1029 - DE Dempsey Real Estate for Sale

43 Listings
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
1190 Fox Crescent, Milton
3
BEDS
3
BATHS
$1,050,000
FOR SALE
A Dream Home for Modern Living Steps from All the Essentials! This exquisite approx 2000sqf Detached home offers an additional fully finished basement area, nestled on a serene, child-friendly street. The exceptional open-concept layout is perfect for both entertaining and everyday living. The expansive dining and living areas feature a stunning bay window, upgraded lighting, and hand-scraped engineered hardwood floors, creating a warm and welcoming atmosphere. The chef-inspired kitchen is a dream, boasting an abundance of counter space, sleek stainless steel appliances (including a gas stove), and a walkout to a custom-covered patio with ambient lighting perfect for dining al fresco. The separate family room, also adorned with hand-scraped engineered hardwood and a cozy gas fireplace, offers a peaceful retreat. Upstairs, the generous bedrooms include a luxurious primary suite complete with a spacious walk-in closet and a spa-like 4-piece ensuite. A well-appointed 3-piece bathroom and a charming second-floor balcony add to the appeal. The fully finished basement features a massive rec room, ideal for entertainment and relaxation. Outside, enjoy the convenience of a BBQ gas hookup, an extended stamped concrete driveway with space for two vehicles, and a single-car garage, providing a total of three parking spaces. Unbeatable Location: Just minutes to highways, public transit, Go Train access, restaurants, cafe, grocery stores, schools and parks this home truly has it all!
267 Fitzgerald Crescent, Milton
3+1
BEDS
4
BATHS
$949,900
FOR SALE
Welcome to this Highly Upgraded gem. The 267 Fitzgerald Crescent. Stunning Fully Upgraded Home In A Prime Location, perfectly situated within walking distance to cinemas, major anchor stores, transit, restaurants, shopping, and everyday conveniences.Step inside to discover a completely upgraded carpet-free home featuring elegant engineered hardwood flooring throughout, a gorgeous oak staircase, and a modern designer/chef kitchen equipped with high-end BI Appliances and premium finishes. The home showcases beautifully upgraded washrooms and a bright, functional layout designed for comfortable family living.The professionally finished basement offers incredible additional living space complete with an extra bedroom and washroom - perfect for extended family, guests, or a home office setup.Potential for future separate entrance.Upgraded Electrical Panel (200 Amps). Enjoy a well-maintained backyard ideal for relaxing or entertaining. Plus, with no sidewalk, the property offers parking for up to 3 vehicles in total.Features Include:* Fully renovated interior* Carpet-free with engineered hardwood floors* Elegant oak staircase* Modern upgraded kitchen with high-end appliances* Luxuriously upgraded washrooms* Finished basement with bedroom & washroom* Functional family-friendly layout* Well-maintained backyard* No sidewalk - 3 total parking spaces* Walking distance to shopping, cinemas, transit & more.A true turnkey home that combines style, comfort, and unbeatable convenience. Shows exceptionally well!
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.
137 Fitzgerald Crescent, Milton
4
BEDS
4
BATHS
$1,309,900
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!
1450 Main Street 210, Milton
1+1
BEDS
1
BATHS
$469,900
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.
1350 Main Street 412, Milton
3
BEDS
2
BATHS
$499,900
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.
95 Waters Boulevard, Milton
3
BEDS
4
BATHS
$849,000
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.
