Search Kissimmee Real Estate Listings, $500,000 - $600,000

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Active 4501 Monado Dr, KISSIMMEE

$565,000

BELLAVIDA PH 2A

4501 Monado Dr, KISSIMMEE

6 Beds 4 Baths 2,872 SqFt Residential Single Family Residence MLS® # O6263041
Active 4289 Paragraph Dr, KISSIMMEE

$565,000

▼ $15,000 COVE AT STOREY LAKE 4

4289 Paragraph Dr, KISSIMMEE

4 Beds 3 Baths 1,914 SqFt Residential Townhouse MLS® # O6390218
Active 2931 Agostino Ter, KISSIMMEE

$564,900

BELLALAGO PH B-2

2931 Agostino Ter, KISSIMMEE

4 Beds 4 Baths 2,925 SqFt Residential Single Family Residence MLS® # S5155606
Active 7813 Marlow Pl, KISSIMMEE

$562,900

▼ $8,000 REUNION VILLAGE PHASE 4

7813 Marlow Pl, KISSIMMEE

6 Beds 5 Baths 2,714 SqFt Residential Single Family Residence MLS® # TB8520957
Active 2460 White Poppy Dr, KISSIMMEE

$560,000

MURANO AT WESTSIDE

2460 White Poppy Dr, KISSIMMEE

6 Beds 3 Baths 2,626 SqFt Residential Single Family Residence MLS® # S5157514
Active 1836 Nice Ct, KISSIMMEE

$560,000

▲ $5,000 WINDSOR/WESTSIDE-PH 2A

1836 Nice Ct, KISSIMMEE

8 Beds 6 Baths 4,041 SqFt Residential Single Family Residence MLS® # O6429118
Active 1445 Fairview Cir, KISSIMMEE

$560,000

REUNION PH 2 PRCL 3

1445 Fairview Cir, KISSIMMEE

4 Beds 5 Baths 2,764 SqFt Residential Single Family Residence MLS® # L4963650
Open House
Active 2994 Gavin Sky Dr, KISSIMMEE

$559,999

▼ $4,000 SEASONS AT BIG SKY PH 1

2994 Gavin Sky Dr, KISSIMMEE

5 Beds 4 Baths 3,057 SqFt Residential
Sun, Oct 4th, 2026 @ 1pm - 3pm
Single Family Residence MLS® # S5156356
Active 1800 Tropical Palms Cir, KISSIMMEE

$559,999

SOLARA RESORT VACATION VILLAS REP

1800 Tropical Palms Cir, KISSIMMEE

5 Beds 5 Baths 2,294 SqFt Residential Townhouse MLS® # S5144439
Active 1624 Barberry Dr, KISSIMMEE

$559,990

KINDRED PH 2C & 2D

1624 Barberry Dr, KISSIMMEE

4 Beds 4 Baths 2,851 SqFt Residential Single Family Residence MLS® # S5152366
Active 7886 Somersworth Dr, KISSIMMEE

$559,900

▲ $4,000 REUNION VILLAGE PHASE 4

7886 Somersworth Dr, KISSIMMEE

6 Beds 5 Baths 2,714 SqFt Residential Single Family Residence MLS® # TB8519985
Open House
Active 2749 S Stewart St, KISSIMMEE

$559,000

PLEASANT HILL HEIGHTS UNIT 2

2749 S Stewart St, KISSIMMEE

5 Beds 2 Baths 2,901 SqFt Residential
Sat, Oct 10th, 2026 @ 11am - 2pm
Single Family Residence MLS® # O6431608
Active 2805 Lake Tohopekaliga Blvd, KISSIMMEE

