# 5010 Old Highway 99 S, Ashland, OR 97520

> **TL;DR:** 2bd/2ba single family, $399,000 ($228/sqft), built 1986, 1,750 sqft.
> Fireplace, View, 2-car garage. Est. $2,134/mo. Listed 57 days.

## Property at a Glance

| Attribute | Value |
|-----------|-------|
| Price | $399,000 |
| Price/sqft | $228 |
| Bedrooms | 2 |
| Bathrooms | 2 full |
| Square Feet | 1,750 |
| Year Built | 1986 |
| Lot Size | 289,674 sqft (6.65 acres) |
| Stories | 2 |
| Garage | 2-car |
| Property Type | Single Family (Single Family Residence) |
| Status | Active |
| Days on Market | 57 |

## Why This Home Stands Out

- **Views** - Territorial, Forest

## Estimated Monthly Costs

| Category | Amount |
|----------|--------|
| Principal & Interest (20% down, 30-year at 6.5%) | $2,018 |
| Estimated Insurance | $116 |
| **Total** | **$2,134** |

## Nearby Schools

- **Elementary:** Bellview Elem
- **Middle:** Ashland Middle
- **High:** Ashland High

## Key Amenities

- Fireplace
- View
- 2-car garage

## Property Highlights

- Built in 1986
- 6.65 acre lot
- 2 stories
- Fireplace

## Description

### Agent Description
Peaceful country living opportunity on 6.65 acres nestled amongst the madrones, not far from downtown Ashland! The custom primary residence offers 2 beds/2 baths with a stonework entryway, pine paneling and cabinetry in the kitchen, a cozy wood stove, large windows, a metal roof, and an attached garage. A versatile bonus room adapts to a creative workshop, office, or extra bedroom. Outside, a spacious deck and flat yard lead to an impressive shop built from steel shipping containers, offering a large open workspace with a professional-grade engine hoist, ample storage, and hydraulic hangar-style doors. Down the hill, a quaint cabin in the woods offers multigenerational living, income potential, or home office space, with a full kitchen, bath, and sleeping loft. Outdoor lovers will appreciate the unbeatable access to Mt. Ashland and the Pacific Crest Trail.

## Location

- **Address:** 5010 Old Highway 99 S, Ashland, OR 97520
- **County:** Jackson
- **Coordinates:** 42.090219, -122.596953
- **Google Maps:** https://www.google.com/maps?q=42.090219,-122.596953

## Listing Agent

- **Name:** Anna A Houppermans
- **Brokerage:** John L Scott
- **Broker Phone:** (541) 779-3611
- **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/5010-Old-Highway-99-S_Ashland_OR_97520_M90535-02738?f=listhub&s=ODOR&m=220228254&c=propsimple)

## Photos

![5010 Old Highway 99 S - Photo 1](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f2631902309r.jpg)

![5010 Old Highway 99 S - Photo 2](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f1228351243r.jpg)

![5010 Old Highway 99 S - Photo 3](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f2575483298r.jpg)

![5010 Old Highway 99 S - Photo 4](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f615617184r.jpg)

![5010 Old Highway 99 S - Photo 5](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f3334998171r.jpg)

![5010 Old Highway 99 S - Photo 6](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f334192039r.jpg)

![5010 Old Highway 99 S - Photo 7](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f1996903142r.jpg)

![5010 Old Highway 99 S - Photo 8](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f2200534889r.jpg)

![5010 Old Highway 99 S - Photo 9](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f3574942507r.jpg)

![5010 Old Highway 99 S - Photo 10](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f371590048r.jpg)

![5010 Old Highway 99 S - Photo 11](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f192927188r.jpg)

![5010 Old Highway 99 S - Photo 12](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f937213478r.jpg)

![5010 Old Highway 99 S - Photo 13](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f3365041110r.jpg)

![5010 Old Highway 99 S - Photo 14](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f159493721r.jpg)

![5010 Old Highway 99 S - Photo 15](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f2488023312r.jpg)

![5010 Old Highway 99 S - Photo 16](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f2515076934r.jpg)

![5010 Old Highway 99 S - Photo 17](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f1067315635r.jpg)

![5010 Old Highway 99 S - Photo 18](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f613381210r.jpg)

![5010 Old Highway 99 S - Photo 19](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f885907088r.jpg)

![5010 Old Highway 99 S - Photo 20](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f3345388771r.jpg)

![5010 Old Highway 99 S - Photo 21](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f2759547661r.jpg)

![5010 Old Highway 99 S - Photo 22](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f2890951746r.jpg)

![5010 Old Highway 99 S - Photo 23](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f2606262350r.jpg)

![5010 Old Highway 99 S - Photo 24](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f714911987r.jpg)

![5010 Old Highway 99 S - Photo 25](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f3057841544r.jpg)

![5010 Old Highway 99 S - Photo 26](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f1032560900r.jpg)

![5010 Old Highway 99 S - Photo 27](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f1639348736r.jpg)

![5010 Old Highway 99 S - Photo 28](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f2628546790r.jpg)

![5010 Old Highway 99 S - Photo 29](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f2630227749r.jpg)

![5010 Old Highway 99 S - Photo 30](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f881654871r.jpg)

![5010 Old Highway 99 S - Photo 31](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f2118522346r.jpg)

![5010 Old Highway 99 S - Photo 32](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f291374281r.jpg)

![5010 Old Highway 99 S - Photo 33](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f243158547r.jpg)

![5010 Old Highway 99 S - Photo 34](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f2406761023r.jpg)

![5010 Old Highway 99 S - Photo 35](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f1922680173r.jpg)

![5010 Old Highway 99 S - Photo 36](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f1579379982r.jpg)

![5010 Old Highway 99 S - Photo 37](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f2750537747r.jpg)

![5010 Old Highway 99 S - Photo 38](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f3100797770r.jpg)

![5010 Old Highway 99 S - Photo 39](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f3343512932r.jpg)

![5010 Old Highway 99 S - Photo 40](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f394908186r.jpg)

![5010 Old Highway 99 S - Photo 41](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f334192039r.jpg)

![5010 Old Highway 99 S - Photo 42](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f46992809r.jpg)

![5010 Old Highway 99 S - Photo 43](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f4057235597r.jpg)

![5010 Old Highway 99 S - Photo 44](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f2016169308r.jpg)

![5010 Old Highway 99 S - Photo 45](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f1600159200r.jpg)

![5010 Old Highway 99 S - Photo 46](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f2907675705r.jpg)

![5010 Old Highway 99 S - Photo 47](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f2002479736r.jpg)

![5010 Old Highway 99 S - Photo 48](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f2221312987r.jpg)

![5010 Old Highway 99 S - Photo 49](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f577788985r.jpg)

![5010 Old Highway 99 S - Photo 50](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f132035281r.jpg)

![5010 Old Highway 99 S - Photo 51](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f880965046r.jpg)

![5010 Old Highway 99 S - Photo 52](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f1905665089r.jpg)

![5010 Old Highway 99 S - Photo 53](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f23330921r.jpg)

![5010 Old Highway 99 S - Photo 54](http://lh.rdcpix.com/5d3f488a57943ccc4af2d63c0eb97c1el-f1096511126r.jpg)

---

**MLS#:** 220228254 | **Updated:** 2026-10-27
**Source:** listhub

*Copyright © 2026 Oregon Data Share. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.*

[View on PropertySimple](https://www.propertysimple.ai/listing/5010-old-highway-99-s-ashland-or-97520-550fa2b7355a43a98940a8cbe399d099)

---

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