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

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Active 5272 Lonesome Dove Dr, KISSIMMEE

$349,900

▼ $5,000 INDIAN WELLS

5272 Lonesome Dove Dr, KISSIMMEE

3 Beds 2 Baths 1,410 SqFt Residential Single Family Residence MLS® # O6432718
New
Active 406 Bridgewater Ct, KISSIMMEE

$349,900

POINCIANA VILLAGE 2 NBHD 3

406 Bridgewater Ct, KISSIMMEE

3 Beds 2 Baths 1,876 SqFt Residential Single Family Residence MLS® # O6446062
Active 1944 The Oaks Blvd, KISSIMMEE

$349,900

▼ $5,100 OAKS PH 1 B2

1944 The Oaks Blvd, KISSIMMEE

4 Beds 2 Baths 2,288 SqFt Residential Single Family Residence MLS® # S5152726
Active 3200 Casa Del Rey Ave, KISSIMMEE

$349,900

▼ $15,000 CASA BELLA

3200 Casa Del Rey Ave, KISSIMMEE

4 Beds 2 Baths 1,701 SqFt Residential Single Family Residence MLS® # O6416502
Open House
Active 319 Marquee Dr, KISSIMMEE

$349,500

POINCIANA VILLAGE 2 NBHD 1

319 Marquee Dr, KISSIMMEE

4 Beds 2 Baths 2,204 SqFt Residential
Sat, Oct 10th, 2026 @ 10am - 4pm
Single Family Residence MLS® # O6442617
Active 1987 Key Bay Tr, KISSIMMEE

