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$4,500,000
7 Beds ⋅ 6 Baths ⋅ S13620036 MLS® #
Experience luxury living in this exceptional estate offering over 10,000 sq. ft. of finished living space, thoughtfully designed for everyday comfort and unforgettable entertaining.The chef-inspired kitchen, complete with a butler's pantry, flows into the expansive living and dining areas, where soaring ceilings and a dramatic wall of windows overlook the private backyard retreat. The primary suite is a peaceful escape featuring an electric fireplace, spa-like ensuite, oversized walk-in closet, and walkout to the outdoor living space. A finished loft provides ideal accommodations for guests or extended family, while the heated garage and workshop are perfect for hobbyists and car enthusiasts.The fully finished walkout lower level is built for recreation, offering a games area, home theatre, sauna, gym with ensuite, three additional bedrooms (currently used as a media/office and gym), a full bath, and plenty of storage. Situated on over 2 private acres in prestigious Midhurst, the resort-style backyard is designed for year-round enjoyment with professionally landscaped grounds, a heated saltwater pool, hot tub, covered porch, wood-burning outdoor fireplace, and a cabana complete with a wet bar and bathroom. The multi-sport court is perfect for basketball, pickleball, or tennis in the warmer months and transforms into a private skating and hockey rink during the winter.This extraordinary property offers the perfect blend of luxury, privacy, and recreation, creating an unmatched lifestyle for family living and entertaining in every season. (id:5764)

8 Midves Court, Springwaterurst)

Listing courtesy of Royal LePage Quest.

$4,495,000
5 Beds ⋅ 3 Baths ⋅ X12888282 MLS® #
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. (id:5764)

1211 Foreman Road Unit 44, Muskoka Lakesra)

Listing courtesy of Royal LePage Lakes Of Muskoka - Clarke Muskoka Realty.

$4,450,000
5 Beds ⋅ 5 Baths ⋅ X13616648 MLS® #
A Private Contemporary Grand River Estate Overlooking the Historic West Montrose Covered Bridge. Set on 242 ft of pristine Grand River frontage on 3+ acres overlooking Ontario's last remaining covered bridge, 29 Tallwood Drive is one of Waterloo Region's most extraordinary private residences. Tucked away at the end of an exclusive cul-de-sac in the village of West Montrose, this architecturally designed estate offers approximately 7,000 sq ft of refined contemporary living where floor-to-ceiling walls of glass create an effortless connection between the home and its spectacular surroundings. Every room has been thoughtfully positioned to capture breathtaking river views, while the dramatic open-concept great room, dining area, and chef-inspired kitchen flow seamlessly to an exceptional outdoor living space. The home offers 5 bedrooms plus a dedicated office, a home theatre room, a 10kW solar system generating MicroFIT income plus a private guest wing with its own entrance, providing flexibility for multigenerational living, extended family, guests, home gym or a studio. Designed as a private resort, the grounds feature a saltwater pool and hot tub, firepit, private pond, a golf short game area with putting green and hitting mat, a professionally designed multi-sport court for pickleball and basketball, expansive terraces, and beautifully landscaped gardens, creating endless opportunities for entertaining, recreation, or simply enjoying the tranquility of the river. A 1,200 sq ft detached garage with solarium provides exceptional space for collectors, hobbyists, or entrepreneurs. While the estate feels worlds away, it is just minutes from St. Jacobs, Waterloo, premier golf, prestigious schools, and everyday amenities, offering the perfect balance of peaceful riverfront living and urban convenience. There are luxury homes. There are waterfront homes. There are estate homes. Then there is Tallwood. (id:5764)

29 Tallwood Drive, Woolwich

Listing courtesy of Bosley Real Estate Ltd..

$4,388,888
4 Beds ⋅ 5 Baths ⋅ X13071934 MLS® #
Resting along the 11th fairway of the prestigious Georgian Bay Club, this exceptional four-season residence offers refined luxury in a private, sought-after setting on Timber Leif Ridge. Custom built with timeless stone and wood construction and topped with a classic cedar shake roof, the home showcases quality craftsmanship and inspired design throughout.The professionally landscaped grounds, designed by award-winning Landmark Group, create a true outdoor oasis featuring an in-ground pool, hot tub, fire pit, fully equipped outdoor kitchen and dining area, cabana with 3-piece bath, and beautifully curated perennial gardens.Inside, a grand foyer leads to the impressive great room with a soaring 25-foot vaulted post-and-beam style ceiling, wood-burning fireplace, and walkout to the backyard. The expansive gourmet kitchen is designed for both chefs and entertainers, complete with a five-burner gas stove, Sub-Zero glass-front refrigerator, and oversized island.The main floor primary suite offers a private retreat with a spa-inspired ensuite, two walk-in closets, and direct access to a secluded veranda and hot tub. The upper level features a bright office overlooking the fairway, complete with a wet bar and Juliette balcony open to the great room below. A second primary bedroom with ensuite and walk-in closet, along with two additional bedrooms connected by a Jack-and-Jill bathroom, provide ample space for family and guests.The fully finished lower level is designed for entertaining, offering a games room, media screening room, wine cellar, wet bar, and generous lounge space. This is a rare opportunity to enjoy luxury golf course living at one of the region's most exclusive addresses. This is where luxury lives. (id:5764)

120 TIMBER LEIF Ridge, Blue Mountains

Listing courtesy of Chestnut Park Real Estate.