1297 Roper Drive, Milton
4+1
BEDS
4
BATHS
$1,168,000
FOR SALE
Welcome to 1297 Roper Drive, a spacious all-brick and stone family home on a premium pie-shaped lot in Milton's desirable Dempsey neighbourhood. Enjoy pond views, no neighbours across the street, a private backyard with shed and side yard, plus walking distance to parks, schools, amenities, the GO Station, and quick access to Hwys 401 & 407.Exceptional curb appeal features an upgraded stamped concrete front porch, exterior pot lights, a tri-lock front door, double-car garage with EV charging unit, and parking for four vehicles. The timeless all-brick and stone exterior means no siding. Inside, 9-foot ceilings, hardwood flooring and upgraded large-format tile throughout the main floor create a warm, elegant feel. A main floor laundry room with garage access and a separate side entrance add convenience and flexibility. The chef-inspired kitchen offers extended white cabinetry with glass display inserts, quartz countertops and matching backsplash, a centre island, Bosch fridge, gas cooktop, built-in wall oven, and direct backyard access for seamless indoor-outdoor living. The open-concept living and dining room is perfect for entertaining, while the inviting family room is centred around a cozy gas fireplace. Upstairs are four generously sized, carpet-free bedrooms. The spacious primary suite features a walk-in closet with custom organizers and a 4-piece ensuite with a vessel tub and glass-enclosed shower. An updated 4-piece main bath serves the remaining bedrooms, while an updated 2-piece powder room is conveniently located on the main floor. The finished basement adds valuable living space with a large recreation room, an additional bedroom, a 3-piece bathroom with shower, laminate flooring, and abundant storage. This exceptional home offers comfort, style, and functionality in one of Milton's most sought-after family-friendly communities.
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.
53 Dills Crescent, Milton
3
BEDS
3
BATHS
$920,000
FOR SALE
Tucked onto a quiet street in one of Milton's most convenient locations, this move-in-ready home offers the kind of space and flexibility that makes everyday life feel easier. Just minutes to Highway 401, Milton GO, schools, parks, shopping, restaurants, and all the essentials, it is a home that truly fits real life. With approximately 1,673 sq.ft. above grade, plus the finished basement, the real value here is in how well the space lives. The main floor is bright, functional, and welcoming, with a spacious entryway, interior garage access, smooth ceilings, pot lights, laminate flooring & an open-concept layout that keeps everything connected. The kitchen has been tastefully updated with quartz countertops, white subway-tile backsplash, matte-black hardware, stainless-steel appliances, and a double undermount sink with a view of the backyard. The breakfast area opens directly to the oversized, fully fenced backyard, creating an easy extension of the living space and giving you the outdoor room so many buyers are after. Whether it is summer dinners outside, space for kids to play, or room for pets to run, this yard is a standout feature. Upstairs is where this home really separates itself from many others in its category. In addition to 3 well-sized bedrooms, there is a spacious second-floor family room that gives you options. It works beautifully as a media room, office, playroom, or an ideal space for those who want a little more room to spread out. The primary bedroom includes a walk-in closet and a private 4-piece ensuite. At the same time, the finished basement adds even more flexibility for a rec room, gym, office, or hobby space, along with storage and a bathroom rough-in. With a covered front porch, a widened interlock driveway, an upper balcony, an interlock patio, and thoughtful updates throughout, this home offers practical value in a location that is hard to beat. Some homes just make more sense in person. Walk through it and see how well this one fits.
1360 Main Street 304, Milton
1
BEDS
1
BATHS
$399,900
FOR SALE
TOP 5 REASONS TO BUY THIS UNIT! 1. Incredible value for over 600 sq ft. There's lots of room in this unit! 2. Great east side location with easy access to 401/407. (No dealing with in-town traffic) 3. Private Balcony 4. Property taxes and Maintenance Fees already assigned. 5. Underground parking and in suite laundry. Welcome to your ideal urban retreat! This IMPECCABLY MAINTAINED one-bedroom condo embodies contemporary living, designed for those who value both aesthetics and practicality. Upon entering, you'll be greeted by a flood of natural MORNING SUNSHINE that brightens the open-concept living area, showcasing the inviting decor and chic finishes throughout. The modern kitchen features STAINLESS STEEL appliances and plenty of cabinet space, making it a dream for any culinary enthusiast. The expansive living room effortlessly transitions into a charming dining nook, ideal for hosting friends or enjoying a peaceful evening at home. Step outside to your PRIVATE BALCONY-free from walkways-where you can relish the views, making it the perfect spot for your morning coffee or evening relaxation. The generously sized bedroom includes a spacious closet. Additionally, this condo offers one coveted UNDERGROUND PARKING space, with optional surface parking available, ensuring both convenience and peace of mind. Nestled in a highly convenient area, you'll be just moments away from trendy cafes, boutique shops, and essential services. Public transportation and major highways are easily accessible, simplifying your daily commute. The LOW CONDO FEES OF $384.66 INCLUDE WATER and provide access to a party room and fitness center. Don't miss this rare chance to reside in a stylish east-side condo, perfectly positioned for commuters and shoppers while avoiding the hustle and bustle of traffic. This property truly ticks all the boxes!
