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

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Active 724 Del Ray Dr, KISSIMMEE

$272,999

▼ $1,000 POINCIANA VILLAGE 1 NBHD 1 SOUTH

724 Del Ray Dr, KISSIMMEE

3 Beds 2 Baths 1,080 SqFt Residential Single Family Residence MLS® # S5148992
Active 608 Dromedary Ct, KISSIMMEE

$272,000

POINCIANA NBRHD 03 VILLAGE 03

608 Dromedary Ct, KISSIMMEE

3 Beds 2 Baths 1,642 SqFt Residential Single Family Residence MLS® # R4912053
Active 517 Peppermill Cir, KISSIMMEE

$272,000

▼ $38,000 PEPPERTREE AT CYPRESS WOODS UNIT 1

517 Peppermill Cir, KISSIMMEE

3 Beds 2 Baths 1,434 SqFt Residential Single Family Residence MLS® # G5116445
Active 875 Fraser Dr, KISSIMMEE

$272,000

▲ $32,000 POINCIANA NBRHD 06 VILLAGE 07

875 Fraser Dr, KISSIMMEE

3 Beds 2 Baths 1,600 SqFt Residential Single Family Residence MLS® # O6356502
Active 567 Bay Leaf Dr, KISSIMMEE

$271,900

TUSCANY PRESERVE PH 4 NORTH PH

567 Bay Leaf Dr, KISSIMMEE

3 Beds 3 Baths 1,635 SqFt Residential Townhouse MLS® # S5149079
Active 8931 Shine Dr, KISSIMMEE

$271,500

WEST LUCAYA VILLAGE

8931 Shine Dr, KISSIMMEE

3 Beds 2 Baths 1,300 SqFt Residential Townhouse MLS® # S5145939
Open House
Active 446 Cinnamon Dr, KISSIMMEE

$271,000

▼ $5,000 POINCIANA NBRHD 03 SOUTH VILLAGE 07

446 Cinnamon Dr, KISSIMMEE

4 Beds 2 Baths 1,682 SqFt Residential
Sun, Oct 4th, 2026 @ 9am - 7pm
Single Family Residence MLS® # O6410740
Active 50 Sawfish Ct, KISSIMMEE

$270,000

▼ $15,000 POINCIANA NBRHD 04 VILLAGE 07

50 Sawfish Ct, KISSIMMEE

4 Beds 2 Baths 1,612 SqFt Residential Single Family Residence MLS® # S5151540
Active 842 Gila Way, KISSIMMEE

$270,000

POINCIANA NBRHD 6 VILL 7

842 Gila Way, KISSIMMEE

3 Beds 2 Baths 1,744 SqFt Residential Single Family Residence MLS® # O6397336
Active 735 Colville Pl, KISSIMMEE

$270,000

POINCIANA NBRHD 06 VILLAGE 07

735 Colville Pl, KISSIMMEE

3 Beds 2 Baths 1,242 SqFt Residential Single Family Residence MLS® # S5150013
Active 107 Bianca Ct, KISSIMMEE

$270,000

▼ $15,000 POINCIANA VILLAGE 01 NEIGHBORHOOD 03 WEST

107 Bianca Ct, KISSIMMEE

4 Beds 2 Baths 2,006 SqFt Residential Single Family Residence MLS® # O6405120
Active 423 Vernon Ct, KISSIMMEE

$270,000

POINCIANA NBRHD 02 WEST VILLAGE 07

423 Vernon Ct, KISSIMMEE

3 Beds 2 Baths 1,163 SqFt Residential Single Family Residence MLS® # S5135083
New
Active 4764 Ormond Beach Way, KISSIMMEE

