Muskoka Areas
Windermere
WindermereA small village on Lake RosseauWindermere is a small village on the east shore of Lake Rosseau: a marina, a community hall, and a shoreline of classic cottages that have watched the same sunset for a hundred years. It is one of the prettiest addresses in Muskoka precisely because so little has changed.
Properties here rarely list publicly and trade quietly when they do. If Windermere is the goal, the saved-search alert matters more than the search itself.
Current listings
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143 HWY 632 Highway E: Seguin House for sale : MLS®# X13876730
143 HWY 632 Highway E Seguin P0C 1J0 
$14,895,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13876730
- Bedrooms:
- 6
- Bathrooms:
- 7
SETTLERS LANDING| Offered fully furnished, this 6,500 sqft, newly built, Lake Rosseau compound set on 718 ft of shoreline, features 6BDRM, 6.5 BTHs, 4 fireplaces and attached 3 car garage. The shoreline wraps around Cameron Bay creating a rare combination of sand beach, shallow water access and deep water making it ideal for a multitude of activities and ages. Gently sloping grounds and granite walkways create an easy connection between the cottage, waterfront and boathouse with stair-free access throughout. Designed for lakeside living, the cottage opens onto a 14×70 ft. covered porch. Beamed 10ft ceilings and a Muskoka stone, wood burning fireplace anchor the great room. The adjoining dining area opens onto the porch creating an easy flow for indoor/outdoor entertaining. The kitchen includes an oversized island, a separate prep kitchen and walk-in pantry – well suited for both entertaining and family living. A 4 season Muskoka room with fireplace provides another inviting gathering space filled with natural light.The main-floor primary suite offers a private retreat with direct porch access, lake view, propane fireplace and spa-like ensuite with soaker tub and walk-in shower.The upper level features 9ft ceilings, 4 bdrm including 2 ensuites, an additional laundry room. Above the garage and accessed by a separate staircase, an entertainment wing includes a pool table, bar and additional sleeping capacity offering full privacy from the rest of the cottage.Thoughtfully positioned to preserve the views from the cottage, the 2 slip, 2 story BH offers its own waterfront experience. A large outdoor deck with all day sun is complemented by an inside bar/entertainment area. The upper level features 9 ft vaulted ceilings, lounge area and expansive deck – a fully equipped guest retreat.Year round, paved access, ample parking, AC, heated bathroom and tiled floors, backup generator support effortless, four season living.The name Settlers Landing reflects the property’s history More detailsListed by Johnston & Daniel Rushbrooke Realty- ANDREW JOHN COCKS
- Real Broker Ontario Ltd., Brokerage
- (705) 996-5892
- andrew@cocksrealestate.com
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26 Misty Morn Road: Seguin House for sale : MLS®# X13828904
26 Misty Morn Road Seguin P0C 1J0
$10,950,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13828904
- Bedrooms:
- 6
- Bathrooms:
- 5
Experience the very best of Muskoka waterfront living, where spectacular sunsets, panoramic island-dotted views & exceptional waterfront privacy create the ultimate lakeside escape. Designed to embrace its breathtaking surroundings, this 6-bedroom cottage offers the perfect balance of luxury, comfort and effortless entertaining. At the heart of the home, a magnificent great room with soaring ceilings creates an impressive yet inviting gathering space centred around a wood-burning fireplace. This space flows seamlessly into a beautiful open-concept kitchen. The lake view dining area sets the stage for everything from leisurely morning coffees to long, drawn-out dinners with family & friends, all against a stunning waterfront backdrop. Outside, your own private waterfront offers the best of both worlds. Enjoy deep, clear water for swimming, boating & waterskiing right off the dock, along with a hard packed sandy waterfront perfect for guests of all ages. Spend sun-filled afternoons at the boathouse, perfectly positioned to capture all-day sunshine for days spent lounging by the lake. As an added bonus for pickleball enthusiasts, take your game to your private pickleball court, a great space to expend some energy and enjoy a workout.As the day winds down, settle in and watch the sky transform over the islands as another spectacular Muskoka sunset unfolds directly in front of you. With 6 bedrooms to accommodate family & guests, outstanding recreational amenities and an incredible waterfront setting, this is a property designed for making memories, entertaining effortlessly and enjoying everything cottage country has to offer. This spectacular location on Lake Rosseau is just minutes from the amenities of the village of Rosseau, where you’ll find shopping, dining, all the conveniences of the famous corner store and the acclaimed Rosseau Market, held every Friday throughout the summer. This is a Muskoka waterfront lifestyle that’s every bit as extraordinary as the view. More detailsListed by Cayman Marshall International Realty Inc.- ANDREW JOHN COCKS
