Lake Simcoe Waterfront Cottages

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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
71 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,

House for sale: 67 LAKE AVENUE, Ramara

32 photos

$638,000

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

3 beds
1 baths
39 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

Listed by: Karen Berends ,Forest Hill Real Estate Inc. (705) 985-6202
House for sale: 47 LAKE AVENUE, Ramara

39 photos

$899,000

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

4 beds
3 baths
56 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

House for sale: 19 OLIVE Crescent, Orillia

15 photos

$1,250,000

19 Olive Crescent, Orillia, Ontario L3V 1E9

3 beds
2 baths
7 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

Frank Leo,Re/max West Realty Inc.
Listed by: Frank Leo ,Re/max West Realty Inc. (416) 917-5466
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
96 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

Rose M. Sorbera,Red Apple Real Estate Inc.
Listed by: Rose M. Sorbera ,Red Apple Real Estate Inc. (905) 853-5955
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
50 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

Joanna Greer,Icloud Realty Ltd.
Listed by: Joanna Greer ,Icloud Realty Ltd. (416) 364-4776
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
19 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,

House for sale: 2592 LAKESHORE DRIVE, Ramara

23 photos

$849,649

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

3 beds
1 baths
79 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

Roger Gary Selman,Century 21 Lakeside Cove Realty Ltd.
Listed by: Roger Gary Selman ,Century 21 Lakeside Cove Realty Ltd. (705) 484-2121
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
27 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,

Kari Cipolla,Century 21 Lakeside Cove Realty Ltd.
Listed by: Kari Cipolla ,Century 21 Lakeside Cove Realty Ltd. (705) 484-2121
House for sale: 1031 WISKER AVENUE, Innisfil

50 photos

$3,600,000

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

5 beds
3 baths
28 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
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
13 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: 1557 HOUSTON AVENUE, Innisfil

26 photos

$1,148,000

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

3 beds
1 baths
51 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: 4787 BYERS LANE, Ramara

18 photos

$599,900

4787 Byers Lane, Ramara (Rural Ramara), Ontario L3V 0S1

3 beds
1 baths
97 days

Cross Streets: Byers lane and Whitney. ** Directions: Courtland to Whitney to Byers lane. Watch the gorgeous sunset from the deeded waterfront just seconds away across the lane. Large 80 X 191' lot. Ramara 3 br Cottage 1 hr 20 mins from Toronto. Just a 2 min walk to another clear sandy beach

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
3786 TUPPY DRIVE, Ramara

6 photos

$699,000

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

0 beds
0 baths
132 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

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
34 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
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
62 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: 41 SHIRLEA BOULEVARD, Georgina

32 photos

$749,900

41 Shirlea Boulevard, Georgina (Keswick South), Ontario L4P 1L1

2 beds
2 baths
39 days

Lake Dr. South & Shirlea Blvd. Set on a quiet cul-de-sac with direct waterfront access to Lake Simcoe, 41 Shirlea Boulevard offers an incredible opportunity to enjoy year-round lakeside living just minutes from Highway 404. This move-in-ready home has been tastefully updated in 2021 with a

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 537 EAGLE ROAD, Georgina Islands

43 photos

$650,000

537 Eagle Road, Georgina Islands (Georgina Island), Ontario L0E 1R0

5 beds
4 baths
102 days

Whitefish Rd & Eagle Rd Escape to your dream waterfront getaway at 537 Eagle Rd on Georgina Island in Lake Simcoe! This stunning westerly-facing, 4-season waterfront cottage offers approximately 80 feet of prime shoreline and captivating sunset views. Designed for family enjoyment and entertaining,

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Apartment for sale: 204 - 43 CREIGHTON STREET, Orillia

33 photos

$675,000

204 - 43 Creighton Street, Orillia (Orillia), Ontario L3V 1B1

2 beds
2 baths
62 days

Cross Streets: Hwy 12 S & Creighton St S. ** Directions: Hwy 12 S to Creighton St S. Welcome to Atherley Gardens and waterfront living on Lake Simcoe! This boutique complex is comprised of only 8 units, each with its own double car garage plus 2 exterior parking spots. Featuring direct beach

