Winter House Hunting Tips for 2026

Picture of Chris Behie

Chris Behie

After buying and selling several homes with The KT Team, Chris knew he had to be part of it. A top performer at Toyota Canada for years, he shifted gears to real estate and hasn’t looked back. Known for his sharp communication, negotiation skills, and down-to-earth approach, Chris helps clients navigate the buying and selling process with confidence—especially families juggling busy home lives like his own. When he’s not closing deals, you’ll find him in Milton chasing adventures (and his two boys).

Winter House Hunting Tips for 2026

The cold months are here, once again, and many of us may have been caught off guard by the latest chill. However, for those brave souls planning to buy a home amid the cold, ice, sleet, and snow this year, here are some tips to ensure a successful, informed purchase.

Embrace the Winter Market Advantage

Let’s face it, the nice houses will sell well year-round, but a neglected home that gets few visitors in the busy season will hear crickets in the winter. Those sellers may be motivated to agree to prices and conditions that others won’t. This may translate into more negotiable prices and favourable terms for buyers. With reduced competition during the winter months, take your time to make informed decisions without the pressure of a bidding war.

Inspect the Outdoor Space and Imagine Year-Round Living

When touring homes in winter, it’s common for buyers to shy away from exploring outdoor spaces. Bring snow boots and venture onto the snow-covered deck, patio, or yard to get a feel for the property. Don’t let winter weather limit your exploration—imagine the potential of these spaces in warmer seasons, and consider how landscaping and outdoor activities can enhance your year-round living experience.

Visualize how the property suits your lifestyle throughout the year. Despite winter conditions making the exterior less inviting, focus on the potential of outdoor spaces in warmer seasons. Google Street View or Google Earth can provide a different perspective on the home, helping you envision its year-round charm.

Be Mindful of Hidden Defects and Deficiencies

Lawn care may not be the current owner’s forte, and there may be a weed-choked lawn waiting to flourish in the Spring, or the fifteen-year-old shingles may be hidden beneath a sheet of ice and snow. This time of year demands a keen eye and a professional local real estate agent to seek reassurance about the condition of some of these items. This could include seasonal photos, dates and copies of invoices for exterior repairs and updates, etc. While this will help, there’s only so much that can be done. It’s important to be aware of the risks that come with buying a house at any time, including that you may not be able to test the A/C until several weeks or months after closing, leaving you in a situtation where it’s less likely, if at all possible, to claim a warranty clause against the previous owner.

Top things to consider when buying a home in the winter:

  • Find out about the age and condition of the roof
  • Ask the homeowner to shovel snow from hard-scape areas prior to your home inspection
  • Check in the attic for signs of leaks and water penetration due to ice-damming
  • Make sure exterior hose bibs are shut off to avoid floods and damaged plumbing before closing
  • Test all heating appliances, including gas fireplaces
  • Use a thermal camera to look for areas of heat loss due to low insulation-think exterior walls and ceilings adjacent to an attic space
  • Inspect exterior doors and windows for drafts
  • Check for backdrafts in exhaust vents and attic hatches (this isn’t often a big deal, or something that a seller will fix, but it provides insight into areas of opportunity for future energy savings)
  • Cracked caulking around exterior doors, windows, and all points of penetration (pipes, electrical, etc.)

Holdback and Warranty Clauses

Including clauses for holdback of funds and extended periods for warranting a pool are very common when our top Milton real estate agents negotiate deals in the winter, but they’re less common with smaller appliances and equipment. Saying this, if both parties agree, you can include virtually anything in an agreement. So, if you have reason to believe there could be a problem, or the risk of something not being in working condition is too great for your comfort, have your agent discuss options with the listing agent to provide some peace of mind. Depending on market conditions, the sellers may be open-minded to a reasonably worded condition.

