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

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Active 845 Avenue F Ne, WINTER HAVEN

$325,000

MARTHA HEIGHTS PB 9 PG 39

845 Avenue F Ne, WINTER HAVEN

3 Beds 2 Baths 1,552 SqFt Residential Single Family Residence MLS® # P4939657
Active 3291 Winchester Estates Cir, LAKELAND

$325,000

WINCHESTER ESTATES

3291 Winchester Estates Cir, LAKELAND

3 Beds 2 Baths 1,513 SqFt Residential Single Family Residence MLS® # L4964662
Active 5249 Nichols Dr W, LAKELAND

$325,000

GREENTREE 02

5249 Nichols Dr W, LAKELAND

4 Beds 2 Baths 1,714 SqFt Residential Single Family Residence MLS® # L4959977
Active 348 Walpole Loop, DAVENPORT

$325,000

WELLINGTON PH 02

348 Walpole Loop, DAVENPORT

3 Beds 2 Baths 1,140 SqFt Residential Single Family Residence MLS® # C7529764
Open House
Active 3116 Kearns Rd, MULBERRY

$325,000

PARK RIDGE AT SUNDANCE

3116 Kearns Rd, MULBERRY

4 Beds 2 Baths 1,926 SqFt Residential
Sat, Sep 19th, 2026 @ 11am - 2pm
Single Family Residence MLS® # L4963994
Active 243 Milestone Dr, HAINES CITY

$325,000

STONEWOOD XINGS PH 2

243 Milestone Dr, HAINES CITY

3 Beds 2 Baths 2,024 SqFt Residential Single Family Residence MLS® # TB8536434
Active 205 Bella Verano Way, DAVENPORT

$325,000

▼ $20,000 BELLA VERANO

205 Bella Verano Way, DAVENPORT

4 Beds 2 Baths 2,150 SqFt Residential Single Family Residence MLS® # O6418325
Active 129 Lake Otis Rd Se, WINTER HAVEN

$325,000

LAKEWOOD

129 Lake Otis Rd Se, WINTER HAVEN

5 Beds 3 Baths 2,579 SqFt Residential Single Family Residence MLS® # L4958266
Active 14501 Grove Resort Ave 1614, WINTER GARDEN

$325,000

GROVE RESORT AND SPA HOTEL CONDOMINIUM II

14501 Grove Resort Ave 1614, WINTER GARDEN

3 Beds 3 Baths 1,544 SqFt Residential Condo - Hotel MLS® # O6398376
New
Active 2212 Faxton Ct, ORLANDO

$325,000

GRANT STATION

2212 Faxton Ct, ORLANDO

3 Beds 2 Baths 1,311 SqFt Residential Single Family Residence MLS® # G5117209
Active 1117 Ben Hope Dr, LEESBURG

$325,000

SCOTTISH HIGHLANDS CONDO PH K

1117 Ben Hope Dr, LEESBURG

2 Beds 3 Baths 2,280 SqFt Residential Single Family Residence MLS® # G5114745
Active 551 Grand Cayman Cir, LAKELAND

$325,000

▲ $25,000 VILLAS BY LAKE

551 Grand Cayman Cir, LAKELAND

2 Beds 2 Baths 1,260 SqFt Residential Single Family Residence MLS® # L4958574
Active Dobson St, ORLANDO

$325,000

▼ $50,000

Dobson St, ORLANDO

0 Beds 0 Baths 0 SqFt Land Land MLS® # O6329532
Active 1140 S Orlando Avenue I14, MAITLAND

$325,000

LAKE MAITLAND TERRACE APTS

1140 S Orlando Avenue I14, MAITLAND

2 Beds 2 Baths 816 SqFt Residential Condominium MLS® # O6410595
Active 2141 Island Walk Dr, ORLANDO

$325,000

▼ $10,000 ISLAND WALK 49 71

2141 Island Walk Dr, ORLANDO

3 Beds 2 Baths 1,341 SqFt Residential Townhouse MLS® # O6436026
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 1035 Tropea Ln, AUBURNDALE

