Lake Simcoe Waterfront Homes

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Apartment for sale: 1105 - 58 LAKESIDE TERRACE, Barrie

42 photos

$874,900

1105 - 58 Lakeside Terrace, Barrie (Little Lake), Ontario L4N 9S2

3 beds
2 baths
10 days

Cundles Rd E PRESENTING LUXURIOUS PENTHOUSE CONDO LIFESTYLE AT 58 Lakeside Terrace. Spacious 1398 sq.ft. penthouse with breathtaking views of Little Lake from 500 sq.ft. terrace. Unique suite with open concept layout, three bedrooms, two baths, ensuite laundry (stacked), two parking spaces

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 33 LAKE DRIVE E, Georgina

27 photos

$2,500,000

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

4 beds
2 baths
3 days

Cross Streets: Woodbine & Lake Drive East. ** Directions: Woodbine North to Lake Drive East. Experience exceptional lakeside living on the shores of Lake Simcoe. Set on a private oversized lot with 72 ft of indirect waterfront, this distinctive Lindal cedar residence offers architectural character,

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
9 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: 34 SIMCOE ROAD, Ramara

21 photos

$629,900

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

3 beds
2 baths
31 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: 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
69 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
415 LAKE DRIVE E, Georgina

24 photos

$1,080,000

415 Lake Drive E, Georgina (Historic Lakeshore Communities), Ontario L4P 1P3

0 beds
0 baths
26 days

Cross Streets: Lake Dr E and Churchill Lane. ** Directions: Hwy 404 to Woodbine to Lake Dr E. Just inside 20 minutes from Highway 404! Rare 80ft Premium Indirect Lakefront Building Lot with unobstructed views and access from Lake Dr. E. and Churchill Lane. It doesn't get any better than 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
145 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

$739,900

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

3 beds
3 baths
30 days

Cross Streets: Lake Dr E/ Dalton Road. ** Directions: Lake Dr/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 Golf

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 25 PINERY LANE, Georgina

50 photos

$4,399,000

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

7 beds
8 baths
9 days

Lake Dr E & Pinery Lane A Truly Exceptional Coastal-Inspired Luxury Waterfront Bungalow Featuring 7 Bedrooms & 8 Bathrooms, Fully-Renovated And Sold Completely Furnished, Offering Approximately 6,800 Sq Ft Of Thoughtfully Designed Living Space On Almost 80 Ft Of Sandy Lake Simcoe Shoreline

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

$1,689,000

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

3 beds
2 baths
9 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: 1481 BEAVER ROAD, Georgina Islands

48 photos

$299,900

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

3 beds
2 baths
109 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: 40 RIDGE AVENUE, Ramara

41 photos

$999,649

40 Ridge Avenue, Ramara (Brechin), Ontario L0K 1B0

4 beds
4 baths
23 days

Cross Streets: Lagoon City/Lake Simcoe/Hwy 12. ** Directions: Hwy 12 to Ramara Rd. 47/Simcoe Rd./Laguna Pkwy/Ridge Rd. Beautiful Solid Brick 4 Bedroom Waterfront Home With Fully Finished Walk-Out Basement. Enjoy Soaring Maple Trees & Mature Landscaping. This Spacious Family Home Has Considerable

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

37 photos

$899,000

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

3 beds
1 baths
15 days

Cross Streets: Hwy 12 / Simcoe Rd. ** Directions: Hwy 12/Simcoe County Rd. Lone Birch Tr. Lake Simcoe: Spring Awakening on Lone Birch Trail Your Modern Lakeside Retreat - 50 Feet of Direct Waterfront Buy Now and Embrace the 2026 Spring and Summer on Lake Simcoe - Where Every Sunrise Over 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

$1,079,000

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

3 beds
3 baths
39 days

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

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

19 photos

$339,000

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

4 beds
1 baths
26 days

Cross Streets: Shore Rd Allowance. ** Directions: 4km Boat Ride going West from Beaverton Harbour. Welcome to this ultimate Island Escape on Lake Simcoe's beautiful Thorah Island. This rare Freehold Waterfront Property offers 93 ft of Pristine Shoreline and Crystal-Clear Waters ideal for Swimming,

