17

Old Bend Houses for Sale

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  • /56

    $1,595,000

    • 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 Total Real Estate Group

    15 NW St Helens Place Unit 1 & 2, Bend, OR 97701
  • /46

    $1,197,000

    • 4 Beds
    • 3 Baths
    • 1,753 Sq Ft

    440 NW Riverfront St, Bend, OR 97703

    Live in the heart of Bend with timeless charm and modern upgrades, perfectly located between Drake Park and Miller's Landing, a short distance from the Old Mill District, breweries, and downtown dining. Light-filled rooms and an open layout create a welcoming flow. Gather by the fireplace, enjoy the stylish wet bar, or cook in the chef's kitchen with island, granite counters, and premium

    Sharon Hammons Stellar Realty Northwest

    440 NW Riverfront St, Bend, OR 97703
  • /41

    $1,195,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 2,153 Sq Ft

    237 NW Florida Ave, Bend, OR 97701

    Embrace the ultimate Bend Vibe in this Mid-century Modern Gem! Perfectly situated between the Downtown scene and the Box Factory, this home is the epitome of cool living. Every corner of this meticulously care-for gem radiates style and character. The kitchen is a dream come true, with fresh cabinetry, butcher block countertops, and a sleep tile backsplash. Flow effortlessly from the dining room

    Tenaya Eakin Cascade Hasson SIR

    237 NW Florida Ave, Bend, OR 97701
  • /86

    $1,795,000

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

    104 NW Congress St, Bend, OR 97701

    Step into the charm of this reimagined 1920s craftsman-thoughtfully remodeled with extensive custom designer finishes while preserving its timeless character.Tucked on a bluff in the heart of downtown Bend, just blocks from river floats, farmers market, summer concerts, and the city's best dining, this one-of-a-kind home is a true gem. Inside, custom oak cabinetry, honed marble countertops, new

    Cole Billings Varsity Real Estate

    104 NW Congress St, Bend, OR 97701
  • /47

    $1,150,000

    • 3 Beds
    • 2.5 Baths
    • 2,131 Sq Ft

    535 NW Florida Ave, Bend, OR 97701

    Downtown Bend is the place to be and NW Florida Avenue is a location that can't be beat. Spacious traditional craftsman home nestled between downtown Bend and the Mill Quarter. Enjoy the ease of access to Bend's finest markets, social gathering hot spots & eateries, music venues, parks and the Deschutes River. This 3 BD/ 2 BA boasts all the traditional craftsman features with modern amenities.

    Christin Hunter Duke Warner Realty

    535 NW Florida Ave, Bend, OR 97701
  • /39

    $650,000 Open Sat 1PM - 3PM

    • 2 Beds
    • 1 Bath
    • 957 Sq Ft

    805 NW Georgia Ave, Bend, OR 97701

    Priced to sell! Charming bungalow in the heart of Bend's Historic District, just blocks from downtown and the Deschutes River. Thoughtfully renovated with over $75K recently invested in a full foundation restoration, drainage, and new city water/sewer mains. Kitchen has been fully remodeled with new flooring, cabinetry, PEX plumbing, electrical, insulation, washer/dryer, and a gas tankless water

    Nancy Kramer RE/MAX Out West Realty

    805 NW Georgia Ave, Bend, OR 97701
  • /28

    $825,000

    • 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

    Christie Glennon Pinnick Knightsbridge International

    266 NW Riverside Blvd, Bend, OR 97701
  • /29

    $480,000

    • 1 Bed
    • 1 Bath
    • 794 Sq Ft

    620 NW Florida Ave, Bend, OR 97701

    A rare opportunity to own a piece of Bend's founding history in the heart of the Old Town Historic District, the city's first platted neighborhood and birthplace of its mill-town legacy. Situated between NW Bond and NW Staats Streets, just three blocks from the vibrant downtown core and steps from Drake Park. The original 1915 Craftsman bungalow is one of the few surviving residences from the

    Matthew Johnson RE/MAX Key Properties

    620 NW Florida Ave, Bend, OR 97701
  • /46

    $699,000

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

    521 NW Florida Ave, Bend, OR 97701

    Located in Bend's Historic District, this beautifully restored 1920s Craftsman blends timeless character with modern comfort. The single-level home offers 956 +/- sq ft of inviting living space, plus an additional 440 +/- sq ft basement with laundry and extra storage. Step inside to original Douglas Fir wood floors, high ceilings, crown molding, and vintage-inspired details throughout. The

    Jordan Ries Assist 2 Sell Buyers & Seller

    521 NW Florida Ave, Bend, OR 97701
  • /42

    $1,045,000

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

    621 NW Delaware Ave, Bend, OR 97701

    Historic Charm in the Heart of Bend!Welcome to the Henry Maynard House-a light, bright Historical District westside bungalow full of character and thoughtful updates. Inside, you'll find arched doorways, refinished hardwoods, and a fully updated kitchen that's perfect for cooking or entertaining. Step outside to a peaceful yard with a cherry, peach, pear, and plum tree orchard, fenced

    Connor Johnson Stellar Realty Northwest

    621 NW Delaware Ave, Bend, OR 97701
  • /34

    $895,000

    • 3 Beds
    • 2 Baths
    • 1,340 Sq Ft

    530 NW Georgia Ave, Bend, OR 97701

    Investor alert ! Prime Investment Opportunity in Old Bend – Dual-Dwelling Property on NW Georgia Ave, Located in the highly desirable neighborhood between DOWNTOWN and OLD MILL in Historic Old Town Bend, 530 and 530 1/2 NW Georgia Ave. presents a rare opportunity to own a dual-dwelling in the heart of Bend. This property features 2 homes! The main house located at 530 NW Georgia Ave is a

    Elizabeth Allen Duncan Real Estate Group Inc

    530 NW Georgia Ave, Bend, OR 97701
  • /27

    $899,000

    • 2 Beds
    • 1 Bath
    • 1,092 Sq Ft

    295 NW Jefferson Place, Bend, OR 97701

    Incredible investment opportunity in the heart of Bend! This centrally located home features a rare, transferable short-term rental permit, offering a unique blend for personal use and income potential. Just steps to the Deschutes River, Old Mill District and Downtown Bend, this property is ideally situated for vacationers and owners alike. With a proven track record of strong rental income, this

    Michelle Mills RE/MAX Key Properties

    295 NW Jefferson Place, Bend, OR 97701
  • /41

    $700,000

    • 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
  • /32

    $2,499,000

    • 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
  • /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
  • /36

    $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
  • /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

Why Live in Old Bend

Old Bend, nestled along the Deschutes River, is a historic neighborhood adjacent to downtown entertainment and Oregon forest land. Known for its outdoor lifestyle, the area features plenty of open sky, sidewalks, and a community feel. The neighborhood's history as a timber manufacturing hub is evident in landmarks like the Reid School, now the Deschutes Historical Museum. Residents enjoy a mix of early 20th-century Craftsman bungalows and cottages, as well as Colonial Revival properties along Mirror Pond. Drake Park, a 13-acre green space with the Deschutes River Trail, is a focal point for annual celebrations and parades. The park offers fishing, public art, and historical placards. Miller’s Landing Park, with its community garden and scenic river views, adds to the neighborhood's charm. Dining options include Jackson’s Corner for farm-to-table meals and Bos Taurus for steak dinners, while the Old Mill District offers shopping and entertainment less than a mile away. The Bend Film Festival and the July 4th Pet Parade are notable events. Schools like William E. Miller Elementary and Pacific Crest Middle are highly rated, attracting families to the area. Community policing and neighborhood associations promote safety. The neighborhood is well-connected by Cascades East Transit buses and bike-friendly routes, with a new pedestrian bridge planned over U.S. Highway 97. St. Charles Hospital is nearby, and Redmond Municipal Airport is 17 miles away. Homes near the southern border face a higher flood risk, with emergency alerts available for residents.

Home Trends in Old Bend, OR

Housing Trends

Median Sale Price
$962,500
Median Single Family Sale Price
$1,050,000
Median Townhouse Sale Price
$649,000
Median 2 Bedroom Sale Price
$935,000
Average Price Per Sq Ft
$679
Number of Homes for Sale
20
Last 12 months Home Sales
18
Months of Supply
13.30
Median List Price
$1,075,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
13%
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