Lake Simcoe Waterfront Homes

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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
37 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: 1895 SIMCOE Boulevard, Innisfil

41 photos

$1,480,000

1895 Simcoe Boulevard, Innisfil, Ontario L9S 4N3

3 beds
2 baths
96 days

Take 7th Line, Turn Left on Simcoe Blvd Welcome to your lakeside on beautiful Lake Simcoe, tucked away on the quiet, dead-end street of Simcoe Blvd awaiting your personal touches.This exceptional waterfront property features 50 feet of clean, sandy, hard-bottom shoreline, perfect for swimming

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 523 LAKE DRIVE E, Georgina

37 photos

$1,399,000

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

4 beds
3 baths
9 days

Lake Dr E / Montsell Ave Welcome To An Exquisite, Private Executive Bungalow In Highly Sought-After Willow Beach. This Stunning Home Boasts Unparalleled Waterfront Views, Complete With A Secluded Gated Waterfront With Lush Grass And multiple Year-Round water Activities On Lake Simcoe. Set Amidst

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 229 LAKE DRIVE N, Georgina

41 photos

$2,099,000

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

4 beds
3 baths
14 days

Lake Dr N & High Gwillim Dr Welcome To The One You Have Been Waiting For... Your Dream Indirect Waterfront Compound Featuring A 26'x28' Oversized Finished Garage With 2 Offices + 4-Piece Bath And A Irreplicable 25'x36' Dry Boathouse. Stepping Down To The Western Facing Waterfront You Will Find

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 183 LAKE DRIVE N, Georgina

50 photos

$1,649,000

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

3 beds
2 baths
39 days

Cross Streets: Lake Dr N & Old Homestead Rd. ** Directions: Metro Rd N and Old Homestead Rd. This is your new Lifestyle Home, times are changing and so is this home's ability to keep the family happily together! In-laws, friends or family, This home features a beautiful Guest House ready

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 127 LAKE DRIVE N, Georgina

40 photos

$1,280,000

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

4 beds
4 baths
69 days

Lake Dr N/Old Homestead Rd Incredible Opportunity To Own Deeded Indirect Waterfront On Prestigious Lake Dr W/Prime Westerly Sunsets.The Lake Simcoe is celebrated for its rich fishing ecosystem, hosting species such as bass, trout, pike, and more. Whether you prefer fishing, ice fishing in winter,

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 1895 SIMCOE BOULEVARD, Innisfil

36 photos

$1,480,000

1895 Simcoe Boulevard, Innisfil (Alcona), Ontario L9S 4N3

3 beds
2 baths
98 days

Cross Streets: 7th Line, Simcoe Blvd. ** Directions: Take 7th Line, Turn Left on Simcoe Blvd. Welcome to your lakeside on beautiful Lake Simcoe, tucked away on the quiet, dead-end street of Simcoe Blvd awaiting your personal touches. This exceptional waterfront property features 50 feet of

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 515 LAKE DRIVE E, Georgina

50 photos

$3,980,000

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

7 beds
7 baths
49 days

Cross Streets: Lake Dr East and Kennedy Rd. ** Directions: Take Kennedy Rd north to Lake Dr East turn east to 515 Lake Dr E Georgina. Experience the pinnacle of luxury lakefront living on Lake Simcoes sought-after south shore. Set on 3.28 acres, Zoned R2 with possible future potential, this

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 67 LAKE AVENUE, Ramara

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$638,000

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

3 beds
1 baths
36 days

Cross Streets: Hwy 12 / Ramara Rd 47 / Simcoe Rd / Lake Ave. ** Directions: Hwy 12 / Ramara Rd 47 / Lake Avenue. Introducing 67 Lake Avenue, a canal waterfront bungalow property nestled in the sought-after Lagoon City community. This beautifully maintained Viceroy home features landscaped gardens

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 34 SIMCOE ROAD, Ramara

19 photos

$699,900

34 Simcoe Road, Ramara (Rural Ramara), Ontario L0K 1B0

3 beds
2 baths
43 days

Cross Streets: Simcoe Rd and Lake Ave. ** Directions: Hwy 12 to Simcoe Rd, head west to address. Waterfront Living in Lagoon City on Lake Simcoe. Welcome to this charming 3 bedroom, 2 bathroom home nestled in the sought-after community of Lagoon City. Offering comfort and convenience, this

