Skip to content
647-931-3923 info@cottageconnect.com
Cottages & waterfront for sale across Ontario cottage country
SwipeNEW

Four-Season Cottages For Sale on Lake Simcoe

174 four-season cottages for sale on Lake Simcoe right now, from $0K to $16M. Updated through the day from the MLS®.

Lake Simcoe marketMedian $1.25M173 for sale+14 new this week~57 days on marketMarket stats
Tap a price to see the home
174 four-season cottages for sale on Lake Simcoe
209 Bay Street, Oro-Medonte42 photos$4,490,000Waterfront cottage5 bed · 5 bath · 3000-3500 sq ft209 Bay StreetShanty Bay, Oro-MedonteGarage · 12 parking · Lot 200 x 156 ftCourtesy of: RE/MAX HALLMARK CHAY REALTY2329 Crystal Beach Road, Innisfil25 photos$999,000Waterfront cottage2 bed · 1 bath · 700-1100 sq ft2329 Crystal Beach RoadAlcona, InnisfilGarage · 4 parking · Lot 54.8 x 157.4 ftCourtesy of: RE/MAX HALLMARK REALTY LTD.700 Lake Drive N, Georgina31 photos$5,500,000Waterfront cottage5+4 bed · 4 bath · 3000-3500 sq ft700 Lake Drive NHistoric Lakeshore Communities, GeorginaGarage · 16 parking · Pool · Lot 130 x 531 ftCourtesy of: RE/MAX REALTRON BARRY COHEN HOMES INC.21 Beaver Trail, Ramara35 photos$850,000Waterfront cottage3 bed · 2 bath · 1500-2000 sq ft21 Beaver TrailRural Ramara, RamaraGarage · 8 parking · Lot 146 x 205 ftCourtesy of: RE/MAX CROSSTOWN REALTY INC.153 Creighton Street S, Ramara50 photos$4,899,000Waterfront cottage5 bed · 5 bath · 5000 + sq ft153 Creighton Street SAtherley, RamaraGarage · 15 parking · Lot 113.5 x 460 ftCourtesy of: Sotheby's International Realty Canada2 - 2 Laguna Parkway, Ramara21 photos$349,000Resort condo2 bed · 2 bath · 1000-1199 sq ft2 - 2 Laguna ParkwayBrechin, RamaraMaint. fee $712/mo · 1 parkingCourtesy of: CENTURY 21 B.J. ROTH REALTY LTD.24960 Thorah Park Boulevard, Brock45 photos$1,995,000Waterfront cottage4 bed · 4 bath · 2000-2500 sq ft24960 Thorah Park BoulevardRural Brock, BrockGarage · 7 parking · Lot 100 x 162.3 ftCourtesy of: KELLER WILLIAMS REFERRED URBAN REALTY4099 Glen Cedar Drive, Ramara33 photos$838,000Waterfront cottage4 bed · 1 bath · 1100-1500 sq ft4099 Glen Cedar DriveRural Ramara, RamaraGarage · 10 parking · Lot 80 x 303 ftCourtesy of: PROPERTY.CA INC.165 Lake Drive E, Georgina49 photos$1,990,000Waterfront cottage3 bed · 3 bath · 3000-3500 sq ft165 Lake Drive EHistoric Lakeshore Communities, GeorginaGarage · 23 parking · Lot 50 x 250 ftCourtesy of: LPT REALTY3866 Glenrest Drive, Ramara41 photos$1,399,000Log home3 bed · 3 bath · 2500-3000 sq ft3866 Glenrest DriveRural Ramara, RamaraGarage · 6 parking · Lot 100.7 x 184.5 ftCourtesy of: RE/MAX RIGHT MOVE98 Mcrae Beach Road S, Georgina49 photos$5,499,000Waterfront cottage5 bed · 6 bath · 5000 + sq ft98 Mcrae Beach Road SVirginia, GeorginaGarage · 19 parking · Lot 98.4 x 206.1 ftCourtesy of: CECILIA DEFREITAS FINE HOMES LTD.88 Bayshore Drive, Ramara40 photos$1,600,000Waterfront cottage2+2 bed · 3 bath · 2000-2500 sq ft88 Bayshore DriveBrechin, RamaraGarage · 7 parking · Lot 100.1 x 220.4 ftCourtesy of: CENTURY 21 KING`S QUAY REAL ESTATE INC.

Listing data © PropTx MLS®. Information deemed reliable but not guaranteed.

Market snapshot

Lake Simcoe cottage market today

Based on 173 homes for sale right now (asking prices). Updated through the day.

Get recent sold prices
Median asking price$1.25MRange $239K – $16M
Homes for sale173+14 new this week
Typical days on market57Room to negotiate
Median price / sq ft$670From listed size ranges

Homes by price

Under $700K42
$700K–$1M28
$1M–$1.5M44
$1.5M–$2M32
$2M–$3M17
$3M+10

By style

StyleFor saleMedian price
Waterfront cottage173$1.25M
Cottage134$1.41M
Resort condo39$548K
Log home5$1.73M

Thinking of selling here?

See what your home could sell for against these 173 listings.

Get my instant estimate
Lake Simcoe

Four-season cottages on Lake Simcoe

Right now there are 174 four-season cottages for sale on Lake Simcoe. Asking prices run from $0K to $16M, and the middle listing is $1.24M. Most are in Ramara, Georgina, Innisfil and Brock.

Lake Simcoe is the big, open lake just north of the city, and owning on it feels different from owning in the Shield lakes farther north. Read the full Lake Simcoe guide.

A four-season cottage has a proper foundation, insulation, a heated water line and a road that is maintained in winter. Those same features make it easier to finance and insure, and they keep the door open to living there full time later.

Common questions

How many four-season cottages are for sale on Lake Simcoe?

There are 174 listings right now, taken straight from the MLS® and updated through the day. New ones are added the day they come on the market.

How much do four-season cottages on Lake Simcoe cost?

Asking prices run from $0K to $16M, with a median of $1.24M. Frontage, shoreline, exposure, road access and the building itself account for most of the spread.

Where on Lake Simcoe are these four-season cottages?

Most of today's listings are in Ramara, Georgina, Innisfil and Brock. Use the map above to see exactly where each one sits on the lake.

Can I get new four-season cottages on Lake Simcoe sent to me?

Yes. Save this search or ask for listing alerts and new four-season cottages on Lake Simcoe are emailed to you the day they hit the MLS®, along with price drops. It is free and you can stop anytime.

Sold history

Lake Simcoe sold prices by year

1087 cottages, homes and lots on Lake Simcoe have sold through the MLS® since 2013, 175 of them in the past 12 months. Sold prices are for members. Joining is free.

See what Lake Simcoe cottages actually sold for

Free members see sold prices, sale-to-asking ratios and every sold listing on the lake.

YearSalesMedian soldAverageLowestHighestSold vs. askingMedian days
2026 to date158
2025160
202489
202336
202285
2021142
2020164
201993
201879
201770
20164
20152
20135

Sold data from the PropTx MLS®, for sales reported on the board. Private and exclusive sales are not included. Figures are a guide, not an appraisal. Information deemed reliable but not guaranteed.

Ready to find your cottage in Lake Simcoe?

Talk to a cottage specialist today. Honest answers, no pressure.

© Cottage Connect · Will Balo, Sales Representative, RE/MAX Experts
Privacy Policy Terms of Use Photo Credits