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

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Active 507 Britten Dr, KISSIMMEE

$290,000

▼ $9,900 POINCIANA VILLAGE 2 NBHD 3

507 Britten Dr, KISSIMMEE

4 Beds 2 Baths 1,731 SqFt Residential Single Family Residence MLS® # O6436898
Active 848 E Flag Ln, KISSIMMEE

$290,000

▲ $95,000 POINCIANA VILLAGE 1 NBHD 3 SOUTH

848 E Flag Ln, KISSIMMEE

3 Beds 2 Baths 1,622 SqFt Residential Single Family Residence MLS® # S5155593
Active 1201 Apopka Ln, KISSIMMEE

$290,000

▼ $5,000 POINCIANA NBRHD 02 WEST VILLAGE 07

1201 Apopka Ln, KISSIMMEE

3 Beds 2 Baths 1,588 SqFt Residential Single Family Residence MLS® # O6383953
New
Active 72 Pine Island Cir, KISSIMMEE

$290,000

PINE ISLAND VILLAS AT BVL

72 Pine Island Cir, KISSIMMEE

3 Beds 2 Baths 1,214 SqFt Residential Townhouse MLS® # O6445302
Active 2704 Club Cortile Cir, KISSIMMEE

$290,000

▼ $5,000 CLUB CORTILE

2704 Club Cortile Cir, KISSIMMEE

3 Beds 3 Baths 1,670 SqFt Residential Single Family Residence MLS® # O6435819
Open House
Active 4322 Sunny Creek Pl, KISSIMMEE

$290,000

▼ $10,000 STOREY CREEK PH 2A

4322 Sunny Creek Pl, KISSIMMEE

3 Beds 2 Baths 1,260 SqFt Residential
Sun, Oct 4th, 2026 @ 9am - 7pm
Single Family Residence MLS® # O6400675
Active 1133 Saint Tropez Ct, KISSIMMEE

$290,000

▼ $19,999 POINCIANA VILLAGE 5 NBHD 1

1133 Saint Tropez Ct, KISSIMMEE

4 Beds 3 Baths 2,162 SqFt Residential Single Family Residence MLS® # V4950823
Active 725 Mabbette St, KISSIMMEE

$290,000

▼ $10,000 I M MABBETTS ADD

725 Mabbette St, KISSIMMEE

3 Beds 2 Baths 1,488 SqFt Residential Single Family Residence MLS® # O6433268
Active 403 Greenup St, KISSIMMEE

$290,000

W E ALLENS ADD

403 Greenup St, KISSIMMEE

0 Beds 0 Baths 0 SqFt Land Land MLS® # S5156562
Active 2717 Bushman Dr, KISSIMMEE

$290,000

REGAL OAKS AT OLD TOWN

2717 Bushman Dr, KISSIMMEE

3 Beds 3 Baths 1,440 SqFt Residential Townhouse MLS® # O6425284
Active 2682 Mayaguana St, KISSIMMEE

$290,000

CRESTWYND BAY

2682 Mayaguana St, KISSIMMEE

3 Beds 3 Baths 1,595 SqFt Residential Townhouse MLS® # O6383878
Active 308 Chiquita Ct, KISSIMMEE

$290,000

POINCIANA VILLAGE 1 NBHD 1 NORTH

308 Chiquita Ct, KISSIMMEE

4 Beds 3 Baths 2,162 SqFt Residential Single Family Residence MLS® # O6431185
Active 4504 Alberto Cir, KISSIMMEE

$289,999

▼ $10,000 BELLAVIDA PH 1

4504 Alberto Cir, KISSIMMEE

3 Beds 3 Baths 1,295 SqFt Residential Townhouse MLS® # O6300872
Active 4704 Doyle Dr, KISSIMMEE

$289,990

▼ $10,000 DORAL POINTE NORTH

4704 Doyle Dr, KISSIMMEE

3 Beds 2 Baths 1,600 SqFt Residential Single Family Residence MLS® # V4951300
Active 2736 Oakwater Dr, KISSIMMEE

$289,990

OAKWATER

2736 Oakwater Dr, KISSIMMEE

3 Beds 2 Baths 1,427 SqFt Residential Townhouse MLS® # S5151634
Active 402 Ohio Way, KISSIMMEE

$289,990

▼ $5,000 POINCIANA NBRHD 05 VILLAGE 07

402 Ohio Way, KISSIMMEE

3 Beds 2 Baths 1,548 SqFt Residential Single Family Residence MLS® # S5151059
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
Active 414 Spice Ct, KISSIMMEE

