42 Windfield Drive
Oro-Medonte, ON
- 5 bed
- 4 bath
- approx. 5000 + sqft
- Detached
- 7 days on market
An exceptional custom-built 5800 sqft private residence where no expense has been spared, showcasing the finest finishes inside and out and maintained to an impeccable standard. Privately tucked away beyond impressive landscaping and a winding driveway, surrounded by mature trees, manicured grounds and lush gardens offering serene privacy in a tranquil country setting on 2.5 Acres. Thoughtfully designed for sophisticated modern living, the private backyard oasis features a 20' x 40' inground pool, pool house with separate washroom and kitchenette, children's play area and screened-in porch with double-sided fireplace. The oversized triple car garage offers custom built-in cabinetry, epoxy flooring and separate lower level access. Inside, an impressive open-concept layout begins with a grand entry, soaring 14' ceilings and expansive rear windows framing beautiful views of the landscaped grounds and pool. A striking double-sided fireplace connects the great room and grand dining area. The gourmet kitchen features a walk-in pantry and expansive sit-up island, flowing into a family room with fireplace and walkout to the screened porch and backyard. The main-floor primary retreat features a custom walk-in closet and luxurious ensuite with bespoke cabinetry and oversized glass shower. Two additional bedrooms share a 5-pc Jack and Jill bath. The fully finished lower level offers another complete floor of living with kitchenette/bar, wine room/office, dining area, billiards room, theatre, 2 bedrooms, bathroom and gym. Exceptional craftsmanship, privacy and resort style living on one of the finest streets in Oro! Perfect retreat for weekend and holiday getaways or full time private residence. This home is a 10+!
Listing Details
- Taxes (2026)
- $12,019
- Listed
- September 10, 2026
Price History
Property
- Style
- Bungalow
- Construction
- Other, Stone
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Interior
- Auto Garage Door Remote, Bar Fridge, Built-In Oven, Generator - Full, Guest Accommodations, Primary Bedroom - Main Floor, Separate Heating Controls, Storage, Water Treatment
- Lot Size
- 214.63 x 541.25 Feet
Parking
- Garage
- Attached
- Covered Spaces
- 3
- Total Parking
- 9
Utilities
- Water
- Drilled Well
- Sewer
- Septic
- Heat Source
- Gas
Location & Legal
- Cross Street
- Ridge Road/Line 4 S/Windfield
- Parcel Number
- 585570173
- Possession
- Flexible
- Occupancy
- Owner
Schools
Elementary
- Shanty Bay Public School2.5 km
Public · Simcoe County DSB · 185 students
Grade 3 reading: 72% met the provincial standard · Grade 6 math: 70% met the provincial standard
- Guthrie Public School4.8 km
Public · Simcoe County DSB · 535 students
Grade 3 reading: 78% met the provincial standard · Grade 6 math: 67% met the provincial standard
Straight-line distance. Nearby schools are not necessarily the assigned schools — confirm catchment with the school board. Scores are EQAO provincial test results for 2024-2025.
Community
Postal area L0L
- Population
- 42,022
- Private dwellings
- 19,252
- Median age
- 46.8
- Average household size
- 2.7
- Median household income
- $106,000
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 Oro-Medonte · last 12 months
- Median sold price
- $890,000
- Homes sold
- 324
- Median days on market
- 32
- Sale-to-list price
- 95.9%
Based on 324 recorded sales of residential freehold properties in Oro-Medonte over the last 12 months.
Rooms
2-piece on Main, 4-piece on Main, 5-piece on Main, 4-piece on Lower
Main
- Bedroom 210'11" x 12'2"
- Bedroom 312'1" x 14'2"
- Breakfast12'4" x 11'8"
- Dining Room12'7" x 17'7"
- Great Room13'10" x 20'10"
- Kitchen7'1" x 9'11"
- Living Room14'3" x 19'3"
- Primary Bedroom29' x 16'5"
Lower
- Bedroom 414'5" x 11'11"
- Bedroom 514'6" x 23'4"
- Exercise Room17'1" x 12'10"
- Family Room17'5" x 42'5"
Listed by
HARVEY KALLES REAL ESTATE LTD.
Walk Score
Walk Score is unavailable for this address right now.
Location
Street View
Mortgage Calculator
$780,000
Estimated Monthly Payment
$19,160
Land transfer tax
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: $19,160/mo (20% down, 5.5%)
Taxes: $1,002/mo · Insurance: $975/mo
Estimates only. Consult a financial advisor.
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