Mister Waterfront Real Estate Team
416-407-8074
scott@misterwaterfront.com
RE/MAX Crosstown
566 Bryne Dr., Unit A
Barrie, ON
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RE/MAX Crosstown
RE/MAX Crosstown
Sutton Waterfront Properties
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33 Lake Drive E in Georgina: Historic Lakeshore Communities House for sale : MLS®# N12785520
33 Lake Drive E Georgina L4P 3E9 
$2,199,000Residential Freehold- Status:
- Active
- MLS® Num:
- N12785520
- Bedrooms:
- 4
- Bathrooms:
- 2
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 detailsListed by COLDWELL BANKER THE REAL ESTATE CENTRE- Scott Bird
- Re/Max Crosstown
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206 285 Crydermans Side Road in Georgina: Baldwin House for sale : MLS®# N13118776
206 285 Crydermans Side Road Georgina L0E 1A0
$28,000Residential Freehold- Status:
- Active
- MLS® Num:
- N13118776
- Bedrooms:
- 2
- Bathrooms:
- 1
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 detailsListed by COLDWELL BANKER THE REAL ESTATE CENTRE- Scott Bird
- Re/Max Crosstown
- 416-407-8074
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229 Lake Drive N in Georgina: Historic Lakeshore Communities House for sale : MLS®# N13157518
229 Lake Drive N Georgina L4P 3C8
$1,949,500Residential Freehold- Status:
- Active
- MLS® Num:
- N13157518
- Bedrooms:
- 4
- Bathrooms:
- 5
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 detailsListed by RE/MAX HALLMARK YORK GROUP REALTY LTD.- Scott Bird
- Re/Max Crosstown
- 416-407-8074
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700 Lake Drive N in Georgina: Historic Lakeshore Communities House for sale : MLS®# N13495234
700 Lake Drive N Georgina L4P 3C8
$5,500,000Residential Freehold- Status:
- Active
- MLS® Num:
- N13495234
- Bedrooms:
- 9
- Bathrooms:
- 4
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 detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- Scott Bird
- Re/Max Crosstown
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104 Farley Circle in Georgina: Historic Lakeshore Communities House for sale : MLS®# N13566714
104 Farley Circle Georgina L0E 1S0
$375,000Residential Freehold- Status:
- Active
- MLS® Num:
- N13566714
- Bedrooms:
- 3
- Bathrooms:
- 1
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 detailsListed by ROYAL LEPAGE STATE REALTY- Scott Bird
- Re/Max Crosstown
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104 Hedge Road in Georgina: Sutton & Jackson's Point House for sale : MLS®# N13576996
104 Hedge Road Georgina L0E 1R0
$1,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- N13576996
- Bedrooms:
- 4
- Bathrooms:
- 3
Winter Wind Cottage sits on an extra-wide waterfront lot on Hedge Road, one of Jacksons Point's most sought-after streets. Private and green, the property offers flat, usable table land that opens the door to sitting areas, family gatherings, and room for kids to play. A newly built stairway winds down through the hedges to two tiers of dockside deck at the water's edge, where the rock shelf gives way to sand - the kind of entry that makes a lake worth owning. Inside, the cottage unfolds around that same water. The kitchen, lit by a skylight beneath a cathedral ceiling, opens directly into a dining room walled in glass toward Lake Simcoe, with the great room set right alongside - beamed ceilings, a floor-to-ceiling fireplace, and windows that turn the lake into a permanent backdrop. Four bedrooms and three bathrooms give the layout real breathing room, and because the cottage runs wide rather than deep, that water view follows you through nearly every room. Live in it while you plan what comes next, or start reimagining now - this lot supports either path, and gives you the luxury of time to decide. This is Jacksons Point, a village that has held onto its identity as Toronto's original cottage country: a short walk to the Briars, an easy stroll for ice cream in the village, and a community with roots that go back generations. Lake Simcoe anchors it all - a four-season lake for boating and swimming through summer, skating and ice fishing once it freezes. Winter Wind Cottage is a chance to own a piece of it. NOTE: Some AI-generated photos, not real. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- Scott Bird
- Re/Max Crosstown
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9 Tikvah Circle in Georgina: Historic Lakeshore Communities House for sale : MLS®# N13597696
9 Tikvah Circle Georgina L4P 3C8
$2,195,000Residential Freehold- Status:
- Active
- MLS® Num:
- N13597696
- Bedrooms:
- 9
- Bathrooms:
- 5
