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

232 Properties Found. Page 1 of 12

A Rare Opportunity To Invest In A 250 Acre Pres...

Photo of Listing #220129450

$19,995,000 Active

  • 250 Acres
  • 10,890,000 ft²

Land

63455 O. B. Riley Road, Bend, OR

MLS® #220129450

A Rare Opportunity To Invest In A 250 Acre Preserve/estate With Significant Development Potential! Located On The Northwest Edge Of Bend, Bordering The Captivating 184 Acre Riley Ranch Nature Reserve Which Offers Open Space & Trails That Have Connectivity T...

Cascade Sotheby's Int'l Realty

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

Photo of Listing #220124010

$7,950,000 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 Sotheby's Int'l Realty

Price Reduced! State Of The Art Equestrian Faci...

REDUCED 14% Photo of Listing #220127341

$5,995,000 Active

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

Residential

18720 Bull Springs Road, Bend, OR

MLS® #220127341

Price Reduced! State Of The Art Equestrian Facility On 76.9 Forested Acres Just Minutes To Bend! Beautifully Updated, Light Filled And Spacious, This Classic Modern Farmhouse Sits In A Serene And Parklike Setting Surrounded By Tall Pines And Manicured Grou...

Cascade Sotheby's Int'l Realty

Pristine And Exquisite! A Legacy Property In Th...

Photo of Listing #220125851

$5,900,000 Active

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

Residential

1746 Nw Wild Rye Circle, Bend, OR

MLS® #220125851

Pristine And Exquisite! A Legacy Property In The Beautiful Gated Community Of North Rim. Breathtaking Views Of The Entire Cascade Mountain Range. Unmatched Architecture And Artisan Craftsmanship. This 10,000 Sf Villa Offers 5 En-suite Bedrooms, Dramatic Va...

Cascade Sotheby's Int'l Realty

Phenomenal Nw Contemporary Located On 19 Acres ...

REDUCED 4% Photo of Listing #220129528

$4,650,000 Active

  • 6 Beds
  • 5 Baths
  • 19.09 Acres
  • 7,786 ft²

Residential

20080 Cox Lane, Bend, OR

MLS® #220129528

Phenomenal Nw Contemporary Located On 19 Acres On Bend's Coveted Westside. An Unparalleled Setting Overlooking The Cascade Mountains And High Desert Landscape, This Property Captures An Exquisite Artful Design Throughout, Complete Privacy, And Solar System ...

Coldwell Banker Bain

Spectacular Views Of Mt. Bachelor Greet You Fro...

Photo of Listing #220133124

$4,450,000 Active

  • 5 Beds
  • 6 Baths
  • 10.19 Acres
  • 4,790 ft²

Residential

19155 Macalpine Loop, Bend, OR

MLS® #220133124

Spectacular Views Of Mt. Bachelor Greet You From This Private 10 Acre Oasis In The Heart Of Nw Bend. From The Interior To Exterior Design, This Property Provides A Setting That Welcomes Year-round Entertaining While Also Embracing The Quiet High Desert Surr...

The Hasson Company

Designed By The Internationally Awarded Madrid-...

Photo of Listing #220112166

$3,580,000 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, This Outstanding Original Contemporary Design Is Currently Under Construction With A Target Completion Of December 2021. A True Contemporary Aesthetic ...

Cascade Sotheby's Int'l Realty

Fantastic Buy And Hold Opportunity! Calling On ...

Photo of Listing #220126852

$3,500,000 Active

  • 8.67 Acres
  • 377,665 ft²

Land

61120 Bachelor View Road, Bend, OR

MLS® #220126852

Fantastic Buy And Hold Opportunity! Calling On Investors, Developers Or Those Seeking A 1031 Exchange. It's Rare To Have Raw Land (8.67 Acres) Like This Still Available On The Westside! Walking In A Meadow Filled With Manzanita, Ponderosas, The Occasional D...

Bend Premier Real Estate LLC

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 Christie's International

Beautiful Gated Equestrian Estate In Deschutes ...

Photo of Listing #220132346

$3,400,000 Active

  • 4 Beds
  • 5 Baths
  • 5.43 Acres
  • 5,515 ft²

Residential

20240 Rock Canyon Road, Bend, OR

MLS® #220132346

Beautiful Gated Equestrian Estate In Deschutes River Ranch. This Incomparable Property Fits The Most Discerning Buyer. Gorgeous Living Room Features Beamsand A Rock Fireplace With Built Ins. Chefs Kitchen With Breakfast Nook And Formal Dining Area For Enter...

Cascade Sotheby's Int'l Realty

Artfully Designed To Maximize 180 Degree Mounta...

REDUCED 2% Photo of Listing #220125745

$3,295,000 Active

  • 3 Beds
  • 4 Baths
  • 0.53 Acres
  • 4,152 ft²

Residential

18979 Park Commons Drive, Bend, OR

MLS® #220125745

Artfully Designed To Maximize 180 Degree Mountain Views, Set Against The Majestic Backdrop Of Shevlin Park And Thedeschutes National Forest Beyond, This Rosewood Home Is Both Unique And Exceptional. Here, A Rounded Scheer Wall,enclosed Courtyard, And West-f...

Cascade Sotheby's Int'l Realty

Newly Completed And Move-in Ready! This Mountai...

