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

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Active 2525 New Castle Ct, CLERMONT

$374,000

HIGHGATE AT KINGS RIDGE PH II

2525 New Castle Ct, CLERMONT

2 Beds 3 Baths 1,715 SqFt Residential Single Family Residence MLS® # G5116788
Active 7254 Country Run Pkwy, ORLANDO

$374,000

▼ $5,000 OAK LNDG

7254 Country Run Pkwy, ORLANDO

3 Beds 2 Baths 2,014 SqFt Residential Single Family Residence MLS® # O6416075
Open House
Active 24550 Hodges Reserve Ave, HOWEY IN THE HILLS

$373,990

▲ $10,000 HODGES RESERVE PH 1

24550 Hodges Reserve Ave, HOWEY IN THE HILLS

4 Beds 3 Baths 2,105 SqFt Residential
Wed, Sep 16th, 2026 @ 1pm - 5pm
Single Family Residence MLS® # O6405613
Active 1185 Cumberland Trail Dr, HAINES CITY

$373,990

▲ $2,000 HAMILTON BLUFF

1185 Cumberland Trail Dr, HAINES CITY

5 Beds 3 Baths 2,447 SqFt Residential Single Family Residence MLS® # O6429561
Open House
Active 22141 Pine Grove Loop, LEESBURG

$373,990

▲ $5,000 CEDAR LANDINGS

22141 Pine Grove Loop, LEESBURG

4 Beds 2 Baths 1,833 SqFt Residential
Sat, Sep 19th, 2026 @ 12pm - 3pm
Single Family Residence MLS® # W7887071
Active 5369 Willow Creek, HAINES CITY

$373,990

▲ $2,000 CROSSWINDS EAST

5369 Willow Creek, HAINES CITY

5 Beds 3 Baths 2,447 SqFt Residential Single Family Residence MLS® # O6424708
Active 2261 Crown Rock Bluff Dr, LAKE HAMILTON

