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.  

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321 Properties Found. Page 1 of 16

The Historic Site Of The Former Tumalo Butte Lo...

REDUCED 8% Photo of Listing #220124010

$6,900,000 Active

  • 6 Beds
  • 8 Baths
  • 24.76 Acres
  • 8,901 ft²

Residential

63225 Lookout Drive, Bend, OR

MLS® #220124010

The Historic Site Of The Former Tumalo Butte Lookout Is Now Offered For Sale! Enjoy Expansive Views Of The Cascade Mountain Range & The Forest Floor Below. The Home And Lookout Tower Were Designed By Aome Architects, Known For Their Personalized Approach To...

Cascade Hasson Sotheby's International Realty

Completing Construction Of This 4,120 S/f Custo...

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

Completing Construction Of This 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 Ro...

John L Scott Bend

Step Inside Villa Cascadia And Experience A Tru...

Photo of Listing #220149470

$4,550,000 Active

  • 5 Beds
  • 6 Baths
  • 1.07 Acres
  • 10,061 ft²

Residential

1746 Nw Wild Rye Circle, Bend, OR

MLS® #220149470

Step Inside Villa Cascadia And Experience A True Tuscan Masterpiece. This Beacon Of Luxury And Sophistication Is Perched Above The Deschutes National Forest, Flawlessly Capturing The Iconic Cascade Mountains And Central Oregon's Natural Beauty. Find Yoursel...

Engel & Voelkers Bend

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 Hasson Sotheby's International Realty

9 Units Located On The Corner Of Newport And 8t...

REDUCED 7% Photo of Listing #220150391

$4,400,000 Active

  • 0.28 Acres
  • 12,197 ft²

Residential Income

1419 Nw 8th Street, Bend, OR

MLS® #220150391

9 Units Located On The Corner Of Newport And 8th. Location Is Premium. Offering Includes A 5 Plex Built In 2020 On One Tax Tax. Separated By An Alley Is A 3 Plex Built In 2019 And A Single Family Home Built In 1999 All One Tax Lot. Home Is Recently Renov...

Compass Commercial Real Estate

Perched On Ten Incredible Acres Overlooking She...

NEW Photo of Listing #220154386

$3,900,000 Active

  • 5 Beds
  • 6 Baths
  • 10.11 Acres
  • 7,520 ft²

Residential

63130 Lookout Drive, Bend, OR

MLS® #220154386

Perched On Ten Incredible Acres Overlooking Shevlin Park, This Large And Versatile Custom Home Offers Autonomy And Serenity, Yet Is Just Minutes From Westside Bend Amenities And Schools. Enter By Way Of A Striking Front Circular Drive And Covered Front Porc...

Cascade Hasson Sotheby's International Realty

This Original Contemporary Residence Is Designe...

Photo of Listing #220153991

$3,880,000 Active

  • 4 Beds
  • 4 Baths
  • 0.49 Acres
  • 3,834 ft²

Residential

61919 Hosmer Lake Drive, Bend, OR

MLS® #220153991

This Original Contemporary Residence Is Designed By Fernando Rodriguez Of Frpo, Madrid. A 3-year Design And Construction Project, Completed In 2021, Has Produced A Stunning Residence. 3834 Sf, With 4 Bedrooms And 4 Baths. A Private Entrance Leads To A Dedic...

Cascade Hasson Sotheby's International Realty

Extraordinary One-of-a-kind Property W/spectacu...

NEW Photo of Listing #220154442

$3,800,000 Active

  • 3 Beds
  • 3 Baths
  • 3.9 Acres
  • 4,680 ft²

Residential

20045 Chaney Road, Bend, OR

MLS® #220154442

Extraordinary One-of-a-kind Property W/spectacular Views Of 470ft Deschutes River White Water Frontage & 3.9 Private Park Like Acres W/immaculate Landscaping, Huge Trees, Labyrinth,paver Driverway/patio, Greenhouse & River Access.beautifully Remodeled 4,680...

Century 21 North Homes Realty

Stunning Contemporary Home On One Of The Best M...

Photo of Listing #220148705

$3,750,000 Active

  • 4 Beds
  • 6 Baths
  • 2.31 Acres
  • 6,035 ft²

Residential

3011 Nw Starview Drive, Bend, OR

MLS® #220148705

Stunning Contemporary Home On One Of The Best Mountain Parcels On Awbrey Butte With Panoramic Cascade Mountain Views From Most Rooms!! A Professional Remodel Of Over $1,200,000 Was Just Completed With An Updated Gourmet Kitchen With An Aga Range, Soaring Gr...

RE/MAX Key Properties

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 Hasson Sotheby's International Realty

Stunning, Newly Painted, High End Custom Reside...

Photo of Listing #220142705

$3,500,000 Active

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

Residential

61454 Cultus Lake Court, Bend, OR

MLS® #220142705

Stunning, Newly Painted, High End Custom Residence On A .65 Acre Homesite In Desirable 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...

Cascade Hasson Sotheby's International Realty

This Charming And Warm Riverfront Home Is Truly...

REDUCED 10% Photo of Listing #220142033

$3,499,000 Active

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

Residential

10 Nw Allen Road, Bend, OR

MLS® #220142033

This Charming And Warm Riverfront Home Is Truly One Of A Kind With Unobstructed Panoramic Views From Inside The Home And Spacious Decks. Wander Down To The Fire Pit Right On The River Or Launch Your Paddle Boards And Kayaks From The Home's Private Dock. An...

