Turnkey Windfall Ski Home - Furnishings Optional + Proven $20K Seasonal Rental Income. Welcome to 106 Sycamore Street - a fully upgraded, move-in-ready home in the heart of Windfall, offering the perfect blend of lifestyle and investment potential. This beautifully finished Bedford model features 3 bedrooms and 2.5 baths above grade, plus a fully finished basement with a full bathroom and media space - ideal for hosting family and guests. Positioned at the top of a quiet T-street, the home offers rare sight lines toward Osler Ski Club and Blue Mountain, setting it apart from typical interior-facing properties. Thoughtfully upgraded throughout, the interior showcases designer lighting, custom feature walls, shiplap and barn board accents, and a warm, inviting layout designed for both comfort and style. Offered with furnishings optional, this home can be purchased fully turnkey for immediate enjoyment or as a clean slate for personal use. With a proven track record of approximately $20,000 in seasonal winter rental income, it offers strong revenue potential.The backyard includes irrigation and added privacy with mature maple trees, while the finished basement provides valuable additional living space not found in many comparable homes. Located just minutes from Blue Mountain, private ski clubs, trails, and all-season amenities, this is a rare opportunity to own a flexible, fully equipped Windfall home ready to enjoy from day one! POTL for this property is $91.88 for use of The Shed - community area with pool, hot tub, gym, sauna, community room!
Property Type:
Residential Freehold
Property Sub Type:
Semi-Detached
Property Attached:
Yes
Home Style:
2-Storey
Approx. Age:
6-15
Total Approx Floor Area:
1500-2000
Lot Size:
<.50
Lot Depth:
101'8½"31 m
Lot Frontage:
25'7.62 m
Lot Shape:
Rectangular
Lot Details:
101.71 x 25
Direction Faces:
South
Bedrooms:
3
Bathrooms:
4.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
3
Kitchens Above Grade:
1
Rooms Above Grade:
7
Rooms Below Grade:
1
Rooms:
12
Fractional Ownership:
No
Zoning:
Residential
Assignment:
No
Heating type:
Forced Air
Heating Fuel:
Gas
Fireplaces:
2
Cooling:
No
New Construction:
No
Foundation:
Unknown
Roof:
Asphalt Shingle
Basement:
Finished, Full
Fireplace Features:
Family Room, Rec Room
Fireplace/Stove:
Yes
Garage:
Built-In
Garage Spaces:
1.0
Parking Features:
Private
Parking Spaces:
1
Total Parking Spaces:
2.0
Family Room:
No
Possession Details:
Immed/TBA
Pool:
None
HST Applicable To Sale Price:
Included In
Additional Monthly Fees:
$91.88
Development Charges Paid:
Unknown
Taxes:
$4,417.58 /
2025
Assessment:
$- /
-
Grey County
Blue Mountains
Blue Mountains
Greenbelt/Conservation, Park, Rec./Commun.Centre, Skiing, Wooded/Treed
Carpet Free
Porch, Recreational Area, Seasonal Living, Year Round Living
Enercare hot water tank
All appliances, window coverings, electric light fixtures, irrigation system, smart thermostat, ALL furnishings!
3 pieces of art - 2 in the living room & 1 in the primary bedroom
None
Vinyl Siding, Stone
No
No
None
Park/Greenbelt, Trees/Woods, Hills
Floor
Type
Size
Other
Main
Living Room
12'6"3.81 m × 10'9"3.28 m
Gas Fireplace, Open Concept, Laminate
Main
Dining Room
12'3.66 m × 8'7"2.62 m
W/O To Yard, Open Concept, Laminate
Main
Kitchen
18'4"5.59 m × 8'9"2.67 m
Centre Island, Breakfast Bar, Quartz Counter
Second
Primary Bedroom
17'5.18 m × 11'5"3.48 m
5 Pc Ensuite, Walk-In Closet(s), Laminate
Second
Bedroom 2
16'9"5.11 m × 8'8"2.64 m
Walk-In Closet(s), Window, Laminate
Second
Bedroom 3
13'1"3.99 m × 8'5"2.57 m
Double Closet, Window, Laminate
Second
Laundry
6'8"2.03 m × 5'8"1.73 m
Separate Room, Laundry Sink, Ceramic Floor
Lower
Recreation
16'7"5.05 m × 15'10"4.83 m
Electric Fireplace, Above Grade Window, Pot Lights
Data was last updated August 27, 2026 at 04:15 AM (UTC)
Area Statistics
Listings on market:
26
Avg list price:
$934,450
Min list price:
$699,000
Max list price:
$1,785,000
Avg days on market:
107
Min days on market:
19
Max days on market:
671
These statistics are generated based on the current listing's property type
and located in
Blue Mountains. Average values are
derived using median calculations. This data is not produced by
the MLS® system.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website.
The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.