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
1273 RAMARA RD 47 ROAD, Ramara

9 photos

$1,299,000

1273 Ramara Rd 47 Road, Ramara (Rural Ramara), Ontario L0K 1B0

0 beds
0 baths
37 days

Cross Streets: Concession Rd B and Ramara Rd 47. ** Directions: WECHSEL, WILFRED HUGO. A rare opportunity to own 94 acres of versatile farmland with approximately 43 feet of shoreline on Lake Simcoe. This exceptional property offers outstanding potential - whether you're considering future

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

34 photos

$489,000

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

2 beds
2 baths
26 days

Cross Streets: Hwy. 12/Ramara Rd. 47/Lagoon City. ** Directions: Hwy 12 Hwy 47 Laguna Pkwy Paradise Blvd. Don't Miss this Exceptional Waterfront Opportunity on Lake Simcoe. This Beautifully Appointed 2-bedroom, Two-Storey Waterfront Condominium on Paradise Blvd. Offers Stunning Views

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Row / Townhouse for sale: UNIT #37 - 11 LAGUNA PARKWAY, Ramara

34 photos

$449,649

Unit #37 - 11 Laguna Parkway, Ramara (Rural Ramara), Ontario L0K 1B0

2 beds
2 baths
8 days

Cross Streets: Hwy. 12/Laguna Pkwy./Lagoon City/Lake Simcoe. ** Directions: Hwy. 12/Brechin/Simcoe County Rd./Laguna Pkwy. Waterfront Lifestyle is Waiting for You In This Established Year Round Community That is a Great Place to Call Home. This Sought-After Complex Offers a Private Outdoor

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

50 photos

$3,499,900

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

5 beds
4 baths
76 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: 41 SHIRLEA BOULEVARD, Georgina

49 photos

$729,900

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

2 beds
2 baths
34 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: 28 MCRAE BEACH ROAD S, Georgina

42 photos

$1,075,000

28 Mcrae Beach Road S, Georgina (Pefferlaw), Ontario L0E 1L0

4 beds
2 baths
9 days

Duclos Point/McRae Beach Set along the coveted shoreline of Lake Simcoe, the Gray Cottage presents a rare opportunity to acquire 70ft of prime waterfront within the established McRae Beach community. Enjoyed by the same family for over 60 summers, this property is defined by its exceptional

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 943 BARRY AVENUE, Innisfil

50 photos

$1,899,500

943 Barry Avenue, Innisfil (Rural Innisfil), Ontario L0L 1W0

5 beds
5 baths
83 days

Cross Streets: KILLARNEY BEACH ROAD + EWART STREET. ** Directions: KILLARNEY BEACH ROAD TO EWART STREET TO KILLARNEY BEACH ROAD. Stunning fully renovated private waterfront home on deep property nestled on the shores of Lake Simcoe. With 5 bedrooms plus office (2 being in a private in-law suite)

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

9 photos

$979,000

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

4 beds
3 baths
185 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: 36 SHIRLEA BOULEVARD, Georgina

23 photos

$1,498,000

36 Shirlea Boulevard, Georgina (Keswick South), Ontario L4P 1K9

3 beds
2 baths
72 days

Lake Dr. & Shirlea One of the best 75.95' x 195.30' waterfront lots on Lake Simcoe-loaded with potential! This well-maintained, direct waterfront, four-season home offers breathtaking western sunset views and is ideally situated on a quiet cul-de-sac in Georgina. Featuring an open-concept layout,

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 98 MCRAE BEACH ROAD S, Georgina

