Raspberry & Oak Investments | Real Estate Investor and Developer in Oregon
Kelsie, Raspberry & Oak developer, at a front door holding rolled blueprints
Real estate investor and developer

Rooted in community.
Building for generations.

Finding potential in places others might overlook, and building it into homes and spaces people are glad to be in.

Let’s Break Ground
Kelsie with her two children outside a Salem storefront

Meet
Kelsie

Hi, I’m Kelsie! I grew up around real estate investing and construction, with two teacher parents who were also investors. Today I’m a full time real estate investor and developer, building new housing, revitalizing commercial spaces, and raising three kids along the way.

Story Time!

Finding Potential
in Places Others
Overlook.

At the heart of what I do is real estate development. I focus on residential and commercial projects, creative financing, and revitalizing underutilized properties, especially the ones that take a little imagination.

Featured project • Monmouth, Oregon

A 15 Unit Cottage Cluster, Built From the Ground Up.

One of the projects I’m most proud of. It was my first ground up multifamily development. I did it with 100% financing, secured a $2.5 million construction loan, and completed it in just 11 months.

  • 15Cottage units
  • 100%Financing
  • $2.5MConstruction loan
  • 11Months to complete

Beyond the financial accomplishment, I’m proud that we created new housing in a community that needed it and showed that smaller scale development can be both financially viable and thoughtfully designed.

Read my story
What I do

More Than Buildings.

It’s about recognizing potential, creating value, and being willing to take an idea from something that exists only in your imagination to something real that other people get to experience.

01

Residential and commercial.

New housing, older commercial buildings reimagined, and spaces that help other small businesses grow.

02

Creative financing.

A lack of traditional resources doesn’t always mean a lack of opportunity. Sometimes it just means a different structure, the right relationships, and a willingness to think creatively.

03

Revitalizing underutilized properties.

I don’t look at a property and ask what I can afford to do with it. I ask what it could become, then work backward to make it happen.

I ask what it could become and then work backward to figure out how to make that happen.

Kelsie
Now in downtown Salem

Where People Connect, Businesses Grow, and a Block Comes Alive.

I’m expanding into commercial redevelopment and community focused spaces in downtown Salem, including a coworking and business community designed to bring entrepreneurs, creatives, and small business owners together. Alongside that, I’m working to bring new life to existing commercial spaces through synergetic businesses and services.

Catch Me On

Big Ambitions.
Real Projects.

I share the financing, the challenges, the mistakes, and the successes to make real estate development feel more accessible. I especially love encouraging women and mothers who have big ambitions but might not yet see themselves in construction and development.

Here to
Keep It Real.

@rei.odyssey
Kelsie laughing with her son over coffee Fresh flowers on the table with Kelsie and her daughter behind Kelsie walking with her kids, black and white Kelsie and her kids arranging flowers, black and white
Kelsie, Raspberry & Oak developer, in an R&O Investments cap and safety vest on a cleared building lot
Meet Kelsie

Get to
Know Kelsie

Real estate investor, developer, and mom of three.

My business is about more than buildings. It’s about recognizing potential, creating value, and taking an idea from something that exists only in your imagination to something real that other people get to experience.

Kelsie with her two children in a soft cream studio
Where it started

Raised Around
Real Estate.

My parents were both teachers and real estate investors. They taught me early on to be frugal, resourceful, and creative with money. Long before I knew what the BRRRR method was, I was watching them buy, renovate, rent, refinance, and repeat.

I didn’t go straight into real estate. I’ve always been creative, so I earned my Bachelor of Fine Arts in Sculpture and later my Master’s in Teaching. I taught abroad in China and then taught art here in Oregon.

After becoming a mom, I started exploring real estate investing more seriously. I wanted financial freedom for my family and a career that let me be both an involved mother and an ambitious businesswoman.

Biggest milestone

A 15 unit cottage cluster in Monmouth, Oregon. 100% financing, a $2.5 million construction loan, and 11 months to complete.

Nothing was wasted. It all added up, even when I couldn’t see how it would connect.

Kelsie

Sometimes you have to do the difficult thing first, and the confidence comes afterward.

Kelsie

I want to be known not for how much I’ve built, but for the value I’ve created along the way.

