Buy first or Sell first?

What's a unicorn got to do with Real Estate?  Read on to find out! 

This question is one of the biggest ones I get when I sit down with clients, and that is whether it’s better to buy first or sell their current home first. 

Even if new clients aren’t thinking this through; especially in fluctuating markets this is definitely something that should be given careful consideration.  

There’s no one size fits all answer, but there are definitely ways to figure out the best answer for you.  In no particular order, here are some things to consider when mulling this question over….

What’s your risk tolerance?

If you’re comfortable carrying two properties at once (even for a short period), buying first may be an option. However, if carrying two mortgages is not financially feasible or too stressful, selling first ensures you know exactly what to budget for your purchase.   

How do you judge your risk tolerance anyway?  Here are some questions to ask yourself: 

    How is your financial stability?  If you lost your job, would you have enough savings to cover your expenses for a few months, or do you manage paycheck to paycheck.  If you have a healthy emergency fund and a steady income, you might tolerate more financial risk, like carrying two mortgages temporarily.  If unexpected expenses (like staging costs, temporary housing, or bridge financing fees) would put a strain on your finances, selling first might be the safer option.

    What is your emotional Response to Uncertainty – How would you respond to this? Imagine you’ve booked a vacation but don’t yet have a hotel reservation. Are you comfortable finding one last-minute, or does the uncertainty stress you out? If you need things planned in advance, you might struggle with the unpredictability of buying before selling.  

At the time I’m writing this, the world is an uncertain place.  We are feeling it in real estate as many buyers are sitting on the sidelines just waiting to see what’s going to happen.  Imagine you buy a new home first, but your current home sits on the market longer than expected.  Would you stay calm knowing it will sell eventually, or would sleepless nights and stress take over? If uncertainty makes you anxious, selling first could be the smarter choice.

    How do you invest?  Do you prefer putting your money into high-risk stocks or experiment with cyber currency for big potential returns, or do you stick with safer options like fixed rate GICs? If you naturally gravitate toward safer investments, you may prefer selling first to avoid financial strain.  

    Decision-Making Style  - When making a big purchase like a car, do you research for months and test-drive multiple options, or do you go with your gut and buy the first one that feels right? If you take time to make careful decisions, you might be more comfortable selling first to know exactly what you can afford.  

Do you think you’ll be more comfortable if you view 10-15 homes to find the perfect home, or can you make quick decisions under pressure? If you like to explore many options before deciding, buying first might be best so you don’t feel rushed after selling. But if you’re confident making fast decisions, selling first can work because you’ll be able to move quickly when the right home comes up.  You’ll be making some fast decisions in real estate that may make you uncomfortable anyway, so this is important to think through

    Past Experiences with Risk -- Have you ever taken a big risk—like starting your own business or moving to a new city without a job lined up? If you’ve handled uncertainty well in the past, you might feel confident in buying before selling.  

Have you handled big financial risks well in the past, like buying an investment property or flipping a home? If so, you may be comfortable with the short-term risk of owning two homes. But if past financial risks caused stress or losses, a safer approach—selling first—might suit you better.

How particular are you about your next home?

If you have very specific needs—like a certain school district, a unique property style, or a hard-to-find neighborhood—you may want to buy first. Otherwise, you risk selling your current home and not being able to find the right one when you’re ready.

How reverse engineering may help you predict how long it will take you to find a specific home

Smart realtors will take your needs and wants and look back in history to analyze the sales data over the past few years.  Going back 5 years you can apply your criteria to a reverse property search to find out:

    How many homes like that have sold in the past

    What prices did they sell for

    Did they sell in competition because they are rare?

