About Brent Winslow
Getting you the mortgage you deserve
Brokered by Breezeful Inc.
Brokerage License # 13470
Markets Served: Barrie, Bradford, Brampton, Collingwood, Elmvale, Midland, Mississauga, Orillia, Parry Sound, Penetanguishene, Stayner, Wasaga Beach, Woodbridge
Brent Winslow brings 20 years of experience as a financial controller, offering a rare level of financial depth and clarity to the mortgage process. Based in Central Ontario and licensed across the province, Brent works with a wide range of borrowers, including first-time buyers, sole proprietors, incorporated business owners, and clients who may not fit traditional lending guidelines.
As a new mortgage agent, Brent draws on his own experience purchasing residential properties, income properties, and a recreational property. This personal background gives him a genuine understanding of what clients navigate on both sides of the transaction—the questions they carry, the decisions they face, and the value of having a knowledgeable, trustworthy agent in their corner.
Brent’s corporate finance background allows him to understand the full story behind a client’s financial picture. His background in financial reporting and budgeting gives him a strong foundation for understanding lender requirements and helping clients make sense of their options.
Whether a client is purchasing their first home, refinancing an existing mortgage, accessing equity through a HELOC, or navigating the complexities of self-employed income verification, Brent’s approach is steady, honest, and grounded in real financial understanding. He takes the time to walk clients through their options, answer questions, and help them feel confident at every step.
Brent became a mortgage agent with a simple goal: to provide people with the kind of guidance he always valued in his own financial career—clear communication, honest advice, and a relationship-first experience. He believes clients deserve more than quick quotes or generic recommendations. They deserve someone who listens, understands their goals, and helps them make informed decisions with confidence.
Working under Breezeful Inc., Brent has access to a broad network of lenders. This allows him to explore a wide range of solutions and match clients with options that truly fit their needs—not just the easiest or most common path forward.
Whether someone is planning a purchase, exploring refinancing, or simply looking for clarity on their options, Brent is committed to being a steady, trusted resource. His combination of financial expertise and client-focused service creates a mortgage experience that is transparent, supportive, and built on trust.
Advice and service you can trust.
Brent Winslow
Mortgage Agent Level 1
Licence #: M26001288
Email: brent@brentwinslowmortgages.ca
Phone: 705-351-2840
Local Mortgage Support Across Central Ontario, Southern Georgian Bay, Simcoe County, and the GTA
Instead of creating thin location pages with the same content repeated for each city, this About page brings Brent’s service areas together in one stronger, more useful resource. Whether you are buying in a growing commuter community, refinancing a family home, exploring a cottage or recreational property, or trying to understand your options as a self-employed borrower, Brent provides clear mortgage guidance across Ontario.
Barrie
Barrie is a major hub for buyers who want access to Lake Simcoe, Highway 400, GO service, and a strong mix of neighbourhoods. Brent helps Barrie clients with first homes, move-up purchases, renewals, refinances, and mortgage planning for people commuting into the GTA while building a life in Simcoe County.
Bradford West Gwillimbury
Bradford West Gwillimbury blends commuter convenience with South Simcoe’s rural and small-town character. With Highway 400 nearby, new subdivisions, established homes, and surrounding agricultural areas, mortgage planning can involve everything from pre-approvals and new builds to self-employed income and property-specific lender questions.
Brampton
Brampton buyers often balance affordability, family needs, commute routes, and long-term plans. From Mount Pleasant to established neighbourhoods closer to Highway 410, Brent can help clients compare lender options for first-time purchases, larger family homes, refinancing, debt consolidation, and New to Canada mortgage situations.
Collingwood
Collingwood has a unique mix of full-time residents, retirees, business owners, and buyers looking near Georgian Bay and Blue Mountain. Brent helps clients understand mortgage options for primary homes, recreational properties, renewals, refinances, and purchases where lifestyle, income, and long-term flexibility all matter.
Elmvale
Elmvale and the surrounding Springwater area can involve a different type of mortgage conversation, especially when properties include larger lots, wells, septic systems, or rural-style features. Brent helps clients prepare lender-ready applications for village homes, acreage-style properties, renewals, refinances, and self-employed income situations.
Midland
Midland mortgage needs often reflect the Southern Georgian Bay lifestyle, with a mix of family homes, downsizers, waterfront access, and nearby communities such as Penetanguishene, Tiny, and Tay. Brent helps clients look at the full picture, including income, property type, lender fit, equity access, and long-term affordability.
Mississauga
Mississauga offers a wide range of housing, from condos near transit to detached homes in established communities like Streetsville, Erin Mills, Meadowvale, and Port Credit. Brent helps clients compare mortgage options for first purchases, move-up homes, refinances, investment properties, and more complex income profiles.
Orillia
Orillia sits between Lake Couchiching and Lake Simcoe, which means buyers may be looking at primary residences, downsizing options, cottages, or homes with strong lifestyle appeal. Brent helps Orillia clients review pre-approvals, renewals, refinances, home equity options, and recreational property financing with clear, practical guidance.
Parry Sound
Parry Sound and the surrounding district can bring unique mortgage considerations, especially for cottages, waterfront properties, seasonal use, access, and servicing. Brent helps clients understand how lenders may view recreational property financing, refinances, renewals, and income documentation in a more rural or cottage-country market.
Penetanguishene
Penetanguishene offers a mix of established homes, Georgian Bay lifestyle, and proximity to Midland, Tiny, and Tay. Brent supports clients with mortgage advice for purchases, renewals, refinances, equity access, and property situations where local context, lender requirements, and long-term payment comfort all need to line up.
