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Homes Built Before 1960 in Bend Oregon

Browse all homes for sale in Bend Oregon built before 1960  - older homes for sale, vintage homes for sale, historical homes for sale in Bend Oregon. 

Homes built before 1960

669 NE Lafayette Avenue, Bend image
669 NE Lafayette Avenue, Bend $725,000

Exceptional investment opportunity in the heart of Midtown Bend! Situated on a desirable .23-acre corner lot, this well-maintained property features a charming 3-bedroom,...

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  • 4 Beds
  • 2 Baths
  • 220225785 MLS
Courtesy of Berkshire Hathaway HomeService

Listing courtesy of Berkshire Hathaway HomeService.

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140 SE 4th Street, Bend image
140 SE 4th Street, Bend $519,000

Discover the charm of Bend living in this storybook 2-bedroom, cottage tucked into the desirable Jaycee Bend Park neighborhood. Full of personality and thoughtful updates...

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  • 2 Beds
  • 1 Baths
  • 220225520 MLS
Courtesy of Bend Premier Real Estate LLC

Listing courtesy of Bend Premier Real Estate LLC.

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195 SE Roosevelt Avenue, Bend image
195 SE Roosevelt Avenue, Bend $999,900

Both lots need to be sold together, currently an older home on lot 1, and an older shop on the other. The site is adjacent to a commercially zoned neighborhood and can al...

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  • 2 Beds
  • 3 Baths
  • 220225285 MLS
Courtesy of Stellar Realty Northwest

Listing courtesy of Stellar Realty Northwest.

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305 NW Columbia Street, Bend image
305 NW Columbia Street, Bend $1,795,000

Exceptional opportunity in the heart of Bend, where riverfront adventure meets vibrant city living. Located across the street from upcoming new Deschutes River access, th...

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  • 4 Beds
  • 4 Baths
  • 220224616 MLS
Courtesy of Cascade Hasson SIR

Listing courtesy of Cascade Hasson SIR.

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475 SE Douglas Street, Bend image
475 SE Douglas Street, Bend $585,000

Turn key Duplex! Secure a stabilized, low-maintenance asset with immediate, strong cash flow in one of Bend's most resilient rental markets. This updated duplex (2bd/1 ba...

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  • 220224612 MLS
Courtesy of Premiere Property Group, LLC

Listing courtesy of Premiere Property Group, LLC.

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606 NE 9th Street, Bend image
606 NE 9th Street, Bend $615,000

Welcome to this charming Midtown gem. Gorgeous newly refinished hardwood floors throughout add warmth and elegance. Offering 2 bedrooms, 2 bathrooms, and a versatile bo...

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  • 2 Beds
  • 2 Baths
  • 220224607 MLS
Courtesy of RE/MAX Key Properties

Listing courtesy of RE/MAX Key Properties.

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225 SE Vine Lane, Bend image
225 SE Vine Lane, Bend $550,000

Zoned commercial, but this small home sits on a high-visibility lot in a corridor that's clearly headed somewhere -- the kind of location where ''future potential'' is ju...

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  • 220224577 MLS
Courtesy of Keller Williams Realty Central Oregon

Listing courtesy of Keller Williams Realty Central Oregon.

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820 NE 4th Street, Bend image
820 NE 4th Street, Bend $690,000 ▼

Rare opportunity to own a fully remodeled duplex in Bend! 100k remodel completed in 2022! This single-level property features two 869 sq. ft. units, each offering 2 bedr...

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  • 220224470 MLS
Courtesy of eXp Realty, LLC

Listing courtesy of eXp Realty, LLC.

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636 NE Irving Avenue, Bend image
636 NE Irving Avenue, Bend $749,900

Charming Midtown bungalow on nearly 1/4 acre, blending classic character with modern updates. The main level offers 3 bedrooms, 1 updated bath, a refreshed kitchen, and i...

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  • 4 Beds
  • 2 Baths
  • 220224243 MLS
Courtesy of Knightsbridge International

Listing courtesy of Knightsbridge International.

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615 NW Ogden Avenue, Bend image
615 NW Ogden Avenue, Bend $799,000

A rare opportunity to own a lovingly maintained piece of Bend history in the heart of River West. Offered for the first time in decades, this beautiful 1930 home is co...

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  • 3 Beds
  • 1 Baths
  • 220224201 MLS
Courtesy of eXp Realty, LLC

Listing courtesy of eXp Realty, LLC.

