1029 - DE DempseyMiltonHalton

Toronto Homes & Condos for Sale | RE/MAX Plus City Team1029 - DE Dempsey
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  • 107 1390 Main Street E in Milton: 1029 - DE Dempsey Condo Apartment for sale : MLS®# W14098514

    107 1390 Main Street E 1029 - DE Dempsey Milton L9T 7S9
    OPEN HOUSE: Oct 25, 2026
    01:00 PM - 03:00 PM EDT
    Open House on Sunday, October 25, 2026 1:00PM - 3:00PM
    Main Photo: 107 1390 Main Street E in Milton: 1029 - DE Dempsey Condo Apartment for sale : MLS®# W14098514

    107 1390 Main Street E Milton L9T 7S9 1029 - DE Dempsey

    $455,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W14098514
    Bedrooms:
    2
    Bathrooms:
    1
    Welcome to Bristol on Main Condominiums! Ground floor unit facing park with a park view. Walk out patio from kitchen. BBQ allowed. Breakfast style countertop. This is a well-established mid-rise condo community located in the Dempsey neighbourhood of Milton. Built by Sutherland Development and completed around 2012, amenities include: A Gym, The buildings share a central rec centre where residents enjoy access to a party/social room with kitchen and fireplace, fitness/exercise room and visitor parking. Den can be used as a second bedroom and is currently being used as one. An extra surface parking spot is available at no extra cost from management.Plenty of visitor parking. Minutes to HWY 401, transit at your door step. * NOTE * Unit is wheelchair accessible, wide doors on main level units. More details
    Listed by RE/MAX PROFESSIONALS INC.
    LISTING DETAILS

  • 302 1471 Maple Avenue in Milton: 1029 - DE Dempsey Condo Apartment for lease : MLS®# W14097232

    302 1471 Maple Avenue 1029 - DE Dempsey Milton L9T 0B4
    Main Photo: 302 1471 Maple Avenue in Milton: 1029 - DE Dempsey Condo Apartment for lease : MLS®# W14097232

    302 1471 Maple Avenue Milton L9T 0B4 1029 - DE Dempsey

    $2,650
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    W14097232
    Bedrooms:
    2
    Bathrooms:
    2
    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. More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS

  • 1014 1050 Main Street E in Milton: 1029 - DE Dempsey Condo Apartment for lease : MLS®# W14094474

    1014 1050 Main Street E 1029 - DE Dempsey Milton L9T 9M3
    Main Photo: 1014 1050 Main Street E in Milton: 1029 - DE Dempsey Condo Apartment for lease : MLS®# W14094474

    1014 1050 Main Street E Milton L9T 9M3 1029 - DE Dempsey

    $2,950
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    W14094474
    Bedrooms:
    3
    Bathrooms:
    2
    Luxurious Fully Furnished 2 Bedroom + Den In Desirable Boutique Building "Art On Main". 10th Floor Suite With Breathtaking Views. Walk Out To Balcony With Views Of The Escarpment! Great Location! Superb Floor Plan-Bright & Spacious. Large Open Concept Living Room, Dining Room & Kitchen. Gourmet Kitchen Features Quartz Counters With Breakfast Bar & Stainless Steel Appliances. Spacious Primary With 4Pce Ensuite. 2 Bathrooms. One Parking Space + Locker. Fabulous Amenities - Gym, Party Room, Rooftop Terrace, Outdoor Pool. Close To Shopping, Parks, Transit & Highways - Walking Distance To Go Train! More details
    Listed by THE MARKET REAL ESTATE INC.
    LISTING DETAILS

  • 401 1491 Maple Avenue in Milton: 1029 - DE Dempsey Condo Apartment for sale : MLS®# W14094342

    401 1491 Maple Avenue 1029 - DE Dempsey Milton L9T 0B8
    OPEN HOUSE: Oct 25, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 25, 2026 2:00PM - 4:00PM
    Main Photo: 401 1491 Maple Avenue in Milton: 1029 - DE Dempsey Condo Apartment for sale : MLS®# W14094342

