1029 - DE Dempsey Homes under $1 million

1029 - DE Dempsey Homes under $1 million

Welcome to the charming neighborhood of 1029 - DE Dempsey, nestled in the vibrant city of Milton, Ontario. This picturesque community is a hidden gem, offering a perfect blend of suburban tranquility and modern conveniences. With its tree-lined streets and friendly atmosphere, Dempsey is ideal for families, young professionals, and retirees alike.

One of the standout features of this neighborhood is its diverse selection of homes, many of which are available for under $1 million. Whether you're searching for a cozy townhouse, a spacious single-family home, or a contemporary condo, Dempsey has something to suit every taste and budget. These homes often boast modern finishes, open-concept layouts, and ample outdoor spaces, making them perfect for entertaining or simply enjoying a peaceful evening at home.

Dempsey is also well-equipped with amenities that cater to your lifestyle. Residents can enjoy nearby parks, walking trails, and recreational facilities, ensuring that outdoor enthusiasts have plenty of opportunities to stay active. The neighborhood is conveniently located close to shopping centers, schools, and public transport, making daily errands and commuting a breeze.

Community spirit thrives in Dempsey, with various local events and activities fostering connections among neighbors. Whether you're attending a farmer's market, participating in community clean-up days, or enjoying seasonal festivals, there's always something happening to bring residents together.

If you're looking for a welcoming community with affordable housing options, 1029 - DE Dempsey is the perfect place to call home. Discover the charm and convenience of this delightful neighborhood today!

Newest 1029 - DE Dempsey Homes under $1 million

1015 Borden Lane, Milton
$920,000
4 Beds ⋅ 3 Baths ⋅ W13850350 MLS
Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom corner-lot semi-detached home in the highly sought-after Dempsey neighbourhood of Milton. Thoughtfully cared for and tastefully refreshed, this move-in-ready home offers the perfect blend of style, comfort, and convenience for today's family.Step inside to discover a bright, airy interior featuring **fresh paint throughout-including the walls, ceilings, trim, windows, front door, and garage - **giving the entire home a crisp, modern feel. The home has also been professionally deep cleaned, allowing you to move in and immediately enjoy everything it has to offer.The main floor boasts a spacious open-concept layout with hardwood flooring, abundant natural light, and seamless flow between the living, dining, and family spaces. The contemporary kitchen is complete with quartz countertops, stainless steel appliances, ample cabinetry, a breakfast bar, and overlooks the inviting family room featuring a cozy fireplace-perfect for everyday living and entertaining.Walk out to your private backyard deck, an ideal space for summer barbecues, morning coffee, or relaxing evenings with family and friends.Upstairs offers four spacious bedrooms and beautifully maintained bathrooms. Complete with a 1-car garage, 2-car driveway, and ideally located close to schools, parks, shopping, restaurants, Milton GO Station, and Highway 401. A fantastic opportunity to own a beautifully maintained family home in an unbeatable location!

1015 Borden Lane, Milton
1050 Main Street E Unit 114, Milton
$499,000
2 Beds ⋅ 1 Baths ⋅ W13843362 MLS
HOME SWEET HOME - Welcome to the Prestigious Art on Main, where luxury meets lifestyle in this amazing layout of 744 square foot ground-floor residence. This 1+1 Bed is really like a 2 Bedroom place. The second room is very spacious and can be used as another bedroom or as your home office. This home has a rare privilege of direct outdoor access with a private large walkout patio having a gas hook for your very own BBQ unlike other units. A great addition for dining and entertaining. Carpet free through out, 10-foot ceilings and floor-to-ceiling south-facing windows with discreet privacy film bathe the space in natural light, complementing the beautiful open-concept design. The king-sized primary bedroom with a spacious layout. The enclosed den ideal as a second bedroom or executive home office. A chef inspired kitchen features quartz countertops, premium stainless-steel appliances, and a refined hardware. Custom-built dry bar with a stunning walnut waterfall counter and built-in beverage chiller. Upgrades include in-suite laundry, designer lighting, and a spa-like 4-piece bathroom. High end executive style amenities, including a pet spa, guest suites, heated outdoor pool, steam room, state-of-the-art fitness centre, rooftop terrace, library, events room with chef's kitchen, party lounge, games room, and ample visitor parking. Perfectly positioned across from the Milton Public Library and mere minutes from the GO Station, top-rated schools, parks, boutique shops, restaurants, hospital, and major highways. This exquisite suite offers an a blend of convenience, comfort, and contemporary luxury that you don't want to miss !

