Old Bend Houses 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

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

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

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

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

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

Welcome to one of Old Bend's rare gems—a 1920 bungalow nestled in the heart of Bend's most coveted neighborhood. Originally part of the Bend Townsite Company's distinguished ''Nob Hill'' development of six fine homes and bungalows, this residence embodies the character and history of early Bend while offering the freedom of not being located within the Historic District. Enjoy morning coffee on

Karen Malanga RE/MAX Key Properties

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

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

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