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 47 LAKE AVENUE, Ramara

39 photos

$899,000

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

4 beds
3 baths
53 days

HWY 12/Simcoe Rd/Lake Ave Looking for your forever home or cottage retreat? This waterfront gem is perfectly situated on one of the canals leading directly to Lake Simcoe, offering the ultimate balance of relaxation and recreation. Featuring 4 bedrooms and 3 bathrooms, this home showcases a

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Row / Townhouse for sale: 983 LAKE DRIVE E, Georgina

40 photos

$749,900

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

2 beds
3 baths
25 days

Cross Streets: Lake Dr E/ Dalton Road. ** Directions: Lake Dr E/Dalton Road. Discover this stunning executive freehold townhouse, ideally situated in Jackson's Point. This bright end unit offers the perfect blend of comfort and convenience, within walking distance to Lake Simcoe, The Briars

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
47 PARADISE BOULEVARD, Ramara

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$499,900

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

0 beds
0 baths
239 days

Cross Streets: Lake Simcoe/Hwy. 12 /Brechin. ** Directions: Northbound on Hwy 12/Left at Ramara Rd. 47/Follow Simcoe Rd./Right at Laguna Pkwy. Left at Paradise Blvd. Lot is on left. Now Is Your Chance To Build Your Dream Home On This Rare Waterfront Building Lot In The Year Round Waterfront

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
76 TURTLE PATH, Ramara

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$389,000

76 Turtle Path, Ramara (Brechin), Ontario L0K 1B0

0 beds
0 baths
71 days

Cross Streets: Hwy 12/Brechin/Lagoon City/Lake Simcoe. ** Directions: Hwy 12/Simcoe Rd./Laguna Pkwy./Poplar Cres./Turtle Path. Beautiful Rare Waterfront Building Lot Located In An Area Of Fine Waterfront Homes. Lagoon City Is An Active Vibrant Year Round Community With Private Park & Sandy

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 2762 LONE BIRCH TRAIL, Ramara

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$879,000

2762 Lone Birch Trail, Ramara (Brechin), Ontario L0K 1B0

4 beds
1 baths
60 days

Cross Streets: Ramara Rd 47 (Simcoe Rd) and Lone Birch Trail. ** Directions: Hwy 12 to Ramara Rd 47 (Simcoe Rd) Then turn south onto Lone Birch Trail. Year-Round Beachside Bungalow with Stunning Lake Simcoe Views! Enjoy sandy shores and swim-friendly waters just steps from your door--perfect

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Row / Townhouse for sale: 12 DAVY POINT CIRCLE, Georgina

37 photos

$979,000

12 Davy Point Circle, Georgina (Historic Lakeshore Communities), Ontario L4P 3H2

4 beds
3 baths
93 days

Cross Streets: Metro Rd & Church St. ** Directions: Church St to Lake Drive to Davy Point Circle. Welcome to 12 Davy Point Circle! Discover this Stunning, 3 Story, Direct Waterfront Townhome Corner Unit, Offering Breathtaking Lake Views from Multiple Vantage Points. Nestled in a Private Enclave

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 53 POPLAR CRESCENT, Ramara

12 photos

$1

53 Poplar Crescent, Ramara (Brechin), Ontario L0K 1B0

3 beds
2 baths
113 days

Hwy 12/Lake Simcoe Lagoon City This rare-to-find lakeside property offers outstanding investment potential, capable of generating up to $10,000 per month in rental income. The current owner holds a valid Short-Term Rental Licence issued by the Township of Ramara, making this a true turnkey

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 2730 LONE BIRCH TRAIL N, Ramara

36 photos

$929,000

2730 Lone Birch Trail N, Ramara (Rural Ramara), Ontario L0K 1B0

3 beds
1 baths
24 days

Cross Streets: Hwy 12 / Simcoe Rd. ** Directions: Hwy 12/Simcoe County Rd. Lone Birch Tr. LAKE SIMCOE: Autumn Bliss on Lone Birch Trail Your Lakeside Retreat with 50 Feet of Direct Waterfront Welcome to Lone Birch Trail, Where Crisp Fall Air meets the Tranquil Waters of Lake Simcoe-a cozy,