$4,295,000
4 Beds ⋅ 4 Baths ⋅ S13645592 MLS® #
Truly exceptional four-season home on high elevation acreage with both panoramic bay and valley views in a highly desirable and rarely available location. Restored 19th century log home combined with contemporary 2013 addition provide both rich heritage and modern amenities in an idyllic setting. Four bedrooms plus a sleeping loft, four full bathrooms, including two en suites. Modern chef's kitchen (renovated 2021) with Wolf induction range, Wolf speed-oven, Sub-Zero built-in refrigerator, Cove dishwasher, two sinks, large island with counter seating, beverage/coffee station and lounge area with Stuv wood stove. Multiple living areas on the main floor make it easy to host a crowd while providing separate spaces for different activities. Four-season sun room with walkout to west-facing patio and tranquil water feature/plunge pool. Expansive east-facing patio with hot tub, views to Georgian Bay and ample room for lounging, eating and cooking. The property has an epic combination of open fields, meadows, private trout pond with swim dock, fruit trees, old and new growth forests and trails with access to the Bruce Trail and neighbouring Provincial Park. Bring your toboggans, snowmobiles, ATV's, hiking boots, x-country skis, fishing rods, etc., for endless fun and adventure. Store all of your toys in the detached 2-car garage and workshop or 24'X48' drive-in shed. Minutes to Collingwood, local ski-clubs, golf clubs and Georgian Bay - the perfect base from which to enjoy all the area has to offer. A property that must be seen to be fully appreciated - book your private showing today. (id:5764)

1664 10 Corners North, Clearview

Listing courtesy of Royal LePage Locations North.

$4,295,000
5 Beds ⋅ 5 Baths ⋅ X12699014 MLS® #
Waterfront - Pristine Blue Mountains Waterfront Home directly across from Georgian Peaks Ski Club. This 5-bedroom, 4.5-bathroom property features a gourmet kitchen with a large walk-in pantry, open concept kitchen, Dining, Living room with a floor-to-ceiling stone fireplace and hardwood floors throughout. With approx. 5,339 sq.ft. of finished living space, the main floor offers a primary bedroom with five-piece ensuite, and convenient laundry and mud room. Upstairs, two separate wings each provide two bedrooms with Jack & Jill baths and a spacious rec-room with an additional stone fireplace and ski hill views. There is a two-car garage and a separate one-car garage with access to the water for a total of three to store all your toys. Enjoy water access right at your door, located on a quiet cul-de-sac, close to skiing, biking, golf, hiking, the Georgian Trail, Thornbury and all the areas amenities. (id:5764)

115 Ellis Drive, Blue Mountains

Listing courtesy of Royal LePage Locations North.

$4,250,000
4 Beds ⋅ 6 Baths ⋅ X13134438 MLS® #
Welcome to - one of the most extraordinary luxury waterfront estates ever offered on Georgian Bay outside of Meaford, Ontario. This exceptional 4-bedroom, 3-bathroom year-round estate is in a class by itself. With a 3-car garage, direct waterfront access, and an established short-term rental program with proven annual income, this property delivers a rare trifecta: lifestyle, legacy, and income.THE HOME: Step inside and be immediately captivated by the soaring 23-foot vaulted ceilings and the wall of six sliding patio doors that frame Georgian Bay like a living painting. The open-concept main floor is designed for entertaining at scale - a gourmet kitchen flows effortlessly into a dining area for twelve and a living room anchored by a gas fireplace. The primary suite features a spa-worthy ensuite. Three additional bedrooms - including a bunk room perfect for multi-family stays - and a fully finished walkout basement complete the living spaces. The basement alone is a destination: a pool table, a full bar, a home gym with Peloton equipment and Bay views, and direct access to the outdoor hot tub.THE OUTDOORS: Multiple outdoor fireplaces and curated sitting areas create an outdoor living environment that rivals any resort. The front cabana houses a wood-fired pizza oven, an XXL Green Egg, and a fireplace - perfect for entertaining. A custom waterside pickleball court (available May through October), a volleyball area , fire pit with surrounding seating, and private water access round out a property that simply has no equal in this region.THE INVESTMENT: The established Airbnb rental program has a proven annual revenue. The seller is prepared to transfer the business as a going concern - including all bookings, guest reviews, platform standing, and operational systems - making this an immediately income-producing asset for the right buyer. Full financial documentation available upon execution of a signed ND (id:5764)

138 Georgian Beach Lane, Meaford

Listing courtesy of Sea and Ski Realty Limited.

$4,244,000
3 Beds ⋅ 5 Baths ⋅ X13223260 MLS® #
There are homes you visit and homes that stay with you. 108 George McRae Road is the latter. Perched at the base of the escarpment in the coveted Ridge Estates, this stunning 5,096 sq. ft . custom-built home has a warmth and character that newcomers feel the moment they walk in - large enough to gather everyone, yet intimate enough to feel like home from the very first step. The main floor draws you in with 9-ft ceilings, wide plank engineered hardwood, a natural stone gas fireplace that anchors the living and dining rooms, and a gourmet kitchen with Viking Professional appliances and marble countertops. Three bedrooms upstairs including a serene primary suite with Georgian Bay views and a five-piece ensuite with claw foot tub. Below, an entire world awaits - a theatre room, wine room, gym, games room, bar, and the much-loved Bunk-ma-hall that has made this home legendary among family and friends. Outside, award-winning landscape design by the Landmark Group unfolds across private limestone terraces, a shimmering water feature, and a firepit glowing under the stars. A heated 1,100 sq. ft. four-car garage completes this remarkable property. Wake up and tee off at the private Georgian Bay Golf Club. Spend the afternoon on the Georgian Trail or swimming in the Bay. In winter, Georgian Peaks and Blue Mountain are minutes away. Stroll into Thornbury for a coffee, browse the local boutiques, linger over dinner at one of its celebrated restaurants, then come home and settle in beside the fire as the waterfall drifts through the trees. Some homes are just houses. This one feels like home. ** This is a linked property.** (id:5764)

108 George Mcrae Road West, Blue Mountains

Listing courtesy of RE/MAX Four Seasons Realty Limited.