Extra Conditions May Be Needed

Collaborate with real estate agents in Milton to determine if additional conditions are necessary to protect your investment. For instance, a hold-back condition could be added to the offer if your dream home includes a pool. This entails holding an amount of the sale proceeds until the pool can be opened and proven to be in good working order, providing an extra layer of assurance for the buyer. If the home is vacant, a condition requiring the seller to keep the home at a comfortable temperature is another example of a condition unique to the winter buying experience. If the vacant home goes without due care, low (or high) humidity and low temperatures could cause serious damage to several components of your new home. Holding the sellers accountable with a friendly reminder via a well-worded clause could make for a smoother experience.

Navigating the winter real estate market need not be chilly; instead, it unveils distinctive opportunities for savvy homebuyers. Get out there, Embracing the cold and happy house-hunting!

Picture of Chris Behie

Chris Behie

After buying and selling several homes with The KT Team, Chris knew he had to be part of it. A top performer at Toyota Canada for years, he shifted gears to real estate and hasn’t looked back. Known for his sharp communication, negotiation skills, and down-to-earth approach, Chris helps clients navigate the buying and selling process with confidence—especially families juggling busy home lives like his own. When he’s not closing deals, you’ll find him in Milton chasing adventures (and his two boys).

LISTEN | THE REAL ESTATE PODCAST

Read | REAL ESTATE BLOGS

Connect with Chris

Send a quick note and we’ll get back to you shortly.

Please enter a valid email address.
Form submitted successfully!

* denotes a required field

Read More

What Causes a House Not to Sell

Some homes sell quickly. Others sit, even when they seem like they should be getting attention. If you’re wondering why your house is not selling, the answer may not be one single thing. Pricing, presentation, access, marketing, buyer perception, and timing can all play a role. Here’s what sellers should look at before making their next move.

Read More »

Open House Terms & Privacy Agreement

for KT Open Houses

  1. 1. Visitor Etiquette

    To help protect our client’s property and maintain a respectful and safe environment, all visitors are required to follow these guidelines unless otherwise directed by a representative of the Kormendy Trott Team:

    • Footwear: Please remove footwear upon entry.
    • Washroom Facilities: Please refrain from using washroom facilities unless permission has been provided.
    • Personal Belongings and Furniture: Please do not touch personal belongings or open furniture that is not included in the sale, including dressers, media consoles and other free-standing furniture.
    • Food and Beverages: Outside food and beverages are not permitted inside the property.
    • Furniture: Please refrain from sitting or lying on furniture.
    • Pets: Pets are not permitted inside the property.
    • Children: Parents and guardians are responsible for ensuring that children follow these guidelines.

    2. Visitor Registration and Safety

    To help protect our client’s property, personal belongings and the safety of our team members, all visitors are required to provide accurate and complete contact information before entering the property.

    Your information may be retained as an internal record of attendance and used to contact you regarding this property, your visit and related real estate opportunities that may reasonably be relevant to your inquiry.

    3. Digital Communications and Follow-Up

    After registering, you may receive a text message or email containing information about this property, related listings, future open houses and relevant real estate opportunities.

    Where required, these communications will include identification information and an unsubscribe mechanism. You may withdraw your consent or opt out of future promotional communications at any time by using the unsubscribe link included in an email, replying STOP to an applicable text message or contacting us directly.

    4. Website Analytics and Relevant Advertising

    If you visit our website, we may use cookies, pixels and similar technologies to understand website activity, measure advertising performance and show relevant advertising on platforms such as Google, Facebook and Instagram.

    For more information about our use of analytics, cookies and advertising technologies, and the choices available to you, please review our Privacy Policy.

    5. Privacy and Data Protection

    We may use trusted service providers to operate our website, manage customer relationships, deliver communications, analyze performance and support our advertising activities.

    We do not sell your personal information. Personal information is handled in accordance with our Privacy Policy and applicable privacy laws.

    6. Acknowledgement

    By submitting this form, you acknowledge that you have read, understood and agreed to these Open House Terms & Privacy Agreement. You agree to follow the visitor etiquette guidelines and any reasonable instructions provided by our team during your visit.

    KT Realty
    229–336 Bronte Street South
    Milton, ON L9T 7W6
    [email protected]
    1 (800) 617-0090