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134 Wakefield Road in Milton: 1035 - OM Old Milton House for sale : MLS®# W13468428
134 Wakefield Road Milton L9T 2L9 
$979,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13468428
- Bedrooms:
- 4
- Bathrooms:
- 2
Nestled in the heart of charming Old Milton, this beautifully updated 3 bedroom bungalow offers over 1700 square feet of living space and is a perfect blend of modern style and multi-generational flexibility. The main floor features a bright, open-concept layout centred around a large kitchen island, creating an ideal hub for familty gatherings and entertaining. The home's versatility is truly showcased in the fully finished lower level, which houses a self-contained in-law suite complete with its own separate entrance. This private space includes a full kitchen, a comfortable living room, a 4 piece bathroom, dedicated laundry and a flexible floor plan offering one bedroom plus a den that can easily serve as a second bedroom (closet/no window). Whether you are looking for a home that supports extended family or provides potential rental income, this property delivers in a prime, walkable location. PUBLIC OPEN HOUSE SATURDAY JUNE 20/ 2 to 4 More detailsListed by RE/MAX ABOUTOWNE REALTY CORP.- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
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205 1483 Maple Avenue in Milton: 1029 - DE Dempsey Condo Apartment for sale : MLS®# W13462700
205 1483 Maple Avenue Milton L9T 0B6
$450,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13462700
- Bedrooms:
- 2
- Bathrooms:
- 1
Welcome to Maple Crossing and the highly sought-after Hampton model - a favourite for its smart, open-concept design, generous room sizes, and easy, everyday living. This beautifully updated 2 bedroom, 1 bathroom condo offers approximately 900 sq ft of bright, functional space that feels warm, stylish, and move-in ready from the moment you walk in. The open living and dining area creates the perfect setting for relaxed evenings, casual entertaining, or quiet mornings at home. The updated kitchen features quartz counters, a breakfast bar, pot drawers, and great prep space, making it as practical as it is inviting. New luxury vinyl flooring runs throughout, complemented by fresh paint and a clean, modern feel. The bathroom has also been refreshed with a quartz counter, while ensuite laundry adds the convenience today's buyers are looking for. Step outside to your second-floor northwest-facing balcony and enjoy beautiful sunset views - the perfect spot to unwind at the end of the day. With 1 underground parking space and 1 locker included, plus additional surface parking available on a first-come, first-served daily basis, this unit offers comfort and convenience in all the right places. Maple Crossing is a well-loved complex with amenities that add real value to everyday life, including a gym, party room, and car wash bay. Whether you're a first-time buyer dreaming of home ownership, a downsizer looking for low-maintenance living, a single professional wanting convenience, or a young family, this condo offers a lifestyle that simply makes sense. Located in one of Milton's most convenient neighbourhoods, you're walking distance to schools, parks, groceries, restaurants, Cineplex, Home Depot, and many everyday amenities. Commuters will love the easy access to major routes, making it simple to get around town or head out of the city. Stylish, functional, and incredibly well located - this is the kind of condo that feels like home. More detailsListed by Royal LePage Meadowtowne Realty Inc., Brokerage and ROYAL LEPAGE MEADOWTOWNE REALTY- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
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409 1483 Maple Avenue in Milton: 1029 - DE Dempsey Condo Apartment for sale : MLS®# W13463528
409 1483 Maple Avenue Milton L9T 0B6
$529,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13463528
- Bedrooms:
- 2
- Bathrooms:
- 1
Beautifully renovated unit featuring a stunning custom kitchen with premium 36" upper and lower cabinetry, pot drawers, spice rack, soft-close doors and drawers, quartz countertops, quartz backsplash, under-cabinet lighting, and newer stainless steel appliances including fridge, stove, dishwasher and microwave. Freshly painted throughout in premium Benjamin Moore colours. Updated bathroom with quartz vanity, new Moen faucet, undermount sink and new toilet. Quality finishes include wide-plank premium luxury vinyl flooring throughout, new baseboards and trim, updated lighting, blackout blinds and ample closet storage. Equipped with newer washer and dryer. Enjoy central A/C. Ideally located minutes from Hwy 401 and James Snow Parkway, with Walmart Supercentre, shopping, restaurants, parks and everyday amenities just a short 7-minute drive away. Move-in ready and offering exceptional value, modern finishes and low-maintenance living. More detailsListed by ROYAL LEPAGE REAL ESTATE SERVICES LTD.- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
