Jen Annen

Gateway Real Estate

Looking to sell your property, buy a new home, or just need some expert real estate advice?

About
"We have had several realtors over the years in which we have purchased houses, and I can honestly say that Jennifer was the best realtor we have had in these processes." - DS, buyer

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.
Highlights *
41
Recent sales
$250K - $1.09M
Price range
$468K
Median price
5
Years experience

Recent Listings & Sales

Address Sold Date Sold Price Represented
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
960 Oak St
Ashland, OR 97520
8/26/2026 $709,100 Buyer

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
34
Total Value
$16,281,060
Median Sale Price
$467,000
Price Range
$250K - $984K

Sales Volume Timeline

Jen Annen’s production volume for the past 3 year period Q4 ’23 Q4 2023 (Oct 1–Dec 31, 2023): $0 Q1 ’24 Q1 2024 (Jan 1–Mar 31, 2024): $0 Q2 ’24 Q2 2024 (Apr 1–Jun 30, 2024): $0 Q3 ’24 Q3 2024 (Jul 1–Sep 30, 2024): $0 Q4 ’24 Q4 2024 (Oct 1–Dec 31, 2024): $502K Q1 ’25 Q1 2025 (Jan 1–Mar 31, 2025): $3.1M Q2 ’25 Q2 2025 (Apr 1–Jun 30, 2025): $1.9M Q3 ’25 Q3 2025 (Jul 1–Sep 30, 2025): $2.6M Q4 ’25 Q4 2025 (Oct 1–Dec 31, 2025): $2M Q1 ’26 Q1 2026 (Jan 1–Mar 31, 2026): $3.3M Q2 ’26 Q2 2026 (Apr 1–Jun 30, 2026): $1.4M Q3 ’26 Q3 2026 (Jul 1–Sep 30, 2026): $4.5M Q4 ’26 Q4 2026 (Oct 1–Oct 24, 2026) — Partial quarter: $1.3M Q4 2023 Total Sales $0 Q1 2024 Total Sales $0 Q2 2024 Total Sales $0 Q3 2024 Total Sales $0 Q4 2024 Total Sales $502K Q1 2025 Total Sales $3.1M Q2 2025 Total Sales $1.9M Q3 2025 Total Sales $2.6M Q4 2025 Total Sales $2M Q1 2026 Total Sales $3.3M Q2 2026 Total Sales $1.4M Q3 2026 Total Sales $4.5M Q4 2026 Oct 1–Oct 24, 2026 Partial quarter Total Sales $1.3M

Lighter, dashed segments indicate partial quarters. Totals include only dates within the displayed period.

Professional Info

Brokerage

Gateway Real Estate
5 North Main Street
Ashland, OR 97520

Licensed

Licensed REALTOR®
OR 201257903

Awards

  • Top Agent Zillow Premier

Specialties

  • First-time buyers
  • Foreclosures & Short sales
  • Investment & property management
  • Luxury properties
  • Relocation

Designations

  • ABR®

Education

University of California, Santa Barbara
Bachelor’s Degree, Law & Society

Top Cities *

Ashland

  • 25 sales past 3 years
  • 46 days on market
  • $513K median price

Medford

  • 11 sales past 3 years
  • 18 days on market
  • $346K median price

Talent

  • 4 sales past 3 years
  • 23 days on market
  • $466K median price

* 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.