421 Chartwell Road, Oakville

Price: $6,999,000

6 bedrooms, 7 bathrooms

5,000+ sqft

Property Type: Detached

MLS#: W12404397

With a stunning backyard, 5,196 sq ft of above ground living, and quality construction built by Gatestone Homes, this home is truly the total package. Stone, wood, and striking Anderson windows have been eloquently incorporated on the exterior of the home, lending to the superb curb appeal. The thoughtful design fuses modern style with timeless elegance. The foyer of the home feels as though you are entering a luxury hotel, with a stunning floating staircase and a custom hanging light feature that is a piece of art in itself! The soaring two-storey foyer is flooded with natural light from oversized windows, creating a bright and welcoming space. A custom wooden piece subtly divides the foyer from the traditional dining room that is complete with a temperature-controlled wine room and glass doors that invite you to enjoy the expansive rear deck. The heart of the home is the open concept kitchen-family-dining space that is surrounded by windows and grounded by a beautiful gas fireplace. With an oversized island there is no shortage of space for you and your guests. Adjacent to the kitchen is a conveniently located powder room as well as a laundry/mudroom that can be concealed by a pocket door. The primary suite is a true oasis. With double door entry, a gas fireplace, and five-piece ensuite, no detail was overlooked. The three additional bedrooms all have ensuite access and walk-in closets. Completing this level is a laundry room and study area with built-in desk space. The 2,712 sq ft lower-level walk-up will not disappoint. The large recreation space features a built-in projector, billiards space, and wet bar. A home gym and two additional bedrooms as well as playroom/second home office finish off this space. Lush mature trees combined with meticulous landscaping will lure you to the rear yard. With approx. 1800 sq ft of outside living space, a gunite pool, and cabana, this backyard checks all the boxes! Enjoy the beautiful summer weather in this retreat-like home!

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$6,999,000 - 421 Chartwell Road, Oakville

Detached for Sale in Oakville

138 days on market
6Beds
7Baths
5,000+Sq Ft
Detached
Property Details
MLS Number
W12404397
Property Type
Detached
Status
active
Days on Site
138
Bedrooms
6
Bathrooms
7
Square Feet
5,000+ sqft
Neighbourhood
Oakville
Listing Brokerage
CENTURY 21 MILLER REAL ESTATE LTD.
Description

With a stunning backyard, 5,196 sq ft of above ground living, and quality construction built by Gatestone Homes, this home is truly the total package. Stone, wood, and striking Anderson windows have been eloquently incorporated on the exterior of the home, lending to the superb curb appeal. The thoughtful design fuses modern style with timeless elegance. The foyer of the home feels as though you are entering a luxury hotel, with a stunning floating staircase and a custom hanging light feature that is a piece of art in itself! The soaring two-storey foyer is flooded with natural light from oversized windows, creating a bright and welcoming space. A custom wooden piece subtly divides the foyer from the traditional dining room that is complete with a temperature-controlled wine room and glass doors that invite you to enjoy the expansive rear deck. The heart of the home is the open concept kitchen-family-dining space that is surrounded by windows and grounded by a beautiful gas fireplace. With an oversized island there is no shortage of space for you and your guests. Adjacent to the kitchen is a conveniently located powder room as well as a laundry/mudroom that can be concealed by a pocket door. The primary suite is a true oasis. With double door entry, a gas fireplace, and five-piece ensuite, no detail was overlooked. The three additional bedrooms all have ensuite access and walk-in closets. Completing this level is a laundry room and study area with built-in desk space. The 2,712 sq ft lower-level walk-up will not disappoint. The large recreation space features a built-in projector, billiards space, and wet bar. A home gym and two additional bedrooms as well as playroom/second home office finish off this space. Lush mature trees combined with meticulous landscaping will lure you to the rear yard. With approx. 1800 sq ft of outside living space, a gunite pool, and cabana, this backyard checks all the boxes! Enjoy the beautiful summer weather in this retreat-like home!

Mortgage Calculator

Estimate your monthly payments for this property

Estimated Payment

$30,958.94/mo

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5-yr fixed avg.

