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

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Active 1854 Katz Crossing Dr, KISSIMMEE

$329,900

▼ $29,100 KINDRED PH 1E

1854 Katz Crossing Dr, KISSIMMEE

3 Beds 3 Baths 1,870 SqFt Residential Townhouse MLS® # S5155048
Active 8845 Candy Palm Rd, KISSIMMEE

$329,000

▼ $66,000 PARADISE PALMS RESIDENCE PH 2

8845 Candy Palm Rd, KISSIMMEE

4 Beds 3 Baths 1,902 SqFt Residential Townhouse MLS® # S5152877
Active 2379 Caravelle Cir, KISSIMMEE

$329,000

CORAL CAY RESORT

2379 Caravelle Cir, KISSIMMEE

4 Beds 3 Baths 1,400 SqFt Residential Townhouse MLS® # O6405924
Active 2959 Banana Palm Dr, KISSIMMEE

$329,000

▼ $9,300 PARADISE PALLMS

2959 Banana Palm Dr, KISSIMMEE

4 Beds 3 Baths 1,902 SqFt Residential Townhouse MLS® # G5112991
Active 7664 Comrow St 204, KISSIMMEE

$329,000

VENTURA AT WINDSOR HILLS CONDO PH 7

7664 Comrow St 204, KISSIMMEE

3 Beds 2 Baths 1,450 SqFt Residential Condominium MLS® # S5146681
Active 4817 Marcos Cir, KISSIMMEE

$329,000

▼ $10,000 OVERLOOK RESERVE PH 1

4817 Marcos Cir, KISSIMMEE

4 Beds 2 Baths 1,699 SqFt Residential Single Family Residence MLS® # S5146511
Active 672 Basingstoke Ct, KISSIMMEE

$329,000

POINCIANA

672 Basingstoke Ct, KISSIMMEE

4 Beds 2 Baths 2,205 SqFt Residential Single Family Residence MLS® # O6439925
Active 3008 Caribbean Soul Dr, KISSIMMEE

$329,000

ROLLING OAKS PH 7

3008 Caribbean Soul Dr, KISSIMMEE

2 Beds 3 Baths 1,394 SqFt Residential Townhouse MLS® # O6394729
Active 2754 Corvette Ln, KISSIMMEE

$329,000

REGAL OAKS AT OLD TOWN

2754 Corvette Ln, KISSIMMEE

3 Beds 3 Baths 1,440 SqFt Residential Townhouse MLS® # O6358982
Active 9040 Ocean Tide Way, KISSIMMEE

$329,000

SOLEIL AT WESTSIDE

9040 Ocean Tide Way, KISSIMMEE

3 Beds 3 Baths 1,460 SqFt Residential Townhouse MLS® # O6348927
Active 2821 Almaton Loop 205, KISSIMMEE

$329,000

VENTURA AT WINDSOR HILLS CONDO PH 6

2821 Almaton Loop 205, KISSIMMEE

3 Beds 2 Baths 1,410 SqFt Residential Condominium MLS® # S5146674
New
Active 135 Oaxaca Ln, KISSIMMEE

$329,000

BVL UNIT 3

135 Oaxaca Ln, KISSIMMEE

3 Beds 2 Baths 1,631 SqFt Residential Single Family Residence MLS® # O6442572
Active 2920 Title St, KISSIMMEE

$329,000

▼ $5,500 STOREY LAKE TR K

2920 Title St, KISSIMMEE

4 Beds 4 Baths 1,959 SqFt Residential Townhouse MLS® # O6438864
New
Active 2745 Green Meadow Cir, KISSIMMEE

$328,900

GREEN MEADOWS

2745 Green Meadow Cir, KISSIMMEE

3 Beds 2 Baths 1,325 SqFt Residential Single Family Residence MLS® # S5158818
Active 1174 Seaside Mist Tr, KISSIMMEE

$328,400

▼ $20,200 SOLEIL AT WESTSIDE

1174 Seaside Mist Tr, KISSIMMEE

3 Beds 3 Baths 1,654 SqFt Residential Townhouse MLS® # O6390614
Active 3151 Sunset Walk Dr 1108, KISSIMMEE

$327,999

▼ $2,000 EMBASSY SUITES, SUNSET WALK HOTEL

3151 Sunset Walk Dr 1108, KISSIMMEE

2 Beds 2 Baths 1,029 SqFt Residential Condo - Hotel MLS® # S5132617
Active 1021 Golfside Ct, KISSIMMEE

$327,900

▲ $2,900 GOLFSIDE UNIT 1

1021 Golfside Ct, KISSIMMEE

3 Beds 2 Baths 1,659 SqFt Residential Single Family Residence MLS® # O6320634
Open House
Active 4797 Terra Esmeralda Dr, KISSIMMEE

