Carlingwood - Westboro and Area, ON · · MLS® X13822230Updated
$999,900Est. $4,912/mo mortgage
Bedrooms
3
Bathrooms
1
Living space
1100–1500sq ft
Parking spaces
2
Type Detached
Basement Full
What you should know
390 Winston Ave is a 3-bedroom, 1-bathroom detached home in Carlingwood - Westboro and Area, listed for $999,900. It has 1100-1500 sq ft of living space.
1Award-winning designer Gordon Weima reimagined the exterior, finished in custom metal panels by artist Mustapha Chadid.
2Landscape architect Welwyn Wong laid out the gardens.
3The kitchen is generous and unfussy, with granite counters, a custom walnut-topped island and a proper pantry.
3 Bed, 1 Bath Detached Home in Carlingwood - Westboro and Area
About 390 Winston Avenue
Some homes feel like a breath of fresh air the moment you step inside. 390 Winston is one of them. On one of Westboro's most walkable streets, this is a house curated rather than simply updated, every layer entrusted to people very good at what they do. Award-winning designer Gordon Weima reimagined the exterior, finished in custom metal panels by artist Mustapha Chadid. Landscape architect Welwyn Wong laid out the gardens. Studio S Interiors designed the kitchen and bath. The result is modern and calm, never trying too hard, with a real respect for the home's century-old bones: original wide baseboards, windowsills and air grates, kept and replicated throughout. Inside, nine-foot ceilings and original painted softwood floors give the living and dining rooms a light, gallery-like ease. The kitchen is generous and unfussy, with granite counters, a custom walnut-topped island and a proper pantry. Upstairs are a restful primary bedroom, a second bedroom that makes a lovely office, and a third opened up as a second-floor family room, easily returned to a bedroom. The bathroom is crisp and current: heated floors, walk-in shower, wall-mounted toilet, pocket door and an oversized linen closet. Out back is the real indulgence: a private, fully fenced garden brought to life by Great Canadian Landscapes, with a patio made for long dinners, built-in seating walls and layered plantings that look after themselves. Then there is the neighbourhood. A butcher, bakeries, patisseries and fine food shops are steps away, along with the Westboro Farmers' Market, gyms, yoga and pilates studios, groceries and a pharmacy. Westboro Village is a short stroll along Richmond Road, with the river paths and Westboro Beach minutes beyond. Roof, A/C and plumbing lines have all been renewed, so the house asks very little of you. This is a home for people who notice the details, who want to walk to nearly everything and come home to calm.
3 bedrooms, 1 bathroom, about 1,100 sq ft, works out to roughly $909 per square foot. Chat with Zara if you'd like a deeper read on whether this detached fits your budget and timing.
Inside 390 Winston Ave
Every detail from the listing, in one place.
Type
Detached
Style
2-Storey
Living space
1100-1500 sq ftas stated on the listing
Parking
2 spaces
Basement
Full
Features & systems
Parking & garage
Parking spaces
2
Interior
Basement
Full
Lot & land
Lot size (sqft)
0
Listing & possession
Property style
2-Storey
Property class
Detached
390 Winston Ave Price & Sale History
Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.
For saleListedThis listingMLS® X13822230$999,900
Sourced from MLS®. Includes earlier listings of this property on record.
What's it worth?
How 390 Winston Ave Compares to the Carlingwood - Westboro and Area Market
Zara compares it with recent sales of similar homes nearby. It's a guide, not an appraisal.
Independent mortgage broker · OAC · rates subject to change and underwritingMortgage Squad →
Referral disclosure: Summitly may refer you to Mortgage Squad Advisors, an affiliated mortgage partner. You are free to choose any lender or mortgage professional.
Monthly cost
Enter a rate to see the monthly cost
An estimate, not a quote. Utilities and insurance are extra.
Affordability calculator
Estimated monthly payment
$4,912
/mo
based on the purchase price of $999,900
$199,980 cash
$799,920 financed
$673,743 total interest
Principal54%$799,920
Interest46%$673,743
20% down · 25-yr amortization · 5.50% rate. Principal & interest only — taxes, condo fees, and insurance not included.