Principal: $5,599,200Interest: $3,688,481
Mortgage Amount$5,599,200
Total Interest$3,688,481
Est. Property Tax$4,958/mo
Total Cost$9,287,681

Rates shown are estimates based on typical Ontario 5-year fixed rates. Canadian mortgages use semi-annual compounding as required by law. CMHC insurance applies to purchases under $1.5M with less than 20% down. Estimated property tax uses an approximate 0.85% rate. Contact us for current rate options and pre-approval.

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Neighbourhood Guide: Oakville

Discover Oakville

Oakville is a vibrant community in the Greater Toronto Area, offering excellent amenities, schools, and transportation options. This area is popular with families and professionals seeking a balanced lifestyle with access to urban conveniences and natural spaces.

Why Live in Oakville

  • Convenient location in Oakville
  • Access to local shops and dining
  • Good public transit connections
  • Community parks and green spaces
  • Well-maintained neighbourhoods

Nearby Schools

Oakville Trafalgar High SchoolPublic High School
Iroquois Ridge High SchoolPublic High School
Holy Trinity Catholic Secondary SchoolCatholic High School
Abbey Park High SchoolPublic High School

Transit & Commuting

  • MiWay bus routes throughout the area
  • GO Transit stations within driving distance
  • Easy highway access to 401/403/QEW
  • Walking distance to local amenities

Parks & Amenities

  • Local parks and recreational facilities
  • Community centres
  • Shopping plazas nearby
  • Restaurants and cafes

Lifestyle & Community

Oakville offers a wonderful quality of life with a mix of residential charm and urban convenience. Residents enjoy easy access to schools, parks, and shopping, making it an ideal location for families and professionals alike.

70
Walk Score
Varies
Price Range

421 Chartwell Road, Oakville

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Investor Analysis

Rental income estimator & ROI calculator

Estimated Monthly Rent
$5,600/mo
Range: $4,760 - $6,440
Cap Rate (ROI)
-0.1%
Below Average

Monthly Cash Flow Breakdown

Rental Income+$5,600
Maintenance Fees-$0
Property Tax (est.)-$4,958
Insurance (est.)-$1,458
Net Cash Flow-$816

Note: These are estimates only. Actual figures may vary based on market conditions, property condition, and other factors. Consult with a financial advisor for personalized advice.

Joe Battaglia - Top Real Estate Agent in Mississauga, REMAX Realty Specialists

Joe's Thoughts

Honest perspective from 30+ years of GTA real estate experience

Premium Pricing

At $1400/sqft, this property is priced above the Oakville average of $950/sqft. I'd want to see upgraded finishes, premium location, or recent renovations to justify this price point. During our showing, I'll point out exactly what you're paying extra for.

Negotiation Opportunity

At 138 days on site, this property has exceeded the typical selling timeline for Oakville. This creates leverage for buyers. The seller may be motivated by carrying costs, life circumstances, or previous deals falling through. I'd recommend a strategic offer below asking with terms that favour you.

Detached Home Advantages

Detached homes in Oakville are increasingly scarce and valuable. You'll have no shared walls, full control over renovations, and typically stronger appreciation. Consider the lot size and potential for future additions or basement apartment income. Detached homes also offer the most flexibility for growing families.

Larger Home Realities

At 5,000 sqft, this is a substantial home. Budget approximately $400-600/month more for utilities compared to an average-sized home. Maintenance costs scale with size too - roof, HVAC, and cleaning all cost more. That said, space is a luxury that's hard to add later, and larger homes often have better resale in family-oriented neighbourhoods.

Excellent Flexibility

With 6 bedrooms, you have genuine flexibility. Beyond the master and kids' rooms, you can have a dedicated home office, guest room, hobby space, or even rental income potential. In today's work-from-home era, extra bedrooms add significant value. Properties with 5+ bedrooms are relatively rare in Oakville.

Bathroom Count Matters

With 7 bathrooms, morning routines are much smoother. Multiple bathrooms significantly improve daily livability and are a major selling point for resale. Buyers consistently pay more for adequate bathroom counts - this is a strong feature.

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    421 Chartwell Road, Oakville — $6,999,000 | Battaglia Team