1029 - DE Dempsey Real Estate for Sale

34 Listings
1311 Cartmer Way, Milton
3
BEDS
3
BATHS
$850,000
FOR SALE
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.
1350 Main Street 105, Milton
1+1
BEDS
1
BATHS
$399,999
FOR SALE
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.
276 Sherwood Road, Milton
4+1
BEDS
4
BATHS
$1,149,000
FOR SALE
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.
1015 Borden Lane, Milton
4
BEDS
3
BATHS
$880,000
FOR SALE
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!
1471 Maple Avenue 112, Milton
2
BEDS
2
BATHS
$569,888
FOR SALE
**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.
1208 Main Street 103, Milton
2
BEDS
3
BATHS
$599,999
FOR SALE
Welcome to STAX on Main! This clean and beautifully maintained 2-bedroom, 2.5-bath stacked townhome offers a spacious, open-concept layout designed for comfortable everyday living. The modern kitchen features quartz countertops, stainless steel appliances, ample cabinetry, and a large breakfast bar overlooking the combined living and dining area with views of the front yard. The lower level offers two generously sized bedrooms, including a spacious primary suite complete with a 3-piece ensuite and large walk-in closet. A well-appointed 4-piece main bathroom, convenient laundry closet, and additional under-stair storage provide plenty of functionality and extra space.Ideally located within walking distance to public transit, schools, shopping, and everyday amenities, with Milton GO just minutes away and easy access to major highways-perfect for commuters. Includes 2 UNDERGROUND PARKING spaces and a LOCKER. A fantastic opportunity to enjoy spacious, LOW-MAINTENACE living in a convenient Milton location!
169 Cooke Crescent, Milton
4+1
BEDS
4
BATHS
$1,149,999
FOR SALE
Attention Families & Investors! Unbeatable value meets high-yield potential at 169 Cooke Cres, priced for a quick sale and ready for immediate closing! This bright, detached gem sits on a highly secure, child-friendly "crescent-within-a-crescent" and boasts ~3,000 sq ft of total finished living space.This premium layout perfectly satisfies both family comfort and investor criteria. The sun-filled main floor features timeless hardwood floors, formal living and dining rooms, and a cozy family room with a gas fireplace. Upstairs, families will love the four generous bedrooms, including a massive primary suite with a walk-in closet and a 4-piece ensuite with a deep soaker tub.For investors or families looking to offset their mortgage from day one, the property features a fully finished basement suite with a separate side entrance, a 5th bedroom, a 3-piece bath, a second kitchen, and a spacious recreation room.The property is complete with a double car garage and a 4-car driveway, offering parking for 6 vehicles. Located in a high-demand Milton pocket, you are walking distance to top-tier schools, parks, shopping, and dining, and just minutes away from Highway 401/407 and the Milton GO Station.Move-in ready, income-ready, and priced to sell fast. Schedule your viewing today before it's gone! The property is Virtually Staged.
1390 Main Street 107, Milton
1+1
BEDS
1
BATHS
$455,000
FOR SALE
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.
1491 Maple Avenue 206, Milton
1+1
BEDS
1
BATHS
$349,900
FOR SALE
Welcome to Milton's mid-rise condo communities in the Dempsey neighbourhood. 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.
1491 Maple Avenue 401, Milton
2
BEDS
2
BATHS
$549,000
FOR SALE
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.
1483 Maple Avenue 414, Milton
2+1
BEDS
2
BATHS
$625,000
FOR SALE
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!
1479 Maple Avenue 102, Milton
2
BEDS
2
BATHS
$549,000
FOR SALE
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!
1471 Maple Avenue 302, Milton
2
BEDS
2
BATHS
$569,000
FOR SALE
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.
1350 Main Street 301, Milton
2
BEDS
2
BATHS
$515,000
FOR SALE
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.
