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THE CANADIAN HOME REALTY INC2810 Matheson Blvd E unit 801, MississaugaOntario
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Copyright © 2026 The Canadian Home Realty Inc.
  • Ontario
  • Grey Highlands
  • Grey Highlands
  • 27-29 Main Street E
27-29-main-street-e-grey-highlands-ontario-x12470263
27-29-main-street-e-grey-highlands-ontario-x12470263
27-29-main-street-e-grey-highlands-ontario-x12470263
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  • Sold Sold in Jan 2026
  • Detached

27-29 Main Street E

Grey Highlands, Grey Highlands
  • 4 Bedrooms
  • 2 Bathrooms
  • 0 Garage
  • Share
Sold Price: $ 565,000
3.42%
Listed Price: $ 585,000
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Room Details of 27-29 Main Street E, Grey Highlands

FloorBedroomsBathrooms
Ground * 1
Second 4 1

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Key Facts About 27-29 Main Street E, Grey Highlands

  • Tax $2,899 / 2024
  • Property Type Residential
  • Building Type Detached
  • Building Style 2-Storey
  • Size 2000 - 2500 feet²
  • Lot Size 63 x 165 feet
  • Parking 0 garage, 2 parking
  • Basement Unfinished, Partial Basement
  • Listing # X12470263
  • Data Source PROPTX
  • Days on Market 103
  • Listed On 18/10/2025
  • Updated On 31/01/2026
  • Market Demand
    the canadian homethe canadian home

Description

Built in 1875, this home is filled with the timeless charm of its historic roots. Step inside and you're welcomed by an inviting foyer that hints at the character waiting within. To your right, the sunlit dining room feels instantly comforting-ideal for family meals or hosting friends. Original hardwood floors, soaring ceilings, and detailed moldings carry the warmth of the past into every room. The spacious living room is full of potential, whether you're curling up with a book or entertaining a crowd. Built-in bookshelves create a cozy nook f

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Property Details of 27-29 Main Street E, Grey Highlands

Property

  • Property Type Detached
  • Style 2-Storey
  • Fronting On S
  • Community Grey Highlands
  • Municipality Grey Highlands

Inside

  • Bedrooms 4
  • Bathrooms 2
  • Bathroom Details 1, 4pc Main
  • Bathroom Details 1, 4pc Second
  • Basement Unfinished, Partial Basement
  • Kitchen 1
  • Rooms 11
  • Family Rooms Y
  • Central Vac N
  • Fireplace N

Utilities

  • Water Municipal
  • Cooling None
  • Heating Type Radiant
  • Heating Fuel Gas

Building

  • Size 2000 - 2500 feet²
  • Architecture Style 2-Storey
  • Exterior Feature Brick

Parking

  • Drive Way Private Double
  • Garage 0
  • Parking Places 2
  • Total Parking Places 2

Land

  • Sewer Sewer
  • Frontage 63
  • Depth 165
  • Zoning C1
  • Lot Size 63 x 165 feet
  • Lot Size Code Feet
  • Acreage < .50
  • Cross Street East on Main St from the lights in Markdale. House on right...View More

Features

  • Hospital Y
  • School Y
  • Rec./Commun.Centre Y
  • Fenced Yard Y
  • Library Y
  • Park Y

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Rooms

Foyer (4.95X2.11 metre)
Level: Main
Dining Room (4.95X3.81 metre)
Level: Main
Other (8.43X3.94 metre)
Level: Main
Office (2.97X7.65 metre)
Level: Main
Bedroom (3.1X3.15 metre)
Level: Second
Bedroom (4.19X3.25 metre)
Level: Second
Bedroom (4.19X3.71 metre)
Level: Second
Bedroom (3.81X3.96 metre)
Level: Second
Living Room (5.23X7.06 metre)
Level: Main

