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

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Active 8899 Geneve Ct, KISSIMMEE

$394,900

▼ $15,000 WINDSOR AT WESTSIDE

8899 Geneve Ct, KISSIMMEE

4 Beds 4 Baths 2,102 SqFt Residential Townhouse MLS® # O6427755
Active 8841 Candy Palm Rd, KISSIMMEE

$394,900

▼ $5,100 PARADISE PALMS RESORT PH 2

8841 Candy Palm Rd, KISSIMMEE

4 Beds 3 Baths 1,902 SqFt Residential Townhouse MLS® # O6391123
Active 7637 Sand Pierre Ct, KISSIMMEE

$394,500

▼ $200 FOUR SEASONS AT ORLANDO PB 3B & 4A

7637 Sand Pierre Ct, KISSIMMEE

2 Beds 2 Baths 1,557 SqFt Residential Villa MLS® # O6379571
New
Active 2525 Hikers Ct, KISSIMMEE

$394,500

WESTLAKE HAMMOCK

2525 Hikers Ct, KISSIMMEE

4 Beds 2 Baths 2,023 SqFt Residential Single Family Residence MLS® # O6443255
Active 3122 Eagle Hammock Cir, KISSIMMEE

$394,000

▼ $1,000 EAGLE HAMMOCK

3122 Eagle Hammock Cir, KISSIMMEE

3 Beds 2 Baths 1,558 SqFt Residential Single Family Residence MLS® # S5156116
Active 7654 Otterspool St, KISSIMMEE

$394,000

▼ $5,000 WINDSOR HILLS PH 2

7654 Otterspool St, KISSIMMEE

3 Beds 3 Baths 1,440 SqFt Residential Townhouse MLS® # O6417354
Active 3169 Pantanal Ln, KISSIMMEE

$393,500

MAGIC VILLAGE

3169 Pantanal Ln, KISSIMMEE

3 Beds 4 Baths 2,181 SqFt Residential Townhouse MLS® # S5153276
Active 7770 Sandy Ridge Drive 218 Bldg 28 - Elevator, KISSIMMEE

