Old Bend Homes

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  $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
• Explore Old Bend

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  /17

  $1,790 Per Month

  • 1 Bed
  • 1 Bath
  • 450 Sq Ft
  • Beautiful Unit in the Heart of Bend!

  727 NW Georgia Ave, Bend, OR 97703

  This charming recently remodeled 1-bedroom, 1-bathroom ADU offers comfortable living in the heart of downtown Bend. Updated with beautiful finishes throughout, this unit combines modern style with a cozy and functional layout.Inside, you’ll find an inviting living space filled with natural light, a thoughtfully updated kitchen, and tasteful finishes that create a fresh and welcoming

  727 NW Georgia Ave, Bend, OR 97703
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  $265,000 Sold May 22, 2025

  0 Colorado St Unit 220193272, Bend, OR 97703

  • Land
  • 4,356 Sq Ft
  • $2,650,000 per Acre

  Last Sold Summary

  • 24% Below List Price
  • 158 Days On Market

  Current Estimated Value $543,000

  Last Listing Agent Brent Cole Triple Oaks Realty LLC

  0 Colorado St Unit 220193272, Bend, OR 97703
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  /18

  Est $897,258 Not Listed For Sale

  32 NW Gilchrist Ave, Bend, OR 97703

  • 3 Beds
  • 1,494 Sq Ft
  • Built 1917

  

  32 NW Gilchrist Ave, Bend, OR 97703

  Last Sold Summary

  • 2% Above List Price
  • $588/SF
  • 15 Days On Market

  • Last Sold Price $877,940
  • Apr 01, 2025

  Last Listing Agent Peter Jameson J Residential Properties
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  $1,600,000

  • 4 Beds
  • 3 Baths
  • 2,327 Sq Ft

  120 NW Sisemore St, Bend, OR 97701

  Rare gem!!! Fully updated modern house with income potential in the heart of Bend. Walking distance to Bend's finest dining, parks, Deschutes River, downtown and Old Mill District. The original house was 1,072 SF and was built in 1920. The owners completely remodeled the old house and added on 1,255 SF in 2023. The second story of the house is a legal ADU. The downstairs is considered Unit 1

  Satenik Donaca Satenik Donaca Real Estate

  120 NW Sisemore St, Bend, OR 97701
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  $2,195 Per Month

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

  245 NW Tumalo Ave Unit B, Bend, OR 97703

  245 NW Tumalo Ave Unit B, 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

  Current Estimated Value $696,912

  Last Listing Agent Cole Billings Varsity Real Estate

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

  20 NW Mccann Ave Unit 6, Bend, OR 97703

  • 3 Beds
  • 3.5 Baths
  • 1,604 Sq Ft
  • Built 2024

  20 NW Mccann Ave Unit 6, Bend, OR 97703

  Last Sold Summary

  • $701/SF
  • 5 Days On Market

  • Last Sold Price $1,125,000
  • Sep 23, 2024

  Last Listing Agent Beth Davies LivOregon Real Estate LLC
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  $1,295,000

  • 2 Beds
  • 1 Bath
  • 1,493 Sq Ft

  429 NW State St, Bend, OR 97701

  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 your front door - award-winning restaurants, boutique shopping, live music & miles of scenic riverfront trails. This rare opportunity features a charming 2-bedroom, 1-bath home set on a spacious lot in one of Bend's most

  John Kelley RE/MAX Key Properties

  429 NW State St, Bend, OR 97701
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  $3,295 Per Month

  • 2 Beds
  • 1.5 Baths
  • 1,412 Sq Ft
  • PETS CONSIDERED! Located in Bend's HISTORIC District, Walk to Drake Park! A/C, All Appliances, Ha...

