Lake Simcoe Waterfront Cottages

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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
40 days

Cross Streets: hwy 12 and Concession 7, Brechin. ** Directions: Hwy 12 north of Brechin, w on conc 7, right on sideroad 20, left on Bonnie Beach Road, left on edgehill Road, Right on Harrys Lane to 3778. PRICE REDUCTION -Lake Simcoe! This charming four-season home/cottage sits on a desirable

House for sale: 1293 RAMARA ROAD 47 ROAD, Ramara

48 photos

$679,000

1293 Ramara Road 47 Road, Ramara (Rural Ramara), Ontario L0K 1B0

3 beds
2 baths
15 days

Cross Streets: Thorah Con 9 and Ramara Rd 47. ** Directions: Hwy 12 - W 0n Thorah Con 9 - N. on Ramara Rd 47. Welcome to 1293 Ramara Rd 47, your slice of lakeside paradise! This vibrant raised bungalow offers the ultimate waterfront lifestyle without the hefty waterfront taxes. Step inside

Erik Jacobsen,Lpt Realty
Listed by: Erik Jacobsen ,Lpt Realty (647) 557-2078
House for sale: 7 - 1139 CLAVER AVENUE, Innisfil

21 photos

$229,000

7 - 1139 Claver Avenue, Innisfil (Rural Innisfil), Ontario L0L 1C0

3 beds
1 baths
2 days

Cross Streets: Maple/Ewart/Claver. ** Directions: South of Ewart. Belle Ewart - Innisfil. Unbeatable Price - Seller say's sell sell sell! Just a 45-minute drive from Toronto, this charming seasonal cottage offers the perfect escape to beautiful Lake Simcoe. Enjoy direct shared waterfront access,

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

$1,399,000

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

4 beds
2 baths
31 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 lot alongside the first fairway of the renowned Briars Golf & Resort, plus gorgeous shared deeded lake access across the road, this property

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 127 SHORELINE DRIVE, Oro-Medonte

42 photos

$1,539,900

127 Shoreline Drive, Oro-Medonte (Hawkestone), Ontario L3V 0K2

3 beds
3 baths
7 days

Line 13 S/Shoreline Dr Peaceful. Waterfront. Timeless. Where peaceful mornings on the lake and easy access to city amenities come together. Perfectly positioned between Barrie and Orillia, this Lake Simcoe waterfront home offers the ideal balance of year-round living and cottage-style escape.Set

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 48 LAKE AVENUE, Ramara

25 photos

$1,295,000

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

4 beds
2 baths
17 days

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

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 2389 CRYSTAL BEACH ROAD, Innisfil

40 photos

$1,200,000

2389 Crystal Beach Road, Innisfil (Alcona), Ontario L9S 3W8

2 beds
1 baths
8 days

Cross Streets: Roberts/Crystal Beach. ** Directions: 25 Sideroad North to Roberts, go East to Crystal Beach Road. Charming partially winterized Lake Simcoe cottage lovingly owned by the same family for nearly 60 years, ready for its next chapter of memories. Escape to the lake at 2389 Crystal

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: LOT 4 FOX ISLAND, Georgina Islands

41 photos

$299,900

Lot 4 Fox Island, Georgina Islands (Fox Island), Ontario L0E 1R0

3 beds
1 baths
40 days

Cross Streets: Lake Dr N & Woodbine Ave. ** Directions: Only Accessible By Water Taxi Via East Point Marina / Island Grove Marina. Step Onto The Expansive Deck Overlooking The Tranquil Shores Of Lake Simcoe. This Outdoor Oasis Is Perfect For Morning Coffee Or Evening Gatherings, With Breathtaking

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 344 LOON ROAD E, Georgina Islands

34 photos

$548,800

344 Loon Road E, Georgina Islands (Georgina Island), Ontario L0E 1R0

3 beds
1 baths
57 days

Cross Streets: Off Ferry turn right on Bear Road to 344 Loon Road. ** Directions: 404 North to, Woodbine Ave North to Sutton, East Take Ferry from Virginia Beach/ Boondocks restaurant (7751 Black River Rd). Once off the Ferry turn right on to Bear Road to 344 Loon Road. Experience the magic