$4,199,000
6 Beds ⋅ 5 Baths ⋅ X13479816 MLS® #
Welcome to 4113 South Portage Road on beautiful Lake of Bays, where this exceptional cottage property enjoys a private setting on Still Bay in a quiet, recessed area with minimal boat traffic. The meticulously maintained grounds feature a level lawn perfect for children, vibrant perennial gardens, granite pathways leading to the firepit, sandy beach, boathouse, dock, lakeside deck, and gazebo, all surrounded by mature trees and shrubs that provide outstanding privacy and natural beauty. A detached garage with an attached potting shed includes a private upper-level guest suite with its own entrance, offering a bedroom with ensuite, kitchenette, living area, and sunroom with captivating lake views, while also connecting to the cottage's second floor. At the waterfront, the boathouse is equipped with two hydraulic boat lifts, and the nearby gazebo provides a peaceful vantage point to take in the long lake views. Inside, the cottage is rich with character, featuring stained glass accents, custom painted details, and unique décor themes that flow throughout the home. The main floor is highlighted by an octagonal Muskoka Room with vaulted ceilings and walls of windows framing stunning lake vistas, while the spacious kitchen is designed for entertaining with dual workstations and sinks, double ovens, a vintage wood cook stove, bar area, wine storage, white marble countertops, two dining areas, and direct access to the expansive tiered lakeside deck. The formal dining room comfortably hosts large gatherings and is anchored by a dramatic two-storey stone fireplace overlooking the water. A second stone fireplace warms the generous living room, offering both grand entertaining space and intimate corners for quiet relaxation. A main-floor bedroom or office with its own ensuite adds flexibility, while the upper level is dedicated to the luxurious primary suite, complete with sitting and office areas, two walk-in closets, a freestanding wood stove, and a spa-inspired ensuite. (id:5764)

4113 South Portage Road, Huntsville (Brunel)

Listing courtesy of RE/MAX Professionals North.

$4,199,000
4 Beds ⋅ 6 Baths ⋅ S13447998 MLS® #
Perched majestically on Midland Point, this magnificent 4-bedroom, 5.5-bathroom estate commands 99 feet of pristine private Georgian Bay shoreline, offering an unparalleled canvas of panoramic water views and inspiring sunrises. Spanning 4,841 sq ft, this impeccably updated residence embodies sophisticated waterfront living. A culinary masterpiece awaits in the gourmet kitchen, featuring professional-grade appliances and a sprawling island, all designed to maximize the breathtaking bay vistas. Convenience meets luxury with a main floor primary suite and dedicated laundry. The expansive main deck is an entertainer's paradise, boasting an outdoor kitchen, a unique retractable garage door, and crystal-clear Invisirail for unobstructed views. The lower walk-out level transforms into a world of leisure, complete with a dedicated billiards room, an impressive office/library, a family room warmed by a fireplace, a private fitness area, and an exquisite wine cellar. Step directly from here into a covered three-season sanctuary, featuring a crackling wood fireplace and a bubbling hot tub. Enhancing this exceptional property are a contemporary 600+ sq ft street-front office with a 4-piece bath, ideal for remote work or a home business, and a charming, 1,200 sq ft 1-bedroom, 2-bathroom guest house, offering a cozy retreat with its own wood-burning fireplace. The waterfront truly defines this property, with a natural sandy beach, a welcoming fire pit, and a double dry boathouse equipped with a rail system for two vessels and a private dock. Above the boathouse, a private putting green offers a unique opportunity to refine your short game while soaking in the stellar views of the private beach and Midland Bay. As you arrive, meticulously manicured perennial gardens unfold, creating a serene, park-like drive that leads to the heart of this extraordinary home. (id:5764)

29 McArthur Drive, Penetanguishene

Listing courtesy of Sotheby's International Realty Canada.

$4,190,000
18 Beds ⋅ 12 Baths ⋅ X12032231 MLS® #
Newly constructed 6 Homes approximately 1550 square feet each on large one acre lots in the quiet village of Kemble, about 3 kms north of Cobble Beach. Four of the homes have full basements and two of the homes are accessible units. ICF construction and steel roofs, and vinyl siding provide long term low maintenance ownership. These rental homes have an excellent CMHC transferable mortgage at very favorable terms to a new owner. Excellent Income. (id:5764)

Kemble Rock Road, Georgian Bluffs

Listing courtesy of Chestnut Park Real Estate.

$3,999,999
5 Beds ⋅ 4 Baths ⋅ X13616742 MLS® #
Welcome to 40 Calow Road, a newly completed waterfront home on Deep Bay in the sought-after community of Nobel. Built in 2024, this custom home offers 328 feet of shoreline, a large sandy beach, and direct access to Georgian Bay with the convenience of arriving by land, water, or air. Designed for both entertaining and everyday living, the home features 5 bedrooms, 4 bathrooms, vaulted ceilings, engineered white oak hardwood flooring throughout, and expansive windows over looking the water. The open-concept layout connects seamlessly to outdoor living spaces including a lakeside deck, patio, hot tub, fire pit area, private dock, and a custom stone walkway leading to the waterfront. The fully finished walk-out lower level provides additional living and gathering space, while multiple fireplaces add warmth and comfort throughout the home. Set on a quiet dead-end private road, the property offers a rare combination of privacy and easy year-round access. Located approximately 20 minutes from Parry Sound, this property offers the opportunity to enjoy luxury waterfront living in one of Georgian Bay's most desirable areas. (id:5764)

40 Calow Road, Carling

Listing courtesy of PSR.

$3,999,900
8 Beds ⋅ 5 Baths ⋅ X13592564 MLS® #
Experience classic Muskoka luxury at this exceptional year-round Lake Muskoka retreat on 2.5 acres of private, forested land. Offering 5,586 sq. ft. of living space, this stunning 540' waterfront property enjoys coveted S/SW exposure with all-day sun, spectacular sunsets, a natural shoreline, large double-slip dock, and shallow sandy beach entry. Designed for entertaining and family gatherings, the cottage features 6 bedrooms and 4.5 bathrooms. The cathedral great room showcases soaring tongue-and-groove wood ceilings and a floor-to-ceiling wood-burning stone fireplace, while expansive windows capture breathtaking lake views. A vaulted Muskoka room extends the living space, creating the perfect bug-free setting for lakeside gathering. The chef's kitchen is appointed with panelled Sub-Zero appliances, custom solid wood cabinetry with soft-close drawers, abundant storage and a built-in Double wall oven. Built-in stone Viking BBQ overlooking the lake is an entertainers dream on the lakeside deck. The lakeside primary suite offers a private balcony, propane stone fireplace, walk-in closet, and luxurious 5-piece ensuite w bidet. The lower level features a floor-to-ceiling propane stone fireplace, multiple walkouts, and a rough-in for a future wet bar. A fully finished 1,662 sq. ft. detached guest house provides 2 bedrooms, 1 bathroom, recreation room, living room, and two bonus rooms, with potential to convert back to a two-car garage Coach house w upper-level accommodations. A timeless A-frame bunkie offers additional guest space and rustic charm. Built for effortless four-season enjoyment with private year-round road access, drilled well, water softener, 400-amp electrical service, 20 kW Generac backup generator, high-efficiency glycol radiant heating with forced-air, and economical winter maintenance. Less than 10 minutes to town, this value packed Lake Muskoka property offers an exceptional combination of privacy, luxury, and convenience. (id:5764)

1064 Road 3200, Gravenhurst (Muskoka (S))

Listing courtesy of Re/Max Professionals North.