    401 1491 Maple Avenue Milton L9T 0B8 1029 - DE Dempsey

    $549,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W14094342
    Bedrooms:
    2
    Bathrooms:
    2
    A stunning corner unit with an abundance of light, wonderful view and a vaulted ceiling are what seperates this unit from other condo in Milton! This Windsor model features approximately 1,020 sq ft of beautifully updated living space. This bright 2-bedroom, 2-bathroom 4th-floor unit features soaring 12-ft vaulted ceilings and has a wonderful spacious open concept floor plan and even features a cozy gas fireplace and high-end birch laminate flooring. The newly updated kitchen (2026) has new quartz counters, upgraded cabinetry, stainless steel appliances, and breakfast bar seating for four. Generous bedrooms with California shutters; primary includes a 4-piece ensuite. Additional features: ceramic flooring in entry and baths, upgraded baseboards. BONUS - enjoy peaceful pond views from your private terrace-perfect for morning coffee or evening unwind. This complex is very well-maintained and the building is quiet - amenitities include an exercise room, party room, and ample visitor parking. More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
    LISTING DETAILS

  • 1311 Cartmer Way in Milton: 1029 - DE Dempsey House for sale : MLS®# W14094118

    1311 Cartmer Way 1029 - DE Dempsey Milton L9T 6J9
    OPEN HOUSE: Oct 25, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, October 25, 2026 2:00PM - 4:00PM
    Main Photo: 1311 Cartmer Way in Milton: 1029 - DE Dempsey House for sale : MLS®# W14094118

    1311 Cartmer Way Milton L9T 6J9 1029 - DE Dempsey

    $850,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W14094118
    Bedrooms:
    3
    Bathrooms:
    3
    Beautifully Updated End-unit Family Home. Welcome to this beautifully-updated family home, offering a warm and inviting layout with quality upgraded finishes throughout. The updated eat-in kitchen boasts beautiful new cabinetry, elegant quartz countertops and ample space for a large family table, making it the perfect spot for everyday meals and casual gatherings. The spacious living room offers a welcoming atmosphere, enhanced by a cozy gas fireplace and hardwood flooring, while providing plenty of room for a separate formal dining area-ideal for entertaining family and friends. A convenient two-piece powder room is located just off the main entrance, adding to the home's thoughtful layout and everyday functionality. Upstairs, the primary bedroom offers a large walk-in closet and a beautiful ensuite bathroom complete with relaxing soaker tub, separate glass-enclosed shower, and upgraded granite countertop. The second and third bedrooms are both generous with ample closet space and large windows. The additional upstairs bathroom has been beautifully finished with a bathtub with glass shower enclosure, modern vanity and attractive flat off-white tiles, creating a clean and contemporary look. The basement boasts a wonderful family room, and ample storage room for all your family needs. Step outside to enjoy the fully-fenced backyard, perfect for families, pets and outdoor entertaining. A spacious deck provides the ideal spot for your BBQ and summer gatherings, while the beautiful tiled walkway creates an attractive entrance into the backyard. More details
    Listed by Royal LePage Meadowtowne Realty Inc., Brokerage and ROYAL LEPAGE MEADOWTOWNE REALTY
    LISTING DETAILS

  • 312 1050 Main Street E in Milton: 1029 - DE Dempsey Condo Apartment for lease : MLS®# W14094068

    312 1050 Main Street E 1029 - DE Dempsey Milton L9T 9M3
    Main Photo: 312 1050 Main Street E in Milton: 1029 - DE Dempsey Condo Apartment for lease : MLS®# W14094068

    312 1050 Main Street E Milton L9T 9M3 1029 - DE Dempsey

    $2,100
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    W14094068
    Bedrooms:
    1
    Bathrooms:
    1
    Bright and spacious 1-bedroom, 1-bathroom condo situated in the heart of downtown Milton's bustling business district. Set within a well-maintained and secure building, this unit offers a comfortable and modern living experience. The open-concept design seamlessly integrates the living, dining, and kitchen areas ideal for everyday living and entertaining. Large windows flood the space with natural light and provide open, unobstructed views, creating a warm and inviting ambiance.Residents enjoy a range of premium amenities including an outdoor pool, fitness centre, guest suites, party and meeting rooms, visitor parking, and concierge service. Located in a highly desirable neighbourhood, you're within walking distance to the library, community centre, grocery stores, and major roads, with quick access to Highway 401 for a smooth commute. This condo delivers the perfect blend of comfort, convenience and location. More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS

  • 102 1479 Maple Avenue in Milton: 1029 - DE Dempsey Condo Apartment for sale : MLS®# W14086952

    102 1479 Maple Avenue 1029 - DE Dempsey Milton L9T 0B5
    Main Photo: 102 1479 Maple Avenue in Milton: 1029 - DE Dempsey Condo Apartment for sale : MLS®# W14086952

