Search Kissimmee Real Estate Listings, $200,000 - $300,000

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FEATURED
Active 2714 Bushman Dr, KISSIMMEE

$299,999

▼ $30,001 REGAL OAKS

2714 Bushman Dr, KISSIMMEE

4 Beds 4 Baths 1,852 SqFt Residential Townhouse MLS® # S5151642
FEATURED
Active 2841 Oakwater Dr, KISSIMMEE

$299,999

▼ $19,001 OAKWATER

2841 Oakwater Dr, KISSIMMEE

3 Beds 2 Baths 1,427 SqFt Residential Condominium MLS® # S5138853
FEATURED
Active 8201 Surf St, KISSIMMEE

$299,999

▼ $15,001 MARGARITAVILLE, ROLLING OAKS

8201 Surf St, KISSIMMEE

2 Beds 3 Baths 1,394 SqFt Residential Townhouse MLS® # S5155480
FEATURED
Active 3151 Sunset Walk Dr 1209, KISSIMMEE

$298,999

EMBASSY SUITES, SUNSET WALK HOTEL

3151 Sunset Walk Dr 1209, KISSIMMEE

1 Bed 1 Bath 734 SqFt Residential Condo - Hotel MLS® # S5146573
FEATURED
Active 7671 Comrow St 202, KISSIMMEE

$289,950

WINDSOR HILLS, VENTURA AT WINDSOR HILLS

7671 Comrow St 202, KISSIMMEE

2 Beds 2 Baths 1,081 SqFt Residential Condominium MLS® # S5111171
FEATURED
Active 3151 Sunset Walk Dr 1507, KISSIMMEE

$289,000

EMBASSY SUITES, SUNSET WALK HOTEL

3151 Sunset Walk Dr 1507, KISSIMMEE

1 Bed 1 Bath 734 SqFt Residential Condo - Hotel MLS® # S5155131
FEATURED
Active 3151 Sunset Walk Dr 1202, KISSIMMEE

$280,000

▼ $19,999 EMBASSY SUITES, SUNSET WALK HOTEL

3151 Sunset Walk Dr 1202, KISSIMMEE

1 Bed 1 Bath 745 SqFt Residential Condo - Hotel MLS® # S5137800
FEATURED
Active 8070 Unwind Way 5314, KISSIMMEE

$279,900

▼ $69,099 SUNSET WALK HOTEL, EMBASSY SUITES

8070 Unwind Way 5314, KISSIMMEE

1 Bed 1 Bath 745 SqFt Residential Condo - Hotel MLS® # S5141241
FEATURED
Active 8061 Vacation Ave 2313, KISSIMMEE

$275,000

SUNSET WALK HOTEL, EMBASSY SUITES

8061 Vacation Ave 2313, KISSIMMEE

1 Bed 1 Bath 501 SqFt Residential Condo - Hotel MLS® # S5141339
FEATURED
Active 8061 Vacation Ave 2307, KISSIMMEE

$275,000

SUNSET WALK HOTEL, EMBASSY SUITES

8061 Vacation Ave 2307, KISSIMMEE

1 Bed 1 Bath 501 SqFt Residential Condo - Hotel MLS® # S5141325
FEATURED
Active 2617 Bugatti Ct, KISSIMMEE

$249,999

▼ $17,001 REGAL OAKS

2617 Bugatti Ct, KISSIMMEE

2 Beds 3 Baths 1,350 SqFt Residential Townhouse MLS® # S5151918
FEATURED
Active 1149 S Beach Cir, KISSIMMEE

$249,999

▼ $29,951 FIESTA KEY

1149 S Beach Cir, KISSIMMEE

3 Beds 3 Baths 1,461 SqFt Residential Townhouse MLS® # S5123352
FEATURED
Active 2820 Oakwater Dr, KISSIMMEE

$225,000

▼ $24,999 OAKWATER

2820 Oakwater Dr, KISSIMMEE

3 Beds 3 Baths 1,808 SqFt Residential Condominium MLS® # S5156814
Active 1323 Congo Dr, KISSIMMEE

$300,000

▼ $9,990 POINCIANA NBRHD 02 WEST VILLAGE 07

1323 Congo Dr, KISSIMMEE

3 Beds 2 Baths 1,328 SqFt Residential Single Family Residence MLS® # O6421157
Active 1112 S Beach Cir, KISSIMMEE

$300,000

FIESTA KEY

1112 S Beach Cir, KISSIMMEE

3 Beds 3 Baths 1,468 SqFt Residential Townhouse MLS® # O6337100
Active 5483 Paradise Cay Cir, KISSIMMEE