    What did they look like inside

    How often do they come up for sale

This way you can give yourself a ‘reality check’.   It helps to know a few things that just make sense, like:

    In a low turnover neighbourhood or condo where people live a long time it’s less likely to find something sell that’s renovated

    In a demand school district homes will be more expensive than in the catchment districts that border it

    New construction may sell for a higher per sq ft price than resale

    A renovated home will cost more than an unrenovated home

A good example of this is a reverse search I did for a senior looking to rent in a specific condo building.  A reverse search showed that there are very few condos that rent privately (2-3 every 4 years)   Therefore it’s unlikely a condo in their budget would be available when they wanted to move.  That way they could adjust their plans.  

What’s the market like? 

For many people, the sale price of their current home determines what they can afford to buy next. If the market is in flux, it makes sense to sell and buy in the “same market” – that way market conditions will benefit you (whatever they are) on both transactions.    

How do you know what the market is like? 

Because news articles may focus on the negative & real estate can be very specific to neighbourhood it’s best to talk to a realtor that has listings, is active with buyers and sellers and is familiar with your area.  Or has been recommended to you.    

In slow markets, if you’re like most people you don’t want a realtor that will make unrealistic promises just because they are hungry for business.  

If you're house hunting in Toronto, there are a couple of other realtors that write excellent blogs with market information; many of these have articles on a variety of topics going back years.  

Toronto Realty Blog - if you can get through his style of writing (long wind-ups to the meat & a bit of pretention) there good information

The Refined Real Estate Team Blog - Jeff is a colleague at my brokerage and his analytical style of examining the market shows his financial background.  He looks at thing with not only a "what happened" but "what did it feel like" view.  His focus is really on central Toronto. 

The BREL team Blog - another central Toronto blog; but I find the real estate articles are on a wide range of topics and written in a straightforward style.  

Are you unicorn hunting?

If your dream home is a rare find—such as a waterfront property, a century home, or a condo in a specific building—waiting to sell before buying might mean missing out.  In this case, you may choose to buy first;  prepare your home when you start your search, so once you’ve put in an offer so you can list right away.  

If you’re unicorn hunting, a reverse engineering approach may be helpful.  It’s also helpful to keep an open mind and look not only at a 100% unicorn, but see if a 50% horse/50% unicorn may work for you as well.    Or perhaps you can buy a horse and transform it over time to your personal unicorn! 

Buying before selling 

Allows you to take your time finding the perfect home without feeling pressured to settle. You can move in at your own pace and avoid temporary housing. However, this approach carries financial risk—you may need to qualify for two mortgages or rely on bridge financing. If your current home doesn’t sell as quickly as expected, you may be stuck covering two mortgages for longer than anticipated.

Pro Tip: If you're interested in what homes are selling for to do research, my website has a 'sold' feature that's really helpful.  You can set up a property search that will only send you homes that have sold in your area, community or neighbourhood.   It's a great way to stay on top of pricing! 

Just sign up here:

www.SueAnfang.com   You can even download a GPS enabled app to your phone that will bring up sold & available properties when you're out and about.


Selling first 

This eliminates the risk of carrying two mortgages and provides a clear budget for your next home. You’ll know exactly how much equity you have to work with, reducing financial uncertainty. However, it also means you might need temporary housing or feel pressured to buy quickly, which can lead to settling for a home that isn’t quite right.  

If you're interested in what homes are selling for in your area, my website has a 'sold' feature that's really helpful.  You can set up a property search that will only send you homes that have sold in your area, community or neighbourhood.   It's a great way to stay on top of pricing! 

Just sign up here:

www.SueAnfang.com   You can even download a GPS enabled app to your phone that will bring up sold & available properties when you're out and about.


Is Bridge Financing Right for You? 

Bridge financing is a short-term loan that helps cover the gap between buying a new home and selling your existing one. It can be a good option if you have firm closing dates that don’t align or if you need flexibility. However, bridge loans come with interest costs and eligibility requirements, so it’s essential to discuss this option with your mortgage advisor before deciding.