  505 NW Broadway St, Bend, OR 97703

  Life in a piece of Bend's History, this unique property is located in the Downtown Historic District. This 1422 sq ft plus basement home includes 2 bedrooms and 1.5 baths. The large living room features hardwood floors & large windows and is light and bright with an adjacent dining area. The two bedrooms are separated by the spacious bathroom. The bathroom has beautiful original tile, flooring

  505 NW Broadway St, Bend, OR 97703
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  $900,000 Sold May 19, 2025

  32 NW Hastings Place, Bend, OR 97701

  • 3 Beds
  • 2 Baths
  • 1,160 Sq Ft
  • Built 1920

  Last Sold Summary

  • 3% Below List Price
  • $776/SF
  • 2 Days On Market

  Current Estimated Value $855,599

  Last Listing Agent Sarah Lynch Willis Real Broker

  32 NW Hastings Place, Bend, OR 97701
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  Not Listed For Sale

  20 NW Mccann Ave Unit 7, Bend, OR 97703

  • 2 Beds
  • 2.5 Baths
  • 1,622 Sq Ft
  • Built 2024

  20 NW Mccann Ave Unit 7, Bend, OR 97703

  Last Sold Summary

  • $562/SF
  • 220 Days On Market

  • Last Sold Price $912,000
  • Dec 20, 2024

  Last Listing Agent Beth Davies LivOregon Real Estate LLC
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  $2,250,000

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

  898 NW Riverside Blvd, Bend, OR 97701

  Live where Bend comes alive! Perfectly positioned adjacent to Drake park with views of Mirror Pond, this stunning 5 bedroom home sits on a rare double lot in the heart of downtown Bend's Historic Drake Park District, surrounded by majestic trees and lovely rhododendrons. With 4871 sq ft of living space on three levels , you'll enjoy classic hardwood floors, an elegant curved staircase, custom

  Kathy Caba John L Scott Bend

  898 NW Riverside Blvd, Bend, OR 97701
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  $1,195 Per Month

  • Studio
  • 1 Bath
  • 450 Sq Ft
  • jef294

  294 NW Jefferson Place Unit C, Bend, OR 97703

  294 NW Jefferson Place Unit C, Bend, OR 97703
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  /39

  $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

  Current Estimated Value $696,912

  Last Listing Agent Cole Billings Varsity Real Estate

  127 NW Broadway St, Bend, OR 97701
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  Est $1,273,968 Not Listed For Sale

  256 NW Saint Helens Place, Bend, OR 97701

  • 2 Beds
  • 2 Baths
  • 1,543 Sq Ft
  • Built 2007

  256 NW Saint Helens Place, Bend, OR 97701

  Last Sold Summary

  • 48% Above List Price
  • $557/SF
  • 36 Days On Market

  • Last Sold Price $860,000
  • Jan 10, 2024

  Last Listing Agent Terry Skjersaa Duke Warner Realty
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  $2,199,500 Pending

  • 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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  $735,000 Sold Feb 27, 2026

  266 NW Riverside Blvd, Bend, OR 97701

  • 2 Beds
  • 1.5 Baths
  • 1,040 Sq Ft
  • Built 1950

  Last Sold Summary

  • 17% Below List Price
  • $707/SF
  • 188 Days On Market

  Current Estimated Value $813,135

  Last Listing Agent Christie Glennon Pinnick Knightsbridge International

  266 NW Riverside Blvd, Bend, OR 97701
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  /21

  Est $585,540 Not Listed For Sale

  727 NW Georgia Ave, Bend, OR 97701

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft
  • Built 1915

  727 NW Georgia Ave, Bend, OR 97701

  Last Sold Summary

  • 36% Above List Price
  • $375/SF
  • 4 Days On Market

  • Last Sold Price $430,000
  • May 21, 2024

  Last Listing Agent Erika Morris Morris Properties
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  $2,799,900 Under Contract

  • 3 Beds
  • 3.5 Baths
  • 2,838 Sq Ft

  26 NW Shasta Place, Bend, OR 97701

  Perched above the Deschutes River on a private bluff, this custom single-level home offers privacy, river and mountain views, with unbeatable location right in between Old Mill, Downtown and the Galveston corridor! Thoughtfully crafted with high-end finishes including Honduran mahogany cabinetry granite counters, a gourmet kitchen with large walk-in pantry, Loewen windows and sliders, and radiant

  Melanie Maitre Engel & Voelkers Bend

  26 NW Shasta 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 $799,718

  Last Listing Agent Tara Farstvedt Cascade Hasson SIR

  25 NW Hood Place, Bend, OR 97701
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  Est $846,715 Not Listed For Sale

  315 NW Hunter Place, Bend, OR 97701

  • 2 Beds
  • 1 Bath
  • 1,183 Sq Ft
  • Built 1922

  315 NW Hunter Place, Bend, OR 97701

  Last Sold Summary

  • 3% Below List Price
  • $735/SF
  • 45 Days On Market

  • Last Sold Price $870,000
  • Jul 10, 2024

  Last Listing Agent Beth Davies LivOregon Real Estate LLC
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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 2 bedroom home plus 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

