Old Bend Homes

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  $649,000

  • 2 Beds
  • 2 Baths
  • 1,128 Sq Ft

  139 NW Broadway St, Bend, OR 97701

  Charming Historic Cottage Mill House in Old Town Bend Step back in time with this rare opportunity to own a piece of Bend's history. Built in 1916, this 1,128 sq. ft. cottage mill house offers two distinct living spaces, each with its own private entrance.The lower level features the original home, complete with a cozy bedroom, full bath, laundry area, a kitchen and living space. Upstairs, a

  Deborah Martorano RE/MAX Key Properties

  139 NW Broadway St, Bend, OR 97701
• Explore Old Bend

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  /2

  $1,925 per month

  • 1 Bed
  • 1 Bath
  • 660 Sq Ft
  • Condo for Rent

  465 NW Riverside Blvd Unit 465 NW Riverside Blvd, Bend, OR 97703

  465 NW Riverside Blvd Unit 465 NW Riverside Blvd, Bend, OR 97703
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  $705,000 Sold Nov 10, 2025

  129 NW Broadway St, Bend, OR 97701

  • 2 Beds
  • 2.5 Baths
  • 1,064 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $663/SF
  • 12 Days On Market

  Last Listing Agent Cole Billings Varsity Real Estate

  129 NW Broadway St, Bend, OR 97701
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  Est $1,793,579 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,298 Sq Ft

  434 NW Riverside Blvd, Bend, OR 97701

  

  434 NW Riverside Blvd, Bend, OR 97701
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  /54

  $2,085,000

  • 4 Beds
  • 3.5 Baths
  • 3,277 Sq Ft

  314 NW Georgia Ave, Bend, OR 97701

  Stunning Craftsman style home in the heart of downtown Bend, blending timeless architecture with elevated modern living. This 3-bedroom, 2.5-bath residence offers premium finishes, engineered hardwood flooring, custom fir trim & doors, and warm living space centered around a wood-burning fireplace. The gourmet kitchen features mahogany cabinetry, JennAir range with downdraft, wall oven & instant

  Jamie Sinclair RE/MAX Key Properties

  314 NW Georgia Ave, Bend, OR 97701
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  $635,000 Sold Nov 24, 2025

  127 NW Broadway St, Bend, OR 97701

  • 2 Beds
  • 2.5 Baths
  • 1,053 Sq Ft
  • Built 2025

  Last Sold Summary

  • 2% Below List Price
  • $603/SF
  • 47 Days On Market

  Last Listing Agent Cole Billings Varsity Real Estate

  127 NW Broadway St, Bend, OR 97701
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  Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,604 Sq Ft

  20 NW Mccann Ave Unit 6, Bend, OR 97703

  20 NW Mccann Ave Unit 6, Bend, OR 97703
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  $2,780,000

  • 4,416 Sq Ft

  97 NW Jefferson Place, Bend, OR 97701

  Hard to find 4 plex in Old Town between the Old Mill and Downtown with river and mountain views in Opportunity Zone. 4 units- All units 2 stories. 2 have fenced yards. All have private decks. All have stainless appliances, laminate floors and newer energy eff. windows. All units remodeled. Quiet, dead-end street. Low maintenance landscape. Plan for two units, potential 3 units included, buyer to

  Gary Clow Total Real Estate Group

  97 NW Jefferson Place, Bend, OR 97701
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  /38

  $817,000 Sold Sep 16, 2025

  25 NW Hood Place, Bend, OR 97701

  • 3 Beds
  • 2 Baths
  • 1,184 Sq Ft
  • Built 1918

  Last Sold Summary

  • 1% Below List Price
  • $690/SF

  Current Estimated Value $840,606

  Last Listing Agent Tara Farstvedt Cascade Hasson SIR

  25 NW Hood Place, Bend, OR 97701
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  /24

  Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,622 Sq Ft

  20 NW Mccann Ave Unit 7, Bend, OR 97703

  20 NW Mccann Ave Unit 7, Bend, OR 97703
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  $2,999,000

  • 3 Beds
  • 3 Baths
  • 2,736 Sq Ft

  616 NW Arizona Ave, Bend, OR 97703

  Unleash Your Vision: An extraordinary opportunity awaits in the vibrant heart of Bend's Box Factory district. Picture this: a building with street frontage that commands attention, nestled perfectly between downtown Bend and the Old Mill District. Step inside to discover an industrial-chic interior, bathed in natural light. Zoned CG, this property invites boundless opportunity from urban live/

