Our Story
Founded on Central Florida Soil
Crescent & Oak Realty was founded in 2011 on a simple idea: buyers and sellers of distinguished property deserve a broker who knows every street, every school zone, and every lake by name.

Margaret Ashworth
Founder & Principal Broker
Margaret Ashworth founded Crescent & Oak Realty in 2011 after a decade representing luxury new-construction developments across Central Florida. She holds the Certified Luxury Home Marketing Specialist (CLHMS) designation and has closed more than $410 million in residential sales across Winter Park, Windermere, Dr. Phillips, and Lake Nona.
Raised in Winter Park and educated at Rollins College, Margaret built Crescent & Oak around a simple premise: buyers and sellers of distinguished property deserve a broker who treats every transaction like it's the only one that matters.
- Certified Luxury Home Marketing Specialist (CLHMS)
- Accredited Buyer's Representative (ABR)
- Orlando Regional REALTOR Association, Member since 2009
- Rollins College, B.A. Business Management
Our Approach
Local, first
Every listing is walked, photographed, and priced by someone who knows the block — not a call center.
Design-forward marketing
Professional photography, considered staging, and a marketing plan built for how buyers actually search today.
Honest counsel
We tell clients what a property is actually worth, not what gets a signature on a listing agreement.