1470 Main Street 316, Milton
2
BEDS
2
BATHS
$599,900
FOR SALE
Hey! Welcome to 316-1470 Main Street East, Milton, An exceptional corner suite in the highly sought-after The Courtyards on Main-one of Milton's most desirable condominium communities. This beautifully maintained, approximately 1,200 sq. ft. private corner unit offers the perfect blend of comfort, style, and functionality. With an abundance of natural light and a desirable southwest exposure, this spacious home is designed for relaxed everyday living and effortless entertaining. Enjoy the serenity of two private balconies, providing the perfect setting to enjoy your morning coffee, unwind with a good book, or simply take in the peaceful surroundings. Thoughtfully customized, the open-concept layout features an expanded living room that seamlessly connects to a well-appointed kitchen complete with a pantry for additional storage. The adjoining dining area opens onto the second balcony through elegant garden doors, creating an ideal space for indoor-outdoor entertaining. The suite offers two generously sized bedrooms, including a spacious primary retreat featuring a large walk-in closet and a private in-suite bathroom with a window. Both bedrooms provide walk-out access to a shared balcony, adding to the home's bright and airy feel.
248 Pettigrew Trail, Milton
3
BEDS
3
BATHS
$919,900
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.
147 Waters Boulevard, Milton
3+1
BEDS
4
BATHS
$899,000
FOR SALE
Remarkable Fully Upgraded Home In Most Desirable Location Of Milton. Easy Access To 401, Close To Go Station, A Stone Throw Away From Major Shopping, Full Brick Semi-Detached, Family Size Kitchen, Granite Counter Top, S/S appliances, New HQ Vinyl Flooring, New Carpet on the Stairs and New High Q. Tempered Glass Windows Throughout, Newly Finished Basement with Bedroom and Washroom, Concrete Work Around. Big $$$ Spend On Upgrades. Close To La Fitness, Banks, School, Library and Highway.
1380 Main Street 210, Milton
2
BEDS
2
BATHS
$619,900
FOR SALE
Welcome to this beautifully updated Windsor Corner Model offering 1,020 sq. ft. of bright andfunctional living space!This delightful 2-bedroom, 2-bathroom home is perfectly situated in a prime commuter-friendlylocation-just a short walk to the GO Station and less than 3 minutes to Highway 401. Theopen-concept layout, large windows, and abundant natural light create a warm and invitingatmosphere throughout.Recent upgrades include *New flooring throughout the entire unit (2020)Tile Floor in kitchen & Door Entrance *Modern kitchen cabinets (2019) *New appliances (2019)*Updated sink and toilet in the second bathroom *New laundry machines (2025) - under warrantyEnjoy the convenience of being within walking distance to parks, schools, shopping plazas, andeveryday amenities. Whether you're a first-time buyer, down sizer, or investor, thismove-in-ready Home offers exceptional value, comfort, and location.Don't miss this fantastic opportunity to own a well-maintained home in a highly sought-aftercommunity!
165 Hampshire Way 128, Milton
2
BEDS
2
BATHS
$689,911
FOR SALE
Welcome Home! Step into this bright and beautifully maintained end-unit townhome, offering the perfect blend of style, comfort, and convenience. Featuring a spacious open-concept layout, this home is ideal for modern living and entertaining. The upgraded kitchen is the heart of the home, showcasing a large center island with breakfast bar, elegant quartz countertops and plenty of space for family gatherings. Enjoy upgraded light fixtures throughout, a Nest smart thermostat, fresh paint from top to bottom, and stunning refinished hardwood floors that look brand new. Pride of ownership is evident throughout this immaculate home. Lovingly cared for by the original family and never rented Since Last Purchased, it offers true move-in-ready condition. Whether you're a first-time homebuyer, a growing family, or a couple looking for a stylish and low-maintenance home, this property is a must-see. It offers you, Immaculate Condition, End-Unit Advantage, Freshly Painted, Upgraded Kitchen & Finishes, Never Rented, Prime Location Close to Everything. Located in a highly desirable family-friendly neighbourhood, you'll be less than 5 minutes from the GO Station, shopping Malls & Plazas, hospital. Just Walking distance to schools (Elementary& Secondary) , parks, library,, transit, leisure and arts center, and major highways including Hwy 401. Whether you're a first-time homebuyer, a growing family, or a couple looking for a stylish and low-maintenance home, this property is a must-see. It offers you, Immaculate Condition, End-Unit Advantage, Freshly Painted, Upgraded Kitchen & Finishes, Never Rented, Prime Location Close to Everything Don't miss this opportunity to own a beautiful home in one of the area's most convenient and sought-after communities!