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 1253 RAMARA ROAD, Ramara

13 photos

$599,900

1253 Ramara Road, Ramara (Rural Ramara), Ontario L0K 1B0

2 beds
1 baths
56 days

Cross Streets: Hwy 12 & Conc. 9. ** Directions: Ramara Rd 47. West of 12. N of Beaverton. S of Brechin. Cozy 2-bedroom, 1-bathroom cottage/home nestled on the shores of beautiful Lake Simcoe. This small, cottage-like home offers a warm and inviting atmosphere, perfect for weekend getaways or

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

$1,529,000

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

4 beds
2 baths
12 days

Hedge Rd & Lake Dr E If You Have Been Waiting For An Exceptional Opportunity Along Historic Hedge Road, Your Wait Is Over! Situated On A Well-Manicured And Hedged Lot Alongside The First Fairway Of The Renowned Briars Resort, With Rare Deeded Lake Access Across The Street, This Property Is

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Apartment for sale: 43 CREIGHTON Street Unit# 204, Ramara

33 photos

$675,000

43 Creighton Street Unit# 204, Ramara, Ontario L3V 1B1

2 beds
2 baths
62 days

Hwy 12 S to Creighton St S Welcome to Atherley Gardens and waterfront living on Lake Simcoe! This boutique complex is comprised of only 8 units, each with its own double car garage plus 2 exterior parking spots. Featuring direct beach access and spectacular unobstructed water views from this

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

17 photos

$339,000

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

4 beds
1 baths
96 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: 28 MCRAE BEACH ROAD S, Georgina

44 photos

$1,075,000

28 Mcrae Beach Road S, Georgina (Pefferlaw), Ontario L0E 1N0

4 beds
2 baths
21 days

Duclos Point/McRae Beach Welcome to the Gray Cottage - a rare opportunity awaiting on the coveted Lake Simcoe shoreline. Offered for sale for the first time in over 60 years, this 3-season cottage is nestled on 70ft of prime Lake Simcoe shorefront, offering a peaceful retreat surrounded by

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 2371 LAKESHORE Road E, Oro-Medonte

39 photos

$1,925,000

2371 Lakeshore Road E, Oro-Medonte, Ontario L0L 1T0

3 beds
2 baths
10 days

Highway 11 - Line 13 S - Lakeshore Rd E Welcome to this beautifully renovated bungalow, perfectly positioned on the inviting shores of Lake Simcoe. This home is an ideal retreat for those who cherish waterfront living with modern comforts. Completely remodeled from top to bottom this cottage

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 40658 SHORE ROAD, Brock

32 photos

$549,000

40658 Shore Road, Brock (Beaverton), Ontario L0K 1A0

4 beds
1 baths
28 days

Between Centre Rd & Shore Allowance Rd Welcome To Your Private Escape On Peaceful Thorah Island. This Exceptional Waterfront Property On The East Shore Of Lake Simcoe Features Clean, Shallow-Entry Water - Perfect For Swimming, Paddleboarding, Canoeing, And Fishing Right From Your Shoreline.

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
55 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
Apartment for sale: 1104 - 6 TORONTO STREET, Barrie

26 photos

$529,900

1104 - 6 Toronto Street, Barrie (City Centre), Ontario L4N 9R2

1 beds
2 baths
6 days

Cross Streets: Toronto/ Simcoe/ Lakeshore. ** Directions: Toronto St via Lakeshore or Simcoe St or Dunlop St W. Welcome to The Water View Condominiums on the waterfront of Kempenfelt Bay, Lake Simcoe! This spectacular "Sandpiper" model at 6 Toronto Street, Barrie offers 1 bedroom + 1.5 bathrooms

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Apartment for sale: 509 - 2 TORONTO STREET, Barrie

37 photos

$1,099,900

509 - 2 Toronto Street, Barrie (City Centre), Ontario L4N 9R2

2 beds
2 baths
71 days

Toronto St and Simcoe Luxury Waterfront Condo Living at Grand Harbour! Welcome to the pinnacle of condo life offered at 2 Toronto Street #509 -the "Driftwood Model" of the Grand Harbour condo community. This beautifully updated two-bedroom, two-bath condo redefines elegance and comfort, offering

