| A rare expression of design, setting and four-season living in Windfall.One of only ten homes backing directly onto the pond and expansive green space, this exceptional residence enjoys a coveted 115-foot-deep lot and nearly 4,000 sq. ft. of beautifully finished living space. With its rare walkout basement, generous scale and thoughtful design, this is a home that feels distinctly different from the rest.The main living spaces are beautifully appointed with a custom kitchen featuring a 36-inch commercial-style gas range, bespoke laundry room, designer lighting and high-end plumbing fixtures sourced through Georgian Design Center. The upper level offers five bedrooms, including two expansive suites that each feel like a private primary retreat, complete with ensuites and walk-in closets. The principal primary suite elevates the experience further with a custom built-in closet and an oversized glass shower. A fifth bedroom offers flexibility as a guest room, office or dedicated media room.Every detail, down to the custom drapery has been intentionally selected to create a home that feels sophisticated, warm and effortlessly livable.The walkout lower level extends the living space with a huge family room, built-in wet bar, 108-bottle wine fridge, full bathroom and additional bedroom currently styled as a home gym. Outside, a massive deck and covered porch overlook the pond and green space, complemented by a full irrigation system for effortless landscaping and maintenance.Featured in Our Homes Magazine in Summer 2025, the home reflects a level of design and finish that is immediately evident.And then there is Windfall - pools, The Shed, walking trails and an effortless connection to Blue Mountain and the surrounding landscape, all just moments from the Village and ski hills. A truly special opportunity to own one of Windfall's most distinctive homes, in one of its most coveted settings. Furniture package can be negotiated. |
| Price | $1,879,900 |
| Taxes: | $6935.00 |
| Occupancy: | Owner |
| Address: | 166 Chestnut Street , Blue Mountains, L9Y 5T5, Grey County |
| Directions/Cross Streets: | Grey Rd 19/Crosswinds Blvd |
| Rooms: | 17 |
| Bedrooms: | 5 |
| Bedrooms +: | 1 |
| Family Room: | T |
| Basement: | Full, Finished |
| Level/Floor | Room | Length(ft) | Width(ft) | Descriptions | |
| Room 1 | Main | Office | 10.76 | 8.99 | |
| Room 2 | Main | Dining Ro | 10.76 | 12.99 | |
| Room 3 | Main | Kitchen | 10.5 | 16.01 | |
| Room 4 | Main | Living Ro | 16.99 | 16.01 | |
| Room 5 | Main | Laundry | 15.25 | 10 | |
| Room 6 | Second | Bedroom 5 | 20.01 | 15.48 | |
| Room 7 | Second | 12.99 | 16.01 | ||
| Room 8 | Second | Bedroom 2 | 9.25 | 12.5 | |
| Room 9 | Second | Bedroom 3 | 9.25 | 12.76 | |
| Room 10 | Second | Bedroom 4 | 10.76 | 12.99 | |
| Room 11 | Basement | Recreatio | 26.73 | 21.48 | |
| Room 12 | Basement | Bedroom 5 | 10 | 12 |
| Washroom Type | No. of Pieces | Level |
| Washroom Type 1 | 2 | |
| Washroom Type 2 | 5 | |
| Washroom Type 3 | 3 | |
| Washroom Type 4 | 4 | |
| Washroom Type 5 | 0 | |
| Washroom Type 6 | 2 | |
| Washroom Type 7 | 5 | |
| Washroom Type 8 | 3 | |
| Washroom Type 9 | 4 | |
| Washroom Type 10 | 0 | |
| Washroom Type 11 | 2 | |
| Washroom Type 12 | 5 | |
| Washroom Type 13 | 3 | |
| Washroom Type 14 | 4 | |
| Washroom Type 15 | 0 | |
| Washroom Type 16 | 2 | |
| Washroom Type 17 | 5 | |
| Washroom Type 18 | 3 | |
| Washroom Type 19 | 4 | |
| Washroom Type 20 | 0 | |
| Washroom Type 21 | 2 | |
| Washroom Type 22 | 5 | |
| Washroom Type 23 | 3 | |
| Washroom Type 24 | 4 | |
| Washroom Type 25 | 0 | |
| Washroom Type 26 | 2 | |
| Washroom Type 27 | 5 | |
| Washroom Type 28 | 3 | |
| Washroom Type 29 | 4 | |
| Washroom Type 30 | 0 | |
| Washroom Type 31 | 2 | |
| Washroom Type 32 | 5 | |
| Washroom Type 33 | 3 | |
| Washroom Type 34 | 4 | |
| Washroom Type 35 | 0 | |
| Washroom Type 36 | 2 | |
| Washroom Type 37 | 5 | |
| Washroom Type 38 | 3 | |
| Washroom Type 39 | 4 | |
| Washroom Type 40 | 0 | |
| Washroom Type 41 | 2 | |
| Washroom Type 42 | 5 | |
| Washroom Type 43 | 3 | |
| Washroom Type 44 | 4 | |
| Washroom Type 45 | 0 |
| Total Area: | 0.00 |
| Approximatly Age: | 0-5 |
| Property Type: | Detached |
| Style: | 2-Storey |
| Exterior: | Stone, Hardboard |
| Garage Type: | Attached |
| Drive Parking Spaces: | 2 |
| Pool: | None |
| Approximatly Age: | 0-5 |
| Approximatly Square Footage: | 2500-3000 |
| Property Features: | Golf, Park |
| CAC Included: | N |
| Water Included: | N |
| Cabel TV Included: | N |
| Common Elements Included: | N |
| Heat Included: | N |
| Parking Included: | N |
| Condo Tax Included: | N |
| Building Insurance Included: | N |
| Fireplace/Stove: | Y |
| Heat Type: | Forced Air |
| Central Air Conditioning: | Central Air |
| Central Vac: | N |
| Laundry Level: | Syste |
| Ensuite Laundry: | F |
| Sewers: | Sewer |
| Utilities-Cable: | Y |
| Utilities-Hydro: | Y |
| Although the information displayed is believed to be accurate, no warranties or representations are made of any kind. |
| Bosley Real Estate Ltd. |
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| Book Showing | Email a Friend |
| Type: | Freehold - Detached |
| Area: | Grey County |
| Municipality: | Blue Mountains |
| Neighbourhood: | Blue Mountains |
| Style: | 2-Storey |
| Approximate Age: | 0-5 |
| Tax: | $6,935 |
| Beds: | 5+1 |
| Baths: | 5 |
| Fireplace: | Y |
| Pool: | None |