  Molly Brundage Stellar Realty Northwest

  827 NW Delaware Ave, Bend, OR 97701
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  $975,000 Sold Jan 05, 2026

  20 NW Mccann Ave Unit 5, Bend, OR 97703

  • 3 Beds
  • 3.5 Baths
  • 1,604 Sq Ft
  • Built 2024

  Last Sold Summary

  • $608/SF

  Current Estimated Value $1,108,674

  Last Listing Agent Beth Davies LivOregon Real Estate LLC

  20 NW Mccann Ave Unit 5, Bend, OR 97703
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  Est $909,381 Not Listed For Sale

  334 NW Hill St, Bend, OR 97701

  • 4 Beds
  • 3 Baths
  • 1,584 Sq Ft
  • Built 1916

  334 NW Hill St, Bend, OR 97701

  Last Sold Summary

  • 9% Below List Price
  • $631/SF
  • 64 Days On Market

  • Last Sold Price $1,000,000
  • Dec 26, 2024

  Last Listing Agent Brian Intlekofer Obsidian Real Estate Group
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  $549,900

  • 1 Bed
  • 1 Bath
  • 661 Sq Ft

  605 NW Delaware Ave, Bend, OR 97701

  Enjoy one of the best locations in Bend with this charming cottage on a quiet block in the heart of the Old Bend Historic District. Ideally situated between downtown and the Old Mill District. Step out your door to the river trail, coffee shops, brew pubs, restaurants, groceries, retail shopping, and lively entertainment. Features an efficient layout, claw foot tub in the bathroom. Outside you

  Jake Hermeling OHT

  605 NW Delaware Ave, Bend, OR 97701
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  /38

  $650,000 Sold Jan 14, 2026

  125 NW Broadway St, Bend, OR 97701

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

  Last Sold Summary

  • $617/SF

  Last Listing Agent Cole Billings Varsity Real Estate

  125 NW Broadway St, Bend, OR 97701
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  /22

  Est $879,862 Not Listed For Sale

  225 NW Delaware Ave, Bend, OR 97701

  • 2 Beds
  • 1 Bath
  • 1,210 Sq Ft
  • Built 1920

  225 NW Delaware Ave, Bend, OR 97701

  Last Sold Summary

  • 10% Below List Price
  • $806/SF
  • 21 Days On Market

  • Last Sold Price $975,000
  • Aug 30, 2024

  Last Listing Agent Carey McQuate Cascade Hasson SIR
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  $1,050,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  213 NW Riverside Blvd, Bend, OR 97701

  Modern style and comfort meet classic Northwest charm in historic Old Bend, this is the epitome of Bend living. Location: Minutes walk to; Miller's Park, Columbia Park, shops, restaurants. Exterior Features: Large .14 acre fully fenced corner lot, eligible for 2 ADUs, large storage garage w/ electricity, 2 alley access onsite parking spaces,new concrete siding, newly repainted exterior, nicely

  Kellen Charpentier Stellar Realty Northwest

  213 NW Riverside Blvd, 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

  Current Estimated Value $990,409

  Last Listing Agent Bryant Green Cascade Hasson SIR

  156 NW Jefferson Place, Bend, OR 97701
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  Est $943,687 Not Listed For Sale

  135 NW Florida Ave, Bend, OR 97701

  • 3 Beds
  • 2 Baths
  • 1,353 Sq Ft
  • Built 1925

  135 NW Florida Ave, Bend, OR 97701

  Last Sold Summary

  • 11% Above List Price
  • $628/SF
  • 44 Days On Market

  • Last Sold Price $850,000
  • Jul 01, 2024

  Last Listing Agent Sarah Billeter Cascade Hasson SIR
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  $755,000

