Features
Remembrance of Rupertsland Avenue – 1950 to 1975
By BRIAN M. GILFIX Cote Saint-Luc, Quebec September 18, 2023 I have read with interest in various past issues of the JP&N (Sept. 16 and 20, 2019, Sept. 30, 2020, and Nov. 10, 2021) descriptions of streets or blocks where all or most of the houses were occupied by Jewish families. (Ed. note: All those stories – about McAdam Avenue and Bredin Drive, can be found on this website. Simply go to “Search archive” and enter the name of either street. The entire issue in which the story about that street appeared will show in the search results.)
This was not all that unique in the 1950s and 60s, especially with the Jewish population of Winnipeg peaking close to 20,000 individuals during that time. During the immediate post-war years, individuals and families were leaving the Magnus and Flora Avenues with their wooden shuls and moving more northward to the then developing West Kildonan and later developing Garden City areas. This was reflected in the establishment of shuls (Rosh Pina, 1952; Bnay Abraham, 1958; Chevra Mishnayes, 1965) and schools (Talmud Torah, 1952) in the area.
Rupertsland Avenue was a new street developed in 1950 by Edward Rosenblatt. The street name obviously echoes the name given to the territory draining into Hudson’s Bay , which was called Rupert’s Land. Looking at the actual mortgage documents, houses cost about $8450 for a bungalow (1 storey) while a cottage (2 storey) cost about $2000 more. By the mid-2010s the value of a bungalow style house had increased thirty-fold in value. The street changed appearance somewhat over the years with some upgrades – paving of the back lane (1950s) and planting trees on the front boulevards (1960s).
I grew up on Rupertsland Avenue in the 1950s and 60s. Then, in the block stretching from McGregor St. to Parr St. and comprising about 50 houses, over a third of the houses were occupied by Jewish families. Most were tradespeople or small business owners. None of that generation were professionals. Then, your neighbours were also your friends with whom you socialized. For example, my parents belonged to a bridge club on the street, comprising amongst others the Stollers, Brasses, Bogaches, and Jacobsons. As few trees were planted, we, the neighbourhood children, played across the front lawns of neighbouring houses, effectively making one long field.
The children (including myself) walked to the local schools regardless of the weather: Victory, what was then known as Jefferson Junior High School, Garden City Collegiate, and Talmud Torah – affecting the school demographics such that on major Jewish holidays the public schools “shut down.”
We had deliveries from the milkman and bread man. The street was visited by vendors selling eggs and, on one occasion early on, vegetables from a horse drawn wagon.
From my memory, I have provided a list of the Jewish families that lived on the street during this period. I have also given a few short vignettes of some families as I remember it from my then youthful perspective aided by information gleaned from the JP&N and Google. I apologize for any errors in advance. I should note that of the families listed here, with rare exception, the parents have passed away. In some instances, I have noted the year of passing.
565 Rupertsland – Stoller. He was an accountant or bookkeeper. He and his wife had a son & daughter, Elaine (?).
517 Rupertsland – Name unknown.
513 Rupertsland – Kesten. Their son Cyril currently resides in Vancouver.
509 Rupertsland – Tennenhouse – Sam (d.2001) and Gertie (d.2014).
They had four children: Karen, Ronnie, Marsha, and Kenny. He farmed with his brothers during the summer and had a small machine shop in the basement in winter where he made house numbers. They were long time friends of my parents. They had a “bogey man” is their basement, actually an old coal style furnace. The oldest daughter would bang on it to make the “monster” noise to frighten the kids. They were perhaps the first family to leave Ruperstland for the then new Garden City. I believe some family members still live in Winnipeg, but the son Ronnie lives in Toronto.
505 Rupertsland – Gilfix (us) – We were Joseph (d.2014), Betty (d.2021), Debbie (Edmonton) and myself (Montreal). My parents moved to a new home on Rupertsland in 1950 from the Carmen Apartments on Burrows, which is still standing, leaving behind a walk up and ice boxes. The years saw a transition for heating the house with coal to oil to gas. My sister left for Edmonton to attend university, later married there, and has lived there since. My journey was more peripatetic, moving in 1975 to London, Ontario to pursue my PhD, followed by a post-doctoral fellowship at Harvard Medical School, and finally returning to Canada and McGill University to pursue my MD degree and specialty training. I married in Montreal and have been on staff at the Royal Victoria Hospital in Montreal since 1993. Due to age and infirmity, my parents finally left Rupertsland in 2014. I believe my parents were the last Jewish family on the block and street when they finally left.
501 Rupertsland – Dutkevich – Ann Dutkevich (d.2000), husband Nick, daughter Sally and son Joe. She was affectionately known to us as “Mrs. D”. She was very kindly. Once, when my sister decided to “run away,” she packed her bags to move to Mrs. D. next door.
