About Us
Our Vision
Driven by a deep appreciation for the Lake of Bays region, our goal is to be the trusted real estate brokerage for buyers and sellers throughout this sought-after Muskoka community.
We deliver expert guidance in the Lake of Bays real estate market, backed by local knowledge, proven strategies, and a commitment to exceptional service. Through honest communication, personalized support, and a client-first approach, we build lasting relationships that extend well beyond the transaction.
Why Choose Us?
Lake of Bays Realtors is a dedicated team of real estate professionals with over 30 years of combined experience helping clients buy and sell property across Lake of Bays and the Muskoka region.
As local experts who live, work, and invest in this community, we offer in-depth knowledge of the Lake of Bays real estate market—from waterfront properties and vacant land to residential homes and cottages. We understand the nuances of each lake, neighbourhood, and backroad, giving our clients a distinct advantage.
Our team is committed to delivering trusted guidance, data-driven insights, and a seamless real estate experience. By staying ahead of market trends and leveraging innovative marketing strategies and technology, we ensure every listing and purchase is handled with precision and care.
Above all, we are passionate about what we do. Helping our clients navigate the Lake of Bays real estate market—and being part of such meaningful life moments—is what drives us every day.
Our Commitment to YOU
Connection + Communication: We believe in building relationships. We do that by getting to know you, being available to you and always keeping you informed
Honesty + Integrity: You can trust us to do the right thing, to operate professionally and to always be accountable for our actions
Trust + Respect: We understand the importance of confidentiality and reliability and treat everyone with dignity and respect at all times
Dedication + Resourcefulness: We want the best for our clients and will do everything we can to make your real estate dreams come true
Passion + Fun: We love what we do and we bring it, every day and have fun while doing it
About Us
Located in Baysville, Ontario, we are your local Chestnut Park Real Estate Ltd. office.
Chestnut Park is a leading brokerage operating in the most desirable luxury and recreational markets in Ontario. Since its inception in 1990, Chestnut Park has set the benchmark for real estate service.
Chestnut Park’s affiliation with Christie’s International Real Estate is an exclusive relationship, allowing access to international reach through the premium marketing programs of this global luxury leader.
Only the most accomplished and trusted real estate brokerages are invited to become Affiliates of Christie’s International Real Estate.
Chestnut Park’s proven leadership has been recognized with the prestigious and coveted designation, to be a part of the exclusive Christie’s International Real Estate network.
Lake of Bays Realtors is proud to be a member of the Chestnut Park Real Estate Ltd, Brokerage.
Meet the Team
The Chestnut Park Real Estate Ltd Brokerage – Lake of Bays Realtors Team offers real estate services in Muskoka with a primary focus in charming Lake of Bays.
Located in Baysville, our real estate agents can help you navigate the Muskoka real estate market, whether you are buying or selling your cottage, home or property.
Phone: 705-349-8859
Email: info@ashleyjeffery.ca
Website: ashleyjeffery.ca
Ashley Jeffery
Broker
With deep roots in Muskoka as both a cottager and full-time resident, Ashley is a Broker nearing 10 years in real estate. Built on trust and driven by community, she is known for her integrity, strategic mindset, and commitment to delivering exceptional results.
Phone: 416-201-1071
Email: dave@lobmuskoka.com
Website: lobmuskoka.com
David Smith
Broker
Dave Smith is an established Broker, who has dedicated his entire professional career of over 30 years to the real estate, resort, recreation, and golf course industries in Muskoka. He most recently was involved with the successful development of the popular golf course and waterfront community on Bigwin Island in Lake of Bays and continues to be involved with the sales and marketing of it’s new and resale properties.
Phone: 705-730-8474
Email: hello@jessicakay.ca
Jessica Kay
Realtor®
There’s truly no place like Muskoka, and I feel lucky to call it both home and work. From cottaging in Parry Sound to now living on Lake of Bays, I’ve built a deep appreciation for the lifestyle this region offers—from quiet mornings on the dock to days spent on Bigwin Island.
In real estate, I focus on listening, being honest, and making the process as smooth and stress-free as possible. Whether you’re searching for a waterfront cottage, year-round home, or investment property, I’m here to help you find your place in Muskoka