Lake Simcoe Waterfront Homes

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House for sale: 33 LAKE DRIVE E, Georgina

27 photos

$2,199,000

33 Lake Drive E, Georgina (Historic Lakeshore Communities), Ontario L4P 3E9

4 beds
2 baths
74 days

Cross Streets: Woodbine & Lake Drive East. ** Directions: Woodbine North to Lake Drive East. 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,

House for sale: 47 LAKE AVENUE, Ramara

38 photos

$899,000

47 Lake Avenue, Ramara (Brechin), Ontario L0K 1B0

4 beds
3 baths
167 days

HWY 12/Simcoe Rd/Lake Ave Imagine waking up to peaceful canal views, morning coffee on the deck, and spontaneous boat rides with direct access to Lake Simcoe. This is more than a home - it's a four-season waterfront lifestyle, double corner lot, with 4 bedrooms and 3 bathrooms, this beautifully

House for sale: 515 LAKE DRIVE E, Georgina

50 photos

$3,820,000

515 Lake Drive E, Georgina (Historic Lakeshore Communities), Ontario L0E 1S0

7 beds
6 baths
153 days

Cross Streets: Lake Dr East and Kennedy Rd. ** Directions: Kennedy Rd North to Lake Dr East. Turn right to 515 Lake Drive E. 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

House for sale: 229 LAKE DRIVE N, Georgina

49 photos

$1,949,500

229 Lake Drive N, Georgina (Historic Lakeshore Communities), Ontario L4P 3C8

4 beds
5 baths
80 days

Lake Dr N. & Clarlyn Dr 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

House for sale: 60 SIMCOE ROAD, Ramara

36 photos

$849,000

60 Simcoe Road, Ramara (Brechin), Ontario L0K 1B0

3 beds
3 baths
68 days

Cross Streets: Hwy 12/Simcoe Rd. ** Directions: Hwy 12 - Simcoe Rd. Lovely Detached Waterfront Home in Beautiful Lagoon City with Direct Access to Lake Simcoe & The Trent Severn Waterways.Fully Remodelled in 2021. Featuring a 50 X 200 Ft Lot with Fully Fenced Yard & Stunning Panoramic Water

Richard Mcguigan,Century 21 B.j. Roth Realty Ltd.
Listed by: Richard Mcguigan ,Century 21 B.j. Roth Realty Ltd. (705) 323-7781
House for sale: 736 LAKE DRIVE N, Georgina

50 photos

$14,995,000

736 Lake Drive N, Georgina (Historic Lakeshore Communities), Ontario L4P 3C8

9 beds
8 baths
78 days

Cross Streets: Lake Dr. N./Metro & Varney. ** Directions: West on Metro Rd. From Woodbine to Varney & Lake Dr. A rare opportunity to own one of Lake Simcoe's most preeminent Lakefront Estates. Set on nearly 7 acres with 280' of prime shoreline, this classic and elegant 10,000 sq' residence

House for sale: 165 LAKE DRIVE E, Georgina

49 photos

$1,990,000

165 Lake Drive E, Georgina (Historic Lakeshore Communities), Ontario L4P 3E9

3 beds
3 baths
63 days

Lake Dr E & Civic Centre Rd Imagine living on a gorgeous, scenic stretch of Lake Drive East, lined with prestigious waterfront homes that rarely come on the market, each with pristine waterfronts and exceptional views. This 2018 custom built home with almost 3500sqft of living space is situated

House for sale: 48 LAKE AVENUE, Ramara

25 photos

$1,199,000

48 Lake Avenue, Ramara (Rural Ramara), Ontario L0K 1B0

4 beds
2 baths
63 days

Cross Streets: Laguna Ave & Simcoe Rd. ** Directions: As Per Google Maps. Welcome To This Beautiful Lakefront Cottage In Lagoon City, Offering Private, Direct Access To Lake Simcoe With A Coveted Western Exposure And Breathtaking Sunsets. Filled With Natural Light, The Home Features Expansive

Daniel Anthony Oliveira,Century 21 Atria Realty Inc.
Listed by: Daniel Anthony Oliveira ,Century 21 Atria Realty Inc. (416) 203-8838
House for sale: 17 LAKE DRIVE E, Georgina

28 photos

$1,089,888

17 Lake Drive E, Georgina (Historic Lakeshore Communities), Ontario L4P 3E9

2 beds
1 baths
54 days

Lake Dr E & Woodbine Ave 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

House for sale: 700 LAKE DRIVE N, Georgina

31 photos

$5,500,000

700 Lake Drive N, Georgina (Historic Lakeshore Communities), Ontario L4P 3C8

9 beds
4 baths
52 days

Cross Streets: Metro Rd. N./Lake Dr. N. ** Directions: South of Woodbine. 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

