Simcoe Homes Real Estate | Simcoe Homes for Sale

* APPROVED REDEVELOPMENT *WATERFRONT*EQUESTRIAN Set Within The Coveted Stretch Known As "Millionaires Row". Unlock The Full Potential Of Casa Lago Estate. Comprising Three Separately Titled Parcels With Dual Road Frontage And Four Gated Access Points. A Truly Exceptional, Permit-Ready Offering With Approved Plans Already In Place, Allowing You To Begin Building Your Dream Lakefront Estate Without Delay. Elevate The Property With A Spectacular 8,000-14,000 Sq. Ft. plus, Main Waterfront Residence, Complemented By An Guest House, Lakeside Pool, And An Impressive Three-Bay Boathouse-Excavation Completed-Featuring Second-Storey Storage Space And A Wrap-Around Deck. PLUS Two Stable Buildings, 8400 Sqft Indoor Riding Arena, 2400 Sqft Equipment Building. A Rare Opportunity To Own One Of The Most Significant Private Holdings Just 45 Minutes North Of Toronto. This Extraordinary 37-Acre Waterfront Estate Offers Over 515 Feet Of Pristine Shoreline Along The Prestigious Shores Of Kempenfelt Bay On Lake Simcoe. Framed By Mature Landscapes And Accessed Through Grand Private Gated Entrance, The Property Delivers A Remarkable Sense Of Scale, Privacy, And Natural Beauty. Including A Dedicated Service Entrance And Private Stable Access-This Estate Offers Unparalleled Flexibility For Customization, Expansion, Or Multigenerational Living. A True Legacy Property In One Of Ontario's Most Exclusive Waterfront Enclaves, Casa Lago Estate Represents A Seamless Blend Of Vision, Scale, And Readiness-An Unmatched Opportunity To Create A World-Class Lakefront Estate.

21 Pemberton Lane, Oro-Medonte

Listing courtesy of RE/MAX REALTRON BARRY COHEN HOMES INC..

$16,995,000

5 Beds ⋅ 8 Baths ⋅ S13567726 MLS® #

A contemporary waterfront masterpiece overlooking the turquoise waters of Georgian Bay & spectacular sunsets. Designed by acclaimed architect Richard Wengle built by Big East Construction, this rare Mountain Modern estate sits on 4.61 private acres with 236 ft of pristine Georgian Bay shoreline. Completed in 2023, the residence offers over 11,500 sf of impeccably crafted living space, where timeless architecture & resort-inspired amenities come together in one of Ontario's most spectacular waterfront settings. Soaring walls of glass blur the boundary between indoors & out, bringing the turquoise waters of Georgian Bay into every principal room. Natural Eramosa limestone, warm wood ceilings, structural steel, expansive glazing create a refined yet welcoming atmosphere, while the home's coveted western exposure delivers breathtaking sunsets as part of everyday living. Thoughtfully designed for entertaining, wellness & working from home, the residence includes a waterfront office overlooking Georgian Bay & the collector's garage, while the walkout lower level offers a golf simulator, home theatre, fitness studio, soaking bathtubs, steam showers, and generous gathering spaces. Outdoor living is equally impressive, featuring a saltwater pool, hot tub, fully equipped outdoor kitchen, glass-walled sauna, cold tub, multiple lounge areas & generous spaces for dining and entertaining - creating the feel of a private waterfront resort. A rare highlight is the impressive heated collector's pavilion accommodating six vehicles, complemented by an additional heated two-car garage. A 210 ft pier system with three boat lifts provides exceptional access to Georgian Bay. Located within the prestigious Thunder Beach community, residents enjoy exclusive access to private golf course, tennis, pickleball courts, private marinas, children's programs, & an active social club, while nearby Awenda Provincial Park offers kilometres of hiking & cycling trails, beaches & outdoor recreation.

240 Silver Birch Drive, Tiny

Listing courtesy of HARVEY KALLES REAL ESTATE LTD..

$15,995,000

5 Beds ⋅ 6 Baths ⋅ S13123868 MLS® #

Welcome to 2533 Ridge Road West - A Private Waterfront Sanctuary on Lake Simcoe. Discover an extraordinary opportunity to own a 17.5-acre private resort estate nestled along the pristine shores of Kempenfelt Bay. This one-of-a-kind sanctuary boasts 893 feet of uninterrupted, southfacing waterfront a rare and coveted offering that perfectly blends natural beauty with luxury living. As you pass through the gated entrance, you are greeted by impeccably manicured grounds that set the tone for this exceptional lakeside retreat. Located just one hour from Toronto and mere minutes from the heart of downtown Barrie, this secluded paradise offers unmatched privacy without compromising convenience. The main residence spans over 6,100 square feet of refined living space, featuring 5 spacious bedrooms and 6 luxurious bathrooms. Designed to embrace its breathtaking surroundings, the home is lined with floor-to-ceiling windows that flood every room with natural light and offer sweeping, uninterrupted views of the tranquil lake. Step outside to experience an entertainers dream. Expansive, multi-level stone terraces lead to a custom-designed infinity pool, complete with a swim-up covered bar, cascading stone waterfalls, and a resort-style pool house perfect for hosting unforgettable summer gatherings. Soak in the built-in hot tub or unwind in the multiple outdoor lounge areas as you take in the serenity of the water and landscaped grounds. Follow the stone pathway down to the waters edge where a permanent dock, gazebo, custom bar, and lakeside hot tub (increasingly hard to find these days) await all perched on a beautifully crafted waterfront patio designed for ultimate relaxation and enjoyment. Whether you're seeking a luxurious family compound, a serene weekend retreat, or a unique waterfront investment, this spectacular estate delivers on every level. Welcome to lakeside living at its finest.

