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1-12/98

  • 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

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

    243 Sydney Street 1035 - OM Old Milton Milton L9T 1E2
    OPEN HOUSE: May 03, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, May 3, 2026 2:00PM - 4:00PM
    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

  • 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

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

    1009 Woodward Avenue 1029 - DE Dempsey Milton L9T 5Y2
    OPEN HOUSE: May 03, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, May 3, 2026 2:00PM - 4:00PM
    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

  • 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

  • 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

  • 100 Manley Lane in Milton: 1029 - DE Dempsey House for sale : MLS®# W13053500

    100 Manley Lane 1029 - DE Dempsey Milton L9T 5N9
    OPEN HOUSE: May 03, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, May 3, 2026 2:00PM - 4:00PM
    OPEN HOUSE: May 03, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, May 3, 2026 2:00PM - 4:00PM
    Main Photo: 100 Manley Lane in Milton: 1029 - DE Dempsey House for sale : MLS®# W13053500

    100 Manley Lane Milton L9T 5N9 1029 - DE Dempsey

    $825,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13053500
    Bedrooms:
    3
    Bathrooms:
    3
    Tremendous value, stunning finishes and convenient location. This fully finished, beautifully renovated, and completely move-in ready three-bedroom, three-bathroom freehold townhome checks every box. Thoughtfully updated from top to bottom, it offers a clean, modern aesthetic with stylish features throughout. The main level offers a sharp white kitchen with granite countertops, a breakfast bar perfect for casual dining, and a bright, sun-filled living space that feels both open and inviting. A charming powder room completes the level. Upstairs, the spacious primary suite is a true retreat, complete with a walk-in closet and a gorgeous ensuite featuring double vanities and a sleek glass shower. Two additional generously sized bedrooms and a well-appointed 4-piece bath offer plenty of space for family or guests. The fully finished basement adds incredible versatility, offering space for a cozy rec area, work-from-home setup, and even a home gym. Step outside to a private back deck, ideal for relaxing or entertaining and enjoy the convenience of parking for up to four vehicles. Extensive updates include luxury vinyl flooring throughout, freshly painted from top to bottom, new baseboards and trim, updated hardware and light fixtures, new windows & coverings, and a new garage door. Located in a prime, walkable neighbourhood close to tons of amenities, including the Milton GO, schools, parks, and quick access to the 401 in under five minutes, perfect for commuters. Incredible value & a must see in person! More details
    Listed by RE/MAX ESCARPMENT REALTY INC.
    LISTING DETAILS
    SUSANA MEDEIROS
    Katie Bianchi

  • 263 Pettigrew Trail in Milton: 1029 - DE Dempsey House for sale : MLS®# W13054404

    263 Pettigrew Trail 1029 - DE Dempsey Milton L9T 5X7
    Main Photo: 263 Pettigrew Trail in Milton: 1029 - DE Dempsey House for sale : MLS®# W13054404

    263 Pettigrew Trail Milton L9T 5X7 1029 - DE Dempsey

    $799,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13054404
    Bedrooms:
    3
    Bathrooms:
    3
    Rarely offered renovated semi-detached w/finished basement and separate side entrance in Milton's sought-after Dempsey neighbourhood! Offering stylish upgrades and low-maintenance living on a quiet, low-traffic street. Featuring a covered front porch, no sidewalk to maintain, an extra-long driveway + garage = 3 parking spots, and a fully fenced private backyard with patio, this home is designed for easy everyday living. The bright, open-concept main floor offers seamless flow between living and dining areas, with sliding doors to the outdoor patio and a private fully-fenced backyard. The updated kitchen includes stainless steel appliances, modern backsplash, refreshed cabinetry, and a large bright window overlooking the backyard. A spacious bright foyer with walk-in front hall closet, updated 2-piece powder room with quartz countertop, and Ecobee smart thermostat adds modern convenience. Upstairs, the primary bedroom fits a king bed + much more and features a spacious walk-in closet w/window, and updated semi-ensuite 4-piece bath with whirlpool tub and quartz vanity. All bedrooms are have large windows and bright natural light. The finished basement with separate side entrance adds an additional almost 600 sq. ft. with a3-piece bath and kitchenette counter and sink/wet bar - ideal for a family room, in-law suite or guest accommodations. With a new furnace (2025) , parking for 3 vehicles, beautifully renovated, and only minutes to the 401/GO Train, transit, shopping, parks, and schools - this is a rare opportunity in a prime location. More details
    Listed by ROYAL LEPAGE SIGNATURE REALTY
    LISTING DETAILS
    SUSANA MEDEIROS
    Katie Bianchi

