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

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Active 2986 Stillwater Dr, KISSIMMEE

$380,000

▼ $40,000 BRIDGEWATER

2986 Stillwater Dr, KISSIMMEE

4 Beds 2 Baths 1,756 SqFt Residential Single Family Residence MLS® # O6360521
Active 2976 On The Rocks Pt, KISSIMMEE

$380,000

▼ $19,900 ROLLING OAKS PH 7

2976 On The Rocks Pt, KISSIMMEE

3 Beds 3 Baths 1,545 SqFt Residential Townhouse MLS® # O6149641
Active 6310 Canter Cir, APOPKA

$380,000

▲ $16,000 WINDROSE 110/98 LOT 125

6310 Canter Cir, APOPKA

4 Beds 2 Baths 1,740 SqFt Residential Single Family Residence MLS® # O6405978
Active 14856 Harvest St, ORLANDO

$380,000

▼ $10,000 TYSON RANCH TWNHMS

14856 Harvest St, ORLANDO

3 Beds 3 Baths 1,352 SqFt Residential Townhouse MLS® # S5152346
Active 5110 Kinsley Dr, WINTER HAVEN

$379,999

▼ $20,000 SEASONS AT ANNABELLE ESTATES

5110 Kinsley Dr, WINTER HAVEN

5 Beds 4 Baths 3,030 SqFt Residential Single Family Residence MLS® # S5150452
Active 1069 Sandpiper Loop, WINTER HAVEN

$379,999

CHESTNUT CRK

1069 Sandpiper Loop, WINTER HAVEN

4 Beds 3 Baths 2,034 SqFt Residential Single Family Residence MLS® # TB8543322
Active 4783 Warrior Ln, KISSIMMEE

$379,999

▼ $19,001 INDIAN WELLS UNIT 7

4783 Warrior Ln, KISSIMMEE

3 Beds 2 Baths 1,700 SqFt Residential Single Family Residence MLS® # O6426807
Active 543 Ocean Course Ave, DAVENPORT

$379,999

▼ $10,000 CHAMPIONSGATE CONDO PH 18

543 Ocean Course Ave, DAVENPORT

3 Beds 2 Baths 1,787 SqFt Residential Townhouse MLS® # O6427230
Open House
Active 5200 Luisa Ct, ST CLOUD

$379,999

▼ $10,000 TERRA HAVEN

5200 Luisa Ct, ST CLOUD

4 Beds 4 Baths 2,010 SqFt Residential
Fri, Sep 18th, 2026 @ 12pm - 4pm
Townhouse MLS® # W7884757
Active 7651 Whisper Way 204, REUNION

$379,999

VILLAS AT REUNION SQUARE PH 04 CONDO

7651 Whisper Way 204, REUNION

3 Beds 3 Baths 1,755 SqFt Residential Condominium MLS® # O6437544
Active 390 Casa Verano Ln, DAVENPORT

$379,999

BELLA VERANO

390 Casa Verano Ln, DAVENPORT

4 Beds 2 Baths 1,945 SqFt Residential Single Family Residence MLS® # O6415781
Active 836 Timberland Dr, EAGLE LAKE

$379,999

RANCHES/LK MCLEOD I

836 Timberland Dr, EAGLE LAKE

3 Beds 3 Baths 2,155 SqFt Residential Single Family Residence MLS® # O6417360
Active 1070 Spring Palms Loop, ORLANDO

$379,999

▼ $9,001 SPRING ISLE PALMS

1070 Spring Palms Loop, ORLANDO

3 Beds 3 Baths 1,559 SqFt Residential Townhouse MLS® # O6410896
Active 1019 Chamberlin Tr, ST CLOUD

$379,999

▼ $19,901 INDIAN LAKES

1019 Chamberlin Tr, ST CLOUD

4 Beds 2 Baths 1,650 SqFt Residential Single Family Residence MLS® # O6411019
Active 215 Kilmer Ln, WINTER HAVEN

$379,998

FLA HIGHLANDS CO SUB

215 Kilmer Ln, WINTER HAVEN

4 Beds 3 Baths 1,680 SqFt Residential Single Family Residence MLS® # O6409847
Active 1844 Bright Sky Dr, KISSIMMEE

$379,990

▼ $5,010 TOHOQUA PH 7

1844 Bright Sky Dr, KISSIMMEE

3 Beds 3 Baths 1,795 SqFt Residential Single Family Residence MLS® # S5148768
Active 16931 Reseda Alley, WINTER GARDEN

$379,990

▼ $10,010 WATERLEIGH PH 3A

16931 Reseda Alley, WINTER GARDEN

3 Beds 3 Baths 1,568 SqFt Residential Townhouse MLS® # O6430332
Active 3115 Rein Ave, DAVENPORT

$379,990

▼ $8,000 ASPIRE AT CANTER CREEK

3115 Rein Ave, DAVENPORT

5 Beds 3 Baths 2,171 SqFt Residential Single Family Residence MLS® # O6429564
Open House
Active 27468 Black Kite Ave, HOWEY IN THE HILLS

