STR MARKET ANALYSIS
How Much is Your STR Worth?
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John Sanderson
REMAX Managing Broker
About Me
John Sanderson is the Owner and Managing Broker of RE/MAX Peak to Peak, serving Winter Park and all of Grand County, Colorado. A top-producing broker recognized for his deep market knowledge and proven results, John represents buyers, sellers, investors, developers, and landowners across both residential and commercial real estate. His expertise spans luxury homes, resort properties, land sales, development projects, and complex commercial transactions.
John is also the preferred real estate professional for Lava Island family entertainment centers, handling site selection and leasing of big-box retail spaces of approximately 40,000 square feet nationwide. His commercial portfolio and development insight make him a trusted partner for clients seeking strategic real estate solutions.
Before launching his real estate career, John spent 14 years in senior roles at Microsoft and IBM, leading global partner business development and alliance management. From 2007 to 2016, he owned and operated Thirty West Properties, a boutique property management company specializing in resort property management, sales, and leasing near Winter Park.
In 2025, John closed over $63 million in real estate sales & leasing, cementing his position as one of Grand County’s leading agents. In addition to a robust residential real estate practice; John is the only full-time commercial real estate agent based in/near Winter Park.
John lives in the Fairways at Pole Creek with his wife of 29 years, their two daughters (ages 25 and 22), and Lucas—their loyal “truck dog” and constant adventure companion.
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Over the last few years, a lot of people bought in Grand County with the same simple idea: enjoy the place when they can, rent it when they’re not here, and let the income help pay for it. For some owners, that’s how it went. For many others, it hasn’t—bookings are softer than promised, costs keep creeping up, and what’s left over at the end of the year is nowhere near what they expected. If that sounds familiar, you’re not alone, and you’re not a bad owner; the market is crowded, and a lot of buyers were sold an income story that doesn’t match today’s reality.
At some point, every owner in that position hits the same crossroads: do we keep feeding this thing, or is it time to get out? That’s where I come in. I specialize in helping Winter Park, Fraser, Granby, Grand Lake and Grand County owners who are tired of underperforming rentals and want a clean, professional exit. Through a confidential, no‑obligation Exit Report, I’ll show you what your place is realistically worth today, what you’d likely walk away with after loans and selling costs, and whether it makes more sense to hold or to sell and be done—no sugar‑coating, no pressure, just straight numbers and a clear plan.
I’m a local broker with deep experience in Grand County real estate, focused specifically on properties bought and run as short‑term rentals. Share a few details below and I’ll follow up personally with a straightforward, no‑pressure review of your situation.
An STR valuation tells you what your short‑term rental is really worth in today’s market—not what it was “supposed” to be worth on the original income story—so you can decide whether to keep feeding it or plan an exit. For owners facing softer bookings and rising costs, it puts hard numbers around how much equity is left, how much risk you’re still carrying, and what selling now versus later could mean in actual dollars, instead of quietly sinking more time and cash into a property that may never perform as promised.
The value of your short‑term rental is calculated using a mix of factors specific to STRs: its location and proximity to attractions, size and condition, layout and guest capacity, and any upgrades that matter to travelers. It also looks at how similar rentals in your area are actually performing—nightly rates, occupancy, and recent sale prices of income‑producing properties—along with current market trends like inventory, regulations, interest rates, and buyer appetite for STRs. A good STR valuation is dynamic and updates as booking patterns, competition, and local demand shift, so you’re seeing what your property is worth in today’s market, not last season’s.
Online STR valuations are a useful starting point and can give you a rough sense of what your rental might be worth in today’s market. But they rarely capture the details that actually move the needle for short‑term rentals—recent upgrades, unique views or layouts, guest experience features, management quality, or how your booking history compares to similar properties nearby. For the most accurate picture of value and sale potential, it’s worth having a hands‑on, STR‑specific review that looks at both the property and its real performance rather than just the online estimate.
Two Accurate Ways to Perform STR Valuations
STR MARKET ANALYSIS
A Comparative Market Analysis (CMA) for a short‑term rental is a tool used by real estate professionals to estimate what an STR would likely sell for in today’s market, based on both property features and its role as a rental. It looks at similar nearby properties that have recently sold and are also used—or clearly suited—for short‑term rental, then adjusts for differences in size, condition, location, income potential, and amenities to see what those “comps” would have sold for if they were as close as possible to your property. By pricing out those differences and normalizing each comparable, an STR‑focused CMA gives you a grounded estimate of what your own short‑term rental might bring on the market right now.
STR APPRAISALS
An STR appraisal is an unbiased professional opinion of what a short‑term rental property is worth in today’s market. Like a traditional appraisal, it’s often used by lenders for purchases and refinances, but it can also be a powerful decision tool for owners who want a third‑party view of value. The appraiser completes a full visual inspection of the interior and exterior, then looks at recent sales of similar properties and local market trends; for STRs, that typically includes how suitable the property is for rental use and how it compares to other income‑producing homes in the area. The result is a detailed written report that documents the property, the comparable sales, how the value was derived, and any factors that could influence what your short‑term rental might realistically sell for right now.
I’m a local broker with deep experience in Grand County real estate, focused specifically on properties bought and run as short‑term rentals. Share a few details below and I’ll follow up personally with a straightforward, no‑pressure review of your situation.