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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 1035 - OM Old Milton Milton L9T 8K8
    Main Photo: 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 1035 - OM Old Milton

    $569,569
    Residential 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 details
    Listed by ROYAL LEPAGE MEADOWTOWNE REALTY
    LISTING DETAILS
    SUSANA MEDEIROS
    Jenia Medeiros

  • 415 Highside Drive in Milton: 1035 - OM Old Milton House for sale : MLS®# W13451400

    415 Highside Drive 1035 - OM Old Milton Milton L9T 1W9
    Main Photo: 415 Highside Drive in Milton: 1035 - OM Old Milton House for sale : MLS®# W13451400

    415 Highside Drive Milton L9T 1W9 1035 - OM Old Milton

    $1,399,999
    Residential 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 details
    Listed by ROYAL LEPAGE MEADOWTOWNE REALTY
    LISTING DETAILS
    SUSANA MEDEIROS
    Jenia Medeiros

  • 396 Broadway Avenue in Milton: 1035 - OM Old Milton House for sale : MLS®# W13452584

    396 Broadway Avenue 1035 - OM Old Milton Milton L9T 1T7
    Main Photo: 396 Broadway Avenue in Milton: 1035 - OM Old Milton House for sale : MLS®# W13452584

    396 Broadway Avenue Milton L9T 1T7 1035 - OM Old Milton

    $2,350,000
    Residential 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 details
    Listed by ROYAL LEPAGE MEADOWTOWNE REALTY
    LISTING DETAILS
    SUSANA MEDEIROS
    Jenia Medeiros

  • 133 445 Ontario Street S in Milton: 1037 - TM Timberlea Condo Townhouse for sale : MLS®# W13450590

    133 445 Ontario Street S 1037 - TM Timberlea Milton L9T 9K5
    Main Photo: 133 445 Ontario Street S in Milton: 1037 - TM Timberlea Condo Townhouse for sale : MLS®# W13450590

    133 445 Ontario Street S Milton L9T 9K5 1037 - TM Timberlea

    $699,999
    Residential 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 details
    Listed by RE/MAX REAL ESTATE CENTRE INC.
    LISTING DETAILS
    SUSANA MEDEIROS
    Jenia Medeiros

  • 93 445 Ontario Street S in Milton: 1037 - TM Timberlea Condo Townhouse for sale : MLS®# W13451586

    93 445 Ontario Street S 1037 - TM Timberlea Milton L9T 2N2
    Main Photo: 93 445 Ontario Street S in Milton: 1037 - TM Timberlea Condo Townhouse for sale : MLS®# W13451586

    93 445 Ontario Street S Milton L9T 2N2 1037 - TM Timberlea

    $679,000
    Residential 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 details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS
    SUSANA MEDEIROS
    Jenia Medeiros

  • 7750 5 Side Road in Milton: 1034 - MN Milton North House for sale : MLS®# W13448000

    7750 5 Side Road 1034 - MN Milton North Milton L9T 2K7
    Main Photo: 7750 5 Side Road in Milton: 1034 - MN Milton North House for sale : MLS®# W13448000

    7750 5 Side Road Milton L9T 2K7 1034 - MN Milton North

    $1,898,888
    Residential 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 details
    Listed by RE/MAX REAL ESTATE CENTRE INC.
    LISTING DETAILS
    SUSANA MEDEIROS
    Jenia Medeiros

  • 1228 Fox Crescent in Milton: 1029 - DE Dempsey House for sale : MLS®# W13438172

    1228 Fox Crescent 1029 - DE Dempsey Milton L9T 0S7
    Main Photo: 1228 Fox Crescent in Milton: 1029 - DE Dempsey House for sale : MLS®# W13438172

    1228 Fox Crescent Milton L9T 0S7 1029 - DE Dempsey

    $1,467,000
    Residential 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 details
    Listed by RE/MAX ESCARPMENT REALTY INC.
    LISTING DETAILS
    SUSANA MEDEIROS
    Jenia Medeiros

  • 267 Fitzgerald Crescent in Milton: 1029 - DE Dempsey House for sale : MLS®# W13435646

    267 Fitzgerald Crescent 1029 - DE Dempsey Milton L9T 5Y3
    Main Photo: 267 Fitzgerald Crescent in Milton: 1029 - DE Dempsey House for sale : MLS®# W13435646

    267 Fitzgerald Crescent Milton L9T 5Y3 1029 - DE Dempsey

    $899,900
    Residential 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 details
    Listed by RE/MAX ESCARPMENT REALTY INC.
    LISTING DETAILS
    SUSANA MEDEIROS
    Jenia Medeiros