  Sheila Balyeat Cascade Hasson SIR

  616 NW Arizona Ave, Bend, OR 97703
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  /30

  $3,280,000 Sold Apr 01, 2025

  615 NW Riverfront St, Bend, OR 97701

  • 4 Beds
  • 3 Baths
  • 3,336 Sq Ft
  • Built 1992

  Last Sold Summary

  • 4% Below List Price
  • $983/SF
  • 22 Days On Market

  Current Estimated Value $3,212,041

  Last Listing Agent Eleanor Anderson Cascade Hasson SIR

  615 NW Riverfront St, Bend, OR 97701
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  Est $1,148,073 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,543 Sq Ft

  256 NW Saint Helens Place, Bend, OR 97701

  256 NW Saint Helens Place, Bend, OR 97701
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  /24

  $935,000 New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,622 Sq Ft

  20 NW Mccann Ave Unit 8, Bend, OR 97703

  These architectural gems showcase luxury at every turn. The heart of each home is an open-plan living space, where every detail from the dream kitchen — equipped with a full-length island, pristine quartz countertops, high-end stainless steel appliances and spacious walk in pantry— has been carefully selected to cater to the culinary enthusiast, to the beautifully engineered hardwood flooring and

  Beth Davies LivOregon Real Estate LLC

  20 NW Mccann Ave Unit 8, Bend, OR 97703
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  /18

  $877,940 Sold Apr 01, 2025

  32 NW Gilchrist Ave, Bend, OR 97703

  • 1,494 Sq Ft
  • Built 1917

  Last Sold Summary

  • 3% Above List Price
  • $588/SF
  • 15 Days On Market

  Current Estimated Value $928,447

  Last Listing Agent Peter Jameson J Residential Properties

  

  32 NW Gilchrist Ave, Bend, OR 97703
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  /21

  Est $636,340 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft

  727 NW Georgia Ave, Bend, OR 97701

  727 NW Georgia Ave, Bend, OR 97701
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  $650,000

  • 2 Beds
  • 2 Baths
  • 1,759 Sq Ft

  106 NW Colorado Ave, Bend, OR 97701

  Charming Downtown Gem with Unique Character & Prime Location! Beautifully crafted to blend vintage charm with modern comfort and so close to the Box Factory, Old Mill, and Downtown. This solid built home offers extra thick walls for exceptional insulation and sound dampening, allowing you to be right in the middle of the action, while also able to enjoy peace and quiet at home. Stunning hardwood

  Gregory Powell Keller Williams Realty Central Oregon

  106 NW Colorado Ave, Bend, OR 97701
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  /24

  $975,000 Sold Sep 22, 2025

  156 NW Jefferson Place, Bend, OR 97701

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • Built 1920

  Last Sold Summary

  • 14% Below List Price
  • $855/SF
  • 117 Days On Market

  Last Listing Agent Bryant Green Cascade Hasson SIR

  156 NW Jefferson Place, Bend, OR 97701
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  /45

  Est $839,132 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,183 Sq Ft

  315 NW Hunter Place, Bend, OR 97701

  315 NW Hunter Place, Bend, OR 97701
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  /12

  $325,000

  • Land
  • 0.1 Acre
  • $3,250,000 per Acre

  0 NW Lava Rd Unit Lot 6, Bend, OR 97703

  This 0.10-acre corner lot offers a rare infill opportunity in Bend's Old Town Historic District, ideally located across from Market of Choice and a block from the Box Factory. Enjoy exceptional walkability - 10 minutes in either direction to downtown or the Old Mill - with a Walk Score of 84 and Bike Score of 87. Zoned RM (Residential Medium Density), the lot supports multiple middle housing

  Matthew Johnson RE/MAX Key Properties

  0 NW Lava Rd Unit Lot 6, Bend, OR 97703
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  $680,000 Sold Oct 20, 2025

