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

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Active 2806 Plymouth Pl, KISSIMMEE

$367,000

CYPRESS RESERVE VILLAS

2806 Plymouth Pl, KISSIMMEE

3 Beds 3 Baths 1,838 SqFt Residential Townhouse MLS® # S5154304
Active 3045 Yellow Lantana Ln, KISSIMMEE

$366,450

▼ $500 ENCANTADA PH 01

3045 Yellow Lantana Ln, KISSIMMEE

4 Beds 3 Baths 1,340 SqFt Residential Townhouse MLS® # O6421781
Active 5332 Loggia Ln, KISSIMMEE

$366,374

▼ $5,000 WESTVIEW

5332 Loggia Ln, KISSIMMEE

4 Beds 3 Baths 2,075 SqFt Residential Single Family Residence MLS® # O6435538
Active 236 Aquamarine Ln, KISSIMMEE

$366,000

▼ $3,900 STEPPING STONE POD A PH 1

236 Aquamarine Ln, KISSIMMEE

4 Beds 2 Baths 1,845 SqFt Residential Single Family Residence MLS® # O6371295
Active 2330 Santa Lucia St, KISSIMMEE

$365,000

MONTEREY VILLAGE PH 1 UNIT 1

2330 Santa Lucia St, KISSIMMEE

3 Beds 3 Baths 1,720 SqFt Residential Single Family Residence MLS® # O6441677
Active 8205 Surf St, KISSIMMEE

$365,000

▼ $14,000 ROLLING OAKS PH 7

8205 Surf St, KISSIMMEE

3 Beds 3 Baths 1,545 SqFt Residential Townhouse MLS® # O6398029
Active 945 Tramells Tr, KISSIMMEE

$365,000

▼ $15,000 REMINGTON PRCL O

945 Tramells Tr, KISSIMMEE

4 Beds 2 Baths 2,014 SqFt Residential Single Family Residence MLS® # S5150165
New
Active 1883 Cassidy Knoll Dr, KISSIMMEE

