REALTOR® · Redmond, OR
Steady, expert guidance buying and selling in Redmond and Central Oregon
I help crowded-out sellers, tired landlords, downsizers, and buyers move forward with a real plan, not just a sign in the yard.
Why this works
Marketing is the part most agents skip
Listing a home puts it on the MLS and waits for someone else to bring a buyer. That is where most of the business stops. The homes that sell for more are the ones that get shown to the right people, in the right places, before the sign ever goes up.

How buyers actually find you
Relevancy, recency, proximity
Three things decide whether marketing reaches the person who is actually ready to move. Every page on this site is built to hit all three at once, which is why there is a page for each neighborhood and each situation instead of one page trying to cover everything.
- Relevancy
- Written for one situation at a time. A first-time buyer and someone settling a parent's estate are not the same person and should not read the same page.
- Recency
- Kept current. Market conditions from eighteen months ago are not information, they are decoration.
- Proximity
- Specific to the street, not the county. Redmond, Bend, Sisters, Terrebonne and the neighborhoods inside them.
Position. Impact. Conversion.
The E.P.I.C. framework
Four pillars on every home I take. Not a checklist of things agents are supposed to do, an argument for why your home ends up being the obvious choice on the market.
Equity
Not a CMA. Where you actually stand in the data, the negotiation, and the buyer's mind, said to you honestly before anything is public.
Presentation
Perception creates value, so I control the narrative. Photography, video and copy engineered before anything goes public, for a buyer deciding with their thumb.
Impact
I do not just list your home, I market it. Targeted campaigns that put your home in front of thousands who were not searching yet, instead of hoping the MLS does the work.
Campaign
You do not list a home, you launch it. Pre-launch buzz, a timed calendar, and offer sequencing, because the first week is the week you never get back.
Buying instead?
The R.E.A.L. framework
Most agents start by showing you houses. I start by getting you ready to win one, because the buyer who gets the good house is almost never the one who saw it first.
Ready
Pre-approved and represented before you tour anything, so you can act the day the right one appears instead of scrambling.
Educated
What your money actually buys here, honestly, before you fall in love with something out of range.
Aligned
Fewer homes, and better ones. I build the search on your real criteria and give you an honest verdict on each one.
Locked
Offer strategy, inspections, financing and closing, run so the ending is boring.
The situation you are actually in
Different circumstances, different plans
The fundamentals do not change. The sequence, the timing and how much coordination it takes change completely. Start where you actually are.
01 / SELLING YOUR HOME
The Seller's Advantage Home Selling System: Prepare, Position, Market, Negotiate, Guide
The Seller's Advantage Home Selling System: Prepare, Position, Market, Negotiate, Guide.
02 / DOWNSIZING
Less house, less upkeep, closer to family, at a pace that isn't rushed
Less house, less upkeep, closer to family, at a pace that isn't rushed.
03 / SELLING A HOME DURING DIVORCE
Neutral, steady handling when two people have to agree on a sale
Neutral, steady handling when two people have to agree on a sale.
04 / PROBATE AND TRUST SALES
Helping an executor or trustee sell, with the court and attorney timelines respected
Helping an executor or trustee sell, with the court and attorney timelines respected.
05 / SELLING A RENTAL PROPERTY
For landlords ready to sell and get their money out, priced right despite below-market rent
For landlords ready to sell and get their money out, priced right despite below-market rent.
06 / LAND AND ACREAGE
For sellers trading a crowded lot for land, quiet, and space, and for land sales themselves
For sellers trading a crowded lot for land, quiet, and space, and for land sales themselves.
07 / WHAT YOUR HOME IS WORTH
A real, honest number from someone who will tell you the truth up front
A real, honest number from someone who will tell you the truth up front.
08 / BUYING A HOME
Clear guidance and honest answers, so you can move forward with confidence
Clear guidance and honest answers, so you can move forward with confidence.
7 areas. 12 situations. One person who has done all of it before.
Where I work
Covering all of Central Oregon
From the blog
Local market insight
2026-10-14 · 6 min read
What First-Time Landlords in Central Oregon Should Actually Know
Buying a rental isn't the hard part. Financing it differently, running it inside Oregon's landlord rules, and screening every applicant the same way, that's where first-time landlords get surprised.
