Name: 408 Bessborough Drive
SKU: W13729750
Price: 950000 CAD
Availability: InStock

4 Bed, 2 Bath Semi-Detached Home in Milton

About 408 Bessborough Drive

Discover this exceptional 4-bedroom Semi-detached home, proudly offered for the first time by its original owners and ideally positioned on a premium pond-facing lot with no homes directly behind. Enjoy unobstructed views, added privacy, and a serene backdrop that makes this home truly stand out.The main floor offers an inviting open-concept design with 9-foot ceilings, creating an impressive sense of space and flow. The stylish kitchen features ample cabinetry, quality countertops, stainless-steel appliances, and a bright breakfast area overlooking the backyard. The adjoining family room provides the perfect setting for relaxing with family or entertaining guests, with large windows bringing the beautiful pond views indoors.Upstairs, four well-appointed bedrooms provide plenty of room for the entire family. The spacious primary retreat features beautiful pond views, a walk-in closet, and a private 4-piece ensuite.The finished basement adds valuable living space with a generous recreation room and offers exciting potential for additional accommodations or a future in-law suite, subject to the necessary approvals.Step outside and experience what makes this property truly special. Whether you're enjoying your morning coffee, hosting friends, or unwinding at the end of the day, the private pond-facing backyard offers a peaceful and picturesque setting rarely found in this price range.A wonderful combination of space, privacy, functionality, and location-this is a home you'll be proud to call your own.

4 bedrooms, 2 bathrooms, about 2,000 sq ft, works out to roughly $475 per square foot. Chat with Zara if you'd like a deeper read on whether this semi-detached fits your budget and timing.

Inside 408 Bessborough Dr

Every detail from the listing, in one place.

Type: Semi-Detached
Style: 2-Storey
Living space: 2000-2500 sq ftas stated on the listing
Parking: 3 spacesYes garage
Basement: Finished

Features & systems

Parking & garage

Garage: Yes
Parking spaces: 3

Interior

Basement: Finished

Lot & land

Lot size (sqft): 0

Listing & possession

Property style: 2-Storey
Property class: Semi-Detached

408 Bessborough Dr Price & Sale History

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

Aug 31, 2026For saleListedThis listingMLS® W13729750$950,000

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

What's it worth?

How 408 Bessborough Dr Compares to the Milton Market

Zara compares it with recent sales of similar homes nearby. It's a guide, not an appraisal.

Zara’s estimate

Excellent Deal· based on 1,029 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

Milton market, last 90 days

Median sold price: $925,000
Average sold price: $1,001,642
Average days on market: 31
Homes sold: 609

Closed sales on the TRREB MLS®.

Full Milton market report

Market pulse · Milton

Milton market

Median sold price$925,000Last 90 days
Average days on market31Homes sold in about 31 days on average.
Sale-to-list ratio97.8%On average, homes sold below asking.
Active listings608Homes for sale here right now.
Median vs prior 90 days+2.8%Compared with Apr 25 – Jul 24, 2026: prices up.

Based on 609 sales from Jul 24 – Oct 22, 2026 (418 in the prior 90 days). Aggregate MLS® figures for closed sales; individual sold prices are shown only to signed-in members.

Recently sold nearby in Milton

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.

See what these homes actually sold for

Free with a Summitly account. Sign in once and sold prices unlock across the site.

Home	Sold price	$ / sqft	% of asking	Sold
This home408 Bessborough Drive 4 bd · 2 ba · 2,000 sqft	$950,000asking	$475	—	—
1219 Houston Drive 3 bd · 2 ba · 1,100 sqft
211 Holloway Terrace 4 bd · 3 ba · 2,000 sqft
36 Aird Court 4 bd · 3 ba · 2,000 sqft
457 WHITLOCK Avenue 3 bd · 3 ba · 1,500 sqft
750 Irving Terrace 3 bd · 2 ba · 1,500 sqft
928 Raftis Crescent 4 bd · 2 ba · 1,500 sqft

1219 Houston Drive
3 bd · 2 ba · 1,100 sqft
211 Holloway Terrace
4 bd · 3 ba · 2,000 sqft
36 Aird Court
4 bd · 3 ba · 2,000 sqft
457 WHITLOCK Avenue
3 bd · 3 ba · 1,500 sqft
750 Irving Terrace
3 bd · 2 ba · 1,500 sqft
928 Raftis Crescent
4 bd · 2 ba · 1,500 sqft

Living in Milton: Location & Amenities

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

Transit nearby

Stations and stops, straight-line distance

Milton GO StationMilton GO4.8 km

Places from OpenStreetMap (© OpenStreetMap contributors) and Summitly's station list. Distances are straight-line, not routes.

Loading schools, parks, groceries and more nearby…

Transit

Milton GO Station (Milton GO)4.8 km

Nearest subway, GO and LRT stations first, then bus and streetcar stops.

Milton GO Station
4.8 kmClosest· Milton GO
Homes near Milton GO Station

Straight-line distances from the listing; walking times assume about 80 m a minute. Places © OpenStreetMap contributors, a community-maintained map that may miss or misplace some places. Directions and place details open on Google Maps.

How long is your commute?

From 408 Bessborough Dr. Typical times without traffic delays; transit times aren't available yet.

Costs, Mortgage & Rental Return for 408 Bessborough Dr

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

Mortgage: $4,667; 20% down · 25 years · 5.5% assumed
Property tax: $523; 0.66% mill rate · ON
Total per month: $5,190; 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

Enter a rate to see the monthly cost

Down payment

Rate (%)

Years

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

Affordability calculator

Estimated monthly payment

$4,667

/mo

based on the purchase price of $950,000

Down payment20%

$190,000 cash

Amortization25 yr

$760,000 financed

Rate5.50%

$640,119 total interest

Principal54%$760,000

Interest46%$640,119

20% down · 25-yr amortization · 5.50% rate. Principal & interest only — taxes, condo fees, and insurance not included.

