$499,900 - 1440 Main Street Unit 303, Milton
Condo for Sale in Milton
32 days on marketNeighbourhood: 1029 - DE Dempsey
- MLS Number
- W13593760
- Property Type
- Condo
- Status
- active
- Days on Site
- 32
- Bedrooms
- 2
- Bathrooms
- 1
- Square Feet
- 800 sqft
- Neighbourhood
- Milton
- Locker
- Owned
- Exposure
- West
- Balcony
- Open
- Listing Brokerage
- ROYAL LEPAGE MEADOWTOWNE REALTY
Welcome to this beautifully maintained 2-bedroom, 1-bathroom condo in The Courtyards on Main, a sought-after building built in 2017 and ideally located in the heart of Milton's desirable Dempsey neighbourhood. Enjoy the convenience of being just minutes from downtown, shopping, restaurants, parks, transit, and everyday amenities. This bright west-facing third-floor unit features a private open balcony, perfect for enjoying afternoon sun and evening sunsets. The open-concept layout offers a spacious living and dining area with laminate flooring, fresh paint, upgraded light fixtures, and California shutters (2024), along with direct access to the balcony. The modern kitchen overlooks the main living space and features granite countertops, warm cabinetry, a stylish glass tile backsplash, stainless steel appliances, a breakfast bar, and a separate eat-in area-ideal for both everyday living and entertaining. Both generously sized bedrooms feature laminate flooring, large windows, and double-door closets. The 4-piece bathroom is finished with solid surface countertops. Additional highlights include full-size Amana ensuite laundry, 2 parking spots (one underground parking space plus additional surface parking spot), an exclusive-use storage locker, and access to excellent building amenities including an exercise room and party room. Maintenance fees include heat, water, parking, and common elements, making this an exceptional opportunity for first-time buyers, downsizers, or investors seeking low-maintenance living in a prime Milton location.
Estimate your monthly payments for this property
Estimated Payment
$2,564.75/mo
Includes CMHC insurance ($13,947)
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.
1440 Main Street Unit 303, 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 $625/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 32 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.
Condo Considerations
For condos, I always review the status certificate thoroughly. Key things I look for: reserve fund health (should be well-funded), any upcoming special assessments, rules that might affect your lifestyle (pets, rentals, renovations), and the corporation's financial statements. We'll want to verify the monthly fees and what they include.
Efficient Living
At 800 sqft, this is a more compact space. The upside: lower utility bills, less maintenance, and easier cleaning. Consider how you'll use the space - built-in storage, multi-functional furniture, and good organization become important. Great for singles, couples, or those who prefer a low-maintenance lifestyle.
Milton Lifestyle
Milton offers a balance of urban convenience and suburban tranquility. Growing families appreciate the newer schools and community feel. The GO Train provides reasonable Toronto access. Home values have appreciated steadily as families seek alternatives to Toronto's density and pricing.
About 1029 - DE Dempsey
I know 1029 - DE Dempsey well from working with many buyers and sellers here. Each pocket has its own character - let me share what I've learned about this specific street and block. During our showing, I'll point out local amenities, school catchments, and what similar homes have sold for recently.