- Real Broker Ontario Ltd., Brokerage
- (705) 996-5892
- andrew@cocksrealestate.com
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15 1052 Longhurst Road in Muskoka Lakes: Watt House for sale : MLS®# X14080674
15 1052 Longhurst Road Muskoka Lakes P0B 1J0
$6,295,000Residential Freehold- Status:
- Active
- MLS® Num:
- X14080674
- Bedrooms:
- 4
- Bathrooms:
- 4
Situated on the shores of Lake Rosseau in Forges Bay, this charming cottage offers 210 feet of waterfront with southwest exposure and all-day sun, complemented by an additional 80-foot-wide Township-owned road allowance along one side, providing a valuable privacy buffer and added sense of seclusion. Located less than five minutes from Windermere House, Windermere Golf and Country Club, and Taylor Farms, the property is conveniently positioned near Rosseau and Port Carling while offering the best of Muskoka waterfront living. The main cottage features an open-concept kitchen, dining area and spacious great room, with floor-to-ceiling windows, a gas fireplace and walkouts to the wraparound deck. The kitchen is equipped with high-end stainless steel appliances, a gas stove and a large island with seating. Three bedrooms include a loft-style primary suite with king bed and ensuite, plus two bunk rooms. Three bathrooms serve the main cottage. The three-slip boathouse adds living and entertaining space, featuring a fourth bedroom, full bathroom, kitchenette and living area with walkout to the upper deck. The lower level includes an interior boat slip, additional seating and a hot tub overlooking the lake.Landscaped grounds offer multiple gathering areas, including a wraparound deck, BBQ area and firepit. With a diving board and opportunities for kayaking and canoeing, the property is ideal for enjoying Muskoka summers. Additional features include air conditioning in both the cottage and boathouse, a generator and parking for up to four vehicles. With its southwest exposure, generous waterfront, additional boathouse accommodations and unique privacy buffer, this Lake Rosseau property offers an exceptional opportunity to enjoy cottage living in one of Muskoka’s most sought-after locations. More detailsListed by Royal LePage Lakes Of Muskoka – Clarke Muskoka Realty- ANDREW JOHN COCKS
- Real Broker Ontario Ltd., Brokerage
- (705) 996-5892
- andrew@cocksrealestate.com
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2 Bruce Wilson Drive in Muskoka Lakes: Medora Commercial for sale : MLS®# X13042810
2 Bruce Wilson Drive Muskoka Lakes P0B 1J0
$5,395,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- X13042810
- Total Area:
- 7,466 sq. ft.
Clarke Muskoka Realty & Construction presents a rare opportunity to acquire a premier commercial property in the heart of Port Carling. Widely regarded as the hub of Muskoka’s most sought-after lakes, Port Carling offers a unique blend of visibility, accessibility, and enduring appeal With additional density potential and a continued demand for high quality commercial space. Two buildings provide flexible space suited to a variety of uses, complemented by exceptional waterfront exposure Investment highlights include a prime location within Port Carling’s central commercial corridor, established tenancy reflective of the Muskoka luxury market, high quality construction with modern architectural design, consistent demand for well-located commercial space and an opportunity for future growth. Port Carling is the vibrant hub of Muskoka’s most prestigious lake system. A destination for boutique shopping, dining, and leisure, this village attracts affluent seasonal residents and discerning visitors. Surrounded by Ontario’s most coveted waterfront properties, Port Carling offers a timeless appeal enduring commercial vitality. Property Details Site – Approx. 0.75 AC Building A – 3 Levels, 1,466 sq. ft. each, Rooftop TerraceBuilding B – 2,486 sq. ft. Single LevelZoning: C4 – Commercial Parking: On-Site Surface Parking More detailsListed by Royal LePage Lakes Of Muskoka – Clarke Muskoka Realty- ANDREW JOHN COCKS
- Real Broker Ontario Ltd., Brokerage
- (705) 996-5892
- andrew@cocksrealestate.com
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2 1205 JOE RIVER Road in Muskoka Lakes: Medora House for sale : MLS®# X13778028
2 1205 JOE RIVER Road Muskoka Lakes P0B 1G0
$4,989,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13778028
- Bedrooms:
- 6
- Bathrooms:
- 3
