42 WHIPPOORWILL Drive
Tiny, ON
- 3 bed
- 2 bath
- approx. 1500-2000 sqft
- Detached
Welcome to 42 Whippoorwill Drive, nestled in the sought-after Whippoorwill Estates community! Situated on a beautifully treed and private estate lot spanning over 3 acres, this executive home offers more than 2,000 square feet of living space, combining the tranquility of country living with thoughtful modern updates. Step inside to discover an impressive great room featuring soaring vaulted ceilings, expansive windows that fill the space with natural light, and a cozy wood-burning fireplace. The beautifully renovated kitchen (2022) showcases updated cabinetry, flooring, and appliances, along with a bright eat-in area and walkout to the deck, perfect for entertaining or enjoying the peaceful surroundings. The unique loft-style primary bedroom provides a private retreat complete with its own ensuite, while two additional bedrooms on the main floor offer comfortable accommodations for family or guests. The main floor also features an updated bathroom (2022) and a separate soaker tub room. The finished lower level offers a spacious family room, an additional room added in 2023, updated flooring and lighting (2024), and plenty of storage space, providing flexibility for growing families, guests, or a home office. Extensive improvements include new windows throughout, patio and rear doors, kitchen renovation, updated main-floor bathroom, and mudroom flooring (2022); an additional lower-level bedroom (2023); driveway improvements, backyard clearing, basement flooring, and updated lighting (2024); and a new UV water treatment system (2025). A natural gas furnace was also installed in 2019.Outside, enjoy the privacy and natural beauty of your expansive property, with plenty of room to relax, entertain, or explore. The large detached heated garage (24 ft x 21 ft) provides excellent space for vehicles, recreational equipment, and all your toys. This exceptional property offers the perfect opportunity to enjoy peaceful country living, modern comforts, and privacy.
Virtual Tour
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Listing Details
- Taxes (2026)
- $3,896
- Listed
- October 15, 2026
Price History
Property
- Style
- 1 1/2 Storey
- Age
- 16-30
- Construction
- Wood
- Roof
- Metal
- Foundation
- Poured Concrete
- Interior
- Air Exchanger, Central Vacuum
- Lot Size
- 214 x 636 Feet
Parking
- Garage
- Detached
- Covered Spaces
- 2
- Total Parking
- 12
Utilities
- Water
- Drilled Well
- Sewer
- Septic
- Heat Source
- Gas
Location & Legal
- Cross Street
- Concession 12 east to Whippoorwill Drive to # 42
- Zoning
- CR Country Residential
- Parcel Number
- 584060021
- Possession
- Other
- Occupancy
- Owner
Included
- Inclusions
- Fridge, Stove, Dishwasher, washer, dryer, central vacuum, gym squat racks in garage, remaining firewood
- Exclusions
- Microwave, Basement Fridge & Freezer, Storage Cabinets, Security Cameras
- Rental Items
- Hot Water Tank
Schools
Secondary
- École secondaire Le Caron2.5 km
French public · CS Viamonde · 100 students
Grade 10 literacy: 100% met the provincial standard
- Georgian Bay District Secondary School5 km
Public · Simcoe County DSB · 1110 students
Grade 10 literacy: 82% met the provincial standard
Elementary
- École élémentaire Le Caron2.6 km
French public · CS Viamonde · 60 students
- Canadian Martyrs Catholic School2.9 km
Catholic · Simcoe Muskoka CDSB · 215 students
Grade 3 reading: 55% met the provincial standard · Grade 6 math: 0% met the provincial standard
- École élémentaire Saint-Joseph3.1 km
French public · CS Viamonde · 240 students
Grade 3 reading: 69% met the provincial standard · Grade 6 math: 69% 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 Tiny · last 12 months
- Median sold price
- $675,000
- Homes sold
- 245
- Median days on market
- 38
- Sale-to-list price
- 94.3%
Based on 245 recorded sales of residential freehold properties in Tiny over the last 12 months.
Rooms
4-piece on Main, 3-piece on Second
Second
- Bathroom
- Bedroom12'10" x 11'7"
Upper
- Bathroom8'10" x 5'9"
- Bedroom16'7" x 17'
- Sitting7'3" x 8'3"
Main
- Bathroom
- Bathroom8'1" x 14'6"
- Bedroom14' x 8'7"
- Bedroom8'5" x 14'7"
- Dining Room13'10" x 7'3"
- Foyer
- Great Room24'2" x 21'10"
- Kitchen11' x 13'10"
- Living Room23'1" x 13'1"
- Other18'10" x 13'7"
- Primary Bedroom14' x 12'
- Primary Bedroom12' x 14'7"
- Workshop23'1" x 20'5"
Lower
- Laundry12' x 10'
- Office11'10" x 14'1"
- Other11'10" x 21'9"
- Recreation21'9" x 13'4"
- Recreation13'1" x 12'9"
- Utility Room27'9" x 15'3"
Listed by
RE/MAX HALLMARK CHAY REALTY
Walk Score
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Location
Street View
Mortgage Calculator
$210,000
Estimated Monthly Payment
$5,158
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: $5,158/mo (20% down, 5.5%)
Taxes: $325/mo · Insurance: $263/mo
Estimates only. Consult a financial advisor.
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