Westside Bend LifestyleWestside Bend Homes & Lifestyle

Westside Bend has its own unique flavor of Bend Real Estate. Besides having more towering pine trees and higher elevation, Westside Bend is just closer to everything including Mt. Bachelor Ski Resort and the High Lakes. Most of the great restaurants and shops are located on the Westside. Drake Park on the Deschutes River with all its summer activities, such as Munch N Music, is located on the Westside. And the hip and trendy downtown Bend area is often within walking or biking distance of homes in Westside Bend. Add in the amazing views, the Deschutes River, and river trails, and one can see why Westside Bend real estate is so popular. Homes on the westside run the gamut from quaint mill cottages to luxury estate homes with panoramic views of the Cascades.  

Search Westside Bend Real Estate Listings

230 Properties Found. Page 1 of 11

Under Construction: 4,120 S/f Custom Home On 2....

Photo of Listing #220144626

$4,953,000 Active

  • 4 Beds
  • 4 Baths
  • 2.5 Acres
  • 4,120 ft²

Residential

62550 Huntsman Lp, Bend, OR

MLS® #220144626

Under Construction: 4,120 S/f Custom Home On 2.5 Acres In Bend's Westgate Neighborhood Adjoining Shevlin Park. Patios And Decks Abound With Amazing Use Of Natural Light And Beautiful Finishes Planned For Every Inch Of This Single Story Great Room Plan! Roo...

John L Scott Bend

Words Cannot Describe This Once In A Lifetime L...

REDUCED 10% Photo of Listing #220127341

$4,950,000 Active

  • 5 Beds
  • 5 Baths
  • 76.9 Acres
  • 4,718 ft²

Residential

18720 Bull Springs Road, Bend, OR

MLS® #220127341

Words Cannot Describe This Once In A Lifetime Legacy Property Situated On 76.9 Acres Just Minutes From Downtown Bend! The F2 Zoning Allows For Endless Possibilities! Watch Eagles Soar And Wildlife Migrate Through The Stunning Rock Canyons And Park-like Set...

Cascade Sotheby's Int'l Realty

Majestic Cascade Mountain Views & The Peaceful ...

Photo of Listing #220140230

$4,600,000 Active

  • 4 Beds
  • 5 Baths
  • 1.16 Acres
  • 5,823 ft²

Residential

1658 Nw Wild Rye Circle, Bend, OR

MLS® #220140230

Majestic Cascade Mountain Views & The Peaceful Sound Of The Deschutes River Below Complement The Luxurious Interiors Of This Spectacular Residence. Wood & Stone Accents Blend W/ The Natural Scenery Surrounding The 1-acre Property, Ideally Positioned In The ...

Berkshire Hathaway HomeService

The Setting, Views & Proximity To All Things Wo...

REDUCED 13% Photo of Listing #220141123

$4,500,000 Active

  • 5 Beds
  • 4 Baths
  • 0.52 Acres
  • 5,551 ft²

Residential

437 Nw Drake Road, Bend, OR

MLS® #220141123

The Setting, Views & Proximity To All Things Wonderful! A Rare Opportunity To Own One Of The Premier Downtown Bend Homes Overlooking Drake Park, Mirror Pond/deschutes River! Enjoy Endless Charm As You Enter On The Circular Heated Paver Drive With Mature Lan...

Cascade Sotheby's Int'l Realty

A Truly Magical And Unique Property That Is Unm...

REDUCED 6% Photo of Listing #220136314

$3,995,000 Active

  • 4 Beds
  • 3 Baths
  • 114.82 Acres
  • 2,235 ft²

Residential

64821 Collins Road, Bend, OR

MLS® #220136314

A Truly Magical And Unique Property That Is Unmatched In Central Oregon, Consisting Of 114.82 Acres On 5 Separate Tax Lots And 2 Residences. The Ridge Home Is Set On The Rim Affording Majestic Views Of The Cascades Mountain Range From Mt Bachelor To Mt Jeff...

Duke Warner Realty

Imagine Living On The Banks Of The Deschutes Ri...

Photo of Listing #220142033

$3,900,000 Active

  • 4 Beds
  • 4 Baths
  • 0.24 Acres
  • 3,286 ft²

Residential

10 Nw Allen Road, Bend, OR

MLS® #220142033

Imagine Living On The Banks Of The Deschutes River Stepping Out Your Back Door To A Large Deck With Vast Views Of The River. Enjoy The Private Landscaped Back Yard Completely Redesigned With A Lower Deck By The Water. Enjoy The Lower Deck In The Summer Even...

Bend Premier Real Estate LLC

Stunning, High End Custom Residence On A .65 Ac...

