FILE 268 / 24 March 2022 / 166 MIN / full

A Diabolical Death Parade

Machiasport, MaineListen

The town

N ↑Town centre (approximate places)
Static locations; no street basemap. Places and details. OpenFreeMap © OpenMapTiles Data from OpenStreetMap.

James says they are going to Machiasport, Maine, and that it is in the Washington County area, as far east as you can get without being in Canada. about 0:06:34

History, in brief

1633

In 1633 the Plymouth Company established a trading post to do business with the Native Americans.

about 0:07:14

1634

In 1634 the trading post was sacked by French forces from Port Royal under Charles de Saint-Etienne Delatour.

about 0:07:38

1770

In 1770 the area was granted to people as a town by the Massachusetts General Court.

about 0:08:39

1775

In 1775 locals captured the British ship HMS Margaretta and built a fort.

about 0:08:52
All 7 history facts

1633

In 1633 the Plymouth Company established a trading post to do business with the Native Americans.

about 0:07:14

1634

In 1634 the trading post was sacked by French forces from Port Royal under Charles de Saint-Etienne Delatour.

about 0:07:38

1770

In 1770 the area was granted to people as a town by the Massachusetts General Court.

about 0:08:39

1775

In 1775 locals captured the British ship HMS Margaretta and built a fort.

about 0:08:52

Town note

For its 250th anniversary the town adopted the motto Machias Port Pride, Then and Now.

about 0:06:52

The figures, as told

Religious

18%

about 0:15:01

Who lives here

White 91% · Black 3% · Hispanic 2.9% · Asian 0.4%

Ethnicity can overlap race.

Crime / national average

Property crime
▲ about 25% over

about 0:24:57

Violent crime
▼ one third

about 0:25:04

Money

Median home value$169,200
Two-bedroom rent$1,168
Median household income$44,412
Cost of living92

For sale

$69,000

Three-bedroom, one-bath house, 960 square feet

about 0:17:15

For sale

$329,000

Two-bedroom, three-bath house, 2,474 square feet

about 0:18:17

For sale

$425,000

Four-bedroom, three-bath house, 3,285 square feet, built 1832

about 0:18:49
All figures and comparisons, as told in 2022

Property crime

"about 25% over"

Comparison: "national average". Direction: above.

As told in 2022 about 0:24:57

Violent crime

"one third"

Comparison: "national average". Direction: below.

As told in 2022 about 0:25:04

Median age

"48.8"

Comparison: "way older than normal". Direction: above.

As told in 2022 about 0:13:39

Female

"about 40%"

No direction stated.

As told in 2022 about 0:13:54

Religious

"18%"

Comparison: "one of the lowest we've ever seen". No direction stated.

As told in 2022 about 0:15:01

Median household income

"$44,412"

Comparison: "about $53,500 for the rest of the country". No direction stated.

As told in 2022 about 0:15:26

Cost of living

"92"

Comparison: "100 being regular average". Direction: below.

As told in 2022 about 0:15:36

Housing

"86"

Comparison: "100 being regular average". Direction: below.

As told in 2022 about 0:15:42

Median home cost

"$169,200"

No direction stated.

As told in 2022 about 0:15:49

Average two-bedroom rent

"$1,168"

Comparison: "right around the national average". Direction: about the same.

As told in 2022 about 0:16:18

Three-bedroom, one-bath house, 960 square feet

"$69,000"

No direction stated.

As told in 2022 about 0:17:15

Two-bedroom, three-bath house, 2,474 square feet

"$329,000"

No direction stated.

As told in 2022 about 0:18:17

Four-bedroom, three-bath house, 3,285 square feet, built 1832

"$425,000"

No direction stated.

