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

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Active 5710 Olga St, KISSIMMEE

$315,000

▼ $15,000 REGAL OAKS AT OLD TOWN

5710 Olga St, KISSIMMEE

3 Beds 3 Baths 1,474 SqFt Residential Townhouse MLS® # O6433292
Active 863 Country Crossing Ct, KISSIMMEE

$315,000

COUNTRY CROSSING UNIT 3

863 Country Crossing Ct, KISSIMMEE

3 Beds 2 Baths 1,226 SqFt Residential Single Family Residence MLS® # OM730998
Active 221 Citrus Dr, KISSIMMEE

$315,000

BVL UNIT 2

221 Citrus Dr, KISSIMMEE

2 Beds 2 Baths 1,000 SqFt Residential Single Family Residence MLS® # O6443751
Active 25 Zinnia Ln E, KISSIMMEE

$315,000

▼ $4,000 POINCIANA NBRHD 02 VILLAGE 08

25 Zinnia Ln E, KISSIMMEE

4 Beds 2 Baths 1,758 SqFt Residential Single Family Residence MLS® # S5135377
Active 577 Pinehurst Cv, KISSIMMEE

$315,000

▼ $5,000 PINEHURST AT CYPRESS WOODS

577 Pinehurst Cv, KISSIMMEE

3 Beds 3 Baths 1,978 SqFt Residential Single Family Residence MLS® # S5151383
New
Active 3210 Gold Ln, KISSIMMEE

$314,999

WEST LUCAYA VILLAGE

3210 Gold Ln, KISSIMMEE

3 Beds 2 Baths 1,300 SqFt Residential Townhouse MLS® # O6444763
Active 3363 Bellezza Ct, KISSIMMEE

$314,990

▼ $5,000 BELLA PARC TWNHMS

3363 Bellezza Ct, KISSIMMEE

3 Beds 3 Baths 2,019 SqFt Residential Townhouse MLS® # O6429510
Active 1804 Bryant St, KISSIMMEE

$314,990

▼ $10,000 EVERGREEN PARK

1804 Bryant St, KISSIMMEE

3 Beds 3 Baths 1,463 SqFt Residential Townhouse MLS® # O6432923
Active 3635 Main Harbor Dr, KISSIMMEE

$314,900

▼ $10,100 BELLALAGO POD G TWNHMS

3635 Main Harbor Dr, KISSIMMEE

3 Beds 3 Baths 1,550 SqFt Residential Townhouse MLS® # S5147727
Open House
Active 3179 River Branch Cir, KISSIMMEE

$314,900

▼ $4,100 STERLING PARK AT STONEFIELD

3179 River Branch Cir, KISSIMMEE

3 Beds 2 Baths 1,526 SqFt Residential
Fri, Oct 9th, 2026 @ 4pm - 7pm
Townhouse MLS® # O6439550
Active 2333 Silver Palm Dr, KISSIMMEE