50 photos

$5,699,000

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

5 beds
6 baths
9 days

Highway 48 & Duclos Point Rd Experience The Epitome Of Luxury With This Contemporary Waterfront Mansion, Offering Almost 5500sqft Of Extravagant Living Space Featuring 5+2 Well-Appointed Bedrooms, 6 Baths & 100ft Of West-Facing Shoreline With Sensational Sunsets. Every Aspect Of The Property

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

19 photos

$389,000

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

0 beds
0 baths
69 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: 39 GRANDVIEW CRESCENT, Oro-Medonte

26 photos

$1,699,900

39 Grandview Crescent, Oro-Medonte (Rural Oro-Medonte), Ontario L0L 2E0

4 beds
3 baths
96 days

Cross Streets: Mitchell Rd/Grandview Cres. ** Directions: Lakeshore Rd E/Mitchell Rd/Grandview Cres. 104 FEET OF IDYLLIC LAKE SIMCOE SHORELINE, WHERE SUNRISE SERENITY MEETS TIMELESS ELEGANCE! Set on a peaceful street in a coveted Oro community, this home boasts 104 feet of Lake Simcoe shoreline,

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 241 EIGHT MILE POINT, Oro-Medonte

40 photos

$2,499,999

241 Eight Mile Point, Oro-Medonte (Rural Oro-Medonte), Ontario L3V 6H1

4 beds
3 baths
46 days

Lakeshore to Eight Mile Point Welcome to your private lakeside retreat on prestigious Eight Mile Point. Perfectly positioned to capture glowing sunsets over Lake Simcoe, this turnkey luxury home has been completely remodelled to combine modern elegance with effortless waterfront living.Inside,

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Row / Townhouse for sale: 24 - 4 PARADISE BOULEVARD, Ramara

47 photos

$497,000

24 - 4 Paradise Boulevard, Ramara (Rural Ramara), Ontario L0K 1B0

2 beds
2 baths
74 days

LAGUNA PKWY / PARADISE BLVD !! WATERFRONT!! Beautifully renovated, open concept by professional designer top to bottom to code. A truly affordable townhome, live full-time or as a weekend retreat. Very bright open concept features 24 custom pot lights and laminate flooring throughout. Crown

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 319 LIMERICK STREET, Innisfil

40 photos

$1,495,000

319 Limerick Street, Innisfil (Rural Innisfil), Ontario L0L 1K0

3 beds
3 baths
186 days

2ND LINE & LIMERICK ST Beautiful 50 Foot Waterfront Property Located 45 mm From Toronto on Lake Simcoe. Stone & Stucco Exterior, 3 Car Garage, Concrete Walkways, Amazing Water Views From 3 Levels, Porcelain & Hardwood Floors, Eat-In Kitchen, Pot Lights, Heated Floor on Main Level, Shoreline

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

41 photos

$1,325,000

122 Blue Heron Drive, Georgina (Pefferlaw), 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
Row / Townhouse for sale: 9 - 24 LAGUNA PARKWAY, Ramara

13 photos

$509,000

9 - 24 Laguna Parkway, Ramara (Brechin), Ontario L0K 1B0

2 beds
4 baths
20 days

Cross Streets: Laguna Pkwy & Simcoe Road. ** Directions: Hwy 12 to Simcoe Road to Laguna Pkwy. Discover the ultimate lakeside lifestyle in this meticulously maintained and beautifully updated 3-storey townhouse, perfectly situated on the shores of Lake Simcoe. Designed for water enthusiasts,

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Row / Townhouse for sale: UNIT 5 - 4 PARADISE BOULEVARD, Ramara

37 photos

$499,000

Unit 5 - 4 Paradise Boulevard, Ramara (Rural Ramara), Ontario L0K 1B0

3 beds
2 baths
13 days

Cross Streets: HWY 12 - HWY 47. ** Directions: Hwy. 12/Simcoe Rd./Laguna Pkwy/Paradise Blvd. *EMBRACE LAKESIDE LIVING TODAY**. Affordable Family Home-, BEACH & BOAT Retreat, Discover the Enchanting Joys of this Beautifully Designed Updated 3-bedroom End Unit Condo, Ideally Situated Just Steps

