A Grand Dame Ready for Her Next Chapter. This is an opportunity to apply your personal vision. Sitting tall and proud on a 65' x 120' corner lot, this Tudor-inspired residence with a storybook turret marks the entrance to the sought-after Banbury/Denlow neighbourhood. With over 4,800 sq. ft. of living space, including the lower level, and an arched, stone-framed entry, it is one of only a few homes of its kind in Banbury. A grand marble foyer with a circular staircase sets the tone. The living room has a large picture window, hardwood floors, and a fireplace. The formal dining area has easy access to the large kitchen with built-in appliances, island, tons of storage, and counter space. Both the kitchen and family room open to the sun-filled addition with two walkouts to the garden. Two-piece powder room and a laundry room with direct access to the double garage is an added bonus. Four large bedrooms, including a spacious primary with ensuite and walk-in closet. A dedicated nook is ideal for an office or play area. The lower level offers a large recreation room with built-in bar, a three-piece bathroom, and tons of storage. Potential for a +1. On the market for the first time in over 50 years. Improvements include: Sun-filled main floor addition with two walkouts to garden (1991) New hardwood on the second level (2020) Renovated 5-piece bath with jacuzzi (mid 90's) Windows replaced throughout (dining room excepted) (90's) Waterproofing with new weeping tile (2024) New boiler heating system and tankless water heater (2018) New roof (2011). Amazing family community, known for top-rated private schools (Crescent, Toronto French School, Bayview Glen). Public schools (Denlow, Windfields, York Mills Collegiate). Come see the possibilities this home can offer.
4 bedrooms, 3 bathrooms, about 3,000 sq ft, works out to roughly $666 per square foot. Chat with Zara if you'd like a deeper read on whether this detached fits your budget and timing.
Inside 59 Chipstead Rd
Every detail from the listing, in one place.
Type
Detached
Style
2-Storey
Living space
3000-3500 sq ftas stated on the listing
Parking
6 spacesYes garage
Basement
Finished
Features & systems
Parking & garage
Garage
Yes
Parking spaces
6
Interior
Basement
Finished
Lot & land
Lot size (sqft)
0
Listing & possession
Property style
2-Storey
Property class
Detached
59 Chipstead Rd Price & Sale History
Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.
For saleListedThis listingMLS® C14030702$1,998,000
Sourced from MLS®. Includes earlier listings of this property on record.
What's it worth?
How 59 Chipstead Rd Compares to the Toronto 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
$9,816
/mo
based on the purchase price of $1,998,000
$399,600 cash
$1,598,400 financed
$1,346,272 total interest
Principal54%$1,598,400
Interest46%$1,346,272
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 Toronto
Other 3–4 bed homes for sale in Toronto around $2.0M.
Average days on market31Homes sold in about 31 days on average.
Sale-to-list ratio4976.1%On average, homes sold at or above asking.
Active listings12,441Homes for sale here right now.
Median vs prior 90 days+2.9%Compared with Apr 17 – Jul 16, 2026: prices up.
Based on 9,534 sales from Jul 16 – Oct 14, 2026 (6,655 in the prior 90 days). Aggregate MLS® figures for closed sales; individual sold prices are shown only to signed-in members.
59 Chipstead Rd is listed at $1,998,000 (MLS® C14030702). Summitly updates the price as soon as the MLS® record changes.
Is $1,998,000 a good price for 59 Chipstead Rd?
Summitly rates it Excellent Deal: the asking price is 10% or more below Zara's estimate, an estimate built from recent sales in Toronto. 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 59 Chipstead Rd changed?
No — 59 Chipstead Rd is still listed at its original asking price of $1,998,000.
How many bedrooms and bathrooms does 59 Chipstead Rd have?
59 Chipstead Rd has 4 bedrooms and 3 bathrooms, with about 3,000–3,500 square feet of living space. It is a detached home in Toronto.
Is 59 Chipstead Rd close to transit?
The nearest rapid-transit station is Oriole GO Station (Richmond Hill GO), about 1.7 km (about a 21-minute walk) in a straight line. Bessarion Station is about 2.1 km, and Bayview Station is about 2.2 km. Distances are straight-line, not walking routes; check the transit agency for routes and schedules.
How much would the monthly mortgage be on 59 Chipstead Rd?
About $9,816 a month — principal and interest on $1,998,000 with 20% down ($399,600), 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.
Are there open houses at 59 Chipstead Rd?
Yes — Saturday, October 17, 2:00 PM – 4:00 PM; Sunday, October 18, 2:00 PM – 4:00 PM. Open-house times come from the listing brokerage and can change, so check this page before you go, or book a private viewing.
How does 59 Chipstead Rd compare with other homes in Toronto?
Its asking price of $1,998,000 is about 135% above the median sold price in Toronto over the last 90 days, $849,000, across 9,534 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 59 Chipstead Rd been sold before?
Summitly has no earlier MLS® sale or lease of 59 Chipstead Rd on record from the last two years. Older records aren't shown under TRREB rules.
Where is 59 Chipstead Rd?
59 Chipstead Rd is in Toronto, ON. Schools, transit, parks and shops nearby are under Location & lifestyle on this page.
How long has 59 Chipstead Rd been on the market?
59 Chipstead Rd was listed today (October 14, 2026).
What is the price per square foot of 59 Chipstead Rd?
About $571 to $666 per square foot: the asking price of $1,998,000 over the 3,000–3,500 sq ft the listing gives as its size range.
