Search Orlando Gated Homes for Sale, $300,000 - $400,000

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Active 1451 Olive Ct, ST CLOUD

$369,900

▼ $10,000 BARRINGTON

1451 Olive Ct, ST CLOUD

4 Beds 2 Baths 1,830 SqFt Residential Single Family Residence MLS® # S5156280
Active 864 Park Grove Ct, ORLANDO

$369,900

▼ $30,100 TIMBER POINTE-PH 01

864 Park Grove Ct, ORLANDO

4 Beds 3 Baths 1,730 SqFt Residential Townhouse MLS® # O6425823
New
Active 3456 Twin Flower Ct, CLERMONT

$369,900

PALMS AT SERENOA

3456 Twin Flower Ct, CLERMONT

2 Beds 2 Baths 1,627 SqFt Residential Single Family Residence MLS® # G5117472
Active 334 Orange Cosmos Blvd, DAVENPORT

$369,900

WATERSONG PH 01

334 Orange Cosmos Blvd, DAVENPORT

4 Beds 3 Baths 1,689 SqFt Residential Single Family Residence MLS® # O6427193
Active 3050 Sunscape Ter, GROVELAND

$369,900

▼ $5,000 GROVELAND SUNRISE RIDGE

3050 Sunscape Ter, GROVELAND

3 Beds 2 Baths 1,622 SqFt Residential Single Family Residence MLS® # G5115491
New
Active 3501 Yarian Dr, HAINES CITY

$369,900

HAMMOCK RESERVE PH 1

3501 Yarian Dr, HAINES CITY

4 Beds 2 Baths 2,121 SqFt Residential Single Family Residence MLS® # S5156122
Active 15511 Campden St, WINTER GARDEN

$369,900

▼ $5,100 STONEYBROOK WEST I

15511 Campden St, WINTER GARDEN

3 Beds 3 Baths 1,916 SqFt Residential Townhouse MLS® # O6413461
Active 1721 White Water Ct, DAVENPORT

$369,900

▼ $8,100 CASCADES PH 1A & 1B

1721 White Water Ct, DAVENPORT

6 Beds 3 Baths 2,575 SqFt Residential Single Family Residence MLS® # O6420169
Active 1136 Sea Pines Ct, TAVARES

$369,900

▲ $5,000 DORA LAKE ESTATES

1136 Sea Pines Ct, TAVARES

3 Beds 3 Baths 1,716 SqFt Residential Single Family Residence MLS® # S5145042
Active 3535 Sanctuary Dr, ST CLOUD

$369,900

▼ $14,000 SANCTUARY AT SOUTH TOWN

3535 Sanctuary Dr, ST CLOUD

3 Beds 3 Baths 2,122 SqFt Residential Townhouse MLS® # TB8532396
Active 8930 Stinger Dr, DAVENPORT

$369,900

▼ $10,000 STONEYBROOK SOUTH PH J-2 & J-3

8930 Stinger Dr, DAVENPORT

4 Beds 3 Baths 1,902 SqFt Residential Townhouse MLS® # S5139998
Active 9816 Surrey Ridge Rd, ORLANDO

$369,900

SURREY RIDGE

9816 Surrey Ridge Rd, ORLANDO

3 Beds 2 Baths 1,207 SqFt Residential Single Family Residence MLS® # O6437966
Active 188 Ridgemont Ct, DAVENPORT

$369,900

▼ $10,000 SANDY RIDGE PH 01

188 Ridgemont Ct, DAVENPORT

3 Beds 3 Baths 1,589 SqFt Residential Single Family Residence MLS® # O6396836
Active 11626 Epic Ave, ORLANDO

$369,900

▼ $5,000 STOREY PARK PH 3

11626 Epic Ave, ORLANDO

3 Beds 3 Baths 1,636 SqFt Residential Townhouse MLS® # O6376782
Open House
Active 915 Dowd Ave, ORLANDO

$369,900

▼ $5,000 GOLFWOOD HEIGHTS

915 Dowd Ave, ORLANDO

2 Beds 1 Bath 976 SqFt Residential
Mon, Sep 14th, 2026 @ 6:30pm - 8pm
Single Family Residence MLS® # O6417631
Active 5863 Cypress Hill Rd, WINTER GARDEN

