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
Entertainers Dream With Breathtaking Views Of T...
$1,395,000 Active
- 4 Beds
- 4 Baths
- 0.65 Acres
- 5,280 ft²
Residential
1244 Archie Briggs Road, Bend, OR
MLS® #220101386
Entertainers Dream With Breathtaking Views Of The Cascade Mountain Range From Bachelor To Hood And Beyond! As You Step Through The Double Door Entry Foyer, This Large Open Great Room Floor Plan Will Delight In Every Way. Large And Bright Chef's Island Kitch...
Well Maintained Boones Borough Estate With Gues...
$1,150,000 Active
- 4 Beds
- 4 Baths
- 2.49 Acres
- 5,282 ft²
Residential
21809 Boones Borough Drive, Bend, OR
MLS® #220101445
Well Maintained Boones Borough Estate With Guest House Situated On 2.49 Acres Backing To Blm. Main House Boasts A Large Spacious Kitchen With Breakfast Nook, Formal Dining Room, Master Suite And 1/2 Bath On Main Level With Another Master Suite, 2 Additional...
An Extraordinary Opportunity To Own 40 Private ...
$1,095,000 Active
- 40 Acres
- 1,742,400 ft²
Land
15675 S Century Drive, Bend, OR
MLS® #220101838
An Extraordinary Opportunity To Own 40 Private Acres In Central Oregon With The Fall River Running Through It.this River Is A Spring Fed Stream And Tributary Of The Deschutes River And Meanders Through The Middle Of The Entire Property With Private Access O...
Nestled Among Majestic Pine Trees, Enjoy The Pe...
$998,900 Active
- 4 Beds
- 4 Baths
- 0.33 Acres
- 2,802 ft²
Residential
56260 Sable Rock Loop, Bend, OR
MLS® #220101569
Nestled Among Majestic Pine Trees, Enjoy The Peacefulness Of This Beautiful 2800 Sq. Ft Home In Caldera Springs Sits On A .33 Acre Lot That Adjoins Sable Rockpark And Overlooking The Pond. A Incredible Floor Plan With All The Special Touches You Would Expec...
Awbrey Butte Home With Cascade Mountain Views! ...
$945,000 Active
- 4 Beds
- 3 Baths
- 0.66 Acres
- 3,324 ft²
Residential
2771 Nw Nightfall Circle, Bend, OR
MLS® #220101288
Awbrey Butte Home With Cascade Mountain Views! Enjoy The Open Living Area With Vaulted Ceilings And Expansive Windows. Main Living Area Has A Great Room With Gas Fireplace And Built-ins, Remodeled Contemporary Kitchen With Quartz Counters, Oak Wood Floors A...
Unique Southwestern Style Stucco Home On One Of...
$825,000 Active
- 3 Beds
- 2 Baths
- 0.98 Acres
- 2,275 ft²
Residential
2259 Nw Putnam Road, Bend, OR
MLS® #220101809
Unique Southwestern Style Stucco Home On One Of The Largest And Most Private Lots In Awbrey Glen! On .98 Beautiful Acres, With Expansive, Enclosed Courtyard/outdoor Living Area With Fireplace And Covered Deck. Perfect For Entertaining And Relaxing! High ...
Rare Opportunity To Live Alongside 156 Feet Of ...
$799,900 Active
- 3 Beds
- 4 Baths
- 0.91 Acres
- 2,598 ft²
Residential
16356 Skyline Drive, Bend, OR
MLS® #220100690
Rare Opportunity To Live Alongside 156 Feet Of Tumalo Creek Frontage In The Historic Skyliner Neighborhood! Nestled On A Forested .91-acre Elevated Lot Filled With Sunlight, This Home Has It All! A Gourmet Kitchen Boasts Heated Tile Floors, Stainless Applia...
Presenting An Increasingly Unique Westside Rent...
$799,900 Active
- 4 Beds
- 4 Baths
- 0.23 Acres
- 2,152 ft²
Residential
1658 Nw Mt. Washington Drive, Bend, OR
MLS® #220101465
Presenting An Increasingly Unique Westside Rental Opportunity In Its Ground Level Detached Adu, This Property Is A Must See. Built In 2008 On A Nearly Quarter Acre Lot, This Classic Craftsman Style Home Is Located In Desirable Northwest Crossing Near Retail...
Family Retreat Just Steps Away From The Crystal...
$689,000 Active
- 3 Beds
- 2 Baths
- 0.82 Acres
- 3,369 ft²
Residential
56865 Spring River Drive, Bend, OR
MLS® #220101240
Family Retreat Just Steps Away From The Crystal Clear Waters Of Spring River And Just Minutes To Sunriver And Mt. Bachelor. The Main House Features A Wall Of Windows To Enjoy Sunrise Views Of The Garden, A Spacious Master Bedroom On The Main Level, Guest Be...
2019 Quality Built Home By Kd Construction Serv...
$655,000 Active
- 3 Beds
- 3 Baths
- 0.1 Acres
- 1,625 ft²
Residential
2321 Nw Bens Court, Bend, OR
MLS® #220101902
2019 Quality Built Home By Kd Construction Services, Inc. This Nw Prairie-style Home Provides A Master Suite On The First Floor, Featuring Walk-in Shower, Dual Sinks, And A Walk-in Closet. An Open Floor Plan With Large Windows Throughout Provide Plenty Of L...
Gorgeous Well-maintained Home In The Beautiful ...
$634,900 Active
- 3 Beds
- 3 Baths
- 0.12 Acres
- 2,418 ft²
Residential
61468 Elder Ridge Street, Bend, OR
MLS® #220101861
Gorgeous Well-maintained Home In The Beautiful And Convenient Westside Neighborhood Of Sagewood. Open Great Room Floor Plan Features Vaulted Ceilings,new Wood Flooring, And Floor To Ceiling Stone Wood-burning Fireplace Surrounded By Built In Cabinetry. Gour...
Warm & Inviting Home On Awbrey Butte With Expan...
$625,000 Active
- 3 Beds
- 3 Baths
- 0.24 Acres
- 2,216 ft²
Residential
3298 Nw Bungalow Drive, Bend, OR
MLS® #220101932
Warm & Inviting Home On Awbrey Butte With Expansive Vistas Overlooking Bend! This Beautifully Finished House Has An Open Great Room Which Opens To The Back Deck; Perfect For Entertaining. Master Bedroom And Two Guest Bedrooms Are On The Main Living Level, W...
© 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: May 30th, 2020 at 1:15pm PDT.