Leonard R. Clifford

September 8, 1934December 29, 2018

Leonard Clifford, 84, passed away on December 29, 2018 at home. Born in Washington, DC to Robert and Marion (Magee) Clifford, whom were both born in Haverhill, MA. They moved to Washington, DC where Leonard’s father, Robert worked and ended up moving back to Haverhill in the early 1940’s. Leonard went into the army in 1953 and was in Germany and while there he worked as a surveyor.

Leonard got married in 1957 to Cylia Descoteaux. He also attended North East University for 4 years. He then went on to work at Sears Roebuck in Providence, RI until a transfer to Sears in Hyannis, MA around 1963. His next move was to open the new Sears store in the Cape Cod mall. He then left Sears for a short time to try a small garden center in Harwich, MA called Green Acres and then back to Sears to manage a store in Orleans until his retirement.

He always was working on furniture, refinishing and restoring it. He also later worked on pens, watches, and clocks. He is survived by his children: Michael Clifford, Ann and Tom Crucitti, Rita and Keven Toolin, Stephanie and Matt Shulman and Heather and Patrick Bloom. He also is survived by grandchildren: Hayley, Jake, Michael, Sam, Jack, Evelyn and Conner. He is also survived by his brother Bob and Nancy Clifford and sister Debbie and Don Hoaglander.

A Memorial Service will be held on January 12, 2019 at 11:00 AM at the Nickerson Funeral Home, 77 Eldredge Park Way, Orleans, MA 02653. A collation will follow from 12:30 PM to 3PM at the Orleans Bowling Alley, Route 6A, Orleans, MA.

In lieu of flowers, donations in Leonard's memory may be made to Lower Cape Outreach( or the Visiting Nurse's Association of Cape Cod (

For online condolences, please visit


  • Cylia Clifford, Wife (deceased)
  • Michael Clifford, Son
  • Ann Crucitti, Daughter
  • Rita Toolin, Daughter
  • Stephanie Schulman, Daughter
  • Heather Bloom, Daughter


  • Memorial Service

    Saturday, January 12, 2019


Leonard R. Clifford

have a memory or condolence to add?

Donna Hennesy

April 12, 2019

I Knew Mr Leonard from the yarmouth antique center where we talked about antique pens he sometimes bought pens from me he was such a nice man I have been in Florida and just found out about his passing I planned to call him just yesterday when I found out I am so sorry for your loss Donna Hennessy He loved his pens

Daryl Dolfe

January 12, 2019

Frank and I are thinking of all of you this morning and are sorry not to be there in person for his memorial service. Although we didn't see Leonard very often, we enjoyed our times together, and are happy that he got to spend many meaningful times with Bob and Nancy and their family. May he rest in peace in the Lord with his beloved Cylia, and may all of your memories bring you comfort.

Phyllis Demers

January 7, 2019

To the loved ones of my Uncle Leonard and Aunt Cylia.

I am sorry for your loss and know that Cylia and Leonard are together again, in the loving hands of God. You are all in my thoughts and prayers.

I lost my beloved Mother, Cylia's sister, Janet Mary Demers Descoteaux just a few short weeks ago and am grieving. All her children and grand children are trying to adjust. My family posted her Obituary in the Manchester Union Leader, as well as our local newspaper because that is where our Descoteaux side of the family grew up.
I have many fond memories of time spent on Cape Cod with my cousins Michael, Ann, and Rita. We moved far away and lost touch but never in my memories and love.

I have just reread the letter that Cylia wrote to me before God took her home and it will be with me always. It is a true testament of Faith and family values that Cylia and Leonard produced a large and loving family. I will always remember the exquisite wooden table that Leonard designed, crafted, and gave as a gift to my Mom and Dad. That was our family dining table for decades.

Some of my greatest memories are of the country roads near your home and learning how to pick blueberries! Playing dolls with Ann and Rita. My prayers and love to you all. Phyllis Ann Demers, Pennington, NJ.

Debbie Smith

January 6, 2019

I am so sorry for your loss. He was a great boss to work for and will be missed.

brenna wilcox

January 6, 2019

Children of Cylia and Leonard.
So wonderful that your father lived a full life once your mother passed. I was part of the Reiki brigade who visited your mother. Your father was so welcoming and kind during these days.
May blessings continue to rain upon you.
brenna wilcox

Jake Crucitti

January 5, 2019

My grandfather was a good man. I will miss him and our letters very much. Many memories with him are cherished. Trips to the beach, cookouts, aunt Rita's for the holidays, and 4th of July fireworks at Rock Harbor to name a few. Family was his whole world. He always sent fountain pens for Christmas and my birthday and never missed a year. They reside in a mahogany display case just the way he would've wanted. He was a smart man who raised a beautiful family. I love you Gramps. Thank you for all that you did. -Jake

Ann Crucitti [Clifford]

January 4, 2019

Dad had many, many, words of wisdom to impart through the years. The ones I am most mindful of "If you haven't got something nice to say, keep quiet". I think of him whenever a bitter thought leaps into my mouth. In 1 Corinthians 13:9 the Bible says: Love knows no limit to its endurance, no end to its trust, no fading of its hope: it can outlast anything. It is, in fact, the one thing that still stands when all else has fallen. Four simple words to hold in our hearts: Love is the answer. With warmest affection, your daughter, Ann.