A classic Central Indiana brick colonial home in autumn light
Teddy Conn
Conn Real Estate LLC
Central Indiana·Senior Rightsizing & Legacy

The next chapter doesn't have to mean leaving everything behind.

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.

Talk it through with Teddy

Just a conversation. No paperwork, no pressure.

240+ closings since 2020
KW Real Estate Planner trained
Based in Greenwood, Indiana
You probably landed here for one of two reasons

Wherever you're standing, you're in the right place.

You're thinking about your own next move.

Maybe the yard is getting to be too much. Maybe the stairs aren't what they used to be. Maybe you've been saying “I'm just going to stay here” for a while now, and a quiet part of you is starting to wonder. It's okay to not know where to start. That's what I'm here for.

See what my options look like

You're worried about a parent.

You'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 possible
The Frame

A different way to think about the move.

Most agents talk about square footage and price. I think about equity, dignity, and what gets left behind for the people you love.

Rightsizing

Matching the home to the chapter of life you're actually in. Not bigger. Not smaller. Right.

Asset Liberation

Unlocking the equity that's currently sitting inside walls, roof, and lawn, so it can fund the life you want to live.

Legacy Curation

Thoughtfully choosing what represents you. Not sorting what to throw away. There's a real difference.

See how this could protect my equity

Free 15-minute chat. Nothing to sign. Nothing to commit to.

Bite-sized steps, in the right order

You don't have to figure this out alone.

A warm traditional Midwest living room in afternoon light
“We feel stuck.”
I hear that almost every week. You aren't stuck. You just haven't seen the path yet.
  1. 01

    We sit down and talk it through.

    No paperwork. No spreadsheets. Just listening, so I understand what matters to you and your family.

  2. 02

    We map the financial picture.

    Equity, capital gains exclusions on a primary residence, timing, and what the next chapter actually costs. Clear numbers, plain language.

  3. 03

    We sort the house, calmly.

    Decades of belongings handled with care, using my vetted network of attorneys, contractors, movers, and auction services.

  4. 04

    We list, sell, and land softly.

    I handle the negotiation and the moving pieces, so you can focus on what comes next.

Get a real plan for what comes next

Complimentary. Confidential. No obligation.

Why families trust me

Quiet credentials. Real experience. A different posture.

240+ closings since 2020

Forty or more transactions every year, with families who needed it done right.

KW Real Estate Planner trained

Keller Williams designation focused on estate, downsizing, and legacy work.

Vetted vendor network

Attorneys, contractors, movers, and auction services I trust with my own family.

Capital gains literacy

I teach the primary-residence exclusion so equity isn't lost to taxes or deferred maintenance.

Neutral family mediator

When adult children are stretched or out of state, I become the steady third party.

Ministry-informed approach

Years of ministry and business leadership. Integrity first. No high-pressure sales, ever.

Start the conversation

It is just a chat. No commitment.

Teddy Conn

Teddy Conn
Conn Real Estate LLC at Keller Williams Indy Metro Partners

About me

I see this work as a calling, not a transaction.

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.

That's why I've 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've built. And to help your family land softly in whatever comes next.

Serving Families. Helping You Find Home. Better Together.

Talk it through with Teddy

Just a conversation. No paperwork, no pressure.

Common questions

The things most families ask first.

Is this really free?

Yes. The first conversation is complimentary, confidential, and there is nothing to sign. If we never work together, you still walk away with a clearer picture.

I'm not ready to sell. Is it still okay to talk?

Absolutely. Most of the families I serve aren't ready when we first meet. Many talk to me a year or two before they make any decision. That's how it should work.

What about capital gains on the house?

There are real protections on the sale of a primary residence, and a lot of equity gets lost when families don't know about them. I'll walk you through how the timing affects what you keep.

We've lost a loved one. Can you help with the belongings too?

Yes. I'll coordinate my vetted network of attorneys, movers, auction services, and contractors so you don't have to source ten different professionals during an already heavy season.

I'm an adult child living out of state. How does that work?

I handle the on-the-ground work so you can focus on your parent. Many of my families have at least one adult child out of state. I stay in regular contact with everyone and keep the process moving without you having to fly in.

A Central Indiana home at golden hour in autumn
When you're ready

When you're ready, I'll be here.

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.

Start the conversation

Complimentary. Confidential. No obligation.

Prefer to call? 765-617-9007