Photo of Listing #220142705

$3,895,000 Active

  • 6 Beds
  • 6 Baths
  • 0.65 Acres
  • 5,507 ft²

Residential

61454 Cultus Lake Court, Bend, OR

MLS® #220142705

Stunning, High End Custom Residence On A .65 Acre Homesite In Sought After Parks At Broken Top. This Timberline Construction-built 5,507 Square Foot Home Provides A Functional, Comfortable And Elegant Floorplan And Quality Of Living. A Large And Luxurious C...

Cascade Sotheby's Int'l Realty

Designed By The Internationally Awarded Madrid-...

Photo of Listing #220112166

$3,680,000 Active

  • 5 Beds
  • 6 Baths
  • 0.47 Acres
  • 4,215 ft²

Residential

61913 Hosmer Lake Drive, Bend, OR

MLS® #220112166

Designed By The Internationally Awarded Madrid-based Spanish Studio Frpo, Rodriguez & Oriol Architecture. A True Contemporary Aesthetic And Ambitious Site-specific Design, With High-quality Finishes Throughout. Spacious And Light-filled Rooms With High Cei...

Cascade Sotheby's Int'l Realty

New Construction! Introducing Tanager. Central ...

Photo of Listing #220132295

$3,500,000 Active

  • 3 Beds
  • 4 Baths
  • 2 Acres
  • 4,098 ft²

Residential

63425 Palla Lane, Bend, OR

MLS® #220132295

New Construction! Introducing Tanager. Central Oregon's First And Only Boutique, Waterfront Residential Community, Tanager Offers Aunique Opportunity To Live Where You Play. Located In Bend's Desirable West Side And Just Six Miles From Downtown, Tanager Is ...

LUXE Forbes Global Properties

Take In Breathtaking Views From This Extraordin...

Photo of Listing #220144243

$3,500,000 Active

  • 3 Beds
  • 4 Baths
  • 1.14 Acres
  • 3,441 ft²

Residential

2275 Nw Lakeside Place, Bend, OR

MLS® #220144243

Take In Breathtaking Views From This Extraordinary Modern Masterpiece Perched Above The River & A Short Distance From Downtown Bend. Enter Through A Lavish Courtyard Filled W/ Native Plants & Stunning Architectural Style. A Passive-solar Design & Towering W...

Cascade Sotheby's Int'l Realty

Situated On The Nw Side Of Awbrey Butte Is This...

Photo of Listing #220144947

$3,300,000 Active

  • 3 Beds
  • 2 Baths
  • 1.01 Acres
  • 4,165 ft²

Residential

1752 Nw Wild Rye Circle, Bend, OR

MLS® #220144947

Situated On The Nw Side Of Awbrey Butte Is This Home Of Modern And Elegant Design. You Will Fall In Love From The Minute You Enter And Are Greeted With Unobstructed Views From Mt. Bachelor To Mt. Hood. The Use Of Tiles, Stones And Textures Are Spectacular! ...

Windermere Central Oregon Real Estate

Privacy And Seclusion Await In This Stunning Tu...

Photo of Listing #220143071

$3,195,000 Active

  • 3 Beds
  • 4 Baths
  • 5.23 Acres
  • 4,330 ft²

Residential

18355 Pinehurst Road, Bend, OR

MLS® #220143071

Privacy And Seclusion Await In This Stunning Tumalo Acreage Horse Property. 5.23 Acres Of Fenced, Treed Property With Underground Irrigation, And Big Cascade Mountain Views. Built By Sun Forrest Construction, This Immaculate Home Features, Large Timber Fra...

Cascade Sotheby's Int'l Realty

A Rare, Irreplaceable Opportunity To Own One Of...

NEW Photo of Listing #220146106

$2,750,000 Active

  • 0.22 Acres
  • 9,583 ft²

Land

86 Nw Allen Road, Bend, OR

MLS® #220146106

A Rare, Irreplaceable Opportunity To Own One Of The Last Deschutes Riverfront Bare Land Lots In Bend. Just A Few Blocks To Downtown And Steps Away From Columbia Park And All The Restaurants/shops In The Galveston Corridor. The Only Vacant Lot On The River I...

Bend Premier Real Estate LLC

A Stunning Tumalo Location That Includes Two Ad...

NEW Photo of Listing #220146266

$2,750,000 Active

  • 2 Beds
  • 1 Baths
  • 38.21 Acres
  • 3,456 ft²

Farm

19970 Innes Market Road, Bend, OR

MLS® #220146266

A Stunning Tumalo Location That Includes Two Adjacent 20 Acre Parcels Both Efu Zoning With 29 Total Acres Of Tumalo Water District Irrigation Rights. Additional Stainless Steel Lined Well With 5 Acres Of Subterranean Water Rights. Two Commercial Green House...

