Experience exceptional lakeside living on the shores of Lake Simcoe. Set on a private oversized lot with 72 ft of indirect waterfront, this distinctive Lindal cedar residence offers architectural character, privacy, and lifestyle flexibility. Ideal for full-time living, a seasonal retreat, or a recreational cottage, the home is just minutes from town. Soaring 17 ft vaulted ceilings and a dramatic wall of floor-to-ceiling windows flood the interior with natural light and tranquil lake views. Open-concept living spaces flow seamlessly to expansive front and rear decks, creating an effortless indoor-outdoor experience. The fully fenced yard provides privacy and space, while the crystal-clear waterfront and existing 16 x 10 dock offer excellent swimming and boating. Includes separate rear lot (buyer due diligence). A truly special Lake Simcoe offering.More details
Experience the pinnacle of luxury lakefront living on the coveted south shore of Lake Simcoe. Set on 3.28 private acres, this extraordinary custom-built estate offers over 5,100 sq. ft. of total living, entertaining, and workspace, blending refined craftsmanship with resort-style waterfront living. The main residence spans more than 3,600 sq. ft., highlighted by a breathtaking great room with 20-ft ceilings, a floor-to-ceiling stone gas fireplace, and rich custom millwork. The chef-inspired kitchen is designed to impress, featuring granite countertops, wide-plank hardwood floors, exposed beams, built-in Viking appliances, a 6-burner gas range, and a large island with prep sink, flowing seamlessly into a sunlit dining area overlooking the lake. The home offers 4+1 bedrooms, including a luxurious primary retreat with a spa-inspired 5-piece ensuite featuring a soaker tub, dual rain showers, and walk-in closet. A 900 sq. ft. in-law suite with 2 bedrooms, 2 bathrooms, accessibility features, private entrance, and its own deck provides ideal accommodations for extended family or guests. Designed for entertaining and relaxation, the home also features a rec room with built-in bar and pool table, a fitness room with cedar sauna, and a two-bay garage with mudroom entry. Outside, a wraparound veranda overlooks beautifully landscaped grounds with mature trees and expansive green space. The private waterfront is set up for lakeside living with an entertaining deck, firepit, boat launch, toy storage, and outbuilding. A standout bonus is the 1,100 sq. ft. detached workshop and entertainment space, complete with golf simulator, lounge area, car hoist, bar/kitchen, and 2-pc washroom. A rare opportunity to own a private waterfront compound offering luxury, versatility, and an exceptional lifestyle -less than an hour from Toronto.More details
A Rare Blend of Rural Tranquility and Convenience.Discover this truly unique opportunity! Nestled on a secluded, level 2.155-acre lot, this charming 2-bedroom bungalow offers the ultimate escape while remaining just minutes from town amenities and the 404.Set in a desirable rural area characterized by newer estate homes and farms, this property promises both privacy and prestige. The flat, expansive front yard leads to a captivating rear setting, where the land gently slopes to meet the scenic, meandering Black River. Enjoy breathtaking, private views and abundant wildlife sightings from your dedicated sunroom or the spacious rear deck.Secluded, peaceful rural setting with quick access to local conveniences. Located in a neighbourhood of high-value, newer custom homes. Large, flat front portion offers easy access and tremendous potential. Municipal road access with desirable river frontage. Builders and Investors,This expansive, rare lot in a sought-after location presents limitless possibilities. Renovate the existing bungalow, build your dream custom estate home, or explore the potential for a new build with accessory dwelling unit-ideal for multi-generational living, rental income, or a private guest suite.Don't miss the chance to own a piece of peaceful, riverfront paradise with exceptional future potential!More details