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 4099 GLEN CEDAR DRIVE, Ramara

33 photos

$838,000

4099 Glen Cedar Drive, Ramara (Rural Ramara), Ontario L3V 6H7

4 beds
1 baths
Today

Cross Streets: Muley Point Rd & Mcrae Park Rd. ** Directions: Muley Point R & Mcrae Park Rd. FULLY RENOVATED, FULLY FURNISHED, WATERFRONT, AND MOVE-IN READY! This exceptional four-season cottage offers 80 feet of direct waterfront and the perfect blend of cottage charm and modern comfort. Thoughtfully

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 4304 PLUM POINT ROAD, Ramara

20 photos

$759,000

4304 Plum Point Road, Ramara (Rural Ramara), Ontario L3V 0P8

3 beds
1 baths
15 days

Cross Streets: Plum Point Rd/River Rd. ** Directions: Hwy 12/Plum Point Rd. 4-SEASON HOME OR COTTAGE WITH 93 FT OF DIRECT LAKE SIMCOE WATERFRONT, A DOCK, BOAT LAUNCH & UPDATED INTERIOR! 4304 Plum Point Road is the Lake Simcoe waterfront home or cottage buyers picture when they think of mornings

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 2636+ LAKESHORE DRIVE, Ramara

45 photos

$1,450,000

2636+ Lakeshore Drive, Ramara (Rural Ramara), Ontario L0K 1B0

5 beds
1 baths
9 days

Cross Streets: Concession Rd 3 & Lakeshore Rd. ** Directions: Concession Rd 3 to Lakeshore Rd. A rare opportunity to own a four-PIN Lake Simcoe property package in the sought-after community of Brechin - offered together as one exceptional waterfront assembly. The offering includes three separate

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

50 photos

$3,599,000

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

5 beds
4 baths
72 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: 1623 CHIEF JOSEPH SNAKE ROAD, Georgina Islands

37 photos

$350,000

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

2 beds
1 baths
26 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
Row / Townhouse for sale: 19 - 2 PARADISE BOULEVARD, Ramara

33 photos

$438,888

19 - 2 Paradise Boulevard, Ramara (Rural Ramara), Ontario L0K 1B0

3 beds
2 baths
29 days

Cross Streets: Simcoe St & Laguna Pkwy. ** Directions: Lagoon City. Welcome to your lakeside escape in the heart of Ramara! Nestled in the sought-after community of Lagoon City, this beautiful property at 2 Paradise Boulevard offers the perfect blend of waterfront living, relaxation, and year-round

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 1283 CHIEF JOSEPH SNAKE ROAD, Georgina Islands

38 photos

$698,800

1283 Chief Joseph Snake Road, Georgina Islands (Georgina Island), Ontario L0E 1R0

5 beds
2 baths
Today

Georgina Island Welcome to your perfect Lake Simcoe escape. Set on over 70+feet of pristine waterfront, this cherished family cottage has been thoughtfully renovated from top to bottom in 2025, blending timeless cottage charm with modern comfort.Designed for effortless entertaining and family

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

37 photos

$1,199,000

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

4 beds
2 baths
9 days

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

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

29 photos

$11,888,000

1000 Goffatt Island, Ramara (Atherley), Ontario L3V 6H7

9 beds
11 baths
224 days

Cross Streets: Goffatt Island. ** Directions: Hwy 12 E, Rt On Courthland, Rt. Welcome to Goffat Island, your own private 11-acre sanctuary on the beautiful Lake Simcoe, offering the perfect blend of serene island living and modern convenience. This exceptional property, located just a two-hour

