
About Water Street Financial
Winchester, VA
Since 2016, Water Street Financial has been helping individuals, families, and business owners in Winchester, VA build, preserve, and transfer wealth with personalized strategies and transparent guidance.
Built on Relationships — Not Transactions
Water Street Financial was founded in 2016 with a simple belief: financial planning should be personal, transparent, and built around real people — not products. Our Winchester, VA team has grown from that founding principle into one of the Shenandoah Valley’s most trusted financial planning firms.
Led by Managing Partner Ryan Oates, CFP® MBA CPFA, our team brings deep expertise in financial planning, investment management, tax strategies, retirement planning, and estate planning — all under one roof.
We’re proud to serve clients across Winchester, the Shenandoah Valley, Northern Virginia, and beyond. Whether you’re planning for retirement, growing a business, or building generational wealth, we’re here for every chapter.

Our Core Values
Client First
Every recommendation starts with your goals. We act as fiduciaries — always in your best interest.
Transparency
No hidden fees, no jargon. We explain everything clearly and disclose all costs upfront.
Long-Term Thinking
We build plans for decades, not quarters. Your wealth strategy should outlast any market cycle.
Community
Winchester, VA is our home. We’re invested in this community and the families who live here.
Backed by Industry-Leading Partners
LPL Financial
Securities offered through LPL Financial, Member FINRA/SIPC. Access to institutional-quality investment platforms and research.
Wealthcare Advisory Partners
Investment advice offered through Wealthcare Advisory Partners LLC, a registered investment advisor.
CFP® Certified
Our team holds the CERTIFIED FINANCIAL PLANNER™ designation — the gold standard in financial planning.
Our Services
Financial Planning
Personalized plans for your goals.
Learn More →Investment Management
Professionally managed portfolios.
Learn More →Retirement Planning
Retire on your terms.
Learn More →Tax Planning
Keep more of what you earn.
Learn More →Estate Planning
Protect your legacy.
Learn More →Wealth Management
Comprehensive wealth strategies.
Learn More →