Welcome to Lyndhurst Golf & Park for seasonal enjoyment! This is your chance for an affordable getaway close to the city and 10 minutes from Lake Simcoe. This spacious and sun lit seasonal home offers a reasonable alternative to escape to nature, backing on to Black River, in your own place. This two bedroom, one bathroom home features ample living space, a walkout to the sunroom with new vinyl flooring and an open kitchen with room for a dining table including a full size stove and fridge, and ample cupboard space. Storage galore in this home with built-ins in the living room, bedroom, linen closet. Access To Park Amenities, Including An 18-Hole Golf Course, Outdoor Pool, Dog Park, Trails and access to the Black River along with access to the Clubhouse With Social Activities. April 25 - October 25 Landlease fee $3855, plus HST, Includes Road Maintenance, Water & Septic. Buyer's subject to Lyndhurst Park Approval and a Landlease transfer fee of 5% of purchase price. Shower is "as is" and has never been used by Sellers. Own your own vacation retreat!More details
Welcome to lakefront living at its finest on beautiful Lake Simcoe, located in the historic Orchard Beach community of North Keswick just one hour from Toronto. This exceptional property offers unmatched panoramic water views, spectacular year-round sunsets, and endless outdoor recreation. Inside, the classic Viceroy home features an open-concept layout blending a large, bright living and dining area with a modern kitchen. The space is anchored by 12-foot pot-lit tongue-and-groove pine ceilings, a dramatic floor-to-ceiling granite fireplace, and rich hardwood floors. Multiple walkouts lead to a 400 sq. ft. wrap-around deck overlooking the lake. The functional three-level backsplit design offers three upper-level bedrooms and two recently renovated bathrooms. The fully finished lower level features bright, above-grade windows-perfect as a family room or an optional fourth bedroom-complete with an attached 4-piece bath. Outside, the manicured grounds boast landscape lighting and automated irrigation zones for effortless maintenance. A rear driveway provides easy access to a massive 30' x 45' insulated, heated detached double garage and shop, which uniquely includes two extra guest bedrooms or workspaces and a separate 4-piece bath. The lakeside transforms into a private resort playground, featuring a 160-foot L-shaped dock, a sandy-bottom swimming area, and a large patio atop a 36' x 25' dry boathouse. The boathouse comes equipped with a marine railway and a convenient 2-piece bath. Located just steps from Orchard Beach Golf Club and The Beach Restaurant, this rare waterfront opportunity is not to be missed!More details
Waterstone Estate on Hedge Road does not announce itself. It does not need to. For those who know, the name alone is enough - a quiet signal of something earned over time, passed through time, and understood rather than explained. 30 Hedge Road is offered for the first time in nearly 50 years, and it arrives carrying the full weight of that history.Set behind a curtain of mature cedars on 178 feet of private Lake Simcoe shoreline, this property offers a rare and complete sense of seclusion - a world apart, entirely your own. This meticulously maintained 2,687 sq. ft. Colonial Revival stone cottage has sheltered summers of extraordinary grace - mornings that begin with the sound of waves against the dock, long afternoons of children swimming in clear water, a short walk to the ice cream store on a sunny afternoon, and evenings that belong entirely to a breathtaking sunset over the lake and a glass of wine raised in celebration of nowhere else you'd rather be. At night, the bedroom windows stay open and the breeze off the lake carries you to sleep.The Great Room commands with vaulted coffered ceilings, skylights, hardwood floors, and a stone fireplace that has warmed three generations. A gracious columned veranda greets you at the front, while a sun-drenched flagstone patio extends living gracefully toward the water.Three fully self-contained guest suites - one within the residence with a private bedroom, bathroom, living room and separate entrance; a third bedroom with its own private bathroom; and a waterfront retreat with bedroom, bathroom and screened-in sun porch above the lake - ensure family, near and far, is always welcome and never crowded.Seasonal dock with deep water access. Directly across from Briars Resort and Golf Club. Just over an hour to Toronto. A legacy, by every measure is waiting for you.More details
