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

222 Properties Found. Page 1 of 11

Clean Lines And Classic Modern Influences Defin...

Photo of Listing #220155325

$4,750,000 Active

  • 4 Beds
  • 6 Baths
  • 0.96 Acres
  • 5,652 ft²

Residential

61462 Weinhard Court, Bend, OR

MLS® #220155325

Clean Lines And Classic Modern Influences Define This Iconic Tetherow Home. Situated On One Of The Largest, Most Private Lots In The Community, And Featuring Spectacular Views Of The Golf Course And Cascade Mountains, This Property Settles Beautifully Into ...

Cascade Hasson Sotheby's International Realty

Come Home To An Amazing Multi Generational Fami...

Photo of Listing #220157242

$4,500,000 Active

  • 4 Beds
  • 4 Baths
  • 1.36 Acres
  • 7,843 ft²

Residential

2718 Nw Nightfall Circle, Bend, OR

MLS® #220157242

Come Home To An Amazing Multi Generational Family House On Awbrey Butte That Makes You Feel Like You Are Escaping It All - While Being Only Minutes From Downtown Bend. With A Spectacular Private Pool, Pool House W/full Bath, In-ground Spa, And Over 7700 Sf ...

Bend Premier Real Estate LLC

Step Inside Villa Cascadia And Experience A Tru...

REDUCED 12% Photo of Listing #220149470

$3,999,000 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

One Of A Kind Offering In Tetherow, Known As Sk...

REDUCED 5% Photo of Listing #220155577

$3,997,000 Active

  • 5 Beds
  • 4 Baths
  • 0.95 Acres
  • 4,564 ft²

Residential

61548 Hardin Martin Court, Bend, OR

MLS® #220155577

One Of A Kind Offering In Tetherow, Known As Skyfall Is Located On .95 Acre Lot At The Famous Kidd's Corner. This Home Is The Ultimate Combination Of Private Sanctuary & Entertainers Paradise. Twice Published Contemporary Take On Mcm Architecture Designed B...

Cascade Hasson Sotheby's International Realty

Perched On Ten Incredible Acres Overlooking She...

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 Dream Home Located ...

Photo of Listing #220154768

$3,800,000 Active

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

Residential

63420 Nw Shoreline Drive, Bend, OR

MLS® #220154768

Extraordinary One Of A Kind Dream Home Located On A Private Water Ski Lake Just Minutes From Downtown Bend. Be One Of The First To Live In This Majestic Tanager Lake Gated Community. This 4098sf Homes Is Sitting On 2 Beautifully Landscaped Acres With Room F...

Kine & Kine Properties

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

High Desert Landscape, Cascade Mountain Views A...

Photo of Listing #220156335

$3,695,750 Active

  • 4 Beds
  • 6 Baths
  • 0.62 Acres
  • 4,764 ft²

Residential

19130 Cartwright Court, Bend, OR

MLS® #220156335

High Desert Landscape, Cascade Mountain Views And The Big Bend Sky Are Just A Few Natural Elements To Be Enjoyed From Back Of This New Luxury Home In Tartan Druim. Situated On Over A Half Of An Acre Toward The End Of The Cul De Sac, This Sprawling 4,764 Sf ...

Cascade Hasson Sotheby's International 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 Hasson Sotheby's International Realty

Experience Perpetual Peace On This Last Of It's...

Photo of Listing #220150572

$3,300,000 Active

  • 4 Beds
  • 3 Baths
  • 50.02 Acres
  • 2,603 ft²

Residential

64635 Simon Road, Bend, OR

MLS® #220150572

Experience Perpetual Peace On This Last Of It's Kind Property In Tumalo. Only The Second Time Sold, This Rare 50-acre Slice Of Serenity Is The Largest Contiguous Lot Left In Tumalo. This Architectural Beauty Was Built In 1977, Situated In The Center Of Thi...

Engel & Voelkers Bend

This Remarkable 5 Bedroom, 4 Bath, 6052 Sq Ft C...