$379,990

▼ $20,010 EAGLETAIL LANDING - PH 1

27468 Black Kite Ave, HOWEY IN THE HILLS

4 Beds 2 Baths 1,900 SqFt Residential
Wed, Sep 16th, 2026 @ 1pm - 5pm
Single Family Residence MLS® # O6400419
Active 6404 Sprucepine Ln, ST CLOUD

$379,990

▼ $10,000 PINE GLEN

6404 Sprucepine Ln, ST CLOUD

5 Beds 3 Baths 2,445 SqFt Residential Single Family Residence MLS® # S5143824
Active 2609 Grand Central Ave, TAVARES

$379,990

▼ $10,010 VERANDAH PARK

2609 Grand Central Ave, TAVARES

5 Beds 3 Baths 2,601 SqFt Residential Single Family Residence MLS® # O6421803
Active 10731 Silk Tree Ct, ORLANDO

$379,990

▼ $6,000 WOODLAND PARK PH 10

10731 Silk Tree Ct, ORLANDO

3 Beds 3 Baths 1,550 SqFt Residential Townhouse MLS® # O6364402
Active 4826 Kimball Ct W, LAKELAND

$379,950

REVA HEIGHTS 4TH ADD

4826 Kimball Ct W, LAKELAND

4 Beds 2 Baths 1,866 SqFt Residential Single Family Residence MLS® # L4964235
Active 3022 New Haven Pl, MOUNT DORA

$379,900

▼ $10,000 MOUNT DORA LAKES MOUNT DORA PH 01

3022 New Haven Pl, MOUNT DORA

3 Beds 2 Baths 1,669 SqFt Residential Single Family Residence MLS® # O6430961
Active 2169 Remington Pointe Blvd, KISSIMMEE

