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

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Active 1648 Heart Bar Rd, KISSIMMEE

$374,990

▼ $6,000 KINDRED PH 2C & 2D

1648 Heart Bar Rd, KISSIMMEE

3 Beds 2 Baths 1,516 SqFt Residential Single Family Residence MLS® # S5125282
Active 5638 Loggia Ln, KISSIMMEE

$374,990

WESTVIEW POD B NEIGHBORHOOD 2A & 2B PH 1

5638 Loggia Ln, KISSIMMEE

4 Beds 2 Baths 1,940 SqFt Residential Single Family Residence MLS® # O6414210
Active 1762 Brockridge Rd, KISSIMMEE

$374,990

KINDRED PH 1D

1762 Brockridge Rd, KISSIMMEE

3 Beds 2 Baths 1,676 SqFt Residential Single Family Residence MLS® # S5153601
Active 4592 Big Island Dr, KISSIMMEE

$374,990

REEDY RESERVE PH 2

4592 Big Island Dr, KISSIMMEE

4 Beds 2 Baths 1,973 SqFt Residential Single Family Residence MLS® # S5150523
Active 720 Las Fuentes Dr, KISSIMMEE

$374,900

▼ $5,000 BELLAVIDA RESORT

720 Las Fuentes Dr, KISSIMMEE

4 Beds 3 Baths 1,907 SqFt Residential Townhouse MLS® # O6404962
Active 280 Indian Wells Ave, KISSIMMEE

$374,900

SOLIVITA PH 07A

280 Indian Wells Ave, KISSIMMEE

2 Beds 2 Baths 2,101 SqFt Residential Single Family Residence MLS® # S5154823
Active 198 N Lake Ct, KISSIMMEE

$374,900

▼ $15,000 BVL BRIARWOOD VILLAGE TR 1

198 N Lake Ct, KISSIMMEE

3 Beds 3 Baths 1,706 SqFt Residential Single Family Residence MLS® # S5144435
Active 301 Salmon Way, KISSIMMEE

$374,900

POINCIANA NBRHD 04 VILLAGE 07

301 Salmon Way, KISSIMMEE

5 Beds 2 Baths 2,768 SqFt Residential Single Family Residence MLS® # O6418256
Active 2349 Jernigan Loop, KISSIMMEE

$374,900

▼ $10,100 HARBOR SHORES

2349 Jernigan Loop, KISSIMMEE

3 Beds 2 Baths 2,006 SqFt Residential Single Family Residence MLS® # O6416499
Active 161 Cimarron Ln, KISSIMMEE

$374,000

POINCIANA NBRHD 06 VILLAGE 07

161 Cimarron Ln, KISSIMMEE

4 Beds 2 Baths 2,603 SqFt Residential Single Family Residence MLS® # TB8550420
Active 3165 Caribbean Soul Dr, KISSIMMEE

$373,000

▼ $20,000 ROLLING OAKS PH 7

3165 Caribbean Soul Dr, KISSIMMEE

3 Beds 3 Baths 1,550 SqFt Residential Townhouse MLS® # O6411274
Active 4912 Sausalito Ln, KISSIMMEE

$372,500

▼ $1,500 CHATHAM PARK PH 02

4912 Sausalito Ln, KISSIMMEE

3 Beds 2 Baths 1,380 SqFt Residential Single Family Residence MLS® # C7524970
Active 423 Waterford Way, KISSIMMEE

$371,900

WATERFORD

423 Waterford Way, KISSIMMEE

3 Beds 3 Baths 1,934 SqFt Residential Single Family Residence MLS® # S5156175
Active 2408 Shelby Cir, KISSIMMEE

$370,000

SHELBY PLACE

2408 Shelby Cir, KISSIMMEE

3 Beds 2 Baths 1,274 SqFt Residential Single Family Residence MLS® # O6423694
Active 2728 Emerson Ln, KISSIMMEE