2026-10-13 · 6 min read
Buyer Agency Agreements in Oregon, Explained
Before an Oregon agent can show you homes, you sign a buyer agency agreement. Here's what it actually says, and why that paperwork works in your favor.
2026-10-13 · 5 min read
Is Culver, Oregon a Good Place to Retire?
Culver is a farming town minutes from Lake Billy Chinook, at a lower price point than Redmond. Here is what that means if you are thinking about retiring there.
2026-10-12 · 5 min read
What to Check Before You Buy a Rental Property in Redmond, Oregon
A good cap rate on paper doesn't tell you whether a Redmond rental is a good buy. HOA rules, Oregon's rent laws, and the age of what's inside the walls matter more than the spreadsheet.
2026-10-09 · 6 min read
Prineville, Oregon Real Estate: What Buyers Should Know
Prineville has been Crook County's seat since 1882, with its own identity apart from Redmond's growth. Here's what buyers should know before they look here.
2026-10-08 · 6 min read
Buying Land in Terrebonne, Oregon: What to Check Before You Do
Terrebonne is one of the places my land buyers ask about most. Here's what I actually check on a parcel before anybody writes an offer.
2026-10-06 · 5 min read
Everything You Like Is Out of Your Price Range in Redmond. Culver Might Not Be.
If everything you like in Redmond is out of your price range, Culver is one of the first towns I bring up. Here's the honest version, not the brochure one.
2026-10-04 · 6 min read
What It's Actually Like to Live in Terrebonne, Oregon
Terrebonne gets known for one thing: Smith Rock State Park. Here's what day-to-day life actually looks like once you're past the postcard.
2026-10-02 · 6 min read
Selling Your Home in Sisters, Oregon: How It's Different from Redmond
Sisters prices at a premium to Redmond, but it also sits longer. Here's the real difference for a seller: the pricing math, what buyers are actually buying, and two disclosures worth getting ahead of before you list.
2026-10-01 · 6 min read
Pre-Approval vs. Pre-Qualification: What Actually Protects Your Offer in Redmond
Pre-qualification and pre-approval get used interchangeably, but they protect you very differently when you're competing for a home in Redmond. Here's what each one actually means.
2026-09-30 · 4 min read
Redmond Kids: Color a Halloween Page, Win a Gift Card
A free Halloween coloring page, three age groups, and a $25 Herringbone Books gift card for each winner. Here's how to enter by October 19.
2026-09-29 · 6 min read
Why Drivers Don't See Trick-or-Treaters Until It's Too Late
Most drivers aren't careless on Halloween, they just don't see a dark costume in time. Here's what actually keeps trick-or-treaters safe in Redmond, from someone who spent thirty years in emergency medicine before real estate.
2026-09-28 · 6 min read
Buying a Home in Sisters, Oregon: Know What You're Paying For
Sisters costs more than Redmond, and most buyers already sense it. Here's what the extra money buys, what it doesn't change, and how to avoid an expensive mistake.
2026-09-25 · 6 min read
What It Actually Costs to Live in Redmond, Oregon
Redmond gets pitched as "affordable Central Oregon," and compared to Bend, that's generally true. Here's what actually drives the cost of living, and what I'd want you to check before you rely on any number you find online.
2026-09-24 · 7 min read
The Honest Pros and Cons of Moving to Redmond, Oregon
Every relocation guide reads like a brochure. Here's the version with the actual tradeoffs in it: wind, distance, and a smaller town alongside the space, the access, and the price.
2026-09-23 · 6 min read
What to Know Before You Buy Land in Central Oregon
Rural property in Central Oregon comes with homework a standard in-town purchase doesn't: wells, septic systems, and property lines. Here's what to check before you fall in love with a parcel.
2026-09-23 · 6 min read
Finding Your Neighborhood in Redmond, Oregon
"Best neighborhood" depends entirely on what you're actually looking for. Here's how I'd think through it, across all of Redmond, not one pocket of it.
2026-09-22 · 6 min read
Redmond vs. Bend, Oregon: Which One Actually Fits You
Bend and Redmond aren't competing for the same buyer. They're twenty minutes apart and genuinely different. Here's how to think about which one actually fits.