1268 Newell Street, Milton
3+1
BEDS
3
BATHS
$849,000
FOR SALE
Welcome to this beautiful 3-bedroom semi-detached home in the highly sought-after Dempsey neighborhood of Milton! Featuring a bright and functional layout, this home offers comfortable living spaces, generous bedrooms, and excellent potential for families, first-time buyers, or investors. Open Concept Living Room with Hardwood Floors , Pot Lights, Gas Fireplace & W/O to Yard. Nicely Fenced Backyard with Premium Interlocking & Absolutely No Grass !!!! Nice Sized Kitchen with Quartz Countertops, Backsplash & Newer Stainless Steel Appliances !!! Three Nice Sized Bedrooms!!! Upper-Level Jack & Jill Washroom Provides Direct Access From The Second Bedroom !!!!! Finished Basement with A Spacious Rec Room/Workspace Featuring Professionally Installed Home Theatre Wiring, Perfect For A Home Office, Media Room, Gym Or Kids Play Area !!!! Rare 4-Car Driveway Parking With No Sidewalk !!!! Countless Upgrades like Exposed Concrete Driveway Extension & Sidewalk, Renovated Primary Ensuite Shower Area (2025), Renovated Laundry Area (2025), Newer Washer & Dryer (2022), Approx. 2-Year-Old Furnace & Humidifier, Added Interior Garage Access, 1-Year-Old Water Softener & RO Water Filter System, Custom Closet Organizers, Pot Lights Throughout & Much more !!!! Enjoy the convenience of a desirable Dempsey location, close to schools, parks, trails, shopping, restaurants, public transit, and major highways. With Milton's growing amenities and family-friendly atmosphere, this is an excellent opportunity to own a home in one of the community's popular neighbourhoods !!!!
1460 Main Street 412, Milton
1+1
BEDS
1
BATHS
$489,000
FOR SALE
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.
1050 Main Street 114, Milton
1+1
BEDS
1
BATHS
$499,000
FOR SALE
WOW- 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 !
116 Dixon Drive, Milton
4
BEDS
3
BATHS
$1,389,999
FOR SALE
Welcome to 116 Dixon Drive, ideally situated in Milton's sought after Dempsey neighbourhood. This beautiful upgraded home offers a dynamic, open concept layout featuring designer finishes, upgraded lighting, a recently renovated spiral staircase, contemporary interior railings and matching luxury flooring throughout. The impressive finished basement is designed for entertaining, complete with a bar and entertainment room, generous storage and a private workshop. Extensive exterior upgrades include a new roof, insulated garage doors, enhanced attic and above garage insulation, a lawn sprinkler system, exterior lighting, maintenance free vinyl veranda columns and railings, and a maintenance free vinyl fenced backyard. Additional conveniences include an owned hot water tank and electrical rough-in for a future hot tub. Just steps from schools, the library, sports fields, shops and restaurants, with quick access to Highway 401, this is one of Milton's most convenient locations. Move in and enjoy!
1491 Maple Avenue 311, Milton
3
BEDS
2
BATHS
$695,000
FOR SALE
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!
1380 Main Street 210, Milton
2
BEDS
2
BATHS
$579,100
FOR SALE
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!
1487 Maple Avenue 401, Milton
2
BEDS
2
BATHS
$569,900
FOR SALE
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 with soaring 14ft ceilings and 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. Great for downsizers, investors and first-time buyers.
1155 Davis Lane, Milton
3+1
BEDS
4
BATHS
$929,000
FOR SALE
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!
1471 Maple Avenue 110, Milton
1
BEDS
1
BATHS
$399,000
FOR SALE
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!
187 Cooke Crescent, Milton
4
BEDS
3
BATHS
$1,149,900
FOR SALE
Welcome to this beautifully maintained family home, ideally situated on a quiet street in Milton's sought-after Dempsey Park neighbourhood. Offering the perfect blend of comfort, space, and everyday convenience, this move-in-ready home features a bright and functional layout designed with growing families in mind. Step inside to a grand foyer with soaring ceilings and an abundance of natural light. The main floor features 9-foot ceilings and a thoughtfully designed layout ideal for both everyday living and entertaining. The spacious kitchen offers a separate breakfast area, large pantry, and walkout to a private deck-perfect for summer BBQs and outdoor dining. The inviting living room is anchored by a cozy gas fireplace, creating a warm setting for family evenings, while the separate dining room provides an elegant space for hosting gatherings and special occasions. Upstairs, you'll find four generously sized bedrooms, including a spacious primary retreat complete with a walk-in closet and private 4-piece ensuite. A stylish barn door on the main level leads to the convenient laundry room with direct access to the garage. The fully finished basement extends the living space with a large recreation room and an additional bedroom-ideal for a teenager, overnight guests, home office, or playroom. Located within walking distance to top-rated schools, parks, shopping, and everyday amenities, with easy access to public transit, Milton GO, and major highways. A wonderful opportunity to enjoy comfortable family living in one of Milton's established and family-friendly communities.