$370,000

QUAIL RIDGE PH 1

2728 Emerson Ln, KISSIMMEE

3 Beds 3 Baths 1,598 SqFt Residential Single Family Residence MLS® # S5154427
Active 2411 Parsons Pond Cir, KISSIMMEE

$370,000

▼ $5,000 PARSONS POND PH 1

2411 Parsons Pond Cir, KISSIMMEE

4 Beds 3 Baths 1,678 SqFt Residential Single Family Residence MLS® # O6432819
Active 2157 Rj Cir, KISSIMMEE

$370,000

COUNTRY WALK

2157 Rj Cir, KISSIMMEE

3 Beds 2 Baths 1,247 SqFt Residential Single Family Residence MLS® # S5157757
Active 7740 Sandy Ridge Dr 215, KISSIMMEE

$370,000

SPECTRUM AT REUNION

7740 Sandy Ridge Dr 215, KISSIMMEE

5 Beds 5 Baths 2,630 SqFt Residential Condominium MLS® # TB8543178
Active 370 Quarry Rock Cir, KISSIMMEE

$370,000

STEPPING STONE

370 Quarry Rock Cir, KISSIMMEE

4 Beds 3 Baths 2,168 SqFt Residential Single Family Residence MLS® # S5155791
Active 7760 Sandy Ridge Dr 206, KISSIMMEE

$370,000

SPECTRUM AT REUNION CONDO PH 12

7760 Sandy Ridge Dr 206, KISSIMMEE

5 Beds 5 Baths 2,630 SqFt Residential Condominium MLS® # TB8543161
Active N Poinciana Blvd, KISSIMMEE

$370,000

KISSIMMEE VIEW UNIT B

N Poinciana Blvd, KISSIMMEE

0 Beds 0 Baths 0 SqFt Land Land MLS® # S5151896
Active 1105 Seasons Blvd, KISSIMMEE

$370,000

SEASONS

1105 Seasons Blvd, KISSIMMEE

4 Beds 3 Baths 1,940 SqFt Residential Single Family Residence MLS® # O6377522
Active N/A, KISSIMMEE

$370,000

▼ $10,000 KINDRED

N/A, KISSIMMEE

3 Beds 2 Baths 1,672 SqFt Residential Single Family Residence MLS® # O6426820
Active 2540 Blowing Breeze Ave, KISSIMMEE

$370,000

▼ $10,000 TOHOQUA PH 1B

2540 Blowing Breeze Ave, KISSIMMEE

3 Beds 3 Baths 1,700 SqFt Residential Townhouse MLS® # S5141277
Active 2821 Plymouth Pl, KISSIMMEE

$370,000

CYPRESS RESERVE VILLAS

2821 Plymouth Pl, KISSIMMEE

3 Beds 3 Baths 1,838 SqFt Residential Villa MLS® # O6427779
Active 1722 Evergreen St, KISSIMMEE

$369,999

▼ $5,001 ACREAGE & UNREC

1722 Evergreen St, KISSIMMEE

5 Beds 3 Baths 2,108 SqFt Residential Single Family Residence MLS® # O6426368
Active 4432 Desert Rose Ave, KISSIMMEE

$369,990

▼ $19,910 SEDONA PH 1

4432 Desert Rose Ave, KISSIMMEE

4 Beds 3 Baths 1,960 SqFt Residential Single Family Residence MLS® # O6402731
Active 8746 Good Vibes Pl, KISSIMMEE

$369,990

HUB AT WESTSIDE RESERVE

8746 Good Vibes Pl, KISSIMMEE

3 Beds 3 Baths 1,365 SqFt Residential Townhouse MLS® # O6441253
Open House
Active 2649 Whalebone Bay Dr, KISSIMMEE

$369,990

BERMUDA BAY

2649 Whalebone Bay Dr, KISSIMMEE

4 Beds 3 Baths 1,660 SqFt Residential
Sun, Oct 4th, 2026 @ 3pm - 5pm
Single Family Residence MLS® # O6439606
Active 4787 Terra Esmeralda Dr, KISSIMMEE