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 104 THE STEPS ROAD, Ramara

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$1,350,000

104 The Steps Road, Ramara (Brechin), Ontario L0K 1B0

5 beds
3 baths
31 days

Cross Streets: The Steps/Ridge. ** Directions: Simcoe Rd/The Steps/Ridge. Your Own Private Beach on Lake Simcoe! Experience waterfront living at its best with this beautifully renovated Lake Simcoe home, complete with your own private beach. Relax on the front porch or right on the sand as

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 2762 LONE BIRCH Trail, Brechin

24 photos

$879,000

2762 Lone Birch Trail, Brechin, Ontario L0K 1B0

4 beds
1 baths
59 days

HWY 12 to Ramara Rd 47 (Simcoe Rd) Then turn south onto Lone Birch Trail Year-Round Beachside Bungalow with Stunning Lake Simcoe Views! Enjoy sandy shores and swim-friendly waters just steps from your door--perfect for year-round enjoyment! This solid, well-maintained bungalow features a clean,

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 2592 LAKESHORE DRIVE, Ramara

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$849,649

2592 Lakeshore Drive, Ramara (Brechin), Ontario L0K 1B0

3 beds
1 baths
77 days

Cross Streets: Brechin/Hwy 12/Simcoe Rd. ** Directions: Simcoe Rd./Lakeshore Dr. Beautiful Lake Simcoe at Your Door Offering Stunning Sunsets and Excellent Swimming Right Out Front. This Cozy Cottage Known as "Leisure Lodge" Has Been Family-Owned for Over 44 Years and Features 3 Bedrooms, Creating

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

30 photos

$1,099,000

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

3 beds
3 baths
48 days

Cross Streets: Lake Dr N. ** Directions: Lake Drive to Davy Point Circle (off Woodbine Ave). 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

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 21 PINERY LANE, Georgina

39 photos

$1,999,000

21 Pinery Lane, Georgina (Sutton & Jackson's Point), Ontario L0E 1L0

3 beds
2 baths
102 days

Lake Dr E & Hedge Rd Welcome To Your Haven Of Tranquility, Where 60 Feet Of Pristine Shoreline Meets The Calm, Crystal-Clear Waters Of Lake Simcoe. From The Moment You Step Inside, You'll Be Captivated By The Expansive Windows And Glass Sliding Doors That Frame Breathtaking, Panoramic Lake

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 30 HEDGE ROAD, Georgina

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$3,495,000

30 Hedge Road, Georgina (Sutton & Jackson's Point), Ontario L0E 1R0

5 beds
4 baths
98 days

Lake Dr E / Hedge Rd Welcome to the coveted and historic Hedge Road community, where timeless elegance meets serene lakefront living. This one-of-a-kind property offers 178' of private Lake Simcoe shoreline on a mature 1/2 acre lot, providing unmatched seclusion, breathtaking views, and a tranquil

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Row / Townhouse for sale: UNIT 14 - 1 PARADISE BOULEVARD, Ramara

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$489,000

Unit 14 - 1 Paradise Boulevard, Ramara (Rural Ramara), Ontario L0K 1B0

2 beds
2 baths
60 days

Cross Streets: Hwy. 12/Ramara Rd. 47/Lagoon City. ** Directions: Hwy. 12/Simcoe Rd./Laguna Pkwy. Paradise Bld. Don't Let this Extraordinary Opportunity Slip Away - Claim Your Piece of Paradise with a Stunning Waterfront Condominium that Offers an Unparalleled View of Harbour Lagoon and Lake

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 1481 BEAVER ROAD, Georgina Islands

48 photos

$299,900

1481 Beaver Road, Georgina Islands (Georgina Island), Ontario L0E 1R0

3 beds
2 baths
17 days

Cross Streets: Beaver Road + Chief Joseph Snake Road. ** Directions: Go to Lake Simcoe Ferry, cross to Georgina Island, take Chief Joseph Snake Road north to Beaver Road. 5 REASONS YOU'LL LOVE THIS HOME! 1) THE PICTURESQUE PROPERTY - This charming cottage features a spacious, well-kept yard,

