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Denny Osborn

Bend Premier Real Estate LLC
40 Closed Sales
$24.6M Total Value
$358K - $1.1M Price Range
$615.6K Average Price
Prior 5 years

About Denny

After 20 years in Bend real estate, I’ve learned something simple: people don’t need more hype — they need clarity, patience, and someone who will truly listen.

I work with buyers and sellers who want thoughtful guidance before making one of the biggest financial decisions of their lives. Whether you’re purchasing your first home, relocating to Central Oregon, downsizing, or preparing to sell a place filled with memories, my role is to help you understand the market clearly and move forward with confidence.

Serving Bend, Redmond, and the surrounding areas, I focus on steady preparation, realistic pricing, and smart strategy. For sellers, that means positioning your home carefully and protecting your equity. For buyers, it means evaluating opportunities honestly and helping you make strong, informed offers. In both cases, the goal is the same: clear information, steady communication, and decisions that feel right long after closing.

Many clients tell me they simply want an agent who will be direct, responsive, and grounded in experience. I’ve built my business around exactly that — realistic expectations, open conversations, and guidance shaped by navigating multiple market cycles here in Bend.

Whether you’re buying, selling, or simply exploring your options, I’m here to help you sort through the noise and make a confident decision that fits your next chapter.

If clarity, steadiness, and honest advice matter to you, we’ll work well together.
Home Types: House, Townhouse, Lot/Land
Years of Experience: 20

Transaction History

Seller Deals

Total Deals
4
Total Value
$2,453,500
Average Sale Price
$613,375
Price Range
$440K - $900K

Buyer Deals

Total Deals
4
Total Value
$2,216,900
Average Sale Price
$554,225
Price Range
$57K - $1M

Production Over Time

1 Year View by Quarter

Seller Deals

Total Deals
10
Total Value
$6,788,400
Average Sale Price
$678,840
Price Range
$440K - $1.1M

Buyer Deals

Total Deals
7
Total Value
$4,145,900
Average Sale Price
$592,271
Price Range
$57K - $1.1M

Production Over Time

2 Year View by Quarter

Seller Deals

Total Deals
24
Total Value
$15,161,800
Average Sale Price
$631,742
Price Range
$17K - $1.1M

Buyer Deals

Total Deals
16
Total Value
$9,461,400
Average Sale Price
$591,338
Price Range
$35K - $1.1M

Production Over Time

5 Year View

Denny's Listings and Deals

Awards and Designations

  • NAR - National Association of Realtors
  • ABR - Accredited Buyer Representative
  • e–PRO - Internet Professional
  • RSPS - Resort & Second-Home Property Specialist

Other Experience

Distressed Properties, First Time Home Buyers, Foreclosures, Investments, Luxury Homes, New Construction
Agent License: Oregon #200601224
Agent Photo

Denny Osborn