$373,890

HAMILTON BLUFF SUBDIVISION PHASES 1 & 2

2261 Crown Rock Bluff Dr, LAKE HAMILTON

4 Beds 2 Baths 2,061 SqFt Residential Single Family Residence MLS® # O6431180
Active 1543 Hartridge Ct, LAKE ALFRED

$373,750

▲ $4,000 SILVERLAKE PHASE 2

1543 Hartridge Ct, LAKE ALFRED

4 Beds 3 Baths 2,203 SqFt Residential Single Family Residence MLS® # TB8515242
Active 2811 Parkfield Rd, ST CLOUD

$373,490

▼ $400 HICKORY GROVE PH 2

2811 Parkfield Rd, ST CLOUD

5 Beds 3 Baths 2,289 SqFt Residential Single Family Residence MLS® # S5151431
Active 4930 Katrina Dr, HAINES CITY

$373,490

CROSSWINDS EAST PHASE 1

4930 Katrina Dr, HAINES CITY

5 Beds 3 Baths 2,447 SqFt Residential Single Family Residence MLS® # O6426868
Active 4417 Canopy Ct, KISSIMMEE

$373,400

▼ $5,600 BANYAN COVE AT CYPRESS WOODS

4417 Canopy Ct, KISSIMMEE

4 Beds 3 Baths 2,847 SqFt Residential Single Family Residence MLS® # O6386701
Active 4611 Calamint Ln, AUBURNDALE

$373,269

CADENCE CROSSING

4611 Calamint Ln, AUBURNDALE

4 Beds 2 Baths 2,169 SqFt Residential Single Family Residence MLS® # L4962728
Active 1592 Moon Valley Dr, DAVENPORT

$373,000

▼ $7,000 STONEYBROOK SOUTH PH I-1 & J-1

1592 Moon Valley Dr, DAVENPORT

4 Beds 3 Baths 1,902 SqFt Residential Townhouse MLS® # P4939476
Active 201 Alba Dr, INDIAN LAKE ESTATES

$373,000

INDIAN LAKE ESTATES

201 Alba Dr, INDIAN LAKE ESTATES

3 Beds 2 Baths 1,592 SqFt Residential Single Family Residence MLS® # TB8502774
Active 5625 Fischer Dr, LAKELAND

$373,000

OAKFORD ESTATES

5625 Fischer Dr, LAKELAND

3 Beds 2 Baths 1,859 SqFt Residential Single Family Residence MLS® # TB8545189
Active 2956 Salted Rim Rd, KISSIMMEE

$372,999

▼ $11,901 ROLLING OAKS PH 6

2956 Salted Rim Rd, KISSIMMEE

2 Beds 2 Baths 1,188 SqFt Residential Single Family Residence MLS® # O6348085
Active 732 Glenco Dr, DAVENPORT

$372,999

▼ $2,001 FLORIDA PINES PH 03

732 Glenco Dr, DAVENPORT

3 Beds 2 Baths 1,881 SqFt Residential Single Family Residence MLS® # O6413448
Active 5160 Penelope Tr, LAKELAND

$372,990

▼ $2,000 HAWTHORNE RANCH

5160 Penelope Tr, LAKELAND

5 Beds 3 Baths 2,447 SqFt Residential Single Family Residence MLS® # O6413592
Active 12906 Cara Ct, GRAND ISLAND

$372,990

▼ $2,000 GROVES AT GRAND ISLAND

12906 Cara Ct, GRAND ISLAND

4 Beds 2 Baths 2,277 SqFt Residential Single Family Residence MLS® # O6413480
Active 16543 Cedar Crest Dr, ORLANDO

$372,900

▼ $2,000 TIMBER POINTE PH 02

16543 Cedar Crest Dr, ORLANDO

5 Beds 3 Baths 1,730 SqFt Residential Townhouse MLS® # O6425226
Active 7625 Bent Tree Loop, ST CLOUD

$372,900

HARMONY CENTRAL

7625 Bent Tree Loop, ST CLOUD

3 Beds 2 Baths 1,415 SqFt Residential Single Family Residence MLS® # O6379790
Active 884 Klondike St, WINTER GARDEN

$372,500

▼ $2,500 LOVELESS J S ADD 01

884 Klondike St, WINTER GARDEN

4 Beds 2 Baths 1,485 SqFt Residential Single Family Residence MLS® # O6389922
Active 581 Pawnee Ct, HAINES CITY

$372,500

CALABAY XING

581 Pawnee Ct, HAINES CITY

5 Beds 4 Baths 3,165 SqFt Residential Single Family Residence MLS® # L4964800
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 9421 Randal Park Blvd, ORLANDO

$372,000

▼ $12,900 RANDAL WALK

9421 Randal Park Blvd, ORLANDO

3 Beds 3 Baths 1,516 SqFt Residential Townhouse MLS® # O6427735
Active 124 Lancaster Dr, DAVENPORT

$372,000

▼ $1,000 HIGHGATE PARK PH 01

124 Lancaster Dr, DAVENPORT

3 Beds 2 Baths 1,728 SqFt Residential Single Family Residence MLS® # O6433702
Active 201 Compass Rose Dr, GROVELAND

$372,000

▲ $2,100 GROVELAND WESTWOOD PH 02

201 Compass Rose Dr, GROVELAND

3 Beds 2 Baths 1,768 SqFt Residential Single Family Residence MLS® # G5107232
Active 1039 Ocean Lodge Rd, LADY LAKE

$371,990

HAMMOCK OAKS

1039 Ocean Lodge Rd, LADY LAKE

3 Beds 2 Baths 2,384 SqFt Residential Single Family Residence MLS® # W7888095
Active 641 Griffon Ave, LAKE ALFRED

$371,990

EDEN HILLS PH 2

641 Griffon Ave, LAKE ALFRED

4 Beds 2 Baths 1,830 SqFt Residential Single Family Residence MLS® # S5154200
Open House
Active 419 Verona Way, LADY LAKE

$371,990

KH CW HAMMOCK OAKS LLC

419 Verona Way, LADY LAKE

2 Beds 2 Baths 1,434 SqFt Residential
Sat, Sep 19th, 2026 @ 11am - 2pm
Single Family Residence MLS® # W7888741
Active 1189 Cumberland Trail Dr, LAKE HAMILTON

$371,990

▲ $2,000 HAMILTON BLUFF SUBDIVISION PHASES 1 & 2

1189 Cumberland Trail Dr, LAKE HAMILTON

5 Beds 3 Baths 2,447 SqFt Residential Single Family Residence MLS® # O6424947
Active 1654 Ann Rose Way, LEESBURG

$371,900

ARBOR PARK

1654 Ann Rose Way, LEESBURG

4 Beds 2 Baths 1,820 SqFt Residential Single Family Residence MLS® # O6422970
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 1424 Hamilton Way, LAKE ALFRED