2533 Ridge Road W, Oro-Medonte

Listing courtesy of Sotheby's International Realty Canada.

$14,000,000

6 Beds ⋅ 7 Baths ⋅ S12723852 MLS® #

Experience waterfront living at 36 Pioneer Trail, a custom-built residence extensively renovated with premium finishes. Set on an approximately 150 x 354 ft lot with a private beach and boat dock, this impressive two-storey home offers 5+1 bedrooms, , nine bathrooms, and panoramic lake views. Floor-to-ceiling windows throughout the home. Heated wide-plank hardwood flooring, remote-controlled blinds, and premium gas fireplaces in the living room and primary bedroom. An elevator provides convenient access between levels.The kitchen features premium cabinetry, a built-in refrigerator, a built-in Wolf oven and cooktop. The main-floor primary suite features a five-piece ensuite and a spacious walk-in closet. Every bedroom enjoys access to its own ensuite bathroom. Two bedrooms feature private balconies overlooking the lake, while another includes its own workspace. A separate office with a double-sided fireplace provides an exceptional setting for working from home. The walkout lower level offers outstanding amenities, including a home theatre with surround sound and reclining seating, a sauna with showers and a cold-water drench bucket, a wet bar, wine storage and display, and an exercise and lounge area.Enjoy the heated saltwater pool with cascading waterfalls, a hottub with a wave function, tennis and basketball court. A covered outdoor kitchen and patio with Wolf appliances and a Wolf barbecue provide an inviting setting for lakeside dining, while a backyard firepit completes the outdoor experience. A remotely operated entrance gate, perimeter metal fencing, a security system, a three-car garage, and driveway parking for ten vehicles complete this exceptional property. Additional features include two furnaces, two air conditioning units, and a Sonos audio system with built-in speakers. The irrigation system can draw water from either the lake or the municipal water supply. The home is equipped with 600-amp electrical service and a gas-powered generator.

36 Pioneer Trail, Barrie

Listing courtesy of QUEENSWAY REAL ESTATE BROKERAGE INC..

$13,999,999

10 Beds ⋅ 10 Baths ⋅ N12948024 MLS® #

A rare opportunity to own one of Kempenfelt Bay's most exclusive waterfront compounds. Nestled within a sheltered private bay at the end of a quiet cul-de-sac, this extraordinary estate offers 223 ft of privately held shoreline, exceptional privacy, and uninterrupted views with protected forest across the road.Designed for multi-generational living and entertaining, the property features four distinct structures including a luxurious main residence, a fully appointed boathouse, a private apartment, and a poolside cabana. Together they offer 10 bedrooms, a bunk room accommodating 8, 11 bathrooms, 2 full kitchens, and 3 kitchenettes.The main residence showcases reclaimed antique elm flooring, a custom wrought-iron staircase, four gas fireplaces, extensive soundproofing, refined millwork, and a chef-inspired kitchen built for large gatherings. A private one-bedroom loft with full kitchen and bath provides additional accommodation.The waterfront boathouse is a rare offering, complete with living quarters, folding glass doors, double-slip wet berths, remote lifts, and expansive lakefront decking. The self-contained apartment provides complete privacy for guests, family, or staff, while the cabana features fold-away doors, a wood-burning fireplace, and panoramic views across the pool to the lake.Resort-style grounds include a Betz Gunite infinity-edge pool, waterfall, integrated hot tub, covered and open-air entertaining areas, BBQ pavilion, stone terraces, frameless glass railings, and a permanent dock. Every detail has been thoughtfully designed to maximize the connection to the water.A truly generational estate combining protected bay frontage, exceptional privacy, and an unmatched family compound setting-just one hour from Toronto and worlds away.

1562 Ladywood Way, Innisfil

Listing courtesy of HARVEY KALLES REAL ESTATE LTD..

