1029 - DE Dempsey Real Estate for Sale

37 Listings
1208 Main Street 103, Milton
2
BEDS
3
BATHS
$648,800
FOR SALE
Welcome to STAX on Main! This clean and well maintained 2-bedroom, 2.5-bath stacked townhome offers a spacious, open-concept layout designed for comfortable everyday living. First floor features hardwood floors throughout with plenty of natural light. 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, top-rated schools, shopping, and everyday amenities, with Milton GO just minutes away and easy access to major highways-perfect for commuters. INCLUDES 2 UNDERGROUND PARKING WITH LOCKER. A fantastic opportunity to enjoy spacious, low-maintenance living in a convenient desirable Milton neighbourhood.
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. of bright, functional living space in a highly sought-after, commuter-friendly community. This well-maintained 2-bedroom, 2-bathroom home features an open-concept layout with large windows that fill the space with natural light. Recent updates include new flooring throughout (2020), tile flooring in the kitchen and front entrance, modern kitchen cabinets (2019), newer kitchen appliances (2019), an updated sink and toilet 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 to parks, 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 offers outstanding value, comfort, and location. Don't miss this fantastic opportunity to own a beautifully updated home in a desirable neighbourhood!
241 Featherstone Road, Milton
3
BEDS
3
BATHS
$844,900
FOR SALE
Welcome to 241 Featherstone Road, This 3 Bed, 3 Bath Detached Home is Located in Milton's Sought After Dempsey Neighbourhood. This Inviting 2-Storey Residence Offers a Functional and Family-Friendly Layout. The Main Floor Offers a Bright Open Concept Living Space Ideal For Both Everyday Living and Entertaining. A Generous Sized Eat-In Kitchen That Has Ample Cabinetry and Counter Space. Walk-out to a Private Backyard With a Covered Patio, Perfect for Summer BBQ's, Relaxing Evenings, Or Hosting Guests. Upper Level Has 3 Bedrooms, Highlighting the Primary Bedroom with a 5-Pc Ensuite Bath. Convenient Second Floor Laundry Adds Ease to Daily Routines. The Finished Basement Provides Valuable Additional Living Space - Ideal for a Family Room, Office, or Gym. Along with Extra Storage, Including a Cold Room.
1245 Newell Street, Milton
3
BEDS
3
BATHS
$949,007
FOR SALE
From the moment you arrive, you'll be drawn in by the timeless curb appeal of this beautiful white home, complete with a welcoming covered front porch that's perfect for morning coffee and evening chats. The attached garage and driveway provide excellent parking, with the added potential to widen the driveway. Nestled in Milton's highly sought-after Dempsey neighbourhood, this move-in ready home offers 3 spacious beds, 2.5 baths, and an open-concept layout filled w/natural light. Thoughtfully updated throughout, you'll appreciate the hardwood floors, elegant wood staircase, cozy gas fireplace, and a chef-inspired kitchen featuring quartz countertops, s/s appliances, and a show-stopping waterfall island that's sure to become the heart of every gathering. Upstairs, the oversized primary retreat feels like your own private getaway, complete with two walk-in closets and a beautifully upgraded 4pc ensuite. Step outside to a fully fenced backyard-perfect for summer BBQs & family get-togethers. The unfinished bsmt is a blank canvas ready for your imagination. With convenient garage access to the bsmt, it offers excellent potential for a future in-law suite, additional living space, or the ultimate entertainment hub, home gym, or kids play area. Once finished, the home has the potential to offer approx 2500 sqft. of total living space. Major updates include the roof & furnace, providing added peace of mind for years to come. Location truly sets this home apart. East Milton is one of the towns most convenient/connected communities. The Milton GO is just minutes away, making commuting effortless, while 2 major shopping centres put all your favourite big box stores, grocery stores, restaurants, cafés, and everyday essentials within easy reach. Parks, playgrounds, trails, sports fields, & recreational facilities are woven throughout the area. Even better, you'll have HIGH Walk & Bike Scores. It's the kind of neighbourhood where everyday life simply feels convenient.WATCH VIDEO
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 !
71 Livingston Road, Milton
3
BEDS
3
BATHS
$979,000
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
$449,900
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
$809,900
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.
