
376 Chartwell Road
Oakville (Old Oakville), ON L6J 4A3
- 6Bedrooms
- 5Bathrooms
- 2Garage
- 3500–5000Sq Ft
- $15,315Tax
- 119×114 ftLot Size
- Estimated Value:$4,189,500See Free Estimate Report

Property not available for sale or for rent.
HOMEH One: full-service selling for a 1% listing fee. The buyer's agent commission is separate.
Free Home EvaluationHow Much Is My Home Worth?Homes for Sale NearbySale & Price History for 376 Chartwell Road, Oakville, Old Oakville
| Start Date | End Date | Price | Event | MLS# |
|---|---|---|---|---|
| 2026-04-07 | 2026-05-08 | Login to See Prices | Sold | w12963954 |
| 2026-01-18 | 2026-04-07 | Login to See Prices | Terminated | w12707626 |
| 2025-10-14 | 2026-01-19 | Login to See Prices | Terminated | w12461333 |
| 2025-09-03 | 2025-10-14 | Login to See Prices | Terminated | w12377429 |
| 2025-08-08 | 2025-09-03 | Login to See Prices | Terminated | w12332730 |
| 2025-07-08 | 2025-08-08 | Login to See Prices | Terminated | w12270763 |
| 2025-06-17 | 2025-07-08 | Login to See Prices | Terminated | w12227062 |
Real estate boards require you to or to see the full details of this property.
*Sold prices and complete sale & price history are regulated data. Under the Trust in Real Estate Services Act, 2002 (TRESA) and the rules of the Real Estate Council of Ontario (RECO), and pursuant to the Multiple Listing Service® rules of the Canadian Real Estate Association (CREA) and the Toronto Regional Real Estate Board (TRREB), this information may be shown only to registered users who have agreed to the applicable terms of use (a Virtual Office Website, or "VOW," arrangement). HOMEH Inc., Brokerage therefore provides it to signed-in members only. Creating an account is free and takes under a minute.
About 376 Chartwell Road, Oakville, Old Oakville
Summarized Description
- Professionally restored with Victorian charm and modern luxury.
- Custom-made kitchen with high-end designer backsplash.
- 10-ft ceilings enhance spaciousness throughout the home.
- Original details like glass-paneled doors and moldings.
- Multiple fireplaces for ambiance and warmth.
- Expansive porches with cedar ceilings and pot lights.
- Finished basement with entertainment space and heated floors.
- Located just 10 minutes from downtown Oakville.
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.
Key Facts & Features
Property Costs
- Annual Property Tax Amount
- $15,315
- Land Transfer Tax Fee
- $91,475
- Basement Type
- Finished
Interior Features
- Laundry Level
- Main Level
- Interior Extras
- Central Vacuum, On Demand Water Heater, Water Meter
- Fireplace/Stove
- Yes
- Fireplace Features
- Natural Gas, Family Room, Wood
- Elevator
- No
Exterior Features
- Pool
- Inground
Building
- Building Type
- Detached
- Building Style
- 3-Storey
Construction
- Exterior Finish
- Brick
- Roof
- Asphalt Shingle
- Foundation Details
- Stone
- Special Designation
- Unknown
Lot
- Lot Front
- 119.41 ft
- Lot Depth
- 114.14 ft
Inclusions
- Inclusions
- All Existing Electric Light Fixtures, 6 Burner Stainless Steel Decor Stove, Built-in Miele Dishwasher, Paneled Decor 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
Parking & Garages
- Garage Type
- Detached
- Garage Spaces
- 2
- Parking Spaces
- 25
- Total Garage And Parking Spaces
- 27
Heating & Cooling
- Heat Source
- Gas
- Heat Type
- Forced Air
- Air Conditioning
- Central Air
- Water
