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For sale

$110K on Feb 17

$2,790,000

$2,899,900

42 Chartwell Rd, Oakville, L6J 3Z4

2 Beds
Baths

3

7 Parking

1,500-2,000 sqft

Home Overview

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.
3 months
On Market
Detached
Property Type
$11,760 / Year
Est. Taxes
2-Storey
Style
Attached
Garage
Finished
Basement

Location & Areas

Commute

42 Chartwell Rd, Oakville, L6J 3Z4

Home Details

Lot Depth:: 88 Feet
Lot Width:: 100 Feet
Style:: 2-Storey
Exterior Construction:: Alum Siding
Roof Material:: Asphalt Shingle
Patio/Deck:: -
Driveway:: -
Swimming Pool:: None

Instant Estimate

$2,745,808

-$44,192 below list price

Upper range
$3,073,168
Mid range
$2,745,808
Lower range
$2,418,447

Property History

Expired
Listed for $•,•••,•••
5 months on market
Oct 2, 2025

Neighbourhood

ÉÉ du Chêne
150 Ridge Dr, Oakville, ON L6H 1B8, Canada
Visit schools website
score 7.7 out of 107.7/10
- French
- Pre-Kindergarten
- Kindergarten
- Elementary
- Grade PK - 6
36 min walk • 3.05 km away
EJ James PS
338 Cairncroft Rd, Oakville, ON L6J 4M6, Canada
Visit schools website
score 8.7 out of 108.7/10
- English
- Elementary
- Middle
- Grade 2 - 8
20 min walk • 1.73 km away
New Central PS
133 Balsam Dr, Oakville, ON L6J 3X4, Canada
Visit schools website
score 7.8 out of 107.8/10
- English
- Pre-Kindergarten
- Kindergarten
- Elementary
- Grade PK - 6
5 min walk • 0.43 km away
Maple Grove PS
288 Maple Grove Dr, Oakville, ON L6J 4V5, Canada
Visit schools website
score 7.6 out of 107.6/10
- English
- Pre-Kindergarten
- Kindergarten
- Elementary
- Middle
- Grade PK - 8
28 min walk • 2.36 km away
ÉS Gaétan Gervais
1055 McCraney St E, Oakville, ON L6H 1H9, Canada
Visit schools website
score 7.5 out of 107.5/10
- French
- High
- Middle
- Grade 9 - 8
48 min walk • 4.03 km away
Oakville Trafalgar HS
1460 Devon Rd, Oakville, ON L6J 3L6, Canada
Visit schools website
score 8.6 out of 108.6/10
- English
- High
- Grade 9 - 12
26 min walk • 2.22 km away

Schools nearby

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Listing Brokerage

MLS® Listing: W12512148
Brokerage: Re/Max Hallmark Alliance Realty

Re/Max Hallmark Alliance Realty - Disclaimer: The information contained in this listing has not been verified by Re/Max Hallmark Alliance Realty and should be verified by the buyer.

Data is deemed reliable but not guaranteed accurate by TRREB.

Neighbourhood

ÉÉ du Chêne
150 Ridge Dr, Oakville, ON L6H 1B8, Canada
Visit schools website
score 7.7 out of 107.7/10
- French
- Pre-Kindergarten
- Kindergarten
- Elementary
- Grade PK - 6
36 min walk • 3.05 km away
EJ James PS
338 Cairncroft Rd, Oakville, ON L6J 4M6, Canada
Visit schools website
score 8.7 out of 108.7/10
- English
- Elementary
- Middle
- Grade 2 - 8
20 min walk • 1.73 km away
New Central PS
133 Balsam Dr, Oakville, ON L6J 3X4, Canada
Visit schools website
score 7.8 out of 107.8/10
- English
- Pre-Kindergarten
- Kindergarten
- Elementary
- Grade PK - 6
5 min walk • 0.43 km away
Maple Grove PS
288 Maple Grove Dr, Oakville, ON L6J 4V5, Canada
Visit schools website
score 7.6 out of 107.6/10
- English
- Pre-Kindergarten
- Kindergarten
- Elementary
- Middle
- Grade PK - 8
28 min walk • 2.36 km away
ÉS Gaétan Gervais
1055 McCraney St E, Oakville, ON L6H 1H9, Canada
Visit schools website
score 7.5 out of 107.5/10
- French
- High
- Middle
- Grade 9 - 8
48 min walk • 4.03 km away
Oakville Trafalgar HS
1460 Devon Rd, Oakville, ON L6J 3L6, Canada
Visit schools website
score 8.6 out of 108.6/10
- English
- High
- Grade 9 - 12
26 min walk • 2.22 km away

Property History

Expired
Listed for $•,•••,•••
5 months on market
Oct 2, 2025

Similar Homes for Sale

Comparable properties in the same area and price range as 42 Chartwell Rd, Oakville, L6J 3Z4

$1,599,000

1051 Melvin Ave | Oakville

Detached

2

1,500-2,000

$2,199,888

388 Ash Rd | Oakville

Detached

2

4

1,100-1,500

$1,099,000

135 DEANE Ave | Oakville

Detached

2

1,100-1,500

$3,950,000

382 Trafalgar Rd | Oakville

Detached

2

4

1,500-2,000

$1,435,000

467 Anthony Dr | Oakville

Detached

2

700-1,100

$2,790,000

42 Chartwell Rd, Oakville, L6J 3Z4

Home Overview

Location & Areas

Commute

42 Chartwell Rd, Oakville, L6J 3Z4

Home Details

Instant Estimate

Property History

Neighbourhood

ÉÉ du Chêne

EJ James PS

New Central PS

Maple Grove PS

ÉS Gaétan Gervais

Oakville Trafalgar HS

Schools nearby

Similar Homes for Sale

Listing Brokerage

Neighbourhood

ÉÉ du Chêne

EJ James PS

New Central PS

Maple Grove PS

ÉS Gaétan Gervais

Oakville Trafalgar HS

Property History

Similar Homes for Sale