I believe the children still live in Winnipeg. Their house was later purchased by another Jewish family, the Greenholtzes (daughter Faye & son Joey). He was a tailor and both he and his wife worked in the garment factories. The parents later relocated to Toronto to be closer to their children.
493 Rupertsland – Gabor. They had a son, Brian.
489 Rupertsland – Name unknown.
485 Rupertsland – Bogach – Frank and Ann, her mother, and son Howard. Frank with his brothers ran Tasty Seeds located on Alfred that they had inherited from their father. Howard was recently profiled in the JP&N (August 16, 2023).
469 Rupertsland – Bogach – Maurice & Goldie Bogach and their daughters, Mindy and Evy. The parents played bridge with my parents and he owned Tasty Seeds with his brothers. I believed their children still reside in Winnipeg.
465 Rupertsland – Rodin. One of their two sons, Greg, is a lawyer in Calgary.
461 Rupertsland – Brass – Abe and Rose Brass and their children. Following his passing she moved to Vancouver to be closer to her children, where she later passed away.
516 Rupertsland – Plosker – Max and Bertha Plosker, daughter, and son Erron. The family owned Direct Home Furniture
512 Rupertslsand – Spiller – Jack and Ailenne and their children, Harley, Susan, Sari, and Deborah. I believe some of the children still reside in Winnipeg.
508 Rupertsland – Terhoch – Kurt & Pearl. He was an electrician. They had two sons, Leonard and Marvin, and a daughter, Cheryl. The oldest son, Marvin, was at one time a producer at CBC Winnipeg.
504 Rupertsland – Jacobson – Anne, Nat (d.2002), son Gary and daughter Arlene. Nat had a part job running the projector in movie theatres. At 106 (!), Ann is probably the last living individual of the generation that first moved onto Rupertsland Avenue. She currently resides at the Simkin Centre. Gary still lives in Winnipeg.
496 Rupertsland – Chodiker. One son, William (Bill), is an allergist, now retired, who lives in London, Ontario.
476 Rupertlsmand – Golubchuk – Samuel (d.2008) and Dora and children, Percy and Miriam. I believe they were the last Jewish family to move on to Rupertsland. Samuel was at the centre of a controversial legal battle dealing with the question of who has the right to make end-of-life decisions. This case was widely written about.
468 Rupertsland – Beloffs
Lastly, at the end of the street, there was a corner store (700 McGregor) run successively by Jewish owners, Mandel and later Slutsky.
Interestingly according to my late mother, Paul Snider of Dorothy Stratton murder fame, apparently lived on Rupertsland Avenue for a period of time.
Rupertsland was not a Jewish island in West Kildonan. Immediately behind my parents’ house across the back lane on Enniskillen Avenue, there were the:
Bokauts with sons, Barrie and Brad. I remember walking back home with Barrie and his father from the Bnay Abraham synagogue on Shabbat mornings. Barrie went on to work for Foreign Affairs Canada. I believe Brad still lives in Winnipeg,
Lezacks whose son, Jack, is a hematologist in Winnipeg, and
Este and Morris Katz. Their sons, David and Philip, tragically past away at early ages.
On Smithfield, there were other Jewish families such as the Senenskys and Gorewiches (my father’s brother-in law and sister).
Over the decades the ethnic and religious composition of Rupertsland Avenue changed as the original inhabitants aged and they and their children moved to other areas. Many of the children left Winnipeg – often to Calgary, Edmonton, or Toronto. Consequently, the demographics and character not only of the street but also of the local schools, institutions, and West Kildonan have changed. On Rupertsland at its peak, probably a third as many Jews lived there alone as compared the number of Jews now living in the entire West Kildonan area (205) according to the latest census. Consequently, many of the local Jewish institutions have moved, closed, or amalgamated. When my parents, being the last Jewish family on that block of Rupertsland Avenue, finally left in 2014, it marked the end of an era for the street.
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Musings from Dizengoff Street – by Bruce Brown
(August 8, 2026)
Outside Basimta Café in Central Jerusalem. Love the red shirt against a tiny sea of black. Not sure I am shrugging because of the ultra-orthodox uproar over a Jerusalem café operating on Shabbat or the lack of an ultra-orthodox uproar over a Jerusalem café operating on Shabbat. For the last six weeks Israeli headlines shouted about the cafe chaos. With the ultra-religious blocking entrances and storming the café. While shouting ‘Shabbos! Shabbos!’ Upsetting the secular amongst us just wanting to enjoy our Saturday iced matchas. So the wife and I thought we would check it out. And. Yes. Buy something to support the business. Uproar. Not. Blocked entrances. Not. Storming the café. Not. Albeit there were police barriers separating the devout protesters from the coffee drinkers. The protesters being just a few dozen black clad, pious Jews. Mostly teenagers. And yes. Shouting ‘Shabbos! Shabbos!’ Certainly underwhelming in its reported mayhem. Reminds me of the famous saying misattributed to Mark Twain – “If you don’t read the newspaper, you’re uninformed. If you do, you’re misinformed.” But I did enjoy my iced matcha.