- Municipal
- Sewers
- Sewer
- Natural Gas
- Yes
- Hydro
- Yes
- Cable
- Available
- Telephone
- Available
- Bedrooms
- 6
- Washrooms
- 5
- Kitchens
- 1
- Family / bonus room
- Yes
Room sizes
- Living Room—Main level, Fireplace, Hardwood Floor, Picture Window
- Dining Room—Main level, 2 Way Fireplace, Crown Moulding, Hardwood Floor
- Kitchen—Main level, Centre Island, Breakfast Bar, Stainless Steel Appl
- Breakfast—Main level, W/O To Pool, Combined w/Kitchen, Hardwood Floor
- Family Room—Main level, 2 Way Fireplace, Coffered Ceiling(s), Hardwood Floor
- Laundry—Main level, Ceramic Backsplash, Pot Lights, Ceramic Floor
- Bathroom—Main level, 2 Pc Bath, Crown Moulding, Marble Floor
- Primary Bedroom—Second level, 3 Pc Ensuite, Walk-In Closet(s), Hardwood Floor
- Bedroom—Second level, Double Closet, Hardwood Floor
- Bedroom—Second level, 3 Pc Ensuite, Double Closet, Hardwood Floor
- Bedroom—Second level, 3 Pc Ensuite, Double Closet, Hardwood Floor
- Bathroom—Second level, 4 Pc Bath, Ceramic Floor, Heated Floor
- Bedroom—Third level, Double Closet, Hardwood Floor
- Bedroom—Third level, Closet, Hardwood Floor
- Sitting—Third level, Skylight, Hardwood Floor, Combined w/Laundry
- Bathroom—Third level, 3 Pc Bath, Ceramic Floor, Heated Floor
- Recreation—Basement level, Wet Bar, Pot Lights, Ceramic Floor
- Exercise Room—Basement level, Pot Lights, Ceramic Floor
- Bathroom—Basement level, 3 Pc Bath, Ceramic Floor
Washrooms
- 2-piece, Ground
- 4-piece, Second
- 3-piece, Second
- 3-piece, Third
- 3-piece, Basement
- Municipality
- Oakville
- Neighbourhood
- Old Oakville
- Main cross streets
- MacDonald Rd./Chartwell Rd.
- Zoning
- RL2-0
- Directions
- MacDonald Rd./Chartwell Rd.
- MLS® number
- W12963954
- Data source
- Toronto Regional Real Estate Board
- Status change
- 2026-05-08
- Listed on
- 2026-04-07
- Days on market
- 31 days
- Possession type
- 30-59 days
- Co-op commission
- 2% - $500
- Seller
- Listed by
- GOWEST REALTY LTD.
Home Market Value
Current home valuation for 376 Chartwell Road, Oakville, Old Oakville, Oakville, ON. Listed for $4,200,000
HOMEH Estimate
$4,189,500
Estimated Sales Range
$3,309,705 - $5,069,295
HOMEH Estimate for 376 Chartwell Road, Oakville, Old Oakville
Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.
For the owner
Is this your home? Track its value.
Get this home's HOMEH Estimate by email once a month, with how many homes are for sale around you.
Mortgage Payment Calculator
Compare up to 4 down payment scenarios
20% required for homes $1.5M or more
$840,000
| Scenario 1 | Scenario 2 | Scenario 3 | Scenario 4 | |
|---|---|---|---|---|
−Down payment | % $ | % $ | % $ | % $ |
+CMHC insurance | $0 | $0 | $0 | $0 |
=Total mortgage | $3,360,000 | $3,150,000 | $2,940,000 | $2,730,000 |
Amortization | ||||
Mortgage rate | % | % | % | % |
| Payment frequency | ||||
=Mortgage payment | $16,405monthly | $15,380monthly | $14,355monthly | $13,329monthly |
Land Transfer Tax
$91,475
$91,475
Around this home
Data provided by OpenStreetMap & Fraser Institute School Rankings
Ask HOMEH
New!Hi there!
👋Text or call (416) 301-9001
Recommended for you
Based on homes you've looked at.
No recommended properties found.
Nearby similar homes
No nearby properties found.
More real estate resources
Other homes nearby
Explore this area
Nearby neighbourhoods
No nearby listings available.
















































