Lake Simcoe Waterfront Homes

(230 relevant results)
Sort by

View map

House for sale: 357 LAKE DRIVE N, Georgina

49 photos

$1,685,000

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

4 beds
3 baths
37 days

Beautiful, updated 3-bedroom home in Orchard Beach with many pluses. Westerly views with sunsets all year long. Deeded waterfront with huge patio/deck, with wet boathouse, and patio above boathouse, cabana, shallow sandy bottom with swimming dock. Open concept kitchen/dining with travertine

Listed by: Neil P J Morris ,Lpt Realty (877) 366-2213
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
119 days

Experience exceptional lakeside living on the shores of Lake Simcoe. Set on a private oversized lot with 72 ft of indirect waterfront, this distinctive Lindal cedar residence offers architectural character, privacy, and lifestyle flexibility. Ideal for full-time living, a seasonal retreat,

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
125 days

Welcome to lakefront living at its finest on beautiful Lake Simcoe, located in the historic Orchard Beach community of North Keswick just one hour from Toronto. This exceptional property offers unmatched panoramic water views, spectacular year-round sunsets, and endless outdoor recreation.

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
123 days

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 built in 2007 combines 100 year old charm & timeless craftsmanship of the Hamptons with resort-style amenities

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
108 days

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 on deep lot with 50ft of

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
97 days

Welcome To Millionaires Row. A Rare Offering In Historic Roches Point, This Extraordinary Lakeside Bungalow Estate Is Set On A Private 1.3-Acre Tree-Lined Property With 112ft Of Pristine Shoreline Along Lake Simcoe. The Residence Blends Timeless Character With Thoughtful Design, Capturing Breathtaking

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
93 days

THREE COTTAGES ON ONE PROPERTY. There Are Lakefront Properties & Then There Is Sunset Shores. Set On Approximately 1.7 Acres Of Direct Lake Simcoe Waterfront, This Extraordinary Family Compound Is A Place Where Generations Gather, Lifelong Traditions Begin & Every Evening Ends With Spectacular

House for sale: 62 SIMCOE ROAD, Ramara

42 photos

$1,388,000

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

4 beds
4 baths
79 days

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 under. Breathtaking "Open To Above" Design And "No Expenses

House for sale: 75 LAKE AVENUE, Ramara

30 photos

$799,000

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

4 beds
2 baths
71 days

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 for boating, fishing, kayaking, and year-round outdoor recreation. 2) Thoughtfully renovated

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
70 days

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 Single-Level Home Features

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

50 photos

$1,550,000

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

4 beds
3 baths
70 days

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 Lakeshore. A true four-season retreat for the whole family, this home includes

Kendra Colleen Connelly,Sotheby's International Realty Canada
Listed by: Kendra Colleen Connelly ,Sotheby's International Realty Canada (416) 960-9995
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
57 days

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 most desirable lakeside neighbourhoods. Bright, inviting and full of character,

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
57 days

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 living space designed for grand-scale entertaining, multi-generational

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
51 days

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 Floor Showcases Heated Floors

House for sale: 145 LAKE DRIVE N, Georgina

48 photos

$1,448,000

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

3 beds
2 baths
36 days

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 Room For All Your Toys

House for sale: 523 LAKE DRIVE E, Georgina

39 photos

$1,299,999

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

3 beds
3 baths
30 days

Welcome to this private bungalow in sought after Willow Beach!.....with your own gated waterfront across the street from your home! This spacious home has lots to offer! The main house includes a large living room with stone accent wall, a kitchen with rich dark cabinets and a built-in eating

Listed by: Kelly Darbyshire ,Royal Lepage First Contact Realty (705) 728-8800
House for sale: 913 LAKE DRIVE N, Georgina

44 photos

$1,169,000

913 Lake Drive N, Georgina (Historic Lakeshore Communities), Ontario L4P 3E9

2 beds
1 baths
21 days

Traditional charm meets modern comfort in this exceptional year-round, indirect lakefront cottage in the highly sought-after historic lakefront community of Eastbourne. Backing onto the members-only Eastbourne Golf Club and overlooking Snake Island, this rare offering is one of the community's