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Figures are Summitly estimates for illustration only — not from TRREB or the MLS® feed, and not a mortgage approval, appraisal, or financial advice.
Rental income potential
Est. monthly rent
low–high
Gross yield
rent × 12 ÷ price
Cap rate (est.)
net of tax + fees
Summitly AI estimate for discussion only — not from TRREB or the MLS® feed, and not an appraisal or investment advice. Yield and cap rate are derived from the estimated rent versus the asking price.
For homeowners nearby
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Mortgage financing is arranged through Mortgage Squad Advisors. Summitly is the technology platform that powers this site. Estimated values, AI insights, calculator results, and rental projections shown on this page are generated by Summitly and are not provided by, reviewed by, or sourced from TRREB, the MLS®, or the listing brokerage; they are not appraisals or opinions of value. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by the Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The Coldwell Banker® name and logo are trademarks of Coldwell Banker Real Estate LLC.
Similar homes for sale nearby in Carlingwood - Westboro and Area
Other 2–4 bed homes for sale in Carlingwood - Westboro and Area around $1000K.
Average days on market33Homes sold in about 33 days on average.
Sale-to-list ratio99.0%On average, homes sold below asking.
Active listings65Homes for sale here right now.
Median vs prior 90 days+13.3%Compared with May 14 – Aug 12, 2026: prices up.
Based on 64 sales from Aug 12 – Nov 10, 2026 (54 in the prior 90 days). Aggregate MLS® figures for closed sales; individual sold prices are shown only to signed-in members.
390 Winston Ave is listed at $999,900 (MLS® X13822230). Summitly updates the price as soon as the MLS® record changes.
Is $999,900 a good price for 390 Winston Ave?
Summitly rates it Well Above Market: the asking price is 15% or more above Zara's estimate, an estimate built from recent sales in Carlingwood - Westboro and Area. The rating is an automated opinion, not an appraisal; "What's it worth?" on this page shows how it is worked out. See Zara's estimate
Has the price of 390 Winston Ave changed?
No — 390 Winston Ave is still listed at its original asking price of $999,900.
How many bedrooms and bathrooms does 390 Winston Ave have?
390 Winston Ave has 3 bedrooms and 1 bathroom, with about 1,100–1,500 square feet of living space. It is a detached home in Carlingwood - Westboro and Area.
Is 390 Winston Ave close to transit?
The nearest rapid-transit station is Tunney's Pasture Station (O-Train Line 1), about 2.2 km in a straight line. Bayview Station is about 3.4 km, and Corso Italia Station is about 3.6 km. Distances are straight-line, not walking routes; check the transit agency for routes and schedules.
How much would the monthly mortgage be on 390 Winston Ave?
About $4,912 a month — principal and interest on $999,900 with 20% down ($199,980), a 25-year amortization and an assumed 5.5% interest rate. The mortgage calculator on this page lets you change the down payment, amortization and rate.
How does 390 Winston Ave compare with other homes in Carlingwood - Westboro and Area?
Its asking price of $999,900 is about 15% below the median sold price in Carlingwood - Westboro and Area over the last 90 days, $1,171,750, across 64 closed sales on the TRREB MLS®. A city median mixes every type and size of home, so the comparable sales on this page are the closer guide.
Has 390 Winston Ave been sold before?
Summitly has no earlier MLS® sale or lease of 390 Winston Ave on record from the last two years. Older records aren't shown under TRREB rules.
Where is 390 Winston Ave?
390 Winston Ave is in Carlingwood - Westboro and Area, ON. Schools, transit, parks and shops nearby are under Location & lifestyle on this page.
How long has 390 Winston Ave been on the market?
47 days — 390 Winston Ave was listed on September 24, 2026.
What is the price per square foot of 390 Winston Ave?
About $667 to $909 per square foot: the asking price of $999,900 over the 1,100–1,500 sq ft the listing gives as its size range.
