Key Things Investors Look For in Distressed Properties
- Jason Wicklund
- Sep 8
- 3 min read
By Jason Wicklund, Trusted Real Estate Investor
When it comes to distressed properties, savvy investors have a sharp eye for opportunities that others might overlook. Understanding what investors prioritize can help property owners position their homes effectively for a quick and successful sale. Here’s what experienced real estate investors typically look for:
1. Location and Market Potential
The classic real estate mantra—location, location, location—holds true even for distressed properties. Investors assess:
Neighborhood trends: Is the area improving? Are there signs of growth, such as new businesses or infrastructure projects?
Proximity to amenities: Properties near schools, parks, public transportation, and commercial hubs are more appealing.
Demand in the local market: Investors analyze vacancy rates and comparable sales to understand what buyers or renters are seeking in the area.
In Winnipeg, areas with strong rental demand or opportunities for infill development are particularly attractive to my investor network.
2. Potential for Value-Added Improvements
Investors are looking for properties where they can add value through renovation or redevelopment. This might include:
Cosmetic upgrades: New flooring, updated kitchens, and fresh paint can significantly increase market appeal.
Structural repairs: Savvy buyers are often prepared to handle issues like foundation repairs or roof replacements if the numbers make sense.
Infill opportunities: For investors specializing in land development, properties with large lots or zoning flexibility offer the chance to build additional units or redevelop entirely.
These improvements aren’t just about aesthetics—they’re calculated investments designed to yield high returns.
3. Financial Feasibility
Investors evaluate properties based on their financial potential, factoring in:
Acquisition cost: The purchase price must leave room for renovation costs and a reasonable profit margin.
Rehabilitation budget: Experienced investors have a realistic grasp of renovation costs, from minor fixes to major overhauls.
After-Repair Value (ARV): This is the estimated market value of the property after improvements. ARV drives the investor’s decision on whether the deal is worth pursuing.
In my experience, clear and honest information about repair needs helps sellers build trust with investors while facilitating faster sales.
4. Flexibility in the Sale Process
Distressed property sales often come with unique challenges, such as unpaid taxes, liens, or tenants. Investors who specialize in distressed properties are accustomed to navigating these complexities, but they appreciate:
Clear communication: Transparency about issues like liens, occupancy, or foreclosure timelines.
Willingness to negotiate: Flexibility in terms like closing dates or selling "as-is" can make your property more appealing to investors.
5. Exit Strategy Alignment
Investors typically approach a property with a specific exit strategy in mind, such as:
Fix-and-flip: Rapidly renovating and reselling the property for a profit.
Buy-and-hold: Adding the property to their rental portfolio for steady income.
Redevelopment: Demolishing and rebuilding to maximize the property’s potential.
Properties that align with one or more of these strategies are highly sought after.
6. Minimal Red Flags
While investors are open to risk, they avoid properties with issues that could jeopardize their profitability or timelines, such as:
Severe environmental concerns: Mold, asbestos, or soil contamination require costly remediation.
Complicated legal disputes: Ownership disputes or unresolved liens can deter even seasoned buyers.
Unrealistic pricing: Investors won’t pursue deals where the asking price leaves no room for profit after repairs and holding costs.
How to Attract the Right Investors
As a distressed property owner, you can maximize your chances of a successful sale by:
Providing detailed property information: Honest disclosures about repairs and issues build credibility.
Highlighting potential: Showcase your property’s opportunities, such as its location, lot size, or zoning benefits.
Partnering with an expert: Working with a professional like me, who has a strong network of investors and a deep understanding of Winnipeg’s market, ensures you connect with the right buyer quickly.
Distressed properties represent challenges—but also opportunities for the right investor. By understanding what they’re looking for, you can position your property as an attractive investment and secure a fast, stress-free sale. Let me help you find the perfect match for your property today!




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