House for sale: 47 LAKE AVENUE, Ramara

38 photos

$889,000

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

4 beds
3 baths
14 days

Imagine waking up to peaceful canal views, enjoying your morning coffee on the deck, and heading out for a spontaneous boat ride with direct access to beautiful Lake Simcoe. This is more than a home - it's the waterfront lifestyle you've been dreaming of. Offering 4 bedrooms and 3 bathrooms,

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
14 days

Welcome To This Beautiful Lakefront Cottage In Lagoon City, Offering Private, Direct Access ToLake Simcoe With A Coveted Western Exposure And Breathtaking Sunsets. Filled With Natural Light, The Home Features Expansive Windows And Multiple Rooms With Picturesque Water Views And Bright Light

Daniel Anthony Oliveira,Century 21 Atria Realty Inc.
Listed by: Daniel Anthony Oliveira ,Century 21 Atria Realty Inc. (416) 203-8838
House for sale: 525 LAKE DRIVE E, Georgina

45 photos

$1,299,900

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

2 beds
1 baths
8 days

Situated on the shores of Lake Simcoe in sought-after Willow Beach, this lovely indirect lakefront property is less than an hour from Toronto and offers a relaxed lakeside lifestyle, panoramic views and spectacular sunsets. Set on a beautiful private lot surrounded by cedar hedges, enjoy a

House for sale: 311 LAKE DRIVE N, Georgina

33 photos

$795,000

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

3 beds
1 baths
7 days

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 and build a custom residence, this property offers an exceptional opportunity in one of North Keswick's

House for sale: 136 LAKE DRIVE E, Georgina

7 photos

$3,999,999

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

5 beds
4 baths
6 days

A truly unique and distinguished offering on the coveted shores of Lake Simcoe. Discover this extraordinary waterfront estate on prestigious Lake Drive East in Keswick. Situated on nearly an acre and a half in an enclave of exceptional waterfront residences, this large and distinctive property

Tom Nolson,Royal Lepage Frank Real Estate
Listed by: Tom Nolson ,Royal Lepage Frank Real Estate (416) 655-8416
463 ATHERLEY ROAD, Orillia
Vacant land

5 photos

$450,000

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

131 days

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

3786 TUPPY DRIVE, Ramara
Vacant land

9 photos

$699,888

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

171 days

Stunning Waterfront Lot on Lake Simcoe. Enormous and deep lot. Very private. Enough space to play golf on backyard. 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

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
120 days

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 interior welcomes natural light and features a natural gas fireplace. Outside, a spacious deck invites

Listed by: Lily Cadeau ,Coldwell Banker The Real Estate Centre (705) 722-8191
B40178 SHORE ROAD, Brock
Vacant land

22 photos

$698,000

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

127 days

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 recreation - ice fishing and snowmobiling

Steven Sarasin,Re/max Hallmark York Group Realty Ltd.
Listed by: Steven Sarasin ,Re/max Hallmark York Group Realty Ltd. (289) 312-4669
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
125 days

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 Primary Retreat With

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

22 photos

$458,000

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

100 days

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 Property Captures Breathtaking

Steven Sarasin,Re/max Hallmark York Group Realty Ltd.
Listed by: Steven Sarasin ,Re/max Hallmark York Group Realty Ltd. (289) 312-4669
LOT 90 IRVING DRIVE, Georgina
Vacant land

13 photos

$149,800

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

84 days

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 to Pefferlaw River & Lake

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
71 days

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 Carthew Bay to Eight Mile Point, this inviting waterfront home offers the

41 PARADISE BOULEVARD, Ramara
Vacant land

5 photos

$899,000

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

30 days

Rare opportunity to build your dream waterfront home on a premium main-channel lot in Lagoon City. Permits, foundation and piles already in place. Designed for an impressive 6,000+ sq. ft. custom waterfront home. Existing architectural plans available for interested buyers. Main-channel location

