© 2026 HomeSix Realty Inc. All rights reserved.

MLS® X13557820
Grey Highlands, ON
Welcome to Pretty Pine, a remarkable 100-acre estate in the Singhampton Highlands, anchored by a striking 3,600 sq. ft. modern barndominium designed for entertaining, wellness and four-season country living.The dramatic open-concept main level features soaring ceilings, hydronic in-floor heating, a wood-burning fireplace and insulated glass garage doors with integrated automatic screens, allowing the living space to open fully to the surrounding meadows and countryside. A dedicated heated garage bay provides secure space for vehicles, recreational equipment, storage or workshop use.Upstairs, the private primary suite offers countryside views, a propane fireplace, a full ensuite with walk-in shower and a Japanese-style ofuro deep-soaking tub set within the bedroom. A loft, powder room and four additional bedrooms provide flexible space for guests, offices, fitness, studio or recreation.The estate's wellness amenities include a modern eight-person sauna with a full glass wall overlooking the landscape and an adjacent cold plunge pool, creating a complete hot-and-cold circuit at home.A separate three-bedroom, two-bathroom farmhouse overlooks the spring-fed ponds and offers comfortable main-floor living, a wood-burning stove and ideal accommodation for extended family, guests or a caretaker.Set across 100 acres of rolling meadow, forest, ponds and private trails, Pretty Pine offers exceptional privacy and recreation. Approximately 15 minutes to Osler Bluff, Devil's Glen and Creemore, 20 minutes to Collingwood, close to the Bruce Trail and less than two hours from Toronto. An extraordinary family compound, multi-generational retreat or four-season country estate.
Inclusions
Please see attachments for inclusions list
Exclusions
Please see attachments for exclusions list (Black Barn - pine hutch on main floor - pew on main floor- pine dresser in master bedroom)
Broker
Royal LePage Signature Realty
Own a home here? See what it could sell for.
Use this listing address as a starting point for a Home6 seller valuation.

Rural Residential
469319 Grey Rd 31 Road Grey Highlands
Grey Highlands
Type
Rural Residential
Basement
Unfinished
Parking
Detached (10)
Property Tax
~$0/yr
Heating
Baseboard
Buying Essentials
Square Feet
4250 sqft
Facing Direction
North
Parking
Detached (10)
Finances
List Price
$3,400,000
Price per SQFT
$800/sqft
Property Tax
~$0/yr
Property Specs
Property Type
Rural Residential
MLS Size
4250 sqft
Basement
Unfinished
Living & Amenities
Heating Type
Baseboard
Features
Water Heater
Policies & Utilities
Neighbourhood
Grey Highlands
Listed On
Jul 8, 2026
Golf
Greenbelt/Conservation
Lake/Pond
Skiing
Wooded/Treed
Days on Market
Current: 122 days
Room information is not available for this listing.
Learn about the area and demographics around this address.
Schools closest to 469319 Grey Rd 31 Road Grey Highlands.
Source: No verified source available.Catchment boundaries and ratings are shown only when available.
Active alternatives ranked by location, property type, price, bedrooms, size, bathrooms, and recency.
Recent sold or leased properties are shown separately from active alternatives.
Close to 469319 Grey Rd 31 Road Grey Highlands.