Barry Cohen,Re/max Realtron Barry Cohen Homes Inc.
Listed by: Barry Cohen ,Re/max Realtron Barry Cohen Homes Inc. (416) 223-1818
House for sale: 678 LAKE DRIVE E, Georgina

50 photos

$5,999,000

678 Lake Drive E, Georgina (Historic Lakeshore Communities), Ontario L0E 1S0

14 beds
8 baths
48 days

Lake Dr E & Lyons Lane 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

House for sale: 62 SIMCOE ROAD, Ramara

42 photos

$1,388,000

62 Simcoe Road, Ramara (Brechin), Ontario L0K 1B0

4 beds
4 baths
34 days

Cross Streets: Laguna Pkwy/Simcoe. ** Directions: South. Brand New Home With Direct Water Access From Backyard. Situated On A Large Waterfront Lot In Lagoon City W/Double Car Garage & Long Driveway For All Your Guests! Insulated with spray foam from topo to bottom. Metal Roofing with blue skin

House for sale: 75 LAKE AVENUE, Ramara

30 photos

$699,000

75 Lake Avenue, Ramara (Brechin), Ontario L0K 1B0

4 beds
2 baths
26 days

Cross Streets: Simcoe St / Road 47. ** Directions: Hwy 12 / Rd 47 / Simcoe Rd/ Lake Ave. Top 5 Reasons You Will Love This Home: 1) Enjoy exceptional four-season waterfront living with 50 feet of private waterfront frontage, featuring your own dock with direct access to Lake Simcoe, perfect

Angela Sun,Smart Sold Realty
Listed by: Angela Sun ,Smart Sold Realty (416) 566-9668
House for sale: 173 LAKE DRIVE E, Georgina

49 photos

$1,699,999

173 Lake Drive E, Georgina (Historic Lakeshore Communities), Ontario L4P 3E9

3 beds
3 baths
25 days

Lake Dr E & Civic Centre Rd Million Dollar View From This Waterfront Property In One Of The Most Desirable Areas Of Georgina At Lake Simcoe. Move Right Into This Beautiful, Bright And Spacious Open Concept Bungalow With High Cathedral Ceilings And Unobstructed Views Of The Lake And Beach. This

Listed by: Anna Ev Belyntseva ,Lpt Realty (905) 252-0388
House for sale: 171 LAKE DRIVE N, Georgina

45 photos

$1,550,000

171 Lake Drive N, Georgina (Historic Lakeshore Communities), Ontario L4P 3C8

4 beds
3 baths
25 days

Cross Streets: Lake Dr. N. and Orchard Beach Rd. ** Directions: Ask Google :). In the same family for nearly 60 years and lovingly maintained, Sunset Serenade is a rare offering set on a deep lot, with nearly 60 feet of waterfront in the storied Orchard Beach enclave of Georgina's Historic

Kendra Colleen Connelly,Sotheby's International Realty Canada
Listed by: Kendra Colleen Connelly ,Sotheby's International Realty Canada (416) 960-9995
House for sale: 311 LAKE DRIVE N, Georgina

33 photos

$995,000

311 Lake Drive N, Georgina (Historic Lakeshore Communities), Ontario L4P 3C8

3 beds
1 baths
24 days

Cross Streets: Lake Dr N & Golf Rd. ** Directions: Metro Rd N to Golf Rd North to 311 Lake Dr N. Discover the potential of this indirect lakefront property in the quiet and historic Orchard Beach community on scenic Lake Drive. Whether you're looking to renovate the existing home or design

House for sale: 145 LAKE DRIVE N, Georgina

48 photos

$1,498,000

145 Lake Drive N, Georgina (Keswick North), Ontario L4P 3C8

3 beds
2 baths
13 days

Lake Dr N & Old Homestead Rd A Rare Blend Of Storybook Cottage Charm And Modern Urban Comfort, This Beautiful Home In Georgina Invites You To Slow Down, Breathe Deeply, And Savour Life By The Lake. Set On An Impressive Indirect Waterfront Lot With A 2nd Rear Lane Way Access, This Property Offers

