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Detached for Sale in Milton
Neighbourhood: 1029 - DE Dempsey
- MLS Number
- W13642046
- Property Type
- Detached
- Status
- active
- Days on Site
- 18
- Bedrooms
- 8
- Bathrooms
- 6
- Square Feet
- 3,000 - 3,499 sqft
- Neighbourhood
- Milton
- Lot Size
- 4,281 sqft
- Listing Brokerage
- CENTURY 21 INNOVATIVE REALTY INC.
RARE OPPORTUNITY: Detached 5+3 Bedroom Home with Two Separate Basement Suites & Outstanding Income Potential Set on a premium 45.77 ft frontage with a deep lot, this spacious 5-bedroom detached home offers a rare and highly functional layout - ideal for large or multi-generational families,with two separate basement suites, each featuring its own entrance and washroom.The main floor showcases bright, open-concept principal rooms: a formal living and dining area, a generous family room, and a versatile den with a large window, perfect as a homeoffice or study. Hardwood flooring, pot-lights, and a modern kitchen with built-in appliances complete the space, with easy flow throughout.The kitchen is designed for everyday living - extended counter and prep space, ample storage,and a bright eat-in area perfect for family gatherings.Upstairs, five bedrooms await, most with semi-ensuite access, along with a primary retreat featuring a private ensuite and walk-in closet. Every bedroom includes a closet and large windows, and second-floor laundry adds everyday convenience.The newly finished basement is where this home truly stands apart: Basement 1: A fully updated 2-bedroom suite with a separate entrance, new tile flooring,modern kitchen, living area, and updated washroom Basement 2: A second studio-style unit with its own ensuite - ideal for extended family, anin-law setup, or future rental income. Outside, a beautifully landscaped backyard with a stone patio invites outdoor entertaining,while the spacious front porch offers quiet seating with unobstructed trail views. A doublecar garage plus two additional driveway spaces provide ample parking.Located on a quiet, family-friendly street minutes from top-rated schools, parks, shopping,and Highway 401 - this is a rare combination of space, versatility, and long-term investmentvalue that won't stay on the market long.
Estimate your monthly payments for this property
Estimated Payment
$6,409.42/mo
5-yr fixed avg.
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.
Discover 1029 - DE Dempsey
1029 - DE Dempsey 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 1029 - DE Dempsey
- •Convenient location in Milton
- •Access to local shops and dining
- •Good public transit connections
- •Community parks and green spaces
- •Well-maintained neighbourhoods
Nearby Schools
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
1029 - DE Dempsey 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.
1009 Woodward Avenue, Milton
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Monthly Cash Flow Breakdown
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's Thoughts
Honest perspective from 30+ years of GTA real estate experience
Competitive Pricing
At $483/sqft, this is priced below the area average. This could represent genuine value, but let's investigate why. In my experience, underpriced homes often have deferred maintenance, unfavourable layouts, or motivated sellers. I'll help you determine which it is.
Market Position
At 18 days on site, this property has had reasonable exposure. It hasn't sold immediately (which often indicates overpricing), but isn't languishing either. There's likely room for a 3-5% negotiation from asking price.
Detached Home Advantages
Detached homes in Milton 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 3,000 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 8 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 Milton.
Bathroom Count Matters
With 6 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.