Old Bend Homes for Sale

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

This vintage restored and updated Craftsman bungalow with STR permit, is located in the heart of downtown Bend. Enjoy breathtaking mountain views from the charming front porch swing. Situated on a spacious lot with impressive curb appeal, the home boasts impeccable craftsmanship, showcasing exquisite tile work, custom cabinetry, fine trim, restored hardware, & beautiful lighting fixtures. The

Karen Malanga RE/MAX Key Properties

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 live/

Sheila Balyeat Coastal Sotheby's International Realty

Charming 1919 Historic Bungalow in the Heart of Downtown Bend!This beautifully preserved gem sits on a sunny corner lot and blends timeless character with thoughtful updates. Enjoy relaxing on the classic covered front porch, or cozy up next to the quaint fireplace flanked by built-ins. The home features a newer roof, updated electrical and plumbing, all while maintaining its original charm.

Michele Anderson Coastal Sotheby's International Realty

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 C.O.

PRIME LOCATION for residential or multiunit development. Corner lot of Colorado and Lava. Alley access on rear of lot. Existing garage that will need to be removed, and historic overlay is present in the neighborhood. Buyer to complete due diligence on their specific use and project. 2 - 4 unit use or SFH. Geotechnical Survey and Land Survey also available as well as notes from PreApp meeting

Brent Cole Triple Oaks Realty LLC

Nestled on a quiet street in the historic district, this fully renovated charming home lives larger than the square footage with its open beam ceilings, natural light, and carefully crafted high-end finishes. Every detail has been thoughtfully chosen, from the handcrafted tiles and marble countertops in the kitchen to the heated tile floors and modern cabinetry, with an abundant of storage in the

Colleen Peterson Engel & Voelkers Bend

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

Bryant Green Coastal Sotheby's International Realty

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 with low maintenance landscape. Future development of 3 units, plans for two

Gary Clow Total Real Estate Group

Charming historic bungalow located just a few blocks from Downtown Bend; previously used as a vacation rental and as a health practitioner's office, zoned CG (Commercial General). Recent improvements include a new 30-year roof, furnace, updated bathroom and new windows. The front and back yards have beautiful and environmentally-friendly landscaping with fruit trees, blue spruce, grasses and

Jason Boone Duke Warner Realty

Enjoy the best of Bend in this charming cottage conveniently located on a quiet block in the heart of the Old Bend Historic District. Ideally situated between Bend's vibrant downtown and the Old Mill District with easy access to the Deschutes River. Step out your door to coffee shops, brew pubs, restaurants, groceries, retail shopping, and lively entertainment. Features an efficient layout, claw

Jake Hermeling OHT

Turn-key mill era home on an elevated lot! Located between downtown and the Old Mill, this property boasts one of Bend's best locations, just blocks from Miller's Landing and Drake Park. This home falls outside the regulatory boundaries of the Historic District, and features ample off-street parking.The well-maintained home has an updated kitchen and bathroom and beautifully refinished original

Nick Berrey Nicholas Berrey

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 Coastal Sotheby's International Realty

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, with expansive high ceilings, multiple outdoor terraces offering sweeping skyline views, three generously proportioned en-suite bedrooms with sizeable walk-in closets, ensuring a haven of comfort and luxury. The heart of each home is an open-plan living space, where every detail from the dream kitchen — equipped with a full-length island,

Beth Davies LivOregon Real Estate LLC

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

Nick Wilhite The Agency Bend

NEW CONSTRUCTION, MOUNTAIN MODERN DESIGN NEAR DOWNTOWN AND DRAKE PARK. Builder focus is re-vitalizing the older prime westside neighborhoods with premium new homes. This home is situated just outside the ''Old Bend'' zone on an oversized corner lot which takes advantage of large view corridors. Large windows bring light and the great outdoors in and Decks and partially covered and fully tiled

Pete Bailey Stellar Realty Northwest