    102 1479 Maple Avenue Milton L9T 0B5 1029 - DE Dempsey

    $549,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W14086952
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome to 1479 Maple Avenue, where condo living meets the feel of your own private retreat. This rarely offered 2-bedroom, 2-bathroom suite boasts over 1,000 square feet of stylish, carpet-free living with direct walk-out access to green space, no elevators, no stairs, just effortless indoor-outdoor living. Perfect for pet owners, young families, or downsizers, enjoy the convenience of stepping right outside from your kitchen to open green space, ideal for morning coffee, kids at play, or your furry companion. Plus, no direct neighbours looking in means added privacy you don't often find in condo living. Inside, you'll find new laminate flooring throughout, updated bathrooms with modern vanities and flooring, and new window coverings that complete the fresh, move-in-ready feel. Love to entertain? BBQ with ease just steps from your door, or take advantage of the spacious party room located right across the green space. Stay active with access to the building gym, and enjoy the convenience of ample visitor parking, your own dedicated parking space, and a private locker. This is the one buyers wait for, easy living, exceptional layout, and a lifestyle upgrade all in one. Don't miss it! More details
    Listed by RE/MAX REAL ESTATE CENTRE INC.
    LISTING DETAILS

  • 112 1380 Main Street E in Milton: 1029 - DE Dempsey Condo Apartment for sale : MLS®# W14086898

    112 1380 Main Street E 1029 - DE Dempsey Milton L9T 0R3
    Main Photo: 112 1380 Main Street E in Milton: 1029 - DE Dempsey Condo Apartment for sale : MLS®# W14086898

    112 1380 Main Street E Milton L9T 0R3 1029 - DE Dempsey

    $625,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W14086898
    Bedrooms:
    3
    Bathrooms:
    2
    Rarely Available Ground-Floor Suite In The Sought-After Bristol On Main - And It's Never Looked Better! Great Price To Enjoy The Feel Of A Bungalow But With Condo Lifestyle Peace Of Mind. This Bright And Spacious 'Stanford' Model Offers Approximately 1,350 Sq. Ft. Of Carpet-Free Living Space, Freshly Painted Throughout With A Brand New Kitchen Countertop And Updated Finishes That Make This Unit Truly Move-In Ready. The Open-Concept Living And Dining Area Is Generously Sized And Flows Seamlessly Into A Gorgeous Modern Kitchen Featuring A Breakfast Bar, Stainless Steel Appliances, Large Pantry, And Walkout To A Private Patio. Three Well-Proportioned Bedrooms Thoughtfully Laid Out - With The Primary Suite Positioned At The Opposite End Of The Unit From The Additional Bedrooms, Offering A Welcome Sense Of Privacy. The Primary Features A 4-Piece Ensuite And His & Hers Closets. A Second Full Bathroom Serves The Remaining Bedrooms With Ease. Ensuite Laundry, One Exclusive Locker, And Two Owned Underground Parking Spots Round Out This Exceptional Offering. Building Amenities Include An Exercise Room, Party/Meeting Room, Car Wash, Bbqs Allowed, And Ample Visitor Parking. Pets Permitted With Restrictions. Steps To Shops, Restaurants, Community Rec Centre, And Transit - With Quick Access To Hwy 401 And Moments To "Main St." Milton. Ideal For First-Time Buyers, Downsizers, Small Families, Or Investors. Quality Ownership Throughout - This One Won't Last! More details
    Listed by RE/MAX PREMIER INC.
    LISTING DETAILS

  • 309 1460 Main Street E in Milton: 1029 - DE Dempsey Condo Apartment for lease : MLS®# W14085972

    309 1460 Main Street E 1029 - DE Dempsey Milton L9T 8W5
    Main Photo: 309 1460 Main Street E in Milton: 1029 - DE Dempsey Condo Apartment for lease : MLS®# W14085972