214 Pettigrew Trail, Milton
3
BEDS
3
BATHS
$898,888
FOR SALE
She's got three bedrooms, two secret doors and absolutely no interest in being basic. The living room catches the light from a statement corner window, while the kitchen and breakfast area spill straight onto the deck and stone patio; perfect for morning coffee, late-night wine and everything that happens in between. Upstairs, the primary suite is giving boutique hotel energy with a walk-in closet and a brand-new spa-like ensuite featuring a glass shower and a massive soaking tub you may never want to leave. Bedroom two? Currently living a much more glamorous life as a walk-in dressing room. We support her choices. But downstairs is where things get interesting. A fully finished basement with slatted wood feature walls hiding not one, but two secret doors.One slides away to reveal the laundry. The other swings open to conceal the utility room. Sexy and mysterious. We love range. Add an attached garage, parking for a second car in the private driveway, and a backyard setup made for summer nights.214 Pettigrew Trail.Not your average Milton townhome. And she knows it.
1110 Davis Lane, Milton
3+1
BEDS
4
BATHS
$969,000
FOR SALE
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 currently renting for $1500. 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!
1471 Maple Avenue 110, Milton
1
BEDS
1
BATHS
$449,888
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 Condominium Is 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!
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!
137 Fitzgerald Crescent, Milton
4
BEDS
4
BATHS
$1,279,900
FOR SALE
High Demand Location In Milton. Walking Distance To The Theatre, Shopping And Daycares. Minutes Away From The Highway And The Go Station. This 4 Bedroom Home Offers 4 Bath, Hardwood Floors On First & Second Floors, 9 Ft Ceiling On Main Floor With Gas Fireplace, Central Vac. Fully Finished Basement With Laminate Floors & Pot Lights. Cold Cellar And Lots Of Storage. House completely renovated with a Separate Basement Apartment with Separate Entrance. Whole House Water Filter Installed!
1009 Woodward Avenue, Milton
5+3
BEDS
6
BATHS
$1,449,000
FOR SALE
RARE OPPORTUNITY: Detached 5+3 Bedroom Home with Two Separate Basement Suites & Outstanding Income Potential Set on a premium 45.77 ft frontage with a deep lot, this spacious 5-bedroom detached home offers a rare and highly functional layout - ideal for large or multi-generational families,with two separate basement suites, each featuring its own entrance and washroom.The main floor showcases bright, open-concept principal rooms: a formal living and dining area, a generous family room, and a versatile den with a large window, perfect as a homeoffice or study. Hardwood flooring, pot-lights, and a modern kitchen with built-in appliances complete the space, with easy flow throughout.The kitchen is designed for everyday living - extended counter and prep space, ample storage,and a bright eat-in area perfect for family gatherings.Upstairs, five bedrooms await, most with semi-ensuite access, along with a primary retreat featuring a private ensuite and walk-in closet. Every bedroom includes a closet and large windows, and second-floor laundry adds everyday convenience.The newly finished basement is where this home truly stands apart: Basement 1: A fully updated 2-bedroom suite with a separate entrance, new tile flooring,modern kitchen, living area, and updated washroom Basement 2: A second studio-style unit with its own ensuite - ideal for extended family, anin-law setup, or future rental income. Outside, a beautifully landscaped backyard with a stone patio invites outdoor entertaining,while the spacious front porch offers quiet seating with unobstructed trail views. A doublecar garage plus two additional driveway spaces provide ample parking.Located on a quiet, family-friendly street minutes from top-rated schools, parks, shopping,and Highway 401 - this is a rare combination of space, versatility, and long-term investmentvalue that won't stay on the market long.