1050 Main Street E Unit 114, Milton
1491 Maple Avenue Unit 311, Milton
$695,000
3 Beds ⋅ 2 Baths ⋅ W13823218 MLS
Welcome to this 1,240 sq.ft. beautifully updated 3-bedroom, 2-bathroom condo offering the perfect blend of style, comfort, & convenience for low maintenance living. Step inside to discover a bright & spacious open concept living & dining area with new flooring throughout. The heart of this home is a newly renovated eat-in kitchen featuring granite countertops, stylish backsplash, sleek stainless steel appliances & ample cabinetry - ideal for home cooks & families alike! Enjoy your morning coffee or unwind at the end of the day on the oversized private balcony. Retreat to 3 generous bedrooms, including a primary suite with its own full bathroom, while a second full bathroom provides convenience for guests & family. In-suite laundry, forced air gas heat, A/C & wired for Bell Fibe plus 1 owned underground parking spot & storage locker for added convenience. Located in the vibrant, sought-after Dempsey neighborhood, this condo is just minutes from highway 401, the GO station, top-rated shopping, dining, schools & parks - offering everything you need right at your doorstep. Access to club house w/ party room, underground car wash & gym on-site. Don't miss this opportunity to own a stylish, move-in-ready home in an unbeatable location!

1491 Maple Avenue Unit 311, Milton
1380 Main Street E Unit 210, Milton
$579,100
2 Beds ⋅ 2 Baths ⋅ W13822814 MLS
Welcome to this beautifully updated Corner Unit , offering approximately 1,020 sq. ft. ofbright, functional living space in a highly sought-after, commuter-friendly community. Thiswell-maintained 2-bedroom, 2-bathroom home features an open-concept layout with large windowsthat fill the space with natural light.Recent updates include new flooring throughout (2020), tile flooring in the kitchen and frontentrance, modern kitchen cabinets (2019), newer kitchen appliances (2019), an updated sink andtoilet in the second bathroom, and new laundry machines (2025) with warranty.Ideally located just a short walk to the GO Station and less than 3 minutes to Highway 401,this home offers exceptional convenience for commuters. Enjoy being within walking distance toparks, schools, shopping, restaurants, Go Station and other everyday amenities.Whether you're a first-time home buyer, downsizer, or investor, this move-in-ready home offersoutstanding value, comfort, and location. Don't miss this fantastic opportunity to own abeautifully updated home in a desirable neighbourhood!

1380 Main Street E Unit 210, Milton
1487 Maple Avenue Unit 401, Milton
$599,900
2 Beds ⋅ 2 Baths ⋅ W13820572 MLS
Upscale 2-bedroom, 2-bathroom top floor condo in the heart of Milton. This stylish unit features a high ceilings open-concept layout, A large roomy kitchen with a breakfast counter and contemporary cabinetry and ensuite laundry. Combined living/dining room features a gas fireplace. Two spacious bedrooms and two full bathrooms. One indoor parking included. Enjoy your morning coffee on your private terrace. Building offers nice amenities: party room and gym. Located just minutes from shopping, dining, parks, and public transit, this condo offers the best of urban living with easy access to all of Milton's amenities.

