
Old Bend is the city's original residential core, bounded by the Deschutes River to the west, Drake Park and Franklin Avenue to the north, Highway 97 to the east, and Arizona Avenue to the south. At roughly 1 square mile it is the smallest of Bend's neighborhood association districts and the one that predates all others. Alexander M. Drake subdivided the land in 1910 through the Pilot Butte Development Company, with original lots priced at $100 to $250. The Oregon Trunk Line Railroad arrived in 1911 and the Shevlin-Hixon and Brooks-Scanlon sawmills opened in 1915, driving a building boom, and most of the homes date to that early-1900s mill era.
The Drake Park Neighborhood Historic District, listed on the National Register of Historic Places on June 3, 2005 (NRHP 05000380), covers 17 city blocks and 83 residential lots within Old Bend. Fourteen architectural styles are represented, led by 25 Craftsman bungalows and 17 Colonial Revival homes, with Tudor, Dutch Colonial, Spanish Colonial Revival, Cape Cod, and California Ranch in smaller numbers. The district reflects the neighborhood's mill-worker origins: compact lots, covered front porches, and craftsmanship-era detail at a pedestrian scale.
Drake Park, established by the City of Bend in 1921, sits along Mirror Pond at the northern edge. The 13-acre park has nearly half a mile of Deschutes River frontage and was purchased for $21,000 after the Women's Civic League collected 1,500 signatures to prevent its subdivision. The Deschutes River Trail runs through the park, connecting residents on foot or by bike directly to downtown, which sits within the neighborhood along the eastern edge.
A 13-acre park established in 1921 at 777 NW Riverside Blvd, with nearly half a mile of Deschutes River frontage, open lawns, an outdoor stage, and the Deschutes River Trail.
Open daily 5 AM to 10 PMListed on the National Register June 3, 2005 (NRHP 05000380), covering 17 blocks and 83 homes in 14 architectural styles built mainly 1910 to the 1930s.
Walkable neighborhood; public streetsA paved multi-use path through Drake Park along the river, connecting Old Bend to downtown and the wider Bend trail network.
Trailhead at Drake ParkA Bend-La Pine Schools K-5 at 300 NW Crosby Dr serving the Old Bend area, in a LEED Gold building.
Bend-La Pine SchoolsThe Wall Street and Bond Street commercial core sits within and beside Old Bend, putting grocery, retail, and dining within a 5-to-10-minute walk of most addresses.
Walkable from Old Bend| Month | 2022 | 2023 | 2024 | 2025 | 2026 |
|---|---|---|---|---|---|
| Jan | $673K | $690K | $690K | $730K | $674K |
| Feb | $755K | $660K | $680K | $697K | $705K |
| Mar | $775K | $685K | $753K | $748K | $697K |
| Apr | $767K | $665K | $705K | $830K | $675K |
| May | $743K | $730K | $752K | $770K | $800K |
| Jun | $724K | $763K | $781K | $693K | $725K |
| Jul | $750K | $785K | $749K | $750K | — |
| Aug | $727K | $737K | $715K | $750K | — |
| Sep | $700K | $735K | $710K | $715K | — |
| Oct | $680K | $735K | $797K | $758K | — |
| Nov | $696K | $696K | $690K | $695K | — |
| Dec | $662K | $737K | $699K | $697K | — |
Live single-family figures from the regional MLS. Months of supply is active inventory divided by the homes closed in the last 6 months, then divided by 6. Four months or less is a seller’s market, four to six is balanced, six or more is a buyer’s market.

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Every active single-family listing in Old Bend, on the real terrain. Click any dot for the price, the beds, and the street.
Local housing news, market data, and buyer and seller guides for Old Bend and Bend.
Jun 10, 2026Bend closed May at a $797,000 median, up 3.6% year over year, while sales slowed and inventory held flat. The full June 2026 market report.
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Apr 1, 2026Bend City Council meets today to consider adopting the same wildfire-resistant building codes already in effect in Deschutes County and Sisters. Here is the honest cost-versus-safety analysis.
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Dec 18, 2025Four years after HB 2001 took effect in Bend, middle housing is starting to appear in neighborhoods across the city. Here is what's actually being built and how it is changing the landscape.
Read the guide →I'd highly recommend Matt Ryan as his attention to detail and art of the negotiations with data on both buyers/sellers is impressive. He seems to navigate the process between buyers / sellers to a "T" and he exemplifies the communication and clarity. You will not be disappointed ....
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Matt is the most professional, communicative, and honest Real Estate Broker I have ever worked with. Matt kept me informed on a weekly basis as to the progress of selling my home in the Bend area. He had very constructive ideas to improve my property and always found a reasonable subcontractor to improve my chances of selling my home. If you are selling or buying a home I suggest you contact Matt Ryan immediately. Matt is the best!!
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Matt did a great job helping us sell our home. His presentation and marketing were professional and thorough. He was patient, low pressure with us and provided expert guidance. We would not hesitate to recommend or use Matt's services again.
Matt was invaluable in guiding us through our purchase. He is responsive, professional, and above all, a trustworthy person. Matt was always willing to assist us no matter the numerous questions we asked, connecting us with local resources, arranging contractors, and generally helping us jump through the various hoops that it takes to buy a house from out-of-state. We highly recommend Matt!
A real number, not a guess. Built from what your street actually trades for, the days on market on your block, and the comps that closed this quarter.

The median list price for a single-family home in Old Bend is $1,195,000, based on live MLS data.
There are 11 active single-family listings in Old Bend.