133 OSLER BLUFF Road
Collingwood, ON
- 5 bed
- 4 bath
- approx. 3000-3500 sqft
- Detached
Welcome to Pepperwood, an extraordinary four-season retreat set behind private gates on approximately 13.65 acres of pristine woodland in Collingwood. Custom built in 2017 by Steve Young Construction and ideally located across from the entrance to Scandinave Spa, fully set up on municipal services, this exceptional property offers remarkable privacy minutes from downtown Collingwood, Blue Mountain, Osler Bluff Ski Club, Georgian Bay. Approximately 4,500 sq. ft. of finished living space is thoughtfully designed for relaxed family living and effortless entertaining. The open-concept main level is anchored by dramatic double-sided wood-burning fireplace connecting the living, dining and kitchen areas. Access from both the living room and dining room to a fabulous covered deck overlooking the property. The custom kitchen features a butler's pantry and adjacent laundry, while a bright office, custom mudroom cabinetry and direct access to the three-car garage provide excellent functionality. Upstairs, the primary suite offers a sitting area, gas fireplace, two walk-in closets, five-piece ensuite and covered balcony. Two additional bedrooms complete this level. The finished lower level includes two more bedrooms, heated stamped-concrete floors, media and entertainment areas, steam shower and a dedicated hot tub room with a walkout. Extensive smart-home features include Hunter Douglas shades, Lutron lighting, motion sensors, smart locks, Nest thermostat, connected gates and garage doors, two Toto smart toilets, whole-home humidifier and water filtration. Outdoors, approximately 1.5 km of maintained trails wind through three forest loops ideal for hiking, biking, snowshoeing and ATV use. Landscaped patios, a creekside firepit, picnic areas, cedar-grove gathering space and scenic lookout complete this property. Mature sugar maples, fruit and nut trees, wild berries and a picturesque cold trout creek make this a truly rare Collingwood-area offering.
Virtual Tour
Virtual Tour Available
Listing Details
- Taxes (2026)
- $10,765
- Listed
- September 8, 2026
Price History
Property
- Style
- 2-Storey
- Age
- 6-15
- Construction
- Wood, Stone
- Roof
- Shingles
- Foundation
- Poured Concrete
- Interior
- Water Heater Owned, Sump Pump, Air Exchanger, Water Treatment, Auto Garage Door Remote, Central Vacuum, Carpet Free, ERV/HRV
- Lot Size
- 295.97 x 1317.59 Feet
Parking
- Garage
- Attached
- Covered Spaces
- 3
- Total Parking
- 9
Utilities
- Water
- Water System
- Sewer
- Sewer
- Heat Source
- Gas
Location & Legal
- Cross Street
- Mountain Rd or HWY 26 To Grey Road 21 To Osler Bluff Rd, across from Scandinave Spa entrance
- Zoning
- R1, EP
- Parcel Number
- 582550248
- Possession
- Other
- Occupancy
- Owner
Included
- Inclusions
- Washer, dryer, dishwasher, stove, range, hood, fridge in kitchen, oven, all ELF's, Hunter Douglas blinds, all remotes for property, exterior picnic tables, hot tub and accessories
- Exclusions
- microwave, mudroom fridge and freezer, wine fridge
Schools
Elementary
- Mountain View Public School4.4 km
Public · Simcoe County DSB · 405 students
Grade 3 reading: 70% met the provincial standard · Grade 6 math: 66% met the provincial standard
Straight-line distance. Nearby schools are not necessarily the assigned schools — confirm catchment with the school board. Scores are EQAO provincial test results for 2024-2025.
Community
Postal area L9Y
- Population
- 28,925
- Private dwellings
- 17,262
- Median age
- 52
- Average household size
- 2.2
- Median household income
- $85,000
Source: Statistics Canada, 2021 Census of Population, catalogue 98-401-X2021013. Adapted from Statistics Canada. This does not constitute an endorsement by Statistics Canada of this product.
Local market
Residential Freehold in Collingwood · last 12 months
- Median sold price
- $668,000
- Homes sold
- 509
- Median days on market
- 38
- Sale-to-list price
- 95.5%
Based on 509 recorded sales of residential freehold properties in Collingwood over the last 12 months.
Rooms
5-piece on Second, 4-piece on Second, 2-piece on Main, 3-piece on Lower
Second
- Bedroom11' x 16'7"
- Bedroom10'11" x 16'7"
- Primary Bedroom21'10" x 33'10"
- Primary Bedroom21'10" x 33'10"
Main
- Bathroom
- Dining Room6'11" x 16'7"
- Kitchen11' x 16'10"
- Kitchen11' x 16'10"
- Laundry6'10" x 20'4"
- Living Room22'10" x 17'9"
- Mud Room23'8" x 6'8"
- Office9'10" x 12'7"
Lower
- Bathroom
- Bedroom11'3" x 13'10"
- Bedroom11'3" x 13'10"
- Other10'9" x 11'10"
- Other10'9" x 11'10"
- Recreation24'11" x 29'8"
- Utility Room22'10" x 6'6"
Listed by
Sotheby's International Realty Canada
Walk Score
Walk Score is unavailable for this address right now.
Location
Street View
Mortgage Calculator
$660,000
Estimated Monthly Payment
$16,212
Land transfer tax
Ontario land transfer tax only. An estimate — not legal or financial advice. Municipal land transfer tax applies in Toronto and is not included.
Investment Analysis
No recent nearby lease data. Enter a rent to see the numbers.
Mortgage: $16,212/mo (20% down, 5.5%)
Taxes: $897/mo · Insurance: $825/mo
Estimates only. Consult a financial advisor.
Reita | Assistant
Online
Reita is an automated assistant, not a licensed real estate agent. This listing mentions Hunter Douglas shades, Lutron lighting, motion sensors, smart locks, Nest thermostat, connected gates and garage doors, two Toto smart toilets. I can help you explore neighbourhoods, understand the market, and find our free tools. What are you looking for?