$6,999,900

6 Beds ⋅ 6 Baths ⋅ N13810126 MLS® #

Welcome to this stunning luxury waterfront estate, a blend of elegant design, modern amenities, and breathtaking natural beauty. The exterior showcases a refined mix of stone, stucco, and wood beam accents, setting the stage for the architectural charm that awaits inside. Step into a spacious interior featuring rich hardwood floors throughout the main level. A great room with soaring two-story ceilings is adorned with wood beam details and a wall of windows offering captivating views of the expansive rear yard and waterfront. The main floor also boasts a formal dining room and an office with French doors and vaulted ceilings. The gourmet kitchen is a chef's dream, equipped with granite countertops, a large island with breakfast bar seating, a Subzero fridge, Viking gas range, and walk-in pantry. Adjacent is a cozy Muskoka room with built-in speakers and a gas line for your BBQ, perfect for year-round entertaining. The main floor primary suite is a private retreat, featuring a walkout to the deck with tranquil views of the yard, a luxurious 6-piece ensuite, and a spacious walk-in closet. The upper level includes three more bedrooms, a 5-piece bath, and a spacious great room over the garage with in-floor heating. The fully finished walkout basement offers a theatre and games room with surround sound, two additional bedrooms, a 4-piece bathroom, and radiant in-floor heating. The backyard is an entertainer's paradise, boasting an in-ground heated saltwater pool with waterfall features, lighting, and a tanning ledge, surrounded by multiple seating areas. The custom-built pool house includes a bar area, equipment room, and storage. For sports enthusiasts, enjoy a custom sport court complete with LED lighting, basketball nets, and multi-sport setup. A massive dock, built in 2023, includes a 40-foot slip, full lift, shore power, and lighting. This property is a masterpiece of luxury living, offering endless possibilities for relaxation, entertainment, and adventure.

1220 Shoreview Drive, Innisfil

Listing courtesy of ENGEL & VOLKERS BARRIE.

$5,999,500

4 Beds ⋅ 5 Baths ⋅ S13829078 MLS® #

If Lake Simcoe had a front row, this would be it. Set on 1.09 private acres along Lake Simcoe's prestigious North Shore, 247 Lakeshore Rd West pairs 91 ft of south frontage with panoramic views, inclusive of Big Bay Point, with authentic Timber Frame craftsmanship. This entire home has been masterfully re-envisioned, inside and out, evolving into 5,340 sq-ft of modern luxury living. Situated close to the waters edge, an easy few steps on cut granite stairs lead to an exceptional shoreline including a dock and natural sandy beach with gradual entry into clear waters, ideal for swimming and children. The protected bay provides calmer waters from prevailing northwest winds. The great-room ceiling rises to 28 feet showcasing ever popular wood ceilings, a majestic natural stone fireplace and towering window views. Soaring architecture adds warmth and unmistakable character, achieving panoramic views from almost every room in the home. Custom kitchen features, Cambria quartz, JennAir appliances, oversized island seating for 6, and a walk-in pantry. Vaulted ceiling bedrooms & baths simply must be experienced. An office, games room, gym, media room & covered porches all provide space for both everyday living and entertaining. Outside is a custom concrete pool with a motorized solar/winter cover, surrounded by Brazilian walnut decking (IPE), a large flagstone terrace, hot tub and a linear natural gas fire feature. Upgraded granite shoring extends along the waterfront. A 58-ft cedar topped galvanized dock extends out into your uncommon water lot ownership. An oversized luxurious heated 4-car garage with professional epoxy flooring is a car lovers dream with TV & sound system. Whole home Generac generator, 3 zone HVAC, Sonos audio throughout, commercial grade property-wide cameras and Wi-Fi. This caliber of waterfront would be exceptionally difficult to replicate as the acreage, architecture, finishings, privacy, southern exposure & truly outstanding shoreline are a rare find.

247 Lakeshore Road W, Oro-Medonte

Listing courtesy of CENTURY 21 B.J. ROTH REALTY LTD..

$5,750,000

5 Beds ⋅ 4 Baths ⋅ N13845598 MLS® #

Top 5 Reasons You Will Love This Home: 1) Experience an extraordinary Lake Simcoe lifestyle with 124' of pristine waterfront, a private dock and boat lift, and breathtaking lake views that take centre stage throughout the home, creating an exceptional setting for boating, entertaining, and everyday waterfront living 2) Escape to spectacular resort-calibre grounds with over $1 million invested in landscaping and outdoor amenities, featuring a 40' saltwater pool with fire-waterfall bowls, 12-person jacuzzi, automated-roof gazebo with gas fireplace, outdoor kitchen, screened-in three-season Muskoka room, granite sunset-viewing deck, and firepit lounge 3) Designed for unforgettable entertaining, the open-concept interior pairs a dramatic great room with soaring two-storey lakefront windows and a floor-to-ceiling stone wood-burning fireplace with a Madison Taylor Designs kitchen showcasing rare Mediterranean gemstone countertops, dual islands, premium appliances, and custom cabinetry 4) Retreat to a luxurious primary suite transformed by Madison Taylor Designs, where floor-to-ceiling lake views, expansive custom closets, and a spa-inspired ensuite create a private sanctuary, complemented by a fully finished lower level with a gym, sauna, recreation room, guest bedroom, and second laundry area 5) Featured on the cover of Goodlife Magazine and offered fully furnished and professionally decorated for a truly turn-key experience, this distinguished executive estate combines striking stone and stucco architecture, triple-car garage, professional landscaping, and smart-home functionality with a sought-after Innisfil location minutes from Friday Harbour Resort, The Nest Golf Club, marinas, beaches, dining, shopping, and Highway 400. 3,791 above grade sq.ft. plus a finished basement. *Please note some images have been virtually staged to show the potential of the home.

3964 Guest Road, Innisfil

Listing courtesy of FARIS TEAM REAL ESTATE BROKERAGE.

