1029 - DE Dempsey Homes with 11-15 Approx Age

1029 - DE Dempsey Homes with 11-15 Approx Age

Welcome to the charming neighborhood of 1029 - DE Dempsey in Milton, Ontario, where modern living meets community spirit. Nestled in a vibrant area known for its family-friendly atmosphere, this neighborhood offers a unique blend of convenience, comfort, and character.

Homes in this area typically range from 11 to 15 years old, showcasing a delightful mix of contemporary design and established landscaping. The architectural styles vary, providing a picturesque streetscape that appeals to both young families and seasoned homeowners alike. Spacious layouts and modern finishes are common, making these homes perfect for those seeking a stylish yet functional living space.

Dempsey is not just about beautiful homes; it’s also about the lifestyle that comes with them. Residents enjoy easy access to a variety of amenities, including parks, schools, and shopping centers. The nearby Milton Mall and various boutique shops offer everything you need just a stone’s throw away. For outdoor enthusiasts, the neighborhood is dotted with green spaces and walking trails, perfect for weekend strolls or family picnics.

Education is a priority here, with several reputable schools within walking distance, ensuring that children receive quality education in a nurturing environment. The community is also well-connected, with major highways and public transport options that make commuting a breeze.

In 1029 - DE Dempsey, you’ll find more than just a home; you’ll discover a thriving community that welcomes you with open arms. Come and experience the warmth and charm of this delightful neighborhood today!

Newest 1029 - DE Dempsey Homes with 11-15 Approx Age

$499,900
2 Beds ⋅ 2 Baths ⋅ W13593514 MLS
Welcome to penthouse living in one of Milton's most sought-after locations. This bright and beautifully designed top-floor Ashbury model offers 1,065 sq. ft. of thoughtfully planned living space with 10-foot ceilings, oversized windows, and an open-concept layout that feels both spacious and inviting. The primary bedroom is a true retreat, complete with a spacious closet and a private ensuite featuring double sinks and a walk-in shower. A generous second bedroom and a full four-piece bathroom make this home ideal for guests, a growing family, or a dedicated home office. You'll also appreciate the convenience of one underground parking space with a storage locker located directly behind it (second surface parking available through condo board application, subject to availability), making everyday living that much easier. Whether you're a first-time buyer, down sizer, or simply looking for low-maintenance living without compromising on space or style, this penthouse checks all the boxes. Located close to parks, shopping, restaurants, transit, the highway, and everything Milton has to offer, this is a rare opportunity to enjoy elevated condo living in a prime location. Updates: Laminate Flooring 2026, Thermostat/ Range Hood/ Kitchen & Bathrooms updated 2025, Dishwasher 2024, Clothes Washer & Dryer 2023, Fridge 2022

1470 Main Street E Unit 411, Milton
$399,900
1 Beds ⋅ 1 Baths ⋅ W13525460 MLS
TOP 5 REASONS TO BUY THIS UNIT! 1. Incredible value for over 600 sq ft. There's lots of room in this unit! 2. Great east side location with easy access to 401/407. (No dealing with in-town traffic) 3. Private Balcony 4. Property taxes and Maintenance Fees already assigned. 5. Underground parking and in suite laundry. Welcome to your ideal urban retreat! This IMPECCABLY MAINTAINED one-bedroom condo embodies contemporary living, designed for those who value both aesthetics and practicality. Upon entering, you'll be greeted by a flood of natural MORNING SUNSHINE that brightens the open-concept living area, showcasing the inviting decor and chic finishes throughout. The modern kitchen features STAINLESS STEEL appliances and plenty of cabinet space, making it a dream for any culinary enthusiast. The expansive living room effortlessly transitions into a charming dining nook, ideal for hosting friends or enjoying a peaceful evening at home. Step outside to your PRIVATE BALCONY-free from walkways-where you can relish the views, making it the perfect spot for your morning coffee or evening relaxation. The generously sized bedroom includes a spacious closet. Additionally, this condo offers one coveted UNDERGROUND PARKING space, with optional surface parking available, ensuring both convenience and peace of mind. Nestled in a highly convenient area, you'll be just moments away from trendy cafes, boutique shops, and essential services. Public transportation and major highways are easily accessible, simplifying your daily commute. The LOW CONDO FEES OF $384.66 INCLUDE WATER and provide access to a party room and fitness center. Don't miss this rare chance to reside in a stylish east-side condo, perfectly positioned for commuters and shoppers while avoiding the hustle and bustle of traffic. This property truly ticks all the boxes!