  521 NW Florida Ave, Bend, OR 97701

  • 2 Beds
  • 2 Baths
  • 1,396 Sq Ft
  • Built 1920

  Last Sold Summary

  • 24% Below List Price
  • $487/SF
  • 95 Days On Market

  Last Listing Agent Jordan Ries Assist 2 Sell Buyers & Seller

  521 NW Florida Ave, Bend, OR 97701
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  /22

  Est $889,836 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,210 Sq Ft

  225 NW Delaware Ave, Bend, OR 97701

  225 NW Delaware Ave, Bend, OR 97701
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  $790,000

  • 2 Beds
  • 1.5 Baths
  • 1,040 Sq Ft

  266 NW Riverside Blvd, Bend, OR 97701

  Fully renovated home now available in one of Bend's most popular downtown neighborhoods. This home has full Cascade Mountain views and an abundance of natural light. Featuring new sinks throughout, new shower/bathtub, windows, and lights. In the kitchen, you'll find all new cupboards, granite counter tops, Stainless Steel appliances including dishwasher, fridge, washer and dryer. With a new

  Christie Glennon Pinnick Knightsbridge International

  266 NW Riverside Blvd, Bend, OR 97701
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  /34

  $700,000 Sold Sep 18, 2025

  85 NW Shasta Place, Bend, OR 97701

  • 2 Beds
  • 1 Bath
  • 958 Sq Ft
  • Built 1918

  Last Sold Summary

  • 11% Below List Price
  • $731/SF
  • 31 Days On Market

  Current Estimated Value $725,449

  Last Listing Agent Christie Glennon Pinnick Knightsbridge International

  85 NW Shasta Place, Bend, OR 97701
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  /21

  Est $961,957 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,353 Sq Ft

  135 NW Florida Ave, Bend, OR 97701

  135 NW Florida Ave, Bend, OR 97701
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  /49

  $2,795,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,093 Sq Ft

  2 NW Hood Place, Bend, OR 97701

  Discover modern living - a stunning new construction near downtown and Drake Park. Set on an oversized corner lot, this 3,093 sq ft home (plus 466 sq ft garage) offers 4 bedrooms, 3.5 baths, and a bright, open layout designed to connect seamlessly with the outdoors. Walls of windows fill the living spaces with natural light, while tiled patios and covered decks invite year-round enjoyment. The

  Julia Gehring Stellar Realty Northwest

  2 NW Hood Place, Bend, OR 97701
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  $1,015,000 Sold Oct 31, 2025

  621 NW Delaware Ave, Bend, OR 97701

  • 3 Beds
  • 2 Baths
  • 1,794 Sq Ft
  • Built 1930

  Last Sold Summary

  • 6% Below List Price
  • $566/SF
  • 105 Days On Market

  Last Listing Agent Connor Johnson Stellar Realty Northwest

  621 NW Delaware Ave, Bend, OR 97701
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  Est $1,058,963 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,019 Sq Ft

  354 NW Florida Ave, Bend, OR 97701

  354 NW Florida Ave, Bend, OR 97701
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  $2,399,000

  • 5 Beds
  • 3 Baths
  • 4,871 Sq Ft

  898 NW Riverside Blvd, Bend, OR 97701

  This inviting 5-bedroom, 3-bath home on a double lot in the historic district blends timeless elegance with modern convenience. It features original built-ins, spacious walk-in closets, and classic details that highlight its unique design. Located across from Drake Park, enjoy views of the lovely greens of summer, vivid colors of autumn, and snowy winter landscapes. Downtown dining, shopping and