$4,899,000

5 Beds ⋅ 5 Baths ⋅ S13480050 MLS® #

Curated with pure intention, exceptionally executed - here's a spectacular opportunity to own one of Lake Simcoe's most admirable waterfront estates! This custom-built residence offers over 6,000 sq ft of refined living space on 1.2 acres of professionally landscaped grounds. With 107 feet of prime WESTERN shoreline, the property is perfectly positioned for unforgettable sunsets and an unmatched lakeside lifestyle. Crafted by award-winning West Brennen Construction, the home blends timeless elegance with modern performance. Solid 8' walnut doors and flooring, intricate plaster and imported tin ceiling details, natural quartzite, granite, and leathered granite surfaces create a sense of warmth, sophistication, and enduring quality. The layout features four spacious bedrooms, a dedicated office, and five impeccably designed bathrooms, including a spa-like primary ensuite featured in House & Home magazine. The walk-out lower level offers 9.5' ceilings, a custom media room, a games area, and an English-style pub with cherry wood millwork, marble floors, and granite counters, the ultimate entertaining space. Smart home technology controls lighting, irrigation, and security, while premium mechanical systems, including 400-amp service and a 30KW Generac generator, provide year-round comfort and reliability. Outside, park-inspired landscaping surrounds an outdoor kitchen, waterfall feature, and a charming gazebo ready for a hot tub or lakeside lounging. The heated four-car garage with Rhino-coated floors and custom storage adds practicality to luxury. At the waters edge, a rare dry boathouse with finished space above offers excellent flexibility ideal for guests, a studio, or office, while two marine railways, deep water access, and twin 40' docks easily accommodate a 28' boat and Seadoos. With flawless craftsmanship, modern functionality, and an unbeatable waterfront setting, this property offers a truly elevated lifestyle where every detail has been thoughtfully executed.

153 Creighton Street S, Ramara

Listing courtesy of Sotheby's International Realty Canada.

$4,750,000

5 Beds ⋅ 5 Baths ⋅ S13568450 MLS® #

Perched along pristine waters, this property is one of south-east Georgian Bay's most iconic waterfront estates. Built in 2007, the breathtaking 9,000+ sq ft bungalow with a walkout lower level is a masterpiece of custom millwork and craftsmanship. As your gateway to the 30,000 Islands, the property features a stone circle drive and a cement drive leading to a private harbor. With a 5-foot depth to accommodate a large motor yacht, the shoreline also boasts a sandy beach and a 2-bay dry boathouse topped by a stone observation patio. It is the ultimate spot for sunset views over Penetang Bay and unobstructed views north up the Gap to Cognashene, all framed by manicured perennial gardens.Inside, soaring vaulted ceilings and heated radiant floors run throughout. The open-concept main floor seamlessly integrates a great room with a wood-burning fireplace, lounge, TV area, formal dining, and a breakfast nook. The professional chef's kitchen features a Sub-Zero fridge, Miele coffee station, three Miele ovens, a steamer, and two dishwashers. A spacious mudroom leads to a massive walk-in pantry with a built-in second fridge and standup freezer, with a raised-bed vegetable garden just outside. Uniquely offering main-floor resort luxury, this level boasts a spectacular indoor saltwater pool with a swim system, an executive office with bay views, guest rooms, and a luxurious primary suite.An elevator provides easy transit to the walkout lower level, designed for premium entertainment with two patios, a custom wine cellar, and a cedar storage room. This level also features a self-contained 1-bedroom in-law suite. Complete with 5 bedrooms, 5.5 baths, a whole-home Generac generator, and two heated double-car garages with floor drains, this estate offers absolute peace of mind. Perfectly balancing privacy and accessibility, it is just 10 minutes from Midland and Penetanguishene.

250 Gordon Drive, Penetanguishene

Listing courtesy of Sotheby's International Realty Canada.

$4,699,000

5 Beds ⋅ 3 Baths ⋅ S13473724 MLS® #

Top Reasons You Will Love This Home: Experience the epitome of lakeside living in this breathtaking 5,348 square foot waterfront estate, gracefully set on nearly two acres of pristine privacy. With 317' of clean, gently sloping shoreline, you'll enjoy effortless access for swimming, boating, and pure relaxation. A detached boathouse with an inviting second-level deck offers front-row seats to awe-inspiring sunsets. Impeccably landscaped grounds frame this retreat, highlighted by a striking 50' natural stone fireplace and a cedar-lined, wood-fired sauna with a private changing area. Inside, thoughtful design meets timeless Muskoka charm. Crafted with custom hand-hewn Douglas fir trim, doors, and staircases, made on-site. Expansive tilt-and-slide windows and wall-to-wall rear doors seamlessly blend indoor and outdoor living. Throughout, premium flooring and high-end cabinetry echo the home's commitment to quality, while a Sonos multi-zone audio system fills every corner with music. An advanced automated security system keeps watch. Wake each day to panoramic water views from the serene primary suite, where oversized windows invite the outdoors in. A grand living room crowned by a soaring 23' natural stone fireplace creates a warm, dramatic focal point. The chef's kitchen with top-of-the-line appliances, Caesarstone centre island, premium cabinetry, and a spacious pantry. Adjacent, the Muskoka room offers a natural stone fireplace, built-in barbeque with granite counters, and expansive sliding doors and screens. Discover the impressive 2,000 square foot oversized three-car garage. Above, a private guest suite offers a spacious bedroom and a cozy living room with a corner fireplace. Inside the main home, four additional bedrooms on the upper level ensure everyone has their own space. This estate captures the true spirit of Muskoka living, offering both an elegant family home and a timeless retreat. 5,348 above grade sq.ft plus an unfinished basement.

