42 WHIPPOORWILL Drive

Tiny, Ontario L0L 2J0

Overview

At a glance

Days on market12 days
ListedOct 15, 2026
UpdatedOct 15, 2026
Building age16-30 years
Size1500-2000 sq ft
Lot214 x 636 Feet
Property taxes$3,896 (2026)
Parking12 spaces
BasementPartially Finished, Full
MLS® numberS14076182
Data sourcePropTx MLS® System
Listing brokerageRE/MAX HALLMARK CHAY REALTY

About this home

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.

Details

Property

Style
1 1/2 Storey
Building age
16-30
Fronting on
North
Cross street
Concession 12 east to Whippoorwill Drive to # 42
Community
Rural Tiny
Municipality
Tiny

Inside

Bedrooms above grade
3
Bedrooms below grade
0
Bathrooms
2
Kitchens
1
Basement
Partially Finished, Full
Family room
No
Fireplace
Family Room
Interior features
Air Exchanger, Central Vacuum

Utilities

Heating
Forced Air
Heating fuel
Gas
Cooling
Central Air
Water
Drilled Well
Sewer
Septic
Electricity
Yes
Cable
Yes

Building

Construction
Wood
Foundation
Poured Concrete
Roof
Metal
Exterior features
Deck, Privacy, Year Round Living
Pool
None

Parking

Garage
Detached
Parking spaces
10
Total parking
12
Driveway
Front Yard Parking, Other

Land

Frontage
214
Depth
636
Lot size units
Feet
Lot size (acres)
2-4.99
Lot irregularities
213 ft x 636 ft x 214 ft x 691
Waterfront
No
Topography
Wooded/Treed, Level
Rooms (24)
RoomLevelSizeFeatures
FoyerMain7.1 x 6.02Tile Floor
Living RoomMain7.04 x 3.99 MetersWood Stove, Hardwood Floor, Vaulted Ceiling(s)
Great RoomMain24.02 x 21.1
OtherMain18.1 x 13.07
KitchenMain3.35 x 4.22 MetersDouble Sink, Tile Floor, Vaulted Ceiling(s)
Primary BedroomMain14 x 12
Dining RoomMain4.22 x 2.21 MetersTile Floor, W/O To Deck, Vaulted Ceiling(s)
BedroomMain14 x 8.07
BathroomMain2.46 x 4.42 Meters5 Pc Bath, Separate Shower, Double Sink
BedroomSecond12.1 x 11.07
Primary BedroomMain3.66 x 4.45 MetersSkylight, Hardwood Floor, Vaulted Ceiling(s)
RecreationLower21.09 x 13.04
BedroomMain2.57 x 4.45 MetersVaulted Ceiling(s), Hardwood Floor
BathroomMain
SittingUpper2.21 x 2.52 MetersVaulted Ceiling(s), Hardwood Floor
BathroomSecond
BedroomUpper5.06 x 5.18 MetersOverlooks Living, Vaulted Ceiling(s), Hardwood Floor
LaundryLower12 x 10
BathroomUpper2.69 x 1.75 Meters3 Pc Ensuite, Tile Floor, Separate Shower
OfficeLower3.61 x 4.3 MetersVinyl Floor, Walk-In Closet(s)
RecreationLower3.99 x 3.89 MetersVinyl Floor, Above Grade Window
OtherLower3.61 x 6.63 MetersConcrete Floor
Utility RoomLower8.47 x 4.66 MetersCombined w/Laundry, Concrete Floor
WorkshopMain7.04 x 6.22 MetersConcrete Floor
Value

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History

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Neighbourhood

Around Tiny

What’s nearby

Backs onto woodsQuiet streetBackyard faces east

  • Elementary schoolÉcole secondaire Le Caronabout 2.6 km
  • High schoolNorth Simcoe Learning Centreabout 4.7 km
  • ParkMartin Valley Parkabout 2.7 km
  • Playground about 2.7 km
  • TrailTiny Trailabout 8 min walk
  • River or lakeCopeland Creekabout 8 min walk
  • Grocery storeFoodlandabout 3.4 km
  • DowntownPenetanguisheneabout 3.5 km
  • LibraryPenetanguishene Public Libraryabout 3.7 km
  • Rec centre or arenaBalm Beach Go-Kartsabout 5.8 km
  • Golf course about 27 min walk
  • HospitalGeorgian Bay General Hospital - Penetanguisheneabout 3.8 km
  • Highway on-rampExit 156about 19.1 km

Approximate: straight-line distances, and the backyard and street worked out from the map pin and map data © OpenStreetMap contributors. Check school boundaries with the school board.

On the map

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Community

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Costs

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Every monthEstimate
Mortgage payment$0
Property tax$0
Monthly total$0
At closing
Ontario land transfer tax$0

Estimates only, not financial advice. Uses Canadian semi-annual compounding, the minimum down payment and mortgage insurance rules, and Ontario’s land transfer tax brackets. Your lender and lawyer confirm the real numbers. Legal fees, title insurance and moving costs aren’t included.

Listing courtesy of RE/MAX HALLMARK CHAY REALTY. Listing information from the PropTx MLS® System. Each listing shows the brokerage that represents it. The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose. Information is deemed reliable but is not guaranteed accurate by PropTx. Last updated October 27, 2026 at 8:49 a.m.

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