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

39 photos

$1,350,000

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

5 beds
3 baths
123 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
Apartment for sale: 201 - 585 ATHERLEY ROAD, Orillia

36 photos

$549,900

201 - 585 Atherley Road, Orillia (Orillia), Ontario L3V 7L5

2 beds
2 baths
95 days

Cross Streets: Hwy 12/Atherley. ** Directions: Use Google Maps. Offers Anytime; Welcome to the Invermara Bay Club, where lakefront living meets modern convenience! This stunning 2-bedroom, 2-bathroom condo offers the perfect blend of comfort and luxury, with breathtaking views of the beautiful

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 95 LAKESHORE ROAD E, Oro-Medonte

44 photos

$2,150,000

95 Lakeshore Road E, Oro-Medonte (Rural Oro-Medonte), Ontario L0L 2E0

4 beds
3 baths
15 days

Cross Streets: Line 7 S & Lakeshore Rd E. ** Directions: Line 7 S to Lakeshore Rd E. Don't be deceived by this home's modest roadside appearance-behind the front door awaits a private lakeside retreat offering over 2,700 sq. ft. of renovated living space. Ideal as a full-time residence or cottage

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

22 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 2 BED, 2 BATH, 1,000+ SQ FT WITH A LARGE BALCONY, LAKE SIMCOE VIEWS, RESORT-STYLE AMENITIES, UNDERGROUND PARKING & IN-SUITE LAUNDRY! Start your morning on the balcony with Lake Simcoe stretched out in front of you, easing into the day

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Row / Townhouse for sale: 19 - 4 PARADISE BOULEVARD, Ramara

46 photos

$379,900

19 - 4 Paradise Boulevard, Ramara (Rural Ramara), Ontario L0K 1B0

2 beds
2 baths
69 days

Cross Streets: LAGUNA PKWY / PARADISE BLVD. ** Directions: From Hwy 12, turn onto Simcoe County Rd 47 toward Lagoon City. Continue to Paradise Blvd and turn left. Follow the road to #4 Paradise Blvd, Unit 19. Welcome to Lagoon City, a unique waterfront community on Lake Simcoe offering beaches,

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

49 photos

$2,495,000

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

3 beds
1 baths
87 days

Cross Streets: big bay/30th. ** Directions: Big Bay point rd, right on 30th sideroad to Minnetonka. House is on the corner of 30th and Minnetonka. 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

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
19 days

Stadacona and Black River Road New Home to be Built in the New Hedge Rd. Landing Active Community. 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

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 167 LAKESHORE ROAD W, Oro-Medonte

50 photos

$2,095,000

167 Lakeshore Road W, Oro-Medonte (Shanty Bay), Ontario L0L 2E0

2 beds
2 baths
22 days

Cross Streets: Lakeshore Rd & Line 5. ** Directions: Lakeshore Road between Line 5 & Line 7. What a treat! Delightful home, meticulously cared for. Custom Designed Kitchen with top quality Cambria Counters. Jennair Gas Range, built in double oven and terrific breakfast bar (Ideal for guests

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 55 HONEY'S BEACH ROAD, Scugog

50 photos

$1,325,000

55 Honey's Beach Road, Scugog (Port Perry), Ontario L9L 0B5

3 beds
2 baths
23 days

Cross Streets: Whitfield & Simcoe. ** Directions: North East of Simcoe and Whitfield. Rare Offering on Lake Scugog - Turn-Key Waterfront Luxury Home. Welcome to an exceptional lakefront retreat on the shores of beautiful Lake Scugog. This fully renovated 3-bedroom, 2-bath home showcases a perfect

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Apartment for sale: 1210 - 39 MARY STREET, Barrie