$369,900

▼ $5,100 ORCHARD HILLS PH 4

5863 Cypress Hill Rd, WINTER GARDEN

2 Beds 3 Baths 1,594 SqFt Residential Townhouse MLS® # TB8522840
Active 15510 Campden St, WINTER GARDEN

$369,900

STONEYBROOK WEST I

15510 Campden St, WINTER GARDEN

3 Beds 3 Baths 1,924 SqFt Residential Townhouse MLS® # S5154448
Active 6 Alba Dr, INDIAN LAKE ESTATES

$369,900

INDIAN LAKE ESTATES

6 Alba Dr, INDIAN LAKE ESTATES

3 Beds 2 Baths 1,592 SqFt Residential Single Family Residence MLS® # TB8502973
Active 4221 Fennec Fox Way, LAKELAND

$369,900

▲ $5,410 FOX BRANCH RANCH PHASE 1

4221 Fennec Fox Way, LAKELAND

5 Beds 3 Baths 2,077 SqFt Residential Single Family Residence MLS® # O6377726
Open House
Active 2718 Shadywood Pl, LAKELAND

$369,900

INDIAN WOODS ADD

2718 Shadywood Pl, LAKELAND

4 Beds 2 Baths 1,688 SqFt Residential
Sat, Sep 19th, 2026 @ 12pm - 3pm
Single Family Residence MLS® # TB8538074
Active 465 Waterford Dr, LAKE ALFRED