1250 Frankland Lane, Severn

Listing courtesy of FARIS TEAM REAL ESTATE BROKERAGE.

$4,499,999

5 Beds ⋅ 5 Baths ⋅ S13251518 MLS® #

Welcome to 376 Brewery Lane, a stunning luxury waterfront home situated on one of Orillias finest streets. This exceptional property offers 104 feet of prime Lake Couchiching frontage on a beautifully landscaped half-acre lot with western exposureperfect for soaking in spectacular sunsets and views of downtown Orillia. Completely renovated from top to bottom, this home offers nearly 5400 square feet of high-end living space, featuring 5 bedrooms and 4.5 bathrooms. The gourmet kitchen is a showstopper with two impressive 10-foot islands, granite countertops, and premium appliances from WOLF, SUBZERO, and Thermador. The open-concept main floor boasts large windows that frame lake views, a cozy gas fireplace in the living room, and a walkout to an expansive deckideal for both relaxation and entertaining. The upper level features 3 spacious bedrooms, each with its own ensuite, and a laundry room for added convenience. The primary suite is a true retreat with vaulted ceilings, a grand walk-in closet complete with built-ins and an island, and a spa-like ensuite featuring a walk-in shower, soaking tub, heated floors, and double vanity. The finished walkout basement offers 9-foot ceilings, a second full kitchen, separate laundry, and a private entrance, making it perfect for extended family or guests. Outside, the property truly shines with a heated saltwater pool surrounded by interlock patios, multiple seating areas, and a large dock complete with sea doo lifts. The private stone path leads to a hard-packed lakefront, perfect for enjoying summer days by the water. Double gated entries and a heated interlock driveway provide both privacy and convenience. This rare waterfront gem is located at the end of a quiet court, offering tranquility and luxury living.

376 Brewery Lane, Orillia

Listing courtesy of ENGEL & VOLKERS BARRIE.

$4,490,000

5 Beds ⋅ 5 Baths ⋅ S13508726 MLS® #

Rare Waterfront Estate in Prestigious Shanty BayA rare opportunity to own an exceptional waterfront retreat in the heart of Shanty Bay. Tucked away on a quiet dead-end street, this remarkable property offers nearly 200 feet of pristine, south-facing shoreline on Kempenfelt Bay, with crystal-clear deep water ideal for swimming, boating, and enjoying breathtaking panoramic views.Set on a private, beautifully treed lot, the estate includes a main cottage, guest house, and bunkie above the garage, providing a total of 12 bedrooms, 8 bathrooms, and 3 kitchens. With ample space for extended family, guests, or potential rental income, this property offers outstanding versatility.Most principal rooms capture stunning lake views, while the outdoor spaces are designed to embrace waterfront living. Features include a lakeside concrete patio, marine railway with covered boat slip, and a spacious rooftop deck above the boathouse-perfect for entertaining and enjoying spectacular sunsets.The main cottage is filled with warmth and character, featuring hardwood floors, a stone fireplace, a charming Muskoka room overlooking the water, and a cozy third-level loft retreat.Additional highlights include a heated garage with bunkie accommodation above, parking for 10+ vehicles, and a secluded, park-like setting surrounded by mature trees for exceptional privacy.Conveniently located just 10 minutes from Barrie, Royal Victoria Regional Health Centre, shopping, dining, and everyday amenities, and approximately one hour from Toronto. Enjoy easy boat access to Friday Harbour Resort and nearby recreational trails.Whether enjoyed as a private family compound, multi-generational getaway, or investment opportunity with future severance or redevelopment potential, this is a rare chance to own a legacy waterfront property in one of Lake Simcoe's most coveted communities.

209 Bay Street, Oro-Medonte

Listing courtesy of RE/MAX HALLMARK CHAY REALTY.

$4,200,000

6 Beds ⋅ 4 Baths ⋅ S13726014 MLS® #

***95 FT OF LAKE COUCHICHING WATERFRONT LUXURY CUSTOM BUNGALOW*** Experience exceptional four-season waterfront living in this stunning custom-built bungalow on Lake Couchiching, offering approximately 95 ft of west-facing shoreline and breathtaking sunsets. With approximately 4,500 sq. ft. of finished living space, this impressive residence features 10ft ceilings on the main level, 9ft ceilings below, and 6 bedrooms designed for luxurious family living and entertaining. The main level showcases a chef's kitchen with high-end appliances, walk-in pantry, oversized 10' x 5'6" island, custom cabinetry, 3/4" hardwood flooring, custom millwork, 8ft doors, premium lighting and two propane fireplaces. The luxurious primary suite features a heated ensuite floor. The fully finished lower level offers radiant heating, a wet bar, sauna with shower, large three-season room and generous living space, creating an exceptional retreat for family and guests. Step outside to your private waterfront oasis featuring approximately 66 ft. of dock, a 24' x 16' sun deck, maintenance-free Canada Dock, composite decking, glass railings and sandy-bottom shoreline ideal for swimming. Enjoy multiple outdoor entertaining areas, a fire pit and spectacular west-facing sunsets. Additional highlights include a Generac generator, drilled well, EcoFlo septic system, heated & insulated 4-car garage, parking for approximately 9 vehicles, low-maintenance landscaping and private road access. Ideally located just 5 minutes to Washago, 10 minutes to Casino Rama and 20 minutes to Orillia, with boating access on Lake Couchiching and beyond. A rare opportunity to own a truly exceptional luxury waterfront estate offering privacy, elegance and unforgettable four-season lake living.

