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58 Dawson Crescent in Milton: 1035 - OM Old Milton House for sale : MLS®# W13449858
58 Dawson Crescent Milton L9T 5H9 
$795,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13449858
- Bedrooms:
- 3
- Bathrooms:
- 3
Freehold. All brick. Finished basement. Downtown walkability. This 1,313 sq.ft. townhouse plus 590 sq.ft. finished basement offers approximately 1,903 sq.ft. of total finished living space in one of Milton's most convenient and underrated locations. Walk to Downtown Milton, Main Street, the Fairgrounds, La Rose, shops, restaurants, parks and everyday services from a quiet, family-friendly street with mature trees and an Old Milton feel. Opened-up main floor with pot lights, California shutters throughout, no tile break at the front entry, and a renovated kitchen with quartz counters, backsplash and modern finishes. Finished basement adds valuable rec room, office, gym, playroom or second TV space. Low-maintenance backyard for easy outdoor living. Newer windows. Parking for 3 vehicles, including 2 in the driveway, with Town by-law permission to park over the sidewalk. Dare to compare! More detailsListed by ROYAL LEPAGE MEADOWTOWNE REALTY- TOM FERGUSON
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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:
- 3
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- TOM FERGUSON
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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.- TOM FERGUSON
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566 Bessborough Drive in Milton: 1033 - HA Harrison House for sale : MLS®# W13450726
566 Bessborough Drive Milton L9T 7V2
$995,786Residential Freehold- Status:
- Active
- MLS® Num:
- W13450726
- Bedrooms:
- 6
- Bathrooms:
- 4
A rare opportunity that truly stands out. Welcome to 566 Bessborough Drive in Milton's coveted Harrison community. Offers 4+2 bedrooms, 3.5 Washroom, 2 Kitchens, **LEGAL BASEMENT APARTMENT**. Just over 2000 sqft of main & 2nd floor, Step inside and experience a bright, spacious, open-concept layout featuring rich hardwood and ceramic flooring, Pot lights and an abundance of natural light that fills every corner. A contemporary kitchen complete with stainless steel appliances, seamlessly flowing into a spacious great room-perfect for both everyday living and effortless entertaining. Upstairs, you'll find four 4 generously sized bedrooms, 4-piece main bath. The fully finished basement with a separate entrance elevates this home even further, featuring additional 2 bedrooms, a full bath and a kitchen that makes a separate private secondary unit approved by the town. Ideal for extended family, guests, or potential income opportunities to support mortgage. Outside, enjoy the benefits of a corner lot with parking for 2 vehicles, an aggregate front porch, elegant exterior with double door entry. The backyard is a private retreat, complete with a treated for relaxing or entertaining. Ideally situated close to top-rated schools, parks, scenic trails, shopping, the Niagara Escarpment, and with quick access to the 401, this home offers the perfect balance of lifestyle, space, and convenience. Homes like this don't come often; come experience it for yourself. More detailsListed by RE/MAX GOLD REALTY INC.- TOM FERGUSON
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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- TOM FERGUSON
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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- TOM FERGUSON
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405 1390 Main Street E in Milton: 1029 - DE Dempsey Condo Apartment for sale : MLS®# W13452454
405 1390 Main Street E Milton L9T 7S9
$509,999Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13452454
- Bedrooms:
- 2
- Bathrooms:
- 1
Welcome to this beautiful top-floor suite at Bristol on Main, where impressive 12-foot vaulted ceilings create a bright, open feel throughout. Offering 893 sqft of thoughtfully designed living, the open-concept layout features a spacious living area that flows effortlessly into a well-appointed kitchen with an eat-in dining space and breakfast bar, ideal for both everyday living and entertaining. French doors open to a private balcony overlooking the peaceful park and lush greenery, creating a serene outdoor escape. The generous primary bedroom includes a cozy sitting area or workspace with the same tranquil park views. A flexible second bedroom or den features a walk-in closet, adding valuable storage and versatility. Pride of ownership is evident throughout this meticulously maintained suite and well-managed building. Conveniently located near excellent schools, Milton GO, public transit, and Highway 401, everything you need is within easy reach. Plus experience the comfort and charm of top-floor living in this exceptional suite! More detailsListed by Royal Lepage Real Estate Associates- TOM FERGUSON
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477 Bell Street in Milton: 1024 - BM Bronte Meadows House for sale : MLS®# W13444308
477 Bell Street Milton L9T 4R6
$1,015,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13444308