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308 383 Main Street E in Milton: 1035 - OM Old Milton Condo Apartment for sale : MLS®# W13455000
308 383 Main Street E Milton L9T 8K8
$569,569Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13455000
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome to the heart of downtown Milton! A polished 2-bedroom, 2-bathroom condo offering 1,005 sq. ft. of smartly designed living space in a great location. Freshly painted and finished with energy-efficient geothermal heating and cooling, this suite delivers comfort without the steep utility costs. From the moment you enter, the generous foyer with its oversized front closet sets a practical tone, with additional storage tucked into the laundry/mechanical room. The kitchen impresses with granite countertops, stainless steel appliances, and ample cabinetry; all anchored by a peninsula breakfast bar with pendant lighting and seating for four. Warm laminate flooring runs through the open-concept living and dining area, which connects directly to a south-facing private balcony overlooking Main Street. The primary bedroom is a true retreat: plush broadloom, two large closets, and a 4-piece ensuite complete with granite vanity, undermount sink, walk-in shower, and a deep jetted soaker tub. The second bedroom mirrors the same comfort with broadloom flooring and a roomy closet, served by a second full 4-piece bath with granite vanity and tub/shower combo. Rounding things out: one underground parking spot and a dedicated storage locker. Building amenities include a fitness centre, party room, games room, and visitor parking. All of it just steps from transit, shops, restaurants, and everything that makes downtown Milton worth living in. More detailsListed by ROYAL LEPAGE MEADOWTOWNE REALTY- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
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133 445 Ontario Street S in Milton: 1037 - TM Timberlea Condo Townhouse for sale : MLS®# W13450590
133 445 Ontario Street S Milton L9T 9K5
$699,999Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13450590
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome Home! This executive corner townhome is nestled within a well-maintained complex built by Bucci Homes in the heart of Milton. This bright, private residence features extra windows and abundant natural light, complemented by a functional open-concept layout with 9-foot ceilings on the main floor.Extensively upgraded throughout with brand new laminate flooring and fresh paint is complimented by quartz countertop island, backsplash, stainless steel exhaust hood, gas stove, additional kitchen pantry, and hardwood staircase. The spacious kitchen offers ample cabinetry and workspace, flowing seamlessly into the living and dining areas and balcony , ideal for everyday living and entertaining.Designated Family Room Features Walk out to Private Balcony. Finished space on the garage level provides flexibility for a home office or additional storage, plus electric vehicle charger rough-in for added convenience.Enjoy three unique outdoor spaces including a private balcony walkout from the family room, balcony off the kitchen, and a Juliet balcony in the principal bedroom. Located in desirable South Milton, Close to schools, Trails, Walking Distance to Milton Sports Centre/Community Park, shopping, public transit, GO Train, and major highways. A rare opportunity to own a bright, upgraded corner townhome offering privacy and low-maintenance living in a prime location. More detailsListed by RE/MAX REAL ESTATE CENTRE INC.- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
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93 445 Ontario Street S in Milton: 1037 - TM Timberlea Condo Townhouse for sale : MLS®# W13451586
93 445 Ontario Street S Milton L9T 2N2
$679,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13451586
- Bedrooms:
- 2
- Bathrooms:
- 2
Why settle for a condo when you can enjoy the space and privacy of a townhouse? This bright and modern 2-bedroom, 2-bathroom home offers the perfect opportunity to enter the Milton market without sacrificing comfort. Featuring an open-concept layout, contemporary finishes, abundant natural light, and parking for two vehicles, with garage parking and private driveway Conveniently located near parks, schools, shopping, transit, and major commuter routes, it's an ideal choice for first-time buyers, young families, and investors alike. More detailsListed by RIGHT AT HOME REALTY- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
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396 Broadway Avenue in Milton: 1035 - OM Old Milton House for sale : MLS®# W13452584
396 Broadway Avenue Milton L9T 1T7
$2,350,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13452584