Stunning southwest shoreline exposure and all-day sun make this the ultimate Muskoka retreat. Enjoy spectacular sunsets all summer long from one of the best exposures in cottage country. This incredibly unique property features a maximum-size grandfathered three-slip boathouse with accommodations, a perfect sandy beach area for the kids and excellent deep water right off the dock. With an incredible amount of outdoor deck space, you won’t know where to sit first, and virtually every area is drenched in beautiful southwest sun. The main cottage is in pristine condition and offers soaring ceilings, expansive principal rooms and a proper Muskoka layout designed for entertaining family and friends. A huge main-floor theatre/Muskoka room provides the perfect place to gather, relax or enjoy movie nights after a day on the water. A separate guest and children’s bedroom wing gives everyone their own space and privacy, ensuring your guests will never be disappointed. Upstairs, the primary retreat is absolutely jaw-dropping, offering close to 800 sq. ft. of private space-yes, larger than many condos-with room to truly unwind. Adding to the wow factor is an amazing upper sitting area overlooking the entire main floor, creating an open, dramatic feel throughout the cottage. Unlike so many Muskoka properties, the land is not steeply sloped, making it incredibly easy to enjoy. It is only a few steps from the main cottage to the waterfront, beach, boathouse and docks. Spend quiet days on the water without boats constantly buzzing by. The river setting is protected and safe, yet this is arguably the best stretch of the river, offering wide-open views that feel much more like being on a lake. Sandy beach, deep water, extraordinary boathouse, incredible outdoor living, stunning sunsets and a beautiful cottage with room for everyone-this property delivers the complete Muskoka lifestyle. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- ANDREW JOHN COCKS
- Real Broker Ontario Ltd., Brokerage
- (705) 996-5892
- andrew@cocksrealestate.com
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44 1211 Foreman Road in Muskoka Lakes: Medora House for sale : MLS®# X12888282
44 1211 Foreman Road Muskoka Lakes P0B 1J0
$4,495,000Residential Freehold- Status:
- Active
- MLS® Num:
- X12888282
- Bedrooms:
- 5
- Bathrooms:
- 3
This exceptional log home is a rare opportunity on desirable Lake Muskoka. Privately tucked away on 2.29 acres with 205 feet of pristine eastern-facing frontage, this property captures the essence of true Muskoka living. From the moment you arrive, you’ll feel the warmth and character woven into every detail. The expansive front deck invites lazy mornings and starlit evenings, while the lakeside hot tub and screened Muskoka room create the perfect haven for year-round relaxation. Gather with friends and family around the outdoor fire pit in the beautifully cleared entertaining space, ideal for unforgettable summer nights. Inside, the open-concept kitchen, dining, and living areas are bathed in natural light, offering an inviting space where rustic charm meets modern convenience. Whether you’re hosting or unwinding, the seamless flow makes everyday living feel like a retreat. Vaulted ceilings, wood beams, and a cozy wood-burning fireplace add to the homes inviting ambiance. The spacious primary suite offers a tranquil escape with forest views and spa-like ensuite, while guest accommodations ensure theres room for everyone. An additional upper level area, provides flexible space for games, media, or additional sleeping quarters. Additional highlights include a full-home generator wired for peace of mind, ample parking, and a naturally treed lot providing the ultimate in privacy and serenity. A private dock at the shoreline make it easy to enjoy boating, swimming, and the best of lakefront living.This is more than just a cottage it’s a home crafted with care, ready to welcome its next chapter on the shores of Lake Muskoka. More detailsListed by Royal LePage Lakes Of Muskoka – Clarke Muskoka Realty- ANDREW JOHN COCKS
- Real Broker Ontario Ltd., Brokerage
- (705) 996-5892
- andrew@cocksrealestate.com
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1291 Brackenrig Road in Muskoka Lakes: Watt House for sale : MLS®# X13446040
1291 Brackenrig Road Muskoka Lakes P0B 1J0
$4,295,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13446040
- Bedrooms:
- 4
- Bathrooms:
- 3