Bend Premier Real Estate LLC

Stunning Tetherow Mountain-modern Residence Ins...

Photo of Listing #220153555

$3,299,000 Active

  • 4 Beds
  • 5 Baths
  • 0.47 Acres
  • 4,317 ft²

Residential

61862 Hosmer Lake Drive, Bend, OR

MLS® #220153555

Stunning Tetherow Mountain-modern Residence Inspired By Martis Camp Architecture In Lake Tahoe. Designed By Designhaus And Built By Bend Trend Homes, Attention To Detail And Quality Exudes Throughout. The Expansive Great Room With Unique 3 Dimensional Cro...

West and Main Homes

This Mountain Modern Masterpiece By Bendtrend H...

Photo of Listing #220148583

$3,250,000 Active

  • 4 Beds
  • 5 Baths
  • 0.46 Acres
  • 4,006 ft²

Residential

61856 Hosmer Lake Drive, Bend, OR

MLS® #220148583

This Mountain Modern Masterpiece By Bendtrend Homes Fuses Quality And Luxury With A Functional Design That Leaves Nothing Behind. There Are Three Suites On The Main Level Plus A Den And Powder Room. The 4th Bedroom, Bath And Bonus Room Are Upstairs Providin...

Total Real Estate Group

Unobstructed Mountain Views On A Premium 40-acr...

Photo of Listing #220152809

$3,200,000 Active

  • 3 Beds
  • 3 Baths
  • 40 Acres
  • 2,704 ft²

Residential

63850 Johnson Road, Bend, OR

MLS® #220152809

Unobstructed Mountain Views On A Premium 40-acre Lot Providing Peace And Privacy. Custom Home Offers Open Floor Plan On The Main Level With Separate Office, Sitting Room, Laundry, And Full Bath. Second Floor Includes A Spacious Primary Suite With Attached S...

Alleda Real Estate

Unobstructed Mountain Views On A Premium 40-acr...

Photo of Listing #220152812

$3,200,000 Active

  • 3 Beds
  • 3 Baths
  • 40 Acres
  • 2,704 ft²

Farm

63850 Johnson Road, Bend, OR

MLS® #220152812

Unobstructed Mountain Views On A Premium 40-acre Lot Providing Peace And Privacy. Custom Home Offers Open Floor Plan On The Main Level With Separate Office, Sitting Room, Laundry, And Full Bath. Second Floor Includes A Spacious Primary Suite With Attached S...

Alleda Real Estate

Take In The Incredible Mountain Views And Luxur...

REDUCED 3% Photo of Listing #220150301

$3,175,000 Active

  • 3 Beds
  • 5 Baths
  • 0.87 Acres
  • 3,552 ft²

Residential

19227 Cartwright Court, Bend, OR

MLS® #220150301

Take In The Incredible Mountain Views And Luxury Resort Living In This Single-level Modern Home In Bend! With A Spacious, Open Floor Plan And Natural Light Throughout, The Contemporary Design And Impressive Finishes, Including White Oak Floors, Exposed Beam...

Jeff Larkin Realty

If You Have Been Searching For One Of The Best ...

REDUCED 15% Photo of Listing #220150529

$3,100,000 Active

  • 5 Beds
  • 7 Baths
  • 1.51 Acres
  • 5,091 ft²

Residential

4050 Nw Northcliff, Bend, OR

MLS® #220150529

If You Have Been Searching For One Of The Best Locations In Bend - Look No Further! A Truly Spectacular 1.5-acre Private Setting With Truly Some Of The Most Incredible Views Of The Cascade Mountains From Nearly Every Room Of The Home. It Is Perfectly Situa...

Sunriver Realty

Captivating Mountain Farmhouse In Tetherow Brou...

Photo of Listing #220152931

$2,995,000 Active

  • 4 Beds
  • 5 Baths
  • 0.51 Acres
  • 3,831 ft²

Residential

61391 Sw Skene Trail, Bend, OR

MLS® #220152931

Captivating Mountain Farmhouse In Tetherow Brought To You By The Award-winning Duo Of Greg Welch Construction And Jason Todd Designs. Covered Front Entry Leads To A Welcoming Foyer And Great Room With 12' Ceilings And Custom Built-ins. Grand Kitchen With Qu...

Duke Warner Realty

Privacy And Seclusion Await In This Stunning Tu...

REDUCED 8% Photo of Listing #220143071

$2,945,000 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 Hasson Sotheby's International Realty

End Of The Road Privacy, Endless Elbow Room, En...

Photo of Listing #220150584

$2,899,000 Active

  • 3 Beds
  • 5 Baths
  • 7.26 Acres
  • 4,308 ft²

Residential

18620 Plainview Road, Bend, OR

MLS® #220150584

End Of The Road Privacy, Endless Elbow Room, Enormous Shop, & Cascade Mountain Views Throughout This 4300sf Custom High Desert Home. 7.26ac Property Features An Inviting Residence W/ Open Floor Plan, Vaulted Ceilings, Large Windows, Chef's Kitchen, 3 Main-l...

Team Birtola High Desert

© 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: October 6th, 2022 at 3:47pm PDT.