- Bedrooms:
- 4
- Bathrooms:
- 5
A masterful blend of custom luxury and timeless elegance, this exceptional Milton residence is ideally situated on a sun-filled corner lot in one of the community's most established neighbourhoods. Thoughtfully designed with a refined floor plan and meticulous attention to detail, the home showcases premium finishes and a seamless flow that balances everyday comfort with effortless entertaining. The main level features soaring ceilings, wide-plank hardwood floors, designer lighting, and custom millwork throughout. A chef-inspired kitchen is equipped with premium appliances, large centre island, butler's prep area, and walk-in pantry, overlooking a bright great room with a stunning floor-to-ceiling fireplace. Formal and informal living spaces blend seamlessly, from the inviting dining room to the professionally landscaped backyard, designed for memorable family gatherings. A private office, mudroom w/ laundry, and elegant powder room complete the level. Upstairs, four spacious bedrooms and three full baths provide ample room for family and guests. The primary suite offers a walk-in closet and spa-inspired ensuite, while a private guest suite includes its own walk-in closet and ensuite. Two add'l bedrooms share a well-appointed bathroom and a second-floor laundry room adds everyday convenience. The fully finished lower level expands the living space with a large rec room, games area, wet bar, glass-enclosed home gym, and 3pc bathroom- perfect for recreation, wellness, and entertaining. Outside, the double-wide driveway comfortably accommodates up to four vehicles. Ideally located within walking distance of Downtown Milton, Mill Pond, Rotary Park, transit, and major highways, this distinguished residence offers an exceptional lifestyle in one of Milton's most desirable settings. Designed for those who value quality craftsmanship, thoughtful design, and timeless style, this is a rare opportunity to own a home that is as functional as it is beautiful. More detailsListed by ROYAL LEPAGE MEADOWTOWNE REALTY- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
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415 Highside Drive in Milton: 1035 - OM Old Milton House for sale : MLS®# W13451400
415 Highside Drive Milton L9T 1W9
$1,399,999Residential Freehold- Status:
- Active
- MLS® Num:
- W13451400
- Bedrooms:
- 6
- Bathrooms:
- 4
Rare 93 x 181 ft lot (0.34 acres), approx. 50% larger than many premium downtown parcels. Mature trees, wide frontage, and depth you feel immediately. Quiet, tree-lined street with low traffic and long-term neighbours. Walk to downtown, Mill Pond, shops, and local amenities. Tucked away feel with access to the core. Georgian-style home with full-width front porch. Approx. 2,174 sq.ft. plus 2-bedroom in-law suite with separate entrance. 4 bedrooms up, 2 down. Multiple entrances offer flexibility for extended family. Functional layout with separate living, dining, and family rooms. Large family room with exposed beams and fireplace. Space to spread out with privacy throughout. Backyard is a standout. Deep, private, and usable. Room for play, entertaining, skating rink potential, and quiet sitting areas. Mature trees, open space, and regular wildlife make it feel like your own park. Heated shed with electricity ideal for workshop or office. Parking for 6 in driveway plus oversized double garage. Custom built in 1967 and well maintained. For those with a bigger vision, zoning allows potential for a custom home up to approx. 6,000 sq.ft. with a 3-car garage. Enjoy it as-is, update over time, or build new. One of Milton's most unique properties. More detailsListed by ROYAL LEPAGE MEADOWTOWNE REALTY- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
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7750 5 Side Road in Milton: 1034 - MN Milton North House for sale : MLS®# W13448000
7750 5 Side Road Milton L9T 2K7
$1,898,888Residential Freehold- Status:
- Active
- MLS® Num:
- W13448000
- Bedrooms:
- 7
- Bathrooms:
- 6
Welcome to this exceptional countryside estate within the city, situated on a rare 0.63-acre lot just 5 minutes from downtown Milton and only 3 km from Hwy 401. Offering over 6,200 sq. ft. of living space, this fully upgraded home features 6+2 bedrooms, 6 bathrooms & more than $200,000+ spent in recent renovations. Designed for large or multi-generational families, the home includes 3 kitchens, 2 separate basement entrances, & a versatile layout that provides excellent opportunities for private living quarters, extended family accommodations, or supplementary rental income, including potential Airbnb use. Ample parking adds to the property's functionality & convenience. Step outside to enjoy a private backyard retreat featuring a large concrete pool, mature surroundings, and the rare experience of country-style living while remaining minutes from shopping, schools, highways, and all urban