Escape From The City Hustle To This Piece Of Paradise! Only 45 Min Drive From Toronto. Lakefront Charming 4-Season Home In A Sought After Area On South Shores Of Lake Simcoe. 50 Feet Of Waterfront With Private Extensive Permanent Dock And Lots Of Space For Outdoor Entertaining In Prime Swimming And Boating Area. This 2 Bedroom Bungalow Offers Gorgeous Lake Views And Lots Of Natural Light. Open Concept Kitchen/Dining/Living With Gas Fireplace And Walk-Out To The Large Wrap-Around Deck. Premium 50x150 Ft Lot. Short Walk To Public Transit. All Town Services Include Water/Sewer/Natural Gas. Live In This Charming Home Or Build Your Dream Home!More details
Welcome To Millionaires Row. A Rare Offering In Historic Roches Point, This Extraordinary Lakeside Bungalow Estate Is Set On A Private 1.3-Acre Tree-Lined Property With 112ft Of Pristine Shoreline Along Lake Simcoe. The Residence Blends Timeless Character With Thoughtful Design, Capturing Breathtaking Water Views From All Principal Rooms. The Main Level Showcases A Grand Great Room With Cathedral Beamed Ceilings, A Striking Three-Sided Floor-To-Ceiling Wood-Burning Fireplace, And An Open-Concept Layout. A Private Owner's Wing Features An Expansive Bedroom Suite With A Sitting Area, 5-Piece Ensuite, And Walkout To A Sunroom Overlooking The Lake And Gardens. The Opposite Wing Offers Four Additional Bedrooms With Serene Views Of The Water And Front Courtyard. A Sprawling Finished Lower Level Adds Exceptional Flexibility With A Recreation Area, Games And Family Rooms, Four More Bedrooms, And Abundant Storage. Multiple Walkouts Connect Seamlessly To An Enclosed Sunporch, Covered Terrace With Skylights, And Beautifully Landscaped Grounds. A Gated Circular Drive, Perennial Gardens, Tranquil Water Feature, Vegetable Garden, And Fenced Dog Run Enhance The Front Approach, While The Rear Grounds Are Designed For Lakeside Living At Its Finest. Enjoy Majestic Lawns, A 16' X 24' Kidney-Shaped Pool With Spa And Wraparound Patio, Gazebo, Private Waterfront With Access To Your Own Private Sandy Swimming Area, And Over 200 Feet Of Permanent Dock With A 14' X 30' Boat Slip, Natural Stone Break Wall, And Sandy-Bottom Shoreline. Additional Highlights Include An Attached Double Garage And A Separate Detached Garage, Offering Ample Space For Vehicles And Recreational Storage. Ideally Located Across From Deer Park Forest Trails And Just A Short Drive To Everyday Amenities And Highway 404, This Is A Truly Exceptional Waterfront Estate Offering Privacy, Scale, And Enduring Appeal.More details
THREE COTTAGES ON ONE PROPERTY. There Are Lakefront Properties & Then There Is Sunset Shores. Set On Approximately 1.7 Acres Of Direct Lake Simcoe Waterfront, This Extraordinary Family Compound Is A Place Where Generations Gather, Lifelong Traditions Begin & Every Evening Ends With Spectacular Sunset Views Across The Lake. Lush Perennial Gardens, Mature Trees & Expansive Lawns Create A Private, Park-Like Setting That Is As Beautiful To Explore As It Is To Entertain In. Thoughtfully Designed As A True Multi-Generational Retreat, The Estate Offers Three Distinct Residences, Each With Its Own Character: The Landing, Shorehouse & Driftwood, Creating Exceptional Space For Family & Guests While Preserving Privacy For Everyone. At The Shoreline, Sunset Slip, A Wet-Slip Boathouse, Anchors Days Spent On The Water, While Sunset Court Offers The Opportunity To Restore A Sports Court Into The Ultimate Recreation Space. Crystal-Clear Water & A Gradual Entry Create The Perfect Setting For Children & Grandchildren To Swim, While Deeper Water Beyond Easily Accommodates Boating. Cruise Across The Lake For Lunch Or Coffee At Friday Harbour, Spend The Day Exploring Lake Simcoe, Or Venture Through The Trent-Severn Waterway Right From One Of Your Own Permanent Docks. The Landing Is A Bungalow Offering 5 Beds, 3 Baths, A Newer Roof, Gas Furnace & Central Air. Shorehouse Is A Two-Storey Lakefront Residence With 6 Beds, 3 Baths, A Main Floor Bedroom, Stunning Lake Views From Many Rooms & A Distinctive Sunken Living Room Centered Around A Beautiful Stone Fireplace. Driftwood Is A Charming 3 Bed, 2 Bath Bungalow Overlooking The Beach, Offering Lake Views & The Perfect Retreat For Family Or Guests. Serviced By Municipal Water & Sewer & Located Just Over An Hour From Toronto, Sunset Shores Is More Than A Waterfront Property. It Is A Rare Opportunity To Own One Of Lake Simcoe's Most Remarkable Family Estates, Where Summers Become Traditions & Memories Are Measured In Sunsets.More details