95 Waters Boulevard, Milton
3
BEDS
4
BATHS
$829,000
FOR SALE
Welcome to this beautifully renovated 3-bedroom, 4-bathroom townhome nestled in one of Milton's most family-friendly neighbourhoods. Thoughtfully updated throughout, this move-in-ready home features stylish laminate flooring, a modern renovated kitchen designed for both everyday living and entertaining, and spacious principal rooms filled with natural light. Retreat to the generous primary suite complete with a private ensuite bath and large closet, offering the perfect blend of comfort and functionality. The finished basement expands your living space and includes a convenient 2-piece bathroom, ideal for a recreation room, home office, or additional living area. Step outside to enjoy the beautifully landscaped backyard, perfect for summer gatherings, while the charming front porch provides a peaceful spot to relax with your morning coffee or unwind at the end of the day. With parking for up to 3 vehicles, this home offers exceptional convenience. Ideally located close to top-rated schools, shopping, restaurants, parks, transit, and major highways, this exceptional property puts you just moments from all the amenities and attractions that make Milton such a desirable place to call home.
1487 Maple Avenue 307, Milton
2
BEDS
1
BATHS
$460,000
FOR SALE
Welcome to Unit 307 at 1487 Maple Avenue, where comfort and convenience come together in the heart of Milton's sought-after Dempsey neighbourhood. This bright and inviting condo features a functional open-concept layout, a modern kitchen, in-suite laundry, and a private balcony to enjoy your morning coffee or unwind after a long day. Ideally located just minutes from shopping, restaurants, parks, schools, the GO Station, and major highways, this is an excellent opportunity for first-time buyers, downsizers, or investors.
1479 Maple Avenue 102, Milton
2
BEDS
2
BATHS
$565,840
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!
1479 Maple Avenue 405, Milton
2
BEDS
1
BATHS
$534,900
FOR SALE
Executive premium apartment located in one of the most desirable areas of Milton. A perfect opportunity for first-time buyers or downsizers looking for modern and comfortable living. This fully upgraded unit features a private south-east facing balcony overlooking the pond and gardens, offering peaceful and scenic views. Open-concept layout with combined living and dining area, spacious primary bedroom with large window and generous closet space. The second bedroom includes a closet and can also be used as a home office as per your requirements. Modern kitchen with breakfast bar and walkout to a large private balcony, perfect for relaxing or enjoying summer BBQs. Additional features include heated slate flooring in the washroom, high vaulted ceilings, and stylish accent wall.Comes with 1 underground parking space and 1 locker. Conveniently located next to the clubhouse featuring a well-equipped gym. Minutes to Highway 401 and close to schools, shopping, parks, restaurants, and all essential amenities.
1340 Main Street 313, Milton
2
BEDS
2
BATHS
$610,000
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.
1460 Main Street 412, Milton
1+1
BEDS
1
BATHS
$499,000
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.
248 Pettigrew Trail, Milton
3
BEDS
3
BATHS
$899,900
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.
1350 Main Street 412, Milton
3
BEDS
2
BATHS
$599,900
FOR SALE
Beautiful And Rare 3 Bedroom 2 Bathroom (Approx 1400 Sqft) Penthouse Suite With Vaulted Ceilings. Beautiful Large Kitchen With Brown Cabinets, Brand New Stainless Steel Appliances, Quartz Countertops, Breakfast Bar and Eat-In Breakfast Area. Living And Dining Space With Plenty Of Natural Light. This Lovely Condo Features Laminate Flooring Throughout, Top Floor With 9Ft + Ceilings, Freshly Painted, Private Large Balcony, Ensuite Laundry, Second Bathroom Has Brand New Quartz Countertops And Much More. Huge Primary Bedroom With Room For Office Space, His And Hers Closets, Large Ensuite Bathroom With Brand New Quartz Countertops, Double Sinks and Walk In Shower. 1 Underground Parking And 1 Locker. Convenient Visitor Parking In A Spotless And Well Managed Building. Shows Beautifully, Don't Miss Out On This Meticulously Maintained Condo. Recreation Center For The Complex Includes Exercise Room, Party Room, Rec Room And Meeting Room. Close To All Amenities Schools, Restaurants And Highways.