Welcome to a rare opportunity to own one of Balfour Beach's Iconic waterfront properties. Set on an impressive 100 feet of prime, south facing Lake Simcoe shoreline, this cherished three-season family compound has been the backdrop for generations of unforgettable summers and lifelong family memories. Positioned on a quietly sloping lot to the water's edge, the property enjoys a mixed stone shoreline and private dock, perfect for swimming, boating, fishing and making the most of life on Lake Simcoe. Designed for large families and multi-generational living, the main cottage offers two self contained living spaces, each with its own kitchen and private outdoor area, allowing everyone to gather together while enjoying their own space. The main level features a spacious 4 bedroom, 3 bathroom suite with an open concept living area and walkout to a lakeside deck, ideal for entertaining. The upper level offers a separate 4 bedroom, 1 bathroom suite with its own kitchen, two entrances (including a private exterior entrance), and a walkout to a generous terrace overlooking the lake. Completing the property is a charming detached 1 bedroom, 1 bathroom guest cottage, perfect for extended family or overnight guests. For decades, this remarkable property was known as the place to gather, hosting family celebrations, holiday weekends and memorable evenings with friends, neighbours and even celebrities. Serviced by municipal water and sewers, with ample parking for up to six vehicles, the property offers conveniences rarely found in a waterfront setting. Whether you continue its legacy as a cherished generational cottage, create an exceptional family compound, or reimagine it into your own Lake Simcoe retreat, the possibilities are endless. Located in the highly sought after enclave of Balfour Beach, this is more than a cottage - it's a place where memories are made and generations come together to enjoy the very best of waterfront living. More detailsListed by FOREST HILL REAL ESTATE INC.- Scott Bird
- Re/Max Crosstown
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10 Snake Island Road in Georgina Islands: Snake Island House for sale : MLS®# N13417408
10 Snake Island Road Georgina Islands L4P 3E9
$249,000Residential Freehold- Status:
- Active
- MLS® Num:
- N13417408
- Bedrooms:
- 2
- Bathrooms:
- 1
Welcome to your private waterfront escape on Snake Island. Set along a sandy shoreline with a private dock and unobstructed views of Lake Simcoe, this beautifully updated 2025/2026 cottage offers a turnkey opportunity to enjoy island life. The bright, carpet-free interior features a modern kitchen with quartz counters and stainless steel appliances, a main-floor primary bedroom overlooking the water, main-floor laundry, and large picture windows throughout. Multiple outdoor living areas are made for relaxing, entertaining, and watching the sunset over the water, while a waterfront bunkie, sauna, and storage shed round out the property for hosting family and friends all season. Access is by boat or water only, via East Point Marina or Island Grove Marina. Please note this is a seasonal cottage with no installed heating system, and a land lease property: the annual land lease fee is $4,600 (lease renews in 2041), in addition to property taxes of $1,096.69/year. Whether you're after a peaceful retreat or a gathering place for generations to come, this exceptional island property delivers privacy, recreation, and true cottage living just a short water-taxi ride from the mainland. More detailsListed by RE/MAX HALLMARK YORK GROUP REALTY LTD.- Scott Bird
- Re/Max Crosstown
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144 LAKE Drive E in Georgina: Historic Lakeshore Communities House for sale : MLS®# N13639904
144 LAKE Drive E Georgina L4P 3E9
$4,500,000Residential Freehold- Status:
- Active Under Contract
- MLS® Num:
- N13639904
- Bedrooms:
- 12
- Bathrooms:
- 13
Welcome to one of Lake Simcoe's most extraordinary waterfront estates, where timeless luxury meets resort-style living on one of Georgina's most coveted stretches of shoreline. Encompassing approximately 9,462 sq. ft of impeccably designed living space, this exceptional residence offers 12 spacious bedrooms and 13 beautifully appointed bathrooms, creating the perfect setting for multi-generational living, executive retreats, luxury vacation rental opportunities, or unforgettable entertaining. Designed with both elegance and functionality in mind, the home features two full kitchens, expansive principal rooms, soaring ceilings and walls of windows that frame breathtaking panoramic views of Lake Simcoe. Every detail has been thoughtfully curated to delivery unparalleled living experience while maximizing the beauty of the waterfront setting. Step outside your own private resort where professionally landscaped grounds surround a spectacular in-ground swimming pool, relaxing hot tub, and multiple outdoor entertaining spaces. Whether hosting summer gatherings, enjoying sunset cocktails or spending peaceful mornings overlooking the water, this property offers a lifestyle few can match. Beyond the gated entrance lies an impressive private estate with generous parking, exceptional privacy, and approximately 100 feet of direct Lake Simcoe waterfront, providing endless opportunities for boating, swimming, paddle-boarding, and year-round recreation. Located just a short drive from Highway 404 and within easy reach of the GTA, this remarkable property combines luxury, privacy, and convenience in one truly unforgettable package. An extraordinary opportunity to own one of Lake Simcoe's premier waterfront estates. Luxury Certified. More detailsListed by RE/MAX ESCARPMENT REALTY INC.- Scott Bird