$3,999,500
3 Beds ⋅ 2 Baths ⋅ X12643710 MLS® #
185.65 ACRES - A RARE and Versatile Country Estate. Discover this exceptional 185.65 acre farm located in a strong Agricultural area offering the best of both worlds - a Private Recreational Retreat for the outdoor Enthusiast and hunter or add to your farm operation. The raised ranch style home built in 1998 offers three bedrooms and two bathrooms with 1233 square feet on the main level. The patio doors from both the kitchen and the primary bedroom lead to a deck, where you can enjoy country views and frequent wildlife. The home has country style eat in kitchen, great living room for entertaining, three bedrooms and full bath on main level with 1233 square feet. The lower level features a large family room with a wood burning fireplace insert plus an attached single garage providing excellent additional storage space. Outbuildings include a steel sided shed offering approximately 1280 square feet along with two additional smaller storage sheds. Zoned AG! And NE2, this unique property offers privacy, flexibility and endless potential, whether you envision hunting, farming or simply enjoying nature at its finest. (id:5764)

82675 Perth Road 180 Road, Huron East (McKillop)

Listing courtesy of RE/MAX Reliable Realty Inc.

$3,999,000
4 Beds ⋅ 3 Baths ⋅ X12918508 MLS® #
Own an extraordinary 8.3-acre sanctuary on the Meaford coastline, boasting 561 feet of private Georgian Bay frontage and total seclusion within a mature cedar forest. The winding drive leads past a fully self-sufficient 1,300 sq. ft. guest house to the primary 3,200 sq. ft. residence, which has been thoughtfully updated with newly renovated bathrooms and a professionally opened-up living room that enhances the home's sense of scale. The main floor is designed for effortless hosting, featuring two distinct living areas separated by a spacious eat-in kitchen that makes entertaining a breeze while maintaining a seamless flow. With a four-bedroom plus den footprint and an attached two-car garage, this home perfectly balances modern refinements with the natural majesty of its setting. The focal point remains the unobstructed, panoramic views where the sunrise breaks across the Bay, revealing the Escarpment and Christian Island in the distance. This is a singular opportunity to acquire a legacy waterfront compound that is move-in ready and designed for a sophisticated lifestyle. (id:5764)

158523 7th Line North, Meaford

Listing courtesy of Sotheby's International Realty Canada.

$3,999,000
4 Beds ⋅ 4 Baths ⋅ X12646980 MLS® #
Spectacular estate perched atop Blue Mountain, offering breathtaking panoramic views of the ski hills, Georgian Bay, and the town of Collingwood. This custom-built residence features advanced ICF construction providing exceptional insulation (equivalent to R- 45), strength, and energy efficiency. The interior showcases the finest craftsmanship and premium finishes throughout, flooded with natural light and stunning vistas from every window. The home offers four bedrooms, including a main floor primary suite and a 2nd floor bedroom featuring a private balcony and semi 3 piece ensuite. The dramatic great room is highlighted by a two-storey, tile-fronted fireplace, creating a striking focal point. The custom kitchen is designed for both beauty and function, complete with a Caesar stone waterfall island and a climate-controlled wine cellar. Outdoors, enjoy a custom-built saltwater pool with pool house, an attached three-car garage, and meticulously manicured grounds featuring flagstone patios and mature maple and pine trees. The property spans 10 exceptionally private acres with a gated stone entrance, offering both seclusion and prestige. Additional features include Geo Thermal HVAC, backup propane generator, underground hydro service, hand-honed local limestone exterior cladding, and a durable Enviroshake roof. A true four-season retreat, ideally suited for outdoor enthusiasts with skiing, hiking, and biking at your doorstep, and direct access to the renowned Bruce Trail at the edge of the property. (id:5764)

107 Maple Lane, Blue Mountains

Listing courtesy of Sotheby's International Realty Canada.

$3,999,000
7 Beds ⋅ 7 Baths ⋅ X12114827 MLS® #
Welcome to "The Estate on Michael's Bay", one of the most exclusive properties on Manitoulin Island - an exceptional 116-acre waterfront estate featuring 928 ft of pristine shoreline on the crystal-clear waters of Lake Huron. The estate consists of a 9,000 sq ft log home, a 3,000 sq ft guest house, a 3,600 sq ft heated workshop, a private 2,500 ft airstrip and a private lake. Minutes from South Baymouth and just 85 minutes by plane from Toronto, this gated property offers ultimate privacy, convenience, and luxury. At the heart of the estate lies a breathtaking main residence that blends timeless log construction with concrete floors and radiant in-floor heating. A dramatic, floor-to-ceiling 4-sided wood-burning stone fireplace anchors the vaulted great room, surrounded by living, music, study, and sitting areas. The breakfast nook offers a place to relax in front of a wood-burning fireplace. The kitchen features a waterfall island, hidden pantry, wine cooler, Thor appliances, and beamed ceilings. A mud/laundry room, a guest suite with ensuite, and a 2-piece bath complete the main floor. Upstairs, a floating staircase with glass railing leads to the primary suite's sitting area, 6-piece ensuite with soaking tub, double showers, dual vanities, and private deck. The lower level offers a games room with wet bar, fitness studio, family room, walkout bedroom, full bath, and unfinished spaces to add your touch. Outside, enjoy a hot tub, limestone waterfall, screen sunroom, landscaped terraces, and al fresco dining. The guest house includes 4 beds, 2.5 baths and a garage. The workshop features 3 oversized garage doors, EV charger, and an unfinished apartment. Backing onto 500+ acres of protected conservation land with hiking trails, this rare offering combines elegance, adventure, and legacy. Whether you're seeking a refined second home, a family compound, or a nature-infused escape from city life, this extraordinary property delivers a once-in-a-lifetime opportunity. (id:5764)

191-221 Pennie Avenue, Tehkummah

Listing courtesy of Sotheby's International Realty Canada.

