1+ Condo in Milton (De Dempsey)

Browse 29 active listings

Market Analysis

In the De Dempsey neighborhood of Milton, first-time homebuyers, young professionals, and downsizers are the primary demographics interested in the condo market. The vibrant community attracts individuals who appreciate a blend of urban convenience and suburban tranquility. Many buyers here prioritize proximity to the GO Station on Derry Road, making commuting to Toronto seamless. Additionally, families with children often choose this area for its reputable schools, such as Escarpment View Public School and St. Peter's Catholic Elementary School. The lifestyle in De Dempsey is characterized by a strong sense of community, with local events and amenities that foster connections among residents. Green spaces like the nearby McCraney Park provide opportunities for outdoor activities, while the bustling Milton Marketplace on Main Street offers shopping and dining options that cater to various tastes and preferences.

Price Insights

The average price for a condo in De Dempsey stands at approximately $456,950, which offers excellent value given the local amenities and community attributes. Buyers can expect modern one-bedroom units featuring open-concept layouts, contemporary kitchen finishes, and in-suite laundry. For this price point, many condos come with access to essential amenities such as fitness centers, party rooms, and secure parking. If you're looking to invest higher, units with two bedrooms can be found in the range of $500,000 to $600,000, often including additional features like larger balconies or upgraded appliances. The competitive market has led to a limited inventory of these condos, emphasizing the importance of being prepared to act quickly when a desirable unit becomes available.

Available Properties

View all on map
🏠
No Photo Available
1340 Main Street East 106
+6 photos
Price on Request
1340 Main Street East 106
Milton (DE Dempsey), Ontario
1 bed • 1 baths
Condo
Welcome to this gorgeous spacious condo unit located in the heart of Milton offering 1 well sized be...
🏠
No Photo Available
1206 MAIN Street East 212
+42 photos
Price on Request
1206 MAIN Street East 212
Milton (DE Dempsey), Ontario
2 beds • 3 baths
Condo
This stunning open-concept home, built in 2019, features 2 bedrooms and 3 bathrooms. Conveniently lo...
🏠
No Photo Available
1206 Main Street East 110
+23 photos
Price on Request
1206 Main Street East 110
Milton (DE Dempsey), Ontario
2 beds • 3 baths
Condo
Modern Stacked Townhome with TWO Underground Parking Spaces in Prime Milton Location Welcome to this...
🏠
No Photo Available
1440 Main Street East 411
+31 photos
$599,900
1440 Main Street East 411
Milton (DE Dempsey), Ontario
2 beds • 2 baths
Condo
Luxurious Top-Floor Corner Unit Penthouse with 10ft Ceilings in Prime Milton Location. Experience el...
🏠
No Photo Available
1390 Main Street East 107
+5 photos
$514,850
1390 Main Street East 107
Milton (DE Dempsey), Ontario
2 beds • 1 baths
Condo
Welcome to Bristol on Main Condominiums! Ground floor unit facing park with a park view. Walk out pa...
🏠
No Photo Available
1050 Main Street 1103
+9 photos
Price on Request
1050 Main Street 1103
Milton (DE Dempsey), Ontario
2 beds • 1 baths
Condo
11th Floor Stylish Condo for Rent! This spacious 1+1 bedroom unit features stunning city views, upda...
🏠
No Photo Available
1050 Main Street East 1014
+35 photos
$725,000
1050 Main Street East 1014
Milton (DE Dempsey), Ontario
3 beds • 2 baths
Condo
Luxurious 2 Bedroom + Den In Desirable Boutique Building "Art On Main". 10th Floor Suite With Breath...
🏠
No Photo Available
1440 MAIN Street East 114
+15 photos
$525,000
1440 MAIN Street East 114
Milton (DE Dempsey), Ontario
1 bed • 1 baths
Condo
Welcome home to this bright, freshly painted 1-bedroom condo that defines move-in ready! Perfectly s...
🏠
No Photo Available
1350 Main Street East 312
+22 photos
Price on Request
1350 Main Street East 312
Milton (DE Dempsey), Ontario
3 beds • 2 baths
Condo
A Bright and Spacious 3 Bedroom 2 Bathroom Condo offers 1300+ Sqft of living space. Bright Open Conc...
🏠
No Photo Available
1360 Main Street East 409
+25 photos
$469,900
1360 Main Street East 409
Milton (DE Dempsey), Ontario
2 beds • 1 baths
Condo
Absolutely Gorgeous, Highly Desired Top Floor, Two Bedroom Unit with Vaulted Ceilings. Rich Upgraded...
🏠
No Photo Available
1340 Main Street East 202
+35 photos
$615,000
1340 Main Street East 202
Milton (DE Dempsey), Ontario
2 beds • 2 baths
Condo
Bright and spacious 2-bedroom, 2-bathroom corner condo offering over 1,000 square feet of stylish an...
🏠
No Photo Available
1206 Main Street 215
+11 photos
Price on Request
1206 Main Street 215
Milton (DE Dempsey), Ontario
2 beds • 3 baths
Condo
Spacious Well Maintained Upper Level 2-Storey Condo Townhouse Unit Features 9' Ceiling Open Concept ...