$369,900

TERRA ESMERALDA TWNHMS

4787 Terra Esmeralda Dr, KISSIMMEE

3 Beds 3 Baths 1,352 SqFt Residential Townhouse MLS® # O6436741
Active 2914 Boating Blvd, KISSIMMEE

$369,900

SHINGLE CREEK RESERVE AT THE OAKS PH 3 & 4

2914 Boating Blvd, KISSIMMEE

4 Beds 2 Baths 1,825 SqFt Residential Single Family Residence MLS® # S5157912
Active 3807 Wood Thrush Dr, KISSIMMEE

$369,900

▼ $10,000 SPRINGLAKE VILLAGE

3807 Wood Thrush Dr, KISSIMMEE

3 Beds 2 Baths 1,596 SqFt Residential Single Family Residence MLS® # O6431942
Active 660 Celebration Ave 240, KISSIMMEE

$369,000

▼ $10,000 TOWN CENTER CONDO

660 Celebration Ave 240, KISSIMMEE

2 Beds 3 Baths 1,360 SqFt Residential Condominium MLS® # O6425163
Active 691 Lincoln St, KISSIMMEE

$369,000

WOODALL & DOYLES

691 Lincoln St, KISSIMMEE

3 Beds 3 Baths 1,758 SqFt Residential Single Family Residence MLS® # S5156429
Active 3117 Caribbean Soul Dr, KISSIMMEE

$369,000

ROLLING OAKS PH 7

3117 Caribbean Soul Dr, KISSIMMEE

3 Beds 3 Baths 1,545 SqFt Residential Townhouse MLS® # O6434576
Active 132 Acapulco Dr, KISSIMMEE

$369,000

▲ $109,000 BVL UNIT 3

132 Acapulco Dr, KISSIMMEE

3 Beds 2 Baths 1,404 SqFt Residential Single Family Residence MLS® # S5157548
New
Active 5147 Adelaide Dr, KISSIMMEE

$369,000

COMPASS BAY UNIT 5

5147 Adelaide Dr, KISSIMMEE

4 Beds 4 Baths 1,649 SqFt Residential Townhouse MLS® # S5158774
Active 1607 Tail Feather Dr, KISSIMMEE

$369,000

EAGLES NEST AT THE OAKS

1607 Tail Feather Dr, KISSIMMEE

4 Beds 3 Baths 2,301 SqFt Residential Single Family Residence MLS® # O6406573
Active 7771 Indian Ridge Tr N, KISSIMMEE

$369,000

▼ $11,000 INDIAN RIDGE UNIT 5

7771 Indian Ridge Tr N, KISSIMMEE

4 Beds 2 Baths 1,770 SqFt Residential Single Family Residence MLS® # S5148043
Active 2609 Bright Jewel St 2909, KISSIMMEE

$369,000

CYPRESS CAY

2609 Bright Jewel St 2909, KISSIMMEE

3 Beds 3 Baths 1,699 SqFt Residential Townhouse MLS® # O6212392
Active 3121 Paradox Cir 203, KISSIMMEE

$368,000

THE TERRACES AT STOREY LAKE CONDO 2 PH 6

3121 Paradox Cir 203, KISSIMMEE

2 Beds 3 Baths 1,196 SqFt Residential Condominium MLS® # O6281561
Active 1103 Brack St, KISSIMMEE

$368,000

ROBERT BASS ADD

1103 Brack St, KISSIMMEE

5 Beds 3 Baths 1,463 SqFt Residential Single Family Residence MLS® # O6433409
New
Active 4358 Creekside Blvd, KISSIMMEE

$368,000

CREEKSIDE PH 3

4358 Creekside Blvd, KISSIMMEE

3 Beds 2 Baths 1,215 SqFt Residential Single Family Residence MLS® # S5158593
Active 3251 Secret Lake Dr 1220, KISSIMMEE

$367,900

▲ $4,000 AMBAR RESIDENCES

3251 Secret Lake Dr 1220, KISSIMMEE

0 Beds 1 Bath 531 SqFt Residential Condo - Hotel MLS® # O6353261
Active 3191 Paradox Cir 405, KISSIMMEE

$367,760

THE TERRACES AT STOREY LAKE CONDO 3 PH 12

3191 Paradox Cir 405, KISSIMMEE

2 Beds 3 Baths 1,196 SqFt Residential Condominium MLS® # S5146311
Active 4767 Marcos Cir, KISSIMMEE

$367,732

▼ $20,000 OVERLOOK RESERVE PH 2

4767 Marcos Cir, KISSIMMEE

3 Beds 2 Baths 1,675 SqFt Residential Single Family Residence MLS® # S5156200
Active 4417 Canopy Ct, KISSIMMEE

$367,700

▼ $5,700 BANYAN COVE AT CYPRESS WOODS

4417 Canopy Ct, KISSIMMEE

4 Beds 3 Baths 2,847 SqFt Residential Single Family Residence MLS® # O6386701
Active 508 Lago Matisse St, KISSIMMEE

$367,000

SOLIVITA PH 5B

508 Lago Matisse St, KISSIMMEE

3 Beds 2 Baths 1,807 SqFt Residential Single Family Residence MLS® # A4705164