1491 Maple Avenue 401, Milton
2
BEDS
2
BATHS
$569,000
FOR SALE
Welcome to this beautifully maintained and spacious condo in a sought-after boutique building at 1491 Maple Ave, Unit 401 in Milton. Offering over 1,000 sq ft of well-designed living space, this top-floor unit features soaring 14' cathedral ceilings that create an airy, open feel throughout and are hard to come by! The bright and functional layout includes brand new kitchen cabinetry with a breakfast bar that comfortably seats four-perfect for casual dining or entertaining. The open-concept living is highlighted by a cozy fireplace and enjoy the walkout to a private balcony where BBQs are permitted. Enjoy peaceful, unobstructed east-facing views overlooking picturesque farmland and a serene pond, providing both privacy and a quiet setting. The unit is finished with high-end laminate flooring throughout and upgraded California shutters, and it shows well.This condo offers two generously sized bedrooms and two full bathrooms, making it ideal for a variety of lifestyles. Located in a charming four-storey building with plenty of visitor parking, this property combines the best of convenience and tranquility.Situated just off James Snow Parkway, you'll have quick access to major highways, shopping, and everyday amenities-all while being surrounded by nature.
1491 Maple Avenue 111, Milton
3
BEDS
2
BATHS
$729,000
FOR SALE
Welcome to this beautifully updated 3-bedroom, 2- full bathroom condo offering the perfect blend of space, style, and convenience. This bright and spacious unit features a modern open-concept layout, an upgraded white kitchen with stainless steel appliances, quartz countertops, ample cabinetry, and custom window bench. The renovated bathrooms and convenient ensuite laundry add to the home's appeal. Enjoy relaxing on the large south-facing covered patio, perfect for outdoor enjoyment. With two private entrances, underground parking, and a storage locker, this unit offers exceptional comfort and functionality. Ideally located just minutes from major highways, GO Transit, shopping centres, parks and schools. An excellent opportunity for downsizers, first-time buyers, or families seeking the ease of condo living that checks all the boxes!
1015 Borden Lane, Milton
4
BEDS
3
BATHS
$949,500
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!
1248 Newell Street, Milton
3
BEDS
3
BATHS
$859,990
FOR SALE
Location, Location, Location Beautiful semi detached home ,very well kept, carpet free. Ideally located near top rated schools, scenic parks, shopping destinations, cineplex in a very friendly neighborhood Minutes to Milton go station and Highway 401. The main Fl Kitchen has generous cabinet space and updated fixture with a center island Spacious living room with all hardwood floor has a gas fireplace and has direct access to fully fenced backyard and Gazebo .Ideal for summer entertaining Three Spacious bedroom with hardwood flooring A great family home not to be missed
187 Cooke Crescent, Milton
4
BEDS
3
BATHS
$1,174,900
FOR SALE
Exceptional family home located on a quiet street, in the sought-after Dempsey Park neighbourhood in Milton a perfect blend of comfort, space, and everyday convenience. Perfect layout for growing families, this move-in ready home is bright and inviting from the moment you step inside, featuring a grand foyer with soaring ceilings filtering in an abundance of natural light. Main floor has 9ft ceilings throughout, and a functional layout ideal for both daily living and entertaining. The kitchen is complete with a separate breakfast area, a large pantry, and a walkout to a private deck-perfect for summer BBQs and outdoor dining. The spacious living room is anchored by a cozy gas fireplace, creating the perfect setting for relaxing family evenings, while the separate dining room overlooks the kitchen, offering an ideal space for hosting gatherings and special occasions. Upstairs, you'll find four generously sized bedrooms, including a comfortable primary retreat featuring a walk-in closet and a 4-piece ensuite bath. The fully finished basement adds valuable living space with a large recreation room and an additional bedroom-perfect for a teenager, guests, or a home office setup. Stylish barn door on the main floor leads you to a main floor laundry with access to the garage. Located within walking distance to top-rated schools, parks, and shopping, and offering easy access to highways and public transit, this home delivers both lifestyle and convenience. A wonderful opportunity to settle into a vibrant, family-friendly community in Milton
1390 Main Street 107, Milton
1+1
BEDS
1
BATHS
$479,900
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.