Stayner
Stayner is well positioned for buyers who want access to Collingwood, Wasaga Beach, Barrie, and Clearview Township. Brent helps clients navigate mortgage questions around new construction, growing families, rural properties, commuter income, renewals, and refinancing as the area continues to attract buyers looking for more space.
Wasaga Beach
Wasaga Beach has a strong mix of full-time homes, retirement living, recreational properties, and buyers drawn to the shoreline lifestyle. Brent helps clients think through mortgage options for primary residences, cottages, renewals, refinances, and equity access, especially when a property has seasonal or lifestyle-related considerations.
Woodbridge
Woodbridge and Vaughan buyers often deal with larger purchase prices, move-up planning, family-focused neighbourhoods, and timing around selling an existing home. Brent helps clients review mortgage strategies for purchases, refinances, investment properties, self-employed income, and lender options that fit both the property and the household.
Mortgage Services Brent Can Help With
Every borrower’s situation is different. Brent looks beyond the surface numbers and helps clients understand what lenders are looking for, what documents may be needed, and which mortgage path may make sense based on their goals.
Mortgage Pre-Approval
Get a clearer view of your budget before you shop. Brent can help review your income, down payment, credit profile, and lender requirements so you can move forward with more confidence.
First-Time Home Buyers
Buying your first home can feel overwhelming. Brent explains the mortgage process, common first-time buyer programs, down payment requirements, closing costs, and the steps needed to get lender-ready.
Self-Employed Mortgages
Self-employed income is often more complex than a standard paystub. Brent helps sole proprietors, incorporated business owners, contractors, and commissioned borrowers prepare a stronger mortgage application.
New to Canada Mortgages
If you are newer to Canada, lender rules around credit history, income, down payment, and documentation can vary. Brent can help explain your options and what may be needed to qualify.
Investment Properties
Rental and investment property financing requires careful review of rental income, carrying costs, down payment, and lender policy. Brent can help you compare options before you commit.
Debt Consolidation
For homeowners carrying higher-interest debt, a mortgage refinance or home equity strategy may help simplify payments. Brent can walk you through the numbers and explain the trade-offs clearly.
Mortgage Renewals
Your lender’s renewal offer is not your only option. Brent can help review your current mortgage, compare available options, and determine whether switching lenders or renegotiating makes sense.
Mortgage Refinancing
Refinancing can be used to access equity, restructure debt, fund renovations, or adjust your mortgage to better fit your life. Brent helps you understand the costs, benefits, and lender requirements.
Home Equity and Renovations
Home equity can be useful for renovations, repairs, debt consolidation, or other financial goals. Brent can help you compare refinance options, HELOC-style solutions, and repayment considerations.
Credit Improvement
If credit challenges are affecting your mortgage options, Brent can help you understand what lenders may look for and what steps may improve your mortgage readiness over time.
Vacation Homes and Recreational Properties
Cottages, second homes, and recreational properties can come with different lender questions around property type, location, access, and use. Brent helps you understand what may be required before you buy.
Reverse Mortgages
For homeowners age 55 and older, a reverse mortgage may allow access to home equity without regular monthly mortgage payments. Brent can help explain how the concept works and whether it is worth exploring for your situation.
Mortgage Advice Built Around Real-Life Situations
Many clients do not fit perfectly into a simple lending box. Brent’s financial background helps him ask better questions, organize the details, and present the full picture to potential lenders.
Buying while commuting or relocating
For buyers moving between the GTA, Simcoe County, Southern Georgian Bay, and cottage country, mortgage planning often involves income location, property timing, affordability, and a clear pre-approval before shopping.
Self-employed or incorporated income
Business income can be strong but still difficult to explain on a standard mortgage application. Brent helps clients organize income documents, understand lender expectations, and compare options that fit their profile.
Rural, cottage, and waterfront properties
Properties outside major urban centres may involve wells, septic systems, seasonal access, waterfront use, or unique appraisal considerations. Brent helps clients understand how these details may affect lender review.
Renewing, refinancing, or accessing equity
A renewal or refinance is a chance to reassess your mortgage, not just sign the first offer. Brent helps clients compare rates, terms, penalties, cash flow, and whether a new structure better supports their goals.
Common Questions About Working Together
Do you only work with clients in Collingwood?
No. Mortgage support is available across Ontario, including Collingwood, Barrie, Wasaga Beach, Midland, Orillia, Parry Sound, Brampton, Mississauga, Woodbridge, and surrounding communities.
Can you help if I am self-employed?
Yes. Support is available for sole proprietors, incorporated business owners, contractors, commissioned borrowers, and clients with more complex income documentation.
Can you help with cottage or recreational property financing?
Yes. Cottage, second home, waterfront, and recreational property financing can be reviewed so you understand how lenders may look at the property, income, access, and intended use.
Should I speak with you before I start house hunting?
Yes. A mortgage pre-approval can help you understand your budget, documents, down payment needs, and lender expectations before you begin making offers.
Can you review my mortgage renewal offer?
Yes. A renewal is a good time to compare options. You can review whether your current lender’s offer is competitive or whether another option may be a better fit.
Looking for clear mortgage advice in Ontario?
Whether you are buying, renewing, refinancing, accessing home equity, purchasing a recreational property, or trying to make sense of a more complex income situation, Brent can help you understand your options and take the next step with confidence.

