North Trailside

North Trailside Redmond Oregon Homes for Sale

North Trailside is a residential subdivision in Redmond Oregon, the fast-growing Central Oregon hub 17 miles north of Bend. As of May 2026: 1 active SFR listings and 4 closings in the last 6 months. Median sold price $625,315. Months of supply 1.5 (seller’s market).

North Trailside Snapshot (May 2026)

Metric Value
Active SFR listings **1**
Sold last 6 months **4**
Median sold price **$625,315**
Median sale-to-list ratio **100.4%**
Median time to pending **73 days**
Median price per sqft **$329**
Median home size **1,906 sqft**
Median bedrooms **3**
Median year built **2025**
Months of supply **1.5** (seller’s market)

About Redmond and North Trailside

Redmond sits in Central Oregon with Smith Rock 15 min, Eagle Crest resort, fast-developing downtown, lower price-per-sqft than Bend. North Trailside is one of the residential subdivisions within Redmond, offering buyers a specific price band and home style.

What North Trailside Buyers Should Know

With 1.5 months of supply, North Trailside is a clear seller’s market. Listings move fast (median 73 days to pending). Pre-approval and decisive offers are essential.

What North Trailside Sellers Should Know

For sellers in North Trailside: pricing right on day one matters. The median sale-to-list ratio of 100.4% on a $625,315 home means most sellers take a small concession off original list. A real CMA based on subdivision-specific comps usually moves the listing decision more than any other input.

Browse Current Listings

See all current Redmond MLS-direct listings →

Get a Free CMA

Selling a home in North Trailside? Matt Ryan provides free written CMAs in 24 hours. Real comps from your subdivision, real adjustments for your specific home, no obligation. Request a free CMA →

Work with Matt Ryan

Matt Ryan is a licensed Oregon Principal Broker (license #201206613), owner of Ryan Realty LLC, with 12 years of Central Oregon real estate experience. Office: 115 NW Oregon Avenue, Bend OR 97703. Call 541-213-6706.

Browse Redmond → | Browse Bend →