Pro tip: Have a backup plan

Whichever way you go, it’s smart to have a contingency plan. If you buy first, consider bridge financing or a rental option if your home doesn’t sell right away.  If you sell first, consider a long closing, or look into short-term rentals or family accommodations in case you need extra time to find your next home.

Ask an expert

While the answer may be different for everyone,  discussing your situation with a knowledgeable realtor can help you decide the best approach. If you have questions about your own situation, or if you’re helping a family member navigate a move, feel free to call me at 416-562-5002. My website blog and YouTube channel also have lots of helpful articles.

About Sue Anfang


Recent Blog Posts

Imagine stepping into a warm, welcoming home that ticks every box—from size to style to comfort. Nestled in a peaceful east Cobourg neighbourhood and just 5 houses from Lake Ontario, this modern bungalow offers spacious living without the hassle of going up and down stairs.

Bright & Thoughtful Layout

With 2+1 bedrooms and 3 full bathrooms**, this single-level gem is perfect for downsizers who want comfort with room to spare. The open-concept living and dining area is filled with natural light, sliding effortlessly into a country sized, eat-in kitchen that walks out to your massive (and brand new) deck.

Everything you need on one floor

The primary suite comes  with a walk-in closet and ensuite bath with standing shower.  A dedicated laundry room has dual laundry sinks.  Direct garage access to your double garage is so convenient!   

Outdoor Oasis

Step outside to a beautifully landscaped backyard with mature perennial plantings, vegetable beds & a great deck for entertaining.   With no houses behind you the yard is private and peaceful.   Full sun means it's great for gardening! 

Meticulously Maintained

This owners have updated all of the important things - roof, windows, furnace and central A/C - so you know you're getting good value!

Finished basement for tons of extra room

The finished basement has a huge rec-room, extra bedroom and full bath.  Not only that, there's plenty of storage in the utility & cold room and a workshop with utility sink as well!

Check out the Floor Plans for 90 East House Cres


Why This is Perfect for Downsizing Seniors

Single‑floor living equals ease and peace of mind

Simplified upkeep without sacrificing space

Modern essentials at your fingertips - features like en-suite baths, main floor laundry, double garage with direct entry; you just don't find these features in older bungalows

Moved-in and ready - neutral tones, and recent improvements—just unpack and settle in.

Great value without sacrificing a yard - this type of home is just not available near the GTA in this price range! 

Check out the fun video to get a sense of the home's layout: 




Embrace the relaxed town of Cobourg

Cobourg, Ontario is affectionately known as *“Ontario’s Feel Good Town”,  with it's mix of lakeside charm, historic character, and a community spirit.  Not only an ideal family town, it's ideal for seniors seeking a vibrant, relaxed lifestyle. With just over 20,500 residents, the town offers friendly scale and an average age near 50—making it comfortable and thoughtful for grown-up living. 

Small‑Town Warmth & convenience, too

Cobourg strikes the perfect balance: it’s small enough to feel friendly and traffic-free, yet large enough to include amenities like a regional hospital with an up‑to‑date emergency department, big-box stores, and a variety of restaurants and services.   Residents enjoy walkable shopping areas, fitness centres, and coffee shops—no long drives or crowded city centres.  And the historic downtown is just gorgeous! 

Waterfront & Outdoor Lifestyle

Coburg beach has a sandy shoreline, boardwalk, and harbour marina—an ideal spot for daily strolls or boat-watching. The waterfront trail connects to **Victoria Park** and downtown, and local biking routes offer scenic loops through Northumberland County. Outdoor activities like fishing, bird-watching, hiking, and boating are right at your doorstep.   

Not to mention 1.4 km of walking trails just steps from 90 East House Cres! 

Heritage & Culture

Cobourg’s historic centre is anchored by **Victoria Hall**, a stunning neoclassical building dating from the mid-1800s and a designated national historic site. Inside, you’ll find a beautifully restored concert hall and courtroom—the perfect backdrop to local events and performances.  The town regularly hosts festivals, markets, concerts, and heritage tours that bring neighbours together throughout the year.