1360 Main Street E Unit 304, Milton
$497,000
2 Beds ⋅ 1 Baths ⋅ W13457204 MLS
This very desirable 2 bedroom in Milton's popular Dempsey neighbourhood! This spacious & fantastic floor plan of open concept living space is suitable for young professionals, small families, or down-sizers. Freshly painted throughout! Features completely new Custom Kitchen(July 2024) with custom backsplash, oversized quartz countertop & Breakfast bar. All newer (2024) stainless steel Smart Samsung kitchen appliances, including Fridge with built-in water line dispenser & ice maker! Added waterline shut-off valves under kitch & bathroom sinks. All new waterproof quality Laminate flooring and updated bathroom (2024). Upon entrance there is closet with ample storage space. The Primary bedroom boasts lots of natural light and a large closet. The 2nd bedroom (or office) has plenty of space, Large double closet and natural window light. In-suite Laundry Closet w/Smart Samsung washer (2025) & Dryer. One underground parking, storage locker unit. NOTE: 1 additional surface parking space is available upon applying for Parking permit from condo corporation. Other Building amenities include use & access to Large separate clubhouse and fitness centre. This prime location offers ease and convenience to the HWY 401, nature trails, schools, shopping and more, it's ideal for commuters, families and outdoor enthusiasts.

1380 Main Street E Unit 303, Milton
$560,000
2 Beds ⋅ 2 Baths ⋅ W13428686 MLS
Beautiful and spacious 1013 sqft end-unit 'Windsor' model offering 2 bedrooms, 2 bathrooms, and plenty of thoughtfully designed living space. Complete with 1 owned underground parking spot (additional parking spot available for use), 1 locker, additional tenant parking, and ample visitor parking. This bright unit features a large open-concept living and dining area, ideal for both everyday living and entertaining. The eat-in kitchen is equipped with stainless steel appliances and offers a walkout to a private west-facing balcony-perfect for enjoying evening sunsets. The primary bedroom includes a private ensuite bathroom, while the second bedroom is generously sized and conveniently located near the main bath, making the layout ideal for guests, roommates, or a home office. Professionally painted (March 2026) with new luxury vinyl flooring (March 2026) and no carpet throughout, this unit is truly move-in ready. Additional highlights include in-suite laundry, Hunter Douglas window coverings, and an abundance of natural light throughout. Residents enjoy access to a well-maintained complex featuring a gym and clubhouse, providing added space for recreation and gatherings. Perfect for end users or investors alike. Unbeatable location - 2.2 km to Milton GO, 450 m to James Snow Parkway, 1.1 km to Hwy 401, 1.1 km to FirstOntario Arts Centre, Milton Public Library, and Dempsey Neighbourhood Park, 3.2 km to Milton Mall, 3.3 km to downtown Milton, 6.3 km to Milton District Hospital, and just a 9-minute drive to Toronto Premium Outlets. Surrounded by grocery stores, shops, and everyday conveniences.

1350 Main Street E Unit 301, Milton
$499,900
2 Beds ⋅ 1 Baths ⋅ W13419434 MLS
Welcome Home to 1370 Main St in Milton! This 2 bedroom, 1 bath unit is VALUE ALL DAY!! Located in a Highly Coveted Neighbourhood in Milton, this unit shines! A Well Laid out split bedroom style with a functional and open concept layout. Two Great sized bedrooms and unobstructed North Views of the Park! The Chef Inspired Kitchen overlooks the Living Room and features stainless steel appliances. A Great location that is steps to Shopping, Transit, the Milton GO Station, Schools, Parks, and Major Highways! A Must See Unit that presents great value in todays market!! PRICED TO SELL!!

1370 Main Street E Unit 309, Milton
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