7314 Summerland Road, Ramara

Listing courtesy of REMAX YOUR COMMUNITY REALTY.

$3,850,000

6 Beds ⋅ 6 Baths ⋅ S13743116 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..

731 Concession 15 N/A W, Tiny

Listing courtesy of Revel Realty Inc.

$3,725,000

4 Beds ⋅ 3 Baths ⋅ S13773952 MLS® #

What if every day felt like a getaway? Discover an extraordinary, newly built luxury waterfront residence on Lake Couchiching, where breathtaking sunsets, year-round recreation, convenient access to everyday amenities, and contemporary comfort come together - without the renovations or compromises. Just move in and enjoy! This Justin Sherry designed masterpiece was constructed in 2025 and features over 3650 sq ft of expertly curated and exceptionally finished living spaces. Step foot inside and you're greeted with exaggerated ceilings heights (10 ft throughout and 20ft in great room) and walls of custom glass which reveal dramatic West facing views over the property and out into the lake. Living, dining, and kitchen spaces flow seamlessly together perfectly blending stunning modern finishes with the warmth and character of a lakefront retreat. Beautiful wide plank hardwood floors give way to custom cabinetry and millwork which is found all throughout the home creating a beautifully cohesive experience. Oversized main floor bedroom was intentionally designed for multi use - private guest space with lake views, custom designed murphy bed, gorgeous full bath and the ability to be closed off to the rest of the main floor, or the ultimate lounge with custom golf simulator that folds automatically into wall cabinet. Main floor is rounded out by the perfect home office facing the lake, mudroom and full butler pantry. At the top of the stunning glass/steel open stringer stairs you will find 3 large bedrooms all with breath taking views over the lake including the primary retreat which features a walk out to a second level deck that spans the entire second floor, custom dressing room, coffee bar, and a spa like ensuite with its own sauna. Outside is truly magic - 103 ft of beautifully landscaped, flat useable table land where the waters edge just a few steps away. New docking, improvements to the break wall, and full modern landscaping complete this one of a kind property

6376 Rama Road W, Ramara

Listing courtesy of RE/MAX HALLMARK CHAY REALTY.

$3,599,000

5 Beds ⋅ 4 Baths ⋅ N13026976 MLS® #

This exceptional 2011 custom-built home with over 3,000 sq ft of finished living space offers the perfect blend of modern luxury and classic cottage charm. Located just one hour north of Toronto on a private road, this stunning property provides just shy of 75 feet of private shoreline and panoramic eastern views for unforgettable sunrises. Gaze out across the lake and catch sight of both Fox and Snake Islands to the south. The waterfront is truly one-of-a-kind, featuring a beautifully crafted stone wall and patio that stretches across the entire frontage, creating an inviting space for entertaining, relaxing, or enjoying direct lake access - this is lakeside living at its finest. A custom-built boathouse with room for a 24-foot boat, a railway system, and a spacious dock make boating and waterfront activities effortless. Inside, the main floor is designed for comfort and connection, with an open-concept layout that includes a great room with a floor-to-ceiling stone wood-burning fireplace, a kitchen, and a main-floor primary bedroom that faces the water. Walk out to the expansive deck for seamless indoor-outdoor living. Upstairs, two more bedrooms and a full bath offer space for family or guests. The fully finished basement adds two additional bedrooms, a full bathroom, and a generous rec room perfect for movie nights, games, or cozy winter gatherings. An attached two-car garage provides direct access to the home, and above it, a partially finished bonus room offers additional square footage for a studio, office, or playroom. Outside, a paved driveway and a second detached two-car garage offer even more storage for recreational gear and vehicles. Low-maintenance landscaping means more time enjoying the lake and less time on upkeep. Whether you're looking for a summer escape or a four-season home, this property delivers the lifestyle you've been waiting for on beautiful Lake Simcoe.

3531 Crescent Harbour Road, Innisfil

Listing courtesy of CHESTNUT PARK REAL ESTATE LIMITED.

$3,599,000

S12147670 MLS® #

An exceptional opportunity to own 72.62 acres of pristine, vacant land with an expansive lakefront along stunning Sturgeon Bay, a gateway to the world-renowned Georgian Bay. This rare offering boasts natural beauty, privacy, and unlimited potential for development or a private estate retreat. Excellent location near Midland and Waubaushene with easy access to Highway 400 under two hours from the GTA. Whether you're seeking a tranquil escape, investment potential, or the perfect cavas for your vision, this property offers endless possibilities. Don't miss this chance to own a large tract of lakefront land in one of Ontarios most desirable recreational areas.

