MLS® listing
59 Chipstead Road: detached house for sale
$1,998,000
From the listing brokerage
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.
Facts on the listing
| Square feet | 3000-3500 |
|---|---|
| Style | 2-Storey |
| Basement | Finished |
| Lot width | 65 |
| Lot depth | 120 |
| Lot measured in | Feet |
| Faces | East |
| Parking spaces | 6 |
| Garage | Attached |
| Heating | Baseboard |
| Cooling | Central Air |
| Kitchens | 1 |
| Property tax | $11,832 |
| Tax year | 2026 |
| Parking | Private |
| Interior features | Built-In Oven, Countertop Range |
Listing courtesy of CHESTNUT PARK REAL ESTATE LIMITED. MLS® C14030702.
About this detached house
59 Chipstead Road is a 4 bedroom detached house in TRREB's Banbury-Don Mills community in Toronto, listed for sale at $1,998,000. The listing shows 4 bathrooms and 3000-3500 square feet. The style is given as 2-storey. The lot is listed as 65 by 120 feet. The listing gives the basement as finished. It comes with 6 parking spaces and an attached garage according to the listing. The nearest main intersection given is York Mills and Leslie.
These details come from the listing brokerage through TRREB's MLS® System. Room sizes, the lot, the taxes and what is included in the sale should all be confirmed before an offer is firm.
What it costs to buy 59 Chipstead Road
At the asking price of $1,998,000, a buyer pays two land transfer taxes on closing: the Ontario tax and the City of Toronto's municipal tax. Both apply to every home inside the City.
| Asking price | $1,998,000 |
|---|---|
| Ontario land transfer tax | $36,435 |
| Toronto municipal land transfer tax | $36,435 |
| Both taxes | $72,870 |
| First-time buyer relief, if you qualify | up to $8,475 |
| Minimum down payment | $399,600 |
The down payment figure is the federal minimum: 20 percent, because a home at $1.5 million or more cannot carry mortgage default insurance. A lender can ask for more. These figures use the asking price, so they change if you pay more or less. Legal fees, title insurance and adjustments are extra: ask your lawyer for a written quote. This is general information, not legal or tax advice. Confirm the figures with a lawyer or accountant. You can change the price in our land transfer tax calculator and our mortgage calculator.
What it costs to own each month
| Property tax (2026) | $11,832 a year, about $986 a month |
|---|
That is before a mortgage payment, home insurance and utilities. The listing shows no monthly maintenance fee, so upkeep of the building and the lot is the owner's own cost.
How the asking price compares
TRREB recorded 550 detached house sales in the City of Toronto in August 2026, at a median price of $1,170,000 and an average of $1,525,749. This home is listed at $1,998,000, which is $828,000 above that median.
The median covers every neighbourhood, size and condition in the City of Toronto, so it is a reference point and not a valuation of this home. Location, size, lot, parking and condition all move the price. Our Toronto house prices page has the figures for every home type.
What to check before you make an offer
- Book a home inspection. An inspector looks at the roof, foundation, wiring, plumbing and heating. The listing gives the heating as baseboard.
- Have a lawyer search the title. A title search shows mortgages, liens and easements registered against the property. Ask whether a survey exists and whether it matches the lot on the listing, 65 by 120 feet.
- Ask about permits. Ask which renovations had building permits and whether those permits were closed.
- Confirm what is included. Appliances, light fixtures and window coverings are included only if the agreement says so. Ask whether the water heater or furnace is rented.
- Get your financing in writing. A lender looks at the property tax and heating costs as well as the price.
- See it in person. The listing has a virtual tour, but photos do not show noise, light at different hours or the state of the street and the homes beside it.
Our first-time home buyer guide and our page for buyers walk through each step. This is general information, not legal advice. Confirm the details with a lawyer.
About Don Mills
A mix of detached houses and apartment buildings in TRREB's Banbury-Don Mills community, where the median sale across all property types was $853,000 from April to June 2026 (TRREB). Line 5 Eglinton opened a station at Don Mills Road in February 2026.
Transit: Line 5 Eglinton at Don Valley, Aga Khan Park & Museum and Wynford stations on Eglinton Avenue East. TTC buses 25 Don Mills, 54 Lawrence East, 100 Flemingdon Park and 162 Lawrence-Donway
| Property type | Median | Sales and average |
|---|---|---|
| All property types | Median $853,000 | 90 sales, average $1,366,127 |
| Detached | About $2,398,000 | 27 sales, average about $2,758,000 |
| Semi-detached | About $1,225,000 | 7 sales, average about $1,301,000 |
| Condo townhouse | About $739,000 | 4 sales, average about $751,000 |
| Condo apartment | About $638,000 | 50 sales, average about $680,000 |
| Freehold townhouse (TRREB att/row/townhouse) | No price reported | 2 sales |
Source: TRREB community housing market reports, as set out in the guide.
