Bluebird Day - The Annex Experience a Luxury 30 Day Stay in Bend, OR

Welcome to The Annex!

Originally built in 1927 by local builder John Peterson, the structure began as the historic “Delaware Grocery Annex,” serving as part of one of Bend's original neighborhood market districts during the city's early lumber boom era. Once connected to the beloved Delaware Grocery, the building played a meaningful role in the fabric of Old Bend's walkable community culture — long before mixed-use neighborhood living became popular again today.

Over the years, the property has been carefully transformed from its former commercial roots into a remarkable private residence while preserving the unique architectural elements that make it truly one of a kind. Its creative adaptive reuse earned national attention when it was featured on HGTV's You Live in What? as “The Sargents' Corner Store,” highlighting the home's exceptional conversion into a warm and sophisticated living space.

The recently remodeled residence offers a beautifully curated balance of historic charm and modern functionality. The main family room sports a pool table, large TV, open living space and dining area filled with natural light. The primary suite with king bed is located upstairs with an ensuite bathroom that looks down into the main level of the home. The second bedroom with a queen bed has a walk through area to the third bedroom with a queen bed and full bathroom. From the main level you can also walk downstairs to your own private 1 bedroom and bath with a living room and kitchenette. Ideal for guests, extended family, or a private office.

More than simply a home, this is a chance to live inside a meaningful piece of Bend history — where timeless character, thoughtful design, and the spirit of Old Bend come together in an exceptional and truly memorable property.