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

$1,598,000

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

5 beds
4 baths
6 days

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

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 38 SHELSON PLACE, Georgina

14 photos

$892,831

38 Shelson Place, Georgina (Sutton & Jackson's Point), Ontario L0E 1R0

2 beds
2 baths
31 days

Cross Streets: Black River Rd to Stadacona to Shelson Place. ** Directions: Black River Rd to Stadacona to Shelson Pl. New home to be built in the Hedge Road Landing Active Adult Community. The McRae, Elevation B 1517 sq ft. With reasonable monthly maintenance fees which include lawn maintenance

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 18 SCHORTINGHUIS STREET, Georgina

9 photos

$813,185

18 Schortinghuis Street, Georgina (Sutton & Jackson's Point), Ontario L0E 1R0

2 beds
2 baths
91 days

Cross Streets: Black River Rd to Stadaconna to Schortinghuis. ** Directions: Black River Rd to Stadacona to Schortinghuis. New home to be built in the Hedge Road Landing Active Adult Community. The Juniper Model Elevation B with lot 1355 sq ft. With reasonable monthly maintenance fees which

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 22 SCHORTINGHUIS STREET, Georgina

4 photos

$802,586

22 Schortinghuis Street, Georgina (Sutton & Jackson's Point), Ontario L0E 1R0

2 beds
2 baths
91 days

Cross Streets: Black River to Stadacona to Schortinghuis. ** Directions: Black River to Stadaconna to Schortinghuis. New home to be built in the Hedge Road Landing Active Adult Community. The Jackson Model Elevation B with lot 1260 sq ft. With reasonable monthly maintenance fees which include

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

36 photos

$950,441

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

2 beds
3 baths
91 days

Cross Streets: Stadacona and Black River Road. ** Directions: Stradacona & Black River Rd. New Home under construction 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

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 145 LAKE DRIVE NORTH DRIVE, Georgina

48 photos

$1,550,000

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

3 beds
2 baths
31 days

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

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 23 DOYLE BEACH LANE, Georgina

40 photos

$1,349,000

23 Doyle Beach Lane, Georgina (Sutton & Jackson's Point), Ontario L0E 1R0

4 beds
2 baths
16 days

Black River Rd & Doyle Beach Lane Escape The Everyday & Embrace The Ultimate, Turn-Key Lake Simcoe Lifestyle! Nestled In The Exclusive, Tight-Knit Pocket Of Virginia Beach In Georgina, This Isn't Just A Weekend Retreat, It's A Fully-Winterized, Four-Season Waterfront Sanctuary Completely Reimagined

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

25 photos

$950,000

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

1 beds
1 baths
29 days

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

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

$549,900

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

3 beds
1 baths
25 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
House for sale: 21 BEAVER TRAIL, Ramara

35 photos

$898,000

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

3 beds
2 baths
6 days

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

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 40630 SHORE ROAD, Brock

49 photos

$425,000

40630 Shore Road, Brock (Beaverton), Ontario L0K 1A0

3 beds
2 baths
13 days

BEAVERTON HARBOUR TO THORAH ISLAND Freehold & Mortgageable Waterfront Retreat Featuring Two Cottages And 3 separate parcels of land. Discover A Rare Island Escape Just A 3-Minute Boat Ride From Beaverton Harbour, Offering The Perfect Blend Of Privacy, Charm, And Accessibility. This Exceptional

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

27 photos

$629,000

1031 Ferrier Avenue, Innisfil (Lefroy), Ontario L0L 1W0

3 beds
1 baths
21 days

Cross Streets: Killarney Beach Rd. ** Directions: 20th Side Rd to Killarney Beach Rd to Ferrier Ave. Experience the good life in the peaceful waterfront community of Lefroy-a charming, cottage-style town where Lake Simcoe is part of your everyday backdrop. Just a short stroll from the shoreline,

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

31 photos

$829,000

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

2 beds
1 baths
28 days

Woodland Dr & Moon Point Dr Prime Lake Simcoe Waterfront On A Sought-After Stretch Of Shoreline, Offering 100 Feet Of Pristine Frontage With Crystal-Clear Water, Natural Rocky Shoreline, And A Hard Sandy/Rock Bottom Ideal For Swimming, Boating, And Enjoying Lake Life. Whether You Choose To