  • 358 Kingsway Place in Milton: 1035 - OM Old Milton House for sale : MLS®# W13051982

    358 Kingsway Place 1035 - OM Old Milton Milton L9T 4C8
    OPEN HOUSE: May 03, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, May 3, 2026 2:00PM - 4:00PM
    Main Photo: 358 Kingsway Place in Milton: 1035 - OM Old Milton House for sale : MLS®# W13051982

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

    $1,995,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13051982
    Bedrooms:
    5
    Bathrooms:
    4
    Find the charm of Old Milton in this updated spacious family home. Aspirational cul-de-sac pie shaped lot with loads of privacy and room to roam. From the inviting stamped concrete front porch to the centre hall plan, you will feel at home as soon as you enter. An entertainer's main floor with renovated chef's kitchen and an open concept plan featuring a living room to gather. Curl up on cool nights by the gas fireplace, or in summer you can walk out to the over-sized deck for outdoor dining perched over your impressive lot. With an abundance of trees around and Sixteen16 Mile Creek in sight, imagine the tranquility of a cottage just steps out of your glass patio doors. Host family dinners in the formal dining room with the character of wainscotting and an impressive bay window. Rounding off a perfect floor plan you can enjoy a main floor powder room and benefit from the direct access mud room/laundry room from the double garage entrance.The second floor has four well appointed bedroom with tons of natural light throughout. The primary bedroom features a walk-in closet and renovated bathroom with glass enclosed curbless shower & double sink vanity.The fully finished basement was designed with entertaining in mind with full renovation (2020). Ease into the recreation room with custom built in wall unit and electric fireplace. Honourable mention goes to the focal point-the high top custom hand made quartz bar table with room to seat 6+ guests. The built-in cabinets with 2 under mount beverage fridges has everything on demand. With a lower 3 pc bathroom, additional bedroom and flex space you can truly enjoy every square foot of this home. The lower level has a walk out patio for casual outdoor lounging while you soak in the sights and nature sounds of this unique, rarely offered treed lot. More details
    Listed by FOREST HILL REAL ESTATE INC.
    LISTING DETAILS
    SUSANA MEDEIROS
    Katie Bianchi

  • 35 Court Street N in Milton: 1035 - OM Old Milton House for sale : MLS®# W13052602

    35 Court Street N 1035 - OM Old Milton Milton L9T 2S2
    Main Photo: 35 Court Street N in Milton: 1035 - OM Old Milton House for sale : MLS®# W13052602

    35 Court Street N Milton L9T 2S2 1035 - OM Old Milton

    $1,029,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    W13052602
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to this beautifully renovated home in the heart of downtown Milton. Blending timeless charm with modern upgrades, this property has been completely renovated from top to bottom, offering worry-free living in one of the most sought-after locations. New windows entire home and new appliances. Featuring 2 full bathrooms and 1 powder room, this home is thoughtfully designed for both comfort and functionality. The spacious main living area boasts a bright, open feel with a generously sized front room, perfect for family gatherings and entertaining. Potentially extra bedroom at main floor. Situated in a highly desirable, family-friendly neighborhood, you'll enjoy walking distance to shops, schools, parks, and all essential amenities. Opportunities like this are rare-fully renovated homes in the downtown core are hard to come by. A perfect blend of location, lifestyle, and modern living-this is one you don't want to miss. More details
    Listed by SUMMIT REALTY EXPERTS INC.
    LISTING DETAILS
    SUSANA MEDEIROS
    Katie Bianchi

  • 507 100 Millside Drive in Milton: 1035 - OM Old Milton Condo for sale : MLS®# W13052244

    507 100 Millside Drive 1035 - OM Old Milton Milton L9T 5E2
    Main Photo: 507 100 Millside Drive in Milton: 1035 - OM Old Milton Condo for sale : MLS®# W13052244

    507 100 Millside Drive Milton L9T 5E2 1035 - OM Old Milton

    $549,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    W13052244
    Bedrooms:
    2
    Bathrooms:
    2
    Popular "Elora" model, two bedroom and 2 bath condo with very sought after northwest exposure. Views of the Escarpment and the Mill Pond.Two parking spaces one underground (owned) one above (exclusive use). Storage room in the unit with professionally installed shelving. Second bedroom has built in wall unit with a desk and Murphy bed. Ensuite bathroom. In-suite laundry and separate eating area from the kitchen. Amenities include indoor pool, sauna, whirlpool, exercise room and recently renovated party room. Condo fee includes all utilities (except phone, internet ,cable) More details
    Listed by RIGHT AT HOME REALTY
    LISTING DETAILS
    SUSANA MEDEIROS
    Katie Bianchi
1-12/98
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Data was last updated May 3, 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.