Photo of Listing #220155867

$3,250,000 Active

  • 5 Beds
  • 4 Baths
  • 0.79 Acres
  • 6,052 ft²

Residential

1703 Nw Remarkable Drive, Bend, OR

MLS® #220155867

This Remarkable 5 Bedroom, 4 Bath, 6052 Sq Ft Contemporary Nw Style Home Delivers Quality Craftsmanship & Design. Perched Atop 0.79 Acres On Awbrey Butte, You Will Be Captured By Stunning Panoramic Cascade Mountain Views From Three Sisters To Mt. Adams. Liv...

RE/MAX Key Properties

Magnificent Cascade Mountain Views From Spectac...

Photo of Listing #220157281

$2,995,000 Active

  • 3 Beds
  • 5 Baths
  • 15.55 Acres
  • 5,190 ft²

Residential

19150 Tumalo Reservoir Road, Bend, OR

MLS® #220157281

Magnificent Cascade Mountain Views From Spectacular West Tumalo Home On 15.55 Acres. Exquisite Pacwest Home Offers Panoramas All The Way From Mt Bachelor To Mt Hood. Tree Lined Drive Leads To Charming Gated Courtyard Warmed By Wood Burning Fireplace, Where,...

Berkshire Hathaway HomeService

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

REDUCED 8% Photo of Listing #220152809

$2,950,000 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...

REDUCED 8% Photo of Listing #220152812

$2,950,000 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

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

Newly Finished In Tetherow, This 3,665 Sf Custo...

Photo of Listing #220157529

$2,775,000 Active

  • 4 Beds
  • 6 Baths
  • 0.29 Acres
  • 3,665 ft²

Residential

61359 Lost Hollow Loop, Bend, OR

MLS® #220157529

Newly Finished In Tetherow, This 3,665 Sf Custom Home Was Thoughtfully Designed And Executed With Pride And Exceptional Attention To Detail. Features Include Vaulted Ceilings, Open Kitchen, Great Room Floorplan, 3 Bedrooms On The Main And Bonus W/4th Bedroo...

Cascade Hasson Sotheby's International Realty

A Stunning Tumalo Location That Includes Two Ad...

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

Stunning New Construction In Tumalo With Panora...

REDUCED 9% Photo of Listing #220157444

$2,600,000 Active

  • 3 Beds
  • 4 Baths
  • 5 Acres
  • 3,227 ft²

Residential

64790 Hunnell Road, Bend, OR

MLS® #220157444

Stunning New Construction In Tumalo With Panoramic Cascade Mountain Views! Very Private Location Located Close To The Bite And All That Bend Has To Offer. Elegant Chef's Kitchen With A Huge Island, Butler's Pantry, An Impressive Appliance Package Including ...

Red Door Realty

Quality Abounds In This Beautiful Northwest Cus...

Photo of Listing #220155408

$2,499,000 Active

  • 4 Beds
  • 5 Baths
  • 0.5 Acres
  • 3,670 ft²

Residential

61534 Hosmer Lake Drive, Bend, OR

MLS® #220155408

Quality Abounds In This Beautiful Northwest Custom Home In The Premier Tetherow Resort Community. Offering A Wonderful, Quiet Backdrop Overlooking The 7th Fairway Of Broken Top Golf Course. Welcoming Front Entry With Stone And Wood Details And A Cascading W...

Cascade Hasson Sotheby's International Realty

Riverfront Property In Bend Doesn't Come Up For...

Photo of Listing #220157946

$2,450,000 Active

  • 3 Beds
  • 3 Baths
  • 3.08 Acres
  • 3,223 ft²

Residential

18841 Baker Road, Bend, OR

MLS® #220157946

Riverfront Property In Bend Doesn't Come Up For Sale Very Often. The Deschutes River Is Just A Glance Or A Few Steps Away. With Over 3 Acres Of Highly Sought After Riverfront Property In The Private Gated Community Of River Bluff Estates You Can Enjoy The R...

West and Main Homes

© 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: January 29th, 2023 at 12:30am PST.