Knightsbridge International

One Of Bend's Iconic Historic Homes, Situated A...

REDUCED 4% Photo of Listing #220144772

$2,720,000 Active

  • 4 Beds
  • 5 Baths
  • 0.28 Acres
  • 3,939 ft²

Residential

720 Nw Riverside Boulevard, Bend, OR

MLS® #220144772

One Of Bend's Iconic Historic Homes, Situated Across From Drake Park And Mirror Pond. Views From All Main Rooms And The Guest House. Downtown Bend's Excellent Dining, Entertainment And Shopping Is Just Down The Street. Completely Renovated In 2005 Down To T...

Stellar Realty Northwest

This Modern Marvel Impresses With Its Walls Of ...

Photo of Listing #220141076

$2,549,000 Active

  • 4 Beds
  • 3 Baths
  • 0.53 Acres
  • 3,548 ft²

Residential

3518 Nw Mesa Verde Court, Bend, OR

MLS® #220141076

This Modern Marvel Impresses With Its Walls Of Glass, Striking Custom Touches, & Breathtaking Views Of The Deschutes River, Pilot Butte, & City Lights! A Heated Paver Driveway Leads You Past Ghost Trees & Towards The Soaring Two-story Entry Adjacent To An I...

Coldwell Banker Bain

One Of A Kind 2018-built Mountain And River-vie...

Photo of Listing #220145452

$2,500,000 Active

  • 3 Beds
  • 4 Baths
  • 0.68 Acres
  • 3,375 ft²

Residential

20304 Rock Canyon Road, Bend, OR

MLS® #220145452

One Of A Kind 2018-built Mountain And River-view Tumalo Home! Stunning Custom Finishes Throughout This Single Level Modern Farmhouse With An Adorable Matching Guest House! Master Suite With Gorgeous Mountain Views, Double Vanity, Tiled Shower, Soaking Tub A...

Red Door Realty

Prime Opportunity In Nw Bend! An Ideal Family C...

REDUCED 4% Photo of Listing #220126371

$2,395,000 Active

  • 4 Beds
  • 3 Baths
  • 20 Acres
  • 3,201 ft²

Residential

63635 Johnson Road, Bend, OR

MLS® #220126371

Prime Opportunity In Nw Bend! An Ideal Family Compound On Pristine Treed Acreage, Minutes From Town! Situated On 20 Acres, With Views And Western Exposure, This Beautiful 3200 Sf Single Level Home Even Has A 1.5 Mile Go Cart Track And Trail System, Offering...

Cascade Sotheby's Int'l Realty

Stunning Custom Built Hm On Awbrey Butte W/ Fla...

NEW Photo of Listing #220146327

$2,395,000 Active

  • 4 Beds
  • 3 Baths
  • 0.57 Acres
  • 3,639 ft²

Residential

3038 Nw Kenwood Court, Bend, OR

MLS® #220146327

Stunning Custom Built Hm On Awbrey Butte W/ Flat Driveway & Exquisite Features Situated On A Cul-de-sac. Great Rm Is Spacious W/ Fireplace, Built-in Cabinets & ''walls Of Glass'' Overlooking The Backyard W/ Lush Landscaping. Formal Dining Rm Is So Large &...

John L Scott Bend

Welcome To The Lifestyle You've Been Dreaming O...

REDUCED 6% Photo of Listing #220144688

$2,350,000 Active

  • 3 Beds
  • 4 Baths
  • 0.52 Acres
  • 3,247 ft²

Residential

61587 Hosmer Lake Drive, Bend, OR

MLS® #220144688

Welcome To The Lifestyle You've Been Dreaming Of In This Stunning Single Level Contemporary Home, Designed & Constructed W/ Timeless Features & Complete Energy Efficiency. This Quality Built Bend Trend Home Is Located Right In The Heart Of It All On The 13t...

Cascade Sotheby's Int'l Realty

Nestled Along The 18th Fairway Of River's Edge ...

Photo of Listing #220136177

$2,299,000 Active

  • 4 Beds
  • 4 Baths
  • 0.26 Acres
  • 3,928 ft²

Residential

3379 Nw Eighteenth Fairway Place, Bend, OR

MLS® #220136177

Nestled Along The 18th Fairway Of River's Edge Golf Course, This Brand New Home Has Everything Required For The Perfect Central Oregon Retreat. With Its Incredible Open Concept Floor Plan, The Large Windows And Multiple Outdoor Decks Reveal Stunning Views O...

Powell Team Real Estate LLC

© 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 25th, 2022 at 2:46pm PDT.