Affordable

Housing and cost of living in Cobourg run about **16% lower than Ontario averages**, making it a fantastic value for retirees on fixed incomes looking for quality without compromise.  Transit is friendly and accessible, and the town maintains accessibility-focused shuttles and ride services for those who prefer not to drive. 

Tight‑Knit & Safe Community

Senior residents often highlight Cobourg’s robust community feel and sense of neighbourliness. Local organizations, wellness programs, and shared events foster connection. Many town services and volunteer groups are geared toward seniors and those easing into quieter routines. While the town's crime rate exceeds provincial averages slightly, locals regularly note its sense of safety and engagement.

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Welcome to 84 Wheeler — where light-filled, open-concept design meets timeless century home charm. 

Every inch of this home has been thoughtfully reimagined with custom finishes, warm natural textures, and simple but stunning details. The top floor is a true retreat: tucked up in the treetops, it offers a serene primary bedroom with a luxurious en-suite and private dressing room.

Downstairs? You’ll find a fully finished basement with almost 8' high ceilings, an additional bedroom and bathroom.

Integrated storage solutions throughout that make family life easy. All of this, just steps from Queen Street and the lake, in one of Toronto’s most coveted neighbourhoods.

INTENTIONAL DESIGN MATTERS

Because life is busy and stressful enough, 84 Wheeler was intentionally designed to let a sense of peace & calm wash over you the moment you walk through the door.

On the main floor, you'll find a connected floor plan — distinct living spaces that flow effortlessly from one to the next. The expanded kitchen is modern and minimalist, with abundant storage cleverly tucked away. No upper cabinets means clean, uninterrupted sight lines — elegant to look at, and practical for everyday life.

Upstairs, the second floor features three generously sized bedrooms. The largest (formerly the primary) includes a walk-in closet plus an additional closet to maximize storage. The bathroom is a standout — with heated floors, dual vanities, and a deep soaker tub.

YOUR PRIVATE PRIMARY SUITE IS A TRUE RETREAT

The third floor is a private treetop retreat — with a spacious bedroom, a luxe ensuite with double sinks and walk-in shower, plus a custom dressing room and walkout to your own balcony.

EXPANDED LIVING THAT DOESN'T FEEL 'BASEMENT-Y'

The basement level doesn’t feel like a basement — with high ceilings, hardwood flooring, and pot lights throughout. It’s a true extension of the living space, complete with an extra bedroom and full, stylish bath.  This space has been dug down, underpinned and waterproofed from both the inside and the outside, with a sump pump.  Designed for now and the future, it provides true peace of mind, for whatever nature brings.

VIDEO TOUR: 



FEATURES IN A NUTSHELL: 

4 + 1 Bedrooms

3.5 Bathrooms

2568 total SF 

Basement dug down, underpinned & waterproofed

3rd story addition 

New flooring, appliances 

Extra storage on all floors

Hardwood flooring on all levels, including the basement

Exterior hardscaping 

Licensed front pad parking 

High end appliances

Remodeled bathrooms

Primary retreat with dressing room

Extra high ceilings on main floor

Pot lighting 

Designer task lighting & fixtures

All work completed with permits where required, all permits have been closed

THE NEIGHBOURHOOD

What's not to like about one of Toronto's most coveted neighbourhoods, the Beach (or is it Beaches - it's really an ongoing argument)

Queen St. E with its vibrant shops and restaurants.  Highly walkable to grocery stores, library, schools, parks and Lake Ontario; it's all within a 15 minute walk from the house.  Great schools: Glen Ames, Williamson Rd. & Malvern Collegiate.  Commute downtown?  The Queen streetcar is a block away.  The famous Jazz festival.   People who live here, love it.  And with good reason.

