Steve Simmons

October Realty Group

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

About
If you’re considering buying or selling a home, you deserve more than an agent who simply opens doors or puts a sign in the yard. You deserve an experienced real estate professional who will listen carefully, tell you the truth, develop a strategy, and negotiate aggressively on your behalf.

I’m Steve Simmons, a real estate broker with more than 20 years of experience serving buyers and sellers throughout the Conejo Valley and surrounding communities, including Westlake Village, Thousand Oaks, Newbury Park, Agoura Hills, Calabasas, Moorpark, Camarillo, Simi Valley, and beyond.

My approach is straightforward: understand what you’re trying to accomplish, provide you with the information you need to make good decisions, and then work relentlessly to achieve the best possible outcome.

My background is somewhat unusual for a real estate agent. I hold an MBA and spent 15 years in corporate management consulting, where I advised organizations on strategy, analysis, and execution. I bring that same analytical and strategic approach to real estate—combining market knowledge, technology, creative marketing, and strong negotiation skills to help my clients make sound decisions.

Over the course of my career, I’ve been recognized as an Agent of the Year, featured on the cover of Top Agent Magazine, named a Top 50 Agent in California, recognized as one of America’s Top 100 Real Estate Agents, and voted Westlake Village Best Brokerage.

But credentials only tell part of the story. Much of my business has come from repeat clients and referrals. I’ve helped families buy and sell homes through multiple stages of their lives, and many clients have trusted me with more than one transaction. That long-term relationship is what I value most about this business.

Whether you’re a first-time buyer, moving up, downsizing, relocating, investing, or preparing to sell a longtime family home, I’ll give you candid advice—even when the answer isn’t necessarily what you hoped to hear.

If you’re looking for an experienced local agent who combines personal attention with sophisticated strategy and negotiation, I’d welcome the opportunity to learn what you’re trying to accomplish.

There is no obligation and no high-pressure sales pitch. Let’s simply have a conversation and see whether I’m the right fit for you.
Highlights *
31
Recent sales
$469K-$4.15M
Price range
$1.11M
Median price
20
Years experience

Recent Listings & Sales

Address Sold Date Sold Price Represented
7940 Sunnybrae
Los Angeles, CA 91306
8/19/2026 $1,050,000 Buyer
797 Boxthorn
Thousand Oaks, CA 91320
5/26/2026 $1,025,000 Seller
640 Indian Oak
Oak Park, CA 91377
4/23/2026 $600,000 Buyer
104 Maegan
Thousand Oaks, CA 91362
4/1/2026 $469,000 Seller
2214 Windbrook
Westlake Village, CA 91361
11/5/2025 $1,625,000 Buyer

Transaction History *

Seller Deals

Total Deals
19
Total Value
$23,203,000
Median Sale Price
$1,065,000
Price Range
$469K - $4.15M

Buyer Deals

Total Deals
12
Total Value
$14,063,950
Median Sale Price
$1,135,000
Price Range
$600K - $2.1M

Sales Volume Timeline

Steve Simmons’s production volume for the past 3 year period Q3 ’23 Q3 2023: $0 Q4 ’23 Q4 2023: $5.8M Q1 ’24 Q1 2024: $2.5M Q2 ’24 Q2 2024: $3M Q3 ’24 Q3 2024: $5.3M Q4 ’24 Q4 2024: $1.9M Q1 ’25 Q1 2025: $0 Q2 ’25 Q2 2025: $5.5M Q3 ’25 Q3 2025: $6M Q4 ’25 Q4 2025: $4.2M Q1 ’26 Q1 2026: $0 Q2 ’26 Q2 2026: $2.1M Q3 ’26 Q3 2026: $1.1M Q3 2023 Total Sales $0 Q4 2023 Total Sales $5.8M Q1 2024 Total Sales $2.5M Q2 2024 Total Sales $3M Q3 2024 Total Sales $5.3M Q4 2024 Total Sales $1.9M Q1 2025 Total Sales $0 Q2 2025 Total Sales $5.5M Q3 2025 Total Sales $6M Q4 2025 Total Sales $4.2M Q1 2026 Total Sales $0 Q2 2026 Total Sales $2.1M Q3 2026 (Jul 1-Aug 27) Total Sales $1.1M

Professional Info

Brokerage

October Realty Group
2829 Townsgate Road suite 100
Westlake Village, CA 91361

Licensed

Licensed REALTOR®
CA 01730388

Awards

  • America’s Top 100 Real Estate Agents
  • Top 50 Agent in California
  • Cover of Top Agent Magazine
  • Voted Westlake Village Best Brokerage

Specialties

  • Age-restricted communities
  • First-time buyers
  • Flipping & rehab
  • Foreclosures & Short sales
  • Investment & property management
  • Luxury properties
  • Relocation

Hobbies

  • Cars & Automobiles
  • Community Activities
  • Family
  • Fitness & Exercise
  • Food & Cooking
  • Sports
  • Volunteering

Education

Pepperdine U
Master’s Degree, MBA

Top Cities *

Thousand Oaks

  • 14 sales past 3 years
  • 63 days on market
  • $1.17M median price

Westlake Village

  • 7 sales past 3 years
  • 35 days on market
  • $1.38M median price

Simi Valley

  • 3 sales past 3 years
  • 58 days on market
  • $939K 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.