$3,995,000
4 Beds ⋅ 3 Baths ⋅ X13692318 MLS® #
Welcome to 56 Blair Point Road - a four-season waterfront retreat with +/- 200 feet of private south-west exposure shoreline on Little Lake Joseph. Set on a level lot with easy access to the water, this custom-built 2023 home offers 2,205 square feet of inviting, well-considered space, blending contemporary comfort with timeless Muskoka character. Inside, soaring ceilings and a dramatic floor-to-ceiling stone fireplace create a natural gathering place in the open-concept great room and large custom kitchen. The adjoining four-season Muskoka room draws you toward the lake, while expansive windows fill the home with light and capture peaceful water views and dockside spectacular sunsets. Four generous bedrooms and three full bathrooms provide comfortable space for family and guests. In-floor radiant heat in the entry and bathrooms, an insulated concrete form foundation, standing seam steel roof, and 36-inch interior doorways throughout much of the home combine everyday comfort with lasting quality. Outside, the level property makes arrival effortless, with the rare convenience of driving directly to the back door. Just six gentle granite steps lead down to the sandy shoreline and a large dock to be enjoyed on a quiet bay, or moored alongside for all your boating activities among the coveted Muskoka lakes. A large cedar-covered deck with a gas fireplace is made for lingering evenings lakeside, while the sauna, hot tub, and Toja hammock invite slower moments in the private outdoor space. Established landscaping, a large storage shed, and separate firewood shed complete the grounds. Just a short drive from Rosseau and Port Carling, with the cottage road maintained throughout the winter, this turnkey retreat is equally suited to year-round enjoyment or long summer stays. Bell Fibre internet, a 22 KW Generac generator, and furnishings are included. Here, the best of Muskoka is wonderfully uncomplicated: arrive, settle in, and let the lake set the pace. (id:5764)

56 Blair Point Road, Seguin (Humphrey)

Listing courtesy of Royal LePage Lakes Of Muskoka - Clarke Muskoka Realty.

$3,995,000
6 Beds ⋅ 4 Baths ⋅ X13617798 MLS® #
600' of Lake Muskoka frontage, 4.8 acres, southwest exposure, and a sprawling 6 bedroom cottage create an opportunity that's increasingly difficult to replicate. A rare stretch of Lake Muskoka shoreline where kids can wade into the water, boats tuck safely into protected bays, and sunsets steal the show nightly, this property delivers something almost impossible to find on the Big Three Lakes: level land, scale, and effortless access to the water's edge. Long lake views and all-day sun create an unforgettable setting, while municipal services, high speed internet and natural gas provide the convenience of in-town living. The sprawling 6-bed, 4-bath year round cottage offers over two finished levels designed for hosting and entertaining with several updates done in 2026. The open-concept living area features floor-to-ceiling windows and a dramatic gas fireplace, while the chef's kitchen is equipped with Italian porcelain countertops, gas range, exceptional storage, and seamless flow. The main-floor primary suite serves as a private lakeside retreat with a walkout and dual ensuite baths, including a spa-inspired steam shower wrapped in Italian tile. Downstairs, the walkout lower level opens into a sprawling recreation space ready for movie nights, games, and rainy-day gatherings, with ample room for a pool table and more. As a bonus, an indoor lap pool and fitness studio elevate the property allowing for year-round wellness and recreation. Outside, the property unfolds like a private resort. Enjoy afternoons at the beach, lounging on the dock, or evenings in the unforgettable waterside cabin perched on a rock with a wood-burning fireplace and postcard-worthy views. A covered boat port tucked into its own quiet bay adds to the exceptional waterfront experience. Waterfalls, perennial gardens and thoughtfully curated outdoor spaces complete this timeless Lake Muskoka retreat. Excellent value for this combination of scale, privacy and iconic frontage on Lake Muskoka. (id:5764)

1615 Muskoka Road North, Gravenhurst (Muskoka (S))

Listing courtesy of Harvey Kalles Real Estate Ltd..

$3,995,000
9 Beds ⋅ 6 Baths ⋅ S13175748 MLS® #
Experience elegance and timeless luxury in this stunning custom-built residence, situated in the prestigious WindRose Estates community. Set on a private 1.79-acre lot, this exceptional property offers 5,830 sq. ft. of meticulously designed living space, seamlessly blending sophistication, comfort, and functionality.The home's grand design showcases floor-to-ceiling windows and doors, flooding each room with natural light and offering serene views of the surrounding landscape. The custom chef's kitchen is a true showpiece-crafted with premium finishes, cabinetry, and top-end appliances perfect for both everyday living and entertaining on a grand scale. The open-concept main floor exudes an effortless flow, connecting elegant living and dining areas ideal for gatherings and quiet moments alike.With a total of nine bedrooms and six bathrooms, this home provides ample space for family and guests. The lower level is equally impressive, featuring a state-of-the-art fitness studio enclosed by a floor-to-ceiling glass wall and a spacious recreation or games room for leisure and entertainment. An exceptional feature of this property is the completely self-contained 1,100 sq. ft. apartment, offering two bedrooms, 1.5 bathrooms, a full kitchen, Private covered deck and a separate entrance-perfect for extended family, guests, or luxury rental opportunities. The main 3 car garage provides abundant space for vehicles and equipment, with an additional 1 car garage for the apartment completing this rare offering. Located just minutes from Osler Bluff Ski Club, Blue Mountain Resort, Georgian Bay's crystal waters, and the historic charm of downtown Collingwood, this home is surrounded by endless opportunities for recreation and relaxation-golfing, cycling, boating, and hiking all within reach. Every detail of this exquisite estate reflects thoughtful design and exceptional craftsmanship, making it a truly distinguished residence in one of the region's most sought-after communities (id:5764)

18 Raintree Court, Clearview

Listing courtesy of RE/MAX By The Bay Brokerage.