2026-09-21 · 7 min read
Buying Your First Home in Redmond, Oregon: What Actually Happens
First-time buyers usually feel some mix of excited and overwhelmed. Here's what actually happens, step by step, so the process stops feeling like a mystery.
2026-09-20 · 6 min read
Is Redmond, Oregon a Good Place to Invest in Real Estate?
Redmond's growth is real, and so are the risks of buying an investment property here on assumptions instead of numbers. Here's how to actually evaluate it.
2026-09-19 · 7 min read
How Downsizing Actually Works in Redmond, Oregon
Downsizing isn't just "buy smaller." Here's how the process actually goes, from the first closet you clear out to the home you end up choosing.
2026-09-18 · 6 min read
What Downsizing Actually Costs in Central Oregon
"Downsize and save money" isn't automatic. What you actually pay depends on your new interest rate, how much equity you roll forward, and the price of what you buy next.
2026-09-17 · 7 min read
Is Downsizing Right for You? Central Oregon's Real Questions
Downsizing isn't right for everyone, and it's not always right yet even for people it's eventually right for. Here's how to actually tell.
2026-09-16 · 6 min read
Should You Sell First or Buy First When You Downsize?
There's no universally right order for selling your current home and buying your next one. Here's how the three real options actually work.
2026-09-15 · 6 min read
Where Central Oregon Downsizers Actually End Up
Some downsizers stay a few minutes from where they started. Others use the move as a chance to relocate entirely. Here's how to think about where you'd actually land.
2026-09-14 · 6 min read
Is Now a Good Time to Buy a Home in Central Oregon?
"Should I wait for rates to drop" is the wrong question by itself. Here's a more useful way to think about timing your purchase.
2026-09-13 · 6 min read
What Actually Happens After Your Offer Is Accepted
Getting your offer accepted feels like the finish line, but it's really the start of a new sequence. Here's what happens next, and roughly when.
2026-09-12 · 7 min read
What It Actually Costs to Buy a Home in Central Oregon
The 20% down payment "rule" isn't a rule. Here's what actually determines what buying a home costs you upfront and every month.
2026-09-11 · 6 min read
What to Expect From a Home Inspection and Appraisal in Oregon
Almost every home, even a new one, comes back from inspection with a list of notes. Here's what that actually means, and what an appraisal is protecting you from.
2026-09-10 · 7 min read
How to Actually Win a Home in a Competitive Market
Price is one lever, not the only one. Here's what actually helps a seller pick your offer, and how to come back stronger if you lose one.
2026-09-09 · 7 min read
Choosing the Right Agent, Home, and Neighborhood in Central Oregon
Three decisions shape a home search more than any other: who represents you, how you tour, and what you actually check in a neighborhood.
2026-09-08 · 6 min read
Is This Home Overpriced? Reading the Market Honestly
A home sitting on the market isn't automatically overpriced, and a home getting multiple offers isn't automatically fairly priced. Here's how to actually tell.
2026-09-07 · 6 min read
Will You Regret Buying? What Could Go Wrong, and How to Avoid It
Regret usually comes from rushing, not from the house itself. Here's what genuinely goes wrong, and what actually protects you against it.
2026-09-06 · 7 min read
Should You Sell Your Rental Property? Signs It's Time
Rental income can be a great investment and still be something you're genuinely tired of managing. Both things can be true. Here's how to tell if it's time.
2026-09-05 · 6 min read
What Taxes Look Like When You Sell a Rental Property
I'm not a tax professional, and neither is anyone else's blog. Here's what the concepts actually mean, so you know what to ask your CPA.
2026-09-04 · 6 min read
Selling a Rental Property With Tenants Still Living There
Yes, you can sell a rental with tenants still living there. Here are the three real ways to approach it, and how to keep it fair to everyone involved.
2026-09-03 · 7 min read
How to Actually Sell a Rental Property, Even One That Needs Work
A rental with deferred maintenance doesn't need a full remodel to sell. Here's how to think through pricing, fixing, and finding the right buyer for it as-is.
2026-09-02 · 6 min read
What Happens to Your Income After You Sell a Rental Property
"If I sell, I lose my income" is the fear that keeps a lot of landlords holding on longer than they want to. Here's a more complete picture.