$314,900

▼ $2,000 WINDSOR PALMS TWNHMS PH 3A

2333 Silver Palm Dr, KISSIMMEE

3 Beds 3 Baths 1,440 SqFt Residential Townhouse MLS® # S5138500
Active 1390 Harbor Ridge Dr, KISSIMMEE

$314,900

▼ $5,100 SOLIVITA PH 7D

1390 Harbor Ridge Dr, KISSIMMEE

2 Beds 2 Baths 1,719 SqFt Residential Single Family Residence MLS® # S5151913
Active 1752 Fulfillment Dr, KISSIMMEE

$314,900

▼ $15,000 TOHOQUA PH 1

1752 Fulfillment Dr, KISSIMMEE

3 Beds 3 Baths 1,603 SqFt Residential Townhouse MLS® # O6431434
Active 5728 Portico Pl, KISSIMMEE

$314,420

WESTVIEW 40S GC

5728 Portico Pl, KISSIMMEE

3 Beds 2 Baths 1,424 SqFt Residential Single Family Residence MLS® # O6442684
Active 1404 Dusty Stone Ln, KISSIMMEE

$312,990

▼ $4,000 KINDRED PH 1A & 1B

1404 Dusty Stone Ln, KISSIMMEE

3 Beds 3 Baths 1,624 SqFt Residential Townhouse MLS® # O6387862
Active 3208 Oyster Ln, KISSIMMEE

$312,500

WEST LUCAYA VILLAGE

3208 Oyster Ln, KISSIMMEE

4 Beds 3 Baths 1,694 SqFt Residential Townhouse MLS® # O6275523
Active 352 Clermont Dr, KISSIMMEE

$312,000

POINCIANA VILLAGE 5 NBHD 1

352 Clermont Dr, KISSIMMEE

3 Beds 2 Baths 1,810 SqFt Residential Single Family Residence MLS® # L4965210
Active 8981 Shine Dr, KISSIMMEE

$311,950

▼ $1,050 WEST LUCAYA VILLAGE

8981 Shine Dr, KISSIMMEE

4 Beds 3 Baths 1,694 SqFt Residential Townhouse MLS® # S5124447
Active 3054 Pirate Way, KISSIMMEE

$311,799

▼ $3,201 ROLLING OAKS PH 5

3054 Pirate Way, KISSIMMEE

1 Bed 1 Bath 660 SqFt Residential Single Family Residence MLS® # S5150421
Active 172 Bowie Lane B, KISSIMMEE

$310,995

▼ $5,000 172 BOWIE LANE TWNHMS

172 Bowie Lane B, KISSIMMEE

3 Beds 3 Baths 1,308 SqFt Residential Townhouse MLS® # S5154474
Active 3161 Winding Tr, KISSIMMEE

$310,000

BELLALAGO

3161 Winding Tr, KISSIMMEE

3 Beds 2 Baths 1,556 SqFt Residential Single Family Residence MLS® # S5152605
Active 905 Gloucester Ct, KISSIMMEE

$310,000

▼ $19,000 POINCIANA VILLAGE 2 NBHD 1

905 Gloucester Ct, KISSIMMEE

4 Beds 3 Baths 2,844 SqFt Residential Single Family Residence MLS® # S5155625
Active 1126 Lavaur Ct, KISSIMMEE

$310,000

▼ $10,000 POINCIANA VILLAGE 5 NBHD 1

1126 Lavaur Ct, KISSIMMEE

4 Beds 2 Baths 2,240 SqFt Residential Single Family Residence MLS® # S5154673
Active 1190 Seaside Mist Tr, KISSIMMEE

$310,000

SOLEIL AT WESTSIDE

1190 Seaside Mist Tr, KISSIMMEE

3 Beds 3 Baths 1,460 SqFt Residential Townhouse MLS® # O6307621
Active 8969 Majesty Palm Rd, KISSIMMEE

$310,000

▼ $2,900 PARADISE PALMS RESORT P1

8969 Majesty Palm Rd, KISSIMMEE

4 Beds 3 Baths 1,884 SqFt Residential Townhouse MLS® # O6356562
Active 3120 Paradox Cir 302, KISSIMMEE

$310,000

THE TERRACES AT STOREY LAKE CONDO NO 2 PH 15

3120 Paradox Cir 302, KISSIMMEE

2 Beds 2 Baths 1,186 SqFt Residential Condominium MLS® # S5147323
Active 4731 Vero Beach Pl, KISSIMMEE

$310,000

TERRA VERDE VILLAS PH 2

4731 Vero Beach Pl, KISSIMMEE

3 Beds 3 Baths 1,286 SqFt Residential Townhouse MLS® # S5157429
Active 3587 Davenport Creek Ct, KISSIMMEE

$310,000

▼ $20,000 REEDY RESERVE PH 3

3587 Davenport Creek Ct, KISSIMMEE

3 Beds 3 Baths 1,373 SqFt Residential Townhouse MLS® # S5136434
Active 2200 San Zanobi Dr 108, KISSIMMEE

$310,000

VENETIAN BAY

2200 San Zanobi Dr 108, KISSIMMEE

4 Beds 3 Baths 1,470 SqFt Residential Condominium MLS® # S5102991