$300,000

PARADISE CAY

5483 Paradise Cay Cir, KISSIMMEE

3 Beds 3 Baths 1,187 SqFt Residential Townhouse MLS® # O6416889
Active 1485 Isleta Loop, KISSIMMEE

$300,000

OSCEOLA VILLAGE CENTER PH 2

1485 Isleta Loop, KISSIMMEE

3 Beds 3 Baths 1,740 SqFt Residential Townhouse MLS® # S5155946
New Open House
Active 145 Hidalgo Ave, KISSIMMEE

$300,000

BVL UNIT 3 1ST ADD

145 Hidalgo Ave, KISSIMMEE

2 Beds 2 Baths 1,000 SqFt Residential
Sun, Oct 4th, 2026 @ 2pm - 5pm
Single Family Residence MLS® # O6443064
Active 1321 Dunbarton Ct, KISSIMMEE

$300,000

▼ $10,000 POINCIANA VILLAGE 2 NBHD 1

1321 Dunbarton Ct, KISSIMMEE

4 Beds 2 Baths 2,093 SqFt Residential Single Family Residence MLS® # O6312121
Active Choctaw Tr, KISSIMMEE

$300,000

Choctaw Tr, KISSIMMEE

0 Beds 0 Baths 0 SqFt Land Land MLS® # O6078904
Active 2852 Eastham Ln, KISSIMMEE

$300,000

▼ $40,000 CYPRESS RESERVE VILLAS

2852 Eastham Ln, KISSIMMEE

3 Beds 3 Baths 1,776 SqFt Residential Townhouse MLS® # S5139025
Active 2018 Cypress Bay Blvd, KISSIMMEE

$300,000

CYPRESS LAKES TWNHMS PH 2 UNIT 1

2018 Cypress Bay Blvd, KISSIMMEE

3 Beds 3 Baths 1,824 SqFt Residential Townhouse MLS® # O6373358
Active 1918 Michigan Dr, KISSIMMEE

$300,000

▼ $5,000 POINCIANA NBRHD 05 VILLAGE 07

1918 Michigan Dr, KISSIMMEE

4 Beds 2 Baths 1,874 SqFt Residential Single Family Residence MLS® # O6417747
Active 2203 San Vittorino Cir 108, KISSIMMEE

$300,000

▼ $9,999 VENETIAN BAY VILLAGE CONDO PH 2

2203 San Vittorino Cir 108, KISSIMMEE

4 Beds 3 Baths 1,470 SqFt Residential Townhouse MLS® # S5153202
Active 1319 Manor Dr, KISSIMMEE

$300,000

OSCEOLA PARK ESTATES UNIT 1

1319 Manor Dr, KISSIMMEE

3 Beds 1 Bath 1,025 SqFt Residential Single Family Residence MLS® # O6439725
Active 34 Bradford, KISSIMMEE

$300,000

▼ $14,000 POINCIANA V 2 NBD 3 PB

34 Bradford, KISSIMMEE

3 Beds 2 Baths 1,442 SqFt Residential Single Family Residence MLS® # O6417597
Active 2847 Oakwater Dr 2847, KISSIMMEE

$300,000

OAKWATER CONDO PH 20-23

2847 Oakwater Dr 2847, KISSIMMEE

3 Beds 2 Baths 1,427 SqFt Residential Condominium MLS® # O6411922
Active 2774 Corvette Ln, KISSIMMEE

$300,000

▼ $25,000 REGAL OAKS AT OLD TOWN

2774 Corvette Ln, KISSIMMEE

3 Beds 3 Baths 1,435 SqFt Residential Townhouse MLS® # S5155726
Active 1100 Sunset View Cir S 304, KISSIMMEE

$299,999

▼ $5,951 VILLAS AT REUNION SQUARE CONDO PH 5

1100 Sunset View Cir S 304, KISSIMMEE

3 Beds 3 Baths 1,755 SqFt Residential Condominium MLS® # S5147824
Active 317 Chelmsford Ct, KISSIMMEE

$299,999

POINCIANA VILLAGE 2 NBHD 1

317 Chelmsford Ct, KISSIMMEE

3 Beds 2 Baths 1,840 SqFt Residential Single Family Residence MLS® # S5156548
Active 1055 Harbor Ridge Dr, KISSIMMEE

$299,999

▼ $14,001 SOLIVITA PH 7D

1055 Harbor Ridge Dr, KISSIMMEE

3 Beds 2 Baths 1,590 SqFt Residential Single Family Residence MLS® # S5155290
New
Active 7526 Seven Eagles Way, KISSIMMEE