There are waterfront properties, and then there are properties that define the Muskoka lifestyle. Set on an exceptional 1.97-acre lot with 355 feet of pristine shoreline, 1291 Brackenrig Road offers a rare combination of privacy, natural beauty and endless opportunities to enjoy life on the water. Located just minutes from Port Carling, this property places you in the heart of Muskoka while still offering the peace and seclusion buyers dream of. The shoreline is truly exceptional, featuring a sandy beach, expansive waterfront and level grounds that invite swimming, boating, lawn games and lakeside gatherings. With so many ways to enjoy the outdoors, the property captures the feeling of a private lakeside resort where every day brings a new adventure and every evening ends with a spectacular Muskoka sunset. Inside, the 3+1 bedroom, 3-bathroom cottage is warm, inviting and designed for making memories. Bright living spaces capture stunning water views, while the thoughtful layout offers the perfect balance of comfort, functionality and connection to the outdoors.Whether hosting family for the weekend, entertaining friends or enjoying a quiet morning by the water, this is a property built around the moments that matter most. A rare Muskoka offering with exceptional waterfront, a sandy beach and the privacy and setting to create lasting family traditions for generations to come. More detailsListed by RE/MAX HALLMARK YORK GROUP REALTY LTD.- ANDREW JOHN COCKS
- Real Broker Ontario Ltd., Brokerage
- (705) 996-5892
- andrew@cocksrealestate.com
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1004 Old Township Road in Muskoka Lakes: Watt House for sale : MLS®# X13569224
1004 Old Township Road Muskoka Lakes P0B 1J0
$2,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13569224
- Bedrooms:
- 4
- Bathrooms:
- 3
Tucked away in a peaceful bay with picturesque views of the surrounding islands, this west-facing property offers exceptional privacy and breathtaking sunset views. Located on sought-after Lake Rosseau, the waterfront features shallow entry perfect for swimming and excellent deep-water access for diving from the floating dock. Surrounded by towering pines, the property enjoys all-day sunshine, best appreciated from the expansive upper deck of the two-slip boathouse. The cottage features four spacious bedrooms, is move-in ready and designed for comfortable lakeside living. Large detached garages provide ample storage, with potential to be transformed into additional guest accommodations. Conveniently located just minutes from Port Carling by car or boat ride, this four-season retreat combines Muskoka charm with modern efficiency thanks to its geothermal heating and cooling system. More detailsListed by FOREST HILL REAL ESTATE INC.- ANDREW JOHN COCKS
- Real Broker Ontario Ltd., Brokerage
- (705) 996-5892
- andrew@cocksrealestate.com
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1050 Fair-Lee Park Road in Muskoka Lakes: Medora House for sale : MLS®# X13206680
1050 Fair-Lee Park Road Muskoka Lakes P0B 1G0
$2,980,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13206680
- Bedrooms:
- 3
- Bathrooms:
- 2
Nestled in the heart of Muskoka, the property at 1050 Fair Lee Park Road in Port Carling offers a rare blend of natural beauty, privacy, and timeless cottage country appeal. Set on the shores of Lake Rosseau, this waterfront property showcases the very best of Muskoka living, with tranquil views and direct access to the water. Surrounded by mature trees and peaceful landscapes, the setting provides a true escape while remaining close to Port Carling’s shops, dining, and local amenities. The home is thoughtfully designed to complement its surroundings, featuring a warm and inviting interior with an emphasis on comfort and functionality. Large windows fill the space with natural light and frame picturesque lake views, creating a seamless connection between indoor and outdoor living. A well-appointed kitchen serves as the heart of the home, ideal for daily living or entertaining family and friends. Spacious living areas provide room to gather and unwind, while cozy details throughout add to the home’s welcoming character. Generous bedrooms offer restful retreats, and the layout is well-suited for both quiet getaways and hosting guests. Whether used seasonally or year-round, the home provides a versatile and comfortable living environment. Outdoors, the waterfront setting takes center stage. The property offers direct access to Lake Rosseau with a gentle, sandy shoreline, a sunny dock, and a charming boathouse, perfect for swimming, boating, or relaxing by the water. From morning coffee overlooking the lake to evenings spent watching sunsets reflect across the water, the property provides an exceptional connection to its natural surroundings. The landscape enhances both privacy and charm, creating an inviting environment in every season. With its combination of a charming home, coveted Lake Rosseau waterfront, and sought-after location, this property offers a unique opportunity to experience the very best of Muskoka living. More detailsListed by Corcoran Horizon Realty- ANDREW JOHN COCKS
- Real Broker Ontario Ltd., Brokerage
- (705) 996-5892
- andrew@cocksrealestate.com
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R60- Pt5 Tobins Island in Muskoka Lakes: Medora House for sale : MLS®# X13089976
