O6428574
Active 1868 Howard Mesa Dr, KISSIMMEE

$415,000

▼ $8,990 KINDRED PH 3B 3C & 3D

1868 Howard Mesa Dr, KISSIMMEE

4 Beds 2 Baths 1,665 SqFt Residential Single Family Residence MLS® # O6416122
Active 2730 Amanda Kay Way, KISSIMMEE

$415,000

▼ $15,000 EAGLES LANDING, REMINGTON

2730 Amanda Kay Way, KISSIMMEE

4 Beds 3 Baths 2,906 SqFt Residential Single Family Residence MLS® # S5153824
Open House
Active 4698 Coral Harbour Rd, KISSIMMEE

$415,000

WESTVIEW POD B NEIGHBORHOOD 2A & 2B PH 1

4698 Coral Harbour Rd, KISSIMMEE

4 Beds 3 Baths 2,394 SqFt Residential
Sat, Oct 10th, 2026 @ 1pm - 3pm
Single Family Residence MLS® # S5157049
Active 8611 Primrose Dr, KISSIMMEE

$415,000

▼ $20,000 LINDFIELDS UNIT 5

8611 Primrose Dr, KISSIMMEE

4 Beds 2 Baths 2,061 SqFt Residential Single Family Residence MLS® # O6433453
New
Active 3151 Yellow Lantana Ln, KISSIMMEE

$415,000

ENCANTADA PH 1

3151 Yellow Lantana Ln, KISSIMMEE

4 Beds 3 Baths 1,636 SqFt Residential Townhouse MLS® # O6447012
Open House
Active 1035 Jason Ridge Ct, KISSIMMEE

$415,000

INDIAN RIDGE UNIT 2

1035 Jason Ridge Ct, KISSIMMEE

4 Beds 2 Baths 1,727 SqFt Residential
Sun, Oct 4th, 2026 @ 11am - 5pm
Single Family Residence MLS® # G5118262
Active 3394 Hawkin Dr, KISSIMMEE

$415,000

WILDERNESS PH 3 THE

3394 Hawkin Dr, KISSIMMEE

3 Beds 2 Baths 1,540 SqFt Residential Single Family Residence MLS® # O6292512
Active 2480 Varenna Loop, KISSIMMEE

$415,000

TAPESTRY PH 5

2480 Varenna Loop, KISSIMMEE

3 Beds 2 Baths 1,706 SqFt Residential Single Family Residence MLS® # S5155777
New
Active 3151 Sunset Walk Dr 514, KISSIMMEE

$415,000

SUNSET WALK HOTEL CONDO PH 1

3151 Sunset Walk Dr 514, KISSIMMEE

2 Beds 2 Baths 1,163 SqFt Residential Condominium MLS® # O6443908
Active 2040 Lacosta Pl, KISSIMMEE

$415,000

EAGLE LAKE PH 3

2040 Lacosta Pl, KISSIMMEE

4 Beds 3 Baths 2,190 SqFt Residential Single Family Residence MLS® # O6437625
Active 2930 White Cedar Cir, KISSIMMEE

$415,000

▼ $5,000 WINDSOR POINT PH 2

2930 White Cedar Cir, KISSIMMEE

3 Beds 2 Baths 1,782 SqFt Residential Single Family Residence MLS® # O6423520
Active 2524 Rapollo Dr, KISSIMMEE

$414,990

▼ $5,000 TAPESTRY PH 4

2524 Rapollo Dr, KISSIMMEE

3 Beds 2 Baths 1,706 SqFt Residential Single Family Residence MLS® # S5155969
Active 1834 Howard Mesa Dr, KISSIMMEE

$414,990

▼ $5,000 KINDRED PH 3B 3C & 3D

1834 Howard Mesa Dr, KISSIMMEE

4 Beds 2 Baths 1,665 SqFt Residential Single Family Residence MLS® # O6416060
Active 412 Everwood Dr, KISSIMMEE

$414,990

▼ $15,000 BVL UNIT 9 5TH ADD

412 Everwood Dr, KISSIMMEE

3 Beds 3 Baths 1,996 SqFt Residential Single Family Residence MLS® # S5156177
Active 2291 Rio Grande Canyon Loop, KISSIMMEE

$414,900

▼ $5,100 POINCIANA NBRHD 6 VILLAGE 7

2291 Rio Grande Canyon Loop, KISSIMMEE

4 Beds 3 Baths 2,790 SqFt Residential Single Family Residence MLS® # O6408909
Active 3214 Hopewell Dr, KISSIMMEE

$414,900

CONCORDE ESTATES PH 1B

3214 Hopewell Dr, KISSIMMEE

4 Beds 3 Baths 2,944 SqFt Residential Single Family Residence MLS® # S5143810
New
Active 1437 Tawny Ridge Rd, KISSIMMEE

$414,900

KINDRED PH 1FA

1437 Tawny Ridge Rd, KISSIMMEE

4 Beds 2 Baths 2,038 SqFt Residential Single Family Residence MLS® # S5158642
Active 4568 Ficus Tree Rd, KISSIMMEE

$414,900

▼ $10,000 BANYAN COVE AT CYPRESS WOODS

4568 Ficus Tree Rd, KISSIMMEE

4 Beds 3 Baths 2,847 SqFt Residential Single Family Residence MLS® # O6437772
Active 7677 Fitzclarence St, KISSIMMEE

$414,900

▼ $5,100 WINDSOR HILLS PH 2

7677 Fitzclarence St, KISSIMMEE

3 Beds 3 Baths 1,440 SqFt Residential Townhouse MLS® # S5152612