Meet the experienced real estate and property management team at Wayland Properties, serving Monterey County and the Monterey Peninsula with local expertise and trusted service.

Born and raised in Quincy, CA, a small mountain town in Northern California, Ashley brings a deep, personal understanding of California real estate — from the coast to the mountains. She moved to the Monterey Peninsula in 2007 and quickly fell in love with coastal living, the sense of community, and the lifestyle that defines the region.

Ashley’s real estate career began in 2010, when she earned her California Real Estate Salesperson License and gained experience across multiple facets of the industry. Over the years, her background expanded to include banking, title and escrow, vacation rentals, sales, and customer service, giving her a well-rounded perspective on the real estate process from start to finish.

In 2015, Ashley earned her California Broker’s License and transitioned into leadership and long-term asset management. She went on to establish Wayland Properties in 2016, building what is now a family-owned and operated boutique brokerage built on trust, strategy, and long-term stewardship.

As the founder of this family-led brokerage, Ashley believes the strongest businesses — like the strongest homes — are built on integrity, accountability, and relationships that last. Family has always been central to her values, shaping how she leads, how she serves, and how she defines success.

With over 15 years of experience in real estate and property management, Ashley has worked across diverse California markets including Carmel, the Monterey Peninsula, and Quincy. Today, she leads Wayland Properties with a hands-on, relationship-driven approach grounded in communication, discretion, and long-term value.

Outside of work, Ashley remains deeply rooted in community, home, and meaningful connection. She and her husband continue restoring their farmhouse property, balancing heritage and modern design. She finds peace in early mornings on her porch with her Springer Spaniel, Maddie — and is often spotted cruising the Peninsula in her beloved yellow Ford Bronco, a familiar and cheerful presence along the coast. She is an active member of Monterey Church, a proud Leadership Carmel alumna (Class of 2025), and a Carmel Chamber member.

Ashley is a dedicated youth advocate and enjoys mentoring and volunteering. In her free time, she can often be found hiking with her Springer Spaniel, Maddie, reading, repurposing furniture, attending concerts, spending time with friends, or enjoying quiet weekends with her husband.

CalDRE Lic. # 01876699                   831-444-2262

Hannah serves as Finance Manager at Wayland Properties, bringing a strong financial foundation and client-centered mindset to the team. As part of the family behind the boutique brokerage, she plays an essential role in supporting daily operations and ensuring the long-term financial health of the company’s property management portfolio.

Born and raised in Quincy, California, Hannah offers a personal connection to the mountain communities served by Wayland Properties while also supporting operations throughout Carmel and the Monterey Peninsula. Her familiarity with both regions reflects the brokerage’s commitment to serving diverse California markets.

With over a decade of experience in banking and hospitality, Hannah is known for her precision, organization, and transparent communication. She approaches financial stewardship with care and accountability, understanding that behind every property is an investment, a family, or a long-term goal.

Outside the office, Hannah is a devoted mother of three who enjoys hiking in the Sierra Nevada, cheering on her daughters at softball and volleyball games, and attending concerts and festivals with friends and family.

Jay serves as Marketing Director for Wayland Properties, leading the brokerage’s marketing strategy, digital presence, and brand direction across platforms. As part of the family behind the boutique brokerage, she plays a key role in shaping how Wayland Properties communicates across its markets — supporting both real estate and property management services through cohesive, strategic storytelling.

Born and raised in Quincy, California, Jay also spent several years living on the Monterey Peninsula, giving her firsthand insight into both mountain and coastal communities. This lived experience allows her to represent the Wayland Properties brand with authenticity and clarity across the diverse regions it serves.

With over 10 years of marketing experience — including more than six years specializing in digital and social media strategy — Jay brings a thoughtful, data-informed approach to brand growth. She focuses on building trust and long-term visibility through consistent messaging, elevated visuals, and content that reflects both the professionalism and personality of the company.

Jay completed business and marketing coursework at Monterey Peninsula College and is proud to contribute to a family-owned and operated boutique brokerage built on trust, strategy, and long-term stewardship.

Katharine (KT) was born & raised in Quincy, CA. The Clift family has been a trusted Quincy staple for over 75 years. After graduating high school, KT sought a higher education at Shasta College studying business and real estate. During this time she gained experience with an internship with a local real estate office and attained her real estate license in 2007. In 2009, she moved to the Bay Area and put her extensive real estate experience to work in hotel and property management. 

In 2019 KT moved back to Quincy after having her first child. Being raised in a small town, she wanted to raise her children up with the same strong values close to family. She saw a need within the community for a local, authentic, client-first minded Realtor. She seized the opportunity and started her own real estate business. Helping people find their dream home is something KT is especially passionate about. Because of her determination, trustworthiness and ability to sell her business is rapidly growing. In 2021, KT sold over, $ 4.3 million in real estate! In 2022, KT decided to join the Wayland Properties team and open up their Summit's Division in Quincy, CA. She will be serving Northern California with both sales and property management. 

She has been with her husband Brandon for 9 years and together they share 3 beautiful children. In her (rare) spare time she enjoys a spa day.

CalDRE Lic. # 01799719                    530-945-0443

Hi, my name is Maddison but my mom calls me Maddie or sometimes Moo. I'm a young English Springer Spaniel. I am still a little nervous around people so I grumble a little when I meet new humans and even though my mom gets mad, I like to jump on people and give them kisses. My belly has magical powers to make everything better so I roll over alot and want belly rubs. Some of my favorite things is going to the Carmel office with my mom, run on the beach and chase birds. I've been making a lot of new friends around town. When I'm not working at the office, I am down at the beach chasing waves, birds and squirrels. But I really just want to be anywhere my mom is. She's my favorite person.