    309 1460 Main Street E Milton L9T 8W5 1029 - DE Dempsey

    $2,475
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    W14085972
    Bedrooms:
    1
    Bathrooms:
    1
    If you've been searching for a condo that doesn't compromise on space or location, this is one worth seeing! Welcome to The Courtyards on Main, where this exceptionally spacious 1-bedroom plus den suite offers approximately 940 sq. ft. of living space, making it the largest 1+1 layout in the building. Unlike many modern condos, there's room here to live, work and entertain. The versatile den even features its own walk-in closet, providing valuable additional storage and flexibility for a home office or guest space. One underground parking space and a separate storage locker are also included. Residents enjoy access to a fitness centre, party room, car wash facilities and visitor parking. The location is another major advantage! Situated in Milton's convenient Dempsey neighbourhood, you're just minutes from restaurants, grocery stores, shopping, cafés, parks and everyday essentials. Commuters will appreciate the proximity to Milton GO Station, public transit, James Snow Parkway and Highway 401, with Highway 407 also easily accessible. More space, more convenience and a location that makes everyday living easier. Welcome home! NOTE: Some photos have been virtually staged for your viewing pleasure! More details
    Listed by CENTURY 21 MILLER REAL ESTATE LTD.
    LISTING DETAILS

  • 206 1491 Maple Avenue in Milton: 1029 - DE Dempsey Condo Apartment for lease : MLS®# W14080426

    206 1491 Maple Avenue 1029 - DE Dempsey Milton L9T 0B8
    Main Photo: 206 1491 Maple Avenue in Milton: 1029 - DE Dempsey Condo Apartment for lease : MLS®# W14080426

    206 1491 Maple Avenue Milton L9T 0B8 1029 - DE Dempsey

    $2,100
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    W14080426
    Bedrooms:
    2
    Bathrooms:
    1
    Welcome to Milton's mid-rise condo communities in the Dempsey neighborhood. This 1-bedroom plus den condo offers an open concept functional living space well-laid-out floor plan. The kitchen is both practical with a breakfast bar. Double glass doors leading to a covered balcony. Maple Crossing offers a friendly community atmosphere with excellent amenities, including a full gym, party room, visitor parking, an elevator, and a car wash bay in the underground garage. Condo fees include water, building insurance, and amenities. The location is hard to beat only 2 minutes to the Highway 401 entrance, close to Milton GO, and surrounded by coffee shops, restaurants, grocery stores, parks and everyday essentials. More details
    Listed by RE/MAX EXPERTS
    LISTING DETAILS

  • 302 1471 Maple Avenue in Milton: 1029 - DE Dempsey Condo Apartment for sale : MLS®# W14034120

    302 1471 Maple Avenue 1029 - DE Dempsey Milton L9T 0B4
    Main Photo: 302 1471 Maple Avenue in Milton: 1029 - DE Dempsey Condo Apartment for sale : MLS®# W14034120

    302 1471 Maple Avenue Milton L9T 0B4 1029 - DE Dempsey

    $569,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W14034120
    Bedrooms:
    2
    Bathrooms:
    2
    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, down-sizers, or investors looking for a spacious, well-maintained home in a convenient and growing Milton community. More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS

  • 414 1483 Maple Avenue in Milton: 1029 - DE Dempsey Condo Apartment for sale : MLS®# W14032348

    414 1483 Maple Avenue 1029 - DE Dempsey Milton L9T 0B6
    Main Photo: 414 1483 Maple Avenue in Milton: 1029 - DE Dempsey Condo Apartment for sale : MLS®# W14032348

    414 1483 Maple Avenue Milton L9T 0B6 1029 - DE Dempsey

    $625,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W14032348
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to Maple Crossing Condos, located in a family-friendly neighbourhood in Milton! This beautifully maintained 1,275 sq. ft. top-floor condo offers a wonderful combination of comfort, space, and convenience. Move-in ready and thoughtfully designed, this bright and spacious suite features an inviting open-concept layout with soaring vaulted ceilings and an abundance of windows that fill the home with natural light.The well-appointed kitchen offers ample cabinetry and plenty of storage, overlooking a generous dining area-perfect for everyday family meals and entertaining guests. The cozy living room features a charming gas fireplace and large windows showcasing peaceful views of the surrounding open green space, creating a warm and relaxing atmosphere.The spacious primary bedroom offers a private retreat complete with a walk-in closet and a 3-piece ensuite. The additional bedroom + den are generously sized, featuring lovely east-facing views and versatile space for family members, guests, or a home office. Ideally situated close to schools, parks, scenic walking trails, shopping, and everyday amenities, this fantastic location offers the perfect balance of peaceful living and urban convenience. Just minutes from Milton GO Station with easy access to major highways, commuting is a breeze. A wonderful opportunity to enjoy spacious, condo living in one of Milton's established communities. Welcome home! More details
    Listed by RE/MAX REALTY SPECIALISTS INC.
    LISTING DETAILS
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Data was last updated October 20, 2026 at 11:15 PM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.
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This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.