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 43 MOON POINT DRIVE, Oro-Medonte

37 photos

$1,499,900

43 Moon Point Drive, Oro-Medonte (Rural Oro-Medonte), Ontario L3V 0R8

5 beds
3 baths
80 days

Cross Streets: Memorial/Woodland. ** Directions: Hwy 11 to Memorial Drive to Woodland to Moon Point. Welcome to Moon Point A Rare Waterfront Opportunity! This stunning point-lot property with North-East exposure offers 106 feet of shoreline, complete with a boathouse (roller door with remote)

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 43 MOON POINT Drive, Oro-Medonte

36 photos

$1,499,900

43 Moon Point Drive, Oro-Medonte, Ontario L3V 0R8

5 beds
3 baths
62 days

Hwy 11 to Memorial Drive to Woodland to Moon Point. Welcome to Moon Point – A Rare Waterfront Opportunity! This stunning point-lot property with North-East exposure offers 106 feet of shoreline, complete with a boathouse (roller door with remote) and marine railway (with remote), ideal

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Row / Townhouse for sale: 14 - 81 LAGUNA PARKWAY, Ramara

41 photos

$472,900

14 - 81 Laguna Parkway, Ramara (Brechin), Ontario L0K 1B0

2 beds
2 baths
67 days

Cross Streets: Poplar Crescent. ** Directions: Hwy 12 / Ramara Rd 47 / Laguna Pkwy. Discover this beautifully renovated Rarely offered end-unit 2-bedroom, 2-bath waterfront townhome in the heart of Lagoon City, perfectly situated on the peaceful Gondola Lagoon with private boat mooring and

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Row / Townhouse for sale: 9 - 70 LAGUNA PARKWAY, Ramara

25 photos

$399,000

9 - 70 Laguna Parkway, Ramara (Brechin), Ontario L0K 1B0

2 beds
2 baths
28 days

Cross Streets: Ramara Rd 47. ** Directions: Hwy 12 to Ramara Rd 47 to Laguna Parkway. Welcome to Pine Tree Villas in The Wonderful Waterfront Community of Lagoon City! This Waterfront End Unit Bungalow Condo Has An Outstanding Canal & Sunset View and a Large Common Area Greenspace. Featuring

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 548 BEAR ROAD, Georgina Islands

47 photos

$869,900

548 Bear Road, Georgina Islands (Georgina Island), Ontario L0E 1R0

4 beds
3 baths
95 days

Bear Rd & Loon Rd Welcome To Bear Lodge! This Stunning Cottage On Georgina Island Was Built With Love In 2006. Its Nestled On A Private, Mature Treed Lot In A Secluded Bay, Perfect For Wildlife Viewing And Ultimate Relaxation. With 4 Bedrooms, 3 Bathrooms, And Over 2400 Square Feet Of Space,

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 21 GLASSFORD ROAD, Kawartha Lakes

10 photos

$839,000

21 Glassford Road, Kawartha Lakes (Mariposa), Ontario K0M 2C0

5 beds
2 baths
35 days

Cross Streets: GLASSFORD/RAINBOW RIDGE. ** Directions: North from Port Perry on Simcoe, East on Ramsey, South on Ogemah, East on Rainbow Ridge, South East on Glassford Rd. Discover your private lakefront retreat at 21 Glassford Rd a spacious, turnkey 5-bedroom, 2-bath bungalow set on a large

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 3784 TUPPY DRIVE, Ramara

37 photos

$1,880,000

3784 Tuppy Drive, Ramara (Rural Ramara), Ontario L3V 6H7

5 beds
4 baths
158 days

Cross Streets: Muley Point Rd. & Bonnie Beach Rd. ** Directions: Hwy 12 to Muley Point Rd. Follow To End. Turn Right to Bonnie Beach Rd. to Edgehill to Tuppy Drive. Welcome to your dream lakeside retreat! Nestled on the serene shores of Lake Simcoe, this charming 4-season cottage offers the

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 1099 STONEY POINT ROAD, Innisfil