$289,900

▼ $10,000 PEPPERTREE AT CYP WDS U1

414 Spice Ct, KISSIMMEE

4 Beds 2 Baths 1,685 SqFt Residential Single Family Residence MLS® # O6430908
Active 248 Cheshire Ct, KISSIMMEE

$289,900

▼ $9,600 POINCIANA VILLAGE 02 NEIGHBORHOOD 01

248 Cheshire Ct, KISSIMMEE

4 Beds 2 Baths 1,695 SqFt Residential Single Family Residence MLS® # S5126291
Active 8550 Crystal Cove Loop, KISSIMMEE

$289,900

EMERALD ISLAND RESORT PH 2

8550 Crystal Cove Loop, KISSIMMEE

3 Beds 3 Baths 1,277 SqFt Residential Townhouse MLS® # S5144864
Active 602 Mesilla Dr, KISSIMMEE

$289,900

▲ $20,000 POINCIANA VILLAGE 1 NBHD 1 SOUTH

602 Mesilla Dr, KISSIMMEE

3 Beds 2 Baths 1,771 SqFt Residential Single Family Residence MLS® # O6260060
New
Active 1516 Kelby Rd, KISSIMMEE

$289,900

SHENANDOAH

1516 Kelby Rd, KISSIMMEE

3 Beds 2 Baths 1,321 SqFt Residential Single Family Residence MLS® # O6446982
Active 32 York Ct, KISSIMMEE

$289,900

▼ $10,000 POINCIANA VILLAGE 2 NBHD 3

32 York Ct, KISSIMMEE

4 Beds 2 Baths 1,834 SqFt Residential Single Family Residence MLS® # O6439828
Active 818 Carrousel Ln, KISSIMMEE

$289,900

POINCIANA VILLAGE 5 NBHD 1

818 Carrousel Ln, KISSIMMEE

4 Beds 2 Baths 2,196 SqFt Residential Single Family Residence MLS® # S5144493
Active 1045 Dudley Dr, KISSIMMEE

$289,900

POINCIANA VILLAGE 2 NBHD 1

1045 Dudley Dr, KISSIMMEE

3 Beds 3 Baths 1,571 SqFt Residential Single Family Residence MLS® # S5155276
Active 9061 Treasure Trove Ln 204, KISSIMMEE

$289,900

CARIBE COVE PH 05 CONDO

9061 Treasure Trove Ln 204, KISSIMMEE

3 Beds 2 Baths 1,700 SqFt Residential Condominium MLS® # O6404257
Active 2472 Palm Tree Dr, KISSIMMEE

$289,900

SOLIVITA PH 05F

2472 Palm Tree Dr, KISSIMMEE

3 Beds 2 Baths 1,539 SqFt Residential Villa MLS® # S5140601
Active 183 Club Villas Ln, KISSIMMEE

$289,900

▼ $10,000 REMINGTON PH 1 TR A

183 Club Villas Ln, KISSIMMEE

2 Beds 2 Baths 1,397 SqFt Residential Villa MLS® # O6427874
Active 102 Saffron Way, KISSIMMEE

$289,000

▼ $10,000 PEPPERTREE AT CYPRESS WOODS UNIT 1

102 Saffron Way, KISSIMMEE

3 Beds 2 Baths 1,562 SqFt Residential Single Family Residence MLS® # O6417948
Active 2376 Caravelle Cir, KISSIMMEE

$289,000

CORAL CAY RESORT

2376 Caravelle Cir, KISSIMMEE

4 Beds 3 Baths 1,512 SqFt Residential Townhouse MLS® # O6434842
Active 8710 Rain Forest Place B, KISSIMMEE

$289,000

▼ $6,000 VILLAS AT ISLAND CLUB PH 10

8710 Rain Forest Place B, KISSIMMEE

4 Beds 3 Baths 1,616 SqFt Residential Condominium MLS® # S5148850
Active 2774 Almaton Loop 202, KISSIMMEE

$289,000

VENTURA AT WINDSOR HILLS CONDO PH 3

2774 Almaton Loop 202, KISSIMMEE

2 Beds 2 Baths 1,081 SqFt Residential Condominium MLS® # O6424497
Active 3208 Cupid Pl, KISSIMMEE

$289,000

WEST LUCAYA VILLAGE

3208 Cupid Pl, KISSIMMEE

3 Beds 2 Baths 1,300 SqFt Residential Townhouse MLS® # S5153435
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
Active 2329 Water View Loop, KISSIMMEE