House for sale: 35 LAKE DRIVE E, Georgina

29 photos

$1,290,000

35 Lake Drive E, Georgina (Keswick North), Ontario L4P 3E9

2 beds
2 baths
12 days

Cross Streets: Lake Dr. E & Norval Rd. ** Directions: Metro Rd. N to Lake Dr. E. Welcome to 35 Lake Drive East, a beautifully updated two bedroom, two bathroom bungalow offering picturesque Lake Simcoe views, 82 feet of indirect waterfront exposure, and a deep 200 foot lot in one of Keswick's

House for sale: 144 LAKE Drive E, Georgina

40 photos

$4,999,900

144 Lake Drive E, Georgina, Ontario L4P 3E9

12 beds
13 baths
12 days

Metro Rd N to Civic Centre Rd, Civic Centre Rd to Lake Drive An extraordinary opportunity to own one of Lake Simcoe's most prestigious waterfront estates. Set behind private gates on a beautifully landscaped property, this remarkable residence offers approximately 9,462 square feet of luxurious

House for sale: 813 LAKE DRIVE E, Georgina

50 photos

$1,388,900

813 Lake Drive E, Georgina (Sutton & Jackson's Point), Ontario L0E 1L0

3 beds
3 baths
6 days

Brule Lake Way/Lake Dr E Welcome To Luxury Lakefront Living On Lake Simcoe! Nestled In The Heart Of Jackson's Point, This Stunning Custom-Built Waterfront Home Offers The Perfect Blend Of Modern Design, Comfort, And Breathtaking Views. Featuring 3 Spacious Bedrooms And 3 Bathrooms. The Main

463 ATHERLEY ROAD, Orillia
Vacant land

5 photos

$450,000

463 Atherley Road, Orillia (Orillia), Ontario L3V 1E6

86 days

Cross Streets: Highway 12/Atherley Road. ** Directions: North on Highway 12 to Atherley Road. Half an Acre Lakefront Lot on Lake Simcoe. Close to Great Restaurants, Casino Rama, Kawartha Dairy, Marinas and Outdoor Activities Gallore. (id:27476)

41 PARADISE BOULEVARD, Ramara
Vacant land

5 photos

$899,000

41 Paradise Boulevard, Ramara (Brechin), Ontario L0K 1B0

123 days

Cross Streets: LAGUNA PKWY/PARADISE BLVD. ** Directions: Hwy 12, Ramara Rd 47, Simcoe Rd, Laguna Pkwy, Paradise Blvd. Premium lot located on the mail channel of Lagoon City with permits, foundation and piles already in place for a 6,000+ sq. ft. custom home. Large boat access to the Trent Waterway

3786 TUPPY DRIVE, Ramara
Vacant land

7 photos

$699,888

3786 Tuppy Drive, Ramara (Rural Ramara), Ontario L0K 1B0

126 days

Hwy 12 & Muley Pt Rd Stunning Waterfront Lot on Lake Simcoe. Enormous and deep lot. Very private. Discover paradise on this expansive waterfront lot with 135 feet of frontage along Lake Simcoe shore. Prime Location: Wake up to breathtaking lake views and enjoy direct water access. Sunsets over

Listed by: Anton Muzychka ,Right At Home Realty (416) 890-5677
House for sale: 115 LAKESHORE ROAD W, Oro-Medonte

25 photos

$899,000

115 Lakeshore Road W, Oro-Medonte (Rural Oro-Medonte), Ontario L0L 2E0

1 beds
1 baths
75 days

Cross Streets: Line 7 South/Lakeshore Rd. W. ** Directions: Oro-Medonte 5th Line S/Lakeshore Rd. W. Waterfront Escape on Lake Simcoe. Set on a 50 Ft. by 202 Ft. waterfront lot located in desirable Oro-Medonte, this winterized cottage combines rustic charm with great potential. The open-concept

Listed by: Lily Cadeau ,Coldwell Banker The Real Estate Centre (705) 722-8191
155 RIVEREDGE DRIVE, Georgina
Vacant land

4 photos

$599,900

155 Riveredge Drive, Georgina (Keswick North), Ontario L4P 2P4

79 days

Cross Streets: Woodbine & Riveredge. ** Directions: None. **Attention Builders/Investors** Large, Private Direct Waterfront 50X250 Feet Lot on River with access to Lake Simcoe, Build Your Dream Home with Exisiting Dock (as is) to park Your Own Boat, Survey Available and Architectural Drawings

Listed by: Jannie Lam ,Re/max Crossroads Realty Inc. (416) 720-1831
B40178 SHORE ROAD, Brock
Vacant land

