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What If You Didn’t Have to Sell the Family Vacation Home?
I thought selling was the only option. It wasn’t. Here’s how co-ownership could’ve changed everything.
I’ve been getting great questions from readers lately and we want to hear yours too.
What’s your biggest hesitation around co-owning a vacation home? |
Thanks for being here, let’s dive in!
– Doug

Featured Property: Madeira Beach, Florida
Steps from the sand. A wraparound balcony for ocean breezes. And 26 weeks a year to call it your own.
This fully renovated 2-bedroom, 2-bath condo sits right on the beach in Madeira — one of Florida’s most beloved coastal towns. With three private balconies (including one that wraps around the oceanfront), it’s the kind of place that makes every morning feel like a getaway.
Inside, it’s all been redone: new plumbing, new HVAC, new windows and sliders, high-end appliances, granite countertops, and an open kitchen built for hosting. No carpet, no stress — just turn the key and relax.
Here’s the setup:
2 shares total → 1 still available
Each share gets you 26 weeks per year
Short-term rentals allowed
Fully furnished, professionally designed, and ready to enjoy
$575,000 per share
Estimated monthly costs: $1,376
Total cash at closing per share: $511,750
This is a rare opportunity to own 50% of a million-dollar beachfront condo — with none of the maintenance headaches and all the upside of personal use or rental income.
Want to take a closer look?
Previous Properties:
Inheriting A Vacation Home
Most of the time, when people come to Plum, they’re thinking about a second home or an investment.
But sometimes, it’s about something deeper like holding on to a place that already means a lot.
Co-ownership isn’t just about buying a new vacation home. Sometimes, it’s about keeping one in the family.
What I Wish We’d Known
When my parents passed, they left behind a condo in Pawleys Island. It wasn’t just real estate, it was a place filled with memories. Long weekends. Holidays. A dozen sandy flip-flops by the front door.
When it came time to decide what to do, only one of my siblings really needed the money. The rest of us would’ve loved to keep it.
But we didn’t have a way to make that work.
So we sold it.
It felt like the only option at the time.
Looking back, I realize we could’ve done something different. We could’ve sold just one share — let the sibling who needed out take their equity — and the rest of us could’ve stayed in.
What That Looks Like Today
I’m working with a family right now in a similar spot. They inherited a lake house from their parents. Some of them want to keep it. Others want to sell.
And with co-ownership, they can do both.
We helped them form an LLC. That LLC will own the house. Then, we will structure it into ownership shares and only the shares that need to be sold are sold.
The rest of the family can keep using the home, without having to buy out their siblings or take on debt.
It’s simple. But more importantly, it gives people options.
A Flexible Solution for Real Life
This is one of the most powerful things about co-ownership. It’s not just for people dreaming about a second home.
It’s for people who want to hold on to a place they already love.
It’s for families who want to keep their memories without getting stuck in a dead-end decision.
It’s for anyone who needs a creative way to navigate a complex situation.
Every family is different. Every situation is personal.
But co-ownership gives people choices, especially when emotions, money, and memories are all tied together.
Regardless of what is driving the decision for co-ownership, the process is the same:
✅ We form an LLC
✅ We draft an operating agreement
✅ We structure the group based on what you need
If you missed it, we broke down the full process in a past issue.
If you’re navigating something like this — or even just thinking about what’s possible — I’d love to hear your story.
Sometimes a quick conversation helps more than you’d expect. Feel free to grab some time on my calendar.


Doug + The Plum CoOwnership Team
P.S. Want to take the next step? Here are three easy ways to get more out of Plum:
1. Got a question? Reply to this email or message me on Linkedin.
2. Curious about buying or selling a share? Book a call with me here
3. Just want to browse? Check out the latest listings on the Plum Marketplace