310 TERRACE DRIVE, Georgina
Vacant land

18 photos

$399,000

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

1 day

Welcoming lakeside community where weekends can be spent boating, swimming, fishing, cycling or relaxing by Lake Simcoe, Young's Harbour Park, Cooks Bay, Glenwood Beach Park and Public Boat Launch . This residential lot offers the opportunity to create the home you've been looking for in an

Grace Soares,Re/max West Realty Inc.
Listed by: Grace Soares ,Re/max West Realty Inc. (416) 880-0067
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
138 days

"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 waters with a clean hard rock and sandy shoreline, creating the ultimate year-round

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
138 days

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 2 full bathrooms, including a private second-floor primary suite with a 3-piece

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

$850,000

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

3 beds
2 baths
97 days

The Ultimate Cottage or Home Package! Absolutely everything you see is included!! Even the Boat! Desired Lagoon City on a Cul de Sac location. Boasts 146' of shoreline with docking for 3 boats. Just start to vacation! Fully winterized. Municipal services. Inside this cosy home the vaulted ceiling

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
92 days

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 200 feet of pristine, south-facing shoreline on Kempenfelt Bay, with crystal-clear

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
82 days

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 beachfront and eastern exposure, this remarkable property captures breathtaking, uninterrupted views across Lake

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
71 days

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 stainless steel

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

$1,299,000

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

4 beds
2 baths
29 days

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 The Quintessential Cottage

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 3964 GUEST ROAD, Innisfil

50 photos

$5,999,700

3964 Guest Road, Innisfil (Rural Innisfil), Ontario L9S 2T4

5 beds
4 baths
27 days

Top 5 Reasons You Will Love This Home: 1) Experience an extraordinary Lake Simcoe lifestyle with 124' of pristine waterfront, a private dock and boat lift, and breathtaking lake views that take centre stage throughout the home, creating an exceptional setting for boating, entertaining, and

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 3964 GUEST ROAD, Innisfil

50 photos

$5,750,000

3964 Guest Road, Innisfil (Rural Innisfil), Ontario L9S 2T4

5 beds
4 baths
1 day

Top 5 Reasons You Will Love This Home: 1) Experience an extraordinary Lake Simcoe lifestyle with 124' of pristine waterfront, a private dock and boat lift, and breathtaking lake views that take centre stage throughout the home, creating an exceptional setting for boating, entertaining, and

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
193 days

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. Featuring garage space for

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
109 days

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! Walk through the beautifully stained fiberglass front door into the spacious foyer accented by 48" porcelain tiles. The

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

31 photos

$1,049,000

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

3 beds
3 baths
99 days

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 Ceiling Windows and Sliding Glass Door That Walks Out To Your Private Deck Overlooking the

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
97 days

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 fee ~$600) You'll Never Have Backlot Neighbors! Three Outbuildings

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
237 days

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 underpinning, a metal roof, new water pump, an enclosed front porch for your enjoyment overlooking

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
109 days

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 Bungalow. Access by a Private road to GlenHaven Beach Association Community surrounded by 35 Acres

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
124 days

MOVE IN TOMORROW FULLY FURNISHED! Beautiful Waterfront Property in Big Bay Point! Over 1/2 acre with unobstructed views of Lake Simcoe from almost every angle of the property. Owner will sell as a Turn Key Property so just pack the Car and Enjoy this summer on the Water or rent it out and make

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

35 photos

$424,900

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

2 beds
2 baths
205 days

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 direct access to Lake Simcoe and the Trent-Severn Waterway. This bright and airy home

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 3778 HARRYS LANE W, Ramara

19 photos

$1,399,900

3778 Harrys Lane W, Ramara (Rural Ramara), Ontario L3V 0L1

5 beds
3 baths
131 days

PRICE REDUCTION -Lake Simcoe! This charming four-season home/cottage sits on a desirable western exposure, offering stunning evening views you'll never tire of. Tucked along a paved road in a peaceful, close-knit community-with only 7 properties sharing the waterfront-you'll enjoy both privacy

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.