42 Chartwell Road

42 Chartwell Road
42 Chartwell Road
42 Chartwell Road
+34
2+1
 bed
3
 bath
7
 parking
1500 - 2000
 sqft
Detached
$2,899,900
For Sale
99 days
 on site
$2,899,900
Click to open the pre-gallery to get the direction
Size
-
Lot size
8800 sqft
Street frontage
-
Possession
Flexible
Price per sqft
$1,450 - $1,933
Taxes
$11,760 (2024)
Parking Type
-
Style
2-Storey
See what's nearby
Description
Welcome to a once-in-a-lifetime opportunity in the heart of Old Oakville's most exclusive enclave. Situated on a premium 100 x 88 lot on prestigious Chartwell Road, this charming residence is the last remaining original home this close to Lake Ontario offering unmatched potential in a neighbourhood where properties of this caliber rarely become available. Thoughtfully updated throughout, the home blends timeless character with modern convenience, featuring a newer roof, furnace, A/C, updated wiring, and plumbing. The location is truly unparalleled just a 10-minute walk to the boutiques, restaurants, and cafes of vibrant downtown Oakville, yet nestled on a quiet, tree-lined street steps from the lake. Importantly, this is not a designated historical home, giving buyers the flexibility to enjoy the existing residence or design and build a custom dream home in one of Canadas most desirable communities. Whether you're looking to move in, renovate further, or build new, this is your final chance to secure a prime piece of Chartwell Road this close to the water.
Broker: Re/Max Hallmark Alliance Realty
MLS®#: W12512148
Property details
Parking:
7
Parking type:
-
Property type:
Detached
Heating type:
Forced Air
Style:
2-Storey
MLS Size:
1500-2000 sqft
Lot front:
100 Ft
Lot depth:
88 Ft
Listed on:
Nov 5, 2025
Show all details
Rooms
LevelNameSizeFeatures
Main
Dining Room
15.4 x 12.1 ft
Main
Kitchen
23.9 x 11.2 ft
Main
Sunroom
13.8 x 9.5 ft
Show all
Instant estimate:
orto view instant estimate
$288,205
lower than listed price
i
High
$2,739,213
Mid
$2,611,695
Low
$2,496,623
Have a home? See what it's worth with an instant estimate

Use our AI-assisted tool to get an instant estimate of your home's value, up-to-date neighbourhood sales data, and tips on how to sell for more.

1123 Lakeshore Road E
1/42
$2,699,000
162 days
1123 Lakeshore Road E
2+3BD
3BA
8 Parking
1,500-2,000 sqft
MLS#: W12375640
KELLER WILLIAMS PORTFOLIO REALTY
162 days
169 Morrison Road
1/40
$2,650,000
154 days
169 Morrison Road
3+2BD
3BA
10 Parking
1,500-2,000 sqft
MLS#: W12396231
ROYAL LEPAGE REAL ESTATE SERVICES LTD.
154 days
332 Coral Terrace
1/41
$2,998,000
29 days
332 Coral Terrace
3+1BD
3BA
8 Parking
1,500-2,000 sqft
MLS#: W12694730
ROYAL LEPAGE SIGNATURE REALTY
29 days
272 Pinehurst Drive
1/22
$2,799,000
14 days
272 Pinehurst Drive
3+2BD
3BA
8 Parking
1,500-2,000 sqft
MLS#: W12737010
Sotheby's International Realty Canada, Brokerage
14 days

About 42 Chartwell Road

42 Chartwell Road is an Oakville detached house for sale. It has been listed at $2899900 since November 2025. This 1500-2000 sqft detached house has 2+1 beds and 3 bathrooms. Situated in Oakville's Old Oakville neighbourhood, Eastlake, Industrial, College Park and Iroquois Ridge South are nearby neighbourhoods.

There are a lot of great restaurants around 42 Chartwell Rd, Oakville. If you can't start your day without caffeine fear not, your nearby choices include Figaro Coffee House. For those that love cooking, Croissant Express is an 8-minute walk.

If you are reliant on transit, don't fear, there is a Bus Stop (Randall St. / Trafalgar Rd.) a 10-minute walk.