$379,900

REMINGTON POINTE

2169 Remington Pointe Blvd, KISSIMMEE

3 Beds 2 Baths 1,466 SqFt Residential Single Family Residence MLS® # S5154020
Active 5625 Arnold Zlotoff Dr, ORLANDO

$379,900

▼ $10,000 PARKVIEW TERRACE

5625 Arnold Zlotoff Dr, ORLANDO

3 Beds 2 Baths 1,793 SqFt Residential Single Family Residence MLS® # O6418819
Active 13444 Stoddart Ave, ORLANDO

$379,900

▼ $10,000 LAUREATE PARK PH 9 FIRST

13444 Stoddart Ave, ORLANDO

2 Beds 2 Baths 1,644 SqFt Residential Townhouse MLS® # O6398956
Active 878 Benjamin Tr, DAVENPORT

$379,900

WILLIAMS PRESERVE PH II-C

878 Benjamin Tr, DAVENPORT

3 Beds 2 Baths 1,717 SqFt Residential Single Family Residence MLS® # O6436567
Active 35505 Crescent Dr, FRUITLAND PARK

$379,900

▼ $20,000 CRESCENT COVE

35505 Crescent Dr, FRUITLAND PARK

3 Beds 2 Baths 1,888 SqFt Residential Single Family Residence MLS® # G5113273
Active 301 Terranova Blvd, WINTER HAVEN

$379,900

▼ $15,099 TERRANOVA PH 04

301 Terranova Blvd, WINTER HAVEN

4 Beds 2 Baths 1,960 SqFt Residential Single Family Residence MLS® # S5151390
Active 12914 Vennetta Way, WINDERMERE

$379,900

▼ $2,100 LAKE SAWYER SOUTH PH 03

12914 Vennetta Way, WINDERMERE

3 Beds 3 Baths 1,644 SqFt Residential Townhouse MLS® # O6428484
Active 1144 Delaney Ave 1144, ORLANDO

$379,900

VIEUX CARRE A CONDO

1144 Delaney Ave 1144, ORLANDO

2 Beds 2 Baths 1,006 SqFt Residential Condominium MLS® # O6324777
Active 14742 Clarkson Dr, ORLANDO

$379,900

AVALON PARK SOUTH PH 03

14742 Clarkson Dr, ORLANDO

3 Beds 3 Baths 1,637 SqFt Residential Townhouse MLS® # O6433023
Active 5268 Greenheart Ave, MOUNT DORA

$379,900

▼ $2,100 TIMBERWALK

5268 Greenheart Ave, MOUNT DORA

4 Beds 2 Baths 1,846 SqFt Residential Single Family Residence MLS® # O6411283
Active 1259 Lassen St, HAINES CITY

$379,900

ORCHID TERRACE PH 2

1259 Lassen St, HAINES CITY

4 Beds 3 Baths 2,080 SqFt Residential Single Family Residence MLS® # TB8507280
Active 2705 Giralda Ct, KISSIMMEE

$379,900

SEGOVIA

2705 Giralda Ct, KISSIMMEE

3 Beds 2 Baths 1,355 SqFt Residential Single Family Residence MLS® # O6418975
Active 402 Rio Grande Ct, POINCIANA

$379,900

POINCIANA NBRHD 02 WEST VILLAGE 07

402 Rio Grande Ct, POINCIANA

3 Beds 2 Baths 2,012 SqFt Residential Single Family Residence MLS® # S5149003
Active 5540 Saddleback Ct, LADY LAKE

$379,900

▼ $16,000 HARBOR HILLS

5540 Saddleback Ct, LADY LAKE

3 Beds 2 Baths 1,657 SqFt Residential Single Family Residence MLS® # G5114153
Active 186 Flatwoods Loop, DAVENPORT

$379,900

▼ $2,600 NATURES RESERVE PH 1

186 Flatwoods Loop, DAVENPORT

3 Beds 2 Baths 1,984 SqFt Residential Single Family Residence MLS® # O6398253
Active 1379 Palmetto Dunes St, DAVENPORT

$379,900

▼ $16,600 STONEYBROOK SOUTH PH 1

1379 Palmetto Dunes St, DAVENPORT

3 Beds 3 Baths 2,014 SqFt Residential Single Family Residence MLS® # S5148575
Active 3335 Countryside View Dr, ST CLOUD

$379,900

SAWGRASS UNIT 3B

3335 Countryside View Dr, ST CLOUD

3 Beds 2 Baths 1,916 SqFt Residential Single Family Residence MLS® # O6437697
Active 285 White Heron Way, ST CLOUD

$379,900

ESTATES AT SOUTHERN PINES

285 White Heron Way, ST CLOUD

3 Beds 2 Baths 1,500 SqFt Residential Single Family Residence MLS® # O6407739
Active 6873 Sundial Dr, LAKELAND

$379,900

▼ $10,335 TOUCHSTONE

6873 Sundial Dr, LAKELAND

4 Beds 2 Baths 2,005 SqFt Residential Single Family Residence MLS® # L4963816
Active 1824 Foreman Rd, EAGLE LAKE

$379,900

RANCHES AT LAKE MECLEOD II

1824 Foreman Rd, EAGLE LAKE

4 Beds 3 Baths 2,050 SqFt Residential Single Family Residence MLS® # S5154713
Active 1024 Saint Ives Ct, MOUNT DORA

$379,900

MT DORA COUNTRY CLUB MT DORA PH 02-10

1024 Saint Ives Ct, MOUNT DORA

2 Beds 2 Baths 1,442 SqFt Residential Single Family Residence MLS® # G5116835
Active 3026 Wild Tamarind Blvd 3026, ORLANDO

$379,900

AVALON PARK NORTHWEST VLG PH 5 REP

3026 Wild Tamarind Blvd 3026, ORLANDO

3 Beds 3 Baths 1,804 SqFt Residential Townhouse MLS® # O6429223
Active 1955 Stake Out Way, APOPKA

$379,900

▼ $10,000 BRONSONS RDG REP

1955 Stake Out Way, APOPKA

3 Beds 3 Baths 1,705 SqFt Residential Townhouse MLS® # O6401796
Active 5208 Meadow Song Dr, OKAHUMPKA

$379,900

▼ $5,000 SPRING CREEK

5208 Meadow Song Dr, OKAHUMPKA

4 Beds 3 Baths 2,291 SqFt Residential Single Family Residence MLS® # G5111058