- Re/Max Crosstown
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203 Lake Drive E in Georgina: Historic Lakeshore Communities House for lease : MLS®# N13662838
203 Lake Drive E Georgina L4P 3E9
$3,750Residential Freehold- Status:
- For Lease
- MLS® Num:
- N13662838
- Bedrooms:
- 3
- Bathrooms:
- 3
Lake Simcoe Waterfront 4 season home. Experience the beauty of year round Lakefront views and activities without the high cost of ownership. Situated in the Historic Lakeshore Community of Cresent Beach. Close to the amenities of Keswick and Sutton. This 3 bed 3 bath home features spacious living and an entertainers kitchen. Closed-in sunroom suited for dining or relaxing with Stunning north eastern sunset lake views. 60ft of Private lakefront with aluminum dock. More detailsListed by REMAX YOUR COMMUNITY REALTY- Scott Bird
- Re/Max Crosstown
- 416-407-8074
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101 Hedge Road in Georgina: Sutton & Jackson's Point House for sale : MLS®# N13737578
101 Hedge Road Georgina L0E 1L0
$1,299,000Residential Freehold- Status:
- Active
- MLS® Num:
- N13737578
- Bedrooms:
- 4
- Bathrooms:
- 2
Situated on a well-manicured and hedged lot alongside the first fairway of the renowned Briars Golf Club, with deeded lake access a few doors down (shared with only a few neighbours), this property is the quintessential cottage where location really is everything! Enjoy an expansive 130ft x 126ft lot that offers everything you need - garage, separate 2-bedroom guest cabin, greenspace for outdoor games, mature trees, parking for 4 cars, extensive decking and patios for entertaining. Inside, the bright and open-concept living room features a wood-burning fireplace, plus large windows offering incredible views of the fairway or the lake. The eat-in kitchen has been updated with granite countertops, stainless steel appliances, breakfast bar and gorgeous vaulted pine ceilings. Enjoy cooler nights in the Muskoka room with walk-outs to two decks and million-dollar view of the Briars. Two generous bedrooms and a 4-piece bath with laundry closet complete the main house. The ultra-rare guest cabin is the perfect place to host family and friends, with two bedrooms (one is oversized with sitting area), full bathroom, and beautiful hardwood floors throughout. Enjoy a short walk to the Briars first tee! Whether enjoying the existing well-maintained and updated home with newer septic and roof, or modifying to suit your lifestyle, this property offers an incredible opportunity to be a part of the historic and vibrant Hedge road community. More detailsListed by LPT REALTY- Scott Bird
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351 Hedge Road in Georgina: Sutton & Jackson's Point House for sale : MLS®# N13842444
351 Hedge Road Georgina L0E 1R0
$1,625,000Residential Freehold- Status:
- Active
- MLS® Num:
- N13842444
- Bedrooms:
- 6
- Bathrooms:
- 3
Rotherwood. Some homes are simply bought; this one is inherited from history. Standing proudly above the southern shore of Lake Simcoe, this century-old Grand Dame has framed sunsets over the lake and Jackson's Point for one family for more than 60 years, and she is ready for her next chapter. Tucked behind towering cedar hedges, the sprawling grounds offer true privacy, a fenced garden, ample parking and three road frontages: a blank canvas for someone with the vision to create a spectacular outdoor retreat. A brand-new staircase leads down to the dock and a private beachfront. Inside, the bones are extraordinary: soaring ceilings, a grand staircase, two stone fireplaces and six upstairs bedrooms, including a secluded two-bedroom wing, originally the servants' quarters, now perfect for a home office, studio or guest suite. A main-floor family room and full bath make her ready for multi-generational living. Restore her original charm, reimagine her for modern life, or do both. Some of the heavy lifting is already done: updated roof, windows, kitchen, furnace, A/C, panel and wiring, and the septic was inspected in August 2024. Minutes to The Briars, golf and Sibbald Point. Homes like this don't come twice. Come write her next hundred years. More detailsListed by REMAX YOUR COMMUNITY REALTY- Scott Bird
- Re/Max Crosstown
- 416-407-8074
- Contact by Email
Data was last updated October 25, 2026 at 04:15 AM (UTC)
RE/MAX Crosstown
Office Address:
566 Bryne Dr., Unit A
Barrie, ON, L4N 9P6