$393,000

▼ $1,900 SPECTRUM AT REUNION

7770 Sandy Ridge Drive 218 Bldg 28 - Elevator, KISSIMMEE

5 Beds 5 Baths 2,630 SqFt Residential Condominium MLS® # O6403854
Active 2834 Eagle Eye Ct, KISSIMMEE

$392,500

▼ $2,500 EAGLES NEST AT THE OAKS

2834 Eagle Eye Ct, KISSIMMEE

3 Beds 3 Baths 2,301 SqFt Residential Single Family Residence MLS® # O6389360
Active 1872 Howard Mesa Dr, KISSIMMEE

$392,000

▼ $3,000 KINDRED PH 3B 3C & 3D

1872 Howard Mesa Dr, KISSIMMEE

3 Beds 2 Baths 1,504 SqFt Residential Single Family Residence MLS® # O6416128
Active 1359 Greenfield Loop, KISSIMMEE

$391,900

REUNION VILLAGE PH 4 & 5

1359 Greenfield Loop, KISSIMMEE

3 Beds 3 Baths 1,570 SqFt Residential Single Family Residence MLS® # S5152889
Active 965 Nancy Ct, KISSIMMEE

$390,500

▼ $29,400 POINCIANA VILLAGE 5 NBHD 1

965 Nancy Ct, KISSIMMEE

4 Beds 3 Baths 2,224 SqFt Residential Single Family Residence MLS® # S5155390
Active 8891 Geneve Ct, KISSIMMEE

$390,000

WINDSOR AT WESTSIDE PH 2B

8891 Geneve Ct, KISSIMMEE

5 Beds 5 Baths 2,263 SqFt Residential Townhouse MLS® # O6436535
Active 3320 Pineridge Cir, KISSIMMEE

$390,000

PINERIDGE ESTATES UNIT 3

3320 Pineridge Cir, KISSIMMEE

4 Beds 2 Baths 1,968 SqFt Residential Single Family Residence MLS® # S5148083
Active 8056 Dreamsicle Dr, KISSIMMEE

$390,000

▼ $5,000 ROLLING OAKS PH 5

8056 Dreamsicle Dr, KISSIMMEE

2 Beds 3 Baths 1,283 SqFt Residential Single Family Residence MLS® # O6387518
Active 1212 Shawnee Dr, KISSIMMEE

$390,000

OSCEOLA ACRES

1212 Shawnee Dr, KISSIMMEE

4 Beds 2 Baths 1,848 SqFt Residential Single Family Residence MLS® # S5153705
Active 7740 Sandy Ridge Dr 228, KISSIMMEE

$390,000

▼ $109,000 SPECTRUM AT REUNION CONDO PH 7A & 7B

7740 Sandy Ridge Dr 228, KISSIMMEE

5 Beds 5 Baths 2,703 SqFt Residential Condominium MLS® # G5115349
Active 3215 Brasilia Ave, KISSIMMEE

$390,000

MAGIC VILLAGE REP

3215 Brasilia Ave, KISSIMMEE

3 Beds 4 Baths 2,268 SqFt Residential Townhouse MLS® # O6365782
Active 9025 Rhodes St, KISSIMMEE

$390,000

▼ $25,000 WINDSOR AT WESTSIDE PH 1

9025 Rhodes St, KISSIMMEE

5 Beds 5 Baths 2,263 SqFt Residential Townhouse MLS® # O6430843
Active 2724 Emerson Ln, KISSIMMEE

$390,000

▼ $20,000 QUAIL RIDGE PH 1

2724 Emerson Ln, KISSIMMEE

3 Beds 3 Baths 1,598 SqFt Residential Single Family Residence MLS® # O6421624
Active 8977 Coco Palm Rd, KISSIMMEE

$390,000

▼ $60,000 PARADISE PALMS RESORT PH 1

8977 Coco Palm Rd, KISSIMMEE

4 Beds 3 Baths 1,884 SqFt Residential Townhouse MLS® # S5147914
Active 4722 Flagler Beach Way, KISSIMMEE

$390,000

▼ $100,000 TERRA VERDE VILLAS PH 2

4722 Flagler Beach Way, KISSIMMEE

4 Beds 3 Baths 1,636 SqFt Residential Townhouse MLS® # O6408602
Active 1292 E Lake Shore Blvd, KISSIMMEE

$390,000

OCEAN GULF ESTATES SEC 1

1292 E Lake Shore Blvd, KISSIMMEE

3 Beds 2 Baths 1,869 SqFt Residential Single Family Residence MLS® # TB8539957
Active 8810 Kensington Ct, KISSIMMEE

$389,999

▼ $9,901 LINDFIELDS UNIT 1

8810 Kensington Ct, KISSIMMEE

3 Beds 2 Baths 1,526 SqFt Residential Single Family Residence MLS® # S5151363
Active 766 Harland Ct, KISSIMMEE

$389,999

POINCIANA VILLAGE 1 NBHD 3 WEST

766 Harland Ct, KISSIMMEE

4 Beds 3 Baths 2,763 SqFt Residential Single Family Residence MLS® # O6441856
Active 7650 Comrow St 105, KISSIMMEE

$389,999

WINDSOR HILLS, VENTURA AT WINDSOR HILLS

7650 Comrow St 105, KISSIMMEE

3 Beds 2 Baths 1,410 SqFt Residential Condominium MLS® # S5157519
Active 2416 Regent Way, KISSIMMEE

$389,999

HYDE PARK PH 1

2416 Regent Way, KISSIMMEE

3 Beds 2 Baths 1,930 SqFt Residential Single Family Residence MLS® # S5156697
Active 2109 Carbine Ct, KISSIMMEE

$389,997

▼ $10,000 REMINGTON POINTE

2109 Carbine Ct, KISSIMMEE

3 Beds 2 Baths 1,720 SqFt Residential Single Family Residence MLS® # O6431580
Active 1188 Woody Cypress Dr, KISSIMMEE

$389,990

▼ $10,000 CYPRESS HAMMOCK PH 2

1188 Woody Cypress Dr, KISSIMMEE

4 Beds 3 Baths 1,868 SqFt Residential Townhouse MLS® # O6413386
Active 4314 Biel Ct, KISSIMMEE

$389,990

▼ $10,000 BRIGHTON LAKES PH 1

4314 Biel Ct, KISSIMMEE

3 Beds 2 Baths 1,922 SqFt Residential Single Family Residence MLS® # O6424298
Active 5010 Worchester Dr, KISSIMMEE

$389,990

KNIGHTSBRIDGE PH 1

5010 Worchester Dr, KISSIMMEE

3 Beds 2 Baths 1,580 SqFt Residential Single Family Residence MLS® # S5158319
Open House
Active 3184 Queen Alexandria Dr, KISSIMMEE