$371,620

▲ $4,000 SILVERLAKE PHASE 2

1424 Hamilton Way, LAKE ALFRED

4 Beds 3 Baths 2,203 SqFt Residential Single Family Residence MLS® # TB8524442
Active 12831 Trovita Dr, GRAND ISLAND

$371,490

▼ $2,000 GROVES AT GRAND ISLAND

12831 Trovita Dr, GRAND ISLAND

4 Beds 3 Baths 2,210 SqFt Residential Single Family Residence MLS® # O6434646
Active 5332 Loggia Ln, KISSIMMEE

$371,374

▲ $5,000 WESTVIEW

5332 Loggia Ln, KISSIMMEE

4 Beds 3 Baths 2,075 SqFt Residential Single Family Residence MLS® # O6435538
Active 1560 Hartridge Ct, LAKE ALFRED

$371,340

▲ $4,000 SILVERLAKE PHASE 2

1560 Hartridge Ct, LAKE ALFRED

4 Beds 3 Baths 2,203 SqFt Residential Single Family Residence MLS® # TB8524609
New
Active 2346 Victory Ridge Dr, LAKELAND

$371,235

MYRTLEBROOK PRESERVE

2346 Victory Ridge Dr, LAKELAND

4 Beds 2 Baths 1,819 SqFt Residential Single Family Residence MLS® # L4964977
Active 3545 Roden Rd, HAINES CITY

$371,190

▼ $10,000 CROSSWINDS EAST PHASE 1

3545 Roden Rd, HAINES CITY

4 Beds 3 Baths 2,215 SqFt Residential Single Family Residence MLS® # O6426937
Active 12825 Trovita Dr, GRAND ISLAND

$370,990

▼ $2,000 GROVES AT GRAND ISLAND

12825 Trovita Dr, GRAND ISLAND

4 Beds 2 Baths 2,277 SqFt Residential Single Family Residence MLS® # O6413484
Active 2998 Supermarine Rd, TAVARES

$370,990

▼ $4,623 SEAPORT VILLAGE

2998 Supermarine Rd, TAVARES

4 Beds 2 Baths 2,110 SqFt Residential Single Family Residence MLS® # G5113396
Active 194 Glenfield Dr, DAVENPORT

$370,990

▲ $1,000 REEDY ISLE 2 50'S GC

194 Glenfield Dr, DAVENPORT

4 Beds 3 Baths 2,175 SqFt Residential Single Family Residence MLS® # O6428855
Open House
Active 137 Greenhouse Grove St, GROVELAND

$370,990

RAINWOOD

137 Greenhouse Grove St, GROVELAND

3 Beds 2 Baths 1,691 SqFt Residential
Fri, Sep 18th, 2026 @ 10am - 5pm
Single Family Residence MLS® # O6436754
Active 1332 Bear Hammock Dr, UMATILLA

$370,990

MAGNOLIA POINTE PHASE 1

1332 Bear Hammock Dr, UMATILLA

5 Beds 3 Baths 2,077 SqFt Residential Single Family Residence MLS® # O6438578
Active 965 Alsace Dr, KISSIMMEE

$370,990

▼ $4,000 POINCIANA VILLAGE 5 NBHD 1

965 Alsace Dr, KISSIMMEE

4 Beds 3 Baths 2,846 SqFt Residential Single Family Residence MLS® # S5148030
Active 1033 Waterfall Blvd, DAVENPORT

$370,990

▼ $5,000 CASCADES PH IA & IB

1033 Waterfall Blvd, DAVENPORT

4 Beds 3 Baths 1,907 SqFt Residential Single Family Residence MLS® # O6411612
Active 12879 Trovita Dr, GRAND ISLAND

$370,990

▼ $2,000 GROVES AT GRAND ISLAND

12879 Trovita Dr, GRAND ISLAND

4 Beds 2 Baths 2,277 SqFt Residential Single Family Residence MLS® # O6409274
Active 3636 Lindbergh St, LAKELAND

$370,955

KNIGHTS LANDING

3636 Lindbergh St, LAKELAND

3 Beds 2 Baths 1,970 SqFt Residential Single Family Residence MLS® # L4964702