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 19 OLIVE Crescent, Orillia

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$1,250,000

19 Olive Crescent, Orillia, Ontario L3V 1E9

3 beds
2 baths
4 days

High Street and turn right on Olive Crescent WATERFRONT, WATERFRONT, WATERFRONT! Welcome to one of Orillia's most sought-after stretches of waterfront on Lake Simcoe. This rare, deep lot (over 200 ft) features pristine, clean, and shallow water that extends out with a shoreline more than 70

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 1 CEDARHURST PARK, Georgina

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$1,499,000

1 Cedarhurst Park, Georgina (Sutton & Jackson's Point), Ontario L0E 1L0

4 beds
3 baths
43 days

Cross Streets: Pinery Lane and Hedge Road. ** Directions: Lake Dr to Pinery to Cedarhurst Park. Welcome to this rare opportunity to own a direct waterfront property on beautiful Lake Simcoe. Nestled in a private setting, this unique three-bedroom home is designed to take full advantage of its

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 3994 GUEST ROAD, Innisfil

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$1,980,000

3994 Guest Road, Innisfil (Rural Innisfil), Ontario L9S 2T4

5 beds
3 baths
111 days

Big Bay Point Rd/Guest Rd Experience luxury waterfront living in this fully renovated 4-season home with a detached 2-storey garage, ideally located in the prestigious Big Bay Point community on the western shores of Lake Simcoe. Surrounded by multi-million dollar estates and just minutes to

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 39 TURTLE PATH, Ramara

47 photos

$799,900

39 Turtle Path, Ramara (Rural Ramara), Ontario L0K 1B0

3 beds
2 baths
3 days

Cross Streets: Laguna Parkway and Poplar Cres. ** Directions: Simcoe St. To Laguna Parkway to Popular Cres. to Turtle Path. Charming 3-bdrm, 2-bath home perfectly situated on a picturesque pie-shaped lot with 50 feet of canal frontage and direct boating access to Lake Simcoe. Enjoy waterfront

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
310 TERRACE DRIVE, Georgina

18 photos

$420,000

310 Terrace Drive, Georgina (Keswick South), Ontario L4P 2Y8

0 beds
0 baths
17 days

Terrace Dr. And Lake Drive South Residential Lot. Utilities at Lot Line. Close to Lake Simcoe, Cooks Bay, Glenwood Beach Park and Public Boat Launch.Utilities at lot line. (id:27476)

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Apartment for sale: 611 - 90 ORCHARD POINT ROAD, Orillia

43 photos

$799,900

611 - 90 Orchard Point Road, Orillia (Orillia), Ontario L3V 1C6

2 beds
2 baths
11 days

Cross Streets: Atherley Rd & Orchard Point Rd. ** Directions: Atherley Rd. & Orchard Point Rd. Embrace the tranquility of refined cottage-style living on the pristine shores of Lake Simcoe in this beautifully curated 1+1 bedroom, 2-bathroom residence. Set within an exclusive, resort-inspired

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 47 EIGHT MILE POINT Road, Oro-Medonte

42 photos

$3,390,000

47 Eight Mile Point Road, Oro-Medonte, Ontario L3V 6H1

5 beds
4 baths
51 days

Hwy 11 to 14th Line South, left on Lakeshore to Eight Mile Point Road On a quiet, tree-lined crescent, this turnkey brick bungalow offers an exceptional lifestyle on one of Lake Simcoe’s most sought-after stretches of shoreline. 5 bedrooms, 4 bathrooms & a beautifully renovated bunkie

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

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$1,100,000

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

4 beds
3 baths
49 days

Cross Streets: Muley Pt Rd & Muley Pt Ln. ** Directions: Hwy 12 & Muley Point Rd. Beautiful 4 season waterfront home on Lake Simcoe. 10 minutes from the City of Orillia & Casino Rama. Hard to find such a flat levelled backyard to the sandy waterfront. Perfect for a family fun on the water and

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 178 MOORES BEACH ROAD, Georgina

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$3,499,900

178 Moores Beach Road, Georgina (Pefferlaw), Ontario L0E 1N0

5 beds
4 baths
157 days

Cross Streets: Moores Beach Road / Duclos Point Road. ** Directions: Hwy 48 to Duclos Point Rd., to Moores Beach Rd. Welcome to luxury waterfront living on Lake Simcoe. This custom-built 4,500sqft home sits at the end of a quiet dead-end street, offering unmatched privacy and breathtaking views.

