1827 Chesbro Court, Mississauga, ON L5H 4H3
Rare opportunity at the end of a quiet South Mississauga cul-de-sac. 1827 Chesbro Court delivers over 6000 sq ft of total living space (4,369 above grade + 2,336 finished lower level) on an amazing lot with mature cedar privacy on three sides - the kind of footprint that's nearly impossible to replicate in this pocket.Original owners. Solid bones. The structure speaks for itself: three storeys, custom solid oak spiral staircase rising through a soaring central foyer, solid oak doors throughout, hardwood floors, full masonry construction. Built to a standard you can't get today at any price point.Functional layout with room to reimagine: five bedrooms above grade, a main-floor bedroom and full bath, two separate dens, five bathrooms, formal living and dining, eat-in kitchen with island, double attached garage. The bones support virtually any vision - a modern open-concept transformation, a multi-generational reconfiguration, or a tasteful update preserving the original character.Position is the real asset. End of a cul-de-sac. Pie lot widening to a fully private rear yard. South Mississauga lifestyle - minutes to the lake, Clarkson GO, and the QEW. Lots like this don't trade often, and almost never come paired with a structure of this scale.Surrounded by some of South Mississauga's strongest public, Catholic, and private schools. Lorne Park Secondary School, a consistently top-tier ranked public high school in Ontario, serves much of the surrounding area, with feeder schools including Tecumseh Public and Hillcrest Middle. Iona Catholic Secondary in Clarkson offers a Regional Arts Program and serves the Clarkson, Lorne Park, and Sheridan communities. Mentor College, the established JK-Grade 12 private university-prep school in Port Credit, is a short drive away.For the buyer who values land, location, and a foundation worth building on - this one rewards vision.
Foyer
Tile Floor
4.62 x 3.96
Main
Living Room
Hardwood Floor, Fireplace
4.01 x 6.2
Main
Family Room
Hardwood Floor, Fireplace, W/O To Yard
4.69 x 6.12
Main
Kitchen
B/I Appliances, Tile Floor, W/O To Yard
6.2 x 4.7
Main
Dining Room
Hardwood Floor, Overlooks Backyard
4.17 x 4.45
Main
Bedroom
Hardwood Floor, Large Window, Mirrored Closet
5.84 x 4.52
Main
Bathroom
3 Pc Bath
2.74 x 2.97
Main
Office
Hardwood Floor, Window
3.58 x 3.86
Main
Primary Bedroom
Walk-In Closet(s), 6 Pc Ensuite, Hardwood Floor
5.84 x 7.16
Second
Bedroom 2
Double Closet, Semi Ensuite, Hardwood Floor
4.72 x 5.74
Second
Bedroom 3
Mirrored Closet, Overlooks Backyard, Hardwood Floor
4.01 x 4.45
Second
Bedroom 4
2 Pc Ensuite, Closet, Hardwood Floor
4.04 x 4.67
Second
Laundry
Window, Walk-In Closet(s), Laundry Sink
3.96 x 2.79
Second
Utility Room
Combined w/Laundry
3.96 x 2.13
Second
Recreation
Broadloom, 5 Pc Ensuite
5.92 x 7.16
Basement
Living Room
Fireplace
4.39 x 5.66
Basement
Interior features
In-Law Capability, Primary Bedroom - Main Floor
Basement
Separate Entrance, Finished
Bathrooms
1 × 3-piece — Main, 1 × 2-piece — Upper, 1 × 4-piece — Upper, 1 × 6-piece — Upper, 1 × 5-piece — Basement
Fireplace
Yes
Family room
Yes
Kitchens
1
Rooms (above / below grade)
8 above, 8 below
Architectural style
2-Storey
Construction materials
Brick
Direction faces
North
Garage type
Built-In
Garage spaces
2
Total parking spaces
8
Driveway parking
6
Lot size
47.64 x 157.31 ft
Cross street
Mississauga Road & Glen Oaks
Directions
Turn onto Glen Oaks from Mississauga Road
Neighbourhood
Sheridan
Heating
Forced Air — Gas
Cooling
Central Air
Water
Sewer
Sewer
List price
$2,650,000
Original list price
Annual taxes
$18,175
Tax year
2026
Assessment year
2026
Legal description
PT LT 13 RANGE 3 CIR TORONTO PT 7, 43R16131 ; MISSISSAUGA
Inclusions
Exclusions
MLS #
W13135520
Status
Active
Transaction type
For Sale
Property type
Residential Freehold
Property sub type
Detached
Days on market
List date
Possession
Flexible
Occupancy
Owner
Listing brokerage
IRISE
$2,024,500
Median list price
40
Active listings
New in last 30 days
Median days on market
Estimated monthly payment
$12,704
Educational estimate only — actual payment depends on your lender, credit, and insurance requirements.
Sign in to see recent sold prices for homes like this one nearby.

$2,649,850
1832 Chesbro Court, Mississauga, ON L5H 4H2
RE/MAX REALTY ENTERPRISES INC.

$2,663,000
2194 Haygate Crescent, Mississauga, ON L5K 1L5
RE/MAX WEST REALTY INC.

$2,799,999
1298 Bunsden Avenue, Mississauga, ON L5H 3T9
HOMELIFE/VISION REALTY INC.

$2,495,900
1070 Geran Crescent, Mississauga, ON L5H 4A6
KW Living Realty

$2,888,000
1481 Bunsden Avenue, Mississauga, ON L5H 2B5
SAM MCDADI REAL ESTATE INC.

$2,399,000
1768 Sherwood Forrest Circle, Mississauga, ON L5K 2H6
GET SOLD REALTY INC.