REAL ESTATE EXPERTISE FOr LIFE'S NEXT CHAPTER

Downsizing should feel uplifting!

A later stage move should feel like a new beginning, not an overwhelming to-do list. Trusted Transitions brings intention, compassion, and expertise to every downsizing move and estate sale, so you can focus on what's ahead, not what needs to get done. Homegrown in Toronto. Proudly Canadian.

BOOK A FREE CONSULTATION

FULL

Service Management

ONE

Point of Contact

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Surprises

HOW WE HELP

Wrong Place. Right Time.

Is this you? You're ready to downsize but you don't know where to start, or you're helping a parent through a transition they can't face alone. Or maybe you have the responsibility of settling an estate and have no idea how to manage a property sale on top of everything else. Whatever brought you here, we're here to help.

Right-Sizing Your Home

You’ve built a life in this home. Now you’re ready for something that suits your life today, not where you were years ago. We make the move feel manageable, not monumental.

Helping an Aging Parent

You're juggling your own life while trying to support a parent through a major change. We become your family's on-the-ground team, coordinating everything so you can focus on what matters.

Estate & Executor Sales

Settling an estate is emotionally and logistically demanding. We work with executors and families to prepare, price, and manage all aspects the property sale with professionalism and care.

what we manage

Everything the Sale Actually Requires

We project-manage the entire process, getting your home market-ready so you're not making dozens of decisions alone.

Phase 1

Property Appraisal & Pricing

We provide a thorough market assessment and pricing strategy that reflects both current conditions and buyer expectations in your neighbourhood.

Phase 2

Decluttering & Content Management

We coordinate professional decluttering, donation pickups, content sales and auctions, helping families make decisions about cherished items with dignity.

Phase 3

Home Repairs & Refreshes

From touch-up painting to handyman repairs, garden clean-up to minor renovations, we bring in trusted tradespeople to get the job done right and on budget.

Phase 4

Professional Staging

We stage homes beautifully to create warmth, space, and a welcoming first impression, proven to attract more offers and stronger prices.

Phase 5

Marketing & Photography

We tell your home's story through professional photography and compelling listing copy, backed by a targeted marketing strategy that reaches serious buyers.

Phase 6

Negotiations & Closing Support

We advocate fiercely for your interests at the table and guide you through every closing step, right up to the day the keys change hands.

how it works

From First Call to Final Sale

We start with a conversation, not a contract. Here's what working with us looks like, step by step.

Free Consultation

We come to you, no cost, no pressure. We listen first, then share what's possible.

Custom Transition Plan

We build a tailored roadmap covering timeline, services needed, and realistic costs.

Prepare the Home & List

We coordinate all prep work – decluttering, repairs, staging – on your behalf.

Sold. What's Next?

We help connect you to resources for your next chapter, enabling you to move forward with confidence.

YOUR TEAM

Two Agents. One Unified Experience.

Andrew and Evelyn built Trusted Transitions around something they witnessed time and again: clients with full lives, full houses, and an overwhelming list of things to sort out before a sale could even begin. So, they created a team to simplify the process.

Andrew Deacon

Realtor®, Co-Founder

Harvey Kalles Real Estate Ltd. Brokerage

With over 25 years as a reputable Toronto Realtor®, Andrew has been a trusted guide for older adults and their families navigating the emotionally charged move to downsize. As a Seniors Real Estate Specialist (SRES®), Andrew understands the decades of memories, timing considerations, and decisions that extend well beyond the sale. His deep market knowledge and sharp negotiating instincts keep clients well-positioned, while his connections to trusted estate services and downsizing resources mean nothing falls through the cracks. He has a genuine interest in people's life stories and a natural-born patience that help clients feel heard and never rushed. When he's not guiding families through their next chapter, you'll find him cheering on the Toronto Argonauts or enjoying time with his loving wife and kids.

(416) 908-5469

andrew@trustedtransitions.ca

Evelyn M. Roberts

Realtor®, Co-Founder

Harvey Kalles Real Estate Ltd. Brokerage

Evelyn is a respected real estate professional known for her leadership, integrity and client-focused approach. With her Seniors Real Estate Specialist (SRES®) designation and over a decade as a Toronto Realtor®, Evelyn has a gift for helping older adults and their families navigate the complexities of a long-time family home sale, including the transition to new seniors living arrangements. She brings a positive, energetic approach to client advocacy, and her sharp negotiating skills and keen eye for detail means every decision is well-informed. Away from real estate, Evelyn is a loving wife deeply devoted to her family and community, and has spent many years mentoring young women and leading women's groups, reflecting her passion for investing in the lives of others.

(416) 884-1442

evelyn @trustedtransitions.ca

client stories

What Our Clients Are Saying

5 STAR REVIEW

"After 61 years, our parents' home was filled with a lifetime of belongings. Andrew and Evelyn helped our family get out of our own way and start moving forward. They coordinated the entire decluttering process, then marketed the home so effectively, it sold over asking. We were very grateful to have them in our corner.”

Trevor T., Toronto

5 STAR REVIEW

"Owning a property from out of province had become more than I wanted to deal with at this stage of my life in retirement. Andrew handled everything to do with the sale - and then some! He communicated regularly and clearly every step of the way, patiently providing statistics and information to help me understand the ever-challenging market. He made sure I walked away with what I needed from the sale. I can't imagine doing this from a distance without someone I could genuinely trust.”

Wendy R., Calgary

5 STAR REVIEW

“We had worked with Andrew for a long time and had actually given up hope when we found a house we liked. Andrew expertly stickhandled our way through a short but stressful buying process. His personal relationship with other realtors and his invaluable advice on an appropriate offer and closing date ensured we secured our dream retirement home! In addition, Andrew sold our condo at close to asking price in record time and in a falling market. All in all, a very good experience.”

David W., Toronto