  • 4 Beds
  • 1 Bath
  • 1,697 Sq Ft

  145 NW Jefferson Place, Bend, OR 97701

  Situated on a lot in the sweet spot between downtown Bend and the Old Mill, this charming four-bedroom home offers the ultimate Central Oregon lifestyle. Just blocks from Miller's Landing and Drake Park, you can leave the car behind and walk to the river, restaurants, shops, and trails. Inside, the home radiates warmth with beautiful fir floors and an updated kitchen and bathroom. The functional

  Jacqueline Sebulsky Cascade Hasson SIR

  145 NW Jefferson Place, Bend, OR 97701
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  /46

  $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

  Current Estimated Value $702,915

  Last Listing Agent Jordan Ries Assist 2 Sell Buyers & Seller

  521 NW Florida Ave, Bend, OR 97701
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  Est $1,009,439 Not Listed For Sale

  354 NW Florida Ave, Bend, OR 97701

  • 3 Beds
  • 2 Baths
  • 2,019 Sq Ft
  • Built 1925

  354 NW Florida Ave, Bend, OR 97701

  Last Sold Summary

  • 7% Above List Price
  • $466/SF
  • 46 Days On Market

  • Last Sold Price $940,000
  • Jun 14, 2023

  Last Listing Agent Laurie Combs Windermere Realty Trust
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  $675,000

  • 1 Bed
  • 3 Baths
  • 1,506 Sq Ft

  15 NW Franklin Ave, Bend, OR 97701

  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 shaped into its next chapter. Formerly a guitar builder's workshop, the building is full of warmth and originality, featuring custom wood windows and fir and bamboo flooring throughout. Recent updates include exterior paint in

  Jenna Conrad Windermere Realty Trust

  15 NW Franklin Ave, Bend, OR 97701
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  $1,300,000 Sold Mar 31, 2026

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

  • 3 Beds
  • 2.5 Baths
  • 1,788 Sq Ft
  • Built 2021

  Last Sold Summary

  • 13% Below List Price
  • $727/SF
  • 84 Days On Market

  Current Estimated Value $1,339,160

  Last Listing Agent Molly Brundage Stellar Realty Northwest

  15 NW St Helens Place Unit 1 & 2, Bend, OR 97701
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  /17

  Est $593,334 Not Listed For Sale

  343 NW Georgia Ave, Bend, OR 97701

  • 1 Bed
  • 1 Bath
  • 720 Sq Ft
  • Built 1930

  343 NW Georgia Ave, Bend, OR 97701

  Last Sold Summary

  • 7% Above List Price
  • $771/SF
  • 11 Days On Market

  • Last Sold Price $555,000
  • Aug 28, 2024

  Last Listing Agent Gary Fowles LivOregon Real Estate LLC
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  $1,500,000 Pending

  • 10 Beds
  • 4 Baths
  • 4,416 Sq Ft

  931 NW Carlon Ave, Bend, OR 97701

  Bend 4 plex with spectacular Deschutes River views. Located between downtown and Old Mill perched on a bluff overlooking Whitewater Park and McKay park.Two 3 bedroom 1.5 bath units and two 2 bedroom 1.5 bath units. 3 units recently fully renovated. Great condition overall. Tile roofs. Newer mini-split systems for heating and cooling in each unit. Decks and storage in each unit. In unit washer

  Ron Ross Compass Commercial Real Estate

  931 NW Carlon Ave, Bend, OR 97701
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  $1,440,000 Sold Apr 07, 2026

  104 NW Congress St, Bend, OR 97701

  • 4 Beds
  • 3.5 Baths
  • 2,592 Sq Ft
  • Built 1920

  Last Sold Summary

  • 4% Below List Price
  • $556/SF
  • 5 Days On Market

  Current Estimated Value $1,604,309

  Last Listing Agent Cole Billings Varsity Real Estate

  104 NW Congress St, Bend, OR 97701
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  Est $1,170,144 Not Listed For Sale

  304 NW Hunter Place, Bend, OR 97701

  • 3 Beds
  • 1.5 Baths
  • 2,011 Sq Ft
  • Built 1923

  304 NW Hunter Place, Bend, OR 97701

  Last Sold Summary

  • 2% Above List Price
  • $572/SF
  • 81 Days On Market

  • Last Sold Price $1,150,000
  • Jan 02, 2024

  Last Listing Agent John Ropp RE/MAX

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