22 photos

$698,000

B40178 Shore Road, Brock (Rural Brock), Ontario L0K 1A0

82 days

Centre Rd & Shore Rd Allowance Seize a rare opportunity to own 75 acres of pristine Thorah Island, with over 4,300 feet of natural west-facing shoreline on Lake Simcoe. This freehold parcel delivers unobstructed sunrise and sunset views, sheltered swimming, kayaking, boating, and year-round

House for sale: B24240 THORAH PARK BOULEVARD, Brock

15 photos

$1,399,000

B24240 Thorah Park Boulevard, Brock (Beaverton), Ontario L0K 1A0

3 beds
2 baths
80 days

Durham 23 & Hwy 48 Permanent Vacation Starts Here! Live The Lakefront Dream 365 Days A Year On Lake Simcoe!The Home: 2,354 Sq. Ft. Of Pure Custom Luxury (Built In 1998, Fully Modernized). Features Maple Plank Floors, A Custom Baker Oak Kitchen, And A Soaring Living Room. The Suite: Ultimate

Listed by: Karen Zhang ,Homelife New World Realty Inc. (416) 490-1177
B8 SOUTH CENTRE ROAD, Brock
Vacant land

22 photos

$498,000

B8 South Centre Road, Brock (Rural Brock), Ontario L0K 1A0

55 days

Simcoe / Mara Rd / Thorah Island Discover An Extraordinary Opportunity To Own Nearly 70 Acres Of Waterfront Paradise On Thorah Island, Just 4 Km From The Mainland And Approximately 90 Minutes From Toronto. With An Expansive South West-Facing Shoreline Overlooking Lake Simcoe, This Remarkable

LOT 90 IRVING DRIVE, Georgina
Vacant land

13 photos

$149,800

Lot 90 Irving Drive, Georgina (Pefferlaw), Ontario L0E 1N0

39 days

Riverview Beach Rd / Irving Rd Attention Builders, Investors, or Home Buyers looking for a waterfront residential/recreational lot. A truly special waterfront vacant lot in Pefferlaw, Georgina. ~65 ft x ~258 ft lot at a quiet dead end street with deep lot backing onto a canal with direct access

Listed by: Raymond So ,Real One Realty Inc. (905) 597-8511
House for sale: 2289 LAKESHORE ROAD E, Oro-Medonte

48 photos

$1,690,000

2289 Lakeshore Road E, Oro-Medonte (Rural Oro-Medonte), Ontario L0L 1T0

3 beds
3 baths
26 days

Cross Streets: Hwy 11/Line 11. ** Directions: HWY 11 to S Line 11 to Lake. Enjoy 60 feet of crystal-clear Lake Simcoe waterfront with a shallow, rocky shoreline, ideal for swimming, boating, and family fun. Perfectly positioned to capture stunning eastern views across the lake and picturesque

House for sale: 2683 LAKESHORE ROAD E, Oro-Medonte

50 photos

$2,100,000

2683 Lakeshore Road E, Oro-Medonte (Rural Oro-Medonte), Ontario L0L 1T0

3 beds
3 baths
93 days

Cross Streets: Line 14 south/Lakeshore. ** Directions: Oro Line 14 So to Lakeshore Rd. "Welcome to your private lakeside retreat on the serene shores of Carthew Bay. Perfectly positioned to capture Muskoka-like views, this exceptional waterfront property offers a rare opportunity to enjoy pristine

Drita Bruci,Housspro Dl Realty
Listed by: Drita Bruci ,Housspro Dl Realty (416) 318-8452
House for sale: 2617 LEONARD STREET, Innisfil

36 photos

$1,590,000

2617 Leonard Street, Innisfil (Rural Innisfil), Ontario L9S 3V3

4 beds
2 baths
93 days

Cross Streets: Con 10/Leonard. ** Directions: CON 10 TO LAKE RIGHT TO SIGN. This lovely lakeside retreat blends timeless charm with relaxed waterfront living, offering stunning water views and direct access to your own hard-packed sandy beach with crystal-clear water. Featuring 4 bedrooms and

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 21 BEAVER TRAIL, Ramara

35 photos

$898,000

21 Beaver Trail, Ramara (Rural Ramara), Ontario L0K 1B0

3 beds
2 baths
52 days

Cross Streets: HWY 12/ Lagoon City. ** Directions: HWY 12/Brechin/West at Lagoon City entrance/right on Laguna Pkwy/2nd complex on right/Woodland Shores 1. The Ultimate Cottage or Home Package! Absolutely everything you see is included!! Even the Boat! Desired Lagoon City on a Cul de Sac location.