1487 Maple Avenue Unit 401, Milton
1471 Maple Avenue Unit 302, Milton
$499,000
2 Beds ⋅ 2 Baths ⋅ W13820386 MLS
Welcome to this beautifully maintained 1,057 sq. ft. condo in a highly desirable, family-friendly Milton location near James Snow Pkwy and Main St E. Enjoy easy access to Highway 401 and Milton GO Station, with shopping, restaurants, schools, parks, Walmart, and Real Canadian Superstore all just minutes away. The spacious open-concept layout offers comfortable living and dining areas, a modern kitchen with black appliances and breakfast bar, and a private balcony perfect for enjoying your morning coffee or evening outdoors.The generous primary bedroom features a large closet and private 4-piece ensuite, while the spacious second bedroom is ideal for a child, guest room, roommate, or home office. The unit also includes in-suite full-size laundry, an additional 3-piece bathroom, owned underground parking, and a private storage locker. Residents enjoy access to a fitness centre, spacious party/amenity room, and underground car wash. With water included in the condo fees, this is an excellent opportunity for first-time buyers, downsizers, or investors looking for a spacious, well-maintained home in a convenient and growing Milton community.

1471 Maple Avenue Unit 302, Milton
1155 Davis Lane, Milton
$929,000
4 Beds ⋅ 4 Baths ⋅ W13819440 MLS
Welcome to this spacious and beautifully maintained semi-detached home in the desirable community of Milton. Offering an ideal blend of comfort, functionality, and versatile living space, this home is perfect for families, first-time buyers, or those looking for additional space to grow. The main level features a bright and inviting layout with generous principal rooms, providing plenty of room for both everyday living and entertaining. The spacious primary bedroom offers a private retreat complete with a 4-piece ensuite, while the additional bedrooms are generously sized and offer excellent flexibility for family, guests, or a home office. The finished basement adds valuable living space and offers endless possibilities for a recreation room, home gym, office, media area, or guest accommodations. With an additional bathroom, the lower level is both practical and versatile. Located in a sought-after Milton neighbourhood close to parks, schools, shopping, restaurants, transit, and major commuter routes, this home offers the perfect combination of space, convenience, and community. A fantastic opportunity to make this spacious Milton home your own!

1155 Davis Lane, Milton
1471 Maple Avenue N Unit 110, Milton
$399,000
1 Beds ⋅ 1 Baths ⋅ W13803982 MLS
Welcome to this beautifully Freshly painted and Upgraded one-bedroom condo located in the vibrant Dempsey neighbourhood of Milton. Offering over 650 sq ft of functional living space, this home is ideal for first-time buyers, commuters, or investors. The kitchen features dark, elegant cabinetry and generous storage. The bright open-concept layout flows into a spacious living area with a walk-out to a private balcony looking over a greenery open space with a pot lights with a droop ceiling all over the living room, and upgraded light fixture with smart light switch. The primary bedroom includes a large closet and ample natural light. A full 3-piece bathroom and in-suite laundry add comfort and convenience. This well-managed building offers excellent amenities including a gym, party room/club house and visitor parking. The Maple Crossing Condominiums Sought After By Commuters & Those Seeking Convenience At Their Doorstep. You'll Be Down The Street From Hwy 401, Milton Go, Starbucks, Restaurants, Milton Cineplex Theater, Grocery Stores & More. This Ground-Floor Unit Provides Convenient Outside Access & A Private Balcony, You'll Enjoy All The Extras Here, Underground Parking With Car Wash Bays, A Separate Storage Locker - Great For All Of Your Seasonal Belongings, This Is A Wonderful Opportunity & Overall Tremendous Value For Anyone Downsizing, Investing, Or First-Time Buyers Looking For Affordable Real Estate. We're Delighted To Present You To 1471 Maple Ave & Welcome You To Visit Today!

1471 Maple Avenue N Unit 110, Milton
1460 Main Street E Unit 412, Milton
$419,000
2 Beds ⋅ 1 Baths ⋅ W13783270 MLS
Welcome to Penthouse Suite 412 at 1460 Main Street East in the highly desirable Dempsey neighbourhood of Milton. This bright and beautifully upgraded 1-bedroom plus den, 1-bathroom condo offers 810 sq. ft. of stylish, open-concept living space with soaring 10-foot ceilings and expansive windows that fill the home with natural light. The spacious kitchen is a standout feature, boasting granite countertops, stainless steel appliances, abundant cabinetry, generous counter space, and a full-size washer and dryer (new in 2026), making it perfect for everyday living and entertaining. The versatile den is ideal as a home office, guest room, nursery, or creative space, providing flexibility to suit your lifestyle. This exceptionally clean, move-in-ready penthouse includes one owned underground parking space and a large, temperature-controlled locker. Owners also have access to a second surface parking space through the building's tag system (first come, first served, subject to property management approval).Residents enjoy excellent amenities, including a fitness centre, party room with a full kitchen, car wash, visitor parking, and beautifully maintained common areas. Ideally located close to shopping, restaurants, schools, parks, walking trails, public transit, the Milton GO Station, and with quick access to Highways 401 and 407, this home offers outstanding convenience for commuters and families alike. Whether you're a first-time buyer, downsizer, or investor, this rare penthouse suite presents an exceptional opportunity to own a beautifully maintained home in one of Milton's most convenient and sought-after communities.

