I help families across Greenwood and greater Indianapolis make calm, dignified decisions about the family home. No pressure. No paperwork. Just a real conversation about what comes next.
Complimentary. Confidential. No obligation.
You probably arrived here for one of two reasons. Both of them are reasons to keep reading.
Maybe the yard is getting to be too much. Maybe the stairs aren't what they used to be. Maybe you've been saying you're just going to stay here for a while now, and a quiet part of you is starting to wonder. It is okay to not know where to start. That is what I am here for.
See what my options look likeYou've noticed the house is getting harder to keep up. You may live out of state. There may be siblings with different opinions. You want to protect them without taking over, and you want to do it with dignity. I step in as the neutral, compassionate third party so you don't have to carry it alone.
Walk me through what's possibleThree movements. Click any card to see how the conversation actually unfolds.
We sit down and talk through what you are facing. No paperwork. No pressure. Just clarity.
Most of our first conversation is me listening. I want to understand what the home means to you, who else is part of the decision, and what you actually want the next chapter to feel like. By the end of it, you will know whether I am the right fit, and you will have a clearer sense of your own thinking.
“You do not owe me a decision. You only owe yourself an honest conversation.”
We look at what your home is actually worth today, what the move could net you, and what your next chapter could cost.
I walk you through your equity in plain language. We talk about the capital gains exclusion on a primary residence, estimated selling costs, and what the math looks like in two or three different scenarios. The goal is not to sell. The goal is to give you numbers you can trust.
“If the numbers do not work, we say so out loud. That is the whole point.”
Attorneys, contractors, movers, auction services. My network steps in so your family does not have to.
When you are ready to move, my vetted network does the work most families dread. Decades of belongings, repairs, staging, the move itself. I coordinate it all so your family is not lifting boxes or chasing contractors during an already heavy season.
“Nobody should have to carry forty years of belongings by themselves.”
Complimentary. Confidential. No obligation.
“We feel stuck.”
No paperwork. No spreadsheets. Just listening, so I understand what matters to you and your family.
Equity, capital gains exclusions on a primary residence, timing, and what the next chapter actually costs. Clear numbers, plain language.
Decades of belongings handled with care, using my vetted network of attorneys, contractors, movers, and auction services.
I handle the negotiation and the moving pieces, so you can focus on what comes next.
Complimentary. Confidential. No obligation.
Three things I wish every homeowner over fifty heard before they signed anything.
The belongings, the family conversations, and the question of where you go next are what stall most decisions. If your agent is only talking to you about list price, they are skipping the part that actually matters.
Selling at the right moment protects your equity. Waiting too long lets deferred maintenance and rising costs quietly drain what you have built. Selling too early can mean leaving money on the table. The timing question is the real conversation.
Your primary residence may qualify for a capital gains exclusion that protects a significant portion of your sale proceeds. Most homeowners I meet are not aware of how this works. It is one of the first things we talk through.
Complimentary. Confidential. No obligation.
You are not losing a home. You are trading square footage you no longer use for time, energy, and equity you can finally put to work.
I do not call this downsizing. I call it right-sizing. The grandkids' college fund. The trip you have been putting off. The peace of knowing your family is not going to inherit a project. That is what this chapter is for.
You have raised a family in this house. You are ready for something that fits the life you actually live now.
When a spouse passes or health shifts, the home becomes a different conversation. I walk families through it with patience and a plan.
You are watching your parents carry something they should not have to carry alone. I step in as the neutral guide so your family stays intact.
Decades of equity deserves a strategy. I help families protect it through the transition and into the next generation.
Complimentary. Confidential. No obligation.
Move the sliders. Watch the numbers update. This is a quick illustration, not a quote. The real conversation happens at the kitchen table.
Illustrative only. Selling costs estimated at 7%. Capital gains exclusion applies to a primary residence under IRS Section 121. Confirm with a tax professional.
This is the conversation most agents skip.
Walk me through my numbers
Teddy Conn
Conn Real Estate LLC at Keller Williams Indy Metro Partners
Before real estate, I spent years in ministry leadership. I sat with families through hard seasons and learned how much weight a house can carry. Memories, marriages, raising kids, losing loved ones. A home is never just a building.
A home is never just a building. It is the record of a life.
That is why I have built my practice around seniors, empty nesters, and the adult children helping aging parents. I pair a business background and Keller Williams Real Estate Planner training with the patience of someone who has walked families through bigger things than a closing date.
My job is to take the burden off your shoulders. To explain every option in plain language. To protect the equity you have built. And to help your family land softly in whatever comes next.
Complimentary. Confidential. No obligation.
Forty or more transactions every year, with families who needed it done right.
Keller Williams designation focused on estate, downsizing, and legacy work.
Attorneys, contractors, movers, and auction services I trust with my own family.
I teach the primary residence exclusion so equity is not lost to taxes or deferred maintenance.
When adult children are stretched or out of state, I become the steady third party.
Years of ministry and business leadership. Integrity first. No high-pressure sales, ever.
Drag the handle. The same room, before and after my team and I get involved. Decades of belongings handled, repairs done, room staged. None of it falls on your family.
Americans turn 65 every day. The right time to plan is before the decision is forced.
Years guiding Central Indiana families through real estate transitions, with 40+ families served each year.
The number of conversations it takes to know whether this is the right next step for you.
Teddy never once made us feel rushed. After Mom passed, he sat with us at the kitchen table and walked us through what was actually possible. The house sold above asking and we never lifted a box.
We thought we were ready to sell, and Teddy told us honestly that waiting six months would put us in a stronger position. He was right. No other agent would have said that out loud.
His network handled everything. Estate sale, repairs, movers, even helping coordinate with Dad's attorney. It was the first time in two years our family did not feel underwater.
Most of the people I talk to are not ready yet. That is exactly the right time to have the conversation. We map out what your options look like so you can move at your pace when the moment is right.
That is the conversation I have most often. Where you go next is not an afterthought. It is the starting point. We work backward from the next chapter you actually want.
There is a capital gains exclusion on a primary residence that protects a significant portion of your sale proceeds in most cases. We walk through exactly how it applies to your situation.
My network handles it. Auction services, estate sales, contractors, movers. You do not coordinate any of it alone.
From our first conversation to closing, families typically move on their own timeline. Some take a few weeks. Some take two years. Both are normal.
I work with families across Marion, Johnson, and Morgan Counties. Based in Greenwood, on the road most days.
No pressure to decide today. No commitment of any kind. Just a calm conversation about what your options actually look like, and what might come next for your family.
Complimentary. Confidential. No obligation.