(August 6, 2026)
Here we go again. Another round of forever negotiations. As someone who negotiates for a living. The way things are going in the straits. If I had to recommend a book on the subject to a new hire. Between The Art of the Deal, A Presidential Edition by Donald J. Trump or The Real Art of the Deal by the Mullahs of Iran with a special forward by the IRGC. Well. I would choose the latter.
(August 3)
Bravo Yoav Segalovitz, Liberal Yesh Atid MK and Monsour Abbas, United Arab Ra’am MK and party head. For breaking a glass ceiling where a Jewish lawmaker joins an Arab political party. No less a political earthquake in my little shtetl. Which can significantly impact coalition block arithmetic and posturing and strategy in the upcoming elections. Now Ra’am can be considered a legitimate ‘Zionist’ partner when forming coalition blocks and potentially pushing the ‘center left/right’ party over the 60 seat majority threshold. In our crazy parliamentary democracy defined by a multi-party (about fourteen!!), proportional representation system. To paraphrase Winston Churchill, Israel’s proportional representation model of governance is the best parliamentary democracy system except for all other forms of working democracies. Stay tuned for more amateurish political musings as we move towards Israel’s 26th national election – five of them held since 2019.
(August 1)
Although both sides say they are open to diplomacy. Neither really trusts the other. And American military action, or its threat, continues. I read headlines in the middle of the night -it’s a nervous habit lately– that the Dynamic Duo of Trump and Netanyahu may again strike in unison. Possibly this weekend. Yikes! Prompting me, at 2:30 AM, to dash around the house stocking my safe room. Bottled water. Canned food. Medicines. Documents. The beat goes on….
If it’s crazy here. It’s insane in Italy. With a recent online ‘Jew Hunt’ in the Milan area. Before being removed, the digital forms urged reportings of Israelis and Italian Jews staying in local hotels. The infamous Global Sumud Movement -yes, the one coordinating ‘peace and humanitarian’ flotillas to Gaza- was somehow connected. Although they deny involvement?! This deranged decree was looking to identify Zionist tourism and Zionist neo-colonization in Italy. I’ll stick with stocking the saferoom.
Then there’s New York Mayor Mamdani, a Global Sumud Movement supporter, threatening to arrest Prime Minister Netanyahu if he comes to New York. But since discovered he has no legal right for such a grandstanding, antisemitic, anti-Israel, anti-Western, anti-democratic antic. Maybe Mandami should be arrested! Or at least impeached. For being a grandstanding, antisemitic, anti-Israel, anti-Western, anti-democratic mayor.
Here’s a post Bruce sent us Friday, July 31:
WARTIME MUSINGS
Should credible threats against FLOTUS and ‘FSOTUS’ (first son..) not be justification to attack first.
As for yesterday’s summit. Netanyahu really can’t win. Explainer. If Trump now attacks without victory its ’cause of Netanyahu. If Trump now attacks with victory its ’cause of Trump. And, in Israel, if Trump doesn’t attack -victory or not- Netanyahu failed in his eighth meeting with Trump. And if Trump does attack -victory or not- half the country will vilify Bibi anyway. Missing a permutation?
Ya. I know. Kinda’ need a definition of victory for that musing to work.
And here in my little shtetle. We go to sleep unsure if there will be a code red in the middle of the night. And if not. We wake up thinking it will be tonight. How do you define stress?
Seemed like an appropriate way to end this musing.
Bruce Brown is a former Winnipegger who made aliyah to Israel over 35 years ago. Bruce first began writing for us – in his own inimitable style, in 2012, during what was known as “Operation Pillar of Defense.” His occasional musings on aspects of life in Israel that were far from what you’d typically read in other reports from Israel were hugely popular – both in the print Jewish Post & News and on this website.
We’re now glad to report that Bruce is back writing for us – this time on a regular basis. We will post Bruce’s reports as they arrive – with the date of each post at the beginning of that post.
Here’s some information about Bruce – and awards he’s received for his writing:
Bruce Brown. Canadian born. Now living in Israel (for a long time). Bruce works in Israel’s hi-tech sector by day and, in spurts, is a somewhat inspired writer by night. He received the American Jewish Press Association’s award for writing excellence in 2019 and 2025. And wrote the 1998 satire, “An Israeli is….” Bruce’s musings are political, social, economic and personal. With lots of biting, contrarian, sardonic and irreverent insight.
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