$270,000

TERRA VERDE VILLAS PH 1

4764 Ormond Beach Way, KISSIMMEE

3 Beds 3 Baths 1,286 SqFt Residential Townhouse MLS® # O6446795
Active 65 Zinnia Ln E, KISSIMMEE

$270,000

POINCIANA NBRHD 02 VILLAGE 08

65 Zinnia Ln E, KISSIMMEE

3 Beds 2 Baths 1,630 SqFt Residential Single Family Residence MLS® # S5149220
Active 417 Benita St, KISSIMMEE

$270,000

▼ $14,000 BENITA PARK

417 Benita St, KISSIMMEE

3 Beds 2 Baths 1,186 SqFt Residential Single Family Residence MLS® # O6275736
Active 29 Andora Ct, KISSIMMEE

$270,000

▼ $5,000 POINCIANA VILLAGE 1 NBHD 2

29 Andora Ct, KISSIMMEE

4 Beds 2 Baths 1,685 SqFt Residential Single Family Residence MLS® # O6399706
Active 5276 Paradise Cay Cir, KISSIMMEE

$270,000

PARADISE CAY

5276 Paradise Cay Cir, KISSIMMEE

3 Beds 3 Baths 1,362 SqFt Residential Townhouse MLS® # O6438706
Active 1043 Park Ridge Cir, KISSIMMEE

$270,000

▼ $15,000 LAKE BERKLEY RESORT VILLAS PH 2

1043 Park Ridge Cir, KISSIMMEE

3 Beds 3 Baths 1,291 SqFt Residential Townhouse MLS® # S5149829
Active 3000 Laurel Park Ln 207, KISSIMMEE

$270,000

FLORA RIDGE PH 5 CONDO

3000 Laurel Park Ln 207, KISSIMMEE

3 Beds 2 Baths 1,779 SqFt Residential Condominium MLS® # O6427273
Active 2494 Skyline Loop, KISSIMMEE

$270,000

WESTVIEW SOUTH

2494 Skyline Loop, KISSIMMEE

3 Beds 3 Baths 1,834 SqFt Residential Townhouse MLS® # O6429616
Active 231 Elm Ct, KISSIMMEE

$269,990

▼ $25,010 POINCIANA NBRHD 02 VILLAGE 08

231 Elm Ct, KISSIMMEE

4 Beds 3 Baths 1,999 SqFt Residential Single Family Residence MLS® # S5154732
Active 4721 Clock Tower Dr 304, KISSIMMEE

$269,990

▼ $20,000 THE TERRACES AT STOREY LAKE CONDO 1 PH 1

4721 Clock Tower Dr 304, KISSIMMEE

2 Beds 2 Baths 1,126 SqFt Residential Condominium MLS® # S5149389
Active 309 Alegriano Ct, KISSIMMEE

$269,900

▼ $10,100 POINCIANA VILLAGE 1 NBHD 2

309 Alegriano Ct, KISSIMMEE

4 Beds 2 Baths 2,088 SqFt Residential Single Family Residence MLS® # S5156315
Active 4536 Ochos Rios Pl, KISSIMMEE

$269,900

▼ $5,000 WESTVIEW POD B NEIGHBORHOOD 5 PH 1

4536 Ochos Rios Pl, KISSIMMEE

3 Beds 2 Baths 1,553 SqFt Residential Single Family Residence MLS® # S5155089
Active 2459 Caravelle Cir, KISSIMMEE

$269,900

CORAL CAY RESORT

2459 Caravelle Cir, KISSIMMEE

4 Beds 3 Baths 1,400 SqFt Residential Townhouse MLS® # S5157691
Active 236 Elm Ct, KISSIMMEE

$269,900

▼ $6,000 POINCIANA NBRHD 02 VILLAGE 08

236 Elm Ct, KISSIMMEE

4 Beds 2 Baths 1,924 SqFt Residential Single Family Residence MLS® # S5153090
Active 4731 Clock Tower Dr 206, KISSIMMEE

$269,800

▼ $10,000 THE TERRACES AT STOREY LAKE CONDO NO 1 PH 2

4731 Clock Tower Dr 206, KISSIMMEE

2 Beds 2 Baths 1,196 SqFt Residential Condominium MLS® # S5150203
Active 526 Maricopa Dr, KISSIMMEE

$269,000

POINCIANA VILLAGE 1 NBHD 1 SOUTH

526 Maricopa Dr, KISSIMMEE

3 Beds 2 Baths 1,609 SqFt Residential Single Family Residence MLS® # G5116508
Active 1520 Hill St, KISSIMMEE

$269,000

▼ $29,000 WOODALL & DOYLE

1520 Hill St, KISSIMMEE

2 Beds 1 Bath 768 SqFt Residential Single Family Residence MLS® # S5095453
Active 4751 Clock Tower Dr 105, KISSIMMEE

$269,000

THE TERRACES AT STOREY LAKE CONDO 1 PH 4

4751 Clock Tower Dr 105, KISSIMMEE

2 Beds 2 Baths 1,126 SqFt Residential Condominium MLS® # O6440724