  • 103 445 Ontario Street in Milton: 1037 - TM Timberlea Condo Townhouse for sale : MLS®# W13438372

    103 445 Ontario Street 1037 - TM Timberlea Milton L9T 9K4
    Main Photo: 103 445 Ontario Street in Milton: 1037 - TM Timberlea Condo Townhouse for sale : MLS®# W13438372

    103 445 Ontario Street Milton L9T 9K4 1037 - TM Timberlea

    $679,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13438372
    Bedrooms:
    3
    Bathrooms:
    3
    Beautiful Corner 3-Story Townhome The Mayfair 1575sq.ft By Bucci Homes. In Milton's MostDesirable neighbourhoods.Good size 3 Bedrooms, Bright W/Open Concept Floor Plan. Kitchen W/Stainless Steel Appliances With Large Centre Island. Spacious Living Room W/Dining Includes Large Window Makes It Bright & Spacious. 2nd Floor Spacious Family Room With Walk-Out To Second Terrace. Near To Go Station And Highway 401. More details
    Listed by iCloud Realty Ltd.
    LISTING DETAILS
    SUSANA MEDEIROS
    Jenia Medeiros

  • 22 130 Robert Street in Milton: 1035 - OM Old Milton Condo Townhouse for sale : MLS®# W13435424

    22 130 Robert Street 1035 - OM Old Milton Milton L9T 6E3
    Main Photo: 22 130 Robert Street in Milton: 1035 - OM Old Milton Condo Townhouse for sale : MLS®# W13435424

    22 130 Robert Street Milton L9T 6E3 1035 - OM Old Milton

    $875,000
    Residential 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 details
    Listed by EXP REALTY
    LISTING DETAILS
    SUSANA MEDEIROS
    Jenia Medeiros

  • 243 Sydney Street in Milton: 1035 - OM Old Milton House for sale : MLS®# W13432980

    243 Sydney Street 1035 - OM Old Milton Milton L9T 1E2
    OPEN HOUSE: Jun 20, 2026
    01:00 PM - 03:00 PM EDT
    Open House on Saturday, June 20, 2026 1:00PM - 3:00PM
    Main Photo: 243 Sydney Street in Milton: 1035 - OM Old Milton House for sale : MLS®# W13432980

    243 Sydney Street Milton L9T 1E2 1035 - OM Old Milton

    $899,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13432980
    Bedrooms:
    3
    Bathrooms:
    2
    Some homes carry the memory of the town itself. This is one of them. Nestled in the storied streets of Old Milton. This three-bedroom, two-bath gem sits on an extraordinary lot that is increasingly rare in this coveted neighborhood - a canvas as generous as your imagination. The bones are solid. The setting is exceptional. And the opportunity? Absolutely singular. Whether you're drawn to restoring its original character with loving detail or envisioning an entirely reimagined retreat, this property offers the freedom to build the life you've always pictured. Step outside and you're moments from the charm of downtown Milton - boutique shops, farm-to-table restaurants, the energy of the fairgrounds, and the quiet pride of a community that knows what it has. Renovate, restore, or fully reimagine. This property is a rare blank slate in an established neighborhood - a true investor's and dreamer's prize. Properties like this simply don't come available often. In Old Milton - a neighborhood celebrated for its tree-lined streets, proud history, and tight-knit community - this lot represents something money can rarely buy: true breathing room. The existing home is a thoughtful starting point. Its layout lends itself beautifully to a thoughtful renovation that preserves its soul while introducing every modern comfort you desire. More details
    Listed by REAL BROKER ONTARIO LTD.
    LISTING DETAILS
    SUSANA MEDEIROS
    Jenia Medeiros

  • 761 Banting Court in Milton: 1031 - DP Dorset Park House for sale : MLS®# W13431848

    761 Banting Court 1031 - DP Dorset Park Milton L9T 3M4
    Main Photo: 761 Banting Court in Milton: 1031 - DP Dorset Park House for sale : MLS®# W13431848

    761 Banting Court Milton L9T 3M4 1031 - DP Dorset Park

    $760,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13431848
    Bedrooms:
    3
    Bathrooms:
    1
    This is a fantastic opportunity to add your finishing touches to an affordable three bedroom bungalow on a large fully fenced lot. Quiet cul-de-sac with very low traffic. There's an insulated garage door, a gas stove, and the roof has plenty of years left on it. Enjoy being within walking distance of the Go Train, the Arts Centre, a Community Centre, lots of shopping, and there's also easy access to the 401. More details
    Listed by ROYAL LEPAGE MEADOWTOWNE REALTY
    LISTING DETAILS
    SUSANA MEDEIROS
    Jenia Medeiros
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Data was last updated June 18, 2026 at 12:15 PM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.