49 photos

$4,200,000

1099 Stoney Point Road, Innisfil (Rural Innisfil), Ontario L0L 1W0

5 beds
3 baths
21 days

Harbour Street/Stoney Point Rd Welcome to a rare Lake Simcoe waterfront retreat, offering over 6000 sq. ft. of elegant living space and 100 feet of private shoreline a sanctuary where modern luxury meets peaceful, cottage-style living.Tucked away on a quiet private road in Lefroy, this home

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 3547 LAUDERDALE PT. CRESCENT, Severn

50 photos

$2,199,900

3547 Lauderdale Pt. Crescent, Severn (Rural Severn), Ontario P0E 1N0

3 beds
3 baths
41 days

Cross Streets: Peninsula Point Road & Lauderdale Point Crescent. ** Directions: Highway #11 South of Gravenhurst to Canning Road exit - follow to the water, over blue swing bridge & immediate right on Peninsula Point Road - stay left & follow to end - #3547 Lauderdale Point Crescent on left

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 40 RIVERGLEN DRIVE, Georgina

38 photos

$1,395,000

40 Riverglen Drive, Georgina (Keswick South), Ontario L4P 2R1

4 beds
2 baths
46 days

The Queensway and Riverglen A rare find! This waterfront property is 2 separate serviced lots allowing for multiple future possibilities. Ideal property for builders, renovators, investors, large families & nature lovers. 3+1 bedroom bungalow with finished walkout basement is located in the

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 52 HILLSIDE DRIVE, Kawartha Lakes

50 photos

$1,999,800

52 Hillside Drive, Kawartha Lakes (Mariposa), Ontario K0M 2C0

5 beds
3 baths
48 days

Cross Streets: Washburn Island Rd. & Hillside Dr. ** Directions: Simcoe St. N. to Ramsey Rd. go east to Ogema Rd., turn right, follow to Cottage Rd., turn right, follow to Washburn Island Rd., turn left follow to first street on right Hillside Dr. turn right. Life Is Good at the Lake! Beautifully

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 5794 VICTORIA PARK ROAD, Rama First Nation 32

40 photos

$1,189,000

5794 Victoria Park Road, Rama First Nation 32 (Rama First Nation), Ontario L3V 6H6

4 beds
3 baths
3 days

Williams Rd & Victoria Park Beautiful 4-season waterfront cottage on Lake Couchiching!!. Turn-key and fully winterized, this stunning open-concept cottage features 4 bedrooms, 2 full bathrooms, and an additional shower. Enjoy over 50 feet of water frontage, a spacious deck with panoramic views,

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
172 BAYSHORE DRIVE, Ramara

33 photos

$770,000

172 Bayshore Drive, Ramara (Brechin), Ontario L0K 1B0

0 beds
0 baths
57 days

Hwy 12/Con7/Byashore PRICED TO SELL! Rare Opportunity One of the Largest Waterfront Lots Available! This one-of-a-kind, gorgeous vacant waterfront lot offers breathtaking panoramic views of Lake Simcoe. A true gem in the desirable waterfront community of Bayshore Village. Build your dream

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Row / Townhouse for sale: 8 - 81 LAGUNA PARKWAY, Ramara

30 photos

$520,000

8 - 81 Laguna Parkway, Ramara (Rural Ramara), Ontario L0K 1B0

3 beds
2 baths
59 days

Cross Streets: County Rd. 47 and Laguna Pkwy. ** Directions: Hwy 12 to County Rd. 47 to Laguna Pkwy to 81-8 on Right. Welcome to this remarkable end unit condo townhouse in a one of a kind community, Lagoon City. 81-8 Laguna Pkwy offers a spacious and bright bungaloft with the primary bedroom

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 26 WAKEFORD ROAD, Kawartha Lakes

50 photos

$1,099,000

26 Wakeford Road, Kawartha Lakes (Little Britain), Ontario K0M 2C0

4 beds
2 baths
61 days

Cross Streets: Bowen Rd & Wakeford Rd. ** Directions: Simcoe St N to Ramsey, Ogemah, Cottage, Washburn Is Rd to Wakeford Rd. Welcome to 26 Wakeford Rd. where the breathtaking westerly exposure overlooking Lake Scugog provides stunning sunset views that set the perfect mood for relaxation in

