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344 DALEWOOD DRIVE
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Beds
6
Baths
5 full + 1 half
Sqft
—
Year
—
Type
Single Family
On market
104d
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. (id:65958)
Basement
| Room | Dimensions | Features |
|---|---|---|
| Bedroom 4 | 4.82 × 11.1 meters | |
| Bedroom 5 | 5.37 × 7 meters | |
| Bedroom | 4.11 × 3.38 meters | |
| Games room | 10.2 × 3.86 meters | |
| Family room | 5.27 × 3.38 meters |
Main level
| Room | Dimensions | Features |
|---|---|---|
| Games room | 5.51 × 5.35 meters | |
| Dining room | 4.54 × 3.5 meters | |
| Kitchen | 5.6 × 5.46 meters | |
| Mud room | 2.96 × 1.51 meters | |
| Primary Bedroom | 5.18 × 3.83 meters | |
| Bedroom 2 | 4.75 × 4.43 meters | |
| Bedroom 3 | 4.1 × 2.57 meters |
10-item due-diligence checklist. We can pre-flight most of these for you on a CMA call.
Comparable sales
Ask for 3–5 recent solds within ~1 km and the same beds/baths so the list price has context.
Property condition
Roof age, furnace age, hot-water tank age, electrical panel size, windows. Cosmetic vs structural.
Zoning
Confirm zoning matches your intent (single-family vs duplex vs secondary suite vs commercial).
Suite legality / potential
If suited or being marketed as suited: confirm permits, separate entrance, ceiling height, egress windows.
Monthly carrying cost
Mortgage + property tax + insurance + condo fee (if any) + utilities. Compare to your max budget.
Property taxes
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Insurance estimate
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Commute
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Deposit and financing conditions
Deposit size, financing condition window, condition removal date, possession date — all negotiable.
Inspection considerations
Budget for a home inspector ($500–700) and any specialty inspections (sewer scope, mould, asbestos for pre-1990 builds).
Cash on cash
-0.50%
Cap rate
4.76%
GRM
13.9
Break-even rent
$20,699
Financing
Operating expenses (monthly)
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Approximation only. Actual cash flow depends on financing terms, condition reports, current market rents, property tax assessment, condo fees, and tenant quality. Defaults: 4.5% rate, 30-year amortization, 5% vacancy, 1%/yr maintenance, 0.5%/yr CapEx reserve, $80/mo insurance. Property tax estimated at 0.55%/yr where not provided. Talk to a mortgage broker before relying on these numbers.
Rough ballpark only. Pick a down-payment option, then tap any underlined number below to plug in your real numbers — tax, condo fee, insurance, utilities. Total updates live. Confirm with a mortgage broker before writing an offer.
Cost lines (tax, condo, insurance, utilities) are editable inline above. These two control the mortgage payment math.
Approximation only. CMHC default insurance is included when down payment is under 20%. Property tax and condo fees come from MLS when listed and may not reflect the current billing year. Suite rental income depends on permits, market rent, and vacancy — confirm with a property manager. Always validate your scenario with a mortgage broker and your insurance provider before writing an offer.
We'll reply by text within a few hours. Comparable sales, condition flags, things worth checking — sent before you book a showing.
Listing brokerage
Listing brokerage on file
Listing data via CREA DDF®. Information is deemed reliable but not guaranteed accurate by CREA. Last updated May 12, 2026.
Nearby school, halal, mosque, grocery, park, and transit layers are still being built for Oakville (MO Morrison). The listing facts above are live; the neighborhood-intelligence layer needs POI coverage before it can score this address properly.
Buyer-fit signals
Derived from listing data and nearby-amenity proximity. Verify anything that matters to your decision — distances are approximate.