DetachedOn market 53 days

353 Winston Ave, Carlingwood - Westboro and Area

Name: 353 Winston Avenue
SKU: X13805438
Price: 2195000 CAD
Availability: InStock

Carlingwood - Westboro and Area, ON · · MLS® X13805438Updated September 19, 2026

$2,195,000Est. $10,783/mo mortgage

Bedrooms: 3
Bathrooms: 2
Living space: 2000–2500sq ft
Parking spaces: 4

Type Detached
Garage Yes
Basement Finished, Full

What you should know

353 Winston Ave is a 3-bedroom, 2-bathroom detached home in Carlingwood - Westboro and Area, listed for $2,195,000. It has 2000-2500 sq ft of living space.

The custom designed kitchen has a marble countertop and an abundance of cabinetry and built in appliances which have been finished to closely match the countertops.
The large living room overlooks the rear patio and has an eco-friendly ethanol fireplace.
The rear yard area has brick and asphalt surface and provides lots of extra space leading to the double car, insulated garage with room for a 3rd small car but now has been finished with a well provisioned work shop.

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3 Bed, 2 Bath Detached Home in Carlingwood - Westboro and Area

About 353 Winston Avenue

YOU Must see this very special property! IT WAS Built for those who undertands design, uniqueness and quality - perfect for the discerning buyer! Designed by well known Architect BARRY HOBIN, this home won the GOHBA Award in 2019 in the Custom Urban Home (less than 3,000 sq ft), The Uniqueness of Design and the Quality of Materials used make this home really stand out. Using commercial construction techniques, the home was built maximizing the size and location of windows and the type of glass used. All bedroom windows start from the floor up. To summarize some of the many other features, the bathroom floors and basement floors are heated with the same type of system that the laneway uses from front to back/ There are 3 separate patios - front, rear and a roof deck. The custom designed kitchen has a marble countertop and an abundance of cabinetry and built in appliances which have been finished to closely match the countertops. The large living room overlooks the rear patio and has an eco-friendly ethanol fireplace. The rear yard area has brick and asphalt surface and provides lots of extra space leading to the double car, insulated garage with room for a 3rd small car but now has been finished with a well provisioned work shop. The garage has its own 100 AMP service. In terms of many more features, it has been set up for any power emergencies with a 16 KW Generac generator with an Auto Transfer system. Capped off with a TREX roof deck it provides the perfect spot to watch the sun set, This home is a must see!

3 bedrooms, 2 bathrooms, about 2,000 sq ft, works out to roughly $1,098 per square foot. Chat with Zara if you'd like a deeper read on whether this detached fits your budget and timing.

Inside 353 Winston Ave

Every detail from the listing, in one place.

Type: Detached
Style: 2-Storey
Living space: 2000-2500 sq ftas stated on the listing
Parking: 4 spacesYes garage
Basement: Finished, Full

Features & systems

Parking & garage

Garage: Yes
Parking spaces: 4

Interior

Basement: Finished · Full

Lot & land

Lot size (sqft): 4316.32

Listing & possession

Property style: 2-Storey
Property class: Detached

353 Winston Ave Price & Sale History

Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.

Sep 18, 2026For saleListedThis listingMLS® X13805438$2,195,000

Sourced from MLS®. Includes earlier listings of this property on record.

What's it worth?

How 353 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.

Zara’s estimate

Well Above Market· based on 114 recent sales

Value your own home →How accurate are Zara’s estimates?

Summitly estimate, not from TRREB, the MLS® or the listing brokerage. Not an appraisal. How it works

Carlingwood - Westboro and Area market, last 90 days

Median sold price: $1,171,750
Average sold price: $1,205,370
Average days on market: 33
Homes sold: 64

Closed sales on the TRREB MLS®.

Recently sold nearby in Carlingwood - Westboro and Area

Sold prices are shown free to signed-in members, as board rules require.

6 nearby sales vs. this home

Closed sales from MLS®, compared with this home's asking price.

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Home	Sold price	$ / sqft	% of asking	Sold
This home353 Winston Avenue 3 bd · 2 ba · 2,000 sqft	$2,195,000asking	$1,098	—	—
509 EDISON Avenue 4 bd · 4 ba · 2,000 sqft
731 Dovercourt Avenue 3 bd · 3 ba · 1,100 sqft
515 Broadview Avenue 5 bd · 2 ba · 3,000 sqft
482 Broadview Avenue 3 bd · 2 ba · 1,500 sqft
1958 Neepawa Avenue 4 bd · 3 ba · 2,000 sqft
556 Westminster Avenue 3 bd · 1 ba · 2,000 sqft

509 EDISON Avenue
4 bd · 4 ba · 2,000 sqft
731 Dovercourt Avenue
3 bd · 3 ba · 1,100 sqft
515 Broadview Avenue
5 bd · 2 ba · 3,000 sqft
482 Broadview Avenue
3 bd · 2 ba · 1,500 sqft
1958 Neepawa Avenue
4 bd · 3 ba · 2,000 sqft
556 Westminster Avenue
3 bd · 1 ba · 2,000 sqft

Living in Carlingwood - Westboro and Area: Location & Amenities

Transit, schools, parks and everyday places near this home. Select any place to open it on Google Maps.

How long is your commute?

From 353 Winston Ave. Typical times without traffic delays; transit times aren't available yet.

Costs, Mortgage & Rental Return for 353 Winston Ave

What it could cost each month, today's rates from our mortgage partner, and what it could return as a rental.

Mortgage: $10,783; 20% down · 25 years · 5.5% assumed
Property tax: $1,207; 0.66% mill rate · ON
Total per month: $11,990; Before utilities, insurance and fees

Figures are Summitly estimates for illustration only — not from TRREB or the MLS® feed, and not a mortgage approval, appraisal, or financial advice.

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Monthly cost

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Down payment

Rate (%)

Years

An estimate, not a quote. Utilities and insurance are extra.

Affordability calculator

Estimated monthly payment

$10,783

/mo

based on the purchase price of $2,195,000

Down payment20%

$439,000 cash

Amortization25 yr

$1,756,000 financed

Rate5.50%

$1,479,013 total interest

Principal54%$1,756,000

Interest46%$1,479,013

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.

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Listing brokerage: ROYAL LEPAGE TEAM REALTY, BrokerageMLS® X13805438 · Listing data last updated September 19, 2026

Listing data comes from the Toronto Regional Real Estate Board (TRREB) and is deemed reliable but not guaranteed. Shown on Summitly by Coldwell Banker Summit Realty, Brokerage, which is not the listing brokerage. The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose. © 2026 Toronto Regional Real Estate Board. All rights reserved.

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.

For sale· listed Sep 17· $1,098/sq ft

Estimated monthly mortgage$10,783/moMortgage only · 20% down · 5.5% assumed

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5.0 · Google rating for Coldwell Banker Summit Realty, Brokerage · as of September 2026

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