$325,000

▼ $4,000 ENCLAVE/LK MYRTLE

1035 Tropea Ln, AUBURNDALE

4 Beds 2 Baths 1,627 SqFt Residential Single Family Residence MLS® # S5142688
Active 4542 Timberlane Rd, LAKE WALES

$325,000

▼ $10,000 N/A

4542 Timberlane Rd, LAKE WALES

3 Beds 2 Baths 1,460 SqFt Residential Single Family Residence MLS® # K4903159
Active Lot 47 Osprey Pointe Blvd, CLERMONT

$325,000

OSPREY POINTE SUB

Lot 47 Osprey Pointe Blvd, CLERMONT

0 Beds 0 Baths 0 SqFt Land Land MLS® # O6406268
Active 8763 Worldquest Blvd 5105, ORLANDO

$325,000

▼ $25,000 WORLDQUEST RESIDENCE

8763 Worldquest Blvd 5105, ORLANDO

3 Beds 3 Baths 1,459 SqFt Residential Condo - Hotel MLS® # TB8481355
Active 1922 Tropic Bay Ct, ORLANDO

$325,000

▼ $10,000 ALPINE HEIGHTS

1922 Tropic Bay Ct, ORLANDO

3 Beds 2 Baths 1,105 SqFt Residential Single Family Residence MLS® # O6433485
Active 2956 Fieldwood Cir, ST CLOUD

$325,000

GRAMERCY FARMS PH 6

2956 Fieldwood Cir, ST CLOUD

3 Beds 3 Baths 1,713 SqFt Residential Townhouse MLS® # O6439332
Active 3401 Celena Cir, ST CLOUD

$325,000

MAGNOLIA GLEN

3401 Celena Cir, ST CLOUD

2 Beds 2 Baths 1,257 SqFt Residential Townhouse MLS® # S5153280
Active 3042 Grand Preserve Blvd, MULBERRY

$325,000

▼ $1,000 SUNDANCE PLACE PH 1

3042 Grand Preserve Blvd, MULBERRY

4 Beds 2 Baths 1,749 SqFt Residential Single Family Residence MLS® # TB8498877
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 5326 Maddie Dr, HAINES CITY

$325,000

HAMMOCK RESERVE PH 3

5326 Maddie Dr, HAINES CITY

4 Beds 3 Baths 1,938 SqFt Residential Single Family Residence MLS® # O6398783
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
Active 1113 Griffon Ave, LAKE ALFRED

$325,000

EDEN HILLS PH 2

1113 Griffon Ave, LAKE ALFRED

3 Beds 2 Baths 1,690 SqFt Residential Single Family Residence MLS® # P4939752
Active 1406 Vista Del Lago Blvd, DUNDEE

$325,000

VISTA DEL LAGO PH 01

1406 Vista Del Lago Blvd, DUNDEE

4 Beds 2 Baths 2,070 SqFt Residential Single Family Residence MLS® # O6431123
Open House
Active 1643 Ann Rose Way, LEESBURG

$325,000

▼ $18,900 ARBOR PARK

1643 Ann Rose Way, LEESBURG

3 Beds 2 Baths 1,780 SqFt Residential
Sun, Sep 20th, 2026 @ 12am - 5pm
Single Family Residence MLS® # O6394558
Active 41739 Thomas Boat Landing Rd, UMATILLA

