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Semi-Detached  for sale at 408 Bessborough Drive, Milton - 4 bedroom, 3 bathroom - Photo 1 of 49
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$899,000

408 Bessborough Dr

Milton, ON L9T 8P8

408 Bessborough Dr, Milton — Listed at $899,000. 4 bedroom, 3 bathroom 2-Storey Semi-Detached. MLS® W14158272.

Just listed — 1 day ago

Possession · seller's timeline

Flexible

4Beds
3Baths
2000-2500sqft
Semi-Detached
2-Storey
3Parking
$4,361Taxes/yr · 2025
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Description

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.

Property Details

Property TypeSemi-Detached
Style2-Storey
Community1033 - HA Harrison
Rooms9+1
Kitchens1
Washrooms3
Square Feet2000-2500 sqft
Lot Dimensions25.04 × 98.59 ft
Fronting OnNorth
Dir/Cross StLouis St. Laurent / Tremaine Rd
Garage TypeBuilt-In
Garage Parking Spaces1
Parking Drive Spaces2
Total Parking Spaces3
ExteriorBrick
RoofAsphalt Shingle
FoundationConcrete
BasementFinished
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
Taxes (2025)$4,361
HSTIncluded In
Listed Date11/6/2026
Days on Market1 days
PossessionTBD
Same-day showings available
5.0Rated 5 stars on Google ReviewsWhatsApp Us About This Listing

Property Insights

Home Value
Estimate

Listing Courtesy of: RE/MAX GOLD REALTY INC.

MLS® #W14158272

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. 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 trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

HouseIndex Take: 408 Bessborough Drive

This semi-detached (2-Storey) is located in the 1033 - HA Harrison neighbourhood of Milton.

The home offers 4 bedrooms, 3 bathrooms.

Features include a finished basement, 3 parking spaces including a 1-car garage.

Additional details: lot dimensions of 25.04 × 98.59 feet.

Listed at $899,000 CAD with annual property taxes of $4,361 (2025).

About Milton Real Estate

This Semi-Detached is located in the 1033 - HA Harrison community in Milton. Milton is one of Canada's fastest-growing towns, nestled against the Niagara Escarpment in Halton Region. New master-planned communities offer modern homes at competitive prices, while the historic downtown retains small-town character. Milton GO provides commuter access, and the escarpment trails are a draw for outdoor enthusiasts. Semi-detached homes in Milton provide freehold ownership at a more accessible price point, appealing to first-time buyers and young families.

Niagara Escarpment trailsMilton GO stationRapidly growing new communitiesHalton District School Board
~55 min commute to downtown TorontoWalkability: Car-oriented — walkable historic downtown