Old Bend Homes

• 

  

  

  /54

  $2,035,000

  $50K PRICE DROP

  • 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

• 

  

  

  /21

  $2,495

  Total Monthly Price

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft
  • Townhouse for Rent

  97 NW Jefferson Place, Bend, OR 97703

  UNFURNISHED. This isn't just a rental, it's a gateway to a vibrant, connected lifestyle in the heart of Old Town. Embrace this opportunity to make this unfurnished townhome your own, and elevate your living experience to new heights. Soak in sights of the Deschutes River, Whitewater Surf Park, Mt. Bachelor or enjoy the music of the Hayden Homes Amphitheatre right from your own private deck!

  97 NW Jefferson Place, Bend, OR 97703
• 

  

  

  /14

  $485,000

  Sold Jun 10, 2026

  605 NW Delaware Ave, Bend, OR 97701

  • 1 Bed
  • 1 Bath
  • 661 Sq Ft
  • Built 1915

  Last Sold Summary

  • 12% Below List Price
  • $734/SF
  • 10 Days On Market

  Current Estimated Value $598,757

  Last Listing Agent Jake Hermeling OHT

  605 NW Delaware Ave, Bend, OR 97701
• 

  

  

  /15

  Est $604,000

  Not Listed For Sale

  0 Colorado St Unit 220193272, Bend, OR 97703

  • Built 1920

  0 Colorado St Unit 220193272, Bend, OR 97703

  Last Sold Summary

  • 158 Days On Market
• 

  

  

  /40

  $1,195,000

  • 3 Beds
  • 3 Baths
  • 2,304 Sq Ft

  909 NW Delaware Ave, Bend, OR 97701

  Rare downtown location a block from Jackson's corner and walkable to the best of Bend, including the Deschutes River Trail, Drake Park, Market of Choice, the Box Factory, and the Old Mill. The upper level, flooded with natural light, centers on an open kitchen and living area with European white oak hardwood floors, custom cabinetry, Dacor appliances, a 36'' 5-burner gas cooktop, and a

  Matthew Johnson RE/MAX Key Properties

  909 NW Delaware Ave, Bend, OR 97701
• 

  

  /14

  $1,495 Per Month

  • 1 Bed
  • 1 Bath
  • Historic Downtown Bend 1 Bed/1 Bath Unit - Harriman Street

  310 NW Harriman St Unit 8, Bend, OR 97703

  Lots of charm in this 1 bed/1 bath ground level unit in a historical building convenient to downtown Bend. Unit includes several interior upgrades, hardwood flooring, shared courtyard lawn area and on site washer/dryer. Water, sewer, garbage and landscape maintenance included. Tenant responsible for electricity, gas and all other utilities. One-year initial lease term. Sorry, this is a

  310 NW Harriman St Unit 8, Bend, OR 97703
• 

  

  /64

  $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 $704,295

  Last Listing Agent Cole Billings Varsity Real Estate

  129 NW Broadway St, Bend, OR 97701
• 

  

  /18

  Est $917,966

  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

  • 15 Days On Market
• 

  

  /36

  $1,495,000

  $105K PRICE DROP

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

  120 NW Sisemore St, Bend, OR 97701

  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 development. This fully remodeled and expanded home blends 1920 character with a substantial 2023 addition, totaling 2,327 SF. The first floor offers three bedrooms, two full bathrooms, white oak and Ipe floors, two living areas

  Satenik Donaca Satenik Donaca Real Estate

  120 NW Sisemore St, Bend, OR 97701
• 

  

  /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
• 

  

  /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 $704,295

  Last Listing Agent Cole Billings Varsity Real Estate

  127 NW Broadway St, Bend, OR 97701
• 

  

  /39

  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

  • 5 Days On Market
• 

  

  /39

  $1,195,000

  $100K PRICE DROP

  • 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
• 

  

  /10

  $1,650 Per Month

  • 1 Bed
  • 1 Bath
  • 400 Sq Ft
  • House for Rent

  506 NW Delaware Ave, Bend, OR 97701

  Must see this adorable 1 Bdrm/1 Bath, 400 SF ADU in fantastic location.Quiet neighborhood in downtown Bend.Box Factory, Downtown, Deschutes River standing wave and rapids, Market of Choice, Four different food truck lots, and the Old Mill Shopping area are all within a one-mile radius!New build with full kitchen including dishwasher and gas range. High end finishes such as real

  506 NW Delaware Ave, Bend, OR 97701
• 

  

  /28

  $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 $824,575

  Last Listing Agent Christie Glennon Pinnick Knightsbridge International

  266 NW Riverside Blvd, Bend, OR 97701
• 

  

  /24

  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

  • 220 Days On Market
• 

  

  /44

  $2,250,000

  $145K PRICE DROP

  • 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
• 

  

  /21

  $4,395 Per Month

  • 3 Beds
  • 3 Baths
  • 1,641 Sq Ft
  • Townhouse for Rent

  315 NW Riverside Blvd, Bend, OR 97701

  Luxury Westside Triplex Rentals – Downtown Bend Living at Its FinestDiscover modern, high-end living in the heart of Bend's desirable westside. This brand-new triplex offers three spacious, identical 3-bedroom, 3-bathroom residences with a bonus den/office—perfect for professionals, families, or those seeking a lock-and-leave lifestyle just minutes from downtown.Prime