185 Park Street, Tay

Listing courtesy of RE/MAX ALL-STARS REALTY INC..

$3,500,000

N13671412 MLS® #

Build your dream home here on 105 sprawling acres in the peaceful countryside. This parcel of vacant land offers endless opportunities with forested acreage, 38 workable acres, the beauty of the Nottawasaga River flowing through it, and the possibility of severance to create multiple building lots. Situated only minutes from Alliston, and just 40 minutes to the GTA.

7468 25th Side Road, Adjala-Tosorontio

Listing courtesy of CENTURY 21 B.J. ROTH REALTY LTD..

$3,499,000

7 Beds ⋅ 7 Baths ⋅ S12660608 MLS® #

Set on an extraordinary 50-acre parcel just minutes from the heart of Creemore, this exceptional executive home offers refined living surrounded by a thriving natural ecosystem. With 700 feet of private frontage on the Noisy River, the property blends luxury, privacy, and environmental stewardship in a truly rare offering.Originally built in 1989 and fully renovated in 2013, the residence features heated floors throughout and a robust 400-amp electrical service. The home is anchored by a dream chef's kitchen, complete with stainless steel countertops and premium stainless steel appliances, designed for both everyday living and entertaining at scale.The layout includes seven spacious bedrooms, 5 each with ensuite.. Two dedicated dining areas and a stunning great room with a wood stove create warm, inviting spaces for gatherings large and small. A fully equipped gym supports an active lifestyle, while the lower level offers three additional bedrooms, ideal for extended family, in-laws, or income potential.Resort-style amenities elevate the experience, including a saltwater pool, sauna, hot tubs, and expansive outdoor living and recreation spaces designed to maximize enjoyment of the surrounding landscape.The land itself is exceptional:18 acres of open fields 32 acres of forest 14 acres of Ontario Managed Forest, offering valuable tax benefitsNo pesticides used on the land for over 10 years, supporting a rich and healthy ecosystemThe property includes multiple workshops, storage sheds, and a barn with concrete floors-perfect for hobbyists, agricultural use, or equipment storage.Located just 10 minutes from Devil's Glen, this estate offers four-season recreation, privacy, and convenience in one of the region's most desirable rural settings.A rare opportunity to own a legacy property where luxury living meets nature at its finest.

3476 Garden Of Eden Road, Clearview

Listing courtesy of RE/MAX Grey Bruce Realty Inc..

$3,450,000

3 Beds ⋅ 4 Baths ⋅ S13732230 MLS® #

This is one of a kind! Some properties simply exist in a category of their own. This extraordinary waterfront estate along the shores of Georgian Bay is precisely that - an irreplaceable waterfront property. Spanning just over two acres of private, meticulously manicured grounds, the estate boasts nearly 240 feet of shoreline along Penetanguishene Harbour. It offers a rare sense of scale and privacy that is almost impossible to find today. The residence itself feels like something out of a storybook. Dramatic rooflines, soaring peaks, expansive windows, and graceful arches establish an immediate sense of permanence and romance. Inside, you will find over 6,000 square feet of beautifully proportioned living space designed to draw the outdoors in. The home features three bedrooms, a dedicated hobby room, and a spectacular second-floor lookout that frames panoramic views of the water. For effortless convenience, a separate recreation room walk-up connects the basement directly to the garage. Outside, the estate transforms into a private sanctuary. Mature trees, tailored stonework, and expansive lawns lead down to the water, while a massive rear patio serves as the ultimate backdrop for entertaining or watching the sunrise. The property is exceptionally well-equipped for an active lakeside lifestyle, featuring both an attached two-car garage and a detached two-car garage. Down by the water, you will find a private boathouse alongside ample room to install a custom dock. Practical features include an 8-zone underground sprinkler system feeds directly from the lake via the boathouse, keeping the lawns vibrant and a dedicated gas line is ready for your outdoor BBQ setup and backup battery for the sump pump. This is more than just a home; it is a rare alignment of architecture, land, and water. Opportunities like this do not come around twice.

339 Champlain Road, Penetanguishene

Listing courtesy of Century 21 B.J. Roth Realty Ltd.

$3,399,000

4 Beds ⋅ 1 Baths ⋅ S11896365 MLS® #

*** Visit the REALTOR website for further information about this Listing *** Your opportunity to own an awesome four season waterfront beach house with 102 feet of sandy shoreline! This well maintained house is directly on the beaches of Georgian Bay and has an excellent sandy lake bottom. Gradual crystal clear water entry and ideal lake bottom gradient leads to deep water outside of the protected bay. This bay has a swim area that is protected by two rock groins provides excellent snorkeling and protected launch for jet boats and other toys. This unique gem has private properties on either side insuring tranquility. This property does not have adjacent public right of ways to lake. Amazing location north of Lafontaine and survey available. Incredible open water views of Blue Mountain with the South Western exposure, providing unbeatable sunsets and great sunlight in winter months. The cottage has brand new flooring. The massive waterside deck is great for entertaining. Great drilled well and oversized approved septic system. New steel roof and aluminum siding provide an ultra low maintenance house. Only 90 mins from GTA. Midland is twenty minutes away from the beach house. Midland has many options including Foodland, Superstore Canadian Tire, Home Depot, Georgian Bay Hospital and attractions such as the King Warfs Theatre. Start making priceless memories at this ideal family home in the exclusive cove beach community!