$349,500

FOUR SEASONS AT ORLANDO PH 4B

1987 Key Bay Tr, KISSIMMEE

2 Beds 2 Baths 1,437 SqFt Residential Single Family Residence MLS® # O6438141
Active 1847 Southbury Dr, KISSIMMEE

$349,025

▲ $4,035 KINDRED

1847 Southbury Dr, KISSIMMEE

3 Beds 3 Baths 1,553 SqFt Residential Townhouse MLS® # O6440737
Active 2573 Folio Way, KISSIMMEE

$349,000

TAPESTRY

2573 Folio Way, KISSIMMEE

3 Beds 3 Baths 1,603 SqFt Residential Townhouse MLS® # O6401958
Active 8061 Vacation Ave 2508, KISSIMMEE

$349,000

▼ $50,999 SUNSET WALK HOTEL, EMBASSY SUITES

8061 Vacation Ave 2508, KISSIMMEE

2 Beds 2 Baths 1,029 SqFt Residential Condo - Hotel MLS® # S5144118
Active 4751 Clock Tower Dr 305, KISSIMMEE

$349,000

THE TERRACES AT STOREY LAKE CONDO 1 PH 4

4751 Clock Tower Dr 305, KISSIMMEE

2 Beds 2 Baths 1,126 SqFt Residential Condominium MLS® # O6410323
Active 217 Coralwood Ct, KISSIMMEE

$349,000

CORALWOOD

217 Coralwood Ct, KISSIMMEE

3 Beds 2 Baths 1,395 SqFt Residential Single Family Residence MLS® # S5136673
Active 2412 Sonja Ct, KISSIMMEE

$349,000

MARISOL PH 2

2412 Sonja Ct, KISSIMMEE

3 Beds 2 Baths 1,284 SqFt Residential Single Family Residence MLS® # O6436218
Active 8963 California Palm Rd, KISSIMMEE

$349,000

PARADISE PALMS RESIDENCE PH 01

8963 California Palm Rd, KISSIMMEE

4 Beds 3 Baths 1,902 SqFt Residential Townhouse MLS® # O6397345
Active 1973 Spring Shower Cir, KISSIMMEE

$349,000

▼ $11,000 TOHOQUA PH 5A

1973 Spring Shower Cir, KISSIMMEE

3 Beds 2 Baths 1,701 SqFt Residential Single Family Residence MLS® # O6416082
New
Active 2676 Giardino Loop, KISSIMMEE

$349,000

TAPESTRY PH 4

2676 Giardino Loop, KISSIMMEE

3 Beds 3 Baths 1,700 SqFt Residential Townhouse MLS® # S5158742
Active 1 Catalina Ct, KISSIMMEE

$349,000

POINCIANA VILLAGE 1 NBHD 2

1 Catalina Ct, KISSIMMEE

3 Beds 2 Baths 1,856 SqFt Residential Single Family Residence MLS® # O6436069
Active 4109 Cannon Ct, KISSIMMEE

$349,000

WILDERNESS PH 3 THE

4109 Cannon Ct, KISSIMMEE

4 Beds 2 Baths 1,827 SqFt Residential Single Family Residence MLS® # S5137701
Active 823 Ognon Ct, KISSIMMEE

$349,000

POINCIANA VILLAGE 5 NBHD 1

823 Ognon Ct, KISSIMMEE

5 Beds 2 Baths 2,300 SqFt Residential Single Family Residence MLS® # S5148867
Active 1768 Fulfillment Dr, KISSIMMEE

$349,000

▼ $15,000 TOHOQUA PH 1

1768 Fulfillment Dr, KISSIMMEE

3 Beds 3 Baths 1,603 SqFt Residential Townhouse MLS® # O6432619
Active 3120 Paradox Cir 205, KISSIMMEE

$349,000

THE TERRACES AT STOREY LAKE CONDO 2 PH 15

3120 Paradox Cir 205, KISSIMMEE

2 Beds 2 Baths 1,126 SqFt Residential Condominium MLS® # O6410330
Active 5203 Jasmine Trace Ln, KISSIMMEE

$348,950

JASMINE POINTE AT CRESCENT LAKES

5203 Jasmine Trace Ln, KISSIMMEE

3 Beds 2 Baths 1,876 SqFt Residential Single Family Residence MLS® # O6403135
Active 2615 Cecile St, KISSIMMEE

$348,900

▼ $100 ORANGE GARDENS SEC 4

2615 Cecile St, KISSIMMEE

3 Beds 2 Baths 1,532 SqFt Residential Single Family Residence MLS® # O6433443
Active 2808 Polson Dr, KISSIMMEE

$348,360

▼ $7,630 HAMMOCK TRAILS

2808 Polson Dr, KISSIMMEE

3 Beds 2 Baths 1,493 SqFt Residential Single Family Residence MLS® # S5152613
Active 4741 Clock Tower Dr 208, KISSIMMEE

$348,000

▲ $2,100 STOREY LAKE RESORT

4741 Clock Tower Dr 208, KISSIMMEE

3 Beds 2 Baths 1,329 SqFt Residential Condominium MLS® # O6362235
Active 2706 Summer Retreat Ln, KISSIMMEE

$347,900

TOHOQUA PH 5A

2706 Summer Retreat Ln, KISSIMMEE

2 Beds 2 Baths 1,559 SqFt Residential Villa MLS® # S5157977
Active 2821 Almaton Loop 203, KISSIMMEE

$346,000

▼ $3,900 WINDSOR HILLS, VENTURA AT WINDSOR HILLS

2821 Almaton Loop 203, KISSIMMEE

3 Beds 2 Baths 1,246 SqFt Residential Condominium MLS® # S5147977
Active 518 Davinci Pass, KISSIMMEE

$346,000

SOLIVITA PH 04C SEC 02

518 Davinci Pass, KISSIMMEE

2 Beds 2 Baths 1,491 SqFt Residential Single Family Residence MLS® # S5151673
Active 1845 Southbury Dr, KISSIMMEE

$345,990

KINDRED

1845 Southbury Dr, KISSIMMEE

3 Beds 3 Baths 1,553 SqFt Residential Townhouse MLS® # O6440698
Active 2778 Almaton Loop 303, KISSIMMEE

$345,000

▼ $5,000 VENTURA AT WINDSOR HILLS CONDO PH 3

2778 Almaton Loop 303, KISSIMMEE

3 Beds 2 Baths 1,246 SqFt Residential Condominium MLS® # O6413616
Active 1528 Erin Breeze Ln, KISSIMMEE

$345,000

▼ $5,000 SEASONS AT BIG SKY PH 1

1528 Erin Breeze Ln, KISSIMMEE

3 Beds 3 Baths 1,509 SqFt Residential Townhouse MLS® # S5147056
Open House
Active 4882 Ashurst St, KISSIMMEE

$345,000

▼ $4,900 DORAL POINTE NORTH

4882 Ashurst St, KISSIMMEE

4 Beds 2 Baths 1,698 SqFt Residential
Sun, Oct 4th, 2026 @ 1:30pm - 3:30pm
Single Family Residence MLS® # O6428919
Active 1799 Partin Terrace Rd, KISSIMMEE