Interested in knowing more? Give me a call at 416-562-5002


MORE INFORMATION ON-LINE:

Full listing including photos

Search for other Beaches Homes for Sale

About Sue Anfang

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**PRICE REDUCED** If you’ve been searching for a family-friendly home in Scarborough with charm, space, and a quiet, mature setting, and tons of future potential, your search may be over.  Located in the heart of  Old West Hill (that's the charming part north of lawrence where the streets are winding and the properties are huge)  28 Flerimac Avenue offers timeless appeal, a lush, park-like backyard, and a true sense of community that’s hard to find in today’s fast-paced Toronto market.   

The home's been loved and impeccably maintained since 1962, with wonderful neighbours on either side (and a street where the kid's still play street hockey) it's easy to see why those who move here, don't want to leave. 

Tucked into a peaceful, winding street lined with mature trees and well-kept homes, it’s the kind of neighbourhood where people know their neighbours, kids play in the yard, and evening walks are part of the daily routine - yet it's only 10 minutes to plenty of shopping at Morningside & Lawrence or a short hop to the 401. 

Old West Hill: One of Toronto's Best-Kept Secrets

Buyers may not be familiar with Old West Hill, but locals know it’s a special place. This established Scarborough neighbourhood is known for its large lots with mature trees, and a relaxed, suburban feel — all within close reach of downtown Toronto, GO Transit, and key commuter routes. Drive the neighbourhood and you'll be surprised and impressed by some of the 'estate' homes sprinkled throughout. 

Families here appreciate the local schools, nearby parks, waterfront trails, and the abundance of green space. Whether you’re a growing family, an empty nester, or someone looking for a quiet retreat in the city, Old West Hill checks all the boxes.

200 Feet of Backyard Bliss

What sets 28 Flerimac apart is its incredible 200-foot deep lot — an increasing rarity in the Toronto real estate market. The backyard is a peaceful, private oasis that feels more like a country property than a city lot. Towering mature trees provide shade and privacy, while a large rear deck offers the perfect place to relax, host a BBQ, or watch the kids play.

There’s plenty of room to garden - the sunny lot is perfect for vegetables or flowers.  The outdoor space here is one of the home’s most valuable assets — and a major draw for buyers looking for more than a postage-stamp.  Or set up an outdoor theatre or fire pit! 

Thoughtful Layout with a Surprising Amount of Space

While the home’s curb appeal and lot size are standout features, the interior has its own strengths. A rear addition expands the living space to include a family room and dining room — rare in homes of this era — and the lot gives you potential for future expansion.

The home features:

3 comfortable bedrooms

2  bathrooms

A bright living room with large front windows

An country sized kitchen open to the dining room & family room

A basement with workshop and storage

A long private driveway with room for 4 cars

A detached single-car garage


Whether you’re planning to move in as-is or renovate over time, 28 Flerimac offers a solid foundation and a warm, welcoming atmosphere.

Check out the Video Tour

https://youtube.com/shorts/moKMB8Juk2M?si=Uu0VAB3Kcvuziqgl

Location & Convenience


28 Flerimac is ideally located close to key amenities:  Midway between Guildwood GO and West Rouge GO  for an easy commute; or just half block walk to TTC stop at the corner of Flerimac and Lawrence.

Plenty of nearby grocery stores, shops, and dining options.  Just minutes to Lake Ontario waterfront and Highland Creek trails

With quick access to Highway 401, Kingston Road, and Port Union, you’re never far from the action — yet this home feels like a private escape from the city hustle.


Book your showing today


If you’ve been waiting for the right opportunity to buy into a mature, established neighbourhood with large lots and timeless charm, this is it. **28 Flerimac Avenue** offers the perfect blend of space, serenity, and convenience — and homes like this don’t come around often.


📞 **To book your private showing, contact Sue Anfang at 416-562-5002.**

Don’t miss this rare chance to make Old West Hill your new home!

Check out other West Hill Homes for Sale

Check out all Scarborough Homes for Sale

About Sue Anfang

Property Videos of Homes for sale


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