$1,089,990
40 Dills Crescent, Milton, ON L9T 5P2
5 Beds
4 Baths
4 Parking
Tucked into Milton's sought-after Dempsey neighbourhood,this detached two-storey residence offers 4+1 bedrooms, 4 bathrooms, and approximately 2,500 square feet of combined living space, creating a home that feels both generous and deeply functional from the moment you step inside. Hardwood floors add warmth and continuity throughout, while the kitchen is beautifully appointed with granite countertops, stainless steel appliances, and an eat-in breakfast area designed for easy mornings and relaxed weekends.What makes this home especially appealing is the way the layout lives. The main floor offers a bright, welcoming living space for everyday comfort, paired with a large separate dining area that instantly elevates the home for those who love to gather, celebrate, and host with ease. It is the kind of space that invites long dinners, holiday moments, and a table full of guests without ever feeling crowded. Upstairs, the home continues to deliver with 4 spacious bedrooms, including a serene primary retreat with a walk-in closet and 4-piece ensuite, along with 2 full bathrooms on the second floor that make busy mornings feel smoother and more effortless.The finished lower level adds a whole new dimension of flexibility. With its own recreation area, bedroom, full bathroom, flexible office space, and laundry. Suitable whether for guests, extended family, a quiet work-from-home setup, or simply extra space to live and grow.And then there is the lifestyle beyond the front door. This home is positioned in one of Milton's most connected family pockets, with Top schools, parks, shopping, recreation, the Milton Leisure Centre, the Milton GO Station, and Highway 401 all within minutes away. It is a location that does more than impress on a map.It gives you back time, softens the pace of busy days, and makes the entire week feel easier.

Property Summary

Property Type Residential Freehold
Property Sub Type Detached
Transaction Type For Sale
Style 2-Storey
Approximate Age 16-30
Bedrooms Above Grade 4
Bedrooms Below Grade 1
Bathrooms 4
Kitchens 1
Basement Finished
Exposure West
Possession 90/120

Building

Building Type Detached
Square Footage 1500-2000
Exterior Aluminum Siding, Brick
Foundation Unknown
Roof Shingles
Heating Forced Air
Heat Source Gas
Cooling Central Air
Fireplace No

Measurements

Lot Size 22.51 x 104.99
Lot Size Units Feet
Frontage 22.51
Depth 104.99
Total Living Area 1500-2000

Land

Address 40 Dills Crescent, Milton, ON L9T 5P2
City Milton
Community 1029 - DE Dempsey
County / Area Halton
Cross Street Main St And Thompson
Sewer Sewer
Pool None
Parcel Number 249402186

Parking and Garage

Total Parking 4
Garage Spaces 1
Garage Type Attached
Parking Features Private

Taxes and Listing Info

List Price $1,089,990
Annual Taxes $4,460
Tax Year 2025
Status Active
Listing Date 2026-05-15T05:10:30Z
Updated 2026-05-27T01:07:18Z
MLS Number W13131830
Local Market Insight

What Buyers Should Know About 40 Dills Crescent, Milton, ON L9T 5P2

This editorial summary helps buyers look beyond the headline price and review the neighbourhood, transit, schools, rental demand, long-term value, and due-diligence items that often matter before booking a showing or submitting an offer.

Neighbourhood Analysis

40 Dills Crescent, Milton, ON L9T 5P2 is positioned in 1029 - DE Dempsey, a part of Milton where buyers should compare the street setting, nearby amenities, daily travel routes, and surrounding housing stock. For a 2-Storey, the strongest fit often depends on whether the location supports everyday routine as well as the numbers on paper.

School And Family Considerations

Families reviewing this Detached should confirm school boundaries directly with the local school boards before relying on listing notes. It is also worth checking walkability to parks, childcare, recreation centres, libraries, and community facilities because these details can influence both lifestyle value and future resale demand.

Transit And Access

The location should be assessed around commute patterns, access to Main St And Thompson, public transit options, parking availability, and drive times to employment areas. A property with 4 parking and practical road access can appeal to buyers who need convenience without giving up neighbourhood quality.

Investment Potential

At $1,089,990, buyers should compare recent nearby sales, days on market, condition, lot utility, and the cost of future repairs or upgrades. The property shows 5 bedrooms, 4 bathrooms, basement details marked as Finished, and a lot size of 22.51 x 104.99, all of which can affect value.

Rental Demand

If this property is being reviewed as a rental or investment, demand should be measured by bedroom count, transit access, employment access, nearby schools, parking, and the condition of the unit or home. In Milton, rental appeal usually improves when a property is easy to maintain and simple for tenants to live in.

Local Attractions And Amenities

Buyers should look at grocery access, restaurants, trails, parks, shopping, medical services, and weekend amenities around 1029 - DE Dempsey. These features do not always appear in the MLS data, but they can make a major difference in how the home feels after move-in and how future buyers compare it.

Builder, Condition, And Due Diligence

For resale homes, review renovations, permits, roof and mechanical age, exterior condition, inclusions, and rental items. For condo or newer properties, review building history, maintenance fees, reserve fund information, rules, amenities, and future cost exposure. A showing and document review should confirm anything not visible in the listing.

Nearby Infrastructure

Infrastructure matters because transit improvements, road projects, schools, parks, commercial growth, and employment nodes can change how an area performs over time. For 40 Dills Crescent, Milton, ON L9T 5P2, buyers should check municipal plans, nearby construction, zoning context, and future projects that may affect enjoyment or resale value.

This section is informational only. Buyers should verify schools, measurements, rental rules, taxes, zoning, and property condition with the appropriate professionals before making a decision.

Listing data is provided through PropTx/MLS data services and is deemed reliable but not guaranteed. Listings are subject to change without notice.