$3,995,000
5 Beds ⋅ 4 Baths ⋅ X13150944 MLS® #
Luxurious custom home available in the Pheasant Run enclave. This exceptional property is located on a private cul-de-sac, moments from both the water and town, with the street ending at a 10-acre park.Situated on a 0.6-acre lot, this showcase home features 22ft ceilings in the Great Room with Marvin Lift & Slide doors leading to the rear yard, backing onto a protected green space. The incredible windows ensure abundant light and warmth throughout this gracious home. A gorgeous 2-sided gas fireplace with full-height stonework and unique display details holds a 75" Art TV, providing ambiance throughout the main entertaining space. The grand kitchen is anchored by an incredible 13' island and includes two dishwashers, a second sink/prep area with a beverage fridge, an induction cooktop, built-in appliances including a Miele Cappuccino maker, and a walk-in pantry. The Guest Wing features a unique glass hallway leading to two bedrooms and a full bath with unusual window configurations, creating indulgent personal spaces. A large, comfy den offers a plush away space with a walk-out to the deck. The deluxe mudroom and laundry area provides beautifully designed storage and cabinetry with a luxurious heated stone floor, conveniently located off the 3-car heated garage. There is also an exterior door for a front porch alternative. The Primary Ensuite offers a serene oasis with a walk-in closet, an opulent bath including a sumptuous soaking tub, and a sliding door to the covered patio where a hot tub and outdoor wood-burning fireplace await.The finished lower level offers an additional 2,000 sq ft of finished space with two more bedrooms, each with large daylight window wells, full bath, a media room with a 48" horizontal gas fireplace, a games area, and the opportunity to add another bathroom/steam/sauna.This beautifully appointed home is available with custom-curated furnishings. The private rear yard has ample room for both a swimming pool and a sport court! (id:5764)

109 PHEASANT Run, Blue Mountains

Listing courtesy of Royal LePage Locations North.

$3,995,000
5 Beds ⋅ 5 Baths ⋅ W13089140 MLS® #
Stunning modern elegance in this custom-built home offering over 7,300 sq. ft. of impeccable quality. The designer kitchen features top-oftheline Viking stainless steel appliances, white high-gloss cabinetry, and a 14-ft granite island with S.S. sink and custom faucet, flowing into a bright breakfast area with a massive skylight, multiple windows, and walkout to a covered porch with built-in BBQ and grill. A separate dining room with a light brick accent wall opens to the living/family room with gas fireplace, wall-mounted TV, pot lights, and built-in speakers. The main floor primary retreat offers access to an outdoor hot tub, a spa-like 6-piece ensuite with heated floors, jacuzzi tub, oversized shower, separate water closet, a dedicated dressing room, and convenient main floor laundry. Upstairs, two large bedrooms each feature their own 3- piece ensuites and ample closet storage, plus a barrel-vault family room perfect for kids or guests, with a rough-in for laundry. The lower level includes two additional bedrooms, a washroom, large gym, temperature-controlled wine cellar, recreation room with bar and tasting area, gas fireplace, and a dedicated games room. The epoxy-finished oversized 2-car garage is ideal for car enthusiasts! Complete with a security system (including exterior security cameras), a private fenced yard with mature gardens and in-ground sprinkler system, ample parking, and perfectly located just steps to the lake, close to schools, shopping, and minutes to the GO. Estates like this don't hit the market often in the prestigious Shoreacres neighbourhood! (id:5764)

4507 Lakeshore Road, Burlington (Shoreacres)

Listing courtesy of Real Broker Ontario Ltd..

$3,995,000
5 Beds ⋅ 5 Baths ⋅ X13072736 MLS® #
Set atop a scenic ridge in the heart of Beaver Valley, this extraordinary 104-acre estate offers sweeping panoramic views west across the valley and east over rolling countryside and a private spring-fed pond. A rare blend of natural beauty, privacy, and versatility, the property is anchored by a custom-built residence with over 5,000 sq ft of finished living space, complemented by a stunning 4,000 sq ft finished barn and additional outbuildings designed for both lifestyle and function. Crafted by Rainmaker (Henry Gilas), the home captures light and views from every angle, with soaring cathedral ceilings, double-height windows, and a dramatic floor-to-ceiling stone wood-burning fireplace. The open-concept kitchen, dining, and living areas are ideal for entertaining, while the upper level is dedicated to a luxurious primary retreat. Five bedrooms and four-and-a-half baths, including multiple ensuites, provide flexibility for family and guests. The walk-out lower level features radiant in-floor heating, a second fireplace, wine cellar, and steam room, with geothermal heating ensuring year-round efficiency. Outdoors, a wraparound porch, expansive patios, and landscaped grounds create seamless indoor-outdoor living. The showpiece 4,000 sq ft post-and-beam barn offers a 2,200 sq ft main level with maple flooring and soaring ceilings-ideal for a yoga studio, indoor golf simulator, bar, or entertainment lounge-while the 1,800 sq ft lower level with epoxy floors and drains is perfect for a car collection, workshop, or recreation. A separate 1,800 sq ft climate-controlled outbuilding adds further flexibility. The land combines open acreage, forest, and vineyard potential. Minutes to Thornbury, Collingwood, Georgian Bay, golf, and private ski clubs, this is a rare opportunity to own a luxury country estate with exceptional views and endless potential. (id:5764)

415763 10th Line, Blue Mountains

Listing courtesy of Forest Hill Real Estate Inc..

