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  • 90 Thomas Street in Milton: 1035 - OM Old Milton House for sale : MLS®# W13085512

    90 Thomas Street 1035 - OM Old Milton Milton L9T 2E2
    Main Photo: 90 Thomas Street in Milton: 1035 - OM Old Milton House for sale : MLS®# W13085512

    90 Thomas Street Milton L9T 2E2 1035 - OM Old Milton

    $924,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13085512
    Bedrooms:
    3
    Bathrooms:
    2
    Nestled in the heart of Old Milton, this charming circa-1920 home at 90 Thomas St offers a unique blend of character, space, and location. This character-rich home is a rare offering rooted in craftsmanship and timeless design. From its solid construction to the thoughtful architectural details, it reflects an era when homes were built with intention and care. Warm, inviting, and layered with history, it offers a remarkable alternative to today's more uniform builds-perfect for those who value substance and a sense of place. This is more than a home-it's a lifestyle grounded in comfort, tradition, and quiet character, with an addition added to the home in 1998 making this home more spacious. Set on a premium lot backing directly onto the Fairgrounds, you'll enjoy serene, unobstructed views framed by mature trees-all in walking distance to parks, schools, amenities, and vibrant downtown Milton. This well-maintained 3-bedroom, 2 Full bath home showcases features such as stained glass windows, crown moulding, and hardwood flooring, complemented by key updates including a newer furnace, w/ the modern convenience of air conditioning, water heater, and removal of knob-and-tube wiring.The bright eat-in kitchen with ample counter space flows into a cozy family room addition w/ a gas stove, while a formal living room w/ a gas fireplace (as is) and a distinct dining area provide ideal entertaining spaces. A separate side entrance offers flexible access to the addition and backyard, while the fully fenced yard-with gas BBQ hookup-creates the perfect outdoor space. The long driveway accommodates up to four vehicles, plus a detached garage/shed with hydro. Upstairs, you'll find three generously sized bedrooms, a 4-piece bath, and additional storage, while the unfinished basement-with tall ceilings in the excavated addition and two separate staircases-offers outstanding potential. A covered front porch completes the inviting curb appeal of this truly special Old Milton property. More details
    Listed by ROYAL LEPAGE MEADOWTOWNE REALTY
    LISTING DETAILS
    SUSANA MEDEIROS
    Katie Bianchi

  • 52 341 Wilson Drive in Milton: 1031 - DP Dorset Park Condo Townhouse for sale : MLS®# W13083640

    52 341 Wilson Drive 1031 - DP Dorset Park Milton L9T 3Y9
    Main Photo: 52 341 Wilson Drive in Milton: 1031 - DP Dorset Park Condo Townhouse for sale : MLS®# W13083640

    52 341 Wilson Drive Milton L9T 3Y9 1031 - DP Dorset Park

    $650,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13083640
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome beautiful a Home to Dorset Park,341 Wilson Drive unit 52 Where Style Meets Everyday ComfortImagine coming home to a space that feels designed just for you. Tucked into Milton's coveted Dorset Park community, this fully upgraded end-unit townhouse offers approximately 1,881 sq. ft. of thoughtfully crafted living 3 bedrooms, 2.5 bathrooms, and a long list of premium finishes you'll fall for the moment you walk through the door.From the very first step inside, the details speak for themselves: rich 6.5" wide-plank engineered hardwood, imported tile, sleek modern baseboards, and warm LED pot lighting throughout. A handcrafted oak staircase anchors the home, while Lutron smart switches, custom built-ins, and upgraded interior doors with stainless steel hardware add that elevated, move-in-ready feel.The kitchen? A true showstopper. Floor-to-ceiling dark-stained cabinetry, oversized drawers, quartz countertops, a designer tile backsplash, and a built-in china cabinet with serving area make this a space where cooking feels effortless and entertaining feels unforgettable.Upstairs, three generous bedrooms and two beautifully updated bathrooms offer the perfect retreat, along with a large landing perfect for a desk or sitting area. The primary suite is a rare find complete with a walk-in closet, large bright window, wide-plank flooring, and a hard-to-find 3-piece ensuite to start and end your day in style.Love the lifestyle, you'll enjoy the bonus of extra outdoor space .Take a dip in the complex's outdoor pool with a lifeguard on duty, perfect for summer fun and relaxation. Within Minutes to Transit, Groceries, Food Basics, Resturants, Tim Hortons, Highway 401, 5 Minutes Walk To St. Nicholas Catholic Elementary School (French) and Robert Baldwin Elementary School. This property blends comfort, convenience, and community. Don't miss your chance to own in one of Milton's most sought-after family-friendly neighborhoods. More details
    Listed by CENTURY 21 PERCY FULTON LTD.
    LISTING DETAILS
    SUSANA MEDEIROS
    Katie Bianchi