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 209 BAY STREET, Oro-Medonte

42 photos

$4,490,000

209 Bay Street, Oro-Medonte (Shanty Bay), Ontario L0L 2L0

5 beds
5 baths
47 days

Cross Streets: Ridge/Line 2. ** Directions: Ridge Road to Line 2 South To Bay. 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

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 3209 SUMMER PLACE, Innisfil

50 photos

$5,590,000

3209 Summer Place, Innisfil (Rural Innisfil), Ontario L9S 3B8

8 beds
9 baths
37 days

Cross Streets: Mapleview Drive and Fleming Blvd. ** Directions: Mapleview Dr to Fleming Blvd to Summer Place. Discover a rare opportunity to own an exceptional waterfront family estate on the prestigious Summer Place shoreline. Set on approximately 2.14 acres with 102 feet of private sandy

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 101 HEDGE ROAD, Georgina

50 photos

$1,329,000

101 Hedge Road, Georgina (Sutton & Jackson's Point), Ontario L0E 1L0

4 beds
2 baths
26 days

Hedge Rd & Lake Dr E 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

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 1031 WISKER AVENUE, Innisfil

50 photos

$2,888,000

1031 Wisker Avenue, Innisfil (Lefroy), Ontario L0L 1C0

5 beds
3 baths
26 days

Isabella/Wisker Unbelievable opportunity to own a stunning, fully renovated (2023) five-bedroom waterfront home on a massive 138' x 141' double lot in one of the most coveted sections of Innisfil, Ontario. This modern retreat offers an open-concept layout with a contemporary kitchen featuring

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 211 MOON POINT DRIVE, Oro-Medonte

24 photos

$1,159,000

211 Moon Point Drive, Oro-Medonte (Rural Oro-Medonte), Ontario L3V 6H1

4 beds
2 baths
6 days

Cross Streets: Woodland Dr, Moon Point. ** Directions: Highway 11 Memorial Woodland Moon Point Sign. Beautiful, Bright and Beaming Bungalow Boasts a Bounty of Breathtaking Views from Fifty Feet on Lake Simcoe Waterfront just an hours Jump from Toronto, a quick Skip to Barrie, or wee Hop to

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 1775 RIDGE ROAD W, Oro-Medonte

28 photos

$37,000,000

1775 Ridge Road W, Oro-Medonte (Shanty Bay), Ontario L0L 2L0

8 beds
11 baths
148 days

Hwy 11/Oro 3 sth to Ridge Rd Welcome to this exquisite waterfront estate nestled on sprawling 10 acres. The palatial mansion is truly a masterpiece, offering breathtaking vistas of Kempenfelt Bay on Lake Simcoe. Boasting expansive views of blue water, complemented by a range of luxe amenities.

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 24410 THORAH PARK BOULEVARD, Brock

41 photos

$2,728,888

24410 Thorah Park Boulevard, Brock (Rural Brock), Ontario L0K 1A0

4 beds
3 baths
64 days

Cross Streets: Durham 23 to Thorah Park Blvd. ** Directions: Proceed on HWY 48 to HWY 23 north and exit onto Thorah Park Blvd. ALL BRAND-NEW FURNITURE IS INCLUDED IN THE PRICE. Don't miss out on this one-of-a-kind Custom-built Tarion warrantied waterfront property with newly constructed boathouse!

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 16 GARDEN GATE, Brock

44 photos

$4,700,000

16 Garden Gate, Brock (Rural Brock), Ontario L0K 1A0

5 beds
6 baths
144 days

Maple Beach Road & Garden Gate Exquisite waterfront estate with 174 ft of frontage on Lake Simcoe. Stunning panoramic sunset views! Masterfully renovated in 2023, this French country-style bungalow boasts over 6000 sq ft of finished living space, 5 bedrooms, 6 bathrooms & an oversized attached

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Row / Townhouse for sale: 125 - 317 BROWARD WAY, Innisfil

50 photos

$1,299,900

125 - 317 Broward Way, Innisfil (Rural Innisfil), Ontario L9S 0M6

2 beds
3 baths
142 days

Cross Streets: Sea Ray and Donzi. ** Directions: Sea Ray to Donzi to Broward. This spacious 1,455 square foot condo townhome offers a relaxing waterfront lifestyle with exclusive marina views and access to Friday Harbour's full suite of resort amenities. Featuring two bedrooms and two-and-a-half

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
3 DAVY POINT CIRCLE, Georgina