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to 477 Bell St. Backing directly onto Bronte Meadows Park and just steps from schools, trails, daycares, and the charm of Downtown Milton, this move-in ready family home offers the lifestyle buyers have been waiting for. With over 2,300 sq ft of living space, the bright open- concept main floor is designed for both everyday comfort and easy entertaining, featuring spacious living and family areas with a walk-out to a large deck and fully fenced backyard - perfect for summer BBQs, morning coffee, or watching the kids play. The updated eat-in kitchen offers ample cabinetry, generous prep space, and plenty of room for busy family mornings and gatherings with friends and family. Upstairs, you'll find 3 spacious bedrooms and 2 full updated bathrooms, including a beautifully updated primary retreat with a walk-in closet and private ensuite. The recently updated finished basement offers flexible open space ideal for a playroom, home office, gym, media room, or additional family living area. With direct park access and a location close to everything families need, this home combines space, comfort, and community in one of Milton's most sought-after neighbourhoods. More detailsListed by REVEL REALTY INC.- TOM FERGUSON
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20 Dawson Crescent in Milton: 1024 - BM Bronte Meadows House for sale : MLS®# W13447568
20 Dawson Crescent Milton L9T 5H8
$742,000Residential Freehold- Status:
- Active
- MLS® Num:
- W13447568
- Bedrooms:
- 4
- Bathrooms:
- 2
Welcome to 20 Dawson Crescent, a spacious freehold townhome offering approximately 1,340 sq. ft. above grade plus a partially finished basement, ideally situated in Milton's established and highly desirable Bronte Meadows community. Featuring a bright, functional and open-concept layout, this home is perfect for families, first-time buyers, and investors alike.The main level offers a spacious living and dining room, ideal for both everyday living and entertaining. The eat-in kitchen features ample cabinetry, counter space, and storage, with a walkout to a beautiful sundeck and private backyard, creating the perfect setting for outdoor dining, relaxation, and family gatherings.Upstairs, you'll find three well-proportioned bedrooms, including a large primary suite featuring a private ensuite bathroom and spacious closet.The partially finished basement provides additional living, recreation, and storage space, while also presenting an excellent opportunity to renovate, customize, and add significant value over time.Enjoy a private garage, additional driveway parking, and a family-friendly setting within walking distance to parks, schools, trails, Downtown Milton shops, restaurants, and everyday conveniences. Conveniently located just minutes from Milton GO Station, major highways, and all essential amenities.Located in one of Milton's most established and family-friendly neighbourhoods, this property offers the perfect blend of convenience, community, and long-term potential. An exceptional opportunity to own a well-located family home with tremendous upside, offering buyers the ability to renovate, customize, and add significant value while making it their own. More detailsListed by REMAX YOUR COMMUNITY REALTY- TOM FERGUSON
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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.- TOM FERGUSON
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202 1340 Main Street E in Milton: 1029 - DE Dempsey Condo Apartment for sale : MLS®# W13448456
202 1340 Main Street E Milton L9T 7S6
$595,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13448456
- Bedrooms:
- 2
- Bathrooms:
- 2
Bright and spacious 2-bedroom, 2-bathroom corner condo offering over 1,000 square feet of stylish and comfortable living space in the highly desirable Dempsey neighbourhood of Milton. Impeccably maintained and finished with laminate flooring throughout, this sun-filled unit features large windows that flood every room with natural light. The open-concept living and dining area flows seamlessly into a generous kitchen complete with stainless steel appliances, ceramic backsplash, ample counter space, and a walkout to a private balcony-ideal for enjoying your morning coffee or relaxing in the evening. Both bedrooms are generously sized, with the primary suite featuring a 4-piece ensuite for added comfort and privacy. Additional highlights include one underground parking space, one exclusive surface parking spot, and a locker for extra storage. Conveniently located just minutes from Highway 401, shopping plazas, schools, cinemas, Walking Trails, and parks, this exceptional condo offers the perfect blend of comfort, convenience, and lifestyle. More detailsListed by RE/MAX GOLD REALTY INC.- TOM FERGUSON
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91 371 Bronte Street S in Milton: 1035 - OM Old Milton Condo Townhouse for sale : MLS®# W13437394
91 371 Bronte Street S Milton L9T 3K5
$639,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- W13437394
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to the "White Oaks" Towns near Downtown Milton - Perfect for First-Time Home Buyers! This spacious multi-level townhome offers 3 generously sized bedrooms and 3 washrooms, including a primary suite with a private ensuite. Bright, sun-filled windows throughout the family room, dining area, and kitchen create a warm and inviting atmosphere. Step out from the dining area to your private patio and enjoy a large backyard backing onto open green space-ideal for families, relaxation, and entertaining. The home also features a finished basement with a versatile recreational room, perfect for a family lounge, home office, or entertainment space. Conveniently located just steps from Larose Plaza, Champs Bowling & Entertainment Centre, and public transit. Enjoy walking distance to trails, parks, schools, Shoppers Drug Mart, and vibrant downtown Milton, featuring the farmers' market, shops, restaurants, and cafés. More detailsListed by ROYAL LEPAGE CERTIFIED REALTY- TOM FERGUSON
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Data was last updated June 16, 2026 at 06:15 PM (UTC)
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