1450 Main Street 412, Milton
1+1
BEDS
1
BATHS
$489,900
FOR SALE
Welcome to this beautifully maintained 1-bedroom plus den condo at 1450 Main Street East in Milton. Situated on the desirable fourth floor, this exceptionally clean and well-kept unit offers a functional layout perfect for first-time buyers, downsizers, or investors. The spacious den offers flexibility for a home office, guest space, or reading nook, while the bright living area provides a comfortable place to relax and entertain. A rare bonus is the availability of a second parking space for owners who already have one vehicle, offering added convenience for households with multiple cars. This well-appointed building also features a gym, a temperature-controlled storage locker providing valuable additional storage space, and an event room complete with a full kitchen, ideal for hosting larger family gatherings, celebrations, or special occasions. Ideally located near shopping, restaurants, parks, schools, and everyday amenities, this home offers quick, convenient access to Highways 401 and 407, making commuting throughout the GTA a breeze. Enjoy low-maintenance condo living in a fantastic Milton location where everything you need is just minutes away. Don't miss this opportunity to own a move-in-ready home in one of Milton's most convenient communities!
1050 Main Street 114, Milton
1+1
BEDS
1
BATHS
$520,000
FOR SALE
Home sweet home ! What a beautiful layout ! 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 !
1390 Main Street 405, Milton
2
BEDS
1
BATHS
$499,999
FOR SALE
Welcome to this beautiful top-floor suite at Bristol on Main, where impressive 12-foot vaulted ceilings create a bright, open feel throughout. Offering 893 sqft of thoughtfully designed living, the open-concept layout features a spacious living area that flows effortlessly into a well-appointed kitchen with an eat-in dining space and breakfast bar, ideal for both everyday living and entertaining. French doors open to a private balcony overlooking the peaceful park and lush greenery, creating a serene outdoor escape. The generous primary bedroom includes a cozy sitting area or workspace with the same tranquil park views. A flexible second bedroom or den features a walk-in closet, adding valuable storage and versatility. Pride of ownership is evident throughout this meticulously maintained suite and well-managed building. Conveniently located near excellent schools, Milton GO, public transit, and Highway 401, everything you need is within easy reach. Plus experience the comfort and charm of top-floor living in this exceptional suite!
1380 Main Street 303, Milton
2
BEDS
1
BATHS
$497,000
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.
1201 Mowat Lane, Milton
3
BEDS
4
BATHS
$975,000
FOR SALE
Beautifully renovated 3-bedroom, 3+1 bathroom semi-detached home in Milton's sought-after Dempsey community. Situated on one of the largest lots on the street, this home features a bright open-concept layout, upgraded kitchen with quartz countertops, custom cabinetry, stainless steel appliances, and a spacious island.The finished basement apartment with a separate entrance offers excellent rental income potential or space for extended family. Enjoy a large backyard and a prime location close to top-rated schools, parks, shopping, Milton GO Station, and Highway 407.Move-in ready and packed with value!
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!!