Century Charm Meets Modern Comfort - Riverside Retreat! Welcome home to this beautifully updated Century home, where timeless character meets thoughtful modern upgrades. Gleaming hardwood floors flow throughout, complemented by soaring high ceilings and elegant tall baseboards that speak to the home's rich heritage. The newly renovated kitchen is a true showstopper, ready for everything from quiet weeknight dinners to lively family gatherings. Downstairs, a high-ceiling basement offers incredible flexibility - perfect for a workshop, home gym, or extra storage - with convenient side door access for easy come-and-go. Step outside to your covered front porch, the perfect spot for morning coffee, and take in the sprawling yard featuring vibrant flower gardens. Wander down to the river's edge, where a charming gazebo awaits - an idyllic setting for summer evenings. Backing directly onto the Black River, you'll enjoy easy access to Lake Simcoe, with public beaches just 5 minutes away for swimming, boating, and sun-soaked weekends. Location doesn't get more convenient than this: walk to the Farmer's Market, The Link, grocery store, pool, doctor, dentist, and schools - everything you need, right at your doorstep. Commuters will love being just 18 minutes to Hwy 404, 25 minutes to the GO Train, and only 1 hour to Toronto. This is small-town living with modern upgrades and big-city access - a rare opportunity to own a piece of local history on the river. Don't miss this one!More details
Welcome to Sibbald Crescent - where waterfront living meets pure relaxation. Tucked into one of the area's most prestigious addresses, steps from the historic Briars Golf Club & Resort, this stunningly renovated 2-bed, 2-bath bungalow delivers 126 feet of road frontage & 25.5ft of direct, pristine waterfront - your own private dock, two open boat slips, and water views that follow you through nearly every room. Step inside to a sun-drenched, open-concept layout anchored by a show-stopping chef's kitchen with a breakfast bar built for entertaining, flowing seamlessly into the family room and dining area - all framed by water views that never get old. The primary suite is your private retreat, with a walk-out straight to an oasis-style backyard: perennial gardens in full bloom, flagstone walkways, and inground irrigation that keeps it picture-perfect all season long. Need space to work, sweat, or create? A newly built detached garage and a standalone bonus office - complete with its own dedicated heating and A/C - are ready to become your home office, private gym, or art studio. And the location? Unbeatable. Steps to a private sandy beach, minutes to boutique shops and dining, and just 18 minutes to Highway 404. This is waterfront living, elevated. Welcome home.More details
A wonderful opportunity just steps from private beach access and a private dock on Lake Simcoe. This charming two-season cottage offers an easygoing lakeside retreat with the added convenience of municipal water and sewer services. A separate approximately 220 sq. ft. bunkie provides valuable additional space for storage, guest accommodations or extra sleeping quarters. Enjoy the property as a cottage getaway, renovate it to suit your needs, or explore the potential to create a year-round residence, subject to municipal approvals and required improvements. Whether you are looking for a peaceful place to spend summers by the lake or a property you can transform into something uniquely your own, this is an exciting opportunity in a sought-after waterfront community.More details
Data was last updated September 9, 2026 at 04:15 AM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website.
The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.