  315 NW Riverside Blvd, Bend, OR 97701
• 

  

  /49

  $2,100,000

  Sold Jun 18, 2026

  2 NW Hood Place, Bend, OR 97701

  • 4 Beds
  • 3.5 Baths
  • 3,093 Sq Ft
  • Built 2025

  Last Sold Summary

  • 25% Below List Price
  • $679/SF
  • 213 Days On Market

  Current Estimated Value $2,242,399

  Last Listing Agent Julia Gehring Stellar Realty Northwest

  2 NW Hood Place, Bend, OR 97701
• 

  

  /32

  Est $1,233,283

  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

  • 36 Days On Market
• 

  

  /57

  $2,799,900

  Pending

  • 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
• 

  

  /24

  $3,100 Per Month

  • 3 Beds
  • 2.5 Baths
  • 1,610 Sq Ft
  • Stunning 3 Bed, 2.5 Bath Home in the Heart of Downtown Bend!

  699 NW Florida Ave, Bend, OR 97703

  This breathtaking home features an open concept kitchen with a breakfast bar, gas range, high-end appliances, and a overlooking garden window. The kitchen flows seamlessly into the dining and living areas, complete with a cozy gas fireplace and abundant natural light. A sliding glass door opens to a pavered patio and garden area, perfect for entertaining.Downstairs, you'll find a flexible

  699 NW Florida Ave, Bend, OR 97703
• 

  

  /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 $828,706

  Last Listing Agent Tara Farstvedt Cascade Hasson SIR

  25 NW Hood Place, Bend, OR 97701
• 

  

  /21

  Est $613,040

  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

  • 4 Days On Market
• 

  

  /52

  $675,000

  $24K PRICE DROP

  • 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
• 

  

  /17

  $2,995 Per Month

  • 2 Beds
  • 2.5 Baths
  • 1,622 Sq Ft
  • Partially Furnished Luxury Westside Townhome!

  26 NW Mccann Ave, Bend, OR 97703

  This luxury townhome is partially furnished and has 2 bedrooms + loft for a desk space, 2.5 bathrooms and offers high ceilings, outdoor terrace offering sweeping skyline views, two generously proportioned en-suite bedrooms with sizable walk-in closets, ensuring a haven of comfort and luxury. Beautiful kitchen equipped with a full-length island, pristine quartz countertops, high-end stainless

  26 NW Mccann Ave, Bend, OR 97703
• 

  

  /39

  $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

  Last Listing Agent Beth Davies LivOregon Real Estate LLC

  20 NW Mccann Ave Unit 5, Bend, OR 97703
• 

  

  /45

  Est $850,050

  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

  • 45 Days On Market
• 

  

  /8

  $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
• 

  

  /37

  $1,041,000

  Sold May 13, 2026

  213 NW Riverside Blvd, Bend, OR 97701

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Built 1918

  Last Sold Summary

  • 1% Below List Price
  • $723/SF
  • 2 Days On Market

  Current Estimated Value $1,055,132

  Last Listing Agent Kellen Charpentier Stellar Realty Northwest

  213 NW Riverside Blvd, Bend, OR 97701
• 

  

  /42

  Est $815,362

  Not Listed For Sale

  32 NW Hastings Place, Bend, OR 97701

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

  32 NW Hastings Place, Bend, OR 97701

  Last Sold Summary

  • 2 Days On Market
• 

  

  /4

  $1,650,000

  • 5 Beds
  • 3 Baths
  • 1,760 Sq Ft

  202 NW Riverfront St, Bend, OR 97701

  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 places you at the center of Bend's most vibrant lifestyle. Just moments from the Old Mill District and the heart of downtown, you'll enjoy effortless access to river trails, boutique shopping, award-winning restaurants, and

  JoAnn Gould Gould & Associates Realty

  202 NW Riverfront St, Bend, OR 97701
• 

  

  /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
• 

  

  /37

  Est $958,777

  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

  • 64 Days On Market
• 

  

  /54

  $1,550,000

  Pending

  • 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
• 

  

  /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 $982,264

  Last Listing Agent Bryant Green Cascade Hasson SIR

  156 NW Jefferson Place, Bend, OR 97701
• 

  

  /50

  Est $743,624

  Not Listed For Sale

  355 NW Delaware Ave, Bend, OR 97701

  • 2 Beds
  • 1 Bath
  • 1,160 Sq Ft
  • Built 1925

  355 NW Delaware Ave, Bend, OR 97701

  Last Sold Summary

  • 2 Days On Market
• 

  

  /29

  $679,900

  $20K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 910 Sq Ft

  521 NW Georgia Ave, Bend, OR 97701

  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 with your personal touch and vision. Inside, you'll find original Douglas fir hardwood floors throughout the main living, two bedrooms, and a recently updated full bathroom. The laundry/mudroom adds flexibility and could easily

  Katrina Buchanan Duke Warner Realty ERA Powered

  521 NW Georgia Ave, Bend, OR 97701
• 

  

  /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 $705,177

  Last Listing Agent Jordan Ries Assist 2 Sell Buyers & Seller

  521 NW Florida Ave, Bend, OR 97701
• 

  

  /22

  Est $904,317

  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

  • 21 Days On Market

Showing Results 1 - 40, Page 1 of 18