Photo of Listing #220125563

$3,250,000 Active

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

Residential

61856 Hosmer Lake Drive, Bend, OR

MLS® #220125563

Newly Completed And Move-in Ready! 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 A...

Total Real Estate Group

Perched On The Awbrey Hillside At The End Of A ...

REDUCED 7% Photo of Listing #220125739

$2,870,000 Active

  • 4 Beds
  • 5 Baths
  • 0.62 Acres
  • 4,634 ft²

Residential

3120 Nw Metke Place, Bend, OR

MLS® #220125739

Perched On The Awbrey Hillside At The End Of A Quiet Cul-de-sac, This Is Truly A Home For Gathering - Offering Inestimably Remarkable Views Of The Full Cascade Range, And Alarge, Sun-drenched, And Lushly Landscaped Lot. Here, Soaring Ceilings, Abundant Wind...

Cascade Sotheby's Int'l Realty

Rare Development Opportunity! This Is One Of Th...

Photo of Listing #220117910

$2,795,000 Active

  • 4.17 Acres
  • 181,645 ft²

Land

2455 Nw Shevlin Park Road, Bend, OR

MLS® #220117910

Rare Development Opportunity! This Is One Of The Last Remaining Sub-dividable Vacant Lots On Bend's Popular West-side. Buyer To Do Due Diligence On Development. Rm Zoned.

Coldwell Banker Bain

The Best Of Bend Living Is At Your Front Door W...

REDUCED 5% Photo of Listing #220132504

$2,695,000 Active

  • 3 Beds
  • 5 Baths
  • 0.07 Acres
  • 2,710 ft²

Residential

825 Sw Theater Drive, Bend, OR

MLS® #220132504

The Best Of Bend Living Is At Your Front Door With This Incredible Townhome On The Banks Of The Deschutes, Overlooking The Layered Landscape Of River Bend Park, The Old Mill, And The Picturesque White-capped Mountains Beyond. Here, Clean Lines And Luxurious...

Cascade Sotheby's Int'l Realty

Come Home To This Private And Secluded Hilltop ...

REDUCED 6% Photo of Listing #220127674

$2,499,000 Active

  • 4 Beds
  • 4 Baths
  • 0.82 Acres
  • 5,000 ft²

Residential

1047 Nw Promontory Court, Bend, OR

MLS® #220127674

Come Home To This Private And Secluded Hilltop Masterpiece With Commanding City & Pilot Butte Views! Elegant Interiors Focus On Main Level Living With Ideal Separation Of Bedrooms. Primary Suite Pampers With Luxury Marble Bath, Deck Access, And Southern V...

Coldwell Banker Bain

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

REDUCED 10% Photo of Listing #220126371

$2,495,000 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

An Exquisite Home With A Gourmet Kitchen Featur...

Photo of Listing #220130609

$2,400,000 Active

  • 4 Beds
  • 5 Baths
  • 1.52 Acres
  • 3,857 ft²

Residential

2002 Nw Glassow Drive, Bend, OR

MLS® #220130609

An Exquisite Home With A Gourmet Kitchen Featuring A Custom Island Topped Chiseled Edge Granite, Two Sub Zero's, Two Dishwashers, Wolf Gas Range With A Custom Handmade Copper Range Hood. All This Is Open To The Great Room All Of Which Has Outstanding Views ...

Duke Warner Realty

Huge Views Abound From This Incredibly Private ...

REDUCED 4% Photo of Listing #220131109

$2,398,000 Active

  • 3 Beds
  • 2 Baths
  • 37.52 Acres
  • 2,068 ft²

Residential

65345 Tweed Road, Bend, OR

MLS® #220131109

Huge Views Abound From This Incredibly Private 37-acre Tumalo Ranch, Just Ten Minutes To Bend! Bring Your Horses, Mountain Bikes, And Hiking Boots To This One-of-a-kind Property With Deeded Access To Forest Lands For Endless Fun Right From Your Back Door! S...

LivOregon Real Estate LLC

Peaceful, Private, And On The Westside! This Is...

Photo of Listing #220127312

$2,395,000 Active

  • 1.97 Acres
  • 85,813 ft²

Land

61020 Bachelor View Road, Bend, OR

MLS® #220127312

Peaceful, Private, And On The Westside! This Is A True Gem, And The Last Of Its Kind! 2 Spacious Acres On The Westside, Perched Just Above The Beautiful Flowing Deschutes,sits This Captivating Piece Of Land. Located In A Very Desirable, Quiet Neighborhood W...

Cascade Sotheby's Int'l Realty

919 Bond Street Condo Is The Pinnacle Of Top Sh...

Photo of Listing #220131891

$2,295,000 Active

  • 3 Beds
  • 4 Baths
  • 2,561 ft²

Residential

919 Nw Bond Street 302, Bend, OR

MLS® #220131891

919 Bond Street Condo Is The Pinnacle Of Top Shelf Living, Located In The Heart Of Downtown Bend.inside This Stunning 2500+ Square Foot Condo, You Will Be Greeted By Natural Light And A High Degree Of Craftsmanship. The Open Floorplan And Floor To Ceiling W...

Preferred Residential

© 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 21st, 2021 at 4:16pm PDT.