24 photos

$598,990

1210 - 39 Mary Street, Barrie (City Centre), Ontario L4N 1S9

2 beds
2 baths
74 days

Cross Streets: Dunlop St W / Mary St. ** Directions: HWY 400 to Dunlop St W head east to Mary St. Experience the pinnacle of luxury lakeside living with this exceptional 2 bedroom, 2 bathroom suite in Barrie's coveted Debut Waterfront Residences, offering a perfect blend of modern style, everyday

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Apartment for sale: 311 - 90 ORCHARD POINT, Orillia

33 photos

$749,900

311 - 90 Orchard Point, Orillia (Orillia), Ontario L3V 8K4

2 beds
2 baths
24 days

Cross Streets: Atherley and Orchard Point Rd. ** Directions: Atherley Rd. to Orchard Point Rd. Enjoy easy lakeside living in this beautiful 1+den, 2-bathroom condo with unobstructed views of Lake Simcoe. Enjoy barbecuing or a fire table on your own spacious balcony with gas hookup. The windows

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

36 photos

$719,500

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

2 beds
3 baths
47 days

West Street S & Olive Crescent Welcome to this 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, over $100,000 in thoughtful renovations, and a low-maintenance

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Other for sale: 1000 STRAWBERRY ISLAND, Ramara

38 photos

$4,290,000

1000 Strawberry Island, Ramara (Rural Ramara), Ontario L3V 6H7

0 beds
0 baths
13 days

McCrae Park & Glen Cedar Dr A Truly Exceptional Fall And Winter Opportunity To Own Strawberry Island-A 26-Acre Private, Iconic, And Historically Significant Sanctuary On Lake Simcoe And A Haven All Year Round. A Rare Dual Offering: 26-Acre Private Island + Marina Del Rey Mainland Lot With Direct

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 142 CEDAR BEACH ROAD, Brock

49 photos

$1,648,800

142 Cedar Beach Road, Brock (Beaverton), Ontario L0K 1A0

3 beds
2 baths
40 days

Cross Streets: Conc 5 And Cedar Beach Rd. ** Directions: Turn Onto Cedar Beach Rd from Thorah Concession Rd 5. Located on the Calm Shores of Lake Simcoe, This Stunning Turnkey Home Offers 3 Bedrooms & 2 Full Baths, Thoughtfully Renovated w/ Many Modern Finishes! Enter Into Your Fully Fenced

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Row / Townhouse for sale: UNIT #7 - 70 LAGUNA PARKWAY, Ramara

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$460,000

Unit #7 - 70 Laguna Parkway, Ramara (Rural Ramara), Ontario L0K 1B0

2 beds
2 baths
30 days

Cross Streets: Hwy 12/ Ramara Rd. 47/Lagoon City. ** Directions: Hwy. 12/Ramara Rd. 47/Simcoe Rd./Laguna Pkwy. Experience the Charm of Waterfront Living-All Year Long in this Beautifully Updated Waterfront, Featuring Spacious Bedrooms Sunlit Living Room Complete with a Warm, Inviting Fireplace.

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
31A RIDGE AVENUE, Ramara

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$289,000

31a Ridge Avenue, Ramara (Rural Ramara), Ontario L0K 1B0

0 beds
0 baths
23 days

Cross Streets: Lake Dr. & Ridge Ave. ** Directions: Hwy #12 to Brechin, turn west at Lights past Lagoon City Entrance, turn Right on Lake Ave to Ridge Ave. A rare offering on Concord Pond with direct cruiser access to Lake Simcoe, set on an expansive 49.99-ft wide lot with highly sought-after

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
Row / Townhouse for sale: 34 RUBY CRESCENT, Orillia

50 photos

$929,000

34 Ruby Crescent, Orillia (Orillia), Ontario L3V 8M3

3 beds
3 baths
4 days

Cross Streets: Orchard Point and Hwy 12. ** Directions: Hwy 12 to Orchard Point to Ruby Cres. Welcome to a truly turnkey home in one of Orillia's most sought after gated waterfront communities. This beautifully upgraded home offers approx. 1613 sq ft above grade plus a finished lower level

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.