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

Amazing Cascade Mtn. Views From This Custom Pra...

NEW

$2,200,000 Active

• 4 Beds
• 5 Baths
• 0.62 Acres
• 8,166 ft²

Residential

3155 Nw Metke Place Nw, Bend, OR

MLS® #220108099

Amazing Cascade Mtn. Views From This Custom Praire Style Home In The Coveted Neighborhood Of Awbrey Butte Located On Bend's Popular Nw Side. This Spacious 6119 Sf Home Features Main Level Living W/dramatic Ceiling Heights & Floor To Ceiling Windows, Expansi...

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Cascade Sotheby's Int'l Realty

Impressive, Light & Bright Nw Contemporary Styl...

NEW

$1,190,000 Active

• 4 Beds
• 4 Baths
• 0.39 Acres
• 3,321 ft²

Residential

19530 Green Lakes Loop, Bend, OR

MLS® #220109813

Impressive, Light & Bright Nw Contemporary Style, 3321 Sq. Ft. Home Overlooking The 17th Green In Broken Top. Open Floor Plan W/spacious Living Room, Gas Fireplace, Wood Floors, Kitchen W/ Viking Stove, Fisher Paykel Dishwasher, Red Birch Cabinetry, Pantry....

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Berkshire Hathaway HomeService

New Construction In Highly Desired West Side Tr...

NEW

$749,000 Active

• 3 Beds
• 3 Baths
• 0.07 Acres
• 1,500 ft²

Residential

1113 Nw Lexington Avenue, Bend, OR

MLS® #220109844

New Construction In Highly Desired West Side Tree-lined Riverwest Neighborhood. Air Conditioned 2-story With A Single Car Garage. This Home Features An Inviting Open Concept Floorplan With Wainscoting In The Foyer, Living Room, Kitchen And Hall With A Built...

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eXp Realty, LLC

We Are Proud To Introduce The Beautifully Effic...

NEW

$729,750 Active

• 3 Beds
• 3 Baths
• 0.13 Acres
• 2,096 ft²

Residential

20339 Se Jack Benny Lot 30 Loop, Bend, OR

MLS® #220109820

We Are Proud To Introduce The Beautifully Efficient Single Level Stableford Floor Plan Featuring 2,096 Sf Feet With 3 Bedrooms, 2 Baths, And 2 Car Garage With Additional Cart Storage. This New, Luxury Townhomes Is Situated On The Neighborhood Park. Interior...

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Cascade Sotheby's Int'l Realty

We Are Proud To Introduce The Beautifully Effic...

NEW

$729,750 Active

• 3 Beds
• 3 Baths
• 0.13 Acres
• 2,096 ft²

Residential

20335 Se Jack Benny Lot 29 Loop, Bend, OR

MLS® #220109827

We Are Proud To Introduce The Beautifully Efficient Single Level Stableford Floor Plan Featuring 2,096 Sf Feet With 3 Bedrooms, 2 Baths, And 2 Car Garage With Additional Cart Storage. This New, Luxury Townhomes Is Situated On The Neighborhood Park. Interior...

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Cascade Sotheby's Int'l Realty

Located On Hard To Find Water Front Lot On Desc...

NEW

$545,000 Active

• 4 Beds
• 2 Baths
• 0.36 Acres
• 1,979 ft²

Residential

17179 Wood Duck Court, Bend, OR

MLS® #220109821

Located On Hard To Find Water Front Lot On Deschutes River Canal. A Short Paddle From Your Backyard Will Take You Directly Into The Big Deschutes River. Peaceful And Quiet Setting, Surrounded By Nature, In The Heart Of All The Amazing Recreation. New Con...

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Bend Real Estate, LLC

.86 Acre ''private Park'' Ambiance With 1,494 S...

NEW

$525,000 Active

• 3 Beds
• 2 Baths
• 0.86 Acres
• 1,494 ft²

Residential

59878 Navajo Road, Bend, OR

MLS® #220109836

.86 Acre ''private Park'' Ambiance With 1,494 S/f Very Attractive Single Level Home, 546 S/f Attached Garage, 30' X 12' Rv Cover, Storage Sheds, Etc. This Home Has Been Loved And Taken Great Care Of! Efficient Floor Plan With Vaulted Great Room Ceiling, Oak...

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John L Scott Bend

Home Needs A Helping Hand! Recent Fire! Perfect...

NEW

$329,000 Active

• 3 Beds
• 2 Baths
• 0.2 Acres
• 1,487 ft²

Residential

20058 Grand Teton Drive, Bend, OR

MLS® #220109809

Home Needs A Helping Hand! Recent Fire! Perfect Location On A Corner Lot In Se Bend. Huge Lot With 2 Apple, 2 Peach Trees, 1 Pear And One Pear Apple Tree, Blackberry, Yellow Berry And Blueberry Are Just 3 Of The Over 150 Variety Of Plants This Home Owner No...

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Bend Premier Real Estate LLC

Prime Location Of This Cedar Creek Townhome Mak...

NEW

$277,000 Active

• 2 Beds
• 3 Baths
• 1,650 ft²

Residential

1050 Ne Butler Market Road Ne Apt 32, Bend, OR

MLS® #220109814

Prime Location Of This Cedar Creek Townhome Makes Life Easy Living. Outdoor Living Options With A Front And Back Patio, Two Upper Balconies. Open Kitchen With Stainless Steel Appliance Package Is Open To The Dining Room And Living Room. Lots Of Space In Th...

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Sunriver Realty

Enjoy Amazing Views Of The Deschutes River In T...

NEW

$48,000 Active

• 2 Beds
• 2 Baths
• 1,194 ft²

Residential

19717 Mt Bachelor Drive 324b, Bend, OR

MLS® #220109837

Enjoy Amazing Views Of The Deschutes River In This Deeded 1/5 Interest River Ridge Condo, Located In Mount Bachelor Village! Features Include Vaulted Ceilings, A Private Deck With Hot Tub, 2 Master Suites Including A Lockout 1 Bed 1 Bath Unit With Its Own E...

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John L Scott Bend