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 3322 AMILIA DRIVE, Ramara

37 photos

$1,469,649

3322 Amilia Drive, Ramara (Rural Ramara), Ontario L0K 1B0

3 beds
2 baths
40 days

Cross Streets: Hwy. 12/Concession 7/Amilia Dr. ** Directions: Hwy 12/ Conc. 7/Amilia Dr. Lake Simcoe is Waiting For You in This Renovated Home Offering 3 Bedrooms, 2 Bathrooms and Sandy Beaches and Stunning Sunsets at Your Door. It is Located on a Year-round Road, Ready for You To Enjoy All

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 41 SUNNYPOINT DRIVE, Innisfil

31 photos

$1,749,000

41 Sunnypoint Drive, Innisfil (Rural Innisfil), Ontario L9S 2X4

4 beds
2 baths
37 days

Cross Streets: Big Bay Point Rd/ 25th Side Rd. ** Directions: End of Big Bay Point Dr. On the right side before the lake. Lake Simcoe Waterfront Opportunity. Rare offering with panoramic lake views and endless potential. Features a spacious living room with a cozy fireplace and multiple bedrooms

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 13 PINETREE COURT, Ramara

42 photos

$788,000

13 Pinetree Court, Ramara (Rural Ramara), Ontario L0K 1B0

3 beds
2 baths
12 days

Cross Streets: Laguna Parkway/Poplar Crest. ** Directions: Poplar Crescent and Pinetree court. Welcome to 13 Pinetree Court, a beautifully updated Lagoon City waterfront home featuring 3 bedrooms and 2 baths, located on a quiet cul-de-sac in the sought-after waterfront community of Lagoon City

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Row / Townhouse for sale: 4 - 1 OLIVE CRESCENT, Orillia

35 photos

$719,800

4 - 1 Olive Crescent, Orillia (Orillia), Ontario L3V 7N5

2 beds
3 baths
74 days

Cross Streets: West Street S & Olive Crescent. ** Directions: Directions:. Welcome to this rarely offered, beautifully upgraded end-unit waterfront townhouse condo-a perfect retreat for professionals, young couples, downsizers, or those seeking a peaceful getaway. With views of Lake Simcoe,

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Other for sale: 1623 CHIEF JOSEPH SNAKE ROAD, Georgina Islands

37 photos

$365,000

1623 Chief Joseph Snake Road, Georgina Islands (Georgina Island), Ontario L0E 1R0

2 beds
1 baths
60 days

Cross Streets: CHIEF JOSEPH SNAKE RD. ** Directions: FERRY TO GEORGINA ISLAND / STRAIGHT TO 1623 CHIEF JOSEPH SNAKE RD. Lakeside Retreat on Georgina Island Under 1 Hour from the GTA! Escape the hustle and bustle to your own serene getaway on beautiful Georgina Island. Just under an hour from

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 1557 HOUSTON AVENUE, Innisfil

26 photos

$1,148,000

1557 Houston Avenue, Innisfil (Rural Innisfil), Ontario L9S 4M6

3 beds
1 baths
49 days

6th Line & Houston Ave Spectacular Direct Waterfront Lot On Lake Simcoe! Discover This Rare 50 Ft. X 176 Ft. Property At The Highly Sought-After Big Cedar Point. Featuring A Seasonal 3-Bdrms, 1-Bath. Property Being Sold AS IS, With Incredible Potential To Renovate Or Build Your Custom Dream

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 183 LAKESHORE ROAD W, Oro-Medonte

50 photos

$2,999,900

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

4 beds
5 baths
31 days

Cross Streets: Line 6 S. ** Directions: 5 Line S to Lakeshore Road W. Welcome to this exquisite 4 Bedroom, 7 Bath executive home on Lake Simcoe in Oro-Medonte. This residence epitomizes lakeside living, offering easy access to Barrie and Orillia, & the boundless opportunities provided by Lake

