About Us

Our Vision

Driven by a passion for this stunning region, our vision is to become the first choice for anyone looking to buy or sell real estate in the beautiful Lake of Bays area.

We strive to provide exceptional service and expertise in the local real estate market. Our commitment is to foster strong and lasting relationships with our clients through honest communication, personalized attention, and dedicated support.

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.

Ashley Jeffery

Broker

Long time Muskoka cottager and now permanent resident, Ashley brings over 14 years of sales and marketing experience and a reputation of honesty, trustworthiness, and superior negotiating skills to Chestnut Park Real Estate Ltd.

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.

Jessica Kay

Realtor®

There’s truly no place more beautiful than Muskoka and I feel incredibly lucky to call it both my home and my office. Having spent my childhood cottaging in Parry Sound and now living on Lake of Bays, I’ve developed a deep appreciation for the natural beauty, charm, and lifestyle this region offers. From peaceful mornings on the dock, to golf on Bigwin Island and scenic boat rides, Muskoka is where my heart is. When it comes to real estate, I’m all about listening to what you need and making the process as smooth and stress-free as possible. I’m honest, hardworking, and truly care about helping you find a place you’ll love. Whether you’re searching for a luxury waterfront cottage, a secluded year-round residence, or an investment opportunity, I’m here to help make Muskoka a part of your life too. Let’s work together to turn your Muskoka dream into reality!  

Lindsay Paine

Realtor®

My own cottage-buying experience gave me firsthand insight into the challenges of navigating the unique Muskoka real estate market, and I’m committed to making the process stress-free, exciting, and rewarding for my clients. With over 15 years of sales experience, I understand the importance of strong relationships, market expertise, and personalized service. I’ve always had a deep love for nature, community, and the outdoors. As a proud Bracebridge resident, I bring my local knowledge and passion for Muskoka to every transaction. Whether you’re searching for a dream cottage, an investment property, or a forever home, I’m here to guide you every step of the way. Let’s connect and start your Muskoka real estate journey!