Collingwood Real Estate Search

Collingwood Properties between $3,000,000 and $4,000,000 for Sale

Our website features the best real estate search for between $3,000,000 and $4,000,000 properties available in Collingwood and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Collingwood Properties between $3,000,000 and $4,000,000 for Sale

5 Beds ⋅ 4 Baths ⋅ S13758964 MLS

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 a 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 private recreational sanctuary. Mature sugar maples, fruit and nut trees, wild berries and a picturesque cold trout creek make this a truly rare Collingwood-area offering.

133 OSLER BLUFF Road, Collingwood

5 Beds ⋅ 4 Baths ⋅ S13726820 MLS

A CONTEMPORARY ESTATE DESIGNED FOR ELEVATED FOUR-SEASON LIVING! Set on 1.21 acres in Windrose Estates, an estate enclave of custom homes on large properties, this bungalow was custom designed and built by renowned builder Jasper Group Inc. and offers over 5,500 finished sq ft. Its contemporary architecture, oversized custom entry and attached triple-car garage with side-lift openers and height for a car lift establish the level of consideration carried throughout. A 14-ft vaulted poplar slat ceiling spans the principal living spaces, while wide-plank engineered oak flooring and oversized windows frame escarpment views. A raised grand piano lounge overlooks the open plan, and the kitchen is arranged around a 4 x 10 ft island topped in quartz with high-end built-in appliances and extensive cabinetry. The great room is defined by a gas fireplace with a ceiling-height surround, while the dining room opens to a 43 x 14 ft composite deck with a covered sitting area, built-in speakers and a 6-person hot tub for après-ski evenings. Three bedrooms occupy the main level, including a primary suite with its own fireplace, walkout and an ensuite with heated flooring, a freestanding tub, glass shower and dual vanity. The finished lower level with in-law capability gives family and guests an entire level of their own, with two additional bedrooms, a theatre room and separate music/games space. A gym/yoga studio and glass-front cedar and basswood HUUM sauna bring a resort-level wellness experience home. Heated floors extend through every bathroom, while an integrated Elan system serves 14 zones through 26 built-in speakers. Osler Bluff and Blue Mountain are minutes away, while Georgian Bay and downtown Collingwood put the very best of the region within minutes of home.

7 Meadowlark Way, Collingwood

Amazing opportunity to own a stable, income-producing self-storage facility in the heart of Collingwood. Located at 205 Mountain Rd, just minutes from downtown and positioned near Mountain Rd and Tenth Line, this property offers excellent exposure to local traffic, cottage-goers, and visitors throughout the Georgian Bay area. The facility sits on approximately 1.21 acres and features 114 storage units with about 11,000 sq. ft. of net rentable area, plus 30 all-season parking spaces for additional month-to-month revenue. The property has maintained strong annual occupancy and offers clear income upside through future rental rate increases. Current 2025 annual revenue is reported at $237,366.93, with monthly gross potential income of approximately $20,330. The site includes two main structures, one concrete/masonry and one durable aluminum, with a practical mix of unit sizes ranging from 4x6 to 10x30. The business is supported by an automated website and management platform for rentals, payments, communication, availability updates, rent roll tracking, and vacancy management. A rare chance to acquire a turn-key storage asset in one of Ontario's most active four-season lifestyle markets.

205 Mountain Road, Collingwood

Start Your Search