$559,000

▼ $10,000 PLEASANT HILL LAKES UNIT 1

2805 Lake Tohopekaliga Blvd, KISSIMMEE

4 Beds 3 Baths 2,264 SqFt Residential Single Family Residence MLS® # O6430320
Active 1885 Nice Ct, KISSIMMEE

$559,000

WINDSOR AT WESTSIDE

1885 Nice Ct, KISSIMMEE

6 Beds 5 Baths 3,142 SqFt Residential Single Family Residence MLS® # O6415911
Active 8051 White Crane Ct, KISSIMMEE

$555,000

OAK ISLAND HARBOR AT FORMOSA GARDENS

8051 White Crane Ct, KISSIMMEE

4 Beds 3 Baths 2,021 SqFt Residential Single Family Residence MLS® # O6432185
Active 8023 Acadia Estates Ct, KISSIMMEE

$555,000

▼ $15,000 WYNDHAM POINTE

8023 Acadia Estates Ct, KISSIMMEE

7 Beds 7 Baths 3,346 SqFt Residential Single Family Residence MLS® # O6369851
Active 2321 The Oaks Blvd, KISSIMMEE

$555,000

▼ $6,900 OAKS PH 1 B1

2321 The Oaks Blvd, KISSIMMEE

5 Beds 4 Baths 3,592 SqFt Residential Single Family Residence MLS® # S5156742
Active 8917 Coconut Breeze Dr, KISSIMMEE

$554,900

▼ $15,000 SOLARA RESORT VACATION VILLAS REP

8917 Coconut Breeze Dr, KISSIMMEE

6 Beds 5 Baths 2,998 SqFt Residential Villa MLS® # O6391081
Active 2285 Centerra Loop, KISSIMMEE

$554,900

▼ $10,100 TAPESTRY PH 5

2285 Centerra Loop, KISSIMMEE

4 Beds 4 Baths 2,937 SqFt Residential Single Family Residence MLS® # O6426645
Active 4823 Dedication St, KISSIMMEE

$554,000

▼ $5,000 STOREY LAKE PH 3

4823 Dedication St, KISSIMMEE

5 Beds 4 Baths 2,168 SqFt Residential Townhouse MLS® # S5136384
Active 1804 Sandy Park Tr, KISSIMMEE

$553,000

▼ $45,000 SOLARA RESORT

1804 Sandy Park Tr, KISSIMMEE

5 Beds 6 Baths 3,213 SqFt Residential Single Family Residence MLS® # S5153572
Active 2569 Reading Tr, KISSIMMEE

$550,000

▲ $495,000 STOREY LAKE THE COVE

2569 Reading Tr, KISSIMMEE

4 Beds 3 Baths 1,902 SqFt Residential Townhouse MLS® # O6409867
Active 1145 Seasons Blvd, KISSIMMEE

$550,000

SEASONS

1145 Seasons Blvd, KISSIMMEE

5 Beds 3 Baths 2,286 SqFt Residential Single Family Residence MLS® # O6357414
New
Active 4520 Stella St, KISSIMMEE

$550,000

BELLAVIDA PH 1

4520 Stella St, KISSIMMEE

6 Beds 7 Baths 3,512 SqFt Residential Single Family Residence MLS® # S5158647
Active 448 Southfield St, KISSIMMEE

$550,000

REUNION WEST PH 4

448 Southfield St, KISSIMMEE

4 Beds 3 Baths 2,363 SqFt Residential Single Family Residence MLS® # S5151092
Active 4839 Lullaby Ln, KISSIMMEE

$550,000

STOREY LAKE PH 3

4839 Lullaby Ln, KISSIMMEE

5 Beds 4 Baths 2,168 SqFt Residential Townhouse MLS® # S5157505
Active 4687 Fairy Tale Cir, KISSIMMEE

$550,000

STOREY LAKE

4687 Fairy Tale Cir, KISSIMMEE

4 Beds 3 Baths 2,166 SqFt Residential Single Family Residence MLS® # O6292839
Active 1850 Palmetto Dr, KISSIMMEE

$550,000

FORTUNE ACRES UNIT 1

1850 Palmetto Dr, KISSIMMEE

4 Beds 3 Baths 3,000 SqFt Residential Single Family Residence MLS® # O6439015
Active 4703 Golden Beach Ct, KISSIMMEE

$550,000

▼ $25,000 TERRA VERDE PH 2

4703 Golden Beach Ct, KISSIMMEE

5 Beds 4 Baths 2,269 SqFt Residential Single Family Residence MLS® # G5110110
Active 4363 Scene Ln, KISSIMMEE

$550,000

COVE AT STOREY LAKE

4363 Scene Ln, KISSIMMEE

4 Beds 3 Baths 1,914 SqFt Residential Townhouse MLS® # O6378695
New