165 Hampshire Way 153, Milton
2
BEDS
2
BATHS
$685,000
FOR SALE
Welcome to this beautifully upgraded sun-filled end-unit freehold townhouse in one of Milton's most sought-after family-friendly neighborhoods. Enhanced by additional windows, this bright, move-in-ready home offers an open-concept layout ideal for modern living and entertaining. The upgraded kitchen features elegant quartz countertops, a stunning book-matched quartz backsplash, and a brand-new built-in microwave. The main corridor is finished with premium oversized porcelain slab flooring, while both bathrooms showcase stylish new vanities and LED mirrors. The finished utility room features custom cabinetry, a laundry sink with faucet, a new washing machine, and the latest smart thermostat. Additional highlights include a 240V Level 2 EV charging outlet in the garage. Ideally located just minutes from Highway 401, top-rated schools, parks, trails, shopping, restaurants, and GO Transit. A rare opportunity to own a beautifully upgraded, move-in-ready home filled with exceptional natural light.
1450 Main Street 210, Milton
1+1
BEDS
1
BATHS
$459,900
FOR SALE
Welcome to 1450 Main St E, Milton, a bright and well-maintained condo offering a functional layout and modern finishes. The versatile den is ideal as a home office, nursery, or guest bedroom. The open-concept living and dining area features laminate flooring and walks out through double glass doors to a private balcony, creating the perfect space to relax or entertain. The kitchen is designed for everyday living with granite countertops, an eat-in breakfast bar, tile flooring, and plenty of workspace. The spacious primary bedroom boasts a large window, generous closet, and elegant coffered ceiling. A stylish bathroom includes a granite vanity with storage, tile flooring, and convenient in-suite laundry tucked behind a separate door. Ideally located close to shopping, restaurants, parks, schools, transit, and major highways-perfect for first-time buyers, downsizers, or investors. Amenities includes: Gym and Party Room
1268 Newell Street, Milton
3+1
BEDS
3
BATHS
$895,000
FOR SALE
Must See To Believe - Guaranteed To Surpass Your Every Expectation! Nestled In Milton's Highly Sought-After Dempsey Neighbourhood And Located In One Of The Top-Rated School Districts, This Impeccably Maintained And Tastefully Upgraded Semi-Detached Home Offers Exceptional Value, Style And Pride Of Ownership. This Sun-Filled, Bright And Airy Home Features A Modern Open-Concept Layout Perfect For Entertaining And Everyday Living. The Spacious Living Room Showcases Hardwood Floors, Pot Lights, A Cozy Gas Fireplace And Walk-Out To A Beautifully Landscaped, Fully Fenced Backyard With Premium Interlock And No Grass - An Ideal Low-Maintenance Space For Summer BBQs And Family Gatherings. The Modern Kitchen Features Quartz Countertops, Stylish Backsplash, Newer Stainless Steel Fridge & Stove (2023), Upgraded Kitchen Window Overlooking The Living Area And Excellent Prep Space. Generous Sized Bedrooms Offer Comfort And Flexibility, While The Upper-Level Jack & Jill Washroom Provides Direct Access From The Second Bedroom, Making It An Excellent Option As A Second Primary Bedroom. The Finished Basement Adds Valuable Living Space With A Spacious Rec Room/Workspace Featuring Professionally Installed Home Theatre Wiring, Perfect For A Home Office, Media Room, Gym Or Kids Play Area. Carpet-Free Throughout And Truly Move-In Ready, This Home Also Features Rare 4-Car Driveway Parking With No Sidewalk. Recent Upgrades Include 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 And More. Conveniently Located Minutes To Hwy 401, Walmart, Canadian Superstore, Banks, Kumon, Parks, Schools, Transit And All Amenities.
1380 Main Street 303, Milton
2
BEDS
1
BATHS
$489,000
FOR SALE
This very desirable 2 bedroom in Milton's popular Dempsey neighbourhood! This spacious & fantastic floor plan of open concept living space is suitable for young professionals, small families, or down-sizers. Freshly painted throughout! Features completely new Custom Kitchen(July 2024) with custom backsplash, oversized quartz countertop & Breakfast bar. All newer (2024) stainless steel Smart Samsung kitchen appliances, including Fridge with built-in water line dispenser & ice maker! Added waterline shut-off valves under kitch & bathroom sinks. All new waterproof quality Laminate flooring and updated bathroom (2024). Upon entrance there is closet with ample storage space. The Primary bedroom boasts lots of natural light and a large closet. The 2nd bedroom (or office) has plenty of space, Large double closet and natural window light. In-suite Laundry Closet w/Smart Samsung washer (2025) & Dryer. One underground parking, storage locker unit. NOTE: 1 additional surface parking space is available upon applying for Parking permit from condo corporation. Other Building amenities include use & access to Large separate clubhouse and fitness centre. This prime location offers ease and convenience to the HWY 401, nature trails, schools, shopping and more, it's ideal for commuters, families and outdoor enthusiasts.
