Welcome to Drew Oldfield's Real Estate Website
I was born and raised in Bend, OR. Over the years, have watched it change from a sleepy logging town to a recreation destination. I have left Central Oregon to explore the mountains of Colorado and the rivers of Idaho, but I have always been called back by what Bend has to offer. To me, Bend is not just a place to live but a life experience to be had, and it is an experience I want to share.
Prior to Real Estate, I managed a successful water sports retail shop in Bend while I attended OSU Cascades to receive a Bachelor's degree in Business Administration.
When not in the office, you can find me floating down one of the many beautiful Oregon waterways in my whitewater kayak, or raft. During summer mornings I spend my time riding around Phils’s Trail Complex with anyone willing to partake in a 5am bike rides. After work, I enjoy time walking in the National Forest with my wife and two dogs.
For me, buying a house in Central Oregon is not just buying a house, but buying an experience. The experience is the way to access all that Bend and the surrounding areas have to offer.
Bend 24-hour Hot Sheet of New Listings
Live The Bend Life To The Fullest In This Indus...
$1,249,000 Active
- 3 Beds
- 3 Baths
- 0.12 Acres
- 2,225 ft²
Residential
628 Nw Portland Avenue, Bend, OR
MLS® #220113262
Live The Bend Life To The Fullest In This Industrial Modern Home Near Downtown Bend, Mirror Pond, And Drake Park. This Multi-level Home Incorporates Many Concrete, Steel, And Wood Details For A Refined, Urban Space. The Home Features 3 Bedrooms, 2.5 Baths, ...
This Spacious And Warm Home Is Situated In The ...
$850,000 Active
- 3 Beds
- 3 Baths
- 0.45 Acres
- 2,641 ft²
Residential
61512 West Ridge Avenue, Bend, OR
MLS® #220113204
This Spacious And Warm Home Is Situated In The Coveted West Ridge Neighborhood. The Home Has 2 Wood Burning Fire Places - One In The Living Room And One In The Cozy Den Which Has It's Own Wet Bar. Master On The Main And Two Additional Bedrooms Upstairs With...
Rare Opportunity To Own A Peaceful 5 Acre Retre...
$779,000 Active
- 3 Beds
- 2 Baths
- 4.98 Acres
- 2,080 ft²
Residential
17840 Cascade Estates Drive, Bend, OR
MLS® #220113268
Rare Opportunity To Own A Peaceful 5 Acre Retreat Centrally Located Between Bend And Sisters. This Quality Built, Well-insulated Timber Framed Home Is Full Of Character And Charm. Vaulted Ceilings And Skylights Offer Natural Light. Enjoy Massive Cascade Vie...
Spacious Craftsman Home Has Attention To Detail...
$714,900 Active
- 4 Beds
- 3 Baths
- 0.17 Acres
- 2,706 ft²
Residential
60817 Yellow Leaf Street, Bend, OR
MLS® #220113244
Spacious Craftsman Home Has Attention To Detail Everywhere Starting With The Large Front Porch. Hickory Floors Have Just Refinished And Are Beautiful. Alder Cabinetry And Alder Doors Throughout. Enjoy The Large Kitchen With Granite Counters, Gas Range, To...
Nestled In The Tall Pine Trees And Less Than 1 ...
$705,500 Active
- 3 Beds
- 3 Baths
- 0.88 Acres
- 2,498 ft²
Residential
56291 Tree Duck Road, Bend, OR
MLS® #220113238
Nestled In The Tall Pine Trees And Less Than 1 Block From The Deschutes River You Will Find This Incredibly Spacious Home With Shop On .88 +/- Acres! The 2,498 +/- Sq Ft Home Was Thoughtfully Constructed With High-end Finishes And Is Ada Compliant. The Entr...
Clean And Tidy 3 Bed, 2 Bath Single Level Home ...
$390,000 Active
- 3 Beds
- 2 Baths
- 0.15 Acres
- 1,262 ft²
Residential
1747 Ne Mark Court, Bend, OR
MLS® #220113234
Clean And Tidy 3 Bed, 2 Bath Single Level Home Located In A Desirable Ne Bend Cul-de-sac, And Just A Hop Skip & Jump To Al Moody Park And Ensworth Elementary. Fenced Back Yard Is Complete With Nice Garden Shed, Hot Tub Disconnect, And Spacious Back Deck For...
Bright, Adorable And Well Maintained Inside And...
$349,900 Active
- 3 Beds
- 2 Baths
- 1.07 Acres
- 1,296 ft²
Residential
19248 Shoshone Road, Bend, OR
MLS® #220113281
Bright, Adorable And Well Maintained Inside And Out! Vaulted Ceilings With Great Room Concept, This Home Lives Large With A Smart And Flowing Floor-plan. A Few Of The Features This Lovely Home Offers Is A Master Suite With Walk-in Closet, Updated En-suite...
This Fantastic Condo Is 1,146 Square Feet Of Br...
$325,000 Active
- 2 Beds
- 2 Baths
- 0.03 Acres
- 1,146 ft²
Residential
1965 Ne Lotus Drive, Bend, OR
MLS® #220113251
This Fantastic Condo Is 1,146 Square Feet Of Bright And Airy Living In The Heart Of Bend's Eastside! With High Ceilings And Windows, This Light-filled, Two-story Gem Features An Open Kitchen And Spacious Living Area, One Bedroom W/ Bonus Loft Storage, One B...
© 2020 Oregon Datashare (KCAR | MLSCO | SOMLS). All rights reserved. The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Oregon Datashare. Real estate listings held by IDX Brokerage firms other than Bend Premier Real Estate are marked with the Internet Data Exchange logo or the Internet Data Exchange thumbnail logo and detailed information about them includes the name of the listing Brokers. Information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the viewer may be interested in purchasing. The consumer will not copy, retransmit nor redistribute any of the content from this website. Information provided is deemed reliable, but not guaranteed. Listing courtesy of Bend Premier Real Estate. Data last updated: December 3rd, 2020 at 8:00am PST.