1340 Main Street 202, Milton
2
BEDS
2
BATHS
$595,000
FOR SALE
Bright and spacious 2-bedroom, 2-bathroom corner condo offering over 1,000 square feet of stylish and comfortable living space in the highly desirable Dempsey neighbourhood of Milton. Impeccably maintained and finished with laminate flooring throughout, this sun-filled unit features large windows that flood every room with natural light. The open-concept living and dining area flows seamlessly into a generous kitchen complete with stainless steel appliances, ceramic backsplash, ample counter space, and a walkout to a private balcony-ideal for enjoying your morning coffee or relaxing in the evening. Both bedrooms are generously sized, with the primary suite featuring a 4-piece ensuite for added comfort and privacy. Additional highlights include one underground parking space, one exclusive surface parking spot, and a locker for extra storage. Conveniently located just minutes from Highway 401, shopping plazas, schools, cinemas, Walking Trails, and parks, this exceptional condo offers the perfect blend of comfort, convenience, and lifestyle.
1201 Fox Crescent, Milton
4
BEDS
3
BATHS
$1,299,999
FOR SALE
Welcome to 1201 Fox Crescent, a beautifully maintained family home that combines comfort, functionality, and timeless appeal in one of Milton's most sought-after neighbourhoods. Bright, inviting, and meticulously cared for, this move-in-ready residence offers over 2,000sq. ft. of thoughtfully designed living space above grade, plus a professionally finished basement. From the moment you step inside, you'1l appreciate the abundance of natural light, gleaming hardwood floors, and pride of ownership evident throughout. The main level is designed for both everyday family living and effortless entertaining, featuring a seamless flow between the kitchen, breakfast area, living room, and formal dining room. At the heart of the home is a spacious family-sized kitchen complete with stainless steel appliances, breakfast bar seating, and a walkout to the deck and fully fenced backyard. Whether you're enjoying your morning coffee, hosting summer barbecues, or watching the kids play outdoors, this space offers the perfect indoor-outdoor lifestyle. The inviting living room is anchored by a cozy gas fireplace and large windows that fill the home with warmth and natural light. Upstairs, the generous primary retreat provides a peaceful escape, featuring a walk-in closet and a luxurious 5-piece ensuite with double sinks, a separate glass shower, and a relaxing soaker tub. Three additional well-appointed bedrooms and a full bathroom complete the upper level, providing plenty of room for a growing family. The finished basement adds exceptional versatility with a large recreation room, dedicated office space, and ample storage. Whether you envision movie nights, a teen retreat, home gym, guest suite, or work-from-home setup, this level adapts to your family's changing needs. Outside, enjoy the added curb appeal of a stamped concrete driveway and unwind in the private backyard hot tub after a long day. Ideally situated in the heart of Dempsey, one of Milton's most family-oriented.
1228 Fox Crescent, Milton
4
BEDS
5
BATHS
$1,467,000
FOR SALE
Step into luxury with this stunning, fully detached all-brick residence that has been impeccably maintained. With four spacious bedrooms and four and a half bathrooms, this home offers the perfect blend of comfort and elegance. As you enter, you'll be greeted by exquisite hardwood flooring that flows seamlessly throughout the main level. The gourmet kitchen is a chef's delight, featuring modern appliances and ample counter space, perfect for culinary creations and entertaining guests. The finished basement provides additional living space, ideal for family gatherings or a cozy movie night. Step outside to discover your personal oasis: a spectacular yard complete with a beautiful pool, soothing hot tub, and a charming cabana-perfect for summer relaxation and entertaining. This home also boasts a double car garage and numerous upgrades, ensuring you have everything you need right at your fingertips. Located in an attractive neighborhood, your dream next chapter awaits here! Don't miss the opportunity to make this exceptional property yours!