$369,500

▼ $10,000 SLIVER LAKE

465 Waterford Dr, LAKE ALFRED

5 Beds 3 Baths 2,624 SqFt Residential Single Family Residence MLS® # S5131362
Active 934 Jackson Ave, DAVENPORT

$369,500

▼ $10,000 ASTONIA 40S

934 Jackson Ave, DAVENPORT

5 Beds 3 Baths 2,430 SqFt Residential Single Family Residence MLS® # O6439732
Active 1354 Knollwood Dr, DAVENPORT

$369,500

▼ $20,000 SUNSET RIDGE PH 02

1354 Knollwood Dr, DAVENPORT

5 Beds 3 Baths 1,825 SqFt Residential Single Family Residence MLS® # O6375905
New
Active 2011 Carrington Dr, ORLANDO

$369,500

LEAWOOD FIRST ADD

2011 Carrington Dr, ORLANDO

3 Beds 2 Baths 1,638 SqFt Residential Single Family Residence MLS® # O6438816
Active 1327 Priory Cir 1327, WINTER GARDEN

$369,500

STONEYBROOK WEST UNIT 8

1327 Priory Cir 1327, WINTER GARDEN

3 Beds 3 Baths 1,650 SqFt Residential Townhouse MLS® # O6434028
New
Active 5271 Haven View Dr, CLERMONT

$369,490

SANCTUARY AT WELLNESS RIDGE 50S

5271 Haven View Dr, CLERMONT

2 Beds 2 Baths 1,580 SqFt Residential Single Family Residence MLS® # O6440453
Active 2586 Absoulte Ave, LAKE HAMILTON

$369,490

HAMILTON BLUFF SUBDIVISION PHASES 1 & 2

2586 Absoulte Ave, LAKE HAMILTON

3 Beds 3 Baths 2,267 SqFt Residential Single Family Residence MLS® # O6431174
Active 7881 Forrest Fox Way, LAKELAND

$369,490

FOX BRANCH RANCH PHASE 1

7881 Forrest Fox Way, LAKELAND

5 Beds 3 Baths 2,077 SqFt Residential Single Family Residence MLS® # O6418028
Active 6335 Silver Leaf Ln, LAKELAND

$369,000

HALLAM PRESERVE EAST

6335 Silver Leaf Ln, LAKELAND

3 Beds 2 Baths 1,861 SqFt Residential Single Family Residence MLS® # O6435399
Active 1731 Sanibel Dr, DAVENPORT

$369,000

FESTIVAL PH 2

1731 Sanibel Dr, DAVENPORT

3 Beds 2 Baths 2,174 SqFt Residential Townhouse MLS® # O6420614
Active 131 Ruby Lake Dr, WINTER HAVEN

$369,000

▼ $6,000 RUBY LAKE PH 01

131 Ruby Lake Dr, WINTER HAVEN

3 Beds 2 Baths 1,914 SqFt Residential Single Family Residence MLS® # P4938379
Active 5618 Gingham Dr, KISSIMMEE

$369,000

WESTVIEW POD B NEIGHBORHOOD 2A & 2B PH 1

5618 Gingham Dr, KISSIMMEE

5 Beds 3 Baths 2,600 SqFt Residential Single Family Residence MLS® # S5155785
Active 1742 Altavista Circle Cir, LAKELAND

$369,000

▼ $6,000 TERRALARGO

1742 Altavista Circle Cir, LAKELAND

3 Beds 2 Baths 1,877 SqFt Residential Single Family Residence MLS® # L4964356
New
Active 4530 Treasure Cay Rd, TAVARES

$369,000

GROVES/BAYTREE PH 02

4530 Treasure Cay Rd, TAVARES

5 Beds 3 Baths 2,545 SqFt Residential Single Family Residence MLS® # G5117616
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 1226 36th St, ORLANDO

$369,000

ANGEBILT

1226 36th St, ORLANDO

3 Beds 2 Baths 1,203 SqFt Residential Single Family Residence MLS® # O6431018
Active 1142 Mariner Cay Dr, HAINES CITY

$369,000

▼ $6,000 MARINER CAY

1142 Mariner Cay Dr, HAINES CITY

4 Beds 3 Baths 2,000 SqFt Residential Single Family Residence MLS® # TB8378540
Active 4811 Fort Apache Ct, ORLANDO

$369,000

STONEBRIDGE PHASE 1

4811 Fort Apache Ct, ORLANDO

3 Beds 2 Baths 1,519 SqFt Residential Single Family Residence MLS® # O6437968
Active 717 W End Cres N, LAKELAND

$369,000

▼ $10,000 EDENHOLME SUB

717 W End Cres N, LAKELAND

3 Beds 2 Baths 2,366 SqFt Residential Single Family Residence MLS® # O6376476
Active 7511 Brockbank Dr, ORLANDO

$369,000

▼ $16,000 SKY LAKE REP

7511 Brockbank Dr, ORLANDO

4 Beds 2 Baths 1,425 SqFt Residential Single Family Residence MLS® # S5152458
Active 2927 Sentence St, KISSIMMEE

$369,000

STOREY LAKE TRACK K

2927 Sentence St, KISSIMMEE

3 Beds 3 Baths 2,016 SqFt Residential Townhouse MLS® # O6436064
Active 774 Grasslands Village Cir 88, LAKELAND

$369,000

MUIRFIELD VILLAGE AT GRASSLANDS

774 Grasslands Village Cir 88, LAKELAND

2 Beds 2 Baths 1,504 SqFt Residential Condominium MLS® # L4961036
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 2037 Crystal Bell St, ORLANDO

$369,000

WOODLAND PARK PH 10

2037 Crystal Bell St, ORLANDO

3 Beds 3 Baths 1,559 SqFt Residential Townhouse MLS® # S5156248
Active 217 Kent Ct, HAINES CITY

$369,000

▼ $6,000 NATURES EDGE

217 Kent Ct, HAINES CITY

3 Beds 2 Baths 2,233 SqFt Residential Single Family Residence MLS® # S5142121
Active 1041 Splash Shot Pl 1041, DAVENPORT

$369,000

CHAMPIONSGATE CONDO 3 PH 20

1041 Splash Shot Pl 1041, DAVENPORT

3 Beds 2 Baths 1,788 SqFt Residential Condominium MLS® # S5155844
Active 10239 Highline Crest St, ORLANDO

$369,000

▼ $6,000 RANDAL WALK

10239 Highline Crest St, ORLANDO

3 Beds 3 Baths 1,516 SqFt Residential Townhouse MLS® # O6421209