1029 - DE DempseyMiltonHalton

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  • 146 165 Hampshire Way in Milton: 1029 - DE Dempsey House for lease : MLS®# W14122874

    146 165 Hampshire Way 1029 - DE Dempsey Milton L9T 8M7
    Main Photo: 146 165 Hampshire Way in Milton: 1029 - DE Dempsey House for lease : MLS®# W14122874
    $2,850
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    W14122874
    Bedrooms:
    2
    Bathrooms:
    2
    Modern Freehold Townhome for Lease in Prime Milton LocationStep into comfort and style in this beautifully maintained 2-bedroom freehold townhome, ideally located in one of Milton's most desirable neighbourhoods.Featuring 9-foot ceilings, hardwood and laminate flooring, and a bright, open-concept layout, this home offers the perfect blend of comfort, functionality, and elegance.The chef-inspired kitchen boasts granite countertops, stainless steel appliances, and a spacious pantry, seamlessly connecting to the living and dining areas. Enjoy a walkout to your private balcony, perfect for relaxing or entertaining.Upstairs, you'll find two generously sized bedrooms, a full bathroom, and a walk-in closet in the primary bedroom.Additional highlights include direct garage access, a private driveway, and a prime location close to Highway 401, Milton GO Station, parks, schools, shopping, and community centres.**An ideal home for professionals or a small family seeking modern comfort, convenience, and an exceptional lifestyle in Milton** More details
    Listed by Right At Home Realty, Brokerage
  • 66 Livingston Road in Milton: 1029 - DE Dempsey House for lease : MLS®# W14122834

    66 Livingston Road 1029 - DE Dempsey Milton L9T 6B7
    Main Photo: 66 Livingston Road in Milton: 1029 - DE Dempsey House for lease : MLS®# W14122834
    $3,700
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    W14122834
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to Your Next Family Home in Milton! This well-maintained semi-detached home is nestled in a desirable, family-friendly neighbourhood, offering the perfect blend of comfort, convenience, and everyday functionality. Featuring bright, open-concept living spaces, modern finishes, and a warm, welcoming atmosphere, this home is ideal for families looking to settle into a wonderful community. The spacious kitchen flows seamlessly into the dining and living areas, creating an inviting space for family meals, entertaining, and making lasting memories. The recently renovated kitchen, complete with a double-door refrigerator and modern light fixtures, adds a stylish touch. Family-sized bedrooms on the second level provide comfortable space for everyone, while the second-floor laundry room offers added convenience for busy family life. Location is another standout feature! Just one block from Bishop Reding Catholic Secondary School and a 2-minute walk to Sinclair Park, the home is also within walking distance of Canadian Superstore, grocery and convenience stores, and Milton Leisure Centre. Enjoy easy access to everyday essentials, recreation, and family-friendly amenities in one of Milton's sought-after neighbourhoods. A wonderful opportunity to rent a welcoming home where your family can feel comfortable, connected, and right at home! More details
    Listed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.
  • 101 Livingston Road in Milton: 1029 - DE Dempsey House for lease : MLS®# W14118074

    101 Livingston Road 1029 - DE Dempsey Milton L9T 6J7
    Main Photo: 101 Livingston Road in Milton: 1029 - DE Dempsey House for lease : MLS®# W14118074
    $3,195
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    W14118074
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to 101 Livingston Road. This home has more than 2,000 sq ft of total living space, in a location that makes everyday life better. The main library branch, the community centre, and the arts centre are all a short walk away, along with Bishop Reding SS. This location is also a commuter's best-case scenario, within walking distance to the GoStation and just around the corner from the 401 & James Snow Parkway exit. The open concept main floor keeps everyone connected, from the kitchen to the couch. Pot lights and a gas fireplace are added bonuses... and if you suffer from allergies, there are no carpets. You'll appreciate the large bedrooms, and the fully finished basement. Parking available for three vehicles -- two in the driveway and one in the garage. Add it all up and you've got room to live, it's close to everything, and your commute is easy. You'll enjoy calling this one home. More details
    Listed by ROYAL LEPAGE MEADOWTOWNE REALTY
  • 206 1340 Main Street in Milton: 1029 - DE Dempsey Condo Apartment for lease : MLS®# W14117108