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Expense Breakdown

Monthly Mortgage Payment

$0/monthly

30 Year , 3.99% interest

Cash Expenditure for Home Purchase

$1,000

  • Downpayment
    $0
  • PST on Mortgage Insurance
    $0
  • Land Transfer Tax
    $0
  • Lawyer Fees
    $1,000
  • Title Insurance
    $0

Monthly Expenses After Home Purchase

$569

  • Mortgage Payment
    $0
  • Property Insurance
    $50
  • Property Tax
    $250
  • Phone
    $40
  • Monthly debt payments
    $0
  • Cable
    $60
  • Utilities
    $124
  • Internet
    $45
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MLS® Trusted listing from Toronto Real Estate Board The trademarks MLS®, Multiple Listing Service® and the associated logos identify professional services rendered by REALTOR® members of CREA to effect the purchase, sale and lease of real estate as part of a cooperative selling system.

Copyright:© The Canadian Home Realty Inc. All rights reserved. The Canadian Home Realty Inc is a registered real estate brokerage.

About 27-29 Main Street E, Grey Highlands

Nestled in the heart of Grey Highlands, this remarkable house for sale in Grey Highlands at 27-29 Main Street E, Grey Highlands, is a splendid example of historic charm and modern convenience. Built in 1875, this detached two-storey residence is not just a home; it is a piece of history that has been lovingly maintained and updated to suit contemporary living.

As you approach the property, the classic brick exterior hints at the character that lies within. Enter through the inviting foyer, where you are immediately struck by the warmth and charm that permeates the space. To your right, the sunlit dining room beckons, offering a comforting atmosphere that is perfect for family meals or entertaining friends. The original hardwood floors, soaring ceilings, and intricate mouldings throughout the house create a sense of timeless elegance that is hard to find in modern builds.

The spacious living room, a central feature of this house for sale in Grey Highlands, is filled with potential. Whether you envision curling up with a good book or hosting lively gatherings, this room can accommodate it all. Built-in bookshelves provide a cosy nook for reading or displaying cherished keepsakes, enhancing the inviting atmosphere.

The kitchen is a delightful blend of old-world charm and modern convenience. It boasts ample space for casual dining around an eat-in table, and the traditional woodstove not only adds rustic comfort but also provides warmth during the winter months. This updated kitchen is truly a dream for anyone who loves to cook, offering both functionality and character. A four-piece bathroom and laundry facilities on the main level add to the everyday ease of living in this splendid house for sale in Grey Highlands.

Just off the kitchen, you will find a flexible room that was once an office. This versatile space could easily be transformed into a sun-drenched studio, a den, or a quiet retreat, thanks to its south-facing windows that provide lovely views of the backyard. Step outside to discover a peaceful patio that overlooks a lovingly maintained garden, complete with flowering trees, perennials, and your very own vegetable patch. This outdoor space is perfect for enjoying the serene surroundings of Grey Highlands.

As you ascend to the upper level, the charm continues with a second full bathroom and four generously sized bedrooms. Each room offers ample space and natural light, making them ideal for family living or accommodating guests.

Additionally, the property includes a separate detached building at 27 Main St E, Grey Highlands, which has its own entrance. This versatile space has previously served as a doctor's office, bakery, and bookkeeping service, making it an excellent option for a home-based business, an in-law suite, or even an income-generating rental.

Perfectly located just steps from Markdale's main intersection, this house for sale in Grey Highlands is within walking distance to the new hospital, local schools, and all the conveniences of downtown. The area is rich in community spirit and offers a range of amenities that cater to all your needs.

With a lot size of 63 x 165 feet and a private double driveway providing parking for two vehicles, this home combines practicality with charm. Although there is no central vacuum system, air conditioning, or pool, the radiant heating ensures warmth throughout the colder months, and the municipal water and sewer services add to the convenience of living in this lovely home.