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 1699 CHIEF JOSEPH SNAKE ROAD, Georgina Islands

47 photos

$699,900

1699 Chief Joseph Snake Road, Georgina Islands (Georgina Island), Ontario L0E 1R0

3 beds
3 baths
24 days

Cross Streets: CHIEF JOSEPH SNAKE RD. ** Directions: STRAIGHT OFF FERRY FOLLOW CHIEF JOSEPH SNAKE RD. Welcome to turnkey waterfront living on beautiful Georgina Island! This stunning 3-bedroom, 3-bathroom bungalow offers over 1,800 sq. ft. of thoughtfully designed living space and boasts 100+

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 75 LAKE AVENUE, Ramara

37 photos

$765,000

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

4 beds
2 baths
14 days

Cross Streets: Simcoe St / Road 47. ** Directions: east. Stunning All-Season Home/Cottage. Wake up to peaceful lakeside living in this move-in-ready, updated home/cottage, featuring a private dock in your backyard with direct access to Lake Simcoe and the Trent-Severn Waterway - perfect for

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 31 PARADISE BOULEVARD, Ramara

16 photos

$1,999,999

31 Paradise Boulevard, Ramara (Rural Ramara), Ontario L0K 1B0

3 beds
3 baths
52 days

Laguna Pkwy/Paradise Blvd Stunning detached home offering nearly 4,200 sq ft of living space, backing onto a canal with access to Lake Simcoe-perfect for year-round living or a cottage-style retreat. Features a chef's kitchen with side-by-side stainless steel appliances and a bright great room

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

$448,000

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

2 beds
2 baths
114 days

Cross Streets: Poplar Crescent. ** Directions: Hwy 12/Ramara Rd 47/Laguna Pkway. 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

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

7 photos

$699,888

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

80 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
3 DAVY POINT CIRCLE, Georgina

31 photos

$1,059,000

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

3 beds
3 baths
8 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: 182 BAYSHORE DRIVE, Ramara

37 photos

$1,288,000

182 Bayshore Drive, Ramara (Rural Ramara), Ontario L0K 1B0

3 beds
3 baths
16 days

Barnstable Dr (Sideroad 20) and Bayshore Dr Welcome to 182 Bayshore Dr, a stunning waterfront retreat in sought-after Bayshore Village on Lake Simcoe. This approximate 3000 ft home/cottage offers 3 bedrooms, 3 bathrooms, and breathtaking lake views with multiple walkouts for seamless indoor/outdoor

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 1082 LOON ROAD, Georgina Islands

50 photos

$799,000

1082 Loon Road, Georgina Islands (Georgina Island), Ontario L0E 1R0

4 beds
4 baths
55 days

Cross Streets: LOON/BEAR. ** Directions: STRAIGHT FROM FERRY, RIGHT ON BEAR RD, LEFT ON LOON RD. Waterfront on Lake Simcoe | 100 Ft of Shoreline & Private Guest Suite !Escape to 1082 Loon Rd and experience the perfect blend of comfort and lakeside living on the shores of Lake Simcoe. This charming

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

48 photos

$2,995,000

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

5 beds
4 baths
24 days

Lake Dr E / Hedge Rd Waterstone Estate on Hedge Road does not announce itself. It does not need to. For those who know, the name alone is enough - a quiet signal of something earned over time, passed through time, and understood rather than explained. 30 Hedge Road is offered for the first

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 45 IVY LANE, Orillia

41 photos

$1,295,000

45 Ivy Lane, Orillia (Orillia), Ontario L3V 6H1

5 beds
5 baths
22 days

Cross Streets: HWY 12 to Forrest Av to Dock. ** Directions: Access by boat only. Welcome to 45 Ivy Lane on Grape Island, a rare private island retreat offering 1.2 acres of landscaped grounds & 233 feet of pristine Lake Simcoe shoreline. Designed for exceptional waterfront living, this one-of-a-kind

