$499,900
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38 Whippoorwill Road, Lions Head on N0H 1W0, Lions Head, ON N0H 1W0

3 Beds
1 Bath
798 Sq Ft

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. A recent survey is available, with exact dimensions to be confirmed.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.

  • MLS® 40868320
  • Date Listed10/02/2026
  • Days on Realty 3 Days
  • Bedrooms 3
  • Bathrooms 1 Full baths
  • Lot Size -
  • Sewer Septic Tank
  • Property Type Single Family Residence
  • County Bruce
  • Water Other
  • Square Feet 798 sq. ft
  • Price Per Sq. Ft $626.44

Interior Features

  • Cooling None
  • Heating Wood, Wood Stove

Exterior / Lot Features

  • Roof -
  • Lot Size Acres -
  • Lot Size SQFT -
  • Lot Features Urban

Sales & Tax History

Source: Public Records

Local Neighborhood Highlights for N0H 1W0

Discover key demographics, population statistics, and environmental insights for the Lions Head, ON area.

Walkability in ON / N0H 1W0

Source: Walk Score

0/100

Car-Dependent

Walk Score ®

0/100

Minimal Transit

Transit Score ®

32/100

Bikable

Bike Score ®

Overview

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.


Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 5/100, Transit Score: 0/100, Bike Score: 27/100.

Points of Interest near 38 Whippoorwill Road, Lions Head ON N0H 1W0, Lions Head, ON N0H 1W0

Frequently Asked Questions for 38 Whippoorwill Road, Lions Head ON N0H 1W0

Source: Realty.com

38 Whippoorwill Road, Lions Head ON N0H 1W0, Lions Head, ON N0H 1W0 in Lions Head, ON N0H 1W0 is a single family residence listed at $499,900. Highlights include 3 bedrooms, 1 bathroom, 798 sq. ft., $626 per sq. ft.. Realty.ca has 32 photos, sales history, school insights, and mortgage tools for this listing.

Realty.com has 32 photos of 38 Whippoorwill Road, Lions Head ON N0H 1W0.

The full address for this home is 38 Whippoorwill Road, Lions Head ON N0H 1W0, Lions Head, ON N0H 1W0.

38 Whippoorwill Road, Lions Head ON N0H 1W0 has been listed on Realty.com since Fri October 02, 2026

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 5/100, Transit Score: 0/100, Bike Score: 27/100.

Listing provided courtesy of: Real Broker Ontario Ltd. - itso - 1839782 (tel: 888-311-1172)
Listing agent: Scott Benson

This content last refreshed on 2026-10-05 13:54:03. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.