Active 2756 Summer Retreat Ln, KISSIMMEE

$310,000

TOHOQUA PH 5B

2756 Summer Retreat Ln, KISSIMMEE

3 Beds 2 Baths 1,559 SqFt Residential Villa MLS® # O6434789
Active 9043 Carlotta Way, KISSIMMEE

$310,000

▼ $24,700 MURANO AT WESTSIDE

9043 Carlotta Way, KISSIMMEE

3 Beds 3 Baths 1,674 SqFt Residential Townhouse MLS® # S5147257
Active 308 Beacon Ave, KISSIMMEE

$310,000

SOLIVITA PH IIA

308 Beacon Ave, KISSIMMEE

2 Beds 2 Baths 2,038 SqFt Residential Single Family Residence MLS® # S5141183
Active 2707 Camaro Dr, KISSIMMEE

$310,000

▼ $5,000 REGAL OAKS AT OLD TOWN

2707 Camaro Dr, KISSIMMEE

4 Beds 4 Baths 1,852 SqFt Residential Townhouse MLS® # O6403296
Active 3556 Landing Net Dr, KISSIMMEE

$310,000

▼ $15,000 BELLALAGO POD G TOWNHOMES

3556 Landing Net Dr, KISSIMMEE

3 Beds 3 Baths 1,550 SqFt Residential Townhouse MLS® # O6416193
Active 8563 Bay Lilly Loop, KISSIMMEE

$310,000

ENCANTADA PH 1

8563 Bay Lilly Loop, KISSIMMEE

3 Beds 3 Baths 1,295 SqFt Residential Townhouse MLS® # O6426863
Active 528 Colville Ct, KISSIMMEE

$310,000

▲ $37,200 POINCIANA NBRHD 06 VILLAGE 07

528 Colville Ct, KISSIMMEE

4 Beds 3 Baths 2,319 SqFt Residential Single Family Residence MLS® # S5142302
Active 157 Palazzo Ln, KISSIMMEE

$310,000

▼ $5,000 SOLIVITA PHASE 7F

157 Palazzo Ln, KISSIMMEE

2 Beds 2 Baths 1,703 SqFt Residential Single Family Residence MLS® # TB8515479
Active 3180 Paradox Cir 102, KISSIMMEE

$310,000

THE TERRACES AT STOREY LAKE CONDO 2 PH 13

3180 Paradox Cir 102, KISSIMMEE

2 Beds 2 Baths 1,186 SqFt Residential Condominium MLS® # S5119574
Active 8581 Bay Lilly Loop, KISSIMMEE

$310,000

ENCANTADA PH 1

8581 Bay Lilly Loop, KISSIMMEE

3 Beds 3 Baths 1,295 SqFt Residential Townhouse MLS® # O6441925
Active 562 Maricopa Dr, KISSIMMEE

$310,000

▼ $10,000 POINCIANA VILLAGE 1 NBHD 1 SOUTH

562 Maricopa Dr, KISSIMMEE

4 Beds 3 Baths 1,750 SqFt Residential Single Family Residence MLS® # O6424669
Active 3113 Via Otero Dr, KISSIMMEE

$310,000

VILLA SOL TWNHMS VILLAGE 6

3113 Via Otero Dr, KISSIMMEE

3 Beds 3 Baths 1,584 SqFt Residential Townhouse MLS® # O6441843
Active 2280 Centerra Loop, KISSIMMEE

$310,000

TAPESTRY PH 5

2280 Centerra Loop, KISSIMMEE

3 Beds 3 Baths 1,603 SqFt Residential Townhouse MLS® # O6438234
Active 4553 Teoli Ct, KISSIMMEE

$310,000

REEDY RESERVE PH 3

4553 Teoli Ct, KISSIMMEE

3 Beds 3 Baths 1,552 SqFt Residential Townhouse MLS® # O6409362
Active 4342 Hazel St, KISSIMMEE

$309,994

▼ $4,996 EVERGREEN PARK

4342 Hazel St, KISSIMMEE

3 Beds 3 Baths 1,463 SqFt Residential Townhouse MLS® # O6414876
Active 4318 Hazel St, KISSIMMEE

$309,990

▼ $5,000 EVERGREEN PARK

4318 Hazel St, KISSIMMEE

3 Beds 3 Baths 1,463 SqFt Residential Townhouse MLS® # O6428888
Active 4314 Hazel St, KISSIMMEE

$309,990

▼ $5,000 EVERGREEN PARK

4314 Hazel St, KISSIMMEE

3 Beds 3 Baths 1,463 SqFt Residential Townhouse MLS® # O6428892
Active 4322 Hazel St, KISSIMMEE

$309,990

▼ $5,000 EVERGREEN PARK

4322 Hazel St, KISSIMMEE

3 Beds 3 Baths 1,463 SqFt Residential Townhouse MLS® # O6428883
Active 639 Mesilla Dr, KISSIMMEE

$309,900

▲ $29,901 POINCIANA VILLAGE 1 NBHD 1 SOUTH

639 Mesilla Dr, KISSIMMEE

3 Beds 2 Baths 2,033 SqFt Residential Single Family Residence MLS® # O6286744