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

19 photos

$949,900

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

3 beds
1 baths
144 days

Cross Streets: Lakeshore Dr/ Concession Rd 3 Ramara. ** Directions: Hwy 12 to Ramara Rd. 47 turn West to Lakeshore Dr. to the sign. Welcome to this cozy 3-bedroom, 1-bathroom cottage nestled on the shores of highly desirable Lake Simcoe. With beautiful western exposure, you'll enjoy spectacular

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: B40426 SHORE ROAD, Brock

18 photos

$379,999

B40426 Shore Road, Brock (Rural Brock), Ontario L0K 1A0

2 beds
1 baths
102 days

Cross Streets: Shore Rd and Centre Rd. ** Directions: Boat access. Own a slice of paradise! 2- Acre Private Waterfront Cottage on Lake Simcoe. 510 feet of Your Very Own Clean Shoreline. All FREEHOLD Ownership (no land lease or condo fees) This Charming cottage offers 2 Bedrooms, 1 Bathroom,

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 59 STADACONA AVENUE, Georgina

35 photos

$1,108,900

59 Stadacona Avenue, Georgina (Sutton & Jackson's Point), Ontario L0E 1R0

2 beds
3 baths
66 days

Stadacona and Black River Road Inventory home presently under construction, The Raine's Model Elevation B with lot 2369 sq ft, with forested walking trails. With reasonable monthly maintenance fees which includes lawn care and snow removal, full use of a future private clubhouse, 20x40 in-ground

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 3531 CRESCENT HARBOUR ROAD, Innisfil

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$3,799,000

3531 Crescent Harbour Road, Innisfil (Rural Innisfil), Ontario L9S 2Y7

5 beds
4 baths
111 days

Cross Streets: Mapleview Drive & 25th Side Road. ** Directions: Mapleview Drive to Crescent Harbour Road. This exceptional 2011 custom-built home with over 3,000 sq ft of finished living space offers the perfect blend of modern luxury and classic cottage charm. Located just one hour north of

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 115 LAKESHORE ROAD W, Oro-Medonte

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$1,169,000

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

1 beds
1 baths
54 days

Cross Streets: Lakeshore Rd W/Line 7 S. ** Directions: Oro-Medonte 5th Line S/Lakeshore Rd. W. Sign On. Rustic Waterfront Escape on Lake Simcoe. Set on 50 feet of desirable Oro-Medonte shoreline, this cottage combines rustic charm with endless potential. The open-concept interior welcomes

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Row / Townhouse for sale: 16 - 60 LAGUNA PARKWAY, Ramara

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$528,888

16 - 60 Laguna Parkway, Ramara (Brechin), Ontario L0K 1B0

2 beds
2 baths
51 days

Cross Streets: Poplar Cres / Laguna Pkwy. ** Directions: County Rd 47 to Laguna Pkwy to #60. Looking for an affordable waterfront home or recreational getaway? This could be the one. Welcome to 60 Laguna Parkway Chateau Genevieve Maisonnettes, widely regarded as the best-kept condo complex

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

Buying a cottage Lake Simcoe waterfront property: what informed buyers should know

For many Ontario buyers, a cottage Lake Simcoe waterfront purchase blends four-season family use with strong long-term demand. Lake Simcoe sits an easy drive from the GTA via Highways 400 and 404, offers established communities with services, and connects into the Trent–Severn system via the Atherley Narrows. Whether you're scanning cottages for sale on Lake Simcoe for personal use or evaluating income potential, success comes from understanding zoning, shoreline rules, septic and water systems, and the seasonal rhythm that shapes pricing and availability.

Why Lake Simcoe appeals: everyday convenience meets cottage life

Lake Simcoe's draw is twofold: real cottage amenities—sandy stretches, boating, and winter ice fishing—plus proximity to groceries, healthcare, and trades. Areas like Innisfil, Oro-Medonte, Georgina (Sutton, Keswick), Ramara, and Beaverton offer a range of waterfront settings from open-water exposure to quiet bays and canal networks. For example, Ramara's canal-based waterfront at Lagoon City on Lake Simcoe gives protected docking and quick lake access—useful when buyers want both boating and lower wave exposure.

