Old Bend Real Estate

Old Bend Real Estate

Welcome to Old Bend, a charming subdivision nestled in the heart of Bend, Oregon. Known for its rich history and vibrant community spirit, Old Bend offers a unique blend of rustic charm and modern conveniences, making it one of the most sought-after neighborhoods in Deschutes County.

As you stroll through the tree-lined streets of Old Bend, you’ll be captivated by the well-preserved historic homes that tell the story of Bend's early days. Many of these residences boast stunning architectural details, showcasing the craftsmanship of yesteryear while incorporating contemporary updates that cater to today’s lifestyle. The neighborhood is characterized by its friendly atmosphere, where neighbors become friends and community events foster a sense of belonging.

Old Bend is ideally situated just minutes from the bustling downtown area, where you can explore an array of local shops, art galleries, and restaurants that celebrate the region’s culinary delights and artistic flair. Outdoor enthusiasts will appreciate the close proximity to the Deschutes River and the stunning Cascade Mountains, offering endless opportunities for hiking, biking, fishing, and skiing.

Families will find excellent schools and parks within reach, ensuring a well-rounded environment for children to grow and thrive. Whether you’re looking for a cozy bungalow or a spacious family home, Old Bend has something to offer everyone.

Discover the magic of Old Bend, where history meets community in a picturesque setting. Come and experience the warmth of this delightful neighborhood, where your dream home awaits!

Newest Listings in Old Bend

$1,699,900
580974321 MLS
Positioned in Bend’s coveted River West neighborhood, this unique two unit property offers exceptional flexibility for investors, owner occupants, or buyers seeking a hybrid use opportunity. The 1,848 SF main residence offers 3 bedrooms and 2.1 bathrooms, while the fully permitted detached ADU is privately positioned above the oversized 2 car garage and provides 550 SF with 1 bedroom and 1 bathroom. The property holds TWO transferable short term rental permits, creating a rare range of operating strategies. Operate the entire property as a rental, utilize both residences for short term rental income, or occupy the main home while generating supplemental income from the detached ADU. Each residence offers its own complete living environment, while the separation between structures provides added privacy for occupants and guests. The main home features an upgraded kitchen, gas fireplace, enclosed patio, vaulted bedroom ceilings, and primary suite, while the ADU includes its own entrance, full kitchen, living area, and private balcony. A fenced courtyard with gas fire pit, BBQ hookup, hot tub, and outdoor dining space further enhances tenant and guest appeal. The Deschutes River and Brooks Park are just steps away, with Drake Park, downtown Bend, 10 Barrel Brewing, The Lot, Bend Brewing Company, Deschutes Brewery, Newport Avenue Market, restaurants, shops, and recreation all nearby. This combination of location, two distinct residences, and TWO transferable short term rental permits creates a compelling opportunity for long term rental, vacation rental, or owner occupied investment use. Furnishings and appliances may be included with the sale, providing added flexibility for a buyer seeking a turnkey rental or move in ready opportunity.

1506 NW AWBREY RD, Bend

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The content relating to real estate for sale on this site comes in part from the IDX program of the RMLS of Portland, Oregon. Real Estate listings held by brokerage firms other than this firm are marked with the RMLS logo, and detailed information about these properties include the name of the listing's broker. Listing content is copyright © 2026 RMLS of Portland, Oregon. All information provided is deemed reliable but is not guaranteed and should be independently verified. This content last updated on . Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.