R60- Pt5 Tobins Island Muskoka Lakes P0B 1J0
$2,600,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13089976
This exceptional property offers a rare opportunity to own one of the finest land on the lake, situated on the prestigious and sought-after Tobin Island in Lake Rosseau, Muskoka. Live on the same island as Canada’s most famous celebrities and wealthy people. Spanning 31 acres with 501 feet of pristine, deep-water shoreline, the property combines unparalleled privacy with convenient accessibility. The expansive lot features breathtaking panoramic views of the lake and surrounding islands, complemented by a mature forested landscape. Ideal for development, this site offers the perfect foundation for a luxury cottage or custom retreat. With ample space, you can design a unique waterfront mansion and boat house, cottages, and your private beach access, creating a genuinely exceptional lakeside escape. More detailsListed by HC REALTY GROUP INC.- ANDREW JOHN COCKS
- Real Broker Ontario Ltd., Brokerage
- (705) 996-5892
- andrew@cocksrealestate.com
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22 Knowles Crescent E: Seguin House for sale : MLS®# X13439748
22 Knowles Crescent E Seguin P0C 1J0
$2,299,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13439748
- Bedrooms:
- 6
- Bathrooms:
- 6
Set at the mouth of the Shadow River with direct deep-water access to Lake Rosseau just steps from your dock, this exceptional six-bedroom, six-bathroom residence offers over 5,000 square feet of thoughtfully designed living space in one of Muskoka’s most sought-after locations. Built for gathering and gracious entertaining, the home features expansive principal rooms, soaring 10-foot ceilings, and a timeless warmth that reflects the character of traditional Muskoka luxury. Several bedrooms offer cathedral ceilings, fireplaces, and private balconies, creating inviting retreats for family and guests alike. A stunning heated covered porch overlooks beautifully landscaped grounds and the waterfront beyond, providing the perfect setting for long summer evenings. The fully finished lower level includes a recreation room with pool table and built-in bar, an exercise room, and abundant space for hosting. Additional highlights include a covered hot tub room, attached double garage, and numerous recent upgrades, including a new furnace and heat pump. Just a short walk from the charming Village of Rosseau, this remarkable property combines classic Muskoka elegance with effortless access to the lake, offering an exceptional setting for making memories with family and friends for years to come. More detailsListed by RE/MAX Professionals North- ANDREW JOHN COCKS
- Real Broker Ontario Ltd., Brokerage
- (705) 996-5892
- andrew@cocksrealestate.com
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1088 Shennamere Road in Muskoka Lakes: Watt House for sale : MLS®# X13752306
1088 Shennamere Road Muskoka Lakes P0B 1J0
$1,999,000Residential Freehold- Status:
- Active
- MLS® Num:
- X13752306
- Bedrooms:
- 3
- Bathrooms:
- 2
Rare development opportunity on prestigious Lake Rosseau. This exceptional two-parcel offering in one of Muskoka’s most coveted locations presents a rare chance to create a lasting legacy in renowned Arthurlie Bay, just four kilometres by car or boat from downtown Port Carling. Together, the package includes a 1.2 acre waterfront parcel and a 1.3 acre back lot directly across Shennamere Road. The waterfront parcel offers 255 feet of frontage, southwest exposure for beautiful sunsets throughout the year, a shallow hard-packed sandy entry, and excellent separation from neighbouring properties. Flat and partially cleared, the waterfront lot provides an exciting potential building envelope for a signature Lake Rosseau cottage, refined waterfront home, or grand Muskoka estate. A rare and valuable complement to the waterfront, the 1.3-acre back lot adds scale, flexibility, and future potential not typically found with a waterfront parcel of this calibre. It includes an approximately 2,200 sq. ft. 3 bedroom, 1.5 bathroom home with a dug well and Generac generator, cherished as a year-round family home for more than 50 years. From the crest at the far side of the back lot, enjoy views in the opposite direction toward Brackenrig Bay. Whether envisioned as a private family compound, an elegant new waterfront residence, or a generational Muskoka retreat, this extraordinary offering brings together setting, scale, and possibility in a way seldom found on Lake Rosseau. More detailsListed by Sotheby’s International Realty Canada- ANDREW JOHN COCKS
- Real Broker Ontario Ltd., Brokerage
- (705) 996-5892
- andrew@cocksrealestate.com
Data was last updated November 12, 2026 at 07:15 PM (UTC)
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Sold on Windermere
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