236 Fitzgerald Crescent, Milton
3
BEDS
3
BATHS
$798,900
FOR SALE
Welcome home to this beautiful 3 bed freehold townhome! Amazing location, close to amenities and backing on to Fitzgerald park. Sit out and relax on the spacious covered porch. Enter into the inviting foyer overlooking the generous living room with gorgeous barn board accent wall and newer flooring. This level also boasts a 2 piece powder room. Continue into the large, updated , eat in kitchen with quartz counters and access to the private rear yard , backing onto park space. The second level features three large bedrooms and a four piece main bath. The spacious primary bedroom also has a four piece ensuite and large walk in closet. Recent windows throughout. The unspoiled basement is waiting for your touches. Steps to schools, parks, shopping and many restaurants. Access to the 401 is minutes away. Get out and explore the spectacular Niagara escarpment, go skiing or fishing at Kelso or enjoy one of the many other conservation areas this region has to offer. You will love living at 236 Fitzgerald Cres! Shingles 2021, Windows 2024, Kitchen updated 2024
1487 Maple Avenue 403, Milton
2
BEDS
1
BATHS
$499,000
FOR SALE
Located in Milton's desirable Maple Crossing community, this updated 2 bedroom suite with two parking spots is the perfect size. The kitchen has just been newly renovated and appliances are either new or just a few years old, new flooring and kitchen and bath, and the complete unit freshly painted. Bright and sunny open concept living & dining, vaulted ceilings and large windows looking out to the escarpment, complete the package. Both bedrooms are a generous size and each with double closets. Convenient in-suite laundry with room for storage. On-site amenities include underground car wash, clubhouse w/fitness & party facilities. 1 Underground parking, one Surface spot available through condo management at no charge, tons of visitor parking & exclusive storage locker. Perfect for first time buyers & down sizers! Location is ideal for shopping, restaurants, school & parks as well as the 401 & GO.
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.
1317 Weller Cross, Milton
4+1
BEDS
4
BATHS
$1,289,900
FOR SALE
Welcome to 1317 Weller Crossing, Milton Beautiful Home with State-of-the-Art Upgrades This house is a gem bright, spacious, and incredibly inviting. Every upgrade in this home is crafted with the highest-end materials, ensuring luxury and quality throughout. It features a fully upgraded kitchen with stainless steel appliances, stunning quartz countertops, and a matching backsplash, along with elegantly designed bathrooms. The main and second floors showcase premium porcelain and hardwood flooring. New garage and front doors add to the homes curb appeal, while modern spotlights inside and along the external roof edge illuminate the entire home, creating a beautiful, contemporary ambiance. Professionally finished walkout basement that can be easily be transformed to an income generating basement apartment. Featuring modern kitchen, bedroom, and full bathroom and laminate flooring throughout. Outside, the manicured backyard offers a serene retreat with a gazebo, perfect for relaxation and entertaining.
1479 Maple Avenue 405, Milton
2
BEDS
1
BATHS
$579,000
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.
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!
1202 Main Street 108, Milton
2
BEDS
3
BATHS
$649,888
FOR SALE
Here's Your Opportunity To Maximize Value And Experience A Premium Condo Lifestyle Within This Absolutely Stunning End Unit Suite, Located In The Heart Of Charming Milton! This Incredible 2 Bedroom Corner Suite Truly Sets The Standard For Those In Search Of A Premium Condo Community, Offering A More Relaxed Change Of Pace, Without The Common Condo Compromises! 1202 Main St E Suite 108 Is Ready To Impress From The Moment You Step Inside - Immediately Your Drawn To The Abundance Of Natural Light This Truly Spacious & Ultra-Stylish Townhome Receives! Be Ready To Host Or Comfortably Unwind Within The Beautiful Main Floor Living Area, Home To A Mesmerizing Modern Kitchen With Huge Centre Island, Complete With Upgraded Lighting, Premium Appliances, Ample Storage + Bonus Balcony Retreat Perfect For Your Morning Coffee! The Lower Level Allows For Incredible Privacy, WhereYour Primary Retreat With Amazing Walk-In Closet & 4Pc Ensuite Steals The Show! Additional Oversized Secondary Bedroom With Great Sized Window, Large Closet & 2nd Full Washroom Is The Perfect Compliment To The Extremely Functional Layout! This Completely Move-In Ready Townhome Has The Dream Combination Of Size, Style & Sunlight That Doesn't Come Around Often.. Don't Miss This One!
241 Featherstone Road, Milton
3
BEDS
3
BATHS
$854,900
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.
165 Hampshire Way 95, Milton
2
BEDS
2
BATHS
$675,000
FOR SALE
Beautifully designed three-storey townhouse located in one of Milton's most sought-after communities. This charming home features 2 bedrooms and 1.5 bathrooms with a bright and functional open-concept layout ideal for modern living. The stylish kitchen offers stainless steel appliances, granite countertops, and a contemporary backsplash, complemented by hardwood flooring and soaring 9-foot ceilings, Humidifier added to the furnace 2018. Conveniently situated minutes from Highway 401, Milton GO Station, Toronto Premium Outlets, shopping, restaurants, parks, and more. A fantastic opportunity to own in a high-demand neighbourhood.
