27-29 MAIN Street, Grey Highlands, ON

$585,000
MLS#:X12470263
4 beds
2 baths
2000-2500 sqft
2.0 parking
Residential Freehold
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Description

Property Highlights

Welcome to this remarkable ["2-Storey"] detached located in the coveted neighborhood of Grey Highlands. Expertly crafted featuring premium brick construction, this residence presents an exceptional opportunity offered at $585,000 to acquire a beautiful home in a highly sought-after setting. Designed for both comfortable daily living and elegant entertaining, the layout maximizes natural light, functional flow, and lifestyle utility.

  • 4 Bedrooms and 2 Bathrooms
  • Generous living space spanning 2000-2500 sqft on a premium 63 x 165 ft lot
  • Features a ["unfinished", "partial basement"] basement, adding superb versatility for recreation, a home gym, or extra storage
  • 2.0 total parking spaces available
  • Notable attributes: None
  • equipped with ["none"] central cooling and highly efficient radiant heating via gas

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 for reading or showcasing cherished keepsakes. The kitchen blends old-world charm with modern convenience, offering space for casual dining around an eat-in table, and a traditional woodstove that brings rustic comfort and winter warmth. This updated kitchen is a dream for anyone who loves to cook. A four-piece bath and laundry on the main level add everyday ease. Just off the kitchen, a flexible room-once an office-could become a sun-drenched studio, den, or quiet retreat, thanks to its south-facing windows and views of the backyard. Step outside to a peaceful patio overlooking a lovingly maintained garden with flowering trees, perennials, and your own veggie patch. The charm continues upstairs with a second full bath, and four large bedrooms. The property also includes 27 Main St E., a separate detached building with its own entrance. Formerly a doctor's office, bakery, and bookkeeping service, it's ideal for a home-based business, in-law suite, or income-generating rental. Perfectly located just steps from Markdale's main intersection, you're within walking distance to the new hospital, school, and all downtown conveniences.

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Key Features

Bedrooms
4
Bathrooms
2
Kitchens
1
Living Area
2000-2500 sqft
Property Type
Residential Freehold

Additional Details

StatusSold
Sold DateJanuary 31, 2026
Sold price information is available to members only
Listed Date10/18/2025
Transaction TypeFor Sale

Property Details

Property Sub-TypeDetached
ConstructionBrick
Lot Size63 × 165 Feet
CountyGrey County
Annual Tax$2,898.64
Legal DescriptionLT 26 BLK C PL 582 MARKDALE; PT LT 24 BLK C PL 582 MARKDALE AS IN GS143675; GREY HIGHLANDS

Parking & Garage

Parking Spaces2.0
Garage Spaces2
Garage TypeNone

Heating & Cooling

Heat SourceGas
Heat TypeRadiant
Cooling["None"]

Features

Property Features

Hospital, School, Rec./Commun.Centre, Fenced Yard, Library, Park

Community Features

Location

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27-29 MAIN Street, Grey Highlands, ON

City & Neighborhood Guide

Comprehensive neighborhood overview, demographics, and school rankings for Grey Highlands, Grey Highlands.

Verified Local Data
Population6,202,225
Median Age39.6 Yrs
Ownership65% Owners
Avg Area List Price$789,798

People & Families

Age Distribution

Household Composition

One-person households
25%
Families with children
50%
Couples without children
24%
Other households
0%

Top Ethnic Origins

Chinese11%
English9%
Indian9%
Irish8%

Local Schools Guide

Elementary Schools

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Secondary Schools

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Homes & Housing

Structural Home Types

Tenure (Ownership vs Rental)

Owner-Occupied65%
Rented35%

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Property History

No historical data available for this property.

This could be the first listing for this address.

Pricing & Value Insights

Data-driven valuation for 27-29 MAIN Street E, Grey Highlands, ON N0C 1H0

Estimated Sales Range
$1.2M - $1.4M

Based on 0 recent similar sales in the pocket.

Market Speed
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Properties in this area are selling at a steady pace.

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Financial Audit

Estimated Costs

Loan Amount$468,000
Monthly Mortgage$2,719
Property Tax (Est.)$242
Utilities & Maint.$350
Total Monthly Cost$3,311

Nearby School Rankings

No schools found within 3 km of this property.

Within 2km radiusFraser Institute Ratings

Nearby Listings

Distance:

No current listings found in Grey Highlands.

Notice: Market Insights are generated by analyzing real-time data and should be used for informational purposes only. Consult with a licensed professional for exact valuations.

Disclaimer: AI Insights are generated by an automated system and should be used for informational purposes only. While we strive for accuracy using current market data and deep-learning models, these assessments do not constitute professional real estate, legal, or financial advice. All property values, predictions, and scores are estimates. We strongly recommend verifying all property details and conducting independent due diligence with a licensed professional before making any purchase decisions.