In summary, this house for sale in Grey Highlands at 27-29 Main Street E, Grey Highlands, is a unique opportunity to own a piece of history while enjoying the comforts of modern living. With its spacious layout, beautiful gardens, and prime location, it is an ideal choice for families, professionals, or anyone seeking a tranquil lifestyle in the picturesque Grey County. Don’t miss out on the chance to make this charming residence your own.

Grey Highlands is a picturesque geographic area nestled in the heart of Ontario, Canada, renowned for its stunning natural landscapes and charming rural character. This region is characterised by rolling hills, lush forests, and scenic rivers, making it a haven for outdoor enthusiasts who enjoy hiking, cycling, and winter sports. The quaint villages within Grey Highlands, such as Flesherton and Markdale, offer a warm, welcoming atmosphere with local shops, farmers' markets, and community events that celebrate the region's rich heritage. With its blend of tranquil countryside and vibrant local culture, Grey Highlands provides an idyllic setting for those seeking a peaceful yet engaging lifestyle, surrounded by the beauty of nature.

Schools in the Neighbourhood

For potential buyers considering a property in the area, the nearby educational options are highlighted by Beaver Crest Community School, located just 0.2 km away at 469 Main St E, Markdale. This public school is part of the Bluewater District School Board and offers education from Junior Kindergarten through to Grade 8, providing a strong foundational experience for young learners. The school operates in English, catering to families who prefer an English-language curriculum. While the school rating is currently not specified, its close proximity makes it a convenient option for families with children in the early stages of their education. The availability of a local school enhances the appeal of the property, as it supports a family-friendly environment and promotes community engagement. Overall, this educational institution contributes positively to the neighborhood, making it an attractive consideration for buyers looking for a home that prioritizes accessibility to quality education for their children.

Key Statistics of the Neighbourhood

The demographic profile of the area surrounding the property reveals a small, stable community with a population of 409 residents as of 2021. The average household consists of two individuals, with an average age of 53.1 years, indicating a mature population. The area's economic landscape is characterized by an average household income of $71,000, with 11.6% of the population classified as low-income. The average property price stands at $552,000, reflecting the local real estate market's value. Socially, 41.89% of residents are single, and 23.08% live in households with children, suggesting a mix of family dynamics. The community is home to 9.41% immigrants, contributing to its diversity. Rental properties account for 18.18% of housing, while there are no condominiums available. Educational attainment is relatively high, with 45.57% of residents holding a college or university degree. However, a significant portion of the population, 56.96%, is not actively participating in the labor force, which may impact the area's economic activity and community engagement. Overall, this demographic snapshot highlights a well-educated, predominantly older community with a moderate income level and a diverse social structure.

FAQs About 27-29 Main Street E, Grey Highlands

How many bathrooms does this property have?

This property features 2 bathroom(s) and 4 bedroom(s).

Does this 4 bedroom property have additional bedrooms or a den?

This Detached property does not have an additional bedroom or a den.

What is the square footage (sqft) of this Detached property?

The total square footage of this Detached 4 bed property in Grey Highlands is 2000 - 2500.

How many parking spaces are available with this property?

27-29 Main Street E boasts 2 convenient parking spaces.

How many cars can be parked in the garage of 27-29 Main Street E?

This property does not feature a garage.

What type of garage does this property have?

Information about the garage type is not provided.

Does this property have a basement?

Yes, this property has a basement.

What type of basement is it?

This property features Unfinished, Partial Basement basement.

Does this property have a swimming pool?

It is not specified whether this property has a swimming pool.

Does this property have a fireplace?

There is no fireplace in this property.

How many kitchens does this property have?

This property includes 1 kitchen(s).

Is there a maintenance fee associated with this property?

Information about the maintenance fee is not available.

Is this property furnished?

Information about whether this property is furnished is not available.

What type of heating system is in place?

The heating system in place is a Radiant.

What utilities are available for this property?

Information about utilities is not available.

School Rating for 27-29 Main Street E, Grey Highlands

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Listing History

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