From an advisory standpoint, the “everyday convenience” factor supports resale. Four-season roads, nearby marinas, and reasonable commute times tend to sustain buyer interest in all market cycles.

Cottage Lake Simcoe Waterfront: zoning, shoreline works, and permits

Lake Simcoe spans multiple municipalities and the Lake Simcoe Region Conservation Authority (LSRCA) watershed, with additional oversight by the Ministry of Natural Resources and Forestry (MNRF) and federal agencies for in-water works. Local zoning typically falls under shoreline residential/rural designations with environmental protection overlays. Setbacks and lot coverage rules can be strict near the high-water mark, and many properties are under Site Plan Control.

Boathouses and docks are heavily regulated. Some municipalities allow dry boathouses but prohibit living space, second stories, or new structures over water. In-water works may require LSRCA permits and other approvals depending on fish habitat timing windows and navigation. See a practical example of permissible improvements in a Lake Simcoe waterfront property with a boathouse; then verify the rules for your exact lot, as approvals are site-specific and can change.

Site constraints that commonly affect approvals

  • Environmental and hazard lands: floodplain mapping and erosion setbacks can limit expansions.
  • Shoreline road allowances: some waterfronts include unopened allowances your lawyer may advise you to buy or enter into agreements for, affecting where you can build.
  • Tree and shoreline alteration bylaws: vegetation removal, retaining walls, and beach creation are often restricted to protect water quality.

Buyer takeaway: Always confirm zoning, conservation authority requirements, and building permits with the local municipality and LSRCA before waiving conditions. Regulations vary by township and even by shoreline segment.

Septic, water supply, winterization, and road access

Most Lake Simcoe cottages use septic systems. Ontario Building Code governs tank and bed sizing; many municipalities require inspection on transfer or when adding bedrooms. Budget for a septic inspection, pump-out, and potential upgrades if you plan to expand. Water is often drawn from the lake with filtration/UV treatment or from a drilled well on deeper lots—both are insurable but require maintenance and seasonalization plans.

Insulation level and heat source determine whether a property is truly four-season. Look for frost-protected water lines, a heated crawlspace, and reliable heat (e.g., electric baseboards, propane furnace, or heat pump). Private roads may have winter maintenance agreements and annual fees; your lender and insurer will ask for details.

Financing, insurance, and ownership structures

Financing depends on property type. Lenders generally classify “Type A” (four-season, year-round road, potable water, permanent foundation) and “Type B” (seasonal or limited services). Type A can often be financed similar to a primary home, sometimes with mortgage default insurance through non-CMHC providers. Type B or water-access-only may require 20–35% down, shorter amortizations, and stricter insurer criteria. Rental income typically isn't considered for high-ratio second-home insurance, but conventional lenders may underwrite long-term lease income case-by-case.

Example: a winterized Innisfil bungalow on a year-round road may qualify for mainstream terms; a Ramara island cottage or three-season structure likely needs higher down payment and specialized insurance. If you're weighing different configurations—including turnkey small-lake properties like the Lucky Lake cottage example—discuss details early with your broker and lawyer. KeyHomes.ca regularly publishes financing notes and can connect buyers with lenders equipped for cottage underwriting nuances.

Short‑term rental (STR) rules and community impact

STR bylaws on Lake Simcoe are municipal, not lake-wide. The Town of Georgina, Township of Innisfil, and Township of Ramara have licensing programs with caps, compliance checks, and fees; zones and dwelling types may be restricted, noise and parking are monitored, and some communities have moratoriums or pilot programs that can change year to year. Verify with the municipality and, if applicable, your condo/canal community rules. Insurers often require explicit STR coverage and may limit occupancy.

Investors considering “lake simcoe cottages for sale waterfront” for STR income should underwrite conservative nightly rates, off-season occupancy, and compliance costs. Your neighbors' tolerance matters: canal settings differ from open-water lots for noise transmission and parking.