214 Ellis Crescent, Milton
4+1
BEDS
4
BATHS
$1,049,900
FOR SALE
Welcome to 214 Ellis Crescent, a beautifully appointed 4+1 bedroom, 4-bathroom home offering an ideal blend of space, comfort and functionality in a desirable Milton neighbourhood. Thoughtfully designed with generous living and entertaining spaces, the main level features a bright, open-concept layout, built-in Bose speakers throughout and a sun-filled family room with fireplace, perfect for relaxing or hosting. The upgraded kitchen showcases stainless steel appliances, quartz countertops and a stylish tiled backsplash. Upstairs, discover four generously sized bedrooms and two modern 4-piece bathrooms, including a spacious primary retreat featuring elegant wainscoting, a walk-in closet and a beautifully updated ensuite with a modern stand-up shower. The fully finished basement offers a versatile recreation room with a wet bar and 2-piece bathroom, easily adaptable as an additional bedroom or flexible living space. A contractor sketch is attached showcasing the potential for a separate entrance and/or future conversion to a separate unit, offering excellent income potential, subject to approvals. Extensive recent improvements include a brand-new furnace, fresh paint throughout, upgraded light fixtures and chandeliers, new outdoor pot lights and exterior fixtures, and a phone-controlled illuminated LED house number. The backyard is a private oasis featuring ample space for entertaining, a hot tub and storage shed. An exceptional move-in-ready house offering stylish updates, versatile living space, incredible outdoor living and future rental potential-waiting for you to call it home.
1321 Cartmer Way, Milton
3+1
BEDS
4
BATHS
$849,900
FOR SALE
SEPARATE ENTRANCE to a FINISHED BASEMENT featuring a KITCHEN and FULL WASHROOM -an exceptional setup for extended family, guests or flexible additional living space. Freshly renovated throughout, this 3-bedroom, 4-washroom townhome offers new flooring, updated lighting, pot lights throughout and a convenient second-floor office/workstation area. Bright and functional main-floor living, plus excellent parking with garage and driveway parking and 15-hour street parking permitted as posted. Near schools, parks, shopping, Milton GO, James Snow Pkwy and Hwy 401. Move-in ready and beautifully updated throughout.
1239 Fox Crescent, Milton
4
BEDS
4
BATHS
$1,339,000
FOR SALE
Original Owners, One Family Since New! Welcome To 1239 Fox Crescent, A Spacious 2,840 Sq Ft Detached Home In Dempsey, One Of Milton's Most Established And Family-Friendly Neighbourhoods. This Home Has Been Exceptionally Maintained And Offers The Space, Layout And Location Today's Families Are Looking For. Major Updates Have Already Been Taken Care Of, Including The Roof 2025, Furnace & A/C 2025, As Per The Owners. Step Inside To A Bright And Welcoming Main Floor Featuring 9' Ceilings, Hardwood Flooring, Separate Living And Dining Rooms, And An Inviting Family Room With Large Windows And A Gas Fireplace. The Spacious Kitchen Offers Granite Countertops, Stainless Steel Appliances And A Bright Breakfast Area With Walkout To The Fully Fenced Backyard. Main-Floor Laundry And A Powder Room Add Everyday Convenience. Upstairs, You'll Find Four Generously Sized Bedrooms And 3 Full Baths. The Primary Retreat Features His-And-Hers Closets And A 5-Piece Ensuite With A Soaker Tub And Separate Glass Shower. The Second Bedroom Offers Its Own Private Ensuite, Making It An Ideal Space For In-Laws, Older Children Or Guests. Two Additional Bedrooms Share A Full Bathroom. The Unfinished Basement, Complete With Oversized Cold Room, Offers Plenty Of Opportunity To Create Additional Living Space With Potential For A Separate Entrance And Secondary Suite. There Is An Opportunity To Accommodate Extended Family Or Explore Rental Income. Enjoy A Double Garage, Two-Car Driveway Parking, Professional Landscaping Front And Back, Interlock Walkways And A Welcoming Front Porch. The Location Makes Everyday Living Easy. Hwy 401 Is Just Minutes Away, While Grocery Stores, Restaurants, Home Improvement Stores, Fitness Facilities, The Cinema And Milton GO Are All Close By. Top-Rated Schools And Parks Are Also Within Walking Distance. Original-Owner Homes In This Neighbourhood Don't Come Up Often. Book Your Showing Today!