Want rate-drop alerts and a saved shortlist?

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.

Book a tour of 408 Bessborough Dr with a licensed buyer's agent

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Zara, any time

Zara · AI virtual agent

Ask about 408 Bessborough Dr day or night. Zara reads this listing and answers in plain words. When you want a person, she hands you to a licensed agent.

A licensed local agent

Your agent shows you the home, checks the paperwork and negotiates your offer, on your side, not the seller's.

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Questions About 408 Bessborough Dr

How much is 408 Bessborough Dr listed for?

408 Bessborough Dr is listed at $950,000 (MLS® W13729750). Summitly updates the price as soon as the MLS® record changes.

Is $950,000 a good price for 408 Bessborough Dr?

Summitly rates it Excellent Deal: the asking price is 10% or more below Zara's estimate, an estimate built from recent sales in Milton. 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 408 Bessborough Dr changed?

No — 408 Bessborough Dr is still listed at its original asking price of $950,000.

How many bedrooms and bathrooms does 408 Bessborough Dr have?

408 Bessborough Dr has 4 bedrooms and 2 bathrooms, with about 2,000–2,500 square feet of living space. It is a semi-detached home in Milton.

Is 408 Bessborough Dr close to transit?

The nearest rapid-transit station is Milton GO Station (Milton GO), about 4.8 km in a straight line. Distances are straight-line, not walking routes; check the transit agency for routes and schedules.

How much would the monthly mortgage be on 408 Bessborough Dr?

About $4,667 a month — principal and interest on $950,000 with 20% down ($190,000), 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 408 Bessborough Dr compare with other homes in Milton?

Its asking price of $950,000 is about 3% above the median sold price in Milton over the last 90 days, $925,000, across 609 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 408 Bessborough Dr been sold before?

Summitly has no earlier MLS® sale or lease of 408 Bessborough Dr on record from the last two years. Older records aren't shown under TRREB rules.

Where is 408 Bessborough Dr?

408 Bessborough Dr is in Milton, ON. Schools, transit, parks and shops nearby are under Location & lifestyle on this page.

How long has 408 Bessborough Dr been on the market?

52 days — 408 Bessborough Dr was listed on August 31, 2026.

What is the price per square foot of 408 Bessborough Dr?

About $380 to $475 per square foot: the asking price of $950,000 over the 2,000–2,500 sq ft the listing gives as its size range.

Does 408 Bessborough Dr have parking or a garage?

Yes — the listing gives 3 parking spaces. Garage: Yes.

408 Bessborough Dr, Milton

What you should know

4 Bed, 2 Bath Semi-Detached Home in Milton

About 408 Bessborough Drive

Inside 408 Bessborough Dr

Features & systems

408 Bessborough Dr Price & Sale History

How 408 Bessborough Dr Compares to the Milton Market

Milton market, last 90 days

Recently sold nearby in Milton

Living in Milton: Location & Amenities

How long is your commute?

Costs, Mortgage & Rental Return for 408 Bessborough Dr

Monthly cost of owning

Mortgage payments

Monthly cost

Rental income potential

Own a home on Bessborough Drive? See what yours is worth

Zara, any time

A licensed local agent

See 408 Bessborough Dr, Milton in person

Similar homes for sale nearby in Milton

Explore More Semi-Detached Homes in Milton

4 Bed, 2 Bath Semi-Detached Home in Milton

About 408 Bessborough Drive

Inside 408 Bessborough Dr

Features & systems

408 Bessborough Dr Price & Sale History

How 408 Bessborough Dr Compares to the Milton Market

Milton market, last 90 days

Market pulse · Milton

Recently sold nearby in Milton

Living in Milton: Location & Amenities

Transit nearby

Transit

How long is your commute?

Costs, Mortgage & Rental Return for 408 Bessborough Dr

Monthly cost of owning

Mortgage payments

Monthly cost

Rental income potential

Own a home on Bessborough Drive? See what yours is worth

Zara, any time

A licensed local agent

See 408 Bessborough Dr, Milton in person

Questions About 408 Bessborough Dr

How much is 408 Bessborough Dr listed for?

Is $950,000 a good price for 408 Bessborough Dr?

Has the price of 408 Bessborough Dr changed?

How many bedrooms and bathrooms does 408 Bessborough Dr have?

Is 408 Bessborough Dr close to transit?

How much would the monthly mortgage be on 408 Bessborough Dr?

How does 408 Bessborough Dr compare with other homes in Milton?

Has 408 Bessborough Dr been sold before?

Where is 408 Bessborough Dr?

How long has 408 Bessborough Dr been on the market?

What is the price per square foot of 408 Bessborough Dr?

Does 408 Bessborough Dr have parking or a garage?

Similar homes for sale nearby in Milton

Explore More Semi-Detached Homes in Milton

Market pulse · Milton

Transit nearby

Transit

Questions About 408 Bessborough Dr

How much is 408 Bessborough Dr listed for?

Is $950,000 a good price for 408 Bessborough Dr?

Has the price of 408 Bessborough Dr changed?

How many bedrooms and bathrooms does 408 Bessborough Dr have?

Is 408 Bessborough Dr close to transit?

How much would the monthly mortgage be on 408 Bessborough Dr?

How does 408 Bessborough Dr compare with other homes in Milton?

Has 408 Bessborough Dr been sold before?

Where is 408 Bessborough Dr?

How long has 408 Bessborough Dr been on the market?

What is the price per square foot of 408 Bessborough Dr?

Does 408 Bessborough Dr have parking or a garage?