Questions about Don Mills
Is Don Mills a good place to live?
That depends on your budget and how you travel. From April to June 2026 the condo apartment median was about $638,000 and the detached median about $2,398,000 (TRREB). Line 5 Eglinton stops at Don Mills Road and the area has two public library branches, a community centre and Edwards Gardens.
Is Don Mills on the subway?
Line 5 Eglinton, which opened on February 8, 2026, has Don Valley station at Eglinton Avenue East and Don Mills Road. The 25 Don Mills bus serves the station. From there it is 5 stops west to Eglinton station on Line 1.
How much does a house cost in Don Mills?
TRREB recorded 27 detached sales in Banbury-Don Mills from April to June 2026 with a median of about $2,398,000. The 7 semi-detached sales had a median of about $1,225,000.
How much is a condo in Don Mills?
From April to June 2026 the condo apartment median was about $638,000 across 50 sales and the condo townhouse median about $739,000 across 4 sales (TRREB). Size, parking and fees move individual prices.
Is Don Mills a heritage conservation district?
No. The City of Toronto's list of heritage conservation districts does not include a district in Banbury-Don Mills. Individual properties can still be designated, so check the exact address with the City.
Which hospitals are near Don Mills?
North York General Hospital is at 4001 Leslie Street and Sunnybrook Health Sciences Centre is at 2075 Bayview Avenue.
Read the Don Mills neighbourhood guide · All Don Mills homes for sale
Similar homes for sale in Don Mills
$1,849,00090 Berkinshaw Crescent, Toronto, ON M3B 2T24 bedrooms · 3 bathrooms · DetachedListed by HARVEY KALLES REAL ESTATE LTD.. MLS® C14031184
$1,880,00010 Wetherfield Place, Toronto, ON M3B 2E14 bedrooms · 3 bathrooms · DetachedListed by RARE REAL ESTATE. MLS® C14011710
$1,699,00046 Caravan Drive, Toronto, ON M3B 1N34 bedrooms · 3 bathrooms · DetachedListed by ROYAL LEPAGE SIGNATURE REALTY. MLS® C14005112
$1,990,00011 Hollyhock Court, Toronto, ON M3B 0B44 bedrooms · 4 bathrooms · DetachedListed by RE/MAX REALTRON WENDY ZHENG REALTY. MLS® C13822302
$1,599,00026 Grangemill Crescent, Toronto, ON M3B 2J24 bedrooms · 3 bathrooms · DetachedListed by LSG REALTY INC.. MLS® C13877450
$5,880,0007 Purling Place, Toronto, ON M3B 1V44 bedrooms · 5 bathrooms · DetachedListed by Move Smartly Realty Inc.. MLS® C13569710
Questions about 59 Chipstead Road
How much is land transfer tax on 59 Chipstead Road?
At the asking price of $1,998,000 the Ontario tax is $36,435 and the Toronto tax is $36,435, $72,870 in total. A first-time buyer who qualifies can get up to $8,475 back. Confirm the final figures with your lawyer.
What is the minimum down payment for 59 Chipstead Road?
$399,600 at the asking price of $1,998,000, under the federal minimum down payment rules. A lender may require more.
How much is the property tax on 59 Chipstead Road?
The listing shows $11,832 a year for 2026, about $986 a month.
Is 59 Chipstead Road priced above or below the median?
It is listed at $1,998,000. The August 2026 median for detached house sales in the City of Toronto was $1,170,000 across 550 sales, so the asking price is $828,000 higher. The median covers all sizes and neighbourhoods.
How do I book a showing for 59 Chipstead Road?
Use the form on this page or call us. Quote MLS® C14030702. We will confirm the listing is still available and arrange a time with the listing brokerage.
Is 59 Chipstead Road still for sale?
This page is refreshed from TRREB's MLS® System through the day. If the listing sells or is withdrawn the page says so. Contact us to confirm before you make plans.
The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). 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. The data is deemed reliable but is not guaranteed accurate by TRREB or PropTx. Each listing shows the brokerage that listed it. Listings are updated every few minutes.
REALTOR®, REALTORS® and the REALTOR® logo are certification marks owned by REALTOR® Canada Inc. and licensed exclusively to The Canadian Real Estate Association (CREA). MLS®, Multiple Listing Service® and the associated logos are trademarks owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA.