
This property was sold on November 5, 2025. This listing is for reference purposes only. to view the sold price.
Welcome to this remarkable 2-Storey detached located in the coveted neighborhood of 1029 - DE Dempsey. Expertly crafted featuring premium aluminum siding and brick construction, this residence presents an exceptional opportunity offered at $1,499,900 to acquire a beautiful home in a highly sought-after setting. Designed for both comfortable daily living and elegant entertaining, the layout maximizes natural light, functional flow, and lifestyle utility.
Welcome to 1253 Roper Dr The Perfect Blend of Luxury, Comfort, and Location. Nestled on a premium corner lot in Milton's highly sought-after Dempsey neighbourhood, this stunning home offers the ultimate in modern family living. With ~3,717sqft of beautifully finished space, every inch of this 4-bdrm, 2+2 bath home has been thoughtfully designed for style, function, and relaxation. Step inside and you'll be immediately impressed by the bright, open-concept layout and designer finishes throughout. The heart of the home is the gourmet kitchen a showstopper featuring high-end stainless-steel appliances, a large peninsula, sleek cabinetry, and a clever pantry with an appliance garage for a clutter-free look. Whether you're hosting or enjoying a quiet meal, this kitchen makes it effortless. The main floor office offers privacy and plenty of natural light ideal for remote work or study. Upstairs, retreat to the spacious primary suite, complete with a luxurious 5-piece ensuite and walk-in closet. Three additional bedrooms are generously sized and perfect for a growing family. The fully finished basement expands your living space with a large recreation room, cozy gas fireplace, custom built-ins, and a stylish bar area a true entertainers dream or the perfect place for movie nights and get-togethers. Outside, the professionally landscaped triple-sized backyard is a true private oasis. Enjoy 3 separate sitting areas, perfect for lounging, dining, and entertaining. At the centre, a heated saltwater inground pool invites you to relax and unwind in complete privacy your own slice of resort living at home. Location-wise, it doesn't get better. You're just minutes from everything 3 mins to the Milton GO, 2 mins to Hwy 401, and a 30-second drive to grocery stores, restaurants, gyms, movie theatre and more. Surrounded by parks and nestled in a quiet, family-friendly area. Don't miss this rare opportunity to own a turnkey, designer home in one of Milton's best communities
Contact us to schedule a private viewing of this property.
This detached home located at 1253 Roper Drive, Milton is currently for sale and has been available on SousaSells for 359 days. This property is listed at $1,499,900 with an estimated mortgage of $4,993* per month. It has 4 beds, 4 bathrooms, and is 2500-3000 square feet. 1253 Roper Drive, Milton is in the 1029 - DE Dempsey neighborhood.
* Estimated mortgage assumes a 30% down payment, 4.00% interest rate, and 30-year amortization.Yes! Featuring 4 bedrooms and 4 bathrooms, this home offers ample space and comfort for growing families in 1029 - DE Dempsey, Milton.
Growing families needing multi-bedroom flexibility and space in 1029 - DE Dempsey, Milton.
None listed
None listed
The current listing price for 1253 Roper Drive, Milton, ON in 1029 - DE Dempsey, Milton is $1,499,900.
This property features 4 bedrooms and 4 bathrooms across approximately 2500-3000 sqft.
1253 Roper Drive, Milton, ON is a Detached (2-Storey) featuring a Full, Finished basement.
Key property features include: Fenced Yard, Golf, Lake/Pond, Park, Public Transit, Rec./Commun.Centre.
Interior highlights include: Auto Garage Door Remote, Bar Fridge, Rough-In Bath, Storage, Water Heater.
Yes, this property offers parking space for 4.0 vehicles (Attached).
Heating is provided via Gas and cooling via Central Air.
No historical data available for this property.
This could be the first listing for this address.
Data-driven valuation for 1253 Roper Drive, Milton, ON L9T 6E6
Based on 0 recent similar sales in the pocket.
Properties in this area are selling at a steady pace.
Calculate your monthly payment, minimum downpayment, and land transfer taxes for this home in Milton.
About Purchasing a Home in Milton, ON
For a property listed at $1,499,900 in Milton, the legal minimum down payment is $299,980 under current Canadian banking regulations. This calculation applies a 5% requirement on the first $500,000, 10% on the next $499,999, and a flat 20% on any amount exceeding $1,000,000.
Additionally, buyers in Ontario must budget for the Provincial Land Transfer Tax, which is estimated at $26,473 for this transaction. As this listing is in Milton (outside the City of Toronto), no additional municipal land transfer tax is levied, resulting in total estimated land transfer taxes of $26,473.
Comprehensive city-wide demographics, local real estate stats, and school rankings for 1029 - DE Dempsey, Milton.
Need more details or a custom CMA?
Generate a full market evaluation or explore city guides using the sidebar links.
Disclaimer: AI Insights are generated by an automated system and should be used for informational purposes only. While we strive for accuracy using current market data and deep-learning models, these assessments do not constitute professional real estate, legal, or financial advice. All property values, predictions, and scores are estimates. We strongly recommend verifying all property details and conducting independent due diligence with a licensed professional before making any purchase decisions.