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Apartment for sale: 80 ORCHARD POINT Road Unit# 604, Orillia

26 photos

$699,900

80 Orchard Point Road Unit# 604, Orillia, Ontario L3V 1C6

2 beds
2 baths
12 days

ON-12 S (signs for Atherley Road E) to Orchard Point Rd EXPERIENCE LUXURY LAKEFRONT LIVING AT THIS STUNNING CONDO FEATURING A LARGE BALCONY & HIGH-END FINISHES! Welcome to 80 Orchard Point Road #604, a stunning waterfront condo offering breathtaking views of Lake Simcoe! Step inside this sun-drenched,

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 122 BLUE HERON DRIVE, Georgina

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$1,325,000

122 Blue Heron Drive, Georgina (Virginia), Ontario L0E 1N0

3 beds
2 baths
9 days

Duclos Point Rd & Highway 48 Found At The End Of A Quiet Cul-De-Sac, This Well-Loved 4-Season Waterfront Home Has It All! Featuring A Seasonal Dock, Dry Boathouse, 3,500 Lb Boat Lift, Boat Storage Rack, 20x40 Detached Heated Workshop/Garage, And So Much More. The Workshop Includes A Line To

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

40 photos

$4,999,900

209 Bay Street Street, Shanty Bay, Ontario L0L 2L0

5 beds
5 baths
52 days

Highway 11 North or Ridge Road to Right on Line 2 South to Bay Street A rare opportunity to own a true waterfront retreat in the heart of Shanty Bay. Set on a quiet, dead-end street, this exceptional lakefront property offers almost 200 feet of south-facing shoreline with crystal-clear, deep

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 40586B SHORE RD ALLOWANCE ROAD, Brock

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$339,000

40586b Shore Rd Allowance Road, Brock (Rural Brock), Ontario L0K 1A0

4 beds
1 baths
94 days

Cross Streets: Shore Rd Allowance. ** Directions: 4km West from Beaverton Harbour. Welcome to your Ultimate Island Escape on beautiful Thorah Island, Lake Simcoe. This exceptional freehold waterfront property offers 93' feet of pristine shoreline, perfect for those seeking tranquility, recreation,

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 16 THICKETWOOD PLACE, Ramara

45 photos

$1,900,000

16 Thicketwood Place, Ramara (Rural Ramara), Ontario L0K 1B0

6 beds
5 baths
31 days

Hwy 12 to Muley Pt/ Hwy 20 Spectacular waterfront 4-Season home with great potential for 6-Figure Income on the lake Simcoe with just over 1/2 acre land, 5000+ sqft flr area (First flr area & bsmt finished area) & almost 100 ft water frontage. This architectural custom design w high ceilings,

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 2533 RIDGE ROAD W, Oro-Medonte

50 photos

$15,995,000

2533 Ridge Road W, Oro-Medonte (Rural Oro-Medonte), Ontario L0L 2L0

5 beds
6 baths
93 days

Cross Streets: Shanty Bay Rd. ** Directions: Shanty Bay Rd to Ridge Rd. 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

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Apartment for sale: 604 - 80 ORCHARD POINT ROAD, Orillia

26 photos

$699,900

604 - 80 Orchard Point Road, Orillia (Orillia), Ontario L3V 1C6

2 beds
2 baths
12 days

ON-12 S (signs for Atherley Road E) to Orchard Point Rd EXPERIENCE LUXURY LAKEFRONT LIVING AT THIS STUNNING CONDO FEATURING A LARGE BALCONY & HIGH-END FINISHES! Welcome to 80 Orchard Point Road #604, a stunning waterfront condo offering breathtaking views of Lake Simcoe! Step inside this sun-drenched,

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 4283 PLUM POINT Road, Ramara

21 photos

$1,100,000

4283 Plum Point Road, Ramara, Ontario L0K 2B0

2 beds
1 baths
30 days

Hwy 12 E to Plum Point Road. Head toward the end to 4283. On LHS. Bask in lakeside living on beautiful Lake Simcoe. This home sits on 60' frontage with an open concept kitchen/living/diniing area that flows to a large covered porch overlooking the water--perfect for that morning coffee +

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.