  • 475 Harrop Drive in Milton: 1034 - MN Milton North Commercial for sale : MLS®# W13085670

    475 Harrop Drive 1034 - MN Milton North Milton L9T 3H3
    Main Photo: 475 Harrop Drive in Milton: 1034 - MN Milton North Commercial for sale : MLS®# W13085670

    475 Harrop Drive Milton L9T 3H3 1034 - MN Milton North

    $25,000,000 /For Sale
    Commercial
    Status:
    Active
    MLS® Num:
    W13085670
    Total Area:
    6.3 acre(s)
    Rare opportunity to acquire a fully secured trucking terminal with outside storage in Milton's prime industrial corridor, just off Highway 401. This 6.301-acre site features a fully interlocked yard designed for efficient trailer parking and fleet operations.The property includes a 20,000 sq. ft. facility with approximately 3,500 sq. ft. of office space and boardroom, along with a functional repair shop offering 20 ft clear height, 2 truck-level doors, and 5 drive-in doors.Unmatched access to Highway 401 provides seamless connectivity across the GTA and Southern Ontario. Ideal for transport operators, logistics companies, and investors seeking a high-demand industrial asset. More details
    Listed by RE/MAX METROPOLIS REALTY
    LISTING DETAILS
    SUSANA MEDEIROS
    Katie Bianchi

  • 408 443 Centennial Forest Drive in Milton: 1037 - TM Timberlea Condo Apartment for sale : MLS®# W13079370

    408 443 Centennial Forest Drive 1037 - TM Timberlea Milton L9T 6A1
    Main Photo: 408 443 Centennial Forest Drive in Milton: 1037 - TM Timberlea Condo Apartment for sale : MLS®# W13079370

    408 443 Centennial Forest Drive Milton L9T 6A1 1037 - TM Timberlea

    $714,900
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13079370
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome to this exceptional penthouse suite in Milton's sought-after Timberlea neighbourhood, where comfort and convenience come together seamlessly. This beautifully maintained 2-bedroom, 2-bathroom condo offers a bright, carpet-free interior with 9-foot ceilings, pot lights, custom window shutters, and a fresh neutral palette throughout. The open-concept living and dining area is both spacious and inviting, with upgraded lighting and walkout access to a private northeast-facing balcony showcasing peaceful views. The well-appointed kitchen features warm-toned cabinetry, stone countertops, stainless steel appliances, a stylish tile backsplash, and a generous breakfast bar with ample storage and prep space. The primary suite is a true retreat, complete with a double closet with organizers and a luxurious ensuite boasting a low-curb shower and jacuzzi tub, while the second bedroom is generously sized with its own double-door closet. A second full bath with a low-curb entry shower adds accessibility and convenience. Additional highlights include in-suite laundry, an owned water heater and softener, underground parking, and a storage locker. Residents enjoy access to a pristine building with a party room, covered balcony space, and organized social events, with water and gas included in condo fees. Ideally located steps to scenic trails and parks, and just minutes from major highways, GO transit, shops, and everyday amenities, this penthouse offers a refined and low-maintenance lifestyle in a prime location. More details
    Listed by ROYAL LEPAGE MEADOWTOWNE REALTY
    LISTING DETAILS
    SUSANA MEDEIROS
    Katie Bianchi

  • 134 Wakefield Road in Milton: 1035 - OM Old Milton House for sale : MLS®# W13075974

    134 Wakefield Road 1035 - OM Old Milton Milton L9T 2L9
    Main Photo: 134 Wakefield Road in Milton: 1035 - OM Old Milton House for sale : MLS®# W13075974

    134 Wakefield Road Milton L9T 2L9 1035 - OM Old Milton

    $999,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13075974
    Bedrooms:
    4
    Bathrooms:
    2
    Nestled in the heart of charming Old Milton, this beautifully updated 3 bedroom bungalow offers 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. More details
    Listed by RE/MAX ABOUTOWNE REALTY CORP.
    LISTING DETAILS
    SUSANA MEDEIROS
    Katie Bianchi

  • 243 Sydney Street in Milton: 1035 - OM Old Milton House for sale : MLS®# W13066886

    243 Sydney Street 1035 - OM Old Milton Milton L9T 1E2
    Main Photo: 243 Sydney Street in Milton: 1035 - OM Old Milton House for sale : MLS®# W13066886

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

    $995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13066886
    Bedrooms:
    2
    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
    Katie Bianchi

  • 262 Pine Street in Milton: 1035 - OM Old Milton House for sale : MLS®# W13071588

    262 Pine Street 1035 - OM Old Milton Milton L9T 1K5
    Main Photo: 262 Pine Street in Milton: 1035 - OM Old Milton House for sale : MLS®# W13071588