As told in 2022 about 0:18:49

The reviews

3.3 / 5 · average of 4

5 stars

“A wonderful little town full of friendly neighbours and quaint stores, everything you picture a small rural town to be, with plentiful shellfish, fish and game and a great place to raise a family or vacation.”
about 0:09:40

4 stars

“A gorgeous area teeming with wildlife and fabulous hiking trails, with cool summer breezes, clear water for kayaking and paddle boarding, and friendly, well travelled people.”
about 0:10:32

2 stars

“The reviewer has lived there all their life and is ready to move away because there is nothing to do, especially for teenagers, who have to travel an hour for a cinema or Walmart.”
about 0:11:22

2 stars

“Drug overdoses have peaked at an all-time high, several young people have died, the police have not held the dealers responsible, and crime rates are up.”
about 0:12:39

In Maine

Closest episodes

  1. Facebook Catfish KillerOld Town, Maine · 24 August 2024113 km / 70 miShow on map
  2. Surprising Serial KillerCarmel, Maine · 4 December 2025130 km / 81 miShow on map
  3. The Talented Mr PsychopathAmity, Maine · 29 February 2024147 km / 91 miShow on map
  4. A Secret In Every HoleHartland, Maine · 11 February 2021168 km / 104 miShow on map
  5. Behind The Murder MaskLitchfield, Maine · 11 July 2025209 km / 130 miShow on map

The story

Machiasport is a small town on the coast of Washington County, Maine, close to the Canadian border. He joined the US Navy on September 10, 1964, four days before his eighteenth birthday, hoping to train as a diver on a route that could have led to the SEALs. On May 2, 1965 he was riding a motorcycle when, depending on the account, he lost control or was forced off the road by a car. He suffered a concussion and a broken arm and was semi-conscious for six weeks. At the Chelsea Naval Hospital near Boston an aneurysm was found on an artery in his neck, present since birth. It burst on August 16, 1965 during surgery to implant a valve, causing a stroke, and he was given a full medical discharge on December 17, 1965. He was thereafter described, and described himself, as a disabled veteran, though the disability came from the motorcycle accident and the aneurysm rather than from combat.

Cord said the only crime Cutler had seen in years was someone stealing branches from a balsam tree for Christmas wreaths.

In 1979 the family moved to Machiasport, to a house on Route 192 near the ocean. The cause was never established. They collected the insurance and rebuilt, adding pillars and a large picture window, secret rooms, hidden passageways and tunnels leading from the basement to a shooting range in the yard with man-shaped targets. It had several security systems, air raid sirens, loudspeakers, aircraft landing lights on the corners, tripwires in the lawn, German shepherds under the front porch and, at one point, thirty-eight firearms, many of them loaded, including guns kept in the bathrooms. He kept food, ammunition and weapons caches in the house and in the woods, taught his sons to use M1 carbines before they were ten, and ran daily military drills with Anita and the boys. The drills were called Marty raids, after Anita's ex-husband Marty, whom the family had not seen since about 1975. One person called it an unreasonable fear of Marty.

The Phillips family moved from Indiana to Maine in 1985. Michael Phillips was thirty-eight and worked as a surveyor; Florence was forty-one, had five children from a previous marriage, and had to stop working because of a heart problem. Their son Michael was ten. They bought a house diagonally across the road from the s, and the families were initially friendly.

The friendship ended after the Phillipses held a family reunion on their front lawn. The Phillipses denied it, and the police told him there was no proof and nothing to investigate. He bagged them as evidence and called the police repeatedly. Over six months, from roughly February to August 1989, he filed forty-seven complaints against the Phillipses with the state police. He used a megaphone to shout insults at them until they went inside, trained aircraft landing lights on their house, and began firing guns in his front yard with his sons. The police said target practice on private property was legal in rural Maine. Michael Phillips, a quiet, hard-working man, obtained a concealed weapons permit on June 27, 1988, and the Phillipses set up a video camera in their front window to record the harassment.

Kilton said he had been firing blanks on the beach behind the Phillips house. A state police lieutenant, Thomas Michoud, said the complaints were escalating towards an explosive point.

On the evening of August 29, 1989, the Kiltons were visiting the Phillips house. They walked north along the road and turned back. Then came a large number of shots. He came back a second time with Ricky and Jerry, both armed with .30-calibre rifles, and the three of them fired twenty to twenty-five rounds into the couple on the ground. The boys later said they fired when their father fired.

