Skip to main content
376 Chartwell Road

376 Chartwell Road

Oakville, ON

  • 6 bed
  • 5 bath
  • approx. 3500-5000 sqft
  • Detached
  • 224 days on market
$4,400,000

A truly one-of-a-kind, professionally restored home that blends timeless Victorian charm with modern luxury. This stunning residence features 10-ft ceilings on the main floor, pot lights throughout, and a custom-made kitchen with a high-end designer backsplash and a spacious walk-in pantry. Original details include elegant straw glass windows, many original glass-paneled doors (no locks), rounded wall edges, oak staircases, and beautifully preserved Victorian baseboards, crown moldings, and hinges. The living room features a classic wood-burning fireplace, while a striking gas fireplace connects the family room and dining room; perfect for both ambiance and warmth. Enjoy three expansive porches with cedar ceilings and pot lights, and a large separate garage with loft storage. The home boasts a floating staircase leading to the third floor, a skylight, coffered ceilings in the family room, and a third-floor teenager or nanny suite. All bathrooms include heated floors for year-round comfort, while the basement features in-floor heating, a quartz island bar, and a cozy entertainment space. Upgraded with 200 amp electrical service and a new water heater, this home offers over three full floors of living space plus a finished basement. Located just a 10-minute walk to downtown Oakville, this prestigious address offers character, warmth, and sophistication rarely found today.

Virtual Tour

Virtual Tour Available

3D Tour
Virtual Tour

Listing Details

Taxes (2025)
$15,315
Listed
January 18, 2026

Price History

Listing history

Sign in to view

Property

Style
3-Storey
Construction
Brick
Roof
Asphalt Shingle
Foundation
Stone
Interior
Central Vacuum, On Demand Water Heater, Water Meter
Lot Size
119.41 x 114.14 Feet

Parking

Garage
Detached
Covered Spaces
2
Total Parking
27

Utilities

Sewer
Sewer
Heat Source
Gas

Location & Legal

Cross Street
MacDonald Rd./Chartwell Rd.
Parcel Number
248060216
Possession
30-59 days
Occupancy
Owner

Included

Inclusions
All Existing Electric Light Fixtures, 6 Burner Stainless Steel Décor Stove, Built-in Miele Dishwasher, Paneled Décor Fridge, Wine Fridge and Freezer, Quartz Countertops, Built-in Stainless Steel Microwave Drawer, High End Wolf Oven, Central Vacuum and Equipment, 2Washers, 2 Dryers, 3rd Floor with 3 Air Conditioning Wall Units, Basement Wine Fridge and Beer Fridge, Surround Ceiling Speakers, Custom Wine Room with Glass (8.8ftx7.9ft), On Demand Hot Water, Gas Boiler and Equipment (High Efficiency), Central Air Conditioning, Outdoor Swimming Pool with Wonderful and Brand New Equipment, Custom Blinds Throughout, Pool House with Full Bathroom/Change Room, Stainless Steel Outdoor Kitchen

Property Insights

hot tubpot lightsnew windows

AI-generated from listing photos. Not professional advice.

Community

Postal area L6J

Population
24,420
Private dwellings
8,656
Median age
46.4
Average household size
2.9
Median household income
$158,000

Source: Statistics Canada, 2021 Census of Population, catalogue 98-401-X2021013. Adapted from Statistics Canada. This does not constitute an endorsement by Statistics Canada of this product.

Local market

Residential Freehold in Oakville · last 12 months

Median sold price
$1,250,000
Homes sold
2,552
Median days on market
25
Sale-to-list price
96.5%

Based on 2,552 recorded sales of residential freehold properties in Oakville over the last 12 months.

Rooms

2-piece on Ground, 4-piece on Second, 3-piece on Second, 3-piece on Third, 3-piece on Basement

Third

  • Bathroom
  • Bedroom13'4" x 12'8"
  • Bedroom21'8" x 8'5"
  • Sitting13'7" x 8'2"

Second

  • Bathroom
  • Bedroom12' x 11'6"
  • Bedroom14'2" x 12'10"
  • Bedroom15'9" x 11'11"
  • Primary Bedroom15'7" x 14'6"

Main

  • Bathroom
  • Breakfast9'9" x 7'9"
  • Dining Room21' x 14'6"
  • Family Room16'4" x 14'7"
  • Kitchen20'1" x 17'
  • Laundry7'6" x 6'3"
  • Living Room16'7" x 14'3"

Basement

  • Bathroom
  • Exercise Room10'5" x 10'4"
  • Recreation31'4" x 14'3"

Listed by

GOWEST REALTY LTD.

Mortgage Calculator

$880,000

Estimated Monthly Payment

$21,616

Land transfer tax

Estimated land transfer tax$96,475

Ontario land transfer tax only. An estimate — not legal or financial advice. Municipal land transfer tax applies in Toronto and is not included.

Investment Analysis

No recent nearby lease data. Enter a rent to see the numbers.

Mortgage: $21,616/mo (20% down, 5.5%)

Taxes: $1,276/mo · Insurance: $1,100/mo

Estimates only. Consult a financial advisor.

R

Reita | Assistant

Online

Reita said:

Reita is an automated assistant, not a licensed real estate agent. I can help you explore neighbourhoods, understand the market, and find our free tools. What are you looking for?

Interested in this property?

By submitting this form you consent to REintel, operated by Direct Realty Ltd. (6992 Hwy 62, Belleville, ON K8N 0L7) contacting you to respond to your inquiry and send you relevant property listings, market updates, and real-estate information. You can withdraw your consent at any time using the unsubscribe link in every email, or by contacting us at the mailing address above.

Cookie Preferences