    262 Pine Street Milton L9T 1K5 1035 - OM Old Milton

    $605,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13071588
    Bedrooms:
    2
    Bathrooms:
    2
    Welcome to this charming 1.5-storey detached home located in the heart of Old Milton. Set on a generous 50 ft x 64 ft lot, this property offers 2 bedrooms and 2 bathrooms with a functional and inviting layout. The main floor features a kitchen, dining area, comfortable living room, a convenient 2-piece bathroom, and the primary bedroom, along with an additional living area that can easily serve as a home office or flexible space. The upper level includes a second bedroom, cozy sitting area, dedicated office space, and a 3-piece bathroom, providing a private and versatile living zone. Situated within walking distance to J.M. Denyes Public School and just minutes from Downtown Milton, popular local restaurants, Mill Pond, and the fairgrounds, this home offers the charm of a well-established community. With parking for up to four cars in the driveway and a spacious yard perfect for entertaining family and friends, this property delivers comfort, convenience, and excellent outdoor space in a sought-after neighborhood. More details
    Listed by CENTURY 21 PROPERTY ZONE REALTY INC.
    LISTING DETAILS
    SUSANA MEDEIROS
    Katie Bianchi

  • 415 Highside Drive in Milton: 1035 - OM Old Milton House for sale : MLS®# W13070264

    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®# W13070264

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

    $1,475,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13070264
    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
    Katie Bianchi

  • 807 Secord Court in Milton: 1031 - DP Dorset Park House for sale : MLS®# W13063154

    807 Secord Court 1031 - DP Dorset Park Milton L9T 3T3
    Main Photo: 807 Secord Court in Milton: 1031 - DP Dorset Park House for sale : MLS®# W13063154

    807 Secord Court Milton L9T 3T3 1031 - DP Dorset Park

    $799,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13063154
    Bedrooms:
    4
    Bathrooms:
    1
    This charming 3 bedroom plus loft detached home sits on an *INCREDIBLE pie-shaped lot* in Milton's desirable Dorset Park, surrounded by mature trees and backing onto the park! Over 100ft deep, AND over 100ft of fence width at the rear, this property offers a rare opportunity to enjoy an expansive backyard that backs directly onto a scenic walking trail and park - perfect for families, nature lovers, and outdoor entertaining! Set in a mature, tree-lined neighbourhood, this home combines warmth, character, and exceptional value ($$). Inside, you'll find a thoughtfully updated space, with new wiring throughout (ESA certificate available, aluminium wiring replaced) and upgraded attic insulation to R60, helping you stay comfortable year-round while saving on utility costs. The functional layout includes a *BONUS* family room on the main floor, providing extra living space while still leaving part of the former garage for tons of outside storage. Your private backyard oasis is complete with a treehouse and plenty of room for kids to play, garden, or simply relax. Enjoy easy access to schools, parks, restaurants, and the Milton GO Station - this home delivers both lifestyle and convenience. Opportunities like this, on a premium lot... in such an established neighbourhood? RARE at this price point. You can grow INTO this home by adding a door and wall for a 4th bedroom down the road, you can finish the basement whenever you need, and enjoy this private pie lot home for DECADES to come. Don't miss your chance to make it yours! More details
    Listed by REVEL REALTY INC.
    LISTING DETAILS
    SUSANA MEDEIROS
    Katie Bianchi

  • 1009 Woodward Avenue in Milton: 1029 - DE Dempsey House for sale : MLS®# W13064858

    1009 Woodward Avenue 1029 - DE Dempsey Milton L9T 5Y2
    Main Photo: 1009 Woodward Avenue in Milton: 1029 - DE Dempsey House for sale : MLS®# W13064858

    1009 Woodward Avenue Milton L9T 5Y2 1029 - DE Dempsey

    $1,499,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13064858
    Bedrooms:
    8
    Bathrooms:
    6
    Rare Multi-Generational Home With Exceptional Rental Potential in Milton! This spacious 5 + 3 bedroom detached home sits on a premium 45.77 ft frontage, deep lot and offers a highly functional layout ideal for large or multi-generational families, with 2 basements, each with separate entrance and washrooms. Featuring bright, open-concept principal rooms, the main floor includes a formal living anddining area, a generous family room, and a versatile den with a large window-perfect for a home office or study, has a hardwood floor and pot-lights, and a modern kitchen with built-in Appliances and has convenient access throughout.The kitchen offers a functional layout with plenty of storage, extended counter space and prep space, complemented by a bright eat-in area-perfect for family gatherings and daily use. The second floor has five bedrooms, most with semi-ensuite access, along with a primary bedroom featuring a private ensuite and walk-in closet. All bedrooms include closets, and large Windows, a convenient second-floor laundry adds everyday practicality.The newly finished basement adds exceptional value and flexibility, featuring:Basement 1: A fully updated 2-bedroom suite with separate entrance. New tiles flooring, modern kitchen, living area, and updated washroom. Basement 2- An second studio-style unit with its own ensuite Perfect for extended family living, in-law setup, or future income potential. Beautifully landscaped backyard featuring a stone patio-perfect for outdoor entertaining. Spacious front porch ideal for quiet seating, offering trail views with no homes directly infront. Double Car Garage, with another 2 car parking spaces in the driveway. Located on a quiet, family-friendly street, just minutes to top-rated schools, parks, shopping, and Highway 401, this home offers the perfect blend of space, functionality, and long-term investment value. A rare find combining size, versatility, and income potential-don't miss this opportunity! More details
    Listed by CENTURY 21 INNOVATIVE REALTY INC.
    LISTING DETAILS
    SUSANA MEDEIROS
    Katie Bianchi