$299,999

SEVEN EAGLES CONDO

7526 Seven Eagles Way, KISSIMMEE

3 Beds 3 Baths 2,124 SqFt Residential Townhouse MLS® # O6444569
Active 941 Shorehaven Dr, KISSIMMEE

$299,995

▼ $24,905 SOLIVITA PH 02D

941 Shorehaven Dr, KISSIMMEE

3 Beds 3 Baths 2,325 SqFt Residential Single Family Residence MLS® # P4939104
Active 233 Tiffany Ct, KISSIMMEE

$299,990

▼ $29,000 POINCIANA VILLAGE 2 NBHD 1

233 Tiffany Ct, KISSIMMEE

4 Beds 2 Baths 1,872 SqFt Residential Single Family Residence MLS® # S5156032
Active 2904 Grafton Dr, KISSIMMEE

$299,990

▼ $10,010 TWNHOMES FLORA RIDGE P2

2904 Grafton Dr, KISSIMMEE

3 Beds 3 Baths 2,013 SqFt Residential Townhouse MLS® # O6427198
Active 7651 Whisper Way 201, KISSIMMEE

$299,990

VILLAS AT REUNION SQUARE CONDO PH 4

7651 Whisper Way 201, KISSIMMEE

3 Beds 3 Baths 1,755 SqFt Residential Condominium MLS® # O6432645
Active 3016 Ashland Ln S, KISSIMMEE

$299,990

▼ $5,010 TOWNHOMES FLORA RIDGE

3016 Ashland Ln S, KISSIMMEE

3 Beds 3 Baths 1,749 SqFt Residential Townhouse MLS® # O6443329
Active 32 Altera Ct, KISSIMMEE

$299,950

POINCIANA VILLAGE 1 NBHD 2

32 Altera Ct, KISSIMMEE

3 Beds 2 Baths 1,690 SqFt Residential Single Family Residence MLS® # S5150939
Active 3210 Oyster Ln, KISSIMMEE

$299,900

▼ $15,100 WEST LUCAYA VILLAGE

3210 Oyster Ln, KISSIMMEE

3 Beds 2 Baths 1,300 SqFt Residential Townhouse MLS® # O6338002
Active 1200 Teton Dr, KISSIMMEE

$299,900

▼ $19,100 HERITAGE RUN

1200 Teton Dr, KISSIMMEE

4 Beds 3 Baths 1,969 SqFt Residential Townhouse MLS® # O6380571
Active 2491 Fassona Dr, KISSIMMEE

$299,900

TAPESTRY PH 4

2491 Fassona Dr, KISSIMMEE

3 Beds 3 Baths 1,528 SqFt Residential Townhouse MLS® # O6442360
Active 118 Court St, KISSIMMEE

$299,900

COTTONS VILLAGE

118 Court St, KISSIMMEE

3 Beds 2 Baths 1,607 SqFt Residential Single Family Residence MLS® # O6436665
Active 146 Club Villas Ln, KISSIMMEE

$299,900

REMINGTON PH 1 TR A

146 Club Villas Ln, KISSIMMEE

2 Beds 2 Baths 1,397 SqFt Residential Villa MLS® # O6422961
Active 1217 Mabbette St, KISSIMMEE

$299,900

FLORIDA LAND & IMPROV CO ADD

1217 Mabbette St, KISSIMMEE

0 Beds 0 Baths 0 SqFt Land Land MLS® # S5128057
Active 104 Jasmine Cir, KISSIMMEE

$299,900

POINCIANA NBRHD 02 VILLAGE 08

104 Jasmine Cir, KISSIMMEE

5 Beds 3 Baths 1,954 SqFt Residential Single Family Residence MLS® # O6345441
Active 955 Louvre Ct, KISSIMMEE

$299,900

▼ $15,000 POINCIANA VILLAGE 5 NBHD 1

955 Louvre Ct, KISSIMMEE

4 Beds 2 Baths 2,088 SqFt Residential Single Family Residence MLS® # O6405460
Active 1861 Houston St, KISSIMMEE

$299,900

▼ $20,000 SOHO/LAKESIDE PH 1 BLDG 4

1861 Houston St, KISSIMMEE

3 Beds 3 Baths 1,452 SqFt Residential Townhouse MLS® # O6372051
New
Active 1266 S Beach Cir, KISSIMMEE

$299,900

FIESTA KEY

1266 S Beach Cir, KISSIMMEE

4 Beds 4 Baths 1,642 SqFt Residential Townhouse MLS® # S5158222