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

31 photos

$589,000

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

3 beds
1 baths
92 days

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

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

21 photos

$599,900

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

2 beds
1 baths
16 days

Cross Streets: west of Hwy 12 Btw Conc 9 & Conc A. ** Directions: Apple or Google Maps. Cozy and inviting, this charming 2-bedroom, 1-bathroom lakeside cottage offers an exceptional opportunity to enjoy life on the shores of Lake Simcoe. Perfect as a weekend retreat or a year-round residence,

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 2674 LONE BIRCH TRAIL, Ramara

31 photos

$829,999

2674 Lone Birch Trail, Ramara (Rural Ramara), Ontario L0K 1B0

3 beds
1 baths
8 days

Cross Streets: Hwy 12 / Ramara Rd 47. ** Directions: Head north on Highway 12 to Ramara Road 47. Turn left and continue west to Lone Birch Trail. Turn left again and follow the road to the end - destination is 2674 Lone Birch Trail. Family-owned for over 75 years-rare opportunity to secure

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 131 MINNETONKA ROAD, Innisfil

38 photos

$1,999,900

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

3 beds
2 baths
15 days

Cross Streets: Big Bay Point and 25th Sideroad. ** Directions: Big Bay Point to the end. Right on Minnetonka Road. Imagine waking each morning to breathtaking sunrises dancing across the sparkling waters of Lake Simcoe. Set on 75 feet of pristine waterfront, this picture-perfect retreat is

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 1 & 2 IVY LANE, Orillia

46 photos

$1,538,000

1 & 2 Ivy Lane, Orillia (Orillia), Ontario L3V 6H1

4 beds
3 baths
48 days

Cross Streets: Victoria Cres To Boat Launch. ** Directions: Access by Boat Only. Welcome To Your New Grape Island Family Cottage Compound! This Stunning Lake Simcoe Property Overlooks Tranquil Lake Simcoe In Orillia, Just 1 Hour From The Gta. Viceroy Style Main Cottage With 565Ft Of South East

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

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$999,900

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

3 beds
2 baths
27 days

Cross Streets: Woodbine Ave/Riverglen Drive. ** Directions: Woodbine Ave to Riverglen Drive. A rare find! The house on this waterfront property sits on 2 separate serviced lots allowing for multiple future possibilities. Ideal property for builders, renovators, investors, large families & nature

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

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$379,000

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

2 beds
2 baths
35 days

Cross Streets: Ramara Rd 47 or Poplar Cres. ** Directions: Hwy 12 / Ramara Rd 47 / 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.

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 30032 HIGHWAY 48, Georgina

50 photos

$1,200,000

30032 Highway 48, Georgina (Pefferlaw), Ontario L9P 1E7

3 beds
2 baths
10 days

Hwy 48 / Pefferlaw A rare opportunity in cottage country with vacant possession. Maxi Marina Mart sits on a high-exposure 1.08-acre corner at Highway 48 and Holmes Point Road in Pefferlaw - the gateway to one of Lake Simcoe's best sandy beaches. The sale includes the land, the freestanding

Darya StrilyanaSutton Group Innovative Realty Inc.Agent: Darya Strilyana Sutton Group Innovative Realty Inc. 647-896-7668
House for sale: 3788 TUPPY DRIVE, Ramara

34 photos

$1,199,000

3788 Tuppy Drive, Ramara (Rural Ramara), Ontario L3V 0L1

4 beds
5 baths
80 days

Cross Streets: Hwy 12/ Mulley Point Road. ** Directions: Con rd 8 and Muley Point rd. One of a kind: CUSTOM cottage on Lake Simcoe. Billion dollar lake views from master bedroom and living room on the second floor. Two master bedrooms. Ground and 2nd floor. Swimming pool. Roof 2 years new.

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.