  • 346 Kingsway Place in Milton: 1035 - OM Old Milton House for sale : MLS®# W13057230

    346 Kingsway Place 1035 - OM Old Milton Milton L9T 4C8
    Main Photo: 346 Kingsway Place in Milton: 1035 - OM Old Milton House for sale : MLS®# W13057230

    346 Kingsway Place Milton L9T 4C8 1035 - OM Old Milton

    $1,699,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13057230
    Bedrooms:
    4
    Bathrooms:
    4
    Step into the charm of this beautifully updated four-level backsplit, perfectly situated in the heart of Old Milton. This is where tranquility meets convenience, just a short walk to historic downtown, schools, trails, shopping and more! Backing onto the picturesque 16 Mile Creek and surrounded by lush forest, this home provides a serene retreat right in your own backyard. Inside, you'll find app 3,300 total square feet of thoughtfully designed living space. The interior boasts a fabulous, functional layout with skylights, large windows, engineered hardwood flooring, and ample storage. The modern eat-in kitchen features sleek quartz counters and backsplash, stainless appliances, a built-in workstation, and stylish lighting. The open flow from the living to dining room is ideal for large gatherings, creating an inviting setting for unforgettable holiday celebrations! A few steps down, the family room is the heartbeat of the home, highlighted by a custom stone feature wall with a cozy gas fireplace, built-in bookshelves to showcase your cherished memories and direct access to the private, pool-sized yard - perfect for outdoor relaxation! This level also includes a fourth bedroom that can easily be used as a den, and ideal for in-laws or a nanny. Additional features include a powder room, laundry room, bonus flex room and access to the side yard. On the upper level, three spacious bedrooms await, including the primary with a private four-piece ensuite and balcony that overlooks stunning natural views... indeed, a tranquil spot to start or end your day. With a total of four bedrooms, four bathrooms, including a versatile den/office, this home offers ample space for family life and remote work. The finished lower level features a custom built 15' bar, a cedar sauna, a cantina for your preserves and wine, a large crawl space and a 3-piece bath. All this to offer and located on one of the most desireable enclaves in town, this is a rare find and your dream come true! More details
    Listed by RE/MAX ESCARPMENT REALTY INC.
    LISTING DETAILS
    SUSANA MEDEIROS
    Katie Bianchi

  • 917 Maple Avenue in Milton: 1031 - DP Dorset Park House for sale : MLS®# W13057214

    917 Maple Avenue 1031 - DP Dorset Park Milton L9T 3X6
    Main Photo: 917 Maple Avenue in Milton: 1031 - DP Dorset Park House for sale : MLS®# W13057214

    917 Maple Avenue Milton L9T 3X6 1031 - DP Dorset Park

    $1,050,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13057214
    Bedrooms:
    5
    Bathrooms:
    3
    Welcome to this beautifully maintained 4+1 bedroom detached home on a large 55'x110' lot in the desirable Dorset Park neighbourhood! Offering over 2,500 sq. ft. of living space including a finished basement, this home is perfect for families looking for more space. Step inside to find a bright living and dining area, ideal for entertaining. Open concept kitchen/family room with a fireplace and sliding doors leading to a large deck and a big, fully-fenced private backyard, perfect outdoor enjoyment. On the 2nd level you'll find that all 4 bedrooms are spacious and bright, with a 4 piece bathroom as well as a 3 piece ensuite off of the large primary bedroom. Recent updates include new carpeting in lvg/dng (2026), luxury vinyl in kitchen/entrance/upper landing/main bath (2026), roof re-shingled (2022), new siding and insulation (2022), and a new furnace and A/C (2020), Corian kitchen countertops (2020), and granite bathroom countertops (2020). Parking for 6 cars including double garage and long driveway. Prime location short walk to parks, schools, amenities, and GO Transit. Great value, don't miss out! More details
    Listed by RE/MAX REAL ESTATE CENTRE INC.
    LISTING DETAILS
    SUSANA MEDEIROS
    Katie Bianchi
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Data was last updated May 6, 2026 at 01:15 AM (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.