$365,000

KINDRED PH 1E

1883 Cassidy Knoll Dr, KISSIMMEE

4 Beds 4 Baths 1,846 SqFt Residential Single Family Residence MLS® # O6445365
Active 2569 Folio Way, KISSIMMEE

$365,000

▼ $10,000 TAPESTRY

2569 Folio Way, KISSIMMEE

3 Beds 3 Baths 1,690 SqFt Residential Townhouse MLS® # O6430480
Active 4089 Navigator Way, KISSIMMEE

$365,000

▼ $10,000 ISLES OF BELLALAGO

4089 Navigator Way, KISSIMMEE

4 Beds 3 Baths 2,123 SqFt Residential Single Family Residence MLS® # O6430859
Active 7813 Turkey Oak Ln, KISSIMMEE

$365,000

▼ $10,000 INDIAN RIDGE VILLAS PH 1

7813 Turkey Oak Ln, KISSIMMEE

4 Beds 2 Baths 1,464 SqFt Residential Single Family Residence MLS® # O6422342
Active 701 Las Fuentes Dr, KISSIMMEE

$365,000

BELLAVIDA REP 2

701 Las Fuentes Dr, KISSIMMEE

4 Beds 3 Baths 1,907 SqFt Residential Townhouse MLS® # O6443978
Active 3221 Cupid Pl, KISSIMMEE

$365,000

▼ $19,000 WEST LUCAYA VILLAGE

3221 Cupid Pl, KISSIMMEE

4 Beds 3 Baths 1,694 SqFt Residential Townhouse MLS® # S5154675
Active 628 Reindeer Dr, KISSIMMEE

$365,000

▼ $25,000 POINCIANA NBRHD 03 VILLAGE 03

628 Reindeer Dr, KISSIMMEE

4 Beds 2 Baths 1,925 SqFt Residential Single Family Residence MLS® # O6423952
Active 4069 Marina Isle Dr, KISSIMMEE

$365,000

▼ $8,000 ISLES OF BELLALAGO PH 2

4069 Marina Isle Dr, KISSIMMEE

4 Beds 2 Baths 2,184 SqFt Residential Single Family Residence MLS® # O6424753
Active 3129 Tocoa Cir, KISSIMMEE

$365,000

COMPASS BAY UNIT 3

3129 Tocoa Cir, KISSIMMEE

4 Beds 4 Baths 1,782 SqFt Residential Townhouse MLS® # O6415821
Active 2448 Parsons Pond Cir, KISSIMMEE

$365,000

PARSONS POND PH 3

2448 Parsons Pond Cir, KISSIMMEE

3 Beds 3 Baths 1,479 SqFt Residential Single Family Residence MLS® # O6438640
Active 8128 Yellow Crane Dr, KISSIMMEE

$365,000

OAK ISLAND COVE

8128 Yellow Crane Dr, KISSIMMEE

5 Beds 4 Baths 2,707 SqFt Residential Single Family Residence MLS® # O6402487
Active 3222 Brewster Dr, KISSIMMEE

$365,000

QUAIL RIDGE PH 1

3222 Brewster Dr, KISSIMMEE

3 Beds 2 Baths 1,392 SqFt Residential Single Family Residence MLS® # S5155058
New
Active 3221 White Dove Ln, KISSIMMEE

$364,999

INDIAN WELLS UNIT 7

3221 White Dove Ln, KISSIMMEE

2 Beds 2 Baths 1,330 SqFt Residential Single Family Residence MLS® # O6446240
Active 5148 Adelaide Dr, KISSIMMEE

$364,900

▲ $100,000 COMPASS BAY UNIT 5

5148 Adelaide Dr, KISSIMMEE

4 Beds 4 Baths 1,782 SqFt Residential Townhouse MLS® # S5157460
Active 2455 Parsons Pond Cir, KISSIMMEE

$364,500

▼ $10,500 PARSONS POND PH 3

2455 Parsons Pond Cir, KISSIMMEE

3 Beds 2 Baths 1,292 SqFt Residential Single Family Residence MLS® # S5154735
Active 130 Prima Dr, KISSIMMEE

$364,000

▼ $5,000 SOLIVITA PH 04C SEC 02

130 Prima Dr, KISSIMMEE

3 Beds 2 Baths 2,141 SqFt Residential Single Family Residence MLS® # S5146916
Active 1602 Tail Feather Dr, KISSIMMEE

$362,000

▼ $5,000 EAGLES NEST/THE OAKS

1602 Tail Feather Dr, KISSIMMEE

3 Beds 3 Baths 2,005 SqFt Residential Single Family Residence MLS® # S5154034
Active 182 Pinewood Cir, KISSIMMEE

$362,000

BVL BRIARWOOD VILLAGE TR 3

182 Pinewood Cir, KISSIMMEE

3 Beds 2 Baths 1,462 SqFt Residential Single Family Residence MLS® # S5156207
Active 2253 Rita Ln, KISSIMMEE

$361,990

FISH LAKE COVE

2253 Rita Ln, KISSIMMEE

3 Beds 3 Baths 1,489 SqFt Residential Townhouse MLS® # O6426585
Active 3508 Yacht Club Ct, KISSIMMEE

$361,000

▼ $4,000 ISLES OF BELLALAGO PH 2

3508 Yacht Club Ct, KISSIMMEE

4 Beds 2 Baths 2,184 SqFt Residential Single Family Residence MLS® # O6438381
Active 1959 Cacutta Way, KISSIMMEE

$360,000

▲ $10,000 KINDRED

1959 Cacutta Way, KISSIMMEE

4 Beds 2 Baths 1,846 SqFt Residential Single Family Residence MLS® # S5151373
Active 1804 Baguette Ct, KISSIMMEE

$360,000

▼ $10,000 EMERALD POINTE PH 2

1804 Baguette Ct, KISSIMMEE

3 Beds 2 Baths 1,437 SqFt Residential Single Family Residence MLS® # S5147972
Active 3191 Paradox Cir 208, KISSIMMEE

$360,000

THE TERRACES AT STOREY LAKE CONDO 3 PH 12

3191 Paradox Cir 208, KISSIMMEE

3 Beds 3 Baths 1,329 SqFt Residential Condominium MLS® # S5154802
Active 2668 Corvette Ln, KISSIMMEE

$360,000

▼ $15,000 REGAL OAKS AT OLD TOWN

2668 Corvette Ln, KISSIMMEE

3 Beds 4 Baths 1,923 SqFt Residential Townhouse MLS® # O6338477
Active 2617 Giardino Loop, KISSIMMEE

$360,000

TAPESTRY PH 4

2617 Giardino Loop, KISSIMMEE

3 Beds 3 Baths 1,603 SqFt Residential Townhouse MLS® # S5143495
Open House
Active 1750 Evergreen Ct, KISSIMMEE

$360,000

▼ $10,000 PLEASANT HILL LAKES UNIT 3

1750 Evergreen Ct, KISSIMMEE

3 Beds 2 Baths 1,584 SqFt Residential
Sun, Oct 4th, 2026 @ 9am - 7pm
Single Family Residence MLS® # O6410743
Active 4463 Ochos Rios Pl, KISSIMMEE