Inside the Phillips house, Colby and Vanessa Kilton and young Michael lay on the floor while the shooting went on; the Kiltons covered the boy with their bodies. When troopers arrived they found the Kiltons crouched behind a pickup truck, shaking, with Michael. The officer wrestled it away. He told police captain John Wynott that Phillips had come to the house with a gun and challenged him.

A search of Five Posts Estate found antique guns, submachine guns, assault rifles, shotguns, pistols and large quantities of ammunition, along with books on combat techniques. The bomb squad found no bombs but did find extensive security systems and numerous homemade electronic devices. Child services took the boys from Anita and placed them in foster homes.

Sandra Miller testified about the boy's nightmares and a suicide attempt. Jerry and Ricky testified that they had done what their father wanted, and under cross-examination admitted receiving secret notes from him in foster care outlining what to say. Anita said they had always feared the Phillipses.

He said he put on his flak jacket, grabbed a shotgun and fired twice because he believed Michael Phillips had fired first, and that he did not remember the other shots. At the insanity hearing the defence called Dr Brian Rhines, a psychologist, who said brain damage from the motorcycle accident had aggravated existing psychological problems and produced an intense delusion of persecution.

In 1992 Sandra Miller and Michael Phillips Jr filed a wrongful death suit.

The case

Murder of Michael and Florence Phillips

Victims

Michael Glen Phillips (38). surveyor who moved from Indiana to Maine in 1985; shot outside his home
Florence Phillips (41). his wife, who had five children from a previous marriage and a heart condition; shot beside him

Accused and outcomes

As told in the episode, on 24 March 2022.

Accused

Outcome

Other people

Patrick. Florence's son, who lived with the Phillipses for about eight months before moving back to Indiana
Vanessa Kilton. Colby's wife and Florence's niece, present at the Phillips house during the shooting
Joan Ackley. former babysitter for the children, who blamed the Phillipses for the killings
Marty. Anita's ex-husband, the supposed target of the family's daily military drills

The timeline

  1. September 10, 1964 joins the US Navy four days before his eighteenth birthdayabout 0:31:48
  2. May 2, 1965 is badly hurt in a motorcycle accident, suffering a concussion and a broken armabout 0:33:27
  3. August 16, 1965 An aneurysm bursts during surgery to implant a valve, causing a stroke (Chelsea Naval Hospital)about 0:34:30
  4. December 17, 1965 is granted a full medical discharge from the Navyabout 0:34:44
  5. 1974 becomes a licensed gun dealer in New Jerseyabout 0:39:35
  6. 1977 His son Ricky is born; the family is by then living in Maineabout 0:36:31
  7. 1978 is appointed Cutler's sole police officerabout 0:40:06
  8. January 1979 The family moves into the house on Route 192 in Machiasport ( house)about 0:45:10
  9. February 14, 1979 The house burns to the ground at 1.48 a.m., two weeks after bought it from Leon Wyman ( house)about 0:45:19
  10. May 1, 1979 Jerry is bornabout 0:51:40
  11. 1979 The house is rebuilt as Five Posts Estate, with pillars, secret rooms, tunnels and a target range with man-shaped targets ( house)about 0:47:40
  12. 1985 Michael and Florence Phillips move from Indiana to Maine with their son Michael (Phillips house)about 0:28:02
  13. June 27, 1988 Michael Phillips is issued a concealed weapons permitabout 1:17:30
  14. February to August 1989 files forty-seven complaints against the Phillipses with the state police in six monthsabout 1:21:45
  15. July 1989 Florence Phillips visits Indiana, and Michael's tenth birthday is celebrated there rather than in Maineabout 1:08:05
  16. August 29, 1989 Michael and Florence Phillips are shot outside the house after their evening walk (Route 192)about 1:31:59

Places and phrases

N ↑Town centre (approximate places)
Static locations; no street basemap. Places and details. OpenFreeMap © OpenMapTiles Data from OpenStreetMap.

Places in the story

Public places are marked on the map.

Heard in this episode