    206 1340 Main Street 1029 - DE Dempsey Milton L9T 7S6
    Main Photo: 206 1340 Main Street in Milton: 1029 - DE Dempsey Condo Apartment for lease : MLS®# W14117108
    $2,200
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    W14117108
    Bedrooms:
    2
    Bathrooms:
    1
    This bright and convenient condo offers 1 bedroom with a large Den which was being used as a 2nd bedroom and 1 full washroom, 2nd floor balcony . kitchen that features a breakfast bar, stainless-steel appliances, with an ensuite laundry .. Building amenities include a fitness room, party / rec room, car wash bay, security system . 2 parking spots 1 owned underground, 2nd surface parking. Great for commuters with easy 401 access and the Milton GO station in walking distance.locker is in the balcony More details
    Listed by RIGHT AT HOME REALTY
  • 112 1471 Maple Avenue in Milton: 1029 - DE Dempsey Condo Apartment for sale : MLS®# W14114164

    112 1471 Maple Avenue 1029 - DE Dempsey Milton L9T 0B4
    Main Photo: 112 1471 Maple Avenue in Milton: 1029 - DE Dempsey Condo Apartment for sale : MLS®# W14114164
    $569,888
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W14114164
    Bedrooms:
    2
    Bathrooms:
    2
    **Main-Floor Convenience, Spacious Living & a Location That Connects You to Everything!** Discover the comfort and practicality of this bright, spacious 2-bedroom, 2-full-bathroom condo in a desirable Milton location. What makes this home stand out? The convenience of main-floor living - no elevators, no long hallways to navigate, just easy everyday access and outdoor space steps away. Step inside to a thoughtfully designed open-concept layout featuring a generous living and dining area, abundant natural light, and a cozy fireplace that adds warmth and character to the space. The functional kitchen offers ample cabinetry, generous counter space, and a convenient breakfast bar overlooking the living area - ideal for casual dining or entertaining. Both bedrooms are generously sized, including a spacious primary retreat with its own private ensuite, while a second full bathroom provides added comfort and flexibility for family members or guests. Complete with ensuite laundry and a dedicated parking space, this home offers the everyday essentials without compromise. Enjoy a location that puts convenience at your doorstep - minutes to Highway 401, Milton GO Station, parks, schools, shopping, restaurants, and a short drive to Toronto Premium Outlets. Whether you're entering the market, looking to simplify your lifestyle, or searching for an investment opportunity, this condo offers an appealing combination of space, accessibility, and location. **A wonderful opportunity to enjoy comfortable condo living without the hassle of high-rise living!** Some photos have been virtually staged to illustrate the potential of the space. More details
    Listed by HOUSESIGMA INC.
  • 276 Sherwood Road in Milton: 1029 - DE Dempsey House for sale : MLS®# W14105314