Active 2641 Tranquility Way, KISSIMMEE

$550,000

VERANDA PALMS PH 2A

2641 Tranquility Way, KISSIMMEE

6 Beds 5 Baths 2,874 SqFt Residential Single Family Residence MLS® # O6446767
Active 4548 Yorkshire Ln, KISSIMMEE

$550,000

COUNTRY SIDE MANOR

4548 Yorkshire Ln, KISSIMMEE

4 Beds 3 Baths 2,053 SqFt Residential Single Family Residence MLS® # S5145086
Active 2625 Santosh Cv, KISSIMMEE

$550,000

VERANDA PALMS PH 1C

2625 Santosh Cv, KISSIMMEE

5 Beds 5 Baths 2,806 SqFt Residential Single Family Residence MLS® # O6400516
Active 4479 Scene Ln, KISSIMMEE

$550,000

COVE AT STOREY LAKE 5

4479 Scene Ln, KISSIMMEE

4 Beds 3 Baths 1,902 SqFt Residential Townhouse MLS® # S5138773
Active 7479 Marker Ave, KISSIMMEE

$550,000

REUNION WEST PH 2 EAST

7479 Marker Ave, KISSIMMEE

4 Beds 3 Baths 2,363 SqFt Residential Single Family Residence MLS® # O6410054
Active 3759 Eagle Isle Cir, KISSIMMEE

$550,000

▼ $49,000 BELLALAGO PH 4P

3759 Eagle Isle Cir, KISSIMMEE

6 Beds 5 Baths 3,651 SqFt Residential Single Family Residence MLS® # S5148615
Active 2824 Noble Crow Dr, KISSIMMEE

$550,000

MARBELLA PH 1

2824 Noble Crow Dr, KISSIMMEE

4 Beds 3 Baths 2,676 SqFt Residential Single Family Residence MLS® # S5154839
Active 3380 Blossom St, KISSIMMEE

$550,000

ORANGE BLOSSOM ACRES

3380 Blossom St, KISSIMMEE

3 Beds 2 Baths 1,776 SqFt Residential Single Family Residence MLS® # G5117475
Active 8667 La Isla Dr, KISSIMMEE

$550,000

EMERALD ISLAND RESORT PH 5A

8667 La Isla Dr, KISSIMMEE

7 Beds 6 Baths 2,881 SqFt Residential Single Family Residence MLS® # O6431583
Active 9013 Rhodes St, KISSIMMEE

$550,000

WINDSOR AT WESTSIDE PH 1

9013 Rhodes St, KISSIMMEE

6 Beds 5 Baths 3,142 SqFt Residential Single Family Residence MLS® # O6381275
Active 1861 Nice Ct, KISSIMMEE

$550,000

▼ $18,000 WINDSOR AT WESTSIDE

1861 Nice Ct, KISSIMMEE

7 Beds 6 Baths 3,281 SqFt Residential Single Family Residence MLS® # O6363676
Active 1705 Bridgets Ct, KISSIMMEE

$549,999

▼ $5,001 M3 AT KISSIMMEE BAY

1705 Bridgets Ct, KISSIMMEE

4 Beds 4 Baths 2,994 SqFt Residential Single Family Residence MLS® # S5145159
Active 4511 Monado Dr, KISSIMMEE

$549,995

▼ $15,000 BELLAVIDA PH 2A

4511 Monado Dr, KISSIMMEE

5 Beds 5 Baths 3,042 SqFt Residential Single Family Residence MLS® # S5145836
Active 1917 Nice Ct, KISSIMMEE

$549,990

WINDSOR AT WESTSIDE PH 2A

1917 Nice Ct, KISSIMMEE

5 Beds 4 Baths 2,492 SqFt Residential Single Family Residence MLS® # O6428506
Active 1799 Ranger Highlands Rd, KISSIMMEE

$549,900

KINDRED PH 1D

1799 Ranger Highlands Rd, KISSIMMEE

4 Beds 4 Baths 2,851 SqFt Residential Single Family Residence MLS® # O6428548
Active 1730 Kasey Ct, KISSIMMEE

$549,900

BRECKENRIDGE

1730 Kasey Ct, KISSIMMEE

4 Beds 2 Baths 2,413 SqFt Residential Single Family Residence MLS® # S5157364
Active 7899 Somersworth Dr, KISSIMMEE

$549,900

▲ $4,000 REUNION VILLAGE PHASE 4

7899 Somersworth Dr, KISSIMMEE

5 Beds 4 Baths 2,268 SqFt Residential Single Family Residence MLS® # TB8515869
Active 4754 Blue Diamond St, KISSIMMEE

$549,900

CRYSTAL COVE

4754 Blue Diamond St, KISSIMMEE

5 Beds 5 Baths 3,257 SqFt Residential Single Family Residence MLS® # O6444775