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Condo for Rent in Milton
46 days on marketNeighbourhood: 1029 - DE Dempsey
- MLS Number
- W13537764
- Property Type
- Condo
- Status
- active
- Days on Site
- 46
- Bedrooms
- 1
- Bathrooms
- 1
- Square Feet
- 600 sqft
- Neighbourhood
- Milton
- Locker
- Owned
- Exposure
- South East
- Balcony
- Open
- Listing Brokerage
- SMARTWAY REALTY
Presenting One Bedroom Corner Unit For Lease in the Most Sought After Location in Milton. Unit comes with Beautiful Escarpment Views and Town Amenities to Explore on a short walk to everything. This Bright & Spacious Unit (550 + 115 S.F. Balcony), is in the One of a Kind "Art On Main" Boutique Building - Where you would love to Stay for years to come. Unit comes with One Underground Parking and a Locker for tenants to use. Located Next to Milton GO Station, Art & Recreation Centre, Main Public Library, Schools, Sport Parks, Shopping, Restaurants & Conservation/Pond. Finest Building Amenities Like Party Room, B.B.Q. Area, Outdoor Pool, Gym, Guest Suite & Yoga Room. 5/7 Min. Walk to Milton GO Station and 3 Min. Drive To Hwy. 401 - A Great Commuter's Location. Not To Be Missed!!
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.
1050 Main Street Unit 321, Milton
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How this lease stacks up against the local rental market
Estimated Monthly Budget
Things to Confirm Before Signing
· Are utilities included, or separate?
· How many parking spots are included?
· Is the landlord open to a 1-year or 2-year lease?
· Are pets and small renovations (paint, hooks) allowed?
· When was the last rent increase, if there is a prior tenant?
Utility estimates are approximate and vary by season, habits, and what the landlord includes. Always confirm inclusions with the listing agent.

Joe's Thoughts
Honest perspective from 30+ years of GTA real estate experience
Fairly Priced Rental
At $2,150/mo, this is in line with typical 1-bedroom rents in Milton (~$2,300/mo). The rent itself may be firm, but there's often room to negotiate on lease terms — move-in date, appliance inclusions, or parking.
Negotiation Opportunity
At 46 days on site, this property has exceeded the typical selling timeline for Milton. 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.
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 600 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.