    276 Sherwood Road 1029 - DE Dempsey Milton L9T 7C3
    Main Photo: 276 Sherwood Road in Milton: 1029 - DE Dempsey House for sale : MLS®# W14105314
    $1,149,000
    Residential Freehold
    Status:
    Active Under Contract
    MLS® Num:
    W14105314
    Bedrooms:
    5
    Bathrooms:
    4
    Welcome to 276 Sherwood Road! This spacious all-brick 4+1 bedroom, 4-bathroom home offers over 3,200 sq. ft. of beautifully finished living space and is ideally located on a family-friendly street just steps from the park and only 2 minutes to the 401. The inviting main floor features a formal living and dining area, an eat-in kitchen with a breakfast bar, and a warm and welcoming family room complete with gas fireplace. Generous family-sized bedrooms provide plenty of space for everyone, while thoughtful details include dual closets for added storage. The spacious primary suite offers a relaxing retreat with his-and-hers closets and a luxurious 5-piece ensuite. The finished basement extends the living space with a versatile fifth bedroom and 3-piece bathroom-perfect for guests, a teenager, a home office or additional family space. Step outside to a beautifully manicured yard featuring a stone patio and 12 x 10 gazebo, creating a wonderful setting for summer entertaining or relaxing with family and friends. Enjoy the convenience of being within walking distance to everyday amenities, schools, parks and recreational facilities. Furnace and owned water heater 2025, dishwasher 2025, spray foam attic insulation 2024, energy-saving windows 2021, owned security system, Google Home thermostat. Floor plans attached. More details
    Listed by RE/MAX REAL ESTATE CENTRE INC.
  • 402 1340 Main Street E in Milton: 1029 - DE Dempsey Condo Apartment for lease : MLS®# W14102594

    402 1340 Main Street E 1029 - DE Dempsey Milton L9T 7S6
    Main Photo: 402 1340 Main Street E in Milton: 1029 - DE Dempsey Condo Apartment for lease : MLS®# W14102594
    $2,800
    Residential Condo & Other
    Status:
    For Lease
    MLS® Num:
    W14102594
    Bedrooms:
    2
    Bathrooms:
    2
    Bright and spacious 2-bedroom, 2-bathroom unit featuring impressive high ceilings and a functional, open-concept layout. Enjoy a comfortable living space with plenty of natural light, ideal for professionals, couples, or small families. Two well-sized bedrooms and two bathrooms offer added comfort and convenience. Conveniently located on Main Street East in Milton, close to shopping, restaurants, parks, public transit, and other everyday amenities. An excellent opportunity to enjoy comfortable living in a convenient location. Don't miss out on this fantastic leasing opportunity! More details
    Listed by RE/MAX REALTY SPECIALISTS INC.
  • 105 1350 Main Street E in Milton: 1029 - DE Dempsey Condo Apartment for sale : MLS®# W14100656

    105 1350 Main Street E 1029 - DE Dempsey Milton L9T 7S7
    Main Photo: 105 1350 Main Street E in Milton: 1029 - DE Dempsey Condo Apartment for sale : MLS®# W14100656
    $399,999
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W14100656
    Bedrooms:
    2
    Bathrooms:
    1
    Beautiful 898 sq ft end-unit offering a bright and spacious 1 bedroom plus den layout, perfect for comfortable everyday living or a stylish work-from-home setup. This thoughtfully designed condo features an inviting open-concept living and dining area that seamlessly connects to an eat-in kitchen equipped with stainless steel appliances and ample cabinetry. The generous primary bedroom provides excellent natural light, while the versatile den can easily function as a second bedroom, home office, guest space, or reading area. Updated hardwood flooring throughout enhances the modern feel of the unit, and in-suite laundry adds everyday practicality. The well-maintained interior makes this home truly move-in ready.Additional highlights include an owned underground parking space, a dedicated locker for extra storage, and access to a well-managed gym and clubhouse within the complex. The building offers ample visitor parking and a welcoming community atmosphere. Located in one of Milton's most desirable and commuter-friendly neighbourhoods, this home is just minutes from Milton GO Station, Hwy 401, James Snow Parkway, parks, shopping, restaurants, and everyday amenities. Whether you're a first-time buyer, down-sizer, or investor, this updated condo provides exceptional value, modern living, and an unbeatable location. More details
    Listed by CENTURY 21 GREEN REALTY INC.
  • 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
    Main Photo: 107 1390 Main Street E in Milton: 1029 - DE Dempsey Condo Apartment for sale : MLS®# W14098514
    $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.
  • 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
    $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
  • 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
    Main Photo: 401 1491 Maple Avenue in Milton: 1029 - DE Dempsey Condo Apartment for sale : MLS®# W14094342
    $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
  • 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
    $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
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Data was last updated October 28, 2026 at 06:15 AM (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.