- Agent Pronto
- Oregon
- Ashland
- Jen Annen
Looking to sell your property, buy a new home, or just need some expert real estate advice?
Jennifer Annen is a top-producing REALTOR at Gateway Real Estate, a trusted real estate office located at 5 N Main St in downtown Ashland, Oregon. Jen has insightful knowledge of Southern Oregon real estate, where she serves clients across Ashland, Talent, Medford, and the greater Rogue Valley, helping buyers and sellers achieve successful results with unmatched local insight and client-first service.
Jen holds a Bachelor of Arts in Law and Society from the University of California, Santa Barbara, and she is known for her sharp negotiation skills, professional integrity, and hands-on support. She specializes in residential homes, luxury properties, investment real estate, and buildable land throughout Jackson County.
- 42
- Recent sales
- $250K - $1.09M
- Price range
- $468K
- Median price
- 5
- Years experience
Recent Listings & Sales
| Address | Sold Date | Sold Price | Represented |
|---|---|---|---|
|
610 Orchard St
Ashland, OR 97520
|
10/19/2026 | $900,000 | Buyer |
|
917 Rebecca Dr
Phoenix, OR 97535
|
10/14/2026 | $362,500 | Buyer |
|
107 Manzanita St
Ashland, OR 97520
|
10/1/2026 | $983,720 | Buyer |
|
472 Scenic Dr
Ashland, OR 97520
|
9/24/2026 | $642,500 | Buyer |
|
39 N Mountain Ave
Ashland, OR 97520
|
8/28/2026 | $449,000 | Seller |
Transaction History *
Seller Deals
- Total Deals
- 7
- Total Value
- $4,224,900
- Median Sale Price
- $510,000
- Price Range
- $305K - $1.09M
Buyer Deals
- Total Deals
- 18
- Total Value
- $9,169,860
- Median Sale Price
- $455,000
- Price Range
- $250K - $984K
Sales Volume Timeline
Sales volume is shown for complete quarters only.
Seller Deals
- Total Deals
- 7
- Total Value
- $4,224,900
- Median Sale Price
- $510,000
- Price Range
- $305K - $1.09M
Buyer Deals
- Total Deals
- 35
- Total Value
- $17,181,060
- Median Sale Price
- $468,000
- Price Range
- $250K - $984K
Sales Volume Timeline
Sales volume is shown for complete quarters only.
Seller Deals
- Total Deals
- 7
- Total Value
- $4,224,900
- Median Sale Price
- $510,000
- Price Range
- $305K - $1.09M
Buyer Deals
- Total Deals
- 35
- Total Value
- $17,181,060
- Median Sale Price
- $468,000
- Price Range
- $250K - $984K
Sales Volume Timeline
Sales volume is shown for complete quarters only.
Ratings & Reviews
5.0
(17)
Listen, I am not your typical buyer. Highly self reliant, suspicious in general. Not a business oriented nor savy human let's say. So it is very special that we found a realtor who really saw this in me, respected that aspect, understood this, and adjusted appropriately to make me feel confident. Jen built trust, she explained why certain decisions would be advantageous for us as the buyer. I mean took the time, sincerely. Jen is a real honest good hearted human first, and then she does real-estate too. For those who hate bs-ers, Jen is your agent.
Zillow Verified
Working with Jen was an absolute pleasure from start to finish. She made the process of buying a home, which was clear across the country and sight unseen, smooth and relatively easy. Her knowledge of the market, attention to detail, and clear communication helped me make such a life changing purchase with confidence. She was always available, scheduled FaceTimes and videos at my convenience, and provided thoughtful guidance throughout the process. Not only did Jen provide assistance and guidance throughout the purchasing process, she continued to provide recommendations and resources to help get me settled in. I highly recommend her services for any real estate purchase or investments. You could do no better than to enlist Jen Annen.
Zillow Verified
Having Jen as my realtor while purchasing my first home was an incredible experience, and I truly couldn't have asked for a better person to guide me through such an important milestone.
From the very beginning, she was patient, kind, and attentive, taking the time to answer every question and guide me through each step of the process. What I appreciated most was how she balanced her expertise with genuine respect for my own ideas and perspective. She trusted my instincts while providing thoughtful guidance and knowledge whenever I needed it, which made me feel confident and supported throughout the entire journey.
Jen was also incredibly responsive. Whenever I wanted to view a home, she was quick to make it happen, and I always felt like I was a priority. When it came time to negotiate, she advocated strongly on my behalf and stood firm whenever I asked her to, making sure my interests were represented every step of the way.
Buying a first home can feel overwhelming, but Jen made the process feel manageable and exciting. Her professionalism, dedication, and genuine care made all the difference.
I highly recommend Jen to anyone looking to buy or sell a home. I'm incredibly grateful for everything she did, and I look forward to staying in touch long after closing.
Zillow Verified
Jen is knowledgeable about the local market and proactive in coordinating needed repairs and vendor connections. She remained responsive and steady during a complex transition. Her attention to staging and presentation helped position the property effectively. Overall, she provided solid guidance through the process.
Zillow Verified
Buying and selling a house can be so fraught. Jen made it just... happen.
Jen Annen has the experience and knowledge that made our triplex sale really smooth. There were many issues that arose, none of them caused by Jen. When our first offer failed a contingency, she was able to approach previously interested parties and get a new offer to us within days. The questions that came up in the course of home showings, required handyman work, and during escrow were answered quickly (does she even sleep) and thoroughly.
The patience needed to be a seller's agent is significant, and Jen's was phenomenal--with us, our renter, the buyer's agent, and during escrow. It also made things much easier that she knew the right people for the various issues that came up, including our the title company, and was able to tell us what tasks were necessary, and what we could push back on.
I am in another state (CA) and she dealt with that with no issues--happy to text or call when needed, handle things through email, even signing the closing documents.
I recommend Jen Annen, Real Estate Professional, very highly. She is worth her weight in gold.
Zillow Verified
Professional Info
Brokerage
5 North Main Street
Ashland, OR 97520
Licensed
OR 201257903
Awards
- Top Agent Zillow Premier
Specialties
- First-time buyers
- Foreclosures & Short sales
- Investment & property management
- Luxury properties
- Relocation
Designations
- ABR®
Education
Bachelor’s Degree, Law & Society
Top Cities *
Service Areas (5 cities)
*Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.