2026-08-14 · 6 min read
HOA vs. No HOA: What Actually Fits Your Redmond Home Search
HOA or no HOA isn't a right-or-wrong question. It's about which tradeoffs actually fit your life, your budget, and how you want to use your property.
2026-08-13 · 6 min read
How Redmond's High Desert Climate Affects What You Should Inspect
Big temperature swings, intense sun, and winter freezes wear on a house differently here than in Portland or the valley. Here's what to have a closer look at.
2026-08-12 · 5 min read
What Happens When a Redmond Home Appraises Low
An appraisal coming in low doesn't automatically kill your deal. Here's what the gap actually means and the paths through it.
2026-08-11 · 6 min read
What Earnest Money Actually Protects for Redmond Buyers
Earnest money is more than a hoop to jump through. Used right, it protects your place in line and your ability to investigate a home. Used carelessly, it puts real money at risk.
2026-08-10 · 6 min read
VA Loans in Redmond, Oregon: What Veterans Should Know
A VA loan can be one of the strongest tools a veteran or active-duty buyer has in Redmond's market. Here's what it actually offers, and what's different about using one here.
2026-08-07 · 5 min read
Not All of Redmond Is Appreciating the Same Way
Redmond's growth doesn't lift every neighborhood the same amount. New development, infrastructure, and access to schools and jobs matter more than the address alone.
2026-07-13 · 5 min read
What Water Rights Actually Mean When Buying Property Near Redmond
A property having sprinklers or irrigation lines doesn't mean it comes with usable water rights. Here's what to verify before you buy land near Redmond.
2026-07-10 · 4 min read
Understanding Redmond's Airport Noise Overlay Zone Before You Buy
Some homes near Roberts Field fall inside Redmond's airport noise overlay zone. Here's what that actually means before you fall for a house.
2026-07-07 · 5 min read
New Construction vs. Resale: What Redmond Buyers Need to Know
New construction and resale aren't just different price tags, they're different timelines, different risks, and different things you're inheriting. Here's the real comparison.
Reviews
What clients say
Real reviews from real clients, straight from Google.
A Redmond REALTOR® who pairs real marketing with a calm hand
I'm Holli Cobb, that's Holli with an "i", a REALTOR® with REAL Broker, based in Redmond, Oregon and working across Central Oregon. Before real estate, I spent more than 30 years in emergency medicine, first as a paramedic, then as an ER nurse, and I bring that same calm, clear-headed approach to buying and selling homes. I'm also the founder of Redmond Compass, a free community resource connecting residents and newcomers with local businesses, events, and resources across Redmond, Terrebonne, and Crooked River Ranch.
Most agents get licensed after a few weeks of coursework and a test. I did that too, but I also hold an MBA. Your price and your negotiation get treated like the business decisions they are, backed by real data, not a gut feeling. I've also put hundreds of hours and tens of thousands of dollars into advanced digital marketing training, so your listing gets an actual campaign, targeted ads, real content, a real launch plan, most agents in this market simply don't offer that.
I'm also a Community Market Leader, and I've owned rental property myself since my first home in Alabama, hands-on investor experience I bring to every landlord and rental client too.
Who I work with
Most of my sellers fall into one of three situations: watching Redmond's growth and traffic close in and ready for land and quiet, tired of Oregon's landlord rules and ready to sell a rental, or moving closer to family after the kids are grown. I also work buyers, from first-timers to people trading up out of a starter home, and I never treat any of these as a generic transaction.
How I work
For sellers, that means the Seller's Advantage Home Selling System, laid out in full on how I sell your home: an MBA-backed number up front, real photography and a real marketing campaign before the sign goes up, and a weekly read on what's actually happening while your home is live. For buyers, it means getting you ready and educated before we ever tour a home, detailed on how I help you buy a home.
Frequently Asked Questions
What areas do you serve?
Redmond is home base, and I also work all of Central Oregon, including Bend and Sisters.
Do you work with both buyers and sellers?
Yes, though most of my business is sellers. I also work first-time buyers, move-up buyers, and investment buyers.
What makes you different from other Redmond agents?
Real digital marketing behind every listing, not just an MLS entry, combined with more than 30 years in emergency medicine, which means I stay calm and clear-headed when a deal gets stressful.
Thinking about a move?
Let's figure out your next step together. No pressure.