$288,900

▼ $100 CYPRESS LAKE PH 1

2329 Water View Loop, KISSIMMEE

3 Beds 3 Baths 1,460 SqFt Residential Townhouse MLS® # O6377909
Active 7671 Comrow St 302, KISSIMMEE

$288,000

VENTURA AT WINDSOR HILLS CONDO PH 5

7671 Comrow St 302, KISSIMMEE

2 Beds 2 Baths 1,081 SqFt Residential Condominium MLS® # S5146686
Active 1008 Universal Rest Pl, KISSIMMEE

$288,000

▼ $10,000 ERIC ESTATES

1008 Universal Rest Pl, KISSIMMEE

3 Beds 2 Baths 1,728 SqFt Residential Townhouse MLS® # O6422010
Active 1282 S Beach Cir, KISSIMMEE

$287,000

▼ $1,000 FIESTA KEY

1282 S Beach Cir, KISSIMMEE

4 Beds 4 Baths 1,642 SqFt Residential Townhouse MLS® # O6382522
Active 2954 Lucayan Harbour Cir 106, KISSIMMEE

$287,000

LUCAYA VILLAGE PH 1

2954 Lucayan Harbour Cir 106, KISSIMMEE

3 Beds 2 Baths 1,300 SqFt Residential Townhouse MLS® # S5149872
Active 414 Caribbean Ct, KISSIMMEE

$285,900

▲ $5,000 POINCIANA NBRHD 02 WEST VILLAGE 07

414 Caribbean Ct, KISSIMMEE

3 Beds 2 Baths 1,471 SqFt Residential Single Family Residence MLS® # S5149119
Active 2394 Caravelle Cir, KISSIMMEE

$285,500

CORAL CAY RESORT

2394 Caravelle Cir, KISSIMMEE

4 Beds 3 Baths 1,536 SqFt Residential Townhouse MLS® # O6425747
Active 2630 Corvette Ln, KISSIMMEE

$285,000

▼ $9,999 REGAL OAKS AT OLD TOWN

2630 Corvette Ln, KISSIMMEE

2 Beds 3 Baths 1,350 SqFt Residential Townhouse MLS® # O6372454
Active 2356 Caravelle Cir, KISSIMMEE

$285,000

CORAL CAY RESORT

2356 Caravelle Cir, KISSIMMEE

5 Beds 3 Baths 1,779 SqFt Residential Townhouse MLS® # O6440979
Active 1036 Dudley Dr, KISSIMMEE

$285,000

▼ $10,000 POINCIANA VILLAGE 02 NEIGHBORHOOD 01

1036 Dudley Dr, KISSIMMEE

3 Beds 2 Baths 1,551 SqFt Residential Single Family Residence MLS® # S5150046
Active 615 Mckinley Ct, KISSIMMEE

$285,000

▼ $4,900 POINCIANA VILLAGE 1 NBHD 1 SOUTH

615 Mckinley Ct, KISSIMMEE

3 Beds 2 Baths 1,449 SqFt Residential Single Family Residence MLS® # S5150434
New
Active 2736 Patrician Cir, KISSIMMEE

$285,000

BRIGHTON LAKES PH 2 PRCL H

2736 Patrician Cir, KISSIMMEE

3 Beds 2 Baths 1,766 SqFt Residential Single Family Residence MLS® # O6444399
Active 116 Talavera Ln, KISSIMMEE

$285,000

▼ $8,000 POINCIANA VILLAGE 1 NBHD 2

116 Talavera Ln, KISSIMMEE

3 Beds 2 Baths 1,329 SqFt Residential Single Family Residence MLS® # O6383742
Active 4529 Alberto Cir, KISSIMMEE

$285,000

▼ $5,000 BELLAVIDA PH 01

4529 Alberto Cir, KISSIMMEE

3 Beds 3 Baths 1,295 SqFt Residential Townhouse MLS® # O6318625