1536 Tiny Beaches Road N, Tiny

Listing courtesy of EASY LIST REALTY LTD..

$3,350,000

5 Beds ⋅ 4 Baths ⋅ S13070218 MLS® #

Top 5 Reasons You Will Love This Home: 1) Experience true waterfront living with over 91 feet of pristine sandy shoreline, enhanced by a steel retaining wall and framed by breathtaking sunsets over the water, while the calming sound of the waves and the sense of privacy create a serene retreat that feels worlds away from the everyday 2) Perfectly positioned just moments from downtown, this property offers the rare combination of lakeside tranquility and urban convenience, enjoy walking distance to restaurants, shops, public transit, and scenic trails along Kempenfelt Bay right at the end of your driveway 3) The upper level is anchored by an expansive primary suite featuring panoramic views of Lake Simcoe, a luxurious 5-piece ensuite, and a spacious walk-in closet with the flexibility to convert into a home office or nursery, and a private entrance leads to the upper-level three-season room, an ideal space to relax and take in the views 4) Offering over 3,200 square feet of living space, plus an additional 385 square feet across two three-season rooms, this home is designed for both comfort and entertaining, enjoy a spacious deck, a 24' x 40' concrete in-ground pool, and an expansive driveway accommodating up to eight vehicles, with additional parking at the top of the property 5) Set on an impressive 309'+ deep lot, this rare offering includes a fully approved, transferable boathouse permit, making it easy to bring your waterfront vision to life, plus renovation drawings are also included, presenting exceptional potential to further enhance or customize the property. 3,222 above grade sq.ft.

10 White Oaks Road, Barrie

Listing courtesy of FARIS TEAM REAL ESTATE BROKERAGE.

$3,299,000

5 Beds ⋅ 4 Baths ⋅ S12747348 MLS® #

Nestled within the exclusive Cedar Ridge community in Tiny Township, this architect-designed retreat offers a rare opportunity to own a custom waterfront home. Designed by acclaimed architect Peter Bohlin - whose work includes Apple's New York flagship - this one-of-a-kind Georgian Bay residence was honoured with the 2003 Residential Architect Design Award, recognizing its architectural excellence. Thoughtfully designed & expertly built in 2000, the home balances modern sophistication with a deep respect for its Georgian Bay surroundings. With over 5,800 sq ft of finished living space, including a 2,750 sq ft walkout lower level, the home features 3+2 bedrooms and 4 bathrooms, including a private principal suite. Floor-to-ceiling glass and rich post & beam construction with imported California pine create light-filled interiors that creates a seamless connection to the outdoors. At the heart of the home, a soaring stone wood-burning fireplace brings warmth & architectural impact to the open-concept living & dining areas. Sleek, modern & efficient, the kitchen reflects the homes quiet sophistication & easy flow for everyday living & entertainment. The fully finished walkout level includes additional bedrooms, abundant natural light, & a sauna - perfect for relaxation after a day on the water, whether paddling the shoreline, lounging by the dock, or simply enjoying the peaceful surroundings. Built with enduring quality, with in-floor radiant heating on both levels, a new boiler & hot water tank (2025), & propane generator for reliable 4 season comfort. The 2ac forested lot features 246ft of shoreline on Georgian Bay. A band of evergreens provides natural privacy, with the potential to open sightlines to Christian Island if desired. Just a 2hr drive from Toronto, this architectural treasure is nestled among other exceptional properties in one of Georgian Bays most prestigious communities offering privacy, serenity, & timeless design that will endure for generations.

130 Melissa Lane, Tiny

Listing courtesy of Royal LePage In Touch Realty.

$3,200,000

4 Beds ⋅ 5 Baths ⋅ S13747030 MLS® #

Imagine stepping outside your back door and finding yourself on 57 feet of Georgian Bay shoreline. This isn't just a house with a water view, it's a rare custom built retreat where the bay becomes part of your everyday life. The shallow shoreline is perfect for swimming, paddle boarding and other water hobbies. The home itself feels intentional and elevated, with luxury finishes throughout. On the main floor, two kitchens and a dedicated office create a space that works for both daily living and entertaining. Porcelain tile floors, crown moulding, finished basement, quartz countertops, and custom Hunter Douglas powered window coverings frame the ever changing views of the bay. Four bedrooms, two with private ensuite baths, offer a true sense of privacy and comfort. An elevator carries you effortlessly between levels, perfect for seniors, and the in-floor heating wraps the house in quiet, consistent warmth. A metal roof stands strong against the elements, while the theatre room and private sauna turn ordinary evenings into something special. A double car garage rounds out the practical side of this exceptional estate and the driveway offers enough space for all your friends and family. Conveniently located less than 15 minutes to Collingwood and all the amenities it has to offer. Homes like this, with waterfront and this level of thoughtful design, don't come along often. This is the kind of home that makes you stop scrolling and start imagining the life that could begin here. Some photos are virtually staged.

2292 Shore Lane, Wasaga Beach

Listing courtesy of RE/MAX WEST REALTY INC..

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