276 Fitzgerald Crescent, Milton
3
BEDS
4
BATHS
$889,900
FOR SALE
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!
71 Livingston Road, Milton
3
BEDS
3
BATHS
$949,000
FOR SALE
Welcome to this beautifully maintained three bedroom bungaloft ideally situated on a desirable corner lot in the sought-after Dempsey neighbourhood. Proudly offered for the first time by it's original owners, this exceptional home is one of a kind on the street. It's functional layout provides an abundance of natural light with it's main floor 9 ft. ceilings along with a dramatic vaulted ceiling in the family room and a walk-out leading to the backyard deck. The bungaloft design provides the perfect blend of main floor convenience and additional living space in the loft, while three full bathrooms add comfort and practicality for family and guests. Set on a premium landscaped lot, the property offers beautiful curb appeal and a generous sized front porch to enjoy throughout the seasons. Close to schools, parks, amenities and shopping, this is a wonderful opportunity to own a special home that has been cherished by it's owners. Come and see why this one-of-a-kind bungaloft is the one you've been waiting for. Book your private showing today!
1479 Maple Avenue 206, Milton
1+1
BEDS
1
BATHS
$399,900
FOR SALE
Welcome to this spacious 1-bedroom + den condo in the highly sought-after Dempsey community of Milton! This freshly painted, carpet-free unit offers a bright and functional layout with hardwood flooring throughout. The upgraded kitchen features quartz countertops, stylish backsplash and stainless steel appliances. The generously sized den provides excellent flexibility and can be used as a home office, study or additional sleeping space. Spacious primary bedroom with pot lights and a 4-piece bathroom featuring an upgraded quartz vanity.Conveniently located close to the elevator, this unit includes underground parking and 2 unique storage lockers - one in the basement and one on the balcony. Water is included, making this a low-maintenance and practical choice for both homeowners and investors.Enjoy excellent building amenities including a gym/exercise room, party room, car wash and ample visitor parking. Prime Dempsey location just minutes to Highway 401, Milton GO Station, Milton Library, major grocery stores, restaurants, shopping, Cineplex, parks and everyday amenities. Easy access to major routes makes commuting convenient.An excellent opportunity for first-time buyers, investors, downsizers or anyone looking for smart sizing without compromising on space. A well-maintained building, great location, practical layout and low-maintenance lifestyle - this one is a must-see!
166 Panton Trail, Milton
3
BEDS
4
BATHS
$789,900
FOR SALE
Welcome to an easy place to start your next chapter. Offering 1,445 sq. ft., 3 bedrooms, 2 full baths + 2 powder rooms and a single-car garage, this Dempsey townhouse delivers the space and everyday functionality that can make the move into homeownership feel like a real step forward. The main floor offers a comfortable layout for daily life, beginning with a spacious living room anchored by a corner electric fireplace - a welcoming place to relax, gather with family or entertain friends. The kitchen features quartz countertops and a generous eat-in area with plenty of room for family meals, homework at the table or casual entertaining. From here, walk directly outside to the backyard, giving you your own outdoor space for barbecues, kids, pets or simply relaxing at the end of the day. Upstairs, all three bedrooms are together along with two full bathrooms and a homework nook - a practical setup for busy mornings and growing households. Heading downstairs, the large rec room provides additional space and the additional half bathroom in the adds even more flexibility. The single car garage provides the everyday convenience of parking and additional storage with an access door to the backyard. And then there's the location. Dempsey is one of Milton's most convenient neighbourhoods, putting so much of daily life within easy reach. Parks, Shopping, Bishop Redding High School and the Milton GO Station are all within walking distance, while quick access to Highway 401 and major commuter routes makes getting around the GTA that much easier. Whether you're buying your first home, looking for a little more room or simply want a low maintenance home in a location that keeps life convenient, this is a property that offers a lot of practicality in one very well connected Milton neighbourhood.
