This summer, Chestnut Park brokers Tracy Stewart and Paul Crammond are showcasing five Muskoka properties that have them falling in love with Muskoka’s shorelines all over again. These five listings promise to fulfill — and exceed — the Muskoka dreams of five fortunate families.
In a world where privacy is increasingly rare, opportunities to disconnect, immerse yourself in nature, and enjoy true solitude are harder than ever to find. That is what makes this extraordinary Muskoka property so special.
“While the property itself feels worlds away from civilization, it is just 20 minutes from Bracebridge, Highway 11, and THE Muskoka Airport. Groceries, restaurants, healthcare, golf, and other amenities are close at hand.”
Encompassing nearly 350 acres of pristine mixed forest surrounding a spectacular 50-acre private lake, this is more than a property—it is a private wilderness sanctuary. With thousands of feet of shoreline, a beautiful sand beach, abundant wildlife, and without any neighbouring cottages in sight, the setting offers complete seclusion & exceptional natural beauty.
Imagine starting your day on your own beach, coffee in hand, watching the morning mist rise over a lake that belongs entirely to you. Spend your time fishing, paddling, swimming, hiking forest trails, or simply enjoying the rare peace and quiet only true wilderness can provide.
Properties offering this combination of scale, privacy, natural beauty, and accessibility are exceptionally rare. For those seeking the ultimate escape without sacrificing convenience, this is a once-in-a-generation opportunity to own something truly irreplaceable
On the south shore of Browning Island, a rare opportunity exists to experience cottage life much as it was generations ago.
“Set amongst towering pines, rugged granite, and sparkling open water, this property offers 1.88 acres and 365 feet of pristine shoreline with coveted southern exposure, outstanding privacy, and breathtaking lake views.”
The charming 4-bedroom seasonal cottage has been thoughtfully positioned to capture the beauty of its surroundings. From morning coffee on the deck to evenings gathered with family and friends, every room offers a connection to the water and the natural beauty beyond. A separate bunkie provides additional accommodation for guests, while the property’s gentle terrain makes it easy to enjoy both the shoreline and the cottage grounds. The frontage offers an ideal combination of shallow and deep water, appealing to swimmers of all ages while accommodating larger watercraft.
Beyond the shoreline, Browning Island offers a unique connection to nature. A network of walking trails winds through the island’s protected interior landscapes, where upland forests, wetlands, and wildlife habitat have remained largely undisturbed. For those seeking an even larger legacy property, the adjacent lot is also available for purchase. Together, the two parcels would encompass approximately 665 feet of shoreline frontage and 3.4 acres, creating an exceptionally private waterfront estate rarely found on Lake Muskoka.
This exceptional Haines Lake estate delivers seclusion and convenience in a way that is increasingly rare.
“Set on nearly 30 acres with an extraordinary 2,600 feet of pristine shoreline, this remarkable property offers an unparalleled level of seclusion, tranquility & security.”
Just 10 minutes from Parry Sound, with immediate access to Highway 400, and a nearby airport, the property enjoys remarkable convenience. Designed in a timeless Montana lodge style, the approximately 3,250-square-foot year-round cottage blends lakeside elegance with modern comfort. A recently renovated kitchen anchors the home, while multiple granite fireplaces add warmth and character. With 5-plus bedrooms and 3 bathrooms, there is ample room for family and guests to gather while still enjoying complete privacy.
A beautiful sand beach with both shallow and deep water entry offers ideal swimming and lakeside enjoyment for all ages. Known for its crystal-clear water and great fishing, Haines Lake provides a true escape into nature without sacrificing accessibility or convenience.
With potential for severance, this rare waterfront offering could evolve into a remarkable multi-generational family compound with additional cottages, docks, and private spaces for extended family and future generations. Just over two hours from Toronto, this turnkey waterfront estate represents a rare combination of privacy, acreage, shoreline, convenience, and future potential.
Quite simply, they don’t make waterfront parcels, views, or locations like this anymore.
“For the first time in generations, a rare opportunity awaits in the prestigious Wigwassan Point enclave of central Lake Rosseau.”
Located across from the iconic Windermere House, and situated on the historic site where the famed Wigwassan Resort once stood, this remarkable island property offers a chance to own a piece of Muskoka history. Set on approximately
1.4 acres with 303 feet of straight-line shoreline frontage, the property offers exceptional privacy and redevelopment potential, including the possibility of a future 2-storey boathouse, subject to approvals. The gently sloping shoreline provides both shallow entry and deeper water, ideal for swimming, paddle boarding, and larger watercraft.
Enjoy sweeping northern views across to Rostrevor and Haraby Shores along with spectacular summer sunsets over North Bohemia Island. The charming 1930s cottage sits just steps from the water and features 2 bedrooms, 1 bathroom, a cozy living/dining area, kitchen, and a classic screened Muskoka porch.
Access and parking are available at Parker’s Landing in Windermere, just a five-minute boat ride away. Centrally located on Lake Rosseau, you’re only minutes from Port Carling, Port Sandfield, golf courses, restaurants, and many of Muskoka’s most sought-after destinations.
Offering a rare combination of history, privacy, convenience, long lake views, and future potential, 76 Tobin Island is a true legacy property in one of Lake Rosseau’s most treasured locations.
Entirely removed from the world, this extraordinary island retreat offers unmatched privacy, panoramic lake views, and the rarest of Muskoka combinations: seclusion with effortless access.
“Encompassing just under one acre with approximately 950 feet of shoreline frontage, the island offers an exceptional sense of space, privacy, and connection to nature.”
Just minutes from Gravenhurst and only a one-minute boat ride from Villas Marina on Lake Muskoka, the property delivers true turnkey island living in an iconic setting. Built in 2005, the Viceroy-style main cottage features 3 bedrooms and 1.5 baths, defined by soaring vaulted wood ceilings and a bright, open-concept design.
The island is further enhanced by a 2-slip boathouse, multiple docking areas, a cedar sauna, and a fully equipped workshop with potential for conversion into additional living space. A separate bunkie, set on the south end of the island, offers additional accommodation or future potential with some restoration.
Every angle of the island reflects a sense of stillness, space, and complete immersion in nature.
Offered fully turnkey, the property is ready to enjoy immediately; just arrive with nothing more than your loved ones and your thirst for summer fun.Whether envisioned as a family retreat, legacy property, or long-term waterfront investment, this is Muskoka at its most pure.

Chestnut Park Real Estate Limited, Brokerage
110 Medora Street, P.O. Box 444, Port Carling, Ontario P0B 1J0
C: 705.646.8129 • [email protected]

Chestnut Park Real Estate Limited, Brokerage
110 Medora Street, P.O. Box 444, Port Carling, Ontario P0B 1J0
C: 705.706.2353 • [email protected]