About This Property Type

Condos in Milton’s De Dempsey area are designed to cater to a variety of lifestyles, from young families to urban professionals. Typical properties include low-rise buildings and mid-rise complexes, often featuring stylish exteriors with brick and glass facades. Units range from cozy one-bedroom apartments to spacious two-bedroom condos, often equipped with modern amenities like stainless steel appliances, quartz countertops, and private balconies that offer views of the scenic escarpment. Many properties include shared amenities such as well-maintained gardens, rooftop terraces, and fitness centers, allowing residents to enjoy a low-maintenance lifestyle while having access to recreational facilities. The solid construction and thoughtful layouts are tailored for comfort and convenience, ensuring that every square foot is maximized for functionality.

Location Highlights

De Dempsey is a prime location in Milton, easily accessible via major highways like the 401 and 407, making it an ideal spot for commuters heading to Toronto or surrounding areas. Residents appreciate the close proximity to the Milton GO Station, which provides a reliable transit option for daily travel. The area is also home to several parks, including the expansive Mill Pond Park, perfect for family outings and outdoor activities. Local amenities include the Milton Mall, which houses numerous shops, services, and dining options. Furthermore, the vibrant community atmosphere is enhanced by nearby recreational facilities and sports complexes, along with educational institutions, ensuring that families have everything they need within reach. De Dempsey’s combination of residential charm and urban convenience makes it a standout choice for prospective homebuyers.

Investment Advice

Investing in a condo in Milton’s De Dempsey neighborhood can be a wise decision, especially given the area's competitive market and limited supply. With the average condo price around $456,950, this presents an opportunity for both first-time homebuyers and seasoned investors to enter a growing market. Milton is experiencing robust population growth, which drives demand for housing and contributes to potential appreciation in property values over time. The area’s strong rental market is another appealing factor, as the demand for rental properties continues to rise due to its proximity to employment hubs and essential amenities. For those looking to invest, purchasing a condo in De Dempsey can provide a steady rental income stream while also benefiting from the long-term value appreciation expected in this thriving community.

Buying Tips

When looking to buy a condo in De Dempsey, it’s crucial to be proactive and prepared. Given the competitive nature of the market, have your financing pre-approved and be ready to make an offer quickly when you find a property that suits your needs. Familiarize yourself with the local listings on streets like Dempsey Avenue, Milway Crescent, and Bowers Crescent to identify which properties align with your budget and preferences. Additionally, consider working with a local real estate agent who knows the De Dempsey market well. They can provide insights into upcoming listings and help you navigate the intricacies of condo bylaws and regulations. Lastly, take the time to visit the neighborhoods and amenities in person; experiencing the community firsthand can significantly impact your buying decision and help you choose the best fit for your lifestyle.

Related Searches

Frequently Asked Questions About Milton (De Dempsey)

There are currently 29 1-bedroom condos listed for sale in Milton (De Dempsey). Listings are updated multiple times per day from CREA's DDF®.

REALTOR®, REALTORS®, and the REALTOR® logo are certification marks that are owned by REALTOR® Canada Inc. and licensed exclusively to The Canadian Real Estate Association (CREA). These certification marks identify real estate professionals who are members of CREA and who must abide by CREA's By-Laws, Rules, and the REALTOR® Code.

The MLS® trademark and the MLS® logo are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA.

The information contained on this site is based in whole or in part on information that is provided by members of CREA, who are responsible for its accuracy. CREA reproduces and distributes this information as a service for its members and assumes no responsibility for its accuracy.

The listing content on this website is protected by copyright and other laws. Screen scraping, database scraping, and all other forms of automated data collection are prohibited.

Oakwyn Realty Ltd.

Oakwyn Realty Ltd.

Search Listings Online Inc.

3195 Oak St, Vancouver, BC V6H 2L2

REALTOR®, REALTORS®, and the REALTOR® logo are certification marks that are owned by REALTOR® Canada Inc. and licensed exclusively to The Canadian Real Estate Association (CREA). These certification marks identify real estate professionals who are members of CREA and who must abide by CREA's By-Laws, Rules, and the REALTOR® Code. The MLS® trademark and the MLS® logo are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. The information contained on this site is based in whole or in part on information that is provided by members of CREA, who are responsible for its accuracy. CREA reproduces and distributes this information as a service for its members and assumes no responsibility for its accuracy.

The listing content on this website is protected by copyright and other laws. Screen scraping, database scraping, and all other forms of automated data collection are prohibited.

© 2026 Search Listings Online. Powered by CREA DDF