Active 27 Magnolia Blossom Ln, KISSIMMEE

$269,000

▼ $20,900 POINCIANA NBRHD 02 VILLAGE 08

27 Magnolia Blossom Ln, KISSIMMEE

4 Beds 2 Baths 1,819 SqFt Residential Single Family Residence MLS® # S5153191
Active 119 Birmingham Dr, KISSIMMEE

$269,000

▼ $3,900 POINCIANA VILLAGE 2 NBHD 3

119 Birmingham Dr, KISSIMMEE

4 Beds 2 Baths 2,302 SqFt Residential Single Family Residence MLS® # S5156492
Active 5390 Paradise Cay Cir, KISSIMMEE

$269,000

PARADISE CAY

5390 Paradise Cay Cir, KISSIMMEE

3 Beds 3 Baths 1,187 SqFt Residential Townhouse MLS® # O6428885
Active N/A, KISSIMMEE

$269,000

PARADISE COVE

N/A, KISSIMMEE

3 Beds 3 Baths 1,769 SqFt Residential Townhouse MLS® # O6435717
Active 7 Tamiami Way, KISSIMMEE

$269,000

▼ $6,000 POINCIANA VILLAGE 1 NBHD 2

7 Tamiami Way, KISSIMMEE

3 Beds 2 Baths 1,609 SqFt Residential Single Family Residence MLS® # O6427164
Active 2382 Harbor Town Dr, KISSIMMEE

$269,000

▼ $10,000 HARBOR TOWN

2382 Harbor Town Dr, KISSIMMEE

3 Beds 2 Baths 1,107 SqFt Residential Villa MLS® # O6437723
Active 4557 Teoli Ct, KISSIMMEE

$268,990

▲ $19,000 REEDY RESERVE PH 3

4557 Teoli Ct, KISSIMMEE

3 Beds 3 Baths 1,552 SqFt Residential Townhouse MLS® # S5147626
Active 624 Grand Canal Dr, KISSIMMEE

$268,500

▼ $11,400 SOLIVITA PH 03B

624 Grand Canal Dr, KISSIMMEE

2 Beds 2 Baths 1,543 SqFt Residential Single Family Residence MLS® # S5152638
Active 2436 Hassonite St, KISSIMMEE

$268,000

▼ $7,000 AMBER POINTE

2436 Hassonite St, KISSIMMEE

2 Beds 3 Baths 1,386 SqFt Residential Townhouse MLS® # S5153209
Active 1947 Estancia Circle 8c, KISSIMMEE

$268,000

▼ $6,000 VILLAS AT ESTANCIA

1947 Estancia Circle 8c, KISSIMMEE

3 Beds 3 Baths 1,705 SqFt Residential Condominium MLS® # O6379378
Active 618 Madrid Dr, KISSIMMEE

$265,900

▲ $15,900 POINCIANA VILLAGE 01 NEIGHBORHOOD 03 WEST

618 Madrid Dr, KISSIMMEE

3 Beds 2 Baths 1,816 SqFt Residential Single Family Residence MLS® # O6435027
Active 2743 Sun Key Pl, KISSIMMEE

$265,000

▼ $5,000 EMERALD ISLAND RESORT REPLAT

2743 Sun Key Pl, KISSIMMEE

3 Beds 3 Baths 1,291 SqFt Residential Townhouse MLS® # O6413100
Active 804 Carrousel Ln, KISSIMMEE

$265,000

▼ $15,000 POINCIANA VILLAGE 5 NBHD 1

804 Carrousel Ln, KISSIMMEE

3 Beds 2 Baths 1,464 SqFt Residential Single Family Residence MLS® # S5151800
Active 1906 Manatee Ln, KISSIMMEE

$265,000

POINCIANA NBRHD 05 VILLAGE 07

1906 Manatee Ln, KISSIMMEE

3 Beds 2 Baths 1,683 SqFt Residential Single Family Residence MLS® # P4939762
Active 2848 Club Cortile Cir, KISSIMMEE

$265,000

CLUB CORTILE

2848 Club Cortile Cir, KISSIMMEE

4 Beds 3 Baths 1,880 SqFt Residential Townhouse MLS® # S5155153
Active 137 Violet Ct, KISSIMMEE

$265,000

▼ $5,000 POINCIANA VILLAGES

137 Violet Ct, KISSIMMEE

4 Beds 2 Baths 1,555 SqFt Residential Single Family Residence MLS® # C7520696
New
Active 3115 Seaview Castle Dr, KISSIMMEE

$265,000

COMPASS BAY UNIT 02

3115 Seaview Castle Dr, KISSIMMEE

2 Beds 3 Baths 1,304 SqFt Residential Townhouse MLS® # S5158314
New
Active 28 Chip Ct, KISSIMMEE

$265,000

POINCIANA VILLAGE 1 NBHD 3 SOUTH

28 Chip Ct, KISSIMMEE

4 Beds 3 Baths 2,293 SqFt Residential Single Family Residence MLS® # S5158751