Old Town Historic District, OR homes for sale & real estate

Old Town Historic District, OR Homes for Sale

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 high-performing vacation rental offers excellent revenue with tremendous potential for growth thanks to Bend's year-round demand. As a bonus, the seller has plans for an Accessory Dwelling Unit (ADU) — opening the door to even more income or guest accommodations. Buyers are encouraged to perf

Old Town Historic District, OR 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 charming studio apartment offers additional living flexibility, boasting a full bath and kitchenette—perfect for guests, rental income, or multi-generational living. A private front courtyard welcomes you, while a single-car garage and two dedicated parking spaces provide convenience in this soug

Old Town Historic District, OR Homes for Sale

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 floors pulled directly from the original ''Old Mill'' add a rich and historic touch. The finished basement provides bonus space—perfect for an office, media room, or guest suite. Enjoy peekaboo mountain views from the upstairs balcony and bedrooms. The fully fenced yard is ideal for gard

Old Town Historic District, OR Homes for Sale

TWO transferable short term rental permits on this original 1920 bungalow. Located a few blocks away from Jackson's Corner on a quiet, dead-end residential street, each unit has been fully remodeled with extraordinary attention to detail and is a terrific example of historic regeneration. Upgraded down to the studs with new plumbing, electrical, insulation, etc. Originally a modest millhouse built by an employee of the nearby Brooks Scanlon Lumber Mill, it was renovated by skilled finish carpenters & contractors in 2014. #156 has original fir floors with custom cabinetry and fir countertops. Custom chinkapin wood cabinetry in #152 with marble counter tops & hickory hardwood floo

Old Town Historic District, OR Homes for Sale

Discover modern living with these four brand-new construction townhomes located in the heart of downtown Bend. Perfectly situated across the street from Jackson's Corner - close to the Old Mill District and downtown's vibrant shops, restaurants, & entertainment, this is the ideal location for those looking to embrace urban living with the convenience of low-maintenance luxury. These homes feature two spacious primary suites, each with its own private ensuite bathroom for maximum comfort & privacy. Designed for low-maintenance living, these townhomes allow you more time to enjoy Bend's incredible outdoor & urban activities. The energy-efficient design ensures that you can li

Old Town Historic District, OR Homes for Sale

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/work to retail to restaurants and more! Plus, there's a bonus: the adjacent property at 616 NW Arizona Ave. is also available. Currently fully leased with variable rents and lease end dates. Call for more details!