1370 Main Street 309, Milton
2
BEDS
1
BATHS
$499,900
FOR SALE
Welcome Home to 1370 Main St in Milton! This 2 bedroom, 1 bath unit is VALUE ALL DAY!! Located in a Highly Coveted Neighbourhood in Milton, this unit shines! A Well Laid out split bedroom style with a functional and open concept layout. Two Great sized bedrooms and unobstructed North Views of the Park! The Chef Inspired Kitchen overlooks the Living Room and features stainless steel appliances. A Great location that is steps to Shopping, Transit, the Milton GO Station, Schools, Parks, and Major Highways! A Must See Unit that presents great value in todays market!! PRICED TO SELL!!
1350 Main Street 301, Milton
2
BEDS
2
BATHS
$560,000
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.
276 Fitzgerald Crescent, Milton
3
BEDS
4
BATHS
$929,000
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!
1340 Main Street 113, Milton
2
BEDS
2
BATHS
$545,000
FOR SALE
TOTALLY RENOVATED! Welcome to Bristol on Main in Milton's highly sought-after Dempsey neighbourhood. This spacious 2-bedroom, 2-bathroom Cambridge Model offers approximately 1,184 sq ft of beautifully updated living space and is rarely offered in this unique first-floor private wing location, providing exceptional privacy and quiet rarely found in condo living.Freshly painted in a soft neutral palette, the bright open-concept layout features large windows with California shutters, filling the living and dining areas with natural light. The upgraded kitchen showcases stylish two-tone cabinetry, quartz countertops, stainless steel appliances, a custom backsplash, and a functional breakfast bar perfect for everyday living and entertaining. Double patio doors lead to one of two private ground-floor terraces, creating ideal outdoor spaces for relaxing or hosting guests.The split-bedroom layout offers excellent privacy, featuring a spacious primary suite with a full ensuite bath and generous closet space. The second bedroom is perfect for guests, family, or a home office. Additional highlights include wide plank vinyl flooring throughout, in-suite laundry with storage, abundant closet space including a large storage room, two parking spaces, and a dedicated storage locker.Enjoy walking distance to parks, schools, shopping, restaurants, transit, and the Milton GO Station, with quick access to major commuter routes throughout Halton and the GTA. Nearby amenities including Dempsey Park, Sinclair Park, and Milton District Hospital further enhance the convenience of this exceptional location.With its rare layout, dual terraces, generous square footage, and private setting, this home offers a lifestyle that feels more like a bungalow than a traditional condo-an outstanding opportunity in one of Milton's most desirable communities.
1254 Main Street, Milton
3
BEDS
4
BATHS
$1,300,000
FOR SALE
An exceptional & RARE opportunity to own a versatile live/work freehold townhome, thoughtfully designed for both lifestyle and income potential. This executive residence sits above a professionally finished main floor commercial space ideal for launching your own business or generating additional rental income. The upper-level residence offers approximately 1,775 sq ft of well-maintained living space, featuring 3 spacious bedrooms, 3 bathrooms, and high-end finishes throughout. A standout feature is the expansive 20 x 18 ft terrace, perfect for entertaining or relaxing. The main floor commercial unit spans approximately 725 sq ft and showcases quality leasehold improvements, including a reception area, private offices, and a 2-piece washroom well-suited for a variety of professional uses. Built by the reputable York Trafalgar Homes, this property is perfectly located just minutes from Highway 401 and close to top-rated schools, shopping, parks, the library, and the arts centre. Additional highlights include two covered parking spaces and a full unfinished basement (approx. 725 sq ft) with tall ceilings, offering incredible potential for future customization. Low POTL fee of $98/month. Residential address: 165 Hampshire Way #16.
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