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1473 NW Quincy Avenue, Bend image
1473 NW Quincy Avenue, Bend $1,300,000 ▼

Welcome home to an uncommon blend of flexibility, charm, and an ideal location in the coveted NW Hills. Thoughtfully updated and filled with natural light, this spacious ...

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  • 5 Beds
  • 4 Baths
  • 220223928 MLS
Courtesy of Cascade Hasson SIR

Listing courtesy of Cascade Hasson SIR.

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1929 NW Hill Street, Bend image
1929 NW Hill Street, Bend $700,000

Two tax lots in Bend's NW Riverside location. Short distance to First Street Rapids, Pioneer Park and downtown. Easy access to the parkway. Check with City of Bend for de...

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  • 2 Beds
  • 1 Baths
  • 220223897 MLS
Courtesy of Bend Real Estate, LLC

Listing courtesy of Bend Real Estate, LLC.

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23 NW Greenwood Avenue, Bend image
23 NW Greenwood Avenue, Bend $1,555,000 ▼

Set on one of Bend's busiest corridors, this approximately 4,100 SF single story office building offers a rare combination of visibility, flexibility, and functionality. ...

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  • 220223191 MLS
Courtesy of Berkshire Hathaway HomeService

Listing courtesy of Berkshire Hathaway HomeService.

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565 SE Woodland Boulevard, Bend image
565 SE Woodland Boulevard, Bend $548,000

Come home to this adorable centrally located SE Bend Bungalow. Enjoy, three bedrooms, and a nicely remodeled bathroom, open concept living. Within the existing footprint,...

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  • 3 Beds
  • 1 Baths
  • 220222028 MLS
Courtesy of Stellar Realty Northwest

Listing courtesy of Stellar Realty Northwest.

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1027 NW Albany Avenue 1&2 Unit 1&2, Bend image
1027 NW Albany Avenue 1&2 Unit 1&2, Bend $1,750,000

Rare opportunity to own an impeccably remodeled 1920 Craftsman-style Bungalow that includes a newly constructed 525 Sq Ft ADU, in one of Bend's desirable Westside neighbo...

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  • 4 Beds
  • 3 Baths
  • 220221933 MLS
Courtesy of Engel & Voelkers Bend

Listing courtesy of Engel & Voelkers Bend.

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21298 SW Young Avenue, Bend image
21298 SW Young Avenue, Bend $550,000 ▼

Set against a backdrop of open farmland and sweeping Cascade Mountain views, this charming cottage embodies the best of rural Bend living. Situated on a level, fully fenc...

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  • 2 Beds
  • 1 Baths
  • 220221316 MLS
Courtesy of Stellar Realty Northwest

Listing courtesy of Stellar Realty Northwest.

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714 NE 10th Street, Bend image
714 NE 10th Street, Bend $874,900 ▼

Step into Bend history with this iconic original ski house of Olaf Skjersaa - a true legacy property rooted in the spirit of Central Oregon's outdoor culture. Thoughtfull...

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  • 5 Beds
  • 3 Baths
  • 220220722 MLS
Courtesy of eXp Realty, LLC

Listing courtesy of eXp Realty, LLC.

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624 NW Hill Street, Bend image
624 NW Hill Street, Bend $679,000 ▼

Prime Downtown Mixed-Use Opportunity with Endless Potential Located right in Downtown Bend this light-filled cottage offers exceptional flexibility. Zoned mixed-use, t...

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  • 2 Beds
  • 1 Baths
  • 220219888 MLS
Courtesy of Keller Williams Realty Central Oregon

Listing courtesy of Keller Williams Realty Central Oregon.

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521 NW Georgia Avenue, Bend image
521 NW Georgia Avenue, Bend $650,000 ▼

Step into the charm of this 1920s mill home in Bend's Historic District. Full of original character and rich with opportunity, this fixer-upper is ready to be reimagined ...

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  • 2 Beds
  • 2 Baths
  • 220219520 MLS
Courtesy of Duke Warner Realty ERA Powered

Listing courtesy of Duke Warner Realty ERA Powered.

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734 NE Greenwood Avenue, Bend image
734 NE Greenwood Avenue, Bend $650,000

Prime investment opportunity on a high-visibility main street location! This well-established laundromat property has served the community for decades, offering strong re...

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  • 220218564 MLS
Courtesy of Keller Williams Realty Central Oregon

Listing courtesy of Keller Williams Realty Central Oregon.

