Beautiful Contemp Home In The Heart Of Brooklin, Steps To Shopping, Dining, Trails & Top-TierSchools! Boasts Soaring 10' Ceilings Main, 9' 2nd, And H/W Floors Throughout. Grand 9x10 LobbyWelcomes You W/ Custom Wall Panelling, Integrated Halo Lights, 4 Hidden Doors To 2 Closets &Twin 5x10 Glass Partitions. Grand Staircase Features Modern Glass Railings From Basement-To-2ndFlr, Waffle Ceiling, Massive 5x20 West Window & Matching Full-Crystal Luxury Chandelier ForSpectacular Sunset Rainbows. Formal Dining Rm Complete W/ Elegantly Crafted Waffle Ceiling,Crystal Chandelier & Large Window. Spectacular Living Room Offers A Breathtaking 20' LoftWaffle Ceiling, 5x9 East Window & An Opulent 8' Dimmable Full-Crystal Chandelier W/ 50 BulbsCasting Brilliant Sunrise Rainbows Throughout. Walkout To 6x6 Raised Deck. Gourmet Kitchen HasPremium Soft-Close Cabs, Luxury Quartz, Pot Filler, built-in RO Purifier, Separate Pantry, Wet Bar &Waterfall Island W/ 3 Crystal Pendants Projecting Light Beams Across Ceiling. Mudroom UpgradedW/ Custom Pet Wash & Glass Door To Hidden 6x6 Storage. Mid-Level Powder Rm Offers FullPanelling, Panelled Ceiling, Designer Ceiling-Drop Faucet, Backlit LED Mirror, JapaneseTouchless Toilet & Motion-Activated Shadow Lights. Upstairs, 10x9 Upper Hallway FeaturesMatching Panelling W/ Dimmable Halo Lights & Spectacular Open Loft Overlook W/ Modern GlassRailings. Master Sanctuary Boasts His/Her Closets, Grand 10x10 Custom Dressing Rm W/ Window,Premium Built-Ins & Spa-Like 5-Pc Ensuite. Fin basement W/ Separate Entrance, Vinyl Flrs, 10x10Foyer, 2 Bedrms, Laundry, Full Galley Kitchen W/ Separate Pantry, D/W, Micro, Fridge, Hood,Stove, Living Rm, Full Bath & 8x12 Cold Rm Under Patio. Enjoy Outdoor Living In A Premium20x80' Wide Backyard Fully Enclosed By Zero-Maintenance Black-And-Brown Premium Composite FenceW/ Dual Side Gates. Features 8x12 Covered Concrete Side Porch, 6-Car Tandem Driveway ExpandableTo Front U-Shape Layout & Garage W/ 5x15 loft storage.
4 bedrooms, 4 bathrooms, about 3,000 sq ft, works out to roughly $593 per square foot, the bed-to-bath ratio is generous. Chat with Zara if you'd like a deeper read on whether this detached fits your budget and timing.
Inside 21 Montgomery Ave
Every detail from the listing, in one place.
Type
Detached
Style
2-Storey
Living space
3000-3500 sq ftas stated on the listing
Parking
8 spacesYes garage
Basement
Apartment, Finished with Walk-Out
Features & systems
Parking & garage
Garage
Yes
Parking spaces
8
Interior
Basement
Apartment · Finished with Walk-Out
Lot & land
Lot size (sqft)
5000
Listing & possession
Property style
2-Storey
Property class
Detached
21 Montgomery Ave Price & Sale History
Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.
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
$8,745
/mo
based on the purchase price of $1,780,000
$356,000 cash
$1,424,000 financed
$1,199,382 total interest
Principal54%$1,424,000
Interest46%$1,199,382
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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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 Whitby
Other 3–5 bed homes for sale in Whitby around $1.8M.
Average days on market27Homes sold in about 27 days on average.
Sale-to-list ratio98.8%On average, homes sold below asking.
Active listings503Homes for sale here right now.
Median vs prior 90 days−1.7%Compared with May 13 – Aug 11, 2026: prices down.
Based on 579 sales from Aug 11 – Nov 9, 2026 (446 in the prior 90 days). Aggregate MLS® figures for closed sales; individual sold prices are shown only to signed-in members.
Questions About 21 Montgomery Ave
How much is 21 Montgomery Ave listed for?
21 Montgomery Ave is listed at $1,780,000 (MLS® E13815912). Summitly updates the price as soon as the MLS® record changes.
Is $1,780,000 a good price for 21 Montgomery Ave?
Summitly rates it Fair Price: the asking price is Within 3% below to 5% above Zara's estimate, an estimate built from recent sales in Whitby. 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 21 Montgomery Ave changed?
Yes — it was first listed at $1,880,000 and is now $1,780,000, a drop of $100,000 (5.3%).
How many bedrooms and bathrooms does 21 Montgomery Ave have?
21 Montgomery Ave has 4 bedrooms and 4 bathrooms, with about 3,000–3,500 square feet of living space. It is a detached home in Whitby.
How much would the monthly mortgage be on 21 Montgomery Ave?
About $8,745 a month — principal and interest on $1,780,000 with 20% down ($356,000), 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 21 Montgomery Ave compare with other homes in Whitby?
Its asking price of $1,780,000 is about 107% above the median sold price in Whitby over the last 90 days, $860,000, across 579 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 21 Montgomery Ave been sold before?
Summitly has no earlier MLS® sale or lease of 21 Montgomery Ave on record from the last two years. Older records aren't shown under TRREB rules.
Where is 21 Montgomery Ave?
21 Montgomery Ave is in Whitby, ON. Schools, transit, parks and shops nearby are under Location & lifestyle on this page.
How long has 21 Montgomery Ave been on the market?
48 days — 21 Montgomery Ave was listed on September 22, 2026.
What is the price per square foot of 21 Montgomery Ave?
About $509 to $593 per square foot: the asking price of $1,780,000 over the 3,000–3,500 sq ft the listing gives as its size range.
Does 21 Montgomery Ave have parking or a garage?
Yes — the listing gives 8 parking spaces. Garage: Yes.
Does 21 Montgomery Ave have a basement, and is it finished?
The listing describes the basement as: Apartment, Finished with Walk-Out.