Old Bend Homes for Sale

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

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 Total Real Estate Group

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

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

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

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

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

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

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

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

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

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

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

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

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

Downtown Bend investment opportunity meets modern mountain living. These four newly completed townhomes are designed for your active lifestyle in this charming historic neighborhood. Across the street, enjoy the lure of freshly baked sourdough or locally roasted coffee at Jackson's Corner, plus the Old Mill, Deschutes River, downtown and Box Factory sit just around the corner. Each home offers

Cole Billings Varsity Real Estate

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

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, spacious walk in pantry that has been carefully selected to cater to the culinary enthusiast, to the beautifully engineered hardwood flooring and

Beth Davies LivOregon Real Estate LLC