$3,995,000
7 Beds ⋅ 5 Baths ⋅ X12920430 MLS® #
Direct access to Lake Muskoka. Welcome to your private family compound, 3.6 acres of completely flat land, perfectly positioned at the mouth of the Muskoka River. This exceptional property offers the ultimate blend of waterfront lifestyle, privacy, and multi-generational living. The beautifully designed 4,000sq.ft. main residence features a bright open-concept layout, anchored by a spacious chef-inspired kitchen and expansive living areas ideal for entertaining. With 5 bedrooms and 3 bathrooms, the home is thoughtfully designed for both everyday comfort and hosting family and friends. Complementing the main home is a 1,000sq.ft Bunkie offering two fully self-contained suites, each complete with its own kitchen and bathroom-perfect for guests, or extended family. In total, the property offers 7 bedrooms and 5 bathrooms across all living spaces. Outdoors, enjoy a true resort-style setting featuring a sparkling pool, outdoor kitchen, and sauna-creating the perfect space to relax and entertain all summer long. The level, wheelchair-accessible boathouse provides effortless waterfront enjoyment, while the property's location offers quick and convenient access to the open waters of Lake Muskoka. For hobbyists and outdoor enthusiasts, the property is complete with a 6,000sq.ft. barn for all your recreational toys, along with a 2,000sq.ft. workshop ideal for storage, maintenance, or creative pursuits. A rare opportunity to own a versatile and luxurious Muskoka retreat enriched with history, designed for gathering, entertaining, and making lasting memories. A true art piece - truly Muskoka, truly one-of-a-kind! (id:5764)

1082 Beaumont Farm Road, Bracebridge (Muskoka (N))

Listing courtesy of Sotheby's International Realty Canada.

$3,975,000
6 Beds ⋅ 5 Baths ⋅ S13593190 MLS® #
Introducing Winterbrook, a luxurious custom estate home masterfully crafted by Dalton Beachli. Nestled on just under two acres of beautifully landscaped grounds, this extraordinary residence is surrounded by panoramic views of the escarpment, Osler Brook Golf Course, and Osler Bluff Ski Club, and backs onto 98 acres of peaceful forest/farmland. Being offered fully furnished, this home is both a refined gathering place and a serene private retreat, perfectly balancing sophistication, comfort, and connection to nature. Encompassing 5,321 square feet of exquisitely finished living space, Winterbrook features six bedrooms, five bathrooms, and a curated selection of high-end finishes and upgrades. The main level showcases imported Belgian quarter-sawn white oak floors, while the kitchen is enhanced with reclaimed Belgian limestone and high end appliances. At the heart of the home, an Eramosa stone fireplace from Owen Sound creates a striking focal point anchoring the open-concept living space with timeless natural beauty, along with the 26-foot ceilings and floor-to-ceiling windows that capture sweeping views from every angle. Designed equally for entertaining and unwinding, the home offers a commercial-grade gym, three fireplaces, and a custom mudroom to complement an active, four-season lifestyle. Outside, a spectacular outdoor oasis extends the living space across the full width of the home. Enjoy dining, lounging, and hot-tub areas that invite relaxation and connection. Begin your day with sunrises over the terrace, and end with evenings by the fire pit, as cotton candy skies fade into starlit nights. Whether hosting a summer soiree or an intimate winter gathering, every moment here is framed by natural beauty. Ideally located just minutes from Osler Bluff Ski Club, Blue Mountain, and downtown Collingwood, Winterbrook is a true four-season paradise and is a celebration of craftsmanship, design, and modern luxury that defines extraordinary living. (id:5764)

2710 Nottawasaga 10 Corners North, Clearview

Listing courtesy of RE/MAX Four Seasons Realty Limited.

$3,950,000
5 Beds ⋅ 4 Baths ⋅ X13664622 MLS® #
A truly exceptional Lake of Bays retreat, rich in Muskoka history and surrounded by natural beauty. Set along an impressive 540 feet of pristine shoreline in the heart of a quiet, undeveloped bay, this beautifully appointed four-season property offers the ultimate in lakeside living. South and west exposure, paired with long views, provides beautiful afternoon sun. Deep water off the end of the dock is ideal for boating, swimming and enjoying long summer days on the lake. The five-bedroom, four-bathroom home has been thoughtfully updated with a stunning new kitchen, a finished walkout lower level and a private guest suite with its own screened-in porch. Outdoor living is exceptional, featuring a stunning outdoor kitchen, screened-in gazebo and an impressive double boathouse with a Sunstream boat lift, a Sea-Doo lift and built-in bar-the perfect setting for entertaining family and friends. Fully winterized and offered furnished, this is a true four-season Muskoka escape. Conveniently located near Huntsville and Hidden Valley Resort, the property also presents the opportunity to purchase a membership to the sold-out Bigwin Island Golf Club. A rare opportunity to own an extraordinary piece of Lake of Bays and experience Muskoka living at its finest. (id:5764)

1162 Osborne Point Road Unit Unit 1, Lake of Bays (Franklin)

Listing courtesy of Chestnut Park Real Estate.

$3,950,000
6 Beds ⋅ 6 Baths ⋅ S13502250 MLS® #
A rare offering on the shores of Georgian Bay in Tiny Township, this extraordinary waterfront estate redefines luxury living with an unmatched blend of privacy, craftsmanship, and versatility. Set on nearly 2 acres w/approx 200 ft of pristine sandy shoreline, this remarkable property captures breathtaking sunsets and panoramic water views stretching toward Blue Mountains. Designed for those who value both connection and independence, the residence seamlessly incorporates two fully self-contained living spaces under one roof, creating an opportunity for multi-generational living, executive retreats, luxury guest accommodations, or an unparalleled family compound. From the moment you arrive, the setting evokes a sense of exclusivity. A mature forest canopy, circular driveway, and expansive grounds create a private sanctuary where the pace of life slows and the beauty of nature takes centre stage. Inside, timeless architectural details showcase exceptional quality throughout. Reclaimed timber beams, rich wood finishes, handcrafted stone fireplaces, and thoughtfully designed gathering spaces create a refined and welcoming atmosphere. Expansive windows frame spectacular waterfront vistas, filling the home with natural light and ensuring the views remain the focal point. With six bedrooms, seven bathrooms, multiple living and entertaining areas, finished lower-level spaces, and several walkouts to the outdoors, the home is designed to accommodate both intimate family moments and large-scale entertaining with ease. Step outside to discover a lifestyle few properties can offer. Spend your days swimming from the sandy beach, kayaking along the shoreline, hosting waterfront gatherings, or simply enjoying the serenity of your own private stretch of Georgian Bay. A legacy property in every sense, this is more than a waterfront home-it is a destination for generations to come, offering an exceptional opportunity to experience one of Ontario's most coveted waterfront settings.. (id:5764)

731 Concession 15 West, Tiny

Listing courtesy of Revel Realty Inc.