1460 Main Street E Unit 412, Milton
1340 Main Street E Unit 113, Milton
$549,900
2 Beds ⋅ 2 Baths ⋅ W13752974 MLS
Welcome to 1340 Main Street #113 - a beautifully renovated 2-bedroom, 2-bathroom suite offering 1,184 sq. ft. of bright, comfortable living space in a peaceful first-floor private wing location. Thoughtfully updated throughout, this spacious unit features a bright open-concept layout, freshly painted interiors, and large windows with California shutters that fill the home with natural light. The renovated kitchen showcases brand-new appliances, quartz countertops, and a custom backsplash, seamlessly connecting to the dining and living areas. Both bedrooms are generously sized, with two full bathrooms offering added convenience. Enjoy your own private outdoor space with two separate terraces, perfect for morning coffee or relaxing outdoors. Additional highlights include an ensuite laundry room, dedicated storage locker, and two parking spaces - one garage parking space plus one surface parking permit. The first-floor private wing location offers a quiet setting with added peace and privacy. Ideally situated close to everyday amenities, shopping, dining, parks, schools, major highways, and Milton GO, providing convenient access to commuter routes and the GTA. A move-in-ready opportunity offering space, style, privacy, and an unbeatable combination of convenience and accessibility. Book your private showing today!

1340 Main Street E Unit 113, Milton
276 Fitzgerald Crescent, Milton
$889,900
3 Beds ⋅ 4 Baths ⋅ W13747818 MLS
Prime location! One of the biggest highlights of this home is the unbeatable convenience it offers - situated just steps from a major shopping plaza with restaurants, grocery stores, cafés, banks, pharmacies, fitness, and everyday amenities within walking distance. Enjoy easy access to popular nearby destinations including Boston Pizza, Longo's, Home Depot, Tim Hortons, Starbucks, LA Fitness, Cineplex and much more. Perfect for families and busy professionals seeking a highly walkable lifestyle in one of Milton's most convenient neighborhoods. Close to schools, parks, transit, and highway 401. Stunning outdoor living! Seamless walk-out deck features an included premium hardtop gazebo with privacy curtains and custom lighting - the ultimate summer lounge!

276 Fitzgerald Crescent, Milton
1110 DAVIS Lane, Milton
$949,000
4 Beds ⋅ 4 Baths ⋅ W13734364 MLS
Welcome to this beautifully updated semi-detached home in a convenient central Milton location, offering 3 bedrooms, 2.5 bathrooms, a bonus upper-level family room, plus a finished 1-bedroom basement apartment with separate entrance and separate laundry $1500 Rent . The home features oak engineered hardwood flooring throughout, fresh paint, updated light fixtures and pot lights in the living and upper family rooms. The refreshed eat-in kitchen showcases quartz countertops, refinished cabinetry with new hardware and updated appliances including fridge, stove and dishwasher. Upstairs, the spacious primary bedroom offers a full ensuite, double closets and laundry. Major updates include upper-level triple-pane windows (2020), roof (2018). Enjoy direct garage access, parking for 4 cars, a backyard patio with storage shed and quick access to Hwy 401. Ideally located within walking distance to GO Transit, recreation centre, arena, library, arts centre, shopping and everyday amenities. A move-in-ready home offering space, upgrades and excellent flexibility for today's family!

1110 DAVIS Lane, Milton
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