31 photos

$1,059,000

3 Davy Point Circle, Georgina (Historic Lakeshore Communities), Ontario L4P 3H1

3 beds
3 baths
54 days

Cross Streets: Lake Dr N. ** Directions: Lake Drive to Davy Point Circle (off Woodbine). Enjoy Cottage Lifestyle on Lake Simcoe with Spectacular Views and Sunsets! Luxury Waterfront Property! Tastefully Renovated From Top To Bottom! New Kitchen. Open Concept Living/Dining Area With Floor To

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 1689 CHIEF JOSEPH SNAKE ROAD, Georgina Islands

50 photos

$349,000

1689 Chief Joseph Snake Road, Georgina Islands (Georgina Island), Ontario L0E 1R0

3 beds
1 baths
192 days

Cross Streets: North End Chief Joseph Snake. ** Directions: Ferry to Chief Joseph Snake Rd. Gorgeous log cabin waterfront on Lake Simcoe on leased land within 1 hour from Toronto and the GTA. Your dream getaway awaits you. This cottage has been extremely well maintained and improved with newer

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 2032 LAKESHORE DRIVE, Ramara

49 photos

$1,498,000

2032 Lakeshore Drive, Ramara (Rural Ramara), Ontario L0K 1B0

5 beds
4 baths
52 days

Cross Streets: Lakeshore Dr & Concession Rd 1. ** Directions: GPS it!. Spectacular Family Cottage with 78ft of Perfect West Facing Lake Simcoe Shoreline. Just a One Hour Drive From the Eastern End of the GTA. The Cottage Includes a 1/11 Ownership in Parcel 2023 Lakeshore Dr.(yearly maintenance

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 3528 GLENHAVEN BEACH ROAD, Innisfil

34 photos

$1,540,000

3528 Glenhaven Beach Road, Innisfil (Rural Innisfil), Ontario L9S 2Z3

3 beds
2 baths
64 days

Cross Streets: Big Bay Point/13th Line. ** Directions: Big Bay Point to 13th Line to Glenhaven Rd. An absolutely charming home located in sought-after Desirable area. A must see. With a Deeded Waterfront Beach Lot on Lake Simcoe. Located Across the road from this completely transformed Elegant

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Row / Townhouse for sale: 35 - 21 LAGUNA PARKWAY, Ramara

35 photos

$437,000

35 - 21 Laguna Parkway, Ramara (Brechin), Ontario L0K 1B0

3 beds
3 baths
55 days

Cross Streets: Laguna Pkwy / Simcoe Rd/Hwy 12. ** Directions: Hwy 12 / Ramara Rd 47 / Laguna Pkwy. Welcome to waterfront living in beautiful Lagoon City! This stunning 3-bedroom, 3-bathroom townhome offers the perfect blend of year-round comfort and cottage-style charm. Bright and airy with

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 2644 LAKESHORE DRIVE, Ramara

50 photos

$899,000

2644 Lakeshore Drive, Ramara (Rural Ramara), Ontario L0K 1B0

3 beds
1 baths
167 days

Hwy 12 to Ramara Rd. 47 Turn West to Lakeshore Dr. To The Sign Your Direct Lakefront Cottage With Spectacular West Exposure, Sunsets Are Waiting and Crystal Clear Water! With Sand Bottom Incredible For Those Likes Long Days In The Sun. Close To Shopping & Amenities.Metal Roof, Vinyl Siding,

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 3794 MULEY POINT LANE, Ramara

50 photos

$1,049,000

3794 Muley Point Lane, Ramara (Rural Ramara), Ontario L3V 6H7

4 beds
3 baths
103 days

Cross Streets: Hwy 12 & Muley Pt Rd. ** Directions: Hwy 12 to Muley Pt Rd to Muley Pt lane. Welcome to this beautiful waterfront home with its own sandy beach on Lake Simcoe. Dock your boat in your backyard and sail off to anywhere in the world. Watch beautiful sunsets on lake simcoe from most

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 113 MINNETONKA ROAD, Innisfil

44 photos

$2,495,000

113 Minnetonka Road, Innisfil (Rural Innisfil), Ontario L9S 2V8

3 beds
1 baths
79 days

Cross Streets: big bay/30th. ** Directions: Big Bay Point rd, right on 30th side road to Lake. House is on the right corner of Minnetonka and 30th sideroad. MOVE IN TOMORROW FULLY FURNISHED! Beautiful Waterfront Property in Big Bay Point! Over 1/2 acre with unobstructed views of Lake Simcoe

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668

Lake Simcoe waterfront: practical guidance for buyers, investors, and cottage seekers

Lake Simcoe waterfront remains one of Ontario's most sought-after cottage and commuter-lifestyle markets. From year-round homes in Georgina to classic cottages in Ramara and premium estates along Oro-Medonte's Eight Mile Point, you'll find a wide range of shorelines, lot types, and municipal rules. Below is an experienced, Ontario-specific overview to help you evaluate properties, manage risk, and position yourself for strong enjoyment and resale.