$3,900,000
6 Beds ⋅ 4 Baths ⋅ S13572766 MLS® #
Capturing every changing views of the Niagara Escarpment from 95 breathtaking acres, this extraordinary country estate offers a rare opportunity to embrace luxury living surrounded by the natural beauty of Southern Georgian Bay. Ideally located just minutes from downtown Collingwood and steps from OslerBrook Golf & Country Club, the property seamlessly combines privacy, recreation, and an exceptional four-season lifestyle. At the heart of the estate is a beautifully crafted custom log bungalow with a full lower-level walkout, exuding timeless character and warmth. Thoughtfully designed interior filled with natural light capture panoramic views across rolling fields, paddocks, mature forests, and toward the Niagara Escarpment. The impressive 14,000 sq. ft. heated barn features nine stalls, an indoor riding arena, and ample storage, offering exceptional versatility for equestrian pursuits, recreation, hobbies, or other uses. The surrounding acreage includes fenced paddocks, productive hay fields, and more than 30 acres of scenic forested trails for riding, hiking, walking, and year-round exploration. Privately situated away from the main residence, a separate off-grid cabin provides an ideal guest retreat, studio, or peaceful escape immersed in nature. The property may also offer potential for a secondary residence, subject to municipal approvals, creating exciting possibilities for extended family and multi-generational living. With sweeping vistas toward Osler Bluff and the Niagara Escarpment, this remarkable estate presents an extraordinary combination of acreage, privacy, versatility, and proximity to the exceptional amenities of Southern Georgian Bay. More than a home, this is a place for family and friends to gather, explore, entertain, and enjoy the land through every season-an exceptional opportunity to create traditions and establish a lasting family legacy for generations to come. (id:5764)

2623 Con 10 N Nottawasaga Sideroad North, Clearview

Listing courtesy of Royal LePage Locations North.

$3,900,000
5 Beds ⋅ 8 Baths ⋅ X13521294 MLS® #
Steeped in rich history and enveloped by peaceful, quiet luxury, this extraordinary 37-acre estate offers a rare opportunity to own a piece of regional legend. Formerly known as the Domain of Killien-a premier, French-inspired luxury inn celebrated for its authentic fine cuisine and elite hospitality-this magnificent property transitioned to private use in 2012, impeccably preserving its architectural grandeur and timeless soul.Now, for the first time in over a decade, this legendary sanctuary is ready for its next chapter. Whether you envision resurrecting a world-class boutique resort, creating an unparalleled corporate retreat, or establishing the ultimate private family compound, the possibilities here are truly endless. Over 37 pristine, private acres of mature forest, walking trails, and curated grounds. 950 feet of coveted, crystal-clear sand shoreline on highly desirable Drag Lake, offering perfect wading, swimming, boating, and expansive big-water views. The Main Lodge is heart of the estate. Featuring a grand lounge area anchored by striking architecture, an elegant dining room, a fully equipped commercial kitchen ready for estate or culinary use, and 5 expansive bedroom suites. 7 charming, independent cabins, each featuring personal suites that offer guests or extended family complete privacy and comfort. The Conference Center is a separate structure ideal for events, workshops, wellness studios, or a dedicated remote-work pavilion. Don't miss the chance to inherit a legacy and shape the future of one of Drag Lake's most storied properties. (id:5764)

1282 Carroll Road, Dysart et al (Dudley)

Listing courtesy of RE/MAX Professionals North Baumgartner Realty.

$3,899,999
4 Beds ⋅ 3 Baths ⋅ X13483898 MLS® #
One of Muskoka's Most Unique & Captivating Properties! - Lakefront Hobby Farm - Historic Country Manor - Endless Recreation Right at Your Doorstep. *LOCATION: Highway 60 & Maplehurst Rd, Tucked on Peninsula Lake - one of Huntsville's scenic 4-lake chain - this property sits just 10 minutes from downtown Huntsville and all amenities. *THE PROPERTY: 182 acres of pure Muskoka beauty featuring mixed pasture, hay fields, a mature maple sugar bush, a peaceful duck pond, and 325 feet of lakefront on Peninsula Lake complete with its own boathouse. Additional buildings include a 2 story equestrian barn, large equipment coverall, chicken coop, and a drive-in storage building. Whether you dream of horses, hobby farming, maple syrup production, or simply enjoying wide-open space, this property delivers it all. *THE MANOR: A stunning 3,600 sq.ft. heritage home rich with character and craftsmanship. Beautiful period details are showcased throughout, including custom iron and woodwork. Enjoy a classic wrap-around porch with a screened-in section for relaxing in summer evenings. The home features a double attached garage, an updated kitchen, 4 bedrooms, 3 baths, a main-floor office (or bedroom), and a bright open dining and living area anchored by a granite stone fireplace. Two staircases lead to the upper level, adding to the home's timeless appeal. * 2ND RESIDENCE: A modern, comfortable 2,648 sq.ft. home (1,528 sq.ft. upper level + 1,120 sq.ft. lower level) offering 3 bedrooms, 1 bath, laundry, a recreation room, and both front and back decks - perfect for extended family, guests, or rental income potential. A rare opportunity to own a piece of Muskoka history and create the lifestyle you've always wanted. This exceptional property truly must be seen to be appreciated. Come experience the space, the gorgeous setting, and the possibilities for yourself. (id:5764)

2386 60 Highway, Lake of Bays (Franklin)

Listing courtesy of Re/Max All-Stars Realty Inc.