Resale drivers and value traps

On Lake Simcoe, buyers consistently pay premiums for: south or west exposure (sunsets), swimmable sandy or firm-bottom frontage, protected but navigable docking depth, privacy, and proximity to the 400/404. Functional septic, modern windows/insulation, and legally permitted shoreline structures help value hold in softer markets.

Factors that can suppress value: shallow weedy bays without a clear swim area, severe erosion, properties within hazard zones limiting expansion, and non-compliant additions. Canal properties (e.g., Lagoon City) trade differently than open-water frontage; they appeal to boaters and families who prioritize calm water and lower maintenance over big-lake vistas. Reviewing comparable sales via a data source like KeyHomes.ca often clarifies the right pricing lane for “lake simcoe cottages for sale,” “waterfront cottages for sale lake simcoe,” and the luxury cohort.

Market timing and seasonal patterns

Inventory builds from late winter through spring as ice-out approaches, then normalizes by mid-summer. A second wave appears late August to October as families reassess plans post-summer. Winter can bring motivated sellers, but showings are tougher and waterfront utility is harder to gauge. Expect competitive bidding on well-priced “lake simcoe luxury cottages for sale” in May–June, while shoulder-season conditions may benefit buyers seeking due diligence windows.

Search behavior reflects this cycle: phrases like “cottage for sale Lake Simcoe,” “cottages for sale Lake Simcoe,” and “cottage for sale Lake Simcoe waterfront Ontario” surge in spring. Buyers should be paperwork-ready (ID, proof of funds, lender pre‑review) ahead of peak weekends.

For‑sale‑by‑owner (FSBO) considerations

“Lake Simcoe cottages for sale by owner” appear each season. FSBO can work, but ensure: full representation in the Agreement of Purchase and Sale, verified permits for additions, septic and water potability documentation, accurate frontage measurements, and disclosure of any conservation authority notices. A boundary sketch or survey is essential around older shoreline fences or docks. Experienced representation can mitigate post‑closing surprises.

Regional comparisons and where Lake Simcoe fits

Buyers often compare Lake Simcoe to nearby and further‑afield options based on price, travel time, and water character. For big-water boating but a quieter feel, maclean lake ontario near Port Severn connects to the Trent–Severn and offers lock access and classic Canadian Shield shorelines. In Haliburton, deep, clean headwater lakes like Kennisis Lake trade at strong $/front‑foot for privacy and clarity; Kawartha favourites such as Buckhorn Lake balance lock access with family-friendly bays.

If you are exploring value pockets, Kashwakamak Lake in the Land O'Lakes region can offer larger lots at lower entry points than Lake Simcoe. Northern buyers sometimes consider options like this Lake Timmins cottage example where taxes and carrying costs differ, though access and services are more limited. Closer to the GTA but on the Great Lakes, see South Coast shorelines such as Lake Erie cottages for sandy beaches and extended shoulder seasons.

For those torn between wine-country charm and water access, Niagara's heritage setting provides a different lifestyle profile than Lake Simcoe—illustrated by a Niagara‑on‑the‑Lake cottage listing where walkability often competes with boating on the wish list. In Muskoka and surrounding districts, compact, swimmable lakes like Gull Lake deliver clarity and quick town access, while Lake Simcoe maintains the GTA‑commuter edge and broader service base.

Investor lens: income, luxury tiers, and exit strategy

Lake Simcoe supports a spectrum—from entry waterfront to “lake simcoe luxury cottages for sale” with estate footprints, boathouses, and multi‑generational layouts. For investors, durable drivers include all‑season access, strong local trades, and a broad buyer pool on exit. Underwrite conservatively: property taxes, insurance for waterfront/STR, septic maintenance, shoreline compliance, and utilities can offset summer rents. When modeling, separate personal‑use value from financial returns to avoid overpaying.

KeyHomes.ca is useful for cross‑lake comparisons—tracking “lake simcoe waterfront cottages for sale” alongside peers lets you gauge relative value and liquidity. Comparing a Simcoe canal property to an open‑water frontage, or to an inland option like the earlier small-lake turnkey example, clarifies which mix of exposure, dockage, and services aligns with your long‑term plan.