$325,000

HIGLEY

41739 Thomas Boat Landing Rd, UMATILLA

0 Beds 0 Baths 0 SqFt Land Land MLS® # G5113702
Active 230 Halstead Dr, DAVENPORT

$325,000

FLORIDA PINES PH 03

230 Halstead Dr, DAVENPORT

4 Beds 2 Baths 1,639 SqFt Residential Single Family Residence MLS® # S5138446
Active 16222 Vetta Dr, MONTVERDE

$325,000

BELLA COLLINA WEST SUB

16222 Vetta Dr, MONTVERDE

0 Beds 0 Baths 0 SqFt Land Land MLS® # G5105988
Active 12640 Somerset Oaks St, ORLANDO

$325,000

WATERFORD VILLAS 51 103

12640 Somerset Oaks St, ORLANDO

3 Beds 3 Baths 1,483 SqFt Residential Townhouse MLS® # O6423528
Active 641 Bald Cypress Dr, LAKELAND

$325,000

▼ $5,000 CYPRESS POINT/LK PARKER

641 Bald Cypress Dr, LAKELAND

5 Beds 3 Baths 2,326 SqFt Residential Single Family Residence MLS® # L4964037
Active 5888 Sandpipers Dr, LAKELAND

$325,000

SANDPIPER GOLF & COUNTRY CLUB PH 12

5888 Sandpipers Dr, LAKELAND

2 Beds 2 Baths 1,852 SqFt Residential Single Family Residence MLS® # L4959490
Active 2352 Old Dixie Hwy, KISSIMMEE

$325,000

COLONIAL ESTATES

2352 Old Dixie Hwy, KISSIMMEE

3 Beds 2 Baths 1,438 SqFt Residential Single Family Residence MLS® # O6430485
New
Active 2934 Fieldwood Cir, ST CLOUD

$325,000

GRAMERCY FARMS PH 6

2934 Fieldwood Cir, ST CLOUD

3 Beds 3 Baths 1,884 SqFt Residential Townhouse MLS® # S5157142
Active 4913 Kaia Ave, WINTER HAVEN

$325,000

VILLAMAR PH 6

4913 Kaia Ave, WINTER HAVEN

3 Beds 2 Baths 1,300 SqFt Residential Single Family Residence MLS® # P4939045
Active 5563 Starling Loop, LAKELAND

$325,000

STARLING PLACE

5563 Starling Loop, LAKELAND

3 Beds 2 Baths 1,467 SqFt Residential Single Family Residence MLS® # L4964191
Open House
Active 1680 Ann Rose Way Way, LEESBURG

$325,000

▼ $15,000 ARBOR PARK

1680 Ann Rose Way Way, LEESBURG

4 Beds 2 Baths 1,755 SqFt Residential
Sat, Sep 19th, 2026 @ 11am - 5pm
Single Family Residence MLS® # O6399884
Active 1571 Plunker Dr, DAVENPORT

$325,000

▼ $20,000 STONEYBROOK SOUTH

1571 Plunker Dr, DAVENPORT

4 Beds 3 Baths 1,902 SqFt Residential Townhouse MLS® # O6414406
Active 7008 Tripoli Way, ORLANDO

$325,000

AZALEA PARK SEC 32

7008 Tripoli Way, ORLANDO

4 Beds 2 Baths 1,114 SqFt Residential Single Family Residence MLS® # TB8541099
Active 1297 Tagliamento Ln, HAINES CITY

$325,000

MAGNOLIA PARK PH 3

1297 Tagliamento Ln, HAINES CITY

3 Beds 2 Baths 1,725 SqFt Residential Single Family Residence MLS® # O6421482
Active 32917 Forest Ave, LEESBURG

$325,000

▲ $25,000 SHADEMOOR ACRES FIRST ADD

32917 Forest Ave, LEESBURG

3 Beds 2 Baths 1,656 SqFt Residential Single Family Residence MLS® # G5115151
Active 3638 Hardman Dr, LAKE WALES

$325,000

HUNT CLUB GROVES 40S

3638 Hardman Dr, LAKE WALES

6 Beds 3 Baths 2,522 SqFt Residential Single Family Residence MLS® # O6423024
Active 5809 Bounty Cir, TAVARES

$325,000

TAVARES ROYAL HARBOR PH 03 LT 350 ORB 02

5809 Bounty Cir, TAVARES

3 Beds 2 Baths 1,949 SqFt Residential Single Family Residence MLS® # G5115378