$389,990

RAINTREE AT SPRINGLAKE VILLAGE PH 2

3184 Queen Alexandria Dr, KISSIMMEE

3 Beds 2 Baths 1,770 SqFt Residential
Sat, Oct 10th, 2026 @ 11am - 2pm
Single Family Residence MLS® # S5157862
Active 77 Harness Ln, KISSIMMEE

$389,950

BVL UNIT 11 2ND ADD

77 Harness Ln, KISSIMMEE

4 Beds 2 Baths 1,480 SqFt Residential Single Family Residence MLS® # S5157684
Active 2803 Middleton Cir, KISSIMMEE

$389,900

▼ $10,000 PEBBLE POINTE UNIT 1

2803 Middleton Cir, KISSIMMEE

3 Beds 2 Baths 1,797 SqFt Residential Single Family Residence MLS® # S5154705
Active 1543 Cross Prairie Pkwy, KISSIMMEE

$389,900

TOHOQUA PH 3

1543 Cross Prairie Pkwy, KISSIMMEE

3 Beds 3 Baths 1,802 SqFt Residential Single Family Residence MLS® # S5156174
Active 2916 Casabella Dr, KISSIMMEE

$389,900

VILLA SOL VILLAGE 2

2916 Casabella Dr, KISSIMMEE

3 Beds 2 Baths 1,617 SqFt Residential Single Family Residence MLS® # S5155242
Active 4330 Sunny Creek Pl, KISSIMMEE

$389,900

STOREY CREEK

4330 Sunny Creek Pl, KISSIMMEE

4 Beds 3 Baths 2,357 SqFt Residential Single Family Residence MLS® # O6428636
New
Active 651 Elderwood Ct, KISSIMMEE

$389,900

BVL UNIT 7 3RD ADD

651 Elderwood Ct, KISSIMMEE

4 Beds 3 Baths 1,812 SqFt Residential Single Family Residence MLS® # S5158744
Active 2260 Tradewinds Dr, KISSIMMEE

$389,900

▼ $10,000 CONCORDE ESTATES PH 2A

2260 Tradewinds Dr, KISSIMMEE

4 Beds 3 Baths 2,944 SqFt Residential Single Family Residence MLS® # O6416638
Active 2813 Longleaf Ct, KISSIMMEE

$389,900

▼ $10,000 PLEASANT HILL LAKES UNIT 8

2813 Longleaf Ct, KISSIMMEE

3 Beds 2 Baths 1,652 SqFt Residential Single Family Residence MLS® # O6439453
Active 1631 Kingfisher Ct, KISSIMMEE

$389,900

▼ $10,000 BELLALAGO PH 5J SEC 2

1631 Kingfisher Ct, KISSIMMEE

3 Beds 2 Baths 2,138 SqFt Residential Single Family Residence MLS® # S5156217
Active 1515 Carey Palm Cir, KISSIMMEE

$389,900

SOLARA RESORT

1515 Carey Palm Cir, KISSIMMEE

3 Beds 4 Baths 1,962 SqFt Residential Townhouse MLS® # O6425829
Active 3145 Stonehurst Cir, KISSIMMEE

$389,900

▼ $5,100 STONEHURST AT STONEFIELD

3145 Stonehurst Cir, KISSIMMEE

3 Beds 2 Baths 1,806 SqFt Residential Single Family Residence MLS® # S5151296
Active 132 Sandalwood Dr, KISSIMMEE

$389,793

BVL NORTH LAKE VILLAGE 1

132 Sandalwood Dr, KISSIMMEE

3 Beds 3 Baths 1,706 SqFt Residential Single Family Residence MLS® # O6327183
Active 2244 Canyon Breeze Ave, KISSIMMEE

$389,500

▼ $2,500 SEDONA PH 1

2244 Canyon Breeze Ave, KISSIMMEE

4 Beds 3 Baths 1,960 SqFt Residential Single Family Residence MLS® # O6385268
Active 1216 Royal View Ter, KISSIMMEE

$389,000

SPECTRUM AT REUNION PH 2

1216 Royal View Ter, KISSIMMEE

3 Beds 3 Baths 1,708 SqFt Residential Townhouse MLS® # O6428148
Active 3161 Tocoa Cir, KISSIMMEE

$389,000

COMPASS BAY UNIT 3

3161 Tocoa Cir, KISSIMMEE

4 Beds 4 Baths 1,782 SqFt Residential Townhouse MLS® # O6438963
Active 750 Star Magnolia Dr, KISSIMMEE

$389,000

▼ $10,000 LEGACY PARK PH 3

750 Star Magnolia Dr, KISSIMMEE

4 Beds 2 Baths 1,784 SqFt Residential Single Family Residence MLS® # S5156316