$327,500

TERRA ESMERALDA TWNHMS

4797 Terra Esmeralda Dr, KISSIMMEE

3 Beds 3 Baths 1,352 SqFt Residential
Sun, Oct 4th, 2026 @ 11am - 3:30pm
Townhouse MLS® # S5157905
Active 1157 Seaside Mist Tr, KISSIMMEE

$327,400

▲ $52,400 SOLEIL AT WESTSIDE

1157 Seaside Mist Tr, KISSIMMEE

3 Beds 3 Baths 1,585 SqFt Residential Townhouse MLS® # O6404561
Active 1631 Bitteroot St, KISSIMMEE

$327,000

▲ $7,000 KINDRED PH 3B 3C & 3D

1631 Bitteroot St, KISSIMMEE

3 Beds 3 Baths 1,814 SqFt Residential Townhouse MLS® # O6432166
New
Active 3609 Sail Harbor Dr, KISSIMMEE

$327,000

ISLES/BELLALAGO PH 02

3609 Sail Harbor Dr, KISSIMMEE

3 Beds 2 Baths 1,895 SqFt Residential Single Family Residence MLS® # S5158757
Active 718 Toulon Dr, KISSIMMEE

$326,000

▼ $1,000 POINCIANA VILLAGE 5 NBHD 1

718 Toulon Dr, KISSIMMEE

4 Beds 2 Baths 1,652 SqFt Residential Single Family Residence MLS® # O6399344
New
Active 658 Cotulla Dr, KISSIMMEE

$326,000

POINCIANA VILLAGE 1 NBHD 1 SOUTH

658 Cotulla Dr, KISSIMMEE

4 Beds 2 Baths 1,872 SqFt Residential Single Family Residence MLS® # O6446122
Active 4436 Summer Flowers Pl, KISSIMMEE

$325,000

SUMMER FLOWERS TWNHMS

4436 Summer Flowers Pl, KISSIMMEE

4 Beds 3 Baths 1,650 SqFt Residential Townhouse MLS® # S5157678
Active 4440 Summer Flowers Pl, KISSIMMEE

$325,000

SUMMER FLOWERS TWNHMS

4440 Summer Flowers Pl, KISSIMMEE

4 Beds 3 Baths 1,650 SqFt Residential Townhouse MLS® # S5157745
Active 1822 Bering Rd, KISSIMMEE

$325,000

POINCIANA NBRHD 05 VILLAGE 07

1822 Bering Rd, KISSIMMEE

3 Beds 2 Baths 1,496 SqFt Residential Single Family Residence MLS® # G5109241
New
Active 3131 Paradox Cir 205, KISSIMMEE

$325,000

THE TERRACES AT STOREY LAKE CONDO 2 PH 7

3131 Paradox Cir 205, KISSIMMEE

2 Beds 2 Baths 1,126 SqFt Residential Condominium MLS® # O6446355
Active 2382 Silver Palm Dr E, KISSIMMEE

$325,000

WINDSOR PALMS P3APB14PGS105-106BLK10LOT2

2382 Silver Palm Dr E, KISSIMMEE

3 Beds 3 Baths 1,440 SqFt Residential Townhouse MLS® # O6422661
Active 4432 Summer Flowers Pl, KISSIMMEE

$325,000

SUMMER FLOWERS TWNHMS

4432 Summer Flowers Pl, KISSIMMEE

4 Beds 3 Baths 1,734 SqFt Residential Townhouse MLS® # S5157676
Active 1455 Eldra Dr, KISSIMMEE

$325,000

▼ $5,000 MILL RUN UNIT 1

1455 Eldra Dr, KISSIMMEE

2 Beds 3 Baths 1,288 SqFt Residential Single Family Residence MLS® # O6426494
Active 4546 Alberto Cir, KISSIMMEE

$325,000

BELLAVIDA PH 01

4546 Alberto Cir, KISSIMMEE

3 Beds 3 Baths 1,295 SqFt Residential Townhouse MLS® # S5091832
Active 125 Inconnu Ct, KISSIMMEE

$325,000

POINCIANA NBRHD 04 VILLAGE 07

125 Inconnu Ct, KISSIMMEE

4 Beds 3 Baths 1,870 SqFt Residential Single Family Residence MLS® # S5152560
Active 1144 Cambourne Dr, KISSIMMEE

$325,000

▼ $3,000 POINCIANA VILLAGE 2 NBHD 1

