Welcome to your waterfront legacy. Set along 69 feet of pristine shoreline on Lake Simcoe's coveted Cooks Bay, this extraordinary waterfront log home offers a rare opportunity to own a piece of history while embracing year-round lakeside living. Fully winterized and rich in character, this one-of-a-kind residence seamlessly blends heritage craftsmanship with modern comfort. Originally constructed in 1872 on Bear Lake and meticulously reconstructed on a new foundation in 1979 in sought-after Gilford, this history-drenched home showcases authentic log construction, original pine floors, exposed beams, and a stunning stone fireplace that anchors the heart of the home. Floor-to-ceiling bay windows frame breathtaking lake views and fill the interior with natural light. The spacious kitchen is designed for gathering and entertaining, featuring an island, built-in desk, pantry, and walkout to a massive waterfront deck overlooking the lake. Generously sized bedrooms provide ample space for family and guests, while the primary retreat offers a private balcony with a large awning and spectacular water views. The lower level extends the living space with a welcoming fireplace, bar area, bathroom, laundry, and a versatile room ideal as a home office, guest bedroom, or additional living space. A detached, fully insulated garage with loft (R20 insulated, drywalled, and fully painted) presents endless possibilities as a guest retreat, home office, studio, or workshop. Complete with its own deck and stunning views of Lake Simcoe, this unique space adds exceptional flexibility and value. Outside, enjoy your own private dock and marine rail, providing direct access to endless boating, fishing, swimming, and waterfront recreation. Surrounded by natural beauty and steeped in history, this remarkable property offers a lifestyle of tranquility, charm, and unforgettable memories on the shores of Lake Simcoe. A truly irreplaceable waterfront offering unlike anything else on the market.
Three fireplaces (wood-burning, one in the living room)
Water purifier
Heating & cooling
Geothermal heating
Cooling system present (type listed as Other)
Exterior features
Waterfront property on Lake Simcoe
Dock
Awning(s)
Deck and porch
Landscaped lot
Publicly maintained road access
West-facing
Home design
Detached single family residence
Two stories
Parking
Seven parking spaces total
One covered space
Private detached garage
Construction
Log construction with wood siding
Metal roof
Other foundation
Utilities
Septic tank
Sale and tax history for 219 Bayshore Rd
Sale History
Tax History
Date
Event
Price
TREB #N13417878
Jun 5, 2026
Listed
$1,729,000
TREB #N12550948
Jan 17, 2026
Delisted
—
Dec 20, 2025
Price Changed
$1,790,000
Dec 12, 2025
Price Changed
$1,790,900
Dec 7, 2025
Price Changed
$1,790,000
Nov 17, 2025
Listed
$1,849,000
+34
Offered at an exclusive, never-before-seen price, this history-drenched log home exudes timeless charm along 69 feet of pristine waterfront in the coveted community of Gilford. This is your chance to achieve your waterfront dreams! Rare 69 feet of pristine waterfront frontage on Lake Simcoe in Cooks Bay! This fully winterized, year-round haven is the perfect marriage of history meets modern living! Originally erected in 1872 on Bear Lake, this log home was meticulously reconstructed in 1979 on a new foundation in the sought-after community of Gilford. Steeped in history, this home boasts a beautiful stone fireplace and stunning beams. Original pine floors throughout. Marvel at the breathtaking views through the floor to ceiling bay windows. Step into the spacious kitchen, flooded with natural light featuring an island, built-in desk, pantry and walk-out to massive deck. Generously sized bedrooms and primary featuring a private balcony with large awning. The basement offers an office or additional bedroom, along with a welcoming fireplace and bar area for entertaining guests, laundry and bathroom. Detached, fully insulated garage with a loft (both R20 drywall, fully painted) presents endless possibilities. Complete with its own deck with captivating views of Lake Simcoe. Whether utilized as a guest retreat, home office or creative studio. This property features its own private dock and marine rail. Truly a haven of charm and history, promising a lifestyle of serenity and enjoyment amidst nature's beauty. This one of a kind property is a must-see! There is truly nothing like it. Book your private showing today and experience the unlimited potential of this stunning home!
TREB #N12436884
Oct 1, 2025
Listed
$1,900,000
TREB #N12274684
Oct 1, 2025
Delisted
—
Aug 28, 2025
Price Changed
$1,900,000
Jul 9, 2025
Listed
$2,000,000
TREB #N9397034
Mar 25, 2025
Relisted
—
Mar 10, 2025
Pending
—
Mar 4, 2025
Relisted
—
Mar 2, 2025
Delisted
—
Nov 1, 2024
Listed
$2,000,000
Nov 1, 2024
Delisted
—
Oct 15, 2024
Listed
$2,000,000
TREB #N9353450
Sep 17, 2024
Listed
$1,999,900
TREB #N9269213
Aug 26, 2024
Listed
$2,075,000
TREB #N9046661
Jul 19, 2024
Listed
$2,190,000
TREB #N9014355
Jul 5, 2024
Listed
$2,250,000
TREB #N8329290
Jun 10, 2024
Price Changed
$2,250,000
May 10, 2024
Listed
$2,350,000
TREB #N8148814
Mar 17, 2024
Listed
$2,500,000
TREB #N6684962
Jul 21, 2023
Listed
$2,500,000
TREB #N6222624
Jun 1, 2023
Listed
$2,449,999
TREB #N6250884
Mar 16, 2023
Listed
$2,599,999
TREB #N5969901
Mar 16, 2023
Listed
$2,599,999
TREB #N5826469
Nov 14, 2022
Listed
$2,899,000
TREB #N6249516
Nov 3, 2022
Listed
$3,299,000
TREB #N5815927
Nov 12, 2022
Price Changed
$2,899,000
Nov 12, 2022
Price Changed
$3,299,000
Nov 3, 2022
Listed
$3,299,000
As the MLS and public records start to fill up, we'll list the details here.