344 Dalewood Drive, Oakville

Price: $3,369,000

6 bedrooms, 5 bathrooms

2,000 - 2,499 sqft

Property Type: Detached

MLS#: W13418398

Modern luxury renovated bungalow on a massive, third-of-an-acre pie-shaped lot, backing into a park. Almost 3800 square feet of the total luxury finished livable space. Situated at the end of a quiet cul-de-sac on one of the most prestigious streets in South-East Oakville. Surrounded by mature trees, the west-facing backyard provides year-round privacy. Upon entering, you are greeted by soaring ceilings, skylights and 13-foot Inline Fibreglass windows providing a direct view into the private, treed backyard and patio. Complementing the great room with a fireplace is a spacious and modern kitchen, dining room, powder room, mudroom and laundry. There are three bedrooms on the main level, two with en-suite bathrooms, and the third is currently used as a home office. The lower level has been completely redesigned and can function as a separate unit with its own entrance or as an in-law or nanny suite. Complete with a large open concept living room and kitchen, there are three bedrooms, two bathrooms, a gas fireplace and a dedicated laundry. All upgraded "Inline" fibreglass windows throughout. All upgraded electrical with 200 Amp Service, All Upgraded Gas Line. The house has a double-car garage with a Tesla charging station, a large park-like, landscaped lot with a storage shed and big patios. Cul-de-Sac in South East Oakville with a gorgeous forest view! Not to be missed! **EXTRAS** Please note the house is backing into a park - but it's not subject to conservation authority - for a client interested in future development. It's approximately 216' across the back of the property. Original Survey attached. Brand New Commercial Flat Roof with Skylights installed in 2025.

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active
New Listing
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$3,369,000 - 344 Dalewood Drive, Oakville

Detached for Sale in Oakville

New — Listed yesterday
6Beds
5Baths
2,000 - 2,499Sq Ft
Detached
Property Details
MLS Number
W13418398
Property Type
Detached
Status
active
Days on Site
1
Bedrooms
6
Bathrooms
5
Square Feet
2,000 - 2,499 sqft
Neighbourhood
Oakville
Listing Brokerage
GOWEST REALTY LTD.
Description

Modern luxury renovated bungalow on a massive, third-of-an-acre pie-shaped lot, backing into a park. Almost 3800 square feet of the total luxury finished livable space. Situated at the end of a quiet cul-de-sac on one of the most prestigious streets in South-East Oakville. Surrounded by mature trees, the west-facing backyard provides year-round privacy. Upon entering, you are greeted by soaring ceilings, skylights and 13-foot Inline Fibreglass windows providing a direct view into the private, treed backyard and patio. Complementing the great room with a fireplace is a spacious and modern kitchen, dining room, powder room, mudroom and laundry. There are three bedrooms on the main level, two with en-suite bathrooms, and the third is currently used as a home office. The lower level has been completely redesigned and can function as a separate unit with its own entrance or as an in-law or nanny suite. Complete with a large open concept living room and kitchen, there are three bedrooms, two bathrooms, a gas fireplace and a dedicated laundry. All upgraded "Inline" fibreglass windows throughout. All upgraded electrical with 200 Amp Service, All Upgraded Gas Line. The house has a double-car garage with a Tesla charging station, a large park-like, landscaped lot with a storage shed and big patios. Cul-de-Sac in South East Oakville with a gorgeous forest view! Not to be missed! **EXTRAS** Please note the house is backing into a park - but it's not subject to conservation authority - for a client interested in future development. It's approximately 216' across the back of the property. Original Survey attached. Brand New Commercial Flat Roof with Skylights installed in 2025.

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Estimated Payment

$14,902.22/mo

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5-yr fixed avg.

Principal: $2,695,200Interest: $1,775,467
Mortgage Amount$2,695,200
Total Interest$1,775,467
Est. Property Tax$2,386/mo
Total Cost$4,470,667

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

344 Dalewood Drive, Oakville

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Investor Analysis

Rental income estimator & ROI calculator

Estimated Monthly Rent
$4,100/mo
Range: $3,485 - $4,715
Cap Rate (ROI)
0.4%
Below Average

Monthly Cash Flow Breakdown

Rental Income+$4,100
Maintenance Fees-$0
Property Tax (est.)-$2,386
Insurance (est.)-$702
Net Cash Flow+$1,012

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 $1685/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.

Just Listed - Act Strategically

This property hit the market within the last week. In Oakville's current market, desirable homes often receive multiple offers within 5-7 days. If you're seriously interested, I recommend booking a showing immediately. However, never let urgency override due diligence - we'll still do proper inspections.

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.

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 5 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.

Oakville Premium

Oakville commands premium prices for good reasons: top-rated schools, waterfront access, charming downtown, and affluent community. Homes here hold value exceptionally well during market corrections. The trade-off is higher property taxes and home prices. If schools and lifestyle are priorities, Oakville delivers.

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    344 Dalewood Drive, Oakville — $3,369,000 | Battaglia Team