1144 Cambourne Dr, KISSIMMEE

4 Beds 2 Baths 1,808 SqFt Residential Single Family Residence MLS® # O6421924
Active 168 Club Villas Ln, KISSIMMEE

$325,000

REMINGTON PH 1 TR A

168 Club Villas Ln, KISSIMMEE

2 Beds 2 Baths 1,417 SqFt Residential Villa MLS® # S5144405
Active 411 Blue Lake Cir, KISSIMMEE

$325,000

FIELDSTONE AT CYPRESS WOODS WEST

411 Blue Lake Cir, KISSIMMEE

3 Beds 2 Baths 1,514 SqFt Residential Single Family Residence MLS® # O6433405
Active 5158 Ambergris Loop 5158, KISSIMMEE

$325,000

COMPASS BAY UNIT 1

5158 Ambergris Loop 5158, KISSIMMEE

3 Beds 3 Baths 1,798 SqFt Residential Townhouse MLS® # O6443627
Active 1204 S Beach Cir, KISSIMMEE

$325,000

FIESTA KEY

1204 S Beach Cir, KISSIMMEE

3 Beds 3 Baths 1,468 SqFt Residential Townhouse MLS® # S5153974
Active 1945 Myakka Ct, KISSIMMEE

$325,000

▼ $15,000 POINCIANA NBRHD 05 VILLAGE 07

1945 Myakka Ct, KISSIMMEE

4 Beds 3 Baths 2,797 SqFt Residential Single Family Residence MLS® # S5151645
Active 2860 Eastham Ln, KISSIMMEE

$325,000

CYPRESS RESERVE VILLAS REP

2860 Eastham Ln, KISSIMMEE

3 Beds 3 Baths 1,776 SqFt Residential Townhouse MLS® # O6444720
Active 3132 River Branch Cir, KISSIMMEE

$325,000

STERLING PARK PHASE 2

3132 River Branch Cir, KISSIMMEE

2 Beds 2 Baths 1,512 SqFt Residential Townhouse MLS® # O6420682
Active 4444 Summer Flowers Pl, KISSIMMEE

$325,000

SUMMER FLOWERS TWNHMS

4444 Summer Flowers Pl, KISSIMMEE

4 Beds 3 Baths 1,734 SqFt Residential Townhouse MLS® # S5157763
Active 3191 Paradox Cir 401, KISSIMMEE

$325,000

THE TERRACES AT STOREY LAKE CONDO 3 PH 12

3191 Paradox Cir 401, KISSIMMEE

2 Beds 2 Baths 1,186 SqFt Residential Condominium MLS® # O6381996
Active 1286 Wispy Cypress Dr, KISSIMMEE

$325,000

▲ $39,000 CYPRESS HAMMOCK PH 1

1286 Wispy Cypress Dr, KISSIMMEE

3 Beds 3 Baths 1,918 SqFt Residential Townhouse MLS® # O6354485
Active 418 Blue Lake Cir, KISSIMMEE

$325,000

FIELDSTONE AT CYPRESS WOODS WEST

418 Blue Lake Cir, KISSIMMEE

3 Beds 2 Baths 1,510 SqFt Residential Single Family Residence MLS® # S5146349
New
Active 2817 Almaton Loop 304, KISSIMMEE

$325,000

VENTURA AT WINDSOR HILLS CONDO PH 6

2817 Almaton Loop 304, KISSIMMEE

3 Beds 2 Baths 1,450 SqFt Residential Condo - Hotel MLS® # A4708153
Active 4461 Summer Flowers Pl, KISSIMMEE

$325,000

SUMMER FLOWERS TWNHMS

4461 Summer Flowers Pl, KISSIMMEE

4 Beds 3 Baths 1,734 SqFt Residential Townhouse MLS® # O6440736
Active 4310 Hazel St, KISSIMMEE

$324,997

▼ $26,863 EVERGREEN PARK

4310 Hazel St, KISSIMMEE

3 Beds 3 Baths 1,463 SqFt Residential Townhouse MLS® # O6414917
Active 1832 Bryant St, KISSIMMEE

$324,997

▼ $23,825 EVERGREEN PARK

1832 Bryant St, KISSIMMEE

3 Beds 3 Baths 1,463 SqFt Residential Townhouse MLS® # O6398588