38 Whippoorwill Road, Northern Bruce Peninsula, ON N0H 1W0
Northern Bruce Peninsula · Near Forty Hills Rd & Whippoorwill Rd · View map
About this home
A rare opportunity to own a deep Georgian Bay waterfront property on one of Lion's Head's most desirable no-exit roads. The property extends to the 100-year high-water mark with no shore road allowance between the lot and Georgian Bay. Classic Bruce Peninsula limestone shoreline sets the scene for incredible views across the bay toward the iconic Lion's Head cliffs. Watch the sun rise over Georgian Bay, evening light sweep across the Escarpment and, on the right night, the full moon rise over the cliffs.The deep lot is what makes this property especially compelling, offering the space and setting to consider a future cottage or year-round home while the existing three-season cabin lets you enjoy the property now. Dating back to the 1930s, the rustic cottage is full of character with three sleeping areas, including a primary bedroom overlooking the water, a guest room and bunk room. A full wall of windows captures the waterfront views, while a cozy wood stove, functional kitchen and bathroom, and a mix of stone and wood flooring add to its timeless cottage charm.The cottage is serviced by a lake-drawn water system with shoreline pump house and a private septic system currently in working order. A storage shed provides additional space for tools and waterfront gear. The cottage could use some TLC, but remains a usable family retreat with plenty of life left in it-enjoy it as-is, improve it over time, or use it while exploring future plans.Set on a quiet, year-round municipally maintained road, the property is only minutes from Lion's Head for groceries, the marina, beach, hardware, medical services and the Saturday farmers' market. The Bruce Trail runs behind this stretch of Whippoorwill Road and is accessible on foot. Georgian Bay is at your doorstep for swimming, paddling, boating, sailing and fishing, while Bruce Peninsula National Park and Tobermory are an easy drive north.
The home
- Type
- Bungalow
- Style
- Bungalow
- Square footage
- 700-1100 sq ft
- Bedrooms
- 3
- Bathrooms
- 1
- Kitchens
- 1
- Rooms
- 6
- Basement
- Crawl Space, Unfinished
- Lot size
- 63.5 x 260 ft
- Faces
- South
Ownership & fees
- Ownership
- Freehold
- Monthly condo fee
- None
- Exterior
- Vinyl Siding
Heating & cooling
- Heating fuel
- Wood
- Fireplace
- Yes
Garage & parking
- Driveway spaces
- 4
- Total parking
- 4
Taxes & other
- Property taxes
- $3,382/yr
- Tax year
- 2025
- Occupancy
- Owner
- Possession
- Immediate
- Cross street
- Forty Hills Rd & Whippoorwill Rd
- Neighbourhood
- Northern Bruce Peninsula
More
- Price per sq ft
- ~$555 (at 900 sq ft)
- Listed
- Oct 2, 2026 · 10 days ago
- MLS® number
- X13856940
No matching details. Ask Will instead
No features listed yet.
- Mortgage
- Property tax
- Maintenance fee
Cash needed to close
Estimates only, using Canadian semi-annual compounding, Ontario land transfer tax. Mortgage default insurance is added when you put down less than 20%. Your lender and lawyer will confirm exact numbers.
38 Whippoorwill Road, Northern Bruce Peninsula, ON N0H 1W0
Northern Bruce Peninsula · Near Forty Hills Rd & Whippoorwill Rd
Get directionsWhat’s nearbySchools nearby
Open this tab to load nearby schools.
Your commute
Enter where you go every day to see real drive times:
Listing history for 38 Whippoorwill Road
See what this home and others at the same address were listed for, what they sold for, and how long it took.
Sold prices are for members. It’s free, takes a few seconds, and unlocks the sale history on every listing.
Frequently asked questions about 38 Whippoorwill Road
Answers come straight from this home’s MLS® listing.
How much is 38 Whippoorwill Road listed for, and what would it cost each month?
