Highlands
Highlands Prineville Oregon Homes for Sale
Highlands is a residential subdivision in Prineville Oregon, the Crook County seat 35 miles northeast of Bend. As of May 2026: 4 active SFR listings and 1 closings in the last 6 months. Median sold price $551,500. Months of supply 24.0 (buyer’s market).
Highlands Snapshot (May 2026)
| Metric | Value |
|---|---|
| Active SFR listings | **4** |
| Sold last 6 months | **1** |
| Median sold price | **$551,500** |
| Median sale-to-list ratio | **103.1%** |
| Median time to pending | **5 days** |
| Median price per sqft | **$327** |
| Median home size | **1,632 sqft** |
| Median bedrooms | **3** |
| Median year built | **2000** |
| Months of supply | **24.0** (buyer’s market) |
About Prineville and Highlands
Prineville sits in Central Oregon with Ochoco National Forest, Prineville Reservoir, Apple data center jobs, frontier-feel high desert. Highlands is one of the residential subdivisions within Prineville, offering buyers a specific price band and home style.
What Highlands Buyers Should Know
With 24.0 months of supply, Highlands is buyer-leaning. Inventory takes longer to move. Buyers have negotiation room on listings that have been on market 60+ days.
What Highlands Sellers Should Know
For sellers in Highlands: pricing right on day one matters. The median sale-to-list ratio of 103.1% on a $551,500 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 Prineville MLS-direct listings →
Get a Free CMA
Selling a home in Highlands? 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.