$345,000

KINDRED PH 1D

1799 Partin Terrace Rd, KISSIMMEE

3 Beds 2 Baths 1,676 SqFt Residential Single Family Residence MLS® # O6440610
Active 3027 Beach Palm Ave 3027, KISSIMMEE

$345,000

PARADISE PALMS RESORT PH 2

3027 Beach Palm Ave 3027, KISSIMMEE

4 Beds 3 Baths 1,902 SqFt Residential Townhouse MLS® # O6441687
Active 8104 Princess Palm Ln, KISSIMMEE

$345,000

WINDSOR PALMS TOWNHOMES

8104 Princess Palm Ln, KISSIMMEE

3 Beds 3 Baths 1,440 SqFt Residential Townhouse MLS® # S5148702
Active 4836 Tribute Tr, KISSIMMEE

$345,000

STOREY LAKE TR K

4836 Tribute Tr, KISSIMMEE

3 Beds 3 Baths 1,797 SqFt Residential Townhouse MLS® # S5150827
Active 1646 Key Bay Tr, KISSIMMEE

$345,000

FOUR SEASONS AT ORLANDO PB 3B & 4A

1646 Key Bay Tr, KISSIMMEE

2 Beds 2 Baths 1,557 SqFt Residential Villa MLS® # O6441509
Active 1905 Hughey St, KISSIMMEE

$345,000

▼ $20,000 BRUCES SUNSHINE HOMES

1905 Hughey St, KISSIMMEE

3 Beds 2 Baths 1,294 SqFt Residential Single Family Residence MLS® # O6386088
Active 8110 Princess Palm Ln, KISSIMMEE

$345,000

▼ $5,000 WINDSOR PALMS TWNHMS PH 3A

8110 Princess Palm Ln, KISSIMMEE

3 Beds 3 Baths 1,440 SqFt Residential Townhouse MLS® # O6303083
Active 1988 Traverse Way, KISSIMMEE

$345,000

▼ $10,000 STOREY CREEK PH 2A

1988 Traverse Way, KISSIMMEE

3 Beds 2 Baths 1,432 SqFt Residential Single Family Residence MLS® # O6419097
Active 4278 Green Gables Pl, KISSIMMEE

$345,000

STOREY CREEK PH 5

4278 Green Gables Pl, KISSIMMEE

3 Beds 2 Baths 1,560 SqFt Residential Single Family Residence MLS® # O6407718
Active 4577 Alberto Cir, KISSIMMEE

$345,000

▼ $35,000 BELLAVIDA PH 1

4577 Alberto Cir, KISSIMMEE

4 Beds 3 Baths 1,636 SqFt Residential Townhouse MLS® # S5117113
Active 4304 Desert Rose Ave, KISSIMMEE

$345,000

SEDONA PH 1

4304 Desert Rose Ave, KISSIMMEE

3 Beds 2 Baths 1,479 SqFt Residential Single Family Residence MLS® # O6438861
Active 405 Latonia St, KISSIMMEE

$345,000

▼ $9,900 ROSEWOOD UNIT 2

405 Latonia St, KISSIMMEE

3 Beds 2 Baths 1,355 SqFt Residential Single Family Residence MLS® # O6380676
Active 2916 On The Rocks Pt, KISSIMMEE

$344,999

▼ $15,000 MARGARITAVILLE, ROLLING OAKS

2916 On The Rocks Pt, KISSIMMEE

3 Beds 3 Baths 1,545 SqFt Residential Townhouse MLS® # S5149980
Active 4619 Cabalerro Tr, KISSIMMEE

$344,990

▼ $10,000 BRIGHTON LNDGS PH 1

4619 Cabalerro Tr, KISSIMMEE

3 Beds 2 Baths 1,770 SqFt Residential Single Family Residence MLS® # O6406501
Active 2803 Moonstone Bnd, KISSIMMEE

$344,900

EMERALD LAKE

2803 Moonstone Bnd, KISSIMMEE

4 Beds 2 Baths 2,000 SqFt Residential Single Family Residence MLS® # GC543058
Active 3578 Valleyview Dr, KISSIMMEE

$344,900

▼ $5,099 BELLALAGO PH 3

3578 Valleyview Dr, KISSIMMEE

4 Beds 2 Baths 1,923 SqFt Residential Single Family Residence MLS® # S5151551
Active 4756 Ormond Beach Way, KISSIMMEE

$344,900

▼ $11,600 TERRA VERDE VILLAS PH 1

4756 Ormond Beach Way, KISSIMMEE

4 Beds 3 Baths 1,636 SqFt Residential Townhouse MLS® # S5142668