$360,000

▼ $20,019 ESPLANADE AT WESTVIEW

4463 Ochos Rios Pl, KISSIMMEE

2 Beds 2 Baths 1,677 SqFt Residential Single Family Residence MLS® # O6417693
Active 803 Mountbatten Ln, KISSIMMEE

$360,000

▼ $8,000 POINCIANA VILLAGE 1 NBHD 1 NORTH

803 Mountbatten Ln, KISSIMMEE

4 Beds 3 Baths 2,144 SqFt Residential Single Family Residence MLS® # G5113568
Active 119 Southampton Dr, KISSIMMEE

$360,000

REMINGTON PRCL G PH 2

119 Southampton Dr, KISSIMMEE

3 Beds 2 Baths 1,816 SqFt Residential Single Family Residence MLS® # S5154043
New
Active 8956 Candy Palm Rd, KISSIMMEE

$360,000

PARADISE PALMS RESIDENCE PH I

8956 Candy Palm Rd, KISSIMMEE

4 Beds 3 Baths 1,884 SqFt Residential Townhouse MLS® # O6445182
New
Active 1512 Fernmeadow St, KISSIMMEE

$360,000

KINDRED PH 2C & 2D

1512 Fernmeadow St, KISSIMMEE

3 Beds 2 Baths 1,680 SqFt Residential Single Family Residence MLS® # OM733130
Active 2160 Preston Ln, KISSIMMEE

$360,000

EAGLE LAKE PH 4B

2160 Preston Ln, KISSIMMEE

4 Beds 2 Baths 1,677 SqFt Residential Single Family Residence MLS® # O6420516
Active 5003 Royal Point Ave, KISSIMMEE

$360,000

CYPRESS HAMMOCK PH 1

5003 Royal Point Ave, KISSIMMEE

3 Beds 2 Baths 1,424 SqFt Residential Single Family Residence MLS® # S5155361
Active 7593 Gathering Dr 311, KISSIMMEE

$360,000

REUNION GRANDE CONDO

7593 Gathering Dr 311, KISSIMMEE

2 Beds 2 Baths 1,432 SqFt Residential Condominium MLS® # O6444513
Active 2324 Haley Ct, KISSIMMEE

$360,000

▼ $5,000 RENEE TERRACE SEC 4

2324 Haley Ct, KISSIMMEE

3 Beds 2 Baths 1,853 SqFt Residential Single Family Residence MLS® # O6414105
Active 2822 Moultrie Creek Dr, KISSIMMEE

$359,990

▼ $5,010 HERITAGE LAKES

2822 Moultrie Creek Dr, KISSIMMEE

3 Beds 2 Baths 1,450 SqFt Residential Single Family Residence MLS® # O6387450
Active 1865 Southbury Dr, KISSIMMEE

$359,990

KINDRED

1865 Southbury Dr, KISSIMMEE

3 Beds 3 Baths 1,553 SqFt Residential Townhouse MLS® # O6440870
Active 2975 Banana Palm Dr Dr, KISSIMMEE

$359,990

PARADISE PALMS RESORT PH 4

2975 Banana Palm Dr Dr, KISSIMMEE

4 Beds 3 Baths 1,902 SqFt Residential Townhouse MLS® # O6387323
Active 135 Veracruz Ave, KISSIMMEE

$359,950

BVL UNIT 3

135 Veracruz Ave, KISSIMMEE

3 Beds 2 Baths 1,132 SqFt Residential Single Family Residence MLS® # S5154734
Active 2504 Kingston Ct, KISSIMMEE

$359,900

MONTEGO BAY

2504 Kingston Ct, KISSIMMEE

3 Beds 2 Baths 1,565 SqFt Residential Single Family Residence MLS® # S5157204
Open House
Active 2211 Riverglen Ct, KISSIMMEE

$359,900

▼ $6,000 EAGLE LAKE PH 4B

2211 Riverglen Ct, KISSIMMEE

4 Beds 2 Baths 1,843 SqFt Residential
Sun, Oct 4th, 2026 @ 11am - 1pm
Single Family Residence MLS® # S5149442