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Luxury Cottages For Sale on Lake Simcoe

38 luxury cottages for sale on Lake Simcoe right now, from $2.05M to $24M. Updated through the day from the MLS®.

Lake Simcoe marketMedian $2.87M38 for sale+2 new this week~107 days on marketMarket stats
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38 luxury cottages for sale on Lake Simcoe
21 Pemberton Lane, Oro-Medonte9 photos$24,000,000Waterfront cottage0 bath · 5000 + sq ft21 Pemberton LaneRural Oro-Medonte, Oro-MedonteGarage · 24 parking · Pool · Lot 1016 x 1212 ftCourtesy of: RE/MAX REALTRON BARRY COHEN HOMES INC.2533 Ridge Road W, Oro-Medonte50 photos$15,995,000Waterfront cottage5 bed · 6 bath · 3500-5000 sq ft2533 Ridge Road WRural Oro-Medonte, Oro-MedonteGarage · 14 parking · PoolCourtesy of: Sotheby's International Realty Canada736 Lake Drive N, Georgina50 photos$14,995,000Waterfront cottage7+2 bed · 8 bath · 5000 + sq ft736 Lake Drive NHistoric Lakeshore Communities, GeorginaGarage · 45 parking · Lot 733.5 x 620.4 ftCourtesy of: RE/MAX HALLMARK YORK GROUP REALTY LTD.27440 Cedarhurst Beach Road, Brock50 photos$8,499,900Log home7+2 bed · 7 bath · 5000 + sq ft27440 Cedarhurst Beach RoadRural Brock, BrockGarage · 26 parking · Lot 310.5 x 468.5 ftCourtesy of: RE/MAX ALL-STARS REALTY INC.4 Shangri-La Lane, Georgina50 photos$6,888,000Waterfront cottage5 bed · 6 bath · 5000 + sq ft4 Shangri-La LaneKeswick South, GeorginaGarage · 10 parking · Pool · Lot 71.4 x 237.2 ftCourtesy of: REALTY WEALTH GROUP INC.247 Lakeshore Road W, Oro-Medonte47 photos$5,999,500Log home4 bed · 5 bath · 3500-5000 sq ft247 Lakeshore Road WHawkestone, Oro-MedonteGarage · 13 parking · Pool · Lot 91.4 x 208 ftCourtesy of: CENTURY 21 B.J. ROTH 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.3964 Guest Road, InnisfilNew50 photos$5,499,500Waterfront cottage4+1 bed · 4 bath · 3500-5000 sq ft3964 Guest RoadRural Innisfil, InnisfilGarage · 18 parking · Pool · Lot 101.9 x 441.9 ftCourtesy of: FARIS TEAM REAL ESTATE BROKERAGE678 Lake Drive E, Georgina50 photos$5,499,000Waterfront cottage6+8 bed · 8 bath · 2500-3000 sq ft678 Lake Drive EHistoric Lakeshore Communities, Georgina20 parking · Lot 146.8 x 473.1 ftCourtesy of: LPT REALTY98 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.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 Canada209 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 REALTY

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

Market snapshot

Lake Simcoe cottage market today

Based on 38 homes for sale right now (asking prices). Updated through the day.

Get recent sold prices
Median asking price$2.87MRange $2.05M – $24M
Homes for sale38+2 new this week
Typical days on market107Room to negotiate
Median price / sq ft$954From listed size ranges

Homes by price

Under $700K0
$700K–$1M0
$1M–$1.5M0
$1.5M–$2M0
$2M–$3M24
$3M+14

By style

StyleFor saleMedian price
Waterfront cottage38$2.87M
Cottage38$2.87M
Log home2$7.25M

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Lake Simcoe

Luxury cottages on Lake Simcoe

Right now there are 38 luxury cottages for sale on Lake Simcoe. Asking prices run from $2.05M to $24M, and the middle listing is $2.87M. Most are in Georgina, Innisfil, Oro-Medonte 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.

At the top of the market buyers pay for the lake first: big water, long frontage, privacy and a boathouse on the right shore. The building matters, but it is the piece you can change.

Common questions

How many luxury cottages are for sale on Lake Simcoe?

There are 38 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 luxury cottages on Lake Simcoe cost?

Asking prices run from $2.05M to $24M, with a median of $2.87M. Frontage, shoreline, exposure, road access and the building itself account for most of the spread.

Where on Lake Simcoe are these luxury cottages?

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

Can I get new luxury cottages on Lake Simcoe sent to me?

Yes. Save this search or ask for listing alerts and new luxury 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.

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