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225 SE Vine Lane, Bend image
225 SE Vine Lane, Bend $550,000

Opportunity meets potential in this well-located small home situated on commercially zoned land. Offering immediate functionality with long-term upside, this property is ...

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  • 2 Beds
  • 1 Baths
  • 220218566 MLS
Courtesy of Keller Williams Realty Central Oregon

Listing courtesy of Keller Williams Realty Central Oregon.

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55635 Gatehouse Lane, Bend image
55635 Gatehouse Lane, Bend $2,150,000 ▼

This exceptional, private single-level residence offers 3 BD/3 BA spread out across 2,844 SF and situated on 9 + acres, including a large pasture with a picturesque barn....

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  • 3 Beds
  • 3 Baths
  • 220217549 MLS
Courtesy of Cascade Hasson SIR

Listing courtesy of Cascade Hasson SIR.

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1117 NW Milwaukee Avenue, Bend image
1117 NW Milwaukee Avenue, Bend $650,000

At the center of Bend's vibrant west side, this bungalow is steps from some of the city's most loved gathering spots. Tucked just off Newport Avenue and moments from the ...

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  • 2 Beds
  • 1 Baths
  • 220218427 MLS
Courtesy of Cascade Hasson SIR

Listing courtesy of Cascade Hasson SIR.

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21483 Bunchgrass Court, Bend image
21483 Bunchgrass Court, Bend $1,595,000 ▼

This contemporary farmhouse is the perfect setting for entertaining inside and out. Following an extensive 2021 expansion, more recent updates include a new roof, paved d...

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  • 4 Beds
  • 3 Baths
  • 220216271 MLS
Courtesy of Avenir Realty

Listing courtesy of Avenir Realty.

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61900 Anker Lane, Bend image
61900 Anker Lane, Bend $1,749,000 ▼

Updated Price Includes Adjacent Buildable Parcel -- Read More Below Combined 5.71± acre property just minutes from Bend with valuable senior COID water rights. Anker F...

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  • 4 Beds
  • 4 Baths
  • 220217775 MLS
Courtesy of Berkshire Hathaway HomeService

Listing courtesy of Berkshire Hathaway HomeService.

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558 NE Lafayette Avenue, Bend image
558 NE Lafayette Avenue, Bend $684,900 ▼

Two centrally located 2bed/1bath units in the heart of old Bend. Main house went through complete remodel 6 years ago and ADU built at the same time. Large comfortable ...

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  • 4 Beds
  • 2 Baths
  • 220217414 MLS
Courtesy of OHT

Listing courtesy of OHT.

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429 NW State Street, Bend image
429 NW State Street, Bend $1,170,000 ▼

Just a short stroll from Downtown Bend, Drake Park, Mirror Pond, Old Mill & Deschutes River, this location is truly unbeatable. Experience the best of Bend right outside ...

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  • 2 Beds
  • 1 Baths
  • 220216334 MLS
Courtesy of RE/MAX Key Properties

Listing courtesy of RE/MAX Key Properties.

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1235 NW Hartford Avenue, Bend image
1235 NW Hartford Avenue, Bend $1,750,000

Location AND a rare find: Single-level main home plus single-level ADU on an oversized 8,250sf lot in the heart of the coveted River West Galveston Corridor. This high en...

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  • 3 Beds
  • 3 Baths
  • 220215792 MLS
Courtesy of Cascade Hasson SIR

Listing courtesy of Cascade Hasson SIR.

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924 NE 9th Street, Bend image
924 NE 9th Street, Bend $549,000 ▼

Say hello to this charming 1940s midtown farmhouse, where timeless character meets thoughtful modern updates. This move-in-ready home features durable LVP flooring throug...

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  • 4 Beds
  • 2 Baths
  • 220215761 MLS
Courtesy of Knightsbridge International

Listing courtesy of Knightsbridge International.

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120 NW Sisemore Street, Bend image
120 NW Sisemore Street, Bend $1,495,000 ▼

A rare, modern Bend property offering exceptional curb appeal, flexible living options, and a prime walkable location across from Market of Choice and near the Jackstraw ...

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  • 4 Beds
  • 3 Baths
  • 220215188 MLS
Courtesy of Satenik Donaca Real Estate

Listing courtesy of Satenik Donaca Real Estate.

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204 NE 4th Street, Bend image
204 NE 4th Street, Bend $725,000 ▼

Located at a prominent corner in the heart of Bend, 204 NE 4th Street offers a rare owner-user opportunity with 1,482 SF of well-maintained commercial space. The building...