Where you're buying: micro-markets around the lake

Each shoreline carries its own pricing, rules, and feel. Georgina's Lake Drive corridor offers quick 404 access and postal clusters such as L4P 3E9 in Keswick, while Oro-Medonte's Eight Mile Point Road delivers deeper lots and privacy. Ramara includes canal-style communities like Lagoon City (a good entry point to boating life), and Beaverton features larger frontages with a quieter pace. Orillia's proximity to amenities and the Atherley Narrows connection to Lake Couchiching adds four-season practicality.

For canal living and comparative pricing, scan current listings in Lagoon City on Lake Simcoe. If you're researching raw land and severance potential, review Lake Simcoe land opportunities on KeyHomes.ca to understand setbacks and conservation overlays before you buy.

As a population benchmark when weighing community services and scale, consider that smaller Ontario lakeside areas like Ennismore (near the Kawarthas) have populations in the low thousands; search “ennismore ontario population” for the latest census. By contrast, Lake Simcoe towns such as Georgina, Innisfil, and Orillia provide broader amenity bases, which can support resale demand.

Zoning, shoreline and conservation rules

Shoreline properties often involve layered authorities: municipal zoning (e.g., Georgina, Innisfil, Oro-Medonte, Ramara, Brock), the Lake Simcoe Region Conservation Authority (LSRCA) or Nottawasaga Valley Conservation Authority (NVCA), and provincial frameworks. Expect site plan control along the waterfront, limits on lot coverage, and vegetation protection zones. Many municipalities restrict new over-water boathouses; existing structures may be “legal non-conforming” but still require permits for repair or expansion. Always obtain written confirmation on legal status before budgeting renovations.

If a boathouse is central to your plans, compare configurations and bylaws while browsing Lake Simcoe waterfront properties with boathouses. For sandy frontage comparisons, reference beachfront listings on Lake Simcoe, noting that some sand bars shift seasonally and with water levels.

Utilities, septic and wells: what to inspect

Not all Lake Simcoe waterfront is on municipal services. Many cottages rely on wells and private septics. Have a licensed inspector review the septic (often a Class 4 system) and confirm tank age, size, and location relative to setbacks and the high-water mark. Pumping records and a camera inspection of the weeping bed are prudent. For wells, a potability test and flow-rate benchmark (consider 5 gpm as a practical target for typical cottage use) help avoid surprises.

Water lines from the lake and heat-traced systems require winterization. Converting a three-season cottage to four-season use typically demands permits, insulation upgrades, and sometimes structural adjustments; conservation oversight can affect additions. Do not assume you can expand simply because neighbouring homes did so in the past.

Financing and insurance nuances

For a second home, many buyers use a minimum 20% down payment; CMHC rules for secondary properties and rental usage can shift, so confirm current insurer criteria. Lenders may request a water potability test, WETT inspection for a wood stove, and proof of year-round access if you're seeking “primary residence” rates.

Flood and overland water coverage varies by insurer and location. Premiums reflect distance to the shoreline, elevation, and claims history. In some cases, lenders hold back a portion of funds pending septic remediation or safety upgrades. If you are counting on short-term rental (STR) income to support debt service, verify whether your lender will accept STR projections—they often won't without a track record and appropriate licensing.

Short-term rentals and use restrictions

STR rules vary municipality-by-municipality and can change. Some areas of Georgina, Innisfil, Ramara, and Oro-Medonte require licensing, safety inspections, caps, or minimum-night stays; others may restrict STRs in certain zones. If you plan to rent, treat licensing and zoning verification as a condition of your offer. KeyHomes.ca maintains up-to-date market data and can connect you with local professionals who track bylaw changes, helping you avoid post-closing surprises.

