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106 Sycamore Street

106 Sycamore Street

Blue Mountains, ON

  • 3 bed
  • 4 bath
  • approx. 1500-2000 sqft
  • Semi-Detached
  • 124 days on market
$929,900

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!

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Listing Details

Taxes (2025)
$4,418
Listed
April 30, 2026

Price History

Listing history

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Property

Style
2-Storey
Age
6-15
Construction
Vinyl Siding, Stone
Roof
Asphalt Shingle
Foundation
Unknown
Interior
Carpet Free
Lot Size
25 x 101.71 Feet

Parking

Garage
Built-In
Covered Spaces
1
Total Parking
2

Utilities

Sewer
Sewer
Heat Source
Gas

Location & Legal

Cross Street
Crosswinds Blvd & Grey Rd 19
Zoning
Residential
Parcel Number
371470964
Possession
Immediate
Occupancy
Vacant

Included

Inclusions
All appliances, window coverings, electric light fixtures, irrigation system, smart thermostat, ALL furnishings!
Exclusions
3 pieces of art - 2 in the living room & 1 in the primary bedroom
Rental Items
Enercare hot water tank

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 Blue Mountains · last 12 months

Median sold price
$895,500
Homes sold
296
Median days on market
50
Sale-to-list price
94.4%

Based on 296 recorded sales of residential freehold properties in Blue Mountains over the last 12 months.

Rooms

2-piece on Main, 5-piece on Second, 4-piece on Second, 4-piece on Lower

Second

  • Bedroom 28'8" x 16'9"
  • Bedroom 38'5" x 13'1"
  • Laundry5'8" x 6'8"
  • Primary Bedroom11'5" x 17'

Main

  • Dining Room8'7" x 12'
  • Kitchen8'9" x 18'4"
  • Living Room10'9" x 12'6"

Lower

  • Recreation15'10" x 16'7"

Listed by

TANYA TIERNEY TEAM REALTY INC.

Walk Score

Walk Score is unavailable for this address right now.

Mortgage Calculator

$185,980

Estimated Monthly Payment

$4,568

Land transfer tax

Estimated land transfer tax$15,073

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: $4,568/mo (20% down, 5.5%)

Taxes: $368/mo · Insurance: $232/mo

Estimates only. Consult a financial advisor.

R

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