  Greg Messick Realty Net of Central Oregon

  898 NW Riverside Blvd, Bend, OR 97701
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  $900,000 Sold Aug 21, 2025

  414 NW Riverside Blvd, Bend, OR 97701

  • 3 Beds
  • 1 Bath
  • 2,274 Sq Ft
  • Built 1922

  Last Sold Summary

  • 10% Below List Price
  • $396/SF
  • 73 Days On Market

  Current Estimated Value $1,074,301

  Last Listing Agent Denny Osborn Bend Premier Real Estate LLC

  414 NW Riverside Blvd, Bend, OR 97701
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  /21

  Est $759,260 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 728 Sq Ft

  334 NW Chamberlain St, Bend, OR 97701

  334 NW Chamberlain St, Bend, OR 97701
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  /63

  $1,495,000

  • 3 Beds
  • 2.5 Baths
  • 1,788 Sq Ft

  15 NW St Helens Place Unit 1 & 2, Bend, OR 97701

  Nestled in the heart of Old Bend, these two contemporary dwellings exude both sophistication and simplicity that will appeal to investors and primary and secondary home seekers alike. Within the nucleus of Bend's most vibrant neighborhoods, these homes offer unrivaled proximity to downtown shopping, Box Factory, Galveston eateries, and Drake and Whitewater Park recreation. Crafted with a

  Molly Brundage Stellar Realty Northwest

  15 NW St Helens Place Unit 1 & 2, Bend, OR 97701
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  /25

  $625,000 Sold Aug 08, 2025

  346 NW Hunter Place, Bend, OR 97701

  • 1 Bed
  • 1 Bath
  • 604 Sq Ft
  • Built 1925

  Last Sold Summary

  • 11% Below List Price
  • $1,035/SF
  • 82 Days On Market

  Current Estimated Value $631,222

  Last Listing Agent Colleen Peterson Engel & Voelkers Bend

  346 NW Hunter Place, Bend, OR 97701
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  /17

  Est $547,596 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft

  343 NW Georgia Ave, Bend, OR 97701

  343 NW Georgia Ave, Bend, OR 97701
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  /31

  $3,299,000

  • 4 Beds
  • 4 Baths
  • 4,480 Sq Ft

  626 NW Arizona Ave, Bend, OR 97701

  Unleash Your Vision: An extraordinary opportunity awaits in the vibrant heart of Bend's Box Factory district. Picture this: a building with street frontage that commands attention, nestled perfectly between downtown Bend and the Old Mill District. Step inside to discover an industrial-chic interior, bathed in natural light. Zoned CG, this property invites boundless opportunity from urban

  Sheila Balyeat Cascade Hasson SIR

  626 NW Arizona Ave, Bend, OR 97701
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  /44

  $1,094,000 Sold Sep 16, 2025

  232 NW Congress St, Bend, OR 97701

  • 3 Beds
  • 2 Baths
  • 1,527 Sq Ft
  • Built 1917

  Last Sold Summary

  • 22% Below List Price
  • $716/SF
  • 143 Days On Market

  Current Estimated Value $1,071,945

  Last Listing Agent Karen Malanga RE/MAX Key Properties

  232 NW Congress St, Bend, OR 97701
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  Est $1,131,008 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,011 Sq Ft

  304 NW Hunter Place, Bend, OR 97701

  304 NW Hunter Place, Bend, OR 97701
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  $1,550,000

  • 3 Beds
  • 3 Baths
  • 1,420 Sq Ft

  827 NW Delaware Ave, Bend, OR 97701

  Own a slice of Bend's hippest real estate location with this historic home and ADU located in the heart of it all! 1/4 mile from Miller's Landing and the Deschutes River and a stone's throw from the vibrant Box Factory, thriving downtown, and iconic Old Mill. The renovated home lives large with a primary plus second bedroom, open living area, 2025 updated kitchen, dining, and full bath while

  Molly Brundage Stellar Realty Northwest

  827 NW Delaware Ave, Bend, OR 97701
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  /37

  $1,000,000 Sold Dec 26, 2024

  334 NW Hill St, Bend, OR 97701

  • 1,584 Sq Ft
  • Built 1916

  Last Sold Summary

  • 16% Below List Price
  • $631/SF
  • 64 Days On Market

  Current Estimated Value $1,058,758

  Last Listing Agent Brian Intlekofer Obsidian Real Estate Group

  334 NW Hill St, Bend, OR 97701
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  /22

  Est $688,324 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 810 Sq Ft

  137 NW Georgia Ave, Bend, OR 97701

  137 NW Georgia Ave, Bend, OR 97701

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