Lake Simcoe waterfront for sale: evaluating property types and value drivers

Value pivots on frontage width, water depth, exposure (sunset/sunrise), shoreline type (rock, sand, marl), privacy, and navigational access. Along Lake Drive in Georgina, you'll see a mix of historic cottages and newer builds, often on narrower lots; premium sales skew to renovated, fully winterized homes with robust shoreline protection. In Oro-Medonte's Eight Mile Point Road area, deeper lots and estate properties often command higher prices, particularly with unobstructed sunset exposure and high-quality docks.

Consider the Atherley Narrows and Trent-Severn connection, which draw boaters seeking access to Lake Couchiching and beyond. If you're weighing nearby alternatives or price spreads, review Lake Couchiching waterfront inventory on KeyHomes.ca; some buyers find similar boating with different tax and pricing profiles.

Seasonality and market timing

Inventory peaks in late spring to midsummer, when waterfront shows best. Winter listings can offer negotiation room, but access and inspections are trickier (frozen water lines, snow-covered roofs). Appraisers consider reliable comparables; off-season sales may lean on older summer data, which can elongate appraisal reviews. Fisherfolk and snowmobilers like shoulder-season purchases, but ensure safe shoreline access; ice conditions vary annually.

Investors should note that rental demand is highest June–September, with shoulder-season bookings tied to hot tubs, saunas, or proximity to towns like Orillia and Barrie. STR income tapers during freeze-up and thaw periods when neither boating nor safe ice is available.

Resale potential and risk management

Resale strength increases with year-round road maintenance, municipal services, compliant septic systems, and quality shoreline works. South- and west-facing exposures with deep, weed-light water typically re-sell quickly. Properties marketed as “teardowns” can perform well if zoning allows a future build that fits buyer demand in that area.

Be cautious with “abandoned waterfront homes for sale.” True abandonment is rare; many such properties are estate sales or power-of-sale situations. Ontario's power-of-sale process limits seller representations, shifting diligence to the buyer. Budget for environmental testing, demolition quotes, and confirmation that you can rebuild at your desired footprint under current zoning and conservation rules.

Lifestyle and access considerations

Commuters value the 404 to Georgina and Highway 11 to Oro-Medonte/Ramara; GO Transit in Barrie and Bradford expands options. The Trent-Severn Waterway access via the Narrows enables extended cruising. Weed growth varies—bays and canals (e.g., parts of Ramara) can require more weed management than rocky points. Noise can be higher near public beaches and marinas, so walk the area on a sunny weekend before finalizing an offer.

If you're surveying broader Ontario lake options for comparison shopping, KeyHomes.ca offers data on the Kawarthas, including Balsam Lake waterfront and Sturgeon Lake properties. For Southern Ontario benchmarks, explore Lake St. Clair waterfront markets. Even national comparisons can inform value expectations—see British Columbia examples like Shuswap Lake and Cowichan Lake to understand how shoreline type and zoning impact pricing.

Address and corridor notes: Lake Drive Georgina, Eight Mile Point, and postal clusters

On Lake Drive Georgina, study road ownership and setbacks; some stretches are close to the water with limited parking. Confirm whether you're on private, seasonal, or municipally maintained roads. In Oro-Medonte's Eight Mile Point Road area, expect estate-scale parcels; geological features can constrain dock and boathouse plans, making pre-offer conservation consultations wise.

Postal clusters like L4P 3E9 in Keswick can aid in hyper-local comparable analysis and insurance quoting. Insurers will price differently for two homes with similar square footage if one sits within a higher-risk flood mapping cell or on a private, unassumed road.

Due diligence checklist before you offer

  • Title and surveys: confirm lot lines, shore road allowance status, and any encroachments or easements.
  • Regulatory: obtain zoning compliance and written guidance from LSRCA/NVCA for additions, shoreline works, or tree removal.
  • Septic and water: schedule inspections, pump-outs, and potability/flow tests; verify winterization details.
  • Structures: validate legal non-conforming status for boathouses, bunkies, and shoreline decks.
  • Access and services: confirm year-round road maintenance, hydro capacity, internet options, and waste collection.
  • Insurance and financing: pre-quote premiums; clarify lender requirements for seasonal vs. four-season use and any holdbacks.
  • Market data: pull micro-market comparables (e.g., Lake Drive, Eight Mile Point, Beaverton) and track seasonal pricing swings.

For current inventory across “waterfront homes for sale Lake Simcoe” and to compare “waterfront properties for sale in Simcoe County” with adjacent lakes, KeyHomes.ca offers mapped searches and local expertise. If your search expands to adjacent shorelines, you can also review curated segments such as Lake Simcoe beach-front and, for boaters prioritizing enclosed moorage, revisit boathouse-enabled properties.