amenities. Properties offering this level of space, privacy, and tranquility within Milton city limits are exceptionally hard to find. A major long-term advantage is the property's location less than 5 minutes from the rapidly expanding Regional Road 25 growth corridor. Significant development is planned there including a proposed Costco Warehouse. As this transformative growth continues, municipal water & municipal sanitary sewer services-are anticipated to extend into the area, creating a unique opportunity for estate-lot owners to benefit from urban infrastructure while preserving the space and privacy of country living. An added advantage is the Town's willingness to consider Business Park zoning uses as an additional option to residential use, offering added flexibility and redevelopment possibilities. Whether you're seeking a luxury family estate, multi-generational home, income-generating property, or long-term investment, this is a rare opportunity to own a substantial country property positioned at the doorstep of one of Milton's most significant future growth areas. More detailsListed by RE/MAX REAL ESTATE CENTRE INC.- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
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1228 Fox Crescent in Milton: 1029 - DE Dempsey House for sale : MLS®# W13438172
1228 Fox Crescent Milton L9T 0S7
$1,467,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13438172
- Bedrooms:
- 4
- Bathrooms:
- 5
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! More detailsListed by RE/MAX ESCARPMENT REALTY INC.- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
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22 130 Robert Street in Milton: 1035 - OM Old Milton Condo Townhouse for sale : MLS®# W13435424
22 130 Robert Street Milton L9T 6E3
$875,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13435424
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to The Fairfield's - a private enclave of executive townhomes quietly tucked in Milton's downtown core. This rare double-car garage, end-unit residence stands apart for its scale, privacy, and natural light. With more than 2,000 sq. ft. of total finished living space the home offers a warm, inviting layout and a quiet, central location that buyers value but rarely find. The main level features an inviting open layout with hardwood and ceramic flooring, a spacious Great Room with pot lights, crown moulding, a gas fireplace, California shutters, all flowing into the kitchen and out to a sun-filled patio and private garden. A main-floor laundry room with direct garage access and a convenient 2-pc powder room complete the level.. The upper level features a generous king-sized primary suite with an expansive ensuite offering a deep soaker tub, a separate walk-in shower, and a spacious walk-in closet. Completing the Second level are two comfortable bedrooms and a spacious 4 pc bathroom. The California shutters and soft broadloom provide a sense of calm and comfort on the upper level. The professionally finished basement expands your options. For buyers looking to add value, the home offers a premium end-unit position, a double-garage layout and an exceptional location, giving you a superior starting point for future value. At The Fairfield's, low-maintenance living is built in: snow removal, lawn care, exterior window cleaning, and general exterior maintenance are all handled for you. You simply lock the door and enjoy life. Situated along lush green space, a quiet stream, and the Milton Fairgrounds, the setting is both private and serene-yet just steps from Milton's historic Main Street, lined with cafés, restaurants, boutique shops, and year-round community events. This is more than a home. It's a rare combination of convenience, privacy, and future potential-right in the heart of one of Milton's most desirable communities. More detailsListed by EXP REALTY- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
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267 Fitzgerald Crescent in Milton: 1029 - DE Dempsey House for sale : MLS®# W13435646
267 Fitzgerald Crescent Milton L9T 5Y3
$899,900Residential Freehold- Status:
- Active
- MLS® Num:
- W13435646
- Bedrooms:
- 4
- Bathrooms:
- 4
Stunning Fully Upgraded Home In A Prime Location! Welcome to this Highly Upgraded gem at 267 Fitzgerald Crescent - 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.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 & moreA true turnkey home that combines style, comfort, and unbeatable convenience. Shows exceptionally well! More detailsListed by RE/MAX ESCARPMENT REALTY INC.- SUSANA MEDEIROS
- Remax Reality Specialists inc., Brokerage
- 1 (647) 407-5540
- susana@homemattersrealty.ca
- Jenia Medeiros
- Remax Reality Specialists inc., Brokerage
- 905-858-3434
- Jenia@homemattersrealty.ca
Data was last updated June 21, 2026 at 04:15 PM (UTC)
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