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
Incredible Custom Home Overlooking The Lake On ...
$2,800,000 Active
- 4 Beds
- 4 Baths
- 0.54 Acres
- 4,290 ft²
Residential
19158 Currier Drive, Bend, OR
MLS® #201909802
Incredible Custom Home Overlooking The Lake On The Award Winning Tetherow Golf Course. Floor To Ceiling Windows Provide Amazing Natural Light, Mountain, Golf And Lake Views From Virtually Every Room In The Home. Chef's Kitchen With Subzero And Wolf Applianc...
This Custom Home Takes Advantage Of The Best Te...
$1,495,000 Active
- 4 Beds
- 4 Baths
- 0.45 Acres
- 3,496 ft²
Residential
61404 Cannon Court, Bend, OR
MLS® #201909757
This Custom Home Takes Advantage Of The Best Terrain And Golf Course Views Of Tetherow With Unsurpassed Quality And Design. Perfect For Indoor/outdoor Entertaining, This Home Will Feature An Open Great Room Floor Plan Opening To Front And Rear Patios. A Pri...
Stunning Modern Open-concept Layout, Fireplace,...
$989,000 Active
- 5 Beds
- 4½ Baths
- 0.11 Acres
- 2,462 ft²
Residential
1215 Nw Fresno Avenue, Bend, OR
MLS® #201909773
Stunning Modern Open-concept Layout, Fireplace, Expansive Windows, And Glass Garage Door Opening Up To The Outdoor Living Area. Modern & Elegant Main Level Master. Upstairs Ensuite Plus 2 Additional Bdrms. Home Features Solid Surface Counters, Cus...
Located On Bend's Westside In The Desirable Gol...
$849,900 Active
- 5 Beds
- 4 Baths
- 0.19 Acres
- 4,648 ft²
Residential
1819 Sw Troon Avenue, Bend, OR
MLS® #201909752
Located On Bend's Westside In The Desirable Golden Butte Neighborhood, This Charming Hillside Home Offers Breathtaking Views South & To Mt Bachelor. A Great Room Design With Dramatic Vaults And Skylights Accenting The Main Living Area. The Expansive Floor P...
Beautiful Craftsman Home With Separate 633 Sqft...
$785,000 Active
- 3 Beds
- 3 Baths
- 0.13 Acres
- 2,010 ft²
Residential
1354 Nw Federal Street, Bend, OR
MLS® #201909767
Beautiful Craftsman Home With Separate 633 Sqft Guest Quarters Over Garage In The Heart Of Vibrant Downtown Bend. Main Level Living Room With Gas Fireplace, Dining Room, Bedroom, Full Bath And Kitchen. Red Oak Floors Throughout. Generous Master Suite On Sec...
Experience The Bend Lifestyle From This Delight...
$715,000 Active
- 4 Beds
- 2½ Baths
- 0.8 Acres
- 2,973 ft²
Residential
1123 Nw Promontory Drive, Bend, OR
MLS® #201909786
Experience The Bend Lifestyle From This Delightful Awbrey Butte Home Situated On A Spacious .80/ac Lot. Featuring A Charming Wrap-around Front Porch, This Home Offers A Fantastic Floorplan Throughout. Light & Bright Cook's Kitchen With Large Working Island,...
Beautiful 4 Bedroom Home On 5 Acres With Mounta...
$699,000 Active
- 4 Beds
- 3 Baths
- 5 Acres
- 3,310 ft²
Residential
63660 Gentry Loop, Bend, OR
MLS® #201909577
Beautiful 4 Bedroom Home On 5 Acres With Mountain Views! Chefs Kitchen With Huge Granite Island. Walk In Pantry, Barn Door, Copper Sink & Dbl Ovens. Large Upstairs Bonus Room With Storage, Sliding Door Onto Huge Deck Fabulous For Entertaining! Mstr. Bath Wi...
Single Level In The Woods At Broken Top Overloo...
$649,000 Active
- 3 Beds
- 2 Baths
- 0.19 Acres
- 2,068 ft²
Residential
19520 Todd Lake Court, Bend, OR
MLS® #201909699
Single Level In The Woods At Broken Top Overlooking Common Area And A Park. Kitchen Remodel To Include Cherry Cabinets, Quartzite Counters, Tile Backsplash, Stainless Steel Appliances, Island And Walk-in Butler's Pantry. Enjoy The Dining Area With A Built...
This Gorgeous Home Located In Se Bend Is Near A...
$515,000 Active
- 4 Beds
- 3½ Baths
- 0.11 Acres
- 2,848 ft²
Residential
61714 Darla Place, Bend, OR
MLS® #201909811
This Gorgeous Home Located In Se Bend Is Near A Neighborhood Park And Has A Nice Fenced Back Yard. Master Bedroom On The Main Floor Featuring An Open Great Room Floor Plan With Warm Wood Floors And Highly Upgrade Island Kitchen With Stainless Appliances. 3 ...
The Charm & Appeal Start At The Curb & ...
$494,900 Active
- 4 Beds
- 2½ Baths
- 0.1 Acres
- 2,456 ft²
Residential
61248 Dayspring Drive, Bend, OR
MLS® #201909783
The Charm & Appeal Start At The Curb & Just Keeps Going! The Flow Of This Home Makes Life Easy. The Foyer W/slate Flooring Welcomes You Home. Continuing Down The Hall Is Your Great Room W/stone Fireplace, Large Kitchen & Dining. There Is A...
Nestled On A Quiet, Dead End Street And Perched...
$485,000 Active
- 3 Beds
- 1½ Baths
- 0.23 Acres
- 1,441 ft²
Residential
1863 Ne 13th Street, Bend, OR
MLS® #201909758
Nestled On A Quiet, Dead End Street And Perched Above Hollinshead Park, This Soulful Ranch House Personifies All That's Great About Mid Town Living. This Corner Lot Is Spacious And Private, Boasting A Stylish Entertainers Backyard With Plenty Of Space To Pl...
Updated Single Level On Large Lot! Vaulted Livi...
$369,000 Active
- 3 Beds
- 2 Baths
- 0.17 Acres
- 1,519 ft²
Residential
63495 Boyd Acres Road, Bend, OR
MLS® #201909805
Updated Single Level On Large Lot! Vaulted Living Room W/gas Fireplace And Ceiling Fan. Large Open Eat In Kitchen With Pantry And Eating Bar. Vaulted Dining Area W/french Doors To Access The Deck And Lots Of Windows For Tons Of Natural Light. Master W/deck ...
The content relating to real estate for sale on this website comes in part from the MLS of Central Oregon. Real Estate listings held by Brokerages other than Bend Premier Real Estate are marked with the Reciprocity/IDX logo, and detailed information about these properties includes the name of the listing Brokerage. © MLS of Central Oregon (MLSCO).
This content last updated on October 19th, 2019 at 10:44pm PDT. Some properties which appear for sale on this website may subsequently have sold or may no longer be available.
All information provided is deemed reliable but is not guaranteed and should be independently verified.
All content displayed on this website is restricted to personal, non-commercial use, and only for ascertaining information regarding real property for sale. The consumer will not copy, retransmit nor redistribute any of the content from this website. The consumer is reminded that all listing content provided by automatic transmission by MLSCO is © MLS of Central Oregon (MLSCO).