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  • 220215137 MLS
Courtesy of Compass Commercial Real Estate

Listing courtesy of Compass Commercial Real Estate.

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15 NW Franklin Avenue, Bend image
15 NW Franklin Avenue, Bend $625,000 ▼

Welcome to the Franklin Foundry. Just blocks from Downtown Bend, this character-rich, two-unit property is a true blank canvas, zoned Commercial General and ready to be s...

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  • 220214137 MLS
Courtesy of Windermere Realty Trust

Listing courtesy of Windermere Realty Trust.

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15 NW Franklin Avenue, Bend image
15 NW Franklin Avenue, Bend $625,000 ▼

Welcome to the Franklin Foundry! Just blocks from Downtown Bend, this character-rich, two-unit property is a true blank canvas, zoned Commercial General and ready to be s...

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  • 1 Beds
  • 3 Baths
  • 220214135 MLS
Courtesy of Windermere Realty Trust

Listing courtesy of Windermere Realty Trust.

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1545 NW 3rd Street, Bend image
1545 NW 3rd Street, Bend $749,000 ▼

Classic Craftsman charm meets opportunity on a desirable corner lot in NW Bend. This home showcases beautiful original architectural details, warm character, and flexible...

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  • 3 Beds
  • 3 Baths
  • 220213740 MLS
Courtesy of Stellar Realty Northwest

Listing courtesy of Stellar Realty Northwest.

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202 NW Riverfront Street, Bend image
202 NW Riverfront Street, Bend $1,200,000 ▼

A truly rare offering in one of downtown Bend's most coveted locations. Ideally positioned directly across the street from the Deschutes River, this exceptional property ...

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  • 220213458 MLS
Courtesy of Gould & Associates Realty

Listing courtesy of Gould & Associates Realty.

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1532 NE 9th Street, Bend image
1532 NE 9th Street, Bend $610,000 ▼

$10,000 Credit at closing for buyer to use how they wish. Prime Midtown location! Remodeled, updated and private, this is the retreat you have been looking for. Not only ...

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  • 3 Beds
  • 2 Baths
  • 220210737 MLS
Courtesy of Keller Williams Realty Central Oregon

Listing courtesy of Keller Williams Realty Central Oregon.

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438 NE 9th Street, Bend image
438 NE 9th Street, Bend $1,495,000 ▼

Seize the chance to own four expansive buildable lots in the heart of Bend, each spanning over 6,000 sq. ft. The possibilities here are truly endless. Whether you envisio...

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  • 3 Beds
  • 2 Baths
  • 220208193 MLS
Courtesy of Premiere Property Group, LLC

Listing courtesy of Premiere Property Group, LLC.

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60360 Horse Butte Road, Bend image
60360 Horse Butte Road, Bend $2,949,000 ▼

Minutes from town and miles from ordinary, Horse Butte Farms is a Legacy opportunity in the heart of Bend. Currently operating as a full-service boarding & training facil...

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  • 2 Beds
  • 3 Baths
  • 220204831 MLS
Courtesy of Keller Williams Realty Central Oregon

Listing courtesy of Keller Williams Realty Central Oregon.

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The content relating to real estate for sale on this website comes in part form the MLS of Central Oregon. Real Estate listings held by Brokerages other than Real Estate Company are marked with the Reciprocity/IDX logo, and detailed information about these properties includes the name of the listing Brokerage. © MLS of Central Oregon (MLSCO). This content was last updated on . Some properties which appear for sale on this website may subsequently have sold or may no longer be available. All information provided is deemed reliable but is not guaranteed and should be independently verified. All content displayed on this website is restricted to personal, non-commercial use, and only for ascertaining information regarding real property for sale. The consumer will not copy, retransmit not redistribute any of the content from this website. The consumer is reminded that all listing content provided by automatic transmission by MLSCO is © MLS of Central Oregon (MLSCO).

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Realty ONE Group Discovery is a licensed real estate broker with a principal office in Bend, Oregon, and abides by all applicable equal housing opportunity laws. All material presented herein is intended for informational purposes only. Information is compiled from sources deemed reliable but is subject to errors, omissions, changes in price, condition, sale, or withdrawal without notice. No statement is made as to accuracy of any description. All measurements and square footages are approximate. This is not intended to solicit property already listed. Nothing herein shall be construed as legal, accounting or other professional advice outside the realm of real estate brokerage.

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