West Michigan Real Estate

Born here. Selling yours.Finding your next.

Move-up specialist serving Plainwell, Kalamazoo, Gun Lake, and Southwest Michigan.

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Jason O'Brien, REALTOR

Jason O'Brien · REALTOR®

I'm a Plainwell native who does both sides of your move.

I grew up here. My family's been in Southwest Michigan for three generations.

I sell your home and find your next one in parallel — so you never have a “now what?” moment in the middle of a move.

60+ homes sold·#1 in West Michigan·#31 nationally

How a move-up works with me

Selling and buying in parallel — without the gap in between.

01

We figure out what your home is worth

I run a real CMA on your current home so we know your budget before we start.

02

We find your next one

I search on your behalf, set up showings around your schedule, and write offers ready to win.

03

I coordinate the close

Your sale and your purchase happen in parallel. You don't end up homeless between them. Backup plans in place if timing wobbles.

Currently on the market

IDXA snapshot of active listings in West Michigan.

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What clients say

Jason helped us navigate the Homes for Heroes® program and made both our sale and purchase seamless.
Rebecca R. · Southwest Michigan
Incredibly helpful answering our questions and guiding us through the process of selling our home and purchasing our next one.
Kristen F. · Southwest Michigan
Jason's strategic approach to listing our home resulted in multiple offers and a quick sale.
Kasey B. · Southwest Michigan
Efficient, communicative, informative, and friendly. Jason helped us sell multiple properties over the years.
Meghann D. · Southwest Michigan

Move-up questions, answered

The things people ask me before they list.

  • No. Most of my move-up clients close on both within days of each other. I run your sale and your search in parallel — by the time you find the next home, your current one is usually already under contract.

  • We price it right from day one and present it like a luxury listing regardless of price point. Most of my listings move in under 30 days. If something stalls, I have a tested process for adjusting strategy fast — and I'll tell you exactly what's working and what isn't.

  • We build the timing into both contracts from the start. Either the dates line up exactly, or we negotiate a short post-close occupancy with the buyer of your current home. I've never had a client end up without a roof.

  • Yes. There are a few ways — sale-of-home contingencies that are friendlier than buyers think, bridge financing, or in some cases a non-contingent offer once we know your home will sell. I'll talk you through what fits your situation.

Have a question I didn't answer? Text me

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