38 Whippoorwill Road is listed for $499,900. With 20% down ($99,980), the mortgage payment would be roughly $2,016 a month at 4.5% over 30 years. Add property tax and the estimate comes to about $2,298 a month, all in. That figure is an illustration, not a quote.
Is 38 Whippoorwill Road freehold or a condo, and is there a monthly fee?
38 Whippoorwill Road is a bungalow in Northern Bruce Peninsula. Ownership is freehold: you own the home and the lot. There is no monthly condo fee, so the roof, windows, driveway, snow and lawn are yours to look after.
How many bedrooms and bathrooms does 38 Whippoorwill Road have?
38 Whippoorwill Road has 3 bedrooms and 1 bathroom.
Does 38 Whippoorwill Road have a garage and parking?
The listing does not show a garage. The driveway adds 4 spaces. In total the listing counts 4 parking spaces.
Does 38 Whippoorwill Road have a finished basement?
The listing describes the basement as crawl space, unfinished.
What style of home is 38 Whippoorwill Road?
38 Whippoorwill Road is a bungalow. A bungalow has all of its main living space, including the bedrooms, on one floor, usually over a full basement.
How big is 38 Whippoorwill Road, and what is the lot size?
The listing puts the home between 700 and 1,100 sq ft. The board reports a range rather than an exact figure, and it usually leaves out the basement. The lot is listed as 63.5 x 260 ft.
How is 38 Whippoorwill Road heated and cooled?
Heating is (wood). The listing does not show air conditioning.
What are the property taxes for 38 Whippoorwill Road?
Property taxes are $3,382 a year (2025), or about $282 a month.
Where is 38 Whippoorwill Road?
38 Whippoorwill Road is in Northern Bruce Peninsula. The nearest main intersection is Forty Hills Rd & Whippoorwill Rd. The postal code is N0H 1W0.
How long has 38 Whippoorwill Road been on the market?
38 Whippoorwill Road was listed on October 2, 2026. It has been on the market for 10 days. It is an active listing (MLS® X13856940). Listings here update from the board through the day and come down once a home sells.
What are similar bungalows near 38 Whippoorwill Road asking?
Similar bungalow-style homes for sale nearby right now include 23 Maple Drive at $555,000 (3 bed), 202 Whiskey Harbour Road at $439,000 (3 bed) and 173 Isthmus Bay Road at $569,000 (3 bed). These are asking prices, not sold prices. The Sold history tab shows what homes at this address went for.
What have homes at 38 Whippoorwill Road sold for?
Recent sales, leases and expired listings for this home and others at the same address are in the Sold history tab, with the price and date of each. It is free for members.
How do I book a showing at 38 Whippoorwill Road?
Pick a day and time with Book a Tour on this page. Tours are free, with no obligation, in person or by video. You can also call or text 647-619-2256.
Have a different question? Ask about this home and get an answer, usually within the hour.
Similar bungalows nearby
More bungalow-style homes for sale near Northern Bruce Peninsula, picked by style, size and price.
Bungalow$555,00023 Maple Drive, Northern Bruce Peninsula3 bed · 2 bath · Northern Bruce PeninsulaCourtesy of: Chestnut Park Real EstateView home →
Bungalow$439,000202 Whiskey Harbour Road, Northern Bruce Peninsula3 bed · 1 bath · Northern Bruce PeninsulaCourtesy of: RE/MAX Grey Bruce Realty Inc.View home →
Bungalow$569,000173 Isthmus Bay Road, Northern Bruce Peninsula3 bed · 1 bath · Northern Bruce PeninsulaCourtesy of: RE/MAX Grey Bruce Realty Inc.View home →Courtesy of: Real Broker Ontario Ltd.
PropTx MLS® assumes no responsibility for the accuracy of any information shown. The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale or lease of real estate and may not be used for any commercial purpose or any other purpose.
*Estimated monthly cost assumes 20% down, a 4.5% rate and a 30-year amortization, plus property tax. For illustration only.