1202 Main Street 108, Milton
2
BEDS
3
BATHS
$619,888
FOR SALE
Truly Refined Condo Living Awaits Inside This Absolutely Stunning & Incredibly Spacious End Unit Townhome, Nestled In The Heart Of Charming Milton! This Beautiful 2 Bedroom Corner Suite Sets The Tone For Both Luxury & Affordable Living Within A Premium Condo Community - Offering A More Relaxed Change Of Pace, Without The Usual Condo Compromises! 1202 Main St E Suite 108 Is Ready To Impress From The Moment You Step Inside - Incredible Oversized Windows Immediately Highlight The Abundance Of Natural Light This Truly Spacious & Ultra-Stylish Townhome Receives. The Flexible Main Floor Layout Is Perfect For Hosting Or Unwinding, Home To A Mesmerizing Modern Kitchen With Huge Centre Island, Complete With Upgraded Lighting, Premium Appliances, Ample Storage + Bonus Balcony Retreat! 2 Amazing Outdoor Spaces, Less Neighbours, Abundance Of Both Natural Light & Living Space Separates This Gorgeous Option From The Rest! The Lower Level Allows For Incredible Privacy, Where Your Primary Retreat With Walk-In Closet & 4Pc Ensuite Steals The Show! Additional Oversized Secondary Bedroom With Large Window. & Custom Closets & 2nd Full Washroom Is The Perfect Compliment To Already Impressive Layout! This Completely Move-In Ready Townhome Has The Dream Combination Of Low Maintenance Fees, Size, Style & Sunlight That Doesn't Come Around Often.. Don't Miss This One!
1340 Main Street 313, Milton
2
BEDS
2
BATHS
$580,000
FOR SALE
Welcome to Bristol on Main. This bright premium corner suite offers 1193 sqft. It has a sought-after split 2 bedroom layout, 2 full bathrooms, 2 private balconies and 2 parking spots. Open concept kitchen that features a breakfast bar, stainless-steel appliances, room to move around and a brand-new fridge (2026). Enjoy the convenience of a walk-in closet & ensuite bath in the primary bedroom, plus, an in-suite laundry room! No bad days ahead with the sunny, bright south and east views. Building amenities include a fitness room, party / rec room, car wash bay, security system and one locker. 2 parking spots (one owned underground, one undesignated surface spot) round out the package. Great for commuters with easy 401 access and the Milton GO station in walking distance. Get ready to enjoy all that Milton's sought-after Dempsey neighbourhood has to offer.
248 Pettigrew Trail, Milton
3
BEDS
3
BATHS
$879,900
FOR SALE
Presenting 248 Pettigrew Trail - A great semi-detached home in Milton's desirable Dempsey neighbourhood, within walking distance to shopping, restaurants, parks, and everyday conveniences. This 3-bedroom, 2.5 bathrooms home offers a comfortable layout with plenty of space for family living. The main floor features a bright and functional layout with a convenient powder room, while upstairs offers three bedrooms, including a spacious primary bedroom with two closets and a 4-piece ensuite with a soaker tub. The kitchen features stainless steel appliances, and the unspoiled basement provides additional storage, a cold cellar, and the opportunity to create more living space to suit your needs. Enjoy a nicely landscaped yard, plus the convenience of an attached garage with inside access. Recent updates include A/C (2020), Lennox furnace (2022), and roof (approximately 7 years new). With easy access for commuters, this home is a fantastic opportunity in one of Milton's most convenient communities.
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