133 OSLER BLUFF ROAD - Photo 1 of 50, Collingwood, Ontario
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$3,300,000

133 OSLER BLUFF ROAD — Collingwood, Ontario

L9Y0W4

Sotheby's International Realty Canada
5Beds
4Baths
9Parking

About This Property

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. (id:63357)

Sotheby's International Realty Canada

Property Location

Map

Property Details

Property Type
Detached
Bedrooms
5
Bathrooms
4
Half Baths
1
Stories
2.0
Status
Active

Location & Neighborhood

What's nearby 133 OSLER BLUFF ROAD

Nearby Schools

POI data updated 9/9/2026

Collingwood Market Snapshot

389

Active Listings

Last updated: Sep 16, 2026

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$3,300,000
Oakwyn Realty Ltd.

Oakwyn Realty Ltd.

Search Listings Online Inc.

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REALTOR®, REALTORS®, and the REALTOR® logo are certification marks that are owned by REALTOR® Canada Inc. and licensed exclusively to The Canadian Real Estate Association (CREA). These certification marks identify real estate professionals who are members of CREA and who must abide by CREA's By-Laws, Rules, and the REALTOR® Code. The MLS® trademark and the MLS® logo are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. The information contained on this site is based in whole or in part on information that is provided by members of CREA, who are responsible for its accuracy. CREA reproduces and distributes this information as a service for its members and assumes no responsibility for its accuracy.

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