1479 Maple Avenue 102, Milton
2
BEDS
2
BATHS
$579,700
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!
1340 Main Street 113, Milton
2
BEDS
2
BATHS
$589,000
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.
1017 Woodward Avenue, Milton
4+2
BEDS
4
BATHS
$1,310,000
FOR SALE
RARE OPPORTUNITY Prime Milton LOCATION is Everything: Minutes to Hwy 401, MILTON GO, MILTON LIBRARY, MILTON LEISURE CENTER top-rated schools, Cineplex, shopping... This home offers the rare trifecta of luxury finishes, absolute privacy, and proven income potential. Welcome to this carpet free 3,346 sq. ft. (total living space) all-brick detached residence, perfectly situated on a quiet street fronting a serene wooded lot. Enjoy unparalleled privacy and greenery views right from your front door. The Main Level: Designed for Entertaining The bright, layout is anchored by a gorgeous crown moulding living/ dining flowing to spacious family room with a cozy gas fireplace. The heart of the home is the custom chef's kitchen, boasting premium Quartz countertops, a double oven, and a functional layout. A rare 3-piece bathroom on the main level adds ultimate convenience for guests, that flows into the mudroom complete with a stainless steel sink and abundant storage. The Upper Level: Comfort & Style. Featuring 4 generous bedrooms, including a master retreat with ENSUITE 5 piece bath You'll find another 5-piece washroom upstairs, ensuring no morning rush for the family. The Income Generator: Ready 2-Bed Basement Suite The fully furnished, legal basement apartment is a true mortgage-helper or multi-generational suite. It features a separate side entrance, its own laundry, and a full suite of appliances (dishwasher, stove, fridge, washer/dryer, freezer)-move in ready Outdoor Oasis & Extras: Year-Round Hosting: Step out to a legal backyard deck and a permitted gazebo, complete with a gas BBQ hookup. Significant Savings: High-efficiency gas stove and gas dryer installed to keep monthly utility bills low. Premium Finishes: Identical marble counters throughout the home for a cohesive, high-end feel with premium Quartz countertops on main level custom kitchen. Total Convenience: Attached double-car garage equipped with reliable Cumberland openers. Welcome home!
136 Manley Lane, Milton
3+1
BEDS
3
BATHS
$899,999
FOR SALE
Stunningly Renovated End-Unit Townhouse Offering Over 2,100 Sq. Ft. Of Modern Living Space, Featuring 3 Spacious Bedrooms And 3 Updated Bathrooms With A Sleek Open-Concept Design Perfect For Today's Lifestyle. This Beautifully Upgraded Home Includes Fresh Paint Throughout, New Vinyl Flooring, Contemporary Light Fixtures, Modern Vanities, Stylish Accessories, And Brand-New Stainless Steel Appliances. Enjoy A Large Private Outdoor Deck Ideal For Entertaining. Located In A Highly Sought-After Area, Just Steps From The Milton Public Library, Leisure Centre, First Ontario Arts Centre, GO Station, Parks, Restaurants, Canadian Superstore, Schools, And Easy Access To Hwy 401-This Turnkey Home Combines Comfort, Convenience, And Unbeatable Location.
1050 Main Street 1014, Milton
2+1
BEDS
2
BATHS
$725,000
FOR SALE
Luxurious 2 Bedroom + Den In Desirable Boutique Building "Art On Main". 10th Floor Suite With Breathtaking Views. Walk Out To Balcony With Views Of The Escarpment! Great Location! Superb Floor Plan-Bright & Spacious. Large Open Concept Living Room, Dining Room & Kitchen. Gourmet Kitchen Features Quartz Counters With Breakfast Bar & Stainless Steel Appliances. Spacious Primary With 4Pce Ensuite. 2 Bathrooms. One Parking Space + Locker. Fabulous Amenities - Gym, Party Room, Rooftop Terrace, Outdoor Pool. Close To Shopping, Parks, Transit & Highways - Walking Distance To Go Train!
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