Kelsie

How I Got Here

  1. 2020

    • Wholesaled and structured my first creative deal
  2. 2021

    • Bought my first development property
  3. 2024

    • Went to my first real estate event and meetups
    • Started my cottages with an infinite cash on cash return
  4. 2025

    • Completed and stabilized the cottages
    • Created $1.6M in equity on a project I started with $0
  5. 2026

    • Scaled with partnerships & private money
  6. Now

    • Full time real estate investor and developer
    • Still raising private capital for our next projects

Swipe to see more

What I do

Finding Potential in Places Others Might Overlook.

Residential and commercial projects, revitalizing underutilized spaces, and creating opportunities for other small businesses and the communities around them.

Start with what it could become.

I don’t ask what I can afford to do with a property. I ask what it could become, then work backward.

Creative financing.

A lack of traditional resources doesn’t always mean a lack of opportunity. Sometimes you just need a different structure.

Community focused spaces.

In downtown Salem I’m working on commercial redevelopment and a coworking community for entrepreneurs, creatives, and small business owners.

Why I build

A Big, Fulfilling Life for My Family.

Kelsie holding her son while her daughter takes her hand outside a storefront Kelsie and her daughter sharing a quiet moment behind fresh flowers Kelsie walking with her kids, black and white
Was it easy?

Absolutely Not.

And I don’t think I’d have learned nearly as much if it had been!

Confidence.

I grew up around real estate and still struggled to give myself permission to step into the future I wanted. You can have so many of the tools you need and still be the person standing in your own way.

Financing.

I didn’t start with millions of dollars. I had to learn how to structure deals and convince people to believe in projects that sometimes existed only on paper.

Motherhood.

I’m raising three young children while managing construction projects, and there is no magical balance. Learning to give myself grace while still being ambitious has been a huge part of my growth.

Everyday development.

Delays, unexpected expenses, permitting, and a long list of problems to solve. Being a developer means being willing to find the answers and keep moving forward.

I still have moments of doubt, but I trust that I’m resourceful enough to find a way through most challenges.

What shapes me

What I Read, What I Hear, and Who I’m Around.

Books

The Alchemist, Fahrenheit 451, Animal Farm, and Shoe Dog. All very different, which is why I love them.

Podcasts

Deal Junkies and Realized Gains for real deals and creative financing. Toni and Ryan when I just want a good laugh.

People

I genuinely believe you can learn something from almost anyone. It’s the accumulation of all those little bits of knowledge over time.

Have a Project in Mind?

Or want to talk partnership? I especially love encouraging women and mothers with big ambitions who might not yet see themselves in construction and development.

Kelsie at the front door of a home, holding rolled plans and her bag, ready to get to work

Become a
Partner!

Sit back and invest, or jump in as an active club member. You pick!

Invest Without
the Stress

Short on time? Focused on your 9 to 5? Passive partnerships may be exactly what you’re looking for. Here are the two types:

Equity Partnerships.

Like the sound of more upside? In exchange for your investment, you get part ownership. The better the property performs, the better your return!

Sounds like me

Debt Partnerships.

Think of yourself like the bank. In exchange for lending, you earn a fixed interest rate. We handle the work while you collect “mailbox money.” Investing without the headaches.

I want that

Frequently Asked Questions

How is private money secured? +

Private investments can be secured a few ways, most commonly through a personal guarantee backed by the borrower’s assets, or a mortgage that ties the loan to the physical property. Documents vary by deal, amount, structure, and investor preference.

What kind of returns are typical? +

Returns vary widely deal to deal, especially in an equity position where returns move with performance. If you’re curious about current opportunities, fill out the contact form and let’s chat!

When do I get my money back? +

Lending terms typically range from under a year to a few years, depending on the project.

How much do I need to invest? +

Minimums vary by deal. Reach out and we’ll walk through what’s open right now and whether it fits your goals.

I want to raise private money for MY deals. How do I learn? +

Learning to raise private capital was the key to growing my business fast! I created a workshop that teaches the ins and outs of finding, raising, and using private money.

Let’s Grab Coffee
and Talk Deals.

Tell me what you are looking for and I’ll reach out personally with what is open right now.

Partner With Me

Nothing here commits you to anything. It just gives me enough to bring you something worth your time.

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I read every one of these myself. Expect to hear from me within one business day so we can find a time to talk.

Rather reach out directly? Book a coffee chat WhatsApp [email protected]
Say